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600 Chocktaw Street, Lake Mary
$869,999
5 Beds ⋅ 3 Baths ⋅ Timacuan Unit 15 SubDv. ⋅ 32746 Zip Code
Virtually Staged. Tucked away at the end of a quiet street with no neighbor on one side and golf course views behind, this home offers a rare combination of privacy, space, and resort-style living in the heart of Lake Mary. Inside, you'll find two living areas, two dining spaces, an oversized primary suite with floor-to-ceiling windows, dual walk-in closets, a jetted tub, and a steam shower. The kitchen opens to a breakfast nook with custom built-in seating and hidden storage, while an upstairs bedroom has been converted into a home theater with the projector and screen included. The screened back patio is made for entertaining, featuring a pool, spa, sauna, and a fully equipped outdoor kitchen with a grill, smoker, gas cooktop, sink, and bar seating. Fresh interior and exterior paint, three recently serviced A/C units, built-in garage storage, and a meticulously maintained interior complete this exceptional property.

600 Chocktaw Street, Lake Mary

107 S High Street, Lake Mary
$595,000
4 Beds ⋅ 3 Baths ⋅ Greenleaf & Wilsons Add SubDv. ⋅ 32746 Zip Code
Virtually Staged. COMPREHENSIVELY RENOVATED 4-BEDROOM, 2.5-BATH HOME ON 0.40 ACRES WITH NO HOA IN LAKE MARY! Situated on an expansive 0.40-acre lot—nearly half an acre—107 S High Street offers approximately 2,340 square feet of living space, a storage shed, and the freedom of NO HOA. This home has undergone an extensive renovation that goes far beyond cosmetic updates. The interior was taken down to the existing framing and rebuilt, including NEW DRYWALL THROUGHOUT, NEW INSULATION THROUGHOUT, extensive electrical upgrades with mostly NEW WIRING, NEW ENERGY-EFFICIENT IMPACT WINDOWS, a NEW A/C SYSTEM, new flooring, new lighting, new trim and baseboards, and fresh interior and exterior paint. The roof was replaced in 2021. The completely renovated kitchen features NEW CABINETRY, QUARTZ COUNTERTOPS, new hardware, fixtures, and appliances, creating a clean and modern centerpiece for the home. The bathrooms have also been fully renovated with NEW VANITIES, TILE, PLUMBING FIXTURES, GLASS ENCLOSURES, and contemporary finishes. New LVP flooring, updated lighting fixtures, trim, baseboards, and interior finishes carry the updated look throughout the home. The extensive improvements were designed to address both what you see and what you don't see—combining stylish finishes with significant upgrades to the home's major components. Energy-efficient impact windows and new insulation help improve comfort and efficiency, while the new A/C, extensive electrical improvements, and 2021 roof provide added peace of mind. A detached shed provides additional storage, while the generous 0.40-acre lot provides plenty of outdoor space to enjoy. This is not simply a home with an updated kitchen and bathrooms—the interior was substantially rebuilt from the existing framing, creating a move-in-ready property with comprehensive improvements throughout. The surrounding area continues to see investment and redevelopment. The neighboring property is planned for demolition and redevelopment with a new luxury home, further contributing to the ongoing improvement of the immediate area. With 4 bedrooms, 2.5 bathrooms, approximately 2,340 square feet, nearly HALF AN ACRE, NO HOA, extensive renovations, impact windows, major system improvements, modern finishes, and a desirable Lake Mary location, 107 S High Street offers an exceptional combination of space, freedom, style, efficiency, and substantial upgrades. Schedule your private showing and experience this beautifully transformed Lake Mary home!

107 S High Street, Lake Mary

1250 E Langley Court, Lake Mary
$569,000
2 Beds ⋅ 3 Baths ⋅ Stratford Gardens-Heathrow SubDv. ⋅ 32746 Zip Code
This Beautiful Custom Built Pool Home is located across the street with a wonderful view of the the Golf Course and is on a quiet cul-de-sac. This home offers two spacious Primary Bedroom each with updated Bathrooms and each with a Walk-Out Private Terrace. Either bedroom would be a perfect Mother-In-Law Suite. An Additional Half Bath is just off the Family Room. The Open Floor Plan offers an Oversized Family Room 20X14 and a Formal Living Room 13x14. Each share a cozy Double Sided Wood Burning Fireplace, Built-In-Bookcases, and overlook the Pool and Lanai area. A Wet Bar completes the Family Room with a Wine Refrigerator and storage. Throughout the home you will notice the upgraded 13x18 inch Porcelain Tile flooring. The Dining Room is the ideal Open Concept overlooking the Family Room and just off the Kitchen which is perfect for entertaining your Family and Friends. The Owners Suite has a Primary En-Suite Bath complete with a Glass enclosed Walk-In Shower, Dual Vanities, A Sitting Area, A Private Water Closet, Marble Flooring, Built in Cabinets, and a Dream Walk-in-Closet. As you enter into the Kitchen you will enjoy having your morning coffee and Breakfast in the Eat-in kitchen Area that overlooks that also has a Walk-Out Terrace to enjoy. Other features of the wonderful Kitchen are the Brand New High End LG Appliances, Granite Countertops, Breakfast /Coffee Bar, Tons of Storage in the custom Built Cabinets with easy pull out glide shelving, Pantry, and Built-In-Work desk. The