$1,349,000 Welcome to refined modern living in the heart of Winter Park. Meticulously crafted in 2020, this stunning two story residence showcases four bedrooms, three full baths, and a convenient powder bath. The main level welcomes you with an open concept design bathed in natural light, high ceilings, and seamless flow between the living and dining areas. Perfect for culinary enthusiasts, the chef inspired kitchen is appointed with smart GE Cafe appliances, a gas range, premium quartz countertops, custom cabinetry, and a spacious center island. A private main level home office provides a quiet, dedicated environment for work or study. The first floor primary retreat offers everyday luxury with direct pool access, dual walk in closets, and a spa caliber en suite bath featuring contemporary fixtures, a dedicated linen closet, and an expansive walk in super shower. Upstairs, a versatile open loft serves as an ideal second living room, game room, or media retreat, anchoring three generous guest bedrooms with ample closet space and beautifully finished full bathrooms. Step through sliding glass doors into your private outdoor sanctuary, complete with a fully screened swimming pool featuring a sun shelf, paved patio lounging, and pre plumbing ready for your custom summer kitchen. Situated in one of Central Florida's most desirable residential pockets, this address provides premier Orange County living within comfortable walking distance to top rated Winter Park High School, Glenridge Middle School, and Brookshire Elementary. Located just minutes from the vibrant shopping, dining, and cultural attractions of Park Avenue, this turnkey 2020 build seamlessly unites contemporary luxury with quintessential Winter Park convenience. 4 Beds ⋅ 4 Baths ⋅ Acreage SubDv. ⋅ 32792 Zip Code Welcome to refined modern living in the heart of Winter Park. Meticulously crafted in 2020, this stunning two story residence showcases four bedrooms, three full baths, and a convenient powder bath. The main level welcomes you with an open concept design bathed in natural light, high ceilings, and seamless flow between the living and dining areas. Perfect for culinary enthusiasts, the chef inspired kitchen is appointed with smart GE Cafe appliances, a gas range, premium quartz countertops, custom cabinetry, and a spacious center island. A private main level home office provides a quiet, dedicated environment for work or study. The first floor primary retreat offers everyday luxury with direct pool access, dual walk in closets, and a spa caliber en suite bath featuring contemporary fixtures, a dedicated linen closet, and an expansive walk in super shower. Upstairs, a versatile open loft serves as an ideal second living room, game room, or media retreat, anchoring three generous guest bedrooms with ample closet space and beautifully finished full bathrooms. Step through sliding glass doors into your private outdoor sanctuary, complete with a fully screened swimming pool featuring a sun shelf, paved patio lounging, and pre plumbing ready for your custom summer kitchen. Situated in one of Central Florida's most desirable residential pockets, this address provides premier Orange County living within comfortable walking distance to top rated Winter Park High School, Glenridge Middle School, and Brookshire Elementary. Located just minutes from the vibrant shopping, dining, and cultural attractions of Park Avenue, this turnkey 2020 build seamlessly unites contemporary luxury with quintessential Winter Park convenience. 1939 Woodcrest Drive, Winter Park
$1,249,000 Virtually Staged. Welcome to your dream estate inside the highly sought-after, gated enclave of Lakeside Estates in Winter Park! This magnificent 2-story residence, built by Meritage Homes, spans an impressive 5,021 square feet of luxurious living space and features a commanding tile roof. Boasting a versatile layout of 6 bedrooms, 5 full bathrooms, and 1 half bath, this home showcases 2 separate primary suites one on each level providing an ideal setup for multi-generational living or an expansive guest retreat. Step through the entrance to be captivated by soaring high ceilings, fresh custom interior paint, premium engineered hardwood and tile flooring, and an open-concept flow flooded with natural light. The chef-inspired gourmet kitchen is an entertainer's masterpiece, equipped with brand-new quartz countertops, high-end stainless steel appliances, a generous island, and a seamless connection to the family room and sunny kitchen nook. Upstairs, a versatile bonus loft opens up endless possibilities for a media room or play space, supported by 2 dedicated indoor laundry rooms for ultimate convenience. Step outside to your private backyard paradise, complete with a covered lanai and a fully screened-in, sparkling custom pool and spa. Complete with an immaculate 3-car garage featuring a fresh protective floor coating, this property delivers executive comfort with easy access to top-rated schools, boutique shopping, fine dining, and all the historic charm of Winter Park. Schedule your private tour today! 6 Beds ⋅ 6 Baths ⋅ Lakeside Estates SubDv. ⋅ 32792 Zip Code Virtually Staged. Welcome to your dream estate inside the highly sought-after, gated enclave of Lakeside Estates in Winter Park! This magnificent 2-story residence, built by Meritage Homes, spans an impressive 5,021 square feet of luxurious living space and features a commanding tile roof. Boasting a versatile layout of 6 bedrooms, 5 full bathrooms, and 1 half bath, this home showcases 2 separate primary suites one on each level providing an ideal setup for multi-generational living or an expansive guest retreat. Step through the entrance to be captivated by soaring high ceilings, fresh custom interior paint, premium engineered hardwood and tile flooring, and an open-concept flow flooded with natural light. The chef-inspired gourmet kitchen is an entertainer's masterpiece, equipped with brand-new quartz countertops, high-end stainless steel appliances, a generous island, and a seamless connection to the family room and sunny kitchen nook. Upstairs, a versatile bonus loft opens up endless possibilities for a media room or play space, supported by 2 dedicated indoor laundry rooms for ultimate convenience. Step outside to your private backyard paradise, complete with a covered lanai and a fully screened-in, sparkling custom pool and spa. Complete with an immaculate 3-car garage featuring a fresh protective floor coating, this property delivers executive comfort with easy access to top-rated schools, boutique shopping, fine dining, and all the historic charm of Winter Park. Schedule your private tour today! 1445 Via Sangro Place, Winter Park
$329,000 **WINTER PARK POOL HOME – $15,000 BUYER INCENTIVE!** Looking for a pool home you can truly make your own? Welcome to 1740 Puritan Ave in Winter Park! This property offers an exciting opportunity for the right buyer with the vision to unlock its full potential. Imagine relaxing by your private pool, entertaining family and friends, and creating your own backyard retreat! Whether you're searching for your next home or an investment opportunity, this property is full of possibilities. **Seller is offering $15,000 toward buyer's closing costs, repairs, and cleaning at closing!** This home needs some TLC, but with the right care, creativity, and personal touches, it could become something truly special. Bring your imagination and make this pool home your own! Don't miss this opportunity to create the home you've been dreaming of in Winter Park. Schedule your private showing today! 3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 06 2nd Rep SubDv. ⋅ 32792 Zip Code **WINTER PARK POOL HOME – $15,000 BUYER INCENTIVE!** Looking for a pool home you can truly make your own? Welcome to 1740 Puritan Ave in Winter Park! This property offers an exciting opportunity for the right buyer with the vision to unlock its full potential. Imagine relaxing by your private pool, entertaining family and friends, and creating your own backyard retreat! Whether you're searching for your next home or an investment opportunity, this property is full of possibilities. **Seller is offering $15,000 toward buyer's closing costs, repairs, and cleaning at closing!** This home needs some TLC, but with the right care, creativity, and personal touches, it could become something truly special. Bring your imagination and make this pool home your own! Don't miss this opportunity to create the home you've been dreaming of in Winter Park. Schedule your private showing today! 1740 Puritan Avenue, Winter Park
$6,000,000 Pre-Construction. To be built. (NOTE: Photos show features and finishes representative of the construction budget and selection allowances. All tile, colors, stone, cabinets, vanities, lighting, appliances, wallpaper to be CUSTOM SELECTED by Buyer. Also, layout of the rooms in in the photos may differ from the home to be built here.) The home is located on McKean Circle, one of the most sought-after, quiet, NO TRAFFIC streets in Winter Park… Very close walk to Park Avenue restaurants and shopping and Winter Park Golf Course. Presented by an established, award winning luxury home builder, this bespoke home will include premium features, appliances, fixtures and finishes as follows: ELEVATOR, NATURAL GAS WHOLE HOUSE GENERATOR, WOLF/SUB ZERO appliances and wine cooler tower, built-in coffee maker, LUTRON RA3 SMART LIGHTING AND WIRING FOR BLINDS AND DRAPES, AUDIO/VIDEO, SMART HOME and SECURITY UPGRADES, WALLPAPER, special carpentry and architectural details, CEILING DETAILS with LED recessed/cove LIGHTING. FIRST FLOOR PRIMARY SUITE WITH WASHER/DRYER and two-person shower, additional GUEST SUITE FIRST FLOOR, OFFICE FIRST FLOOR, 12' FIRST FLOOR CEILINGS with 10’ DOORS. UPSTAIRS THERE EN SUITES plus large LOFT with wet bar and laundry room. Store-front window and door system with SMART GLASS (on demand opaque or clear), large 18’x10’ full-view garage door, circular driveway, heated swimmable pool with spa, plenty of pool deck space, and exquisite landscaping. A 6’ masonry-stucco wall with gates will encompasses the property. Outdoor living includes a large rear covered lanai with retractable screens and a large summer kitchen, pool-bath and outdoor shower. Enjoy two fireplaces: a linear fireplace (choose natural gas or electric) in living room and optional natural gas fireplace on the pool deck. Great fortune comes to those who TAKE IMMEDIATE ACTION when opportunity presents itself. Call now to schedule your meeting with the Builder to get started on your new home today! 5 Beds ⋅ 7 Baths ⋅ Palmer Park SubDv. ⋅ 32789 Zip Code Pre-Construction. To be built. (NOTE: Photos show features and finishes representative of the construction budget and selection allowances. All tile, colors, stone, cabinets, vanities, lighting, appliances, wallpaper to be CUSTOM SELECTED by Buyer. Also, layout of the rooms in in the photos may differ from the home to be built here.) The home is located on McKean Circle, one of the most sought-after, quiet, NO TRAFFIC streets in Winter Park… Very close walk to Park Avenue restaurants and shopping and Winter Park Golf Course. Presented by an established, award winning luxury home builder, this bespoke home will include premium features, appliances, fixtures and finishes as follows: ELEVATOR, NATURAL GAS WHOLE HOUSE GENERATOR, WOLF/SUB ZERO appliances and wine cooler tower, built-in coffee maker, LUTRON RA3 SMART LIGHTING AND WIRING FOR BLINDS AND DRAPES, AUDIO/VIDEO, SMART HOME and SECURITY UPGRADES, WALLPAPER, special carpentry and architectural details, CEILING DETAILS with LED recessed/cove LIGHTING. FIRST FLOOR PRIMARY SUITE WITH WASHER/DRYER and two-person shower, additional GUEST SUITE FIRST FLOOR, OFFICE FIRST FLOOR, 12' FIRST FLOOR CEILINGS with 10’ DOORS. UPSTAIRS THERE EN SUITES plus large LOFT with wet bar and laundry room. Store-front window and door system with SMART GLASS (on demand opaque or clear), large 18’x10’ full-view garage door, circular driveway, heated swimmable pool with spa, plenty of pool deck space, and exquisite landscaping. A 6’ masonry-stucco wall with gates will encompasses the property. Outdoor living includes a large rear covered lanai with retractable screens and a large summer kitchen, pool-bath and outdoor shower. Enjoy two fireplaces: a linear fireplace (choose natural gas or electric) in living room and optional natural gas fireplace on the pool deck. Great fortune comes to those who TAKE IMMEDIATE ACTION when opportunity presents itself. Call now to schedule your meeting with the Builder to get started on your new home today! 1011 Mckean Circle, Winter Park
$575,000 Virtually Staged. Welcome to this beautiful POOL HOME in the highly sought-after Winter Park Pines neighborhood. Featuring 4 bedrooms, 2 bathrooms, and 1,891 square feet of living space, this residence perfectly blends unique character with modern day finishes. The heart of the home is the fully remodeled kitchen, with custom cabinetry, sleek countertops, and premium appliances. Pendant lanterns illuminate the central island, while a hand-hammered copper farmhouse sink imported from India pairs with a carefully coordinated backsplash and hardware to create a true design centerpiece. For ultimate privacy, a stylish shiplap feature wall in the living room cleverly conceals the entrance to the primary suite and three spacious bedrooms. At the front of the home, a dedicated family room awaits—the perfect backdrop for movie nights or football game days. Step outside into your own private backyard retreat. An expansive, 500-square-foot screened lanai flows effortlessly to a massive, custom-built swimming pool. Originally designed for competitive swimming by the first owners, this oversized pool offers the ultimate space for weekend pool parties or lazy afternoons floating in the pool. Beyond its charm, the home features a full list of improvements: fresh interior paint and exterior trim paint (2026), a new HVAC system and all-new ductwork (2023), a new roof (2022), a new vinyl privacy fence (2022), added attic insulation (2019), replaced electric water heater (2019), a complete kitchen remodel with a new electrical panel (2017), and a plumbing re-pipe (2013). Location is everything. You are just a short block from the Cady Way Trail and minutes from the Park Avenue boutique shopping, acclaimed dining, and weekly Farmers' Market. Zoned for top-tier schools including Glenridge Middle and Winter Park High, with convenient proximity to Rollins College, UCF, and AdventHealth Winter Park Hospital. Enjoy the quiet, established feel of a neighborhood with NO HOA (or optional) where you can truly relax. Make an appointment today to tour this incredible home! Equal Housing Opportunity. 4 Beds ⋅ 2 Baths ⋅ Winter Park Pines Merrie Oaks SubDv. ⋅ 32792 Zip Code Virtually Staged. Welcome to this beautiful POOL HOME in the highly sought-after Winter Park Pines neighborhood. Featuring 4 bedrooms, 2 bathrooms, and 1,891 square feet of living space, this residence perfectly blends unique character with modern day finishes. The heart of the home is the fully remodeled kitchen, with custom cabinetry, sleek countertops, and premium appliances. Pendant lanterns illuminate the central island, while a hand-hammered copper farmhouse sink imported from India pairs with a carefully coordinated backsplash and hardware to create a true design centerpiece. For ultimate privacy, a stylish shiplap feature wall in the living room cleverly conceals the entrance to the primary suite and three spacious bedrooms. At the front of the home, a dedicated family room awaits—the perfect backdrop for movie nights or football game days. Step outside into your own private backyard retreat. An expansive, 500-square-foot screened lanai flows effortlessly to a massive, custom-built swimming pool. Originally designed for competitive swimming by the first owners, this oversized pool offers the ultimate space for weekend pool parties or lazy afternoons floating in the pool. Beyond its charm, the home features a full list of improvements: fresh interior paint and exterior trim paint (2026), a new HVAC system and all-new ductwork (2023), a new roof (2022), a new vinyl privacy fence (2022), added attic insulation (2019), replaced electric water heater (2019), a complete kitchen remodel with a new electrical panel (2017), and a plumbing re-pipe (2013). Location is everything. You are just a short block from the Cady Way Trail and minutes from the Park Avenue boutique shopping, acclaimed dining, and weekly Farmers' Market. Zoned for top-tier schools including Glenridge Middle and Winter Park High, with convenient proximity to Rollins College, UCF, and AdventHealth Winter Park Hospital. Enjoy the quiet, established feel of a neighborhood with NO HOA (or optional) where you can truly relax. Make an appointment today to tour this incredible home! Equal Housing Opportunity. 346 Elkhorn Court, Winter Park
$460,000 Stylish 3-bedroom, 2.5-bath end-unit townhome in the gated Enclave at Hawks Crest community in Winter Park! This bright, open-concept home features newer luxury vinyl plank (LVP) flooring, abundant natural light, a spacious kitchen with a large center island and stainless steel appliances, and an inviting living and dining area. Enjoy the convenience of an upstairs laundry room, a 2-car garage, and a double-sized covered porch perfect for relaxing or entertaining. Community amenities include a swimming pool and playground. Conveniently located near Winter Park shopping, restaurants, and entertainment, with easy access to SR 417, UCF, Full Sail University, and major Central Florida destinations. Don't miss this opportunity to enjoy comfortable, low-maintenance living in a desirable gated community! 3 Beds ⋅ 3 Baths ⋅ Enclave At Hawks Crest SubDv. ⋅ 32792 Zip Code Stylish 3-bedroom, 2.5-bath end-unit townhome in the gated Enclave at Hawks Crest community in Winter Park! This bright, open-concept home features newer luxury vinyl plank (LVP) flooring, abundant natural light, a spacious kitchen with a large center island and stainless steel appliances, and an inviting living and dining area. Enjoy the convenience of an upstairs laundry room, a 2-car garage, and a double-sized covered porch perfect for relaxing or entertaining. Community amenities include a swimming pool and playground. Conveniently located near Winter Park shopping, restaurants, and entertainment, with easy access to SR 417, UCF, Full Sail University, and major Central Florida destinations. Don't miss this opportunity to enjoy comfortable, low-maintenance living in a desirable gated community! 2356 Shadowland Loop, Winter Park
$529,900 Tucked near the quiet end of Shadyhill Terrace, a few doors down from the lake, this four-bedroom pool home sits in Autumn Glen, one of Winter Park’s most sought-after neighborhoods, where homes rarely come up for sale. Picture opening your electric bill in the middle of a Florida summer and seeing a bill of ~$75 or less. That’s the average here, thanks to the 12.5 kW Enphase solar system that cost $65,000 and is fully paid off: no lease, no loan, nothing to assume. The rest of the house was upgraded with the same long view. The ROOF and AC are both under five years old, the argon-filled, double-pane hurricane-resistant windows throughout the main house that were recently installed keep the house quieter and cooler year-round. The home may also qualify for wind mitigation discounts on homeowners insurance. The Tall double doors open to four bedrooms and two baths, finished with modern lighting, ceiling fans and a custom built-in bookshelf. The updated kitchen, with granite counters and stainless steel appliances, looks straight into the family room, so whoever’s cooking stays part of the conversation. Out back, slide open the Florida room’s removable windows, let the breeze in, and look out over the screened salt water pool, running on a new energy-efficient Hayward pump. A two-car garage keeps the cars and pool gear out of the weather. The home sits near the end of a quiet dead-end street that finishes at the lake, in Autumn Glen, where sidewalks lead to the community park, playground and tennis courts. It’s zoned for Red Bug Elementary, Tuskawilla Middle and Lake Howell High, with Red Bug Lake Park and the Cross Seminole Trail close by, the 417 and 436 minutes away, and Park Avenue, UCF and Full Sail all an easy drive. 4 Beds ⋅ 2 Baths ⋅ Autumn Glen Ph 3 SubDv. ⋅ 32792 Zip Code Tucked near the quiet end of Shadyhill Terrace, a few doors down from the lake, this four-bedroom pool home sits in Autumn Glen, one of Winter Park’s most sought-after neighborhoods, where homes rarely come up for sale. Picture opening your electric bill in the middle of a Florida summer and seeing a bill of ~$75 or less. That’s the average here, thanks to the 12.5 kW Enphase solar system that cost $65,000 and is fully paid off: no lease, no loan, nothing to assume. The rest of the house was upgraded with the same long view. The ROOF and AC are both under five years old, the argon-filled, double-pane hurricane-resistant windows throughout the main house that were recently installed keep the house quieter and cooler year-round. The home may also qualify for wind mitigation discounts on homeowners insurance. The Tall double doors open to four bedrooms and two baths, finished with modern lighting, ceiling fans and a custom built-in bookshelf. The updated kitchen, with granite counters and stainless steel appliances, looks straight into the family room, so whoever’s cooking stays part of the conversation. Out back, slide open the Florida room’s removable windows, let the breeze in, and look out over the screened salt water pool, running on a new energy-efficient Hayward pump. A two-car garage keeps the cars and pool gear out of the weather. The home sits near the end of a quiet dead-end street that finishes at the lake, in Autumn Glen, where sidewalks lead to the community park, playground and tennis courts. It’s zoned for Red Bug Elementary, Tuskawilla Middle and Lake Howell High, with Red Bug Lake Park and the Cross Seminole Trail close by, the 417 and 436 minutes away, and Park Avenue, UCF and Full Sail all an easy drive. 2174 Shadyhill Terrace, Winter Park
$3,390,000 Set along a picturesque brick street in Winter Park’s coveted Lake Sue District, this extraordinary residence delivers the scale, craftsmanship, and thoughtful design rarely found in such a desirable location. Positioned on an expansive homesite with an impressive architectural façade and meticulously curated landscaping, the home makes an unforgettable first impression before revealing an interior designed for both elevated entertaining and everyday living. A dramatic foyer with soaring 22-foot ceilings introduces an exceptional floor plan. To one side, a color-drenched private office is enveloped in custom trim work, while the formal dining room opposite features floor-to-ceiling windows and an elegant coffered ceiling. Beyond, the expansive living room is anchored by a stone-wrapped fireplace and framed by arched built-in shelving with integrated LED lighting. Natural wood beams add warmth and architectural character, creating a space that feels equally refined and inviting. The chef’s kitchen is a statement in both beauty and performance, showcasing custom cabinetry, quartz countertops, a professional Wolf gas range, and an oversized paneled Sub-Zero refrigerator. Overhead beams bring dimension to the space, while the adjoining breakfast nook, with custom built-in bench seating offers a charming setting for casual dining. A generously sized butler’s pantry and laundry room provide exceptional storage and functionality. Privately positioned on the main level, the primary suite opens directly to the covered lanai. Its spa-inspired bath is finished in beautiful marble and features dual vanities with floating mirrors, an expansive wet room with a freestanding soaking tub, and a fully customized wardrobe by award-winning Idelli Closets. Upstairs, a spacious loft creates an additional living area surrounded by four generously proportioned bedroom suites, each complete with a private bath and walk-in closet. A second laundry room adds convenience to the upper level. The outdoor setting rivals a private resort. A magazine-worthy summer kitchen anchors the expansive covered lanai, while retractable screens allow for comfortable year-round entertaining. Beyond, a heated pool and spillover spa are complemented by marble decking and additional green space. Just moments from Lake Sue, Park Avenue, Rollins College, East End Market, and zoned for highly sought-after Audubon Park School, this remarkable residence presents an exceptional opportunity to experience one of Winter Park’s most compelling homes. 5 Beds ⋅ 7 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code Set along a picturesque brick street in Winter Park’s coveted Lake Sue District, this extraordinary residence delivers the scale, craftsmanship, and thoughtful design rarely found in such a desirable location. Positioned on an expansive homesite with an impressive architectural façade and meticulously curated landscaping, the home makes an unforgettable first impression before revealing an interior designed for both elevated entertaining and everyday living. A dramatic foyer with soaring 22-foot ceilings introduces an exceptional floor plan. To one side, a color-drenched private office is enveloped in custom trim work, while the formal dining room opposite features floor-to-ceiling windows and an elegant coffered ceiling. Beyond, the expansive living room is anchored by a stone-wrapped fireplace and framed by arched built-in shelving with integrated LED lighting. Natural wood beams add warmth and architectural character, creating a space that feels equally refined and inviting. The chef’s kitchen is a statement in both beauty and performance, showcasing custom cabinetry, quartz countertops, a professional Wolf gas range, and an oversized paneled Sub-Zero refrigerator. Overhead beams bring dimension to the space, while the adjoining breakfast nook, with custom built-in bench seating offers a charming setting for casual dining. A generously sized butler’s pantry and laundry room provide exceptional storage and functionality. Privately positioned on the main level, the primary suite opens directly to the covered lanai. Its spa-inspired bath is finished in beautiful marble and features dual vanities with floating mirrors, an expansive wet room with a freestanding soaking tub, and a fully customized wardrobe by award-winning Idelli Closets. Upstairs, a spacious loft creates an additional living area surrounded by four generously proportioned bedroom suites, each complete with a private bath and walk-in closet. A second laundry room adds convenience to the upper level. The outdoor setting rivals a private resort. A magazine-worthy summer kitchen anchors the expansive covered lanai, while retractable screens allow for comfortable year-round entertaining. Beyond, a heated pool and spillover spa are complemented by marble decking and additional green space. Just moments from Lake Sue, Park Avenue, Rollins College, East End Market, and zoned for highly sought-after Audubon Park School, this remarkable residence presents an exceptional opportunity to experience one of Winter Park’s most compelling homes. 1751 Glencoe Road, Winter Park
$575,000 MOVE-IN READY, BEAUTIFULLY UPDATED, AND DESIGNED FOR FLORIDA LIVING! Welcome to 1931 Aster Drive, where modern upgrades, inviting living spaces, and your own private screened pool come together on an expansive .30-acre corner lot in Winter Park! This beautifully maintained 3-bedroom, 2-bath home offers 2,031 square feet of light-filled living space, PLUS a versatile bonus room ideal for a home office, second living area, or flex space to fit your lifestyle. Soaring vaulted ceilings, fresh interior paint, and NEW luxury vinyl plank flooring create a bright, open, and welcoming atmosphere throughout. At the heart of the home, the beautifully updated kitchen impresses with crisp white shaker cabinetry, elegant quartz countertops, a stylish tile backsplash, stainless steel appliances, built-in microwave, custom wine rack, and an oversized island with seating for four—perfect for everyday living and entertaining. The desirable split-bedroom floor plan provides privacy, while the completely renovated primary bathroom offers a spa-inspired retreat featuring a dual-sink quartz vanity, updated fixtures, tile flooring, and a stunning seamless glass-enclosed shower. Step into the enclosed lanai, an inviting extension of your living space, before heading outside to your private screened pool and spacious backyard—ideal for weekend gatherings, relaxing afternoons, and year-round Florida enjoyment. MAJOR UPDATES ALREADY COMPLETED! Enjoy peace of mind with a NEW ROOF (2025), NEW HVAC (2026), NEW POOL SCREENS, NEW POOL PUMP, NEW FENCE, NEW IRRIGATION SYSTEM, and FRESH LANDSCAPING! See the home features sheet for the complete list of improvements. Tucked into a peaceful Winter Park neighborhood, this exceptional property offers convenient access to Red Bug Road, SR 417, shopping, dining, and everyday essentials. Trinity Preparatory School is approximately 10 minutes away, A rated public schools and Central Florida’s world-famous attractions and beautiful East Coast beaches within easy reach. BEAUTIFULLY UPDATED, INCREDIBLY INVITING, AND READY FOR ITS NEXT OWNER! Don’t miss your opportunity to experience the space, style, and poolside lifestyle of 1931 Aster Drive. Schedule your private showing today! 3 Beds ⋅ 3 Baths ⋅ Garden Lake Estates Unit 2 SubDv. ⋅ 32792 Zip Code MOVE-IN READY, BEAUTIFULLY UPDATED, AND DESIGNED FOR FLORIDA LIVING! Welcome to 1931 Aster Drive, where modern upgrades, inviting living spaces, and your own private screened pool come together on an expansive .30-acre corner lot in Winter Park! This beautifully maintained 3-bedroom, 2-bath home offers 2,031 square feet of light-filled living space, PLUS a versatile bonus room ideal for a home office, second living area, or flex space to fit your lifestyle. Soaring vaulted ceilings, fresh interior paint, and NEW luxury vinyl plank flooring create a bright, open, and welcoming atmosphere throughout. At the heart of the home, the beautifully updated kitchen impresses with crisp white shaker cabinetry, elegant quartz countertops, a stylish tile backsplash, stainless steel appliances, built-in microwave, custom wine rack, and an oversized island with seating for four—perfect for everyday living and entertaining. The desirable split-bedroom floor plan provides privacy, while the completely renovated primary bathroom offers a spa-inspired retreat featuring a dual-sink quartz vanity, updated fixtures, tile flooring, and a stunning seamless glass-enclosed shower. Step into the enclosed lanai, an inviting extension of your living space, before heading outside to your private screened pool and spacious backyard—ideal for weekend gatherings, relaxing afternoons, and year-round Florida enjoyment. MAJOR UPDATES ALREADY COMPLETED! Enjoy peace of mind with a NEW ROOF (2025), NEW HVAC (2026), NEW POOL SCREENS, NEW POOL PUMP, NEW FENCE, NEW IRRIGATION SYSTEM, and FRESH LANDSCAPING! See the home features sheet for the complete list of improvements. Tucked into a peaceful Winter Park neighborhood, this exceptional property offers convenient access to Red Bug Road, SR 417, shopping, dining, and everyday essentials. Trinity Preparatory School is approximately 10 minutes away, A rated public schools and Central Florida’s world-famous attractions and beautiful East Coast beaches within easy reach. BEAUTIFULLY UPDATED, INCREDIBLY INVITING, AND READY FOR ITS NEXT OWNER! Don’t miss your opportunity to experience the space, style, and poolside lifestyle of 1931 Aster Drive. Schedule your private showing today! 1931 Aster Drive, Winter Park
$950,000 Experience the charm of Winter Park living in this beautifully renovated Orwin Manor residence, where more than $41,000 in luxurious upgrades complement timeless character, sophisticated interiors and exceptional outdoor living in one of the area’s most desirable settings. Nestled along a tree-lined street and surrounded by mature landscaping, this 1,947-square-foot home offers two bedrooms, two baths and a versatile floor plan that can be easily converted back to its original three-bedroom configuration, providing flexibility for a home office, guest room or additional bedroom. Inside, rich hardwood flooring, crown molding, plantation shutters and a wood-burning fireplace lend warmth and character to the home, while French doors and abundant windows invite natural light throughout. The kitchen serves as an elegant centerpiece with custom cabinetry, Carrara marble countertops, a gas range and oven, stainless steel appliances, a breakfast bar and generous workspace. A tankless water heater adds modern efficiency and convenience. Multiple living and dining areas create an effortless flow for entertaining, while the expansive primary suite offers a private retreat with ample space for a sitting area. Beyond the interiors, the backyard creates a private resort-style setting rarely found so close to the heart of Winter Park. Fresh landscaping surrounds a saltwater pool, putting green, and expansive paver patio. A covered outdoor living and dining area provides an inviting backdrop for year-round entertaining. Mature trees, manicured hedges and multiple seating areas enhance the sense of privacy, creating a serene escape equally suited for quiet mornings, afternoons by the pool and evenings with guests. A paver driveway and charming covered entry complement the home’s classic architecture, while a Tesla charger adds the convenience of at-home EV charging. Ideally positioned in Orwin Manor, the residence is just minutes from I-4 access and AdventHealth, with convenient proximity to Park Avenue’s renowned boutiques, dining and cafés, as well as College Park and Downtown Orlando. Zoned for Killarney Elementary School, College Park Middle School and Edgewater High School, this distinctive residence presents an exceptional opportunity to enjoy the best of the Winter Park lifestyle. 2 Beds ⋅ 2 Baths ⋅ Orwin Manor Westminster SubDv. ⋅ 32789 Zip Code Experience the charm of Winter Park living in this beautifully renovated Orwin Manor residence, where more than $41,000 in luxurious upgrades complement timeless character, sophisticated interiors and exceptional outdoor living in one of the area’s most desirable settings. Nestled along a tree-lined street and surrounded by mature landscaping, this 1,947-square-foot home offers two bedrooms, two baths and a versatile floor plan that can be easily converted back to its original three-bedroom configuration, providing flexibility for a home office, guest room or additional bedroom. Inside, rich hardwood flooring, crown molding, plantation shutters and a wood-burning fireplace lend warmth and character to the home, while French doors and abundant windows invite natural light throughout. The kitchen serves as an elegant centerpiece with custom cabinetry, Carrara marble countertops, a gas range and oven, stainless steel appliances, a breakfast bar and generous workspace. A tankless water heater adds modern efficiency and convenience. Multiple living and dining areas create an effortless flow for entertaining, while the expansive primary suite offers a private retreat with ample space for a sitting area. Beyond the interiors, the backyard creates a private resort-style setting rarely found so close to the heart of Winter Park. Fresh landscaping surrounds a saltwater pool, putting green, and expansive paver patio. A covered outdoor living and dining area provides an inviting backdrop for year-round entertaining. Mature trees, manicured hedges and multiple seating areas enhance the sense of privacy, creating a serene escape equally suited for quiet mornings, afternoons by the pool and evenings with guests. A paver driveway and charming covered entry complement the home’s classic architecture, while a Tesla charger adds the convenience of at-home EV charging. Ideally positioned in Orwin Manor, the residence is just minutes from I-4 access and AdventHealth, with convenient proximity to Park Avenue’s renowned boutiques, dining and cafés, as well as College Park and Downtown Orlando. Zoned for Killarney Elementary School, College Park Middle School and Edgewater High School, this distinctive residence presents an exceptional opportunity to enjoy the best of the Winter Park lifestyle. 1411 Devon Road, Winter Park
$2,295,000 Welcome to 2234 Howard Drive, an exceptional residence offering modern luxury, thoughtful design, and an outstanding Winter Park location. Built in 2019, this beautifully appointed 4 bedroom 5 1/2 bathroom home, offers approximately 3;295 square feet of heated living space designed for both comfortable everyday living and effortless entertaining. Step inside to discover bright, inviting interiors, and a spacious open-concept layout. At the heart of the home is a beautifully designed gourmet kitchen featuring generous workspace, abundant storage, a large walk-in pantry, and an easy connection to the expansive great room. The home features 2 Master suites, 1 upstairs and the other on the ground floor, providing convenience for family and guests. The spa-inspired upper floor master bathroom features dual vanities, a soaking tub, and large walk-in shower. All bedrooms are en-suite providing flexibility for home office or additional living space. With its contemporary design, functional floor plan, and exceptional indoor and outdoor lifestyle, this home offers a wonderful opportunity to enjoy everything Winter Park has to offer. Conveniently located near renowned dining, shopping, parks, recreation and the charm of Park Avenue, 2234 Howard Drive combines the privacy and comfort of a beautifully designed residence with convenient access to some of Central Florida's most desirable amenities. Schedule a showing today! 4 Beds ⋅ 6 Baths ⋅ Lake Forest Park SubDv. ⋅ 32789 Zip Code Welcome to 2234 Howard Drive, an exceptional residence offering modern luxury, thoughtful design, and an outstanding Winter Park location. Built in 2019, this beautifully appointed 4 bedroom 5 1/2 bathroom home, offers approximately 3;295 square feet of heated living space designed for both comfortable everyday living and effortless entertaining. Step inside to discover bright, inviting interiors, and a spacious open-concept layout. At the heart of the home is a beautifully designed gourmet kitchen featuring generous workspace, abundant storage, a large walk-in pantry, and an easy connection to the expansive great room. The home features 2 Master suites, 1 upstairs and the other on the ground floor, providing convenience for family and guests. The spa-inspired upper floor master bathroom features dual vanities, a soaking tub, and large walk-in shower. All bedrooms are en-suite providing flexibility for home office or additional living space. With its contemporary design, functional floor plan, and exceptional indoor and outdoor lifestyle, this home offers a wonderful opportunity to enjoy everything Winter Park has to offer. Conveniently located near renowned dining, shopping, parks, recreation and the charm of Park Avenue, 2234 Howard Drive combines the privacy and comfort of a beautifully designed residence with convenient access to some of Central Florida's most desirable amenities. Schedule a showing today! 2234 Howard Drive, Winter Park
$1,399,900 WELCOME to this farmhouse-inspired residence combines timeless architectural character with modern luxury and thoughtful design. ***A welcome front porch leads to an impressive two-story foyer and bright, open floor plan designed for comfortable living and effortless entertaining. A private fourth bedroom with a full bath is located near the entry, offering flexibility as a guest suite, home office, study, or secluded retreat. ***KITCHEN & MAIN LIVING AREAS: The gourmet kitchen serves as the heart of the home, featuring quartz countertops, custom cabinetry, and a premium Bosch appliance package with a 36-inch electric cooktop. Open to the spacious living and dining areas, it creates a seamless setting for everyday living and entertaining. ***PRIMARY SUITE & UPSTAIRS SPACES: The first-floor primary suite provides a peaceful retreat with a spa-inspired bath, dual vanities, a freestanding soaking tub, and a generous walk-in closet with custom shelving. A nearby laundry area adds convenience and efficiency. Upstairs, a spacious bonus room with a closet can function as a fifth bedroom, media room, game room, home office, creative studio. Two additional bedrooms feature walk-in closets and share a beautifully appointed bathroom with dual sinks. A second laundry room with a sink and abundant natural light adds further convenience. ***OUTDOOR LIVING: The covered lanai overlooks a sparkling pool and beautifully landscaped backyard, creating for the outdoor relaxation and entertaining. The entire covered porch features a motorized retractable screening system, allowing the space to be fully screened in. Low-maintenance artificial turf keeps the backyard looking lush and green year-round without the need for mowing, while an additional mosquito repellent system enhances outdoor enjoyment. ***LOCATION: Perfectly positioned near Winter Park's acclaimed shopping, fine dining, beautiful parks, and vibrant cultural attractions, this exceptional location also offers effortless access to I-4 and Downtown Orlando, Winter Park Village, Publix, Trader Joe's, and much more, making it easy to enjoy everything Central Florida Lifestyle. Make an appointment today before this beautiful, amazing home is gone!!! 4 Beds ⋅ 4 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code WELCOME to this farmhouse-inspired residence combines timeless architectural character with modern luxury and thoughtful design. ***A welcome front porch leads to an impressive two-story foyer and bright, open floor plan designed for comfortable living and effortless entertaining. A private fourth bedroom with a full bath is located near the entry, offering flexibility as a guest suite, home office, study, or secluded retreat. ***KITCHEN & MAIN LIVING AREAS: The gourmet kitchen serves as the heart of the home, featuring quartz countertops, custom cabinetry, and a premium Bosch appliance package with a 36-inch electric cooktop. Open to the spacious living and dining areas, it creates a seamless setting for everyday living and entertaining. ***PRIMARY SUITE & UPSTAIRS SPACES: The first-floor primary suite provides a peaceful retreat with a spa-inspired bath, dual vanities, a freestanding soaking tub, and a generous walk-in closet with custom shelving. A nearby laundry area adds convenience and efficiency. Upstairs, a spacious bonus room with a closet can function as a fifth bedroom, media room, game room, home office, creative studio. Two additional bedrooms feature walk-in closets and share a beautifully appointed bathroom with dual sinks. A second laundry room with a sink and abundant natural light adds further convenience. ***OUTDOOR LIVING: The covered lanai overlooks a sparkling pool and beautifully landscaped backyard, creating for the outdoor relaxation and entertaining. The entire covered porch features a motorized retractable screening system, allowing the space to be fully screened in. Low-maintenance artificial turf keeps the backyard looking lush and green year-round without the need for mowing, while an additional mosquito repellent system enhances outdoor enjoyment. ***LOCATION: Perfectly positioned near Winter Park's acclaimed shopping, fine dining, beautiful parks, and vibrant cultural attractions, this exceptional location also offers effortless access to I-4 and Downtown Orlando, Winter Park Village, Publix, Trader Joe's, and much more, making it easy to enjoy everything Central Florida Lifestyle. Make an appointment today before this beautiful, amazing home is gone!!! 1737 Indiana Avenue, Winter Park
$519,900 Completely Renovated Winter Park Pool Home on a Spacious Corner Lot! Discover this beautifully renovated Winter Park home featuring a spacious corner lot, private swimming pool, and versatile living spaces. Located on a quiet dead-end street, this move-in-ready property combines updated interiors with inviting outdoor living. The interior features updated flooring, recessed lighting, and a bright living and dining area filled with natural light. The remodeled kitchen includes solid wood cabinetry with soft-close doors, elegant quartz countertops and backsplash, and stainless steel appliances. An additional family room provides flexible living space for relaxing, entertaining, or working from home. The home's flexible layout includes a separate-entry area that adds versatility. Outside, enjoy a private swimming pool, covered porch, and spacious yard. A side gate provides access for a boat, trailer, or work vehicle. Additional features include block construction, a two-car garage, a roof installed in 2019, and no HOA. Conveniently located near SR 436, Downtown Winter Park, Full Sail University, UCF, shopping, dining, and area schools. This property combines a renovated interior, private pool, spacious corner lot, and convenient access to local amenities in the Winter Park area. 4 Beds ⋅ 3 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code Completely Renovated Winter Park Pool Home on a Spacious Corner Lot! Discover this beautifully renovated Winter Park home featuring a spacious corner lot, private swimming pool, and versatile living spaces. Located on a quiet dead-end street, this move-in-ready property combines updated interiors with inviting outdoor living. The interior features updated flooring, recessed lighting, and a bright living and dining area filled with natural light. The remodeled kitchen includes solid wood cabinetry with soft-close doors, elegant quartz countertops and backsplash, and stainless steel appliances. An additional family room provides flexible living space for relaxing, entertaining, or working from home. The home's flexible layout includes a separate-entry area that adds versatility. Outside, enjoy a private swimming pool, covered porch, and spacious yard. A side gate provides access for a boat, trailer, or work vehicle. Additional features include block construction, a two-car garage, a roof installed in 2019, and no HOA. Conveniently located near SR 436, Downtown Winter Park, Full Sail University, UCF, shopping, dining, and area schools. This property combines a renovated interior, private pool, spacious corner lot, and convenient access to local amenities in the Winter Park area. 731 Bongart Road, Winter Park
$354,000 Virtually Staged. Winter Park living, with a view you’ll actually want to come home to! This spacious 2-bedroom, 2-bath condo at Winter Park Gardens is clean and puts you in the middle of it all while giving you a peaceful place to escape. Set on the second floor with elevator access, the home overlooks the community pool and lush mature gardens, giving the living spaces a beautiful green backdrop. Step inside, to your open living area, flooded with natural light. The Florida room adds an extra spot to relax with a good book, work from home, or enjoy your morning coffee, with updated windows bringing in plenty of natural light while helping to keep cooling costs low. Fresh interior paint gives the home a clean, updated feel and an easy canvas for your own style. Just outside your door, Winter Park Gardens offers beautifully landscaped grounds, a community pool, pond, and lighted walking paths. Then there's the location. Walk or bike ride to Park Avenue's restaurants, shopping, and boutiques, the Winter Park Tennis Center, Rollins College, and Mead Botanical Garden. This is a great opportunity to enjoy the lock and go Winter Park lifestyle without giving up space, convenience, or a little peace and quiet. Call to schedule your showing today! 2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code Virtually Staged. Winter Park living, with a view you’ll actually want to come home to! This spacious 2-bedroom, 2-bath condo at Winter Park Gardens is clean and puts you in the middle of it all while giving you a peaceful place to escape. Set on the second floor with elevator access, the home overlooks the community pool and lush mature gardens, giving the living spaces a beautiful green backdrop. Step inside, to your open living area, flooded with natural light. The Florida room adds an extra spot to relax with a good book, work from home, or enjoy your morning coffee, with updated windows bringing in plenty of natural light while helping to keep cooling costs low. Fresh interior paint gives the home a clean, updated feel and an easy canvas for your own style. Just outside your door, Winter Park Gardens offers beautifully landscaped grounds, a community pool, pond, and lighted walking paths. Then there's the location. Walk or bike ride to Park Avenue's restaurants, shopping, and boutiques, the Winter Park Tennis Center, Rollins College, and Mead Botanical Garden. This is a great opportunity to enjoy the lock and go Winter Park lifestyle without giving up space, convenience, or a little peace and quiet. Call to schedule your showing today! 700 Melrose Avenue Unit M23, Winter Park
$255,000 Enjoy peaceful lake views from this charming second-floor, 2-bedroom, 2-bathroom condo in the desirable Chateaux Du Lac community in Winter Park! This inviting residence offers a functional layout filled with natural light and tranquil water views. Residents enjoy a variety of community amenities, including a swimming pool, clubhouse, sauna, and boat ramp access. Ideally situated in the heart of Winter Park, this community offers a walkable lifestyle with convenient access to shopping, dining, and entertainment, just minutes from the charming boutiques and restaurants of Park Avenue. Whether you're seeking a primary residence or seasonal retreat, this condo offers the perfect combination of location, convenience, and lakeside living. Experience the best of the Winter Park lifestyle! 2 Beds ⋅ 2 Baths ⋅ Chateaux Du Lac SubDv. ⋅ 32789 Zip Code Enjoy peaceful lake views from this charming second-floor, 2-bedroom, 2-bathroom condo in the desirable Chateaux Du Lac community in Winter Park! This inviting residence offers a functional layout filled with natural light and tranquil water views. Residents enjoy a variety of community amenities, including a swimming pool, clubhouse, sauna, and boat ramp access. Ideally situated in the heart of Winter Park, this community offers a walkable lifestyle with convenient access to shopping, dining, and entertainment, just minutes from the charming boutiques and restaurants of Park Avenue. Whether you're seeking a primary residence or seasonal retreat, this condo offers the perfect combination of location, convenience, and lakeside living. Experience the best of the Winter Park lifestyle! 1500 Gay Road Unit 26-C, Winter Park
$479,900 Virtually Staged. Welcome home to 2020 Leanne Ct, a spacious pool residence offering versatile living and classic Florida charm in Winter Park! According to updated Seminole County tax and public records, this property features 4 bedrooms, 3 full bathrooms, and 2,088 square feet of functional interior living space set on an expansive 0.31-acre lot (13,504 sq ft). Inside, bright common areas feature formal living and dining spaces alongside a open central kitchen with breakfast bar overlooking a cozy family room. The desirable split-bedroom floor plan includes four well-proportioned bedrooms and three full baths, ideal for family accommodations, a primary suite, or dedicated home workspace options. Outside, enjoy a private backyard setting complete with a sparkling swimming pool and garden space—perfect for outdoor entertaining. Conveniently located near top-rated local schools, parks, shopping, and major routes 4 Beds ⋅ 3 Baths ⋅ Eastbrook Sub Unit 14 SubDv. ⋅ 32792 Zip Code Virtually Staged. Welcome home to 2020 Leanne Ct, a spacious pool residence offering versatile living and classic Florida charm in Winter Park! According to updated Seminole County tax and public records, this property features 4 bedrooms, 3 full bathrooms, and 2,088 square feet of functional interior living space set on an expansive 0.31-acre lot (13,504 sq ft). Inside, bright common areas feature formal living and dining spaces alongside a open central kitchen with breakfast bar overlooking a cozy family room. The desirable split-bedroom floor plan includes four well-proportioned bedrooms and three full baths, ideal for family accommodations, a primary suite, or dedicated home workspace options. Outside, enjoy a private backyard setting complete with a sparkling swimming pool and garden space—perfect for outdoor entertaining. Conveniently located near top-rated local schools, parks, shopping, and major routes 2020 Leanne Court, Winter Park
$649,000 Welcome to 518 Gilbert Road, a beautifully updated 3-bedroom, 2-bath pool home offering 1,573 square feet of single-story living in the desirable Winter Park Pines neighborhood - with no HOA. Freshly installed front yard sod and mulch, mature palms, and distinctive stone accents create an inviting first impression. Inside, the home is light and bright with original terrazzo flooring and spacious living and dining areas. The living room features a wood-burning fireplace and architectural ceiling detail that adds character to the space. The beautifully updated kitchen offers white cabinetry, granite countertops, stainless steel appliances, a gas cooktop, convection oven, subway tile backsplash, modern lighting, and a large peninsula with bar seating. Both bathrooms have been renovated, including the primary bath with a walk-in shower and an updated guest/pool bath with convenient direct access to the backyard. Step outside to a private screened pool and an expansive pool deck, recently resurfaced in May 2026, providing plenty of room for outdoor dining, entertaining, and relaxing. Fully paid solar pool-heating panels extend the enjoyment of the pool, while the fully fenced PVC backyard adds privacy. A spacious two-car garage and outdoor storage provide additional room for everyday needs. Additional improvements include updated windows and sliding doors, replumbing, a newer HVAC system with gas/propane furnace, gas line, and partial updated ductwork. Enjoy an exceptional Winter Park location close to Cady Way Trail, Winter Park Pines Golf Club, Cady Way Park and its recreational amenities, Baldwin Park, and Downtown Winter Park. AdventHealth Winter Park, Rollins College, Full Sail University, UCF, shopping, dining, and everyday conveniences are all within easy reach. Zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High School, this move-in-ready pool home combines classic Winter Park character, thoughtful updates, and an outstanding location. 3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code Welcome to 518 Gilbert Road, a beautifully updated 3-bedroom, 2-bath pool home offering 1,573 square feet of single-story living in the desirable Winter Park Pines neighborhood - with no HOA. Freshly installed front yard sod and mulch, mature palms, and distinctive stone accents create an inviting first impression. Inside, the home is light and bright with original terrazzo flooring and spacious living and dining areas. The living room features a wood-burning fireplace and architectural ceiling detail that adds character to the space. The beautifully updated kitchen offers white cabinetry, granite countertops, stainless steel appliances, a gas cooktop, convection oven, subway tile backsplash, modern lighting, and a large peninsula with bar seating. Both bathrooms have been renovated, including the primary bath with a walk-in shower and an updated guest/pool bath with convenient direct access to the backyard. Step outside to a private screened pool and an expansive pool deck, recently resurfaced in May 2026, providing plenty of room for outdoor dining, entertaining, and relaxing. Fully paid solar pool-heating panels extend the enjoyment of the pool, while the fully fenced PVC backyard adds privacy. A spacious two-car garage and outdoor storage provide additional room for everyday needs. Additional improvements include updated windows and sliding doors, replumbing, a newer HVAC system with gas/propane furnace, gas line, and partial updated ductwork. Enjoy an exceptional Winter Park location close to Cady Way Trail, Winter Park Pines Golf Club, Cady Way Park and its recreational amenities, Baldwin Park, and Downtown Winter Park. AdventHealth Winter Park, Rollins College, Full Sail University, UCF, shopping, dining, and everyday conveniences are all within easy reach. Zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High School, this move-in-ready pool home combines classic Winter Park character, thoughtful updates, and an outstanding location. 518 Gilbert Road, Winter Park
$1,699,900 Under Construction. Introducing 2613 Lafayette Avenue, a striking new construction residence by LUIH Luxury Homes, bringing warm contemporary design and effortless living to Winter Park. Offering 2,661 square feet, four bedrooms, three-and-a-half baths and a two-car garage, the home pairs a refined architectural presence with light-filled interiors and a highly considered floor plan. At the heart of the home, an expansive open-concept living space brings together the kitchen, dining and family areas for an easy sense of connection. The designer kitchen makes a statement with an oversized island, extensive cabinetry, integrated appliances and sophisticated finishes, while large windows and glass doors invite natural light throughout the main living areas. A first-floor guest suite offers added flexibility for visitors, a private office or multigenerational living. Upstairs, the primary suite is joined by two additional bedrooms, creating a comfortable separation between everyday living and private spaces. The primary retreat features a generous walk-in closet and a spa-inspired bath designed with a soaking tub, dual vanities and an oversized shower. Outside, the covered lanai extends the living space into the backyard, overlooking a private pool and landscaped surroundings, an inviting setting for relaxed afternoons, entertaining and year-round Florida living. With its soft neutral palette, natural textures, modern detailing and thoughtfully connected spaces, 2613 Lafayette Avenue offers a fresh take on new construction in Winter Park, sophisticated without feeling overly formal and designed for the way people live today. Ideally situated near the area’s dining, shopping, parks and everyday conveniences, the residence pairs the ease of new construction with the lifestyle and sense of place that make Winter Park so desirable. 4 Beds ⋅ 4 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code Under Construction. Introducing 2613 Lafayette Avenue, a striking new construction residence by LUIH Luxury Homes, bringing warm contemporary design and effortless living to Winter Park. Offering 2,661 square feet, four bedrooms, three-and-a-half baths and a two-car garage, the home pairs a refined architectural presence with light-filled interiors and a highly considered floor plan. At the heart of the home, an expansive open-concept living space brings together the kitchen, dining and family areas for an easy sense of connection. The designer kitchen makes a statement with an oversized island, extensive cabinetry, integrated appliances and sophisticated finishes, while large windows and glass doors invite natural light throughout the main living areas. A first-floor guest suite offers added flexibility for visitors, a private office or multigenerational living. Upstairs, the primary suite is joined by two additional bedrooms, creating a comfortable separation between everyday living and private spaces. The primary retreat features a generous walk-in closet and a spa-inspired bath designed with a soaking tub, dual vanities and an oversized shower. Outside, the covered lanai extends the living space into the backyard, overlooking a private pool and landscaped surroundings, an inviting setting for relaxed afternoons, entertaining and year-round Florida living. With its soft neutral palette, natural textures, modern detailing and thoughtfully connected spaces, 2613 Lafayette Avenue offers a fresh take on new construction in Winter Park, sophisticated without feeling overly formal and designed for the way people live today. Ideally situated near the area’s dining, shopping, parks and everyday conveniences, the residence pairs the ease of new construction with the lifestyle and sense of place that make Winter Park so desirable. 2613 Lafayette Avenue, Winter Park
$675,000 Set on a quiet, landscaped, quarter-acre lot, this 4-bedroom, 2-bath POOL HOME offers a rare combination of privacy, space and neighborhood charm - all within the Kenilworth Shores neighborhood of Winter Park. Step inside to find an open and inviting great room filled with natural light and framed by sliding doors overlooking the pool and backyard. At the center of the home, the fully remodeled kitchen features shaker-style cabinetry with a built-in pantry, granite countertops, stainless steel appliances and a large breakfast bar with plenty of space for casual dining and entertaining. Step outside to the screened porch and pool, creating a wonderful extension of the living space for year-round Florida living. The landscaped yard includes an irrigation system and plenty of outdoor space. The primary suite features a walk-in closet and fully updated ensuite bathroom showcasing a beautiful granite topped vanity, updated fixtures and new shower. The renovated hall bath features a granite topped vanity with dual sinks, tile and fixtures. Major updates include a BRAND NEW HVAC system installed in 2026, NEWER ROOF and water heater, insulated DOUBLE PANE WINDOWS, and a new septic drainage field in 2024. The oversized two-car garage and large driveway provide plenty of parking and storage. The location puts you close to so much of what makes Winter Park desirable. WINTER PARK HIGH SCHOOL is within walking distance, with Brookshire Elementary and Glenridge Middle also nearby. Park Avenue is a 10 minute drive, while Baldwin Park and the Lake Baldwin trail and dog park are a five minute walk from the home. Enjoy easy access to Full Sail University, UCF, Valencia College, major transportation routes and Orlando International Airport. With its extensive updates, private pool and convenient Winter Park location, this home is truly move-in ready—schedule your private showing today and come see everything 2322 Woodcrest Drive has to offer! 4 Beds ⋅ 2 Baths ⋅ Kenilworth Estates 1st Add SubDv. ⋅ 32792 Zip Code Set on a quiet, landscaped, quarter-acre lot, this 4-bedroom, 2-bath POOL HOME offers a rare combination of privacy, space and neighborhood charm - all within the Kenilworth Shores neighborhood of Winter Park. Step inside to find an open and inviting great room filled with natural light and framed by sliding doors overlooking the pool and backyard. At the center of the home, the fully remodeled kitchen features shaker-style cabinetry with a built-in pantry, granite countertops, stainless steel appliances and a large breakfast bar with plenty of space for casual dining and entertaining. Step outside to the screened porch and pool, creating a wonderful extension of the living space for year-round Florida living. The landscaped yard includes an irrigation system and plenty of outdoor space. The primary suite features a walk-in closet and fully updated ensuite bathroom showcasing a beautiful granite topped vanity, updated fixtures and new shower. The renovated hall bath features a granite topped vanity with dual sinks, tile and fixtures. Major updates include a BRAND NEW HVAC system installed in 2026, NEWER ROOF and water heater, insulated DOUBLE PANE WINDOWS, and a new septic drainage field in 2024. The oversized two-car garage and large driveway provide plenty of parking and storage. The location puts you close to so much of what makes Winter Park desirable. WINTER PARK HIGH SCHOOL is within walking distance, with Brookshire Elementary and Glenridge Middle also nearby. Park Avenue is a 10 minute drive, while Baldwin Park and the Lake Baldwin trail and dog park are a five minute walk from the home. Enjoy easy access to Full Sail University, UCF, Valencia College, major transportation routes and Orlando International Airport. With its extensive updates, private pool and convenient Winter Park location, this home is truly move-in ready—schedule your private showing today and come see everything 2322 Woodcrest Drive has to offer! 2322 Woodcrest Drive, Winter Park
$2,125,000 Pre-Construction. To be built. Buyer incentive - limited time - $50,000 cash credit at closing or $70,000 credit towards upgrades. The Hawthorn, an exceptional new custom residence by FG Schaub Custom Homes, located at 918 Enclave Place within The Enclave, a premier boutique community in the heart of Winter Park. Offering 5 bedrooms, 4.5 bathrooms, and 3,713 square feet of thoughtfully designed living space, this two-story home blends timeless architectural appeal, refined finishes, and a highly functional layout designed for modern living. The thoughtfully designed floor plan offers the convenience of a spacious first floor primary suite with a well-appointed bath and generous walk-in wardrobe, along with an additional first-floor guest suite with an en-suite bath. The open-concept kitchen, dining, and gathering areas create a natural flow for everyday living and entertaining, while the second floor provides three additional bedrooms, two full bathrooms, and a versatile gathering loft ideal for a media room, playroom, or additional living space. Designed to embrace Florida's indoor-outdoor lifestyle, the home features a covered lanai overlooking a private swimming pool and fully fenced backyard. The summer kitchen, complete with grill and refrigerator, creates an inviting setting for outdoor dining and entertaining. Throughout the home, elevated specifications and thoughtful details include high-performance, low-E double-pane windows, 8-foot solid-core interior doors, a tankless gas water heater, premium Wolf and Sub-Zero appliances, and designer-selected finishes with a curated palette of colors and materials. Every detail reflects the craftsmanship and quality synonymous with FG Schaub Custom Homes. The Enclave is an intimate collection of just 23 thoughtfully designed residences nestled beneath mature oak canopies. Ideally situated near Phelps Park, the YMCA, and multiple dining and shopping options, residents enjoy a charming residential setting with convenient access to downtown Winter Park's celebrated restaurants, boutiques, and cultural attractions. As a new home to be built, buyers have the opportunity to personalize select design finishes and explore certain floor plan modifications. Additional upgrade opportunities may include a detached cabana and/or guest house, subject to builder pricing, lot compatibility, and community guidelines. Experience the opportunity to create your dream home in one of Winter Park's most desirable locations, where architectural character, exceptional craftsmanship, and a connected lifestyle come together. 5 Beds ⋅ 5 Baths ⋅ The Enclave Winter Park SubDv. ⋅ 32792 Zip Code Pre-Construction. To be built. Buyer incentive - limited time - $50,000 cash credit at closing or $70,000 credit towards upgrades. The Hawthorn, an exceptional new custom residence by FG Schaub Custom Homes, located at 918 Enclave Place within The Enclave, a premier boutique community in the heart of Winter Park. Offering 5 bedrooms, 4.5 bathrooms, and 3,713 square feet of thoughtfully designed living space, this two-story home blends timeless architectural appeal, refined finishes, and a highly functional layout designed for modern living. The thoughtfully designed floor plan offers the convenience of a spacious first floor primary suite with a well-appointed bath and generous walk-in wardrobe, along with an additional first-floor guest suite with an en-suite bath. The open-concept kitchen, dining, and gathering areas create a natural flow for everyday living and entertaining, while the second floor provides three additional bedrooms, two full bathrooms, and a versatile gathering loft ideal for a media room, playroom, or additional living space. Designed to embrace Florida's indoor-outdoor lifestyle, the home features a covered lanai overlooking a private swimming pool and fully fenced backyard. The summer kitchen, complete with grill and refrigerator, creates an inviting setting for outdoor dining and entertaining. Throughout the home, elevated specifications and thoughtful details include high-performance, low-E double-pane windows, 8-foot solid-core interior doors, a tankless gas water heater, premium Wolf and Sub-Zero appliances, and designer-selected finishes with a curated palette of colors and materials. Every detail reflects the craftsmanship and quality synonymous with FG Schaub Custom Homes. The Enclave is an intimate collection of just 23 thoughtfully designed residences nestled beneath mature oak canopies. Ideally situated near Phelps Park, the YMCA, and multiple dining and shopping options, residents enjoy a charming residential setting with convenient access to downtown Winter Park's celebrated restaurants, boutiques, and cultural attractions. As a new home to be built, buyers have the opportunity to personalize select design finishes and explore certain floor plan modifications. Additional upgrade opportunities may include a detached cabana and/or guest house, subject to builder pricing, lot compatibility, and community guidelines. Experience the opportunity to create your dream home in one of Winter Park's most desirable locations, where architectural character, exceptional craftsmanship, and a connected lifestyle come together. 918 Enclave Place, Winter Park
$3,250,000 JUST COMPLETED NEW CONTRUCTION in the heart of Winter Park. Tucked away on a quiet cut-de-sac in an established neighborhood surrounded by beautiful newer residences, this nearly 4,500 square-foot home pairs thoughtful design with exceptional indoor-outdoor living. An impressive entry foyer sets the tone for a residence filled with designer details and and a floor plan featuring five en-suite bedrooms, six full baths, and the convenience of two laundry rooms to serve each floor. At the heart of the home, the chef's kitchen is appointed with Thermador appliances and designed for every day living and entertaining. Expansive living spaces are anchored by an indoor fireplace, and flow seamlessly to the covered lanai, where a second fireplace, fully equipped outdoor kitchen and private pool create an exceptional setting for year-round Florida living. Outdoor lush tropical landscaping and striking gas lanterns give the home a distinctive sense of arrival and timeless curb appeal. An oversized garage provides generous space for vehicles and storage, while integrated smart-home features including cameras, alarm, smart switches, and speakers with Sonos, bring modern convenience throughout. Zoned for sought-after Audubon Park School and Winter Park High School. 5 Beds ⋅ 6 Baths ⋅ Lake Forest Park SubDv. ⋅ 32789 Zip Code JUST COMPLETED NEW CONTRUCTION in the heart of Winter Park. Tucked away on a quiet cut-de-sac in an established neighborhood surrounded by beautiful newer residences, this nearly 4,500 square-foot home pairs thoughtful design with exceptional indoor-outdoor living. An impressive entry foyer sets the tone for a residence filled with designer details and and a floor plan featuring five en-suite bedrooms, six full baths, and the convenience of two laundry rooms to serve each floor. At the heart of the home, the chef's kitchen is appointed with Thermador appliances and designed for every day living and entertaining. Expansive living spaces are anchored by an indoor fireplace, and flow seamlessly to the covered lanai, where a second fireplace, fully equipped outdoor kitchen and private pool create an exceptional setting for year-round Florida living. Outdoor lush tropical landscaping and striking gas lanterns give the home a distinctive sense of arrival and timeless curb appeal. An oversized garage provides generous space for vehicles and storage, while integrated smart-home features including cameras, alarm, smart switches, and speakers with Sonos, bring modern convenience throughout. Zoned for sought-after Audubon Park School and Winter Park High School. 2823 Parkland Circle, Winter Park
$1,995,000 Virtually Staged. Pre-Construction. To be built. POOL + SAUNA • DOUBLE PRIMARY SUITES • 3-CAR GARAGE • CUSTOM NEW CONSTRUCTION IN WINTER PARK Pool, sauna, double primary suites and a 3-car garage set the tone for this custom pre-construction residence planned for 2007 Edwin Blvd in Winter Park. Designed for elevated indoor-outdoor living, this 4-bedroom, 3.5-bath home brings together a flexible floor plan, distinctive amenities and carefully selected finishes in a new custom build. The double primary-suite configuration creates two dedicated primary retreats, adding versatility to the home’s layout. Interior specifications include 10-foot ceilings, Level 5 drywall finish, porcelain tile flooring, 5-inch baseboards, granite countertops and wood cabinetry. A dedicated butler pantry extends the kitchen with additional preparation, serving and storage space. Outdoor living is an integral part of the design, with a private pool and sauna incorporated into the planned residence. The 3-car garage provides generous vehicle and storage capacity, while the exterior architecture combines stucco and Hardie siding. The residence is planned with approximately 3,314 square feet under A/C and 4,111 total gross square feet, providing substantial interior and covered space while maintaining the functionality of the 4-bedroom layout. Located in Winter Park, the property offers convenient access to the Aloma Avenue corridor and surrounding restaurants, coffee shops, grocery stores, retail, parks and everyday services. Downtown Winter Park, Park Avenue, Central Park and Rollins College are also within the greater Winter Park area. For buyers searching for a new construction home in Winter Park with a pool, sauna, double primary suites, 3-car garage, butler pantry and custom finishes, 2007 Edwin Blvd brings these sought-after features together in one thoughtfully planned residence. Architectural plans, site plan and exterior elevations illustrate the proposed home, pool and garage configuration. Property is offered pre-construction. Final square footage, dimensions, materials, finishes and specifications are subject to final plans, builder selections and modifications. Schedule a private consultation to review the plans, proposed finishes and design details and explore the opportunity to make this custom Winter Park residence your next home. 4 Beds ⋅ 4 Baths ⋅ Eastgate Sub SubDv. ⋅ 32792 Zip Code Virtually Staged. Pre-Construction. To be built. POOL + SAUNA • DOUBLE PRIMARY SUITES • 3-CAR GARAGE • CUSTOM NEW CONSTRUCTION IN WINTER PARK Pool, sauna, double primary suites and a 3-car garage set the tone for this custom pre-construction residence planned for 2007 Edwin Blvd in Winter Park. Designed for elevated indoor-outdoor living, this 4-bedroom, 3.5-bath home brings together a flexible floor plan, distinctive amenities and carefully selected finishes in a new custom build. The double primary-suite configuration creates two dedicated primary retreats, adding versatility to the home’s layout. Interior specifications include 10-foot ceilings, Level 5 drywall finish, porcelain tile flooring, 5-inch baseboards, granite countertops and wood cabinetry. A dedicated butler pantry extends the kitchen with additional preparation, serving and storage space. Outdoor living is an integral part of the design, with a private pool and sauna incorporated into the planned residence. The 3-car garage provides generous vehicle and storage capacity, while the exterior architecture combines stucco and Hardie siding. The residence is planned with approximately 3,314 square feet under A/C and 4,111 total gross square feet, providing substantial interior and covered space while maintaining the functionality of the 4-bedroom layout. Located in Winter Park, the property offers convenient access to the Aloma Avenue corridor and surrounding restaurants, coffee shops, grocery stores, retail, parks and everyday services. Downtown Winter Park, Park Avenue, Central Park and Rollins College are also within the greater Winter Park area. For buyers searching for a new construction home in Winter Park with a pool, sauna, double primary suites, 3-car garage, butler pantry and custom finishes, 2007 Edwin Blvd brings these sought-after features together in one thoughtfully planned residence. Architectural plans, site plan and exterior elevations illustrate the proposed home, pool and garage configuration. Property is offered pre-construction. Final square footage, dimensions, materials, finishes and specifications are subject to final plans, builder selections and modifications. Schedule a private consultation to review the plans, proposed finishes and design details and explore the opportunity to make this custom Winter Park residence your next home. 2007 Edwin Boulevard, Winter Park
$1,950,000 Under Construction. Set in Winter Park’s desirable Kenilworth Shores, this exceptional new residence blends timeless architecture, elevated finishes and thoughtfully designed interiors tailored to the modern Florida lifestyle, with anticipated completion by end of the year. Offering five bedrooms and four and a half baths, this property features a highly versatile floor plan with a first-floor primary suite and beautifully connected indoor and outdoor living. The main level is centered around an expansive open-concept kitchen and living area, complemented by a dedicated dining room that provides an elegant setting for more formal gatherings. The chef’s kitchen is appointed with a premium Thermador appliance package, generous central island and walk-in pantry, creating a highly functional setting for everyday living and entertaining. A nearby mudroom adds valuable storage and convenience. The spacious living room opens directly to the covered lanai, creating a seamless transition between interior and exterior. The first-floor primary suite offers a private retreat with a spacious bedroom, luxurious en-suite bath and expansive walk-in closet. A second bedroom and full bath are also on the main level, providing flexibility for guests, a private office or additional living space. Upstairs, three additional bedrooms are complemented by two full baths and a generous loft. The versatile loft can be tailored to a variety of needs, whether used as a media room, playroom, second lounge or workspace. A dedicated laundry room completes the upper level. Designed to embrace the Florida lifestyle, the covered lanai overlooks a private saltwater pool and spa, while the summer kitchen creates an inviting setting for outdoor dining and entertaining. The seamless connection between the main living areas and outdoor spaces makes the home equally suited to relaxed everyday living and effortless entertaining. Ideally in Winter Park, this residence is within the sought-after Brookshire Elementary, Glenridge Middle and Winter Park High School zones. Park Avenue’s renowned restaurants, boutique shopping, galleries and charming streetscape, along with AdventHealth Winter Park, are conveniently nearby. Cady Way Park is also nearby, offering a community pool, baseball fields, a playground, pickleball courts, and miles of recreational and biking trails. With its combination of new construction, timeless design, premium appliances, flexible living spaces and exceptional indoor-outdoor flow, 513 Dunraven Drive presents a distinctive opportunity to experience Winter Park living. Private showings are being scheduled now. 5 Beds ⋅ 5 Baths ⋅ Kenilworth Shores Sec 03 SubDv. ⋅ 32792 Zip Code Under Construction. Set in Winter Park’s desirable Kenilworth Shores, this exceptional new residence blends timeless architecture, elevated finishes and thoughtfully designed interiors tailored to the modern Florida lifestyle, with anticipated completion by end of the year. Offering five bedrooms and four and a half baths, this property features a highly versatile floor plan with a first-floor primary suite and beautifully connected indoor and outdoor living. The main level is centered around an expansive open-concept kitchen and living area, complemented by a dedicated dining room that provides an elegant setting for more formal gatherings. The chef’s kitchen is appointed with a premium Thermador appliance package, generous central island and walk-in pantry, creating a highly functional setting for everyday living and entertaining. A nearby mudroom adds valuable storage and convenience. The spacious living room opens directly to the covered lanai, creating a seamless transition between interior and exterior. The first-floor primary suite offers a private retreat with a spacious bedroom, luxurious en-suite bath and expansive walk-in closet. A second bedroom and full bath are also on the main level, providing flexibility for guests, a private office or additional living space. Upstairs, three additional bedrooms are complemented by two full baths and a generous loft. The versatile loft can be tailored to a variety of needs, whether used as a media room, playroom, second lounge or workspace. A dedicated laundry room completes the upper level. Designed to embrace the Florida lifestyle, the covered lanai overlooks a private saltwater pool and spa, while the summer kitchen creates an inviting setting for outdoor dining and entertaining. The seamless connection between the main living areas and outdoor spaces makes the home equally suited to relaxed everyday living and effortless entertaining. Ideally in Winter Park, this residence is within the sought-after Brookshire Elementary, Glenridge Middle and Winter Park High School zones. Park Avenue’s renowned restaurants, boutique shopping, galleries and charming streetscape, along with AdventHealth Winter Park, are conveniently nearby. Cady Way Park is also nearby, offering a community pool, baseball fields, a playground, pickleball courts, and miles of recreational and biking trails. With its combination of new construction, timeless design, premium appliances, flexible living spaces and exceptional indoor-outdoor flow, 513 Dunraven Drive presents a distinctive opportunity to experience Winter Park living. Private showings are being scheduled now. 513 Dunraven Drive, Winter Park
$769,900 Welcome to 1003 Golfside, a fully reimagined single-story pool home in the Winter Park area, set beneath a mature oak canopy on a beautifully landscaped lot. Major updates include a NEW ROOF (2025) and a RENOVATED POOL (2025). Inside, the open-concept layout features high-gloss marble-look porcelain tile, recessed lighting, designer ceiling fans and built-in ceiling speakers. The chef's kitchen offers high-gloss cabinetry, quartz countertops with a full-height quartz backsplash, built-in wall oven and microwave, induction cooktop and a large quartz island with bar seating. The living area showcases a custom accent wall, a brick fireplace and French doors to the pool. Bathrooms are updated with quartz vanities, vessel sinks, frameless glass showers and marble-look tile. The spacious primary bedroom offers plantation shutters and room for a sitting or office area. Outside, enjoy a private fenced backyard with the renovated pool, composite decking and an L-shaped outdoor kitchen with sink and grill. Just minutes from Baldwin Park, where you can enjoy the 2.5-mile Lake Baldwin Trail, Lake Baldwin Park with its dog beach, playground and boat ramp, the Cady Way Trail, and the Village Center's restaurants, shops and community events. Schedule your private showing today! 3 Beds ⋅ 3 Baths ⋅ Golfside Sec 02 SubDv. ⋅ 32792 Zip Code Welcome to 1003 Golfside, a fully reimagined single-story pool home in the Winter Park area, set beneath a mature oak canopy on a beautifully landscaped lot. Major updates include a NEW ROOF (2025) and a RENOVATED POOL (2025). Inside, the open-concept layout features high-gloss marble-look porcelain tile, recessed lighting, designer ceiling fans and built-in ceiling speakers. The chef's kitchen offers high-gloss cabinetry, quartz countertops with a full-height quartz backsplash, built-in wall oven and microwave, induction cooktop and a large quartz island with bar seating. The living area showcases a custom accent wall, a brick fireplace and French doors to the pool. Bathrooms are updated with quartz vanities, vessel sinks, frameless glass showers and marble-look tile. The spacious primary bedroom offers plantation shutters and room for a sitting or office area. Outside, enjoy a private fenced backyard with the renovated pool, composite decking and an L-shaped outdoor kitchen with sink and grill. Just minutes from Baldwin Park, where you can enjoy the 2.5-mile Lake Baldwin Trail, Lake Baldwin Park with its dog beach, playground and boat ramp, the Cady Way Trail, and the Village Center's restaurants, shops and community events. Schedule your private showing today! 1003 Golfside Drive, Winter Park
$2,089,000 Resort-style living just minutes from Park Avenue and the Audubon Park Garden District. Built in 2014 by Clarkson Concepts, this Louisiana-inspired 4-bedroom, 4-bath home pairs classic double-gallery porches with 3,479 sq ft of open, light-filled living in Winter Park's established Charmont neighborhood. Inside, rich hardwood floors, tray ceilings, crown molding and walls of French doors set the tone. The formal living and dining rooms open to a spacious great room and a chef's kitchen with an oversized granite island seating six, statement pendant lighting, stainless steel appliances, double wall ovens, abundant cabinetry, a walk-in pantry and a separate coffee/beverage bar with wine fridge. The main-level primary suite is a true retreat with a tray ceiling, French doors to the covered lanai, a custom walk-in closet and a spa bath with a freestanding soaking tub, dual vanities and a frameless glass shower. Upstairs, a large loft offers flexible space for a media room, gym or home office, with French doors to the second-story porch, along with generously sized secondary bedrooms. Step outside to your private backyard oasis: a covered lanai with outdoor kitchen, bar seating and ceiling fans overlooks the paver pool deck, sparkling pool with raised spa and fire bowls, all framed by mature landscaping and privacy fencing. Additional highlights include a laundry room with sink and cabinetry, a two-car garage and a paver driveway. Just half a mile from Audubon Park K-8, with Lake Baldwin Park, Mead Botanical Garden, East End Market, Baldwin Park Village and downtown Winter Park's shops and restaurants all close by, and about 4 miles to downtown Orlando. 4 Beds ⋅ 4 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code Resort-style living just minutes from Park Avenue and the Audubon Park Garden District. Built in 2014 by Clarkson Concepts, this Louisiana-inspired 4-bedroom, 4-bath home pairs classic double-gallery porches with 3,479 sq ft of open, light-filled living in Winter Park's established Charmont neighborhood. Inside, rich hardwood floors, tray ceilings, crown molding and walls of French doors set the tone. The formal living and dining rooms open to a spacious great room and a chef's kitchen with an oversized granite island seating six, statement pendant lighting, stainless steel appliances, double wall ovens, abundant cabinetry, a walk-in pantry and a separate coffee/beverage bar with wine fridge. The main-level primary suite is a true retreat with a tray ceiling, French doors to the covered lanai, a custom walk-in closet and a spa bath with a freestanding soaking tub, dual vanities and a frameless glass shower. Upstairs, a large loft offers flexible space for a media room, gym or home office, with French doors to the second-story porch, along with generously sized secondary bedrooms. Step outside to your private backyard oasis: a covered lanai with outdoor kitchen, bar seating and ceiling fans overlooks the paver pool deck, sparkling pool with raised spa and fire bowls, all framed by mature landscaping and privacy fencing. Additional highlights include a laundry room with sink and cabinetry, a two-car garage and a paver driveway. Just half a mile from Audubon Park K-8, with Lake Baldwin Park, Mead Botanical Garden, East End Market, Baldwin Park Village and downtown Winter Park's shops and restaurants all close by, and about 4 miles to downtown Orlando. 1951 Winter Park Road, Winter Park
$2,990,000 Under Construction. Commanding attention with its striking architecture and exceptional presence, this brand-new Winter Park residence unfolds across an expansive 11,000-square-foot homesite in the fast growing Kenilworth Shores neighborhood. Striking curb appeal introduces the home, while a marble mosaic foyer provides an elegant first impression and leads into the expansive great room. At the center of the living space is a dramatic custom entertainment wall featuring illuminated built-in shelving and a sleek electric fireplace. The adjoining dining room is equally impressive, complete with an oversized dry bar, wine refrigerator, and glass-front cabinetry, creating the perfect setting for hosting family and friends. The designer kitchen makes a statement with Taj Mahal countertops, a marble mosaic backsplash, custom cabinetry, and a full suite of Thermador appliances, including a paneled built-in refrigerator. A massive butler’s pantry extends the kitchen’s functionality with abundant storage and preparation space, a second microwave and oven, and an additional dishwasher, making entertaining effortless. The downstairs primary suite offers a private retreat accented by warm wood beams and separate his-and-hers closets. Its jaw-dropping spa-inspired bathroom is wrapped in 12-by-24-inch marble tile and features dual vanities, a freestanding soaking tub, and an oversized walk-in shower with LED-illuminated niches. A dedicated home office is also located on the main level, providing a quiet and refined space for working from home. Upstairs, a massive bonus room creates a flexible second living area ideal for movie nights, a game room, or a children’s retreat. Four additional spacious bedrooms offer comfort and privacy for family and guests, while an upper-level balcony provides another inviting place to unwind. The outdoor living spaces are designed to take full advantage of the oversized lot. A large covered lanai with a complete summer kitchen overlooks the resort-style pool and spa, all framed by an elegant marble deck. Beyond the pool, the expansive backyard offers valuable green space for recreation, entertaining, or relaxation. Additional highlights include a complete impact-rated window and door package for added efficiency and peace of mind. Perfectly positioned near Cady Way Park, AdventHealth Winter Park, and just a golf-cart ride from Park Avenue, this extraordinary new residence presents a rare opportunity to experience uncompromising luxury, exceptional space, and the very best of the Winter Park lifestyle. 5 Beds ⋅ 5 Baths ⋅ Kenilworth Shores Sec 01 SubDv. ⋅ 32789 Zip Code Under Construction. Commanding attention with its striking architecture and exceptional presence, this brand-new Winter Park residence unfolds across an expansive 11,000-square-foot homesite in the fast growing Kenilworth Shores neighborhood. Striking curb appeal introduces the home, while a marble mosaic foyer provides an elegant first impression and leads into the expansive great room. At the center of the living space is a dramatic custom entertainment wall featuring illuminated built-in shelving and a sleek electric fireplace. The adjoining dining room is equally impressive, complete with an oversized dry bar, wine refrigerator, and glass-front cabinetry, creating the perfect setting for hosting family and friends. The designer kitchen makes a statement with Taj Mahal countertops, a marble mosaic backsplash, custom cabinetry, and a full suite of Thermador appliances, including a paneled built-in refrigerator. A massive butler’s pantry extends the kitchen’s functionality with abundant storage and preparation space, a second microwave and oven, and an additional dishwasher, making entertaining effortless. The downstairs primary suite offers a private retreat accented by warm wood beams and separate his-and-hers closets. Its jaw-dropping spa-inspired bathroom is wrapped in 12-by-24-inch marble tile and features dual vanities, a freestanding soaking tub, and an oversized walk-in shower with LED-illuminated niches. A dedicated home office is also located on the main level, providing a quiet and refined space for working from home. Upstairs, a massive bonus room creates a flexible second living area ideal for movie nights, a game room, or a children’s retreat. Four additional spacious bedrooms offer comfort and privacy for family and guests, while an upper-level balcony provides another inviting place to unwind. The outdoor living spaces are designed to take full advantage of the oversized lot. A large covered lanai with a complete summer kitchen overlooks the resort-style pool and spa, all framed by an elegant marble deck. Beyond the pool, the expansive backyard offers valuable green space for recreation, entertaining, or relaxation. Additional highlights include a complete impact-rated window and door package for added efficiency and peace of mind. Perfectly positioned near Cady Way Park, AdventHealth Winter Park, and just a golf-cart ride from Park Avenue, this extraordinary new residence presents a rare opportunity to experience uncompromising luxury, exceptional space, and the very best of the Winter Park lifestyle. 532 Langholm Drive, Winter Park
$1,890,000 PRICED BELOW APPRAISED VALUE | FULLY REMODELED WINTER PARK POOL HOME Pre-approval or proof of funds required in advance of showing. A rare opportunity to own more than 3,300 square feet of fully remodeled living space in Winter Park’s 32789 zip code, zoned for the highly sought-after Audubon Park School K–8 and Winter Park High School; all at a price below appraised value. Welcome to 2614 Parkland Drive, a completely reimagined luxury residence where sophisticated interiors meet resort-style Florida living. Extensively remodeled in late 2022 and topped with a brand-new architectural barrel tile roof, this home combines timeless character with modern finishes and major system upgrades. Inside, solid light-oak flooring, custom railings, and an open-concept layout create a warm, elevated feel throughout. The chef’s kitchen anchors the main living space with quartz countertops, full-height designer tile, abundant cabinetry, and a layout designed equally well for entertaining and everyday living. Step outside and the home transforms into a private resort. The custom heated pool and spa are finished in striking Caribbean-blue tile and surrounded by dramatic waterfalls, dual natural-gas fire features, porcelain privacy walls, and a built-in grill—creating an exceptional setting for entertaining or unwinding at home. The first-floor primary suite opens directly to the outdoor oasis. Upstairs, three oversized bedrooms are joined by a spacious loft and private patio; offering flexible space for family, guests, an office, or additional entertaining. Additional features include a brand-new barrel tile roof, dual tankless water heaters, central vacuum, natural-gas appliances, and extensive updates throughout. With more than 3,300 SF, a luxury pool and spa, extensive renovations, highly desirable school zoning, and a 32789 address, this home represents an exceptional opportunity in the Winter Park market. Luxury. Location. Lifestyle. And priced below appraised value. 4 Beds ⋅ 4 Baths ⋅ Parklando 03 SubDv. ⋅ 32789 Zip Code PRICED BELOW APPRAISED VALUE | FULLY REMODELED WINTER PARK POOL HOME Pre-approval or proof of funds required in advance of showing. A rare opportunity to own more than 3,300 square feet of fully remodeled living space in Winter Park’s 32789 zip code, zoned for the highly sought-after Audubon Park School K–8 and Winter Park High School; all at a price below appraised value. Welcome to 2614 Parkland Drive, a completely reimagined luxury residence where sophisticated interiors meet resort-style Florida living. Extensively remodeled in late 2022 and topped with a brand-new architectural barrel tile roof, this home combines timeless character with modern finishes and major system upgrades. Inside, solid light-oak flooring, custom railings, and an open-concept layout create a warm, elevated feel throughout. The chef’s kitchen anchors the main living space with quartz countertops, full-height designer tile, abundant cabinetry, and a layout designed equally well for entertaining and everyday living. Step outside and the home transforms into a private resort. The custom heated pool and spa are finished in striking Caribbean-blue tile and surrounded by dramatic waterfalls, dual natural-gas fire features, porcelain privacy walls, and a built-in grill—creating an exceptional setting for entertaining or unwinding at home. The first-floor primary suite opens directly to the outdoor oasis. Upstairs, three oversized bedrooms are joined by a spacious loft and private patio; offering flexible space for family, guests, an office, or additional entertaining. Additional features include a brand-new barrel tile roof, dual tankless water heaters, central vacuum, natural-gas appliances, and extensive updates throughout. With more than 3,300 SF, a luxury pool and spa, extensive renovations, highly desirable school zoning, and a 32789 address, this home represents an exceptional opportunity in the Winter Park market. Luxury. Location. Lifestyle. And priced below appraised value. 2614 Parkland Drive, Winter Park
$659,000 POOL HOME IN WINTER PARK! Beautifully maintained 2015-built one-story in the quiet, gated community of Sanctuary at Aloma, offering 2,265 sq ft with 3 spacious bedrooms, a dedicated den/flex/home office, and a separate formal dining room, all on one level with no stairs. The open-concept great room flows into a light-filled kitchen featuring a large center island, stone countertops, a sleek backsplash, and abundant cabinetry, perfect for entertaining. The private primary suite is a true retreat with a separate soaking tub and shower plus plenty of storage. Secondary bedrooms are well sized with great closet space. Step outside to your screen-enclosed in-ground pool, added in 2020, with a covered sitting area and a fully fenced, beautifully landscaped backyard, privacy rarely found at this price point. Additional features include tile and laminate flooring, an owned security system, an attached 2-car garage, public water and sewer, and excellent curb appeal with stucco exterior and carriage-style garage door. Low quarterly HOA and NO CDD. Minutes from SR-417 at Aloma Ave, placing UCF, Research Park, Oviedo, and downtown Orlando within an easy commute. Close to Winter Park Village, historic Park Avenue, Full Sail, Rollins College, and Orlando International Airport. All information deemed reliable but not guaranteed; buyer and buyer's agent to verify all measurements and features. Schedule your private showing today! 3 Beds ⋅ 2 Baths ⋅ Sanctuary At Aloma SubDv. ⋅ 32792 Zip Code POOL HOME IN WINTER PARK! Beautifully maintained 2015-built one-story in the quiet, gated community of Sanctuary at Aloma, offering 2,265 sq ft with 3 spacious bedrooms, a dedicated den/flex/home office, and a separate formal dining room, all on one level with no stairs. The open-concept great room flows into a light-filled kitchen featuring a large center island, stone countertops, a sleek backsplash, and abundant cabinetry, perfect for entertaining. The private primary suite is a true retreat with a separate soaking tub and shower plus plenty of storage. Secondary bedrooms are well sized with great closet space. Step outside to your screen-enclosed in-ground pool, added in 2020, with a covered sitting area and a fully fenced, beautifully landscaped backyard, privacy rarely found at this price point. Additional features include tile and laminate flooring, an owned security system, an attached 2-car garage, public water and sewer, and excellent curb appeal with stucco exterior and carriage-style garage door. Low quarterly HOA and NO CDD. Minutes from SR-417 at Aloma Ave, placing UCF, Research Park, Oviedo, and downtown Orlando within an easy commute. Close to Winter Park Village, historic Park Avenue, Full Sail, Rollins College, and Orlando International Airport. All information deemed reliable but not guaranteed; buyer and buyer's agent to verify all measurements and features. Schedule your private showing today! 5303 Pine Lily Circle, Winter Park
$1,599,000 Welcome to 533 Country Club Drive, a beautifully designed custom residence where timeless coastal style meets effortless Florida living. Located in the Lake Killarney Shores community, this 4-bedroom, 3.5-bath pool home offers 2,942 square feet of thoughtfully designed living space, along with exclusive access to the neighborhood’s private boat ramp and dock on Lake Killarney just across the street. Inside, soaring 10-foot ceilings, 8-foot solid doors, wood flooring and designer lighting create a bright, refined atmosphere. The inviting living room is centered around a natural gas fireplace and opens seamlessly to the pool and covered rear lanai, creating an exceptional indoor-outdoor setting for everyday living and entertaining. The gourmet kitchen impresses with 42-inch designer cabinetry, quartz countertops, tile backsplash, farmhouse sink and an oversized quartz island with generous seating. A premium Viking stainless steel appliance package includes a gas range and hood, French-door refrigerator and dishwasher, complemented by a microwave drawer. The highly desirable dual-primary-suite layout provides exceptional comfort and flexibility. The first floor offers a private bedroom with an ensuite bath, providing convenient accommodations for guests or extended stays. Upstairs, the main primary retreat features wood flooring, an oversized custom closet and a spa-inspired ensuite bath with a combined soaking tub and shower wet area. Two additional bedrooms and a spacious loft complete the second level, offering flexible space for relaxing, entertaining or working from home. Step outside to a private oasis featuring a 10-by-25-foot POOL with a sun shelf, travertine coping and a paver deck. The covered rear lanai includes a SUMMER KITCHEN equipped with a Napoleon gas grill, vented hood, granite countertops, beverage cooler and storage—perfectly designed for year-round dining, entertaining and relaxing by the pool. Recent improvements include custom window treatments throughout, upgraded office and closet installations, privacy and heat-resistant window tinting, an infrared/UV HVAC enhancement, epoxy garage floor and under-stair storage. Additional features include zoned air conditioning with Nest thermostats, a Rinnai tankless gas water heater, Low-E windows, recessed LED lighting, a metal front porch roof and pavers extending across the driveway, walkway, porch and lanai. Enjoy the best of the Winter Park lifestyle with outstanding shopping, dining and entertainment nearby. Winter Park Village is just moments away, while the boutiques, sidewalk cafés, celebrated restaurants and cultural attractions of Park Avenue are also within easy reach. Convenient access to Fairbanks Avenue, US 17-92 and I-4 provides an easy connection to Downtown Orlando, Maitland and destinations throughout Central Florida. This exceptional home brings together custom craftsmanship, beautiful finishes, an enviable lakeside setting and one of Winter Park’s most desirable locations. Schedule your private showing today and experience the custom craftsmanship, lakeside lifestyle and exceptional Winter Park location of 533 Country Club Drive. 4 Beds ⋅ 4 Baths ⋅ Lake Killarney Shores SubDv. ⋅ 32789 Zip Code Welcome to 533 Country Club Drive, a beautifully designed custom residence where timeless coastal style meets effortless Florida living. Located in the Lake Killarney Shores community, this 4-bedroom, 3.5-bath pool home offers 2,942 square feet of thoughtfully designed living space, along with exclusive access to the neighborhood’s private boat ramp and dock on Lake Killarney just across the street. Inside, soaring 10-foot ceilings, 8-foot solid doors, wood flooring and designer lighting create a bright, refined atmosphere. The inviting living room is centered around a natural gas fireplace and opens seamlessly to the pool and covered rear lanai, creating an exceptional indoor-outdoor setting for everyday living and entertaining. The gourmet kitchen impresses with 42-inch designer cabinetry, quartz countertops, tile backsplash, farmhouse sink and an oversized quartz island with generous seating. A premium Viking stainless steel appliance package includes a gas range and hood, French-door refrigerator and dishwasher, complemented by a microwave drawer. The highly desirable dual-primary-suite layout provides exceptional comfort and flexibility. The first floor offers a private bedroom with an ensuite bath, providing convenient accommodations for guests or extended stays. Upstairs, the main primary retreat features wood flooring, an oversized custom closet and a spa-inspired ensuite bath with a combined soaking tub and shower wet area. Two additional bedrooms and a spacious loft complete the second level, offering flexible space for relaxing, entertaining or working from home. Step outside to a private oasis featuring a 10-by-25-foot POOL with a sun shelf, travertine coping and a paver deck. The covered rear lanai includes a SUMMER KITCHEN equipped with a Napoleon gas grill, vented hood, granite countertops, beverage cooler and storage—perfectly designed for year-round dining, entertaining and relaxing by the pool. Recent improvements include custom window treatments throughout, upgraded office and closet installations, privacy and heat-resistant window tinting, an infrared/UV HVAC enhancement, epoxy garage floor and under-stair storage. Additional features include zoned air conditioning with Nest thermostats, a Rinnai tankless gas water heater, Low-E windows, recessed LED lighting, a metal front porch roof and pavers extending across the driveway, walkway, porch and lanai. Enjoy the best of the Winter Park lifestyle with outstanding shopping, dining and entertainment nearby. Winter Park Village is just moments away, while the boutiques, sidewalk cafés, celebrated restaurants and cultural attractions of Park Avenue are also within easy reach. Convenient access to Fairbanks Avenue, US 17-92 and I-4 provides an easy connection to Downtown Orlando, Maitland and destinations throughout Central Florida. This exceptional home brings together custom craftsmanship, beautiful finishes, an enviable lakeside setting and one of Winter Park’s most desirable locations. Schedule your private showing today and experience the custom craftsmanship, lakeside lifestyle and exceptional Winter Park location of 533 Country Club Drive. 533 Country Club Drive, Winter Park
$3,695,999 The Art of Living Well: A New Chapter at "Moon Haus" Winterpark From the moment the custom 10-foot glass pivot door swings open, you realize this is not just a house—it is the life you have been envisioning. Designed and built as a true ground-up architectural revival, this residence delivers the pristine caliber, modern engineering, and turn-key experience of brand-new luxury construction. You step into the light-flooded foyer, and the outside world instantly quietens. Your eyes trace the subtle, warm grain of sleek Italian wood underfoot, drawing you effortlessly into a space crafted for both quiet contemplation and grand celebrations. Standing in the main living room, anchored by a dramatic statement fireplace, you can already picture it: crisp mornings spent with espresso in hand as gentle light filters through, and vibrant evenings filled with laughter as friends gather around. Every moment here feels orchestrated for ease. With a subtle tap, the home awakens around you. Music softly fills the air, lighting shifts to set a relaxed evening mood, and the climate adjusts seamlessly through the integrated Control4 system—an invisible concierge catering to your every preference. Moving into the kitchen, the space invites you to create. Light-toned European cabinetry conceals clever storage, while striking Neolith double countertops frame professional-grade Sub-Zero and Wolf appliances. It is a masterclass in culinary sophistication, whether you are hosting an intimate multi-course dinner party or savoring a slow, sun-drenched Sunday morning. When it is time to unwind, the home transitions into a private resort. You slide open the glass doors and step out onto the rich Brazilian IPE wood deck. The French gray mini-pebble pool glimmers ahead, warmed to perfection. At dusk, you fire up the sintered-stone summer kitchen under the Florida stars, preparing a meal al-fresco while the soft exterior lighting paints the lush, manicured grounds. At the end of the day, retreat to your en suite sanctuary. Each bedroom offers a secluded escape, but the primary suite feels like an exclusive boutique hotel. You step into the spa-inspired bath, surrounded by custom vanities, Neolith surfaces, and gentle ambient lighting, feeling a profound sense of calm. Set within one of Winter Park’s most coveted enclaves, just moments from the energy of Park Avenue, the prestigious Interlachen Country Club, and Phelps Park, this residence offers the rare opportunity to own a virtually new masterpiece in an established, iconic location. Experience the art of living well—connect with us today for an exclusive private tour! 4 Beds ⋅ 5 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code The Art of Living Well: A New Chapter at "Moon Haus" Winterpark From the moment the custom 10-foot glass pivot door swings open, you realize this is not just a house—it is the life you have been envisioning. Designed and built as a true ground-up architectural revival, this residence delivers the pristine caliber, modern engineering, and turn-key experience of brand-new luxury construction. You step into the light-flooded foyer, and the outside world instantly quietens. Your eyes trace the subtle, warm grain of sleek Italian wood underfoot, drawing you effortlessly into a space crafted for both quiet contemplation and grand celebrations. Standing in the main living room, anchored by a dramatic statement fireplace, you can already picture it: crisp mornings spent with espresso in hand as gentle light filters through, and vibrant evenings filled with laughter as friends gather around. Every moment here feels orchestrated for ease. With a subtle tap, the home awakens around you. Music softly fills the air, lighting shifts to set a relaxed evening mood, and the climate adjusts seamlessly through the integrated Control4 system—an invisible concierge catering to your every preference. Moving into the kitchen, the space invites you to create. Light-toned European cabinetry conceals clever storage, while striking Neolith double countertops frame professional-grade Sub-Zero and Wolf appliances. It is a masterclass in culinary sophistication, whether you are hosting an intimate multi-course dinner party or savoring a slow, sun-drenched Sunday morning. When it is time to unwind, the home transitions into a private resort. You slide open the glass doors and step out onto the rich Brazilian IPE wood deck. The French gray mini-pebble pool glimmers ahead, warmed to perfection. At dusk, you fire up the sintered-stone summer kitchen under the Florida stars, preparing a meal al-fresco while the soft exterior lighting paints the lush, manicured grounds. At the end of the day, retreat to your en suite sanctuary. Each bedroom offers a secluded escape, but the primary suite feels like an exclusive boutique hotel. You step into the spa-inspired bath, surrounded by custom vanities, Neolith surfaces, and gentle ambient lighting, feeling a profound sense of calm. Set within one of Winter Park’s most coveted enclaves, just moments from the energy of Park Avenue, the prestigious Interlachen Country Club, and Phelps Park, this residence offers the rare opportunity to own a virtually new masterpiece in an established, iconic location. Experience the art of living well—connect with us today for an exclusive private tour! 1742 Temple Drive, Winter Park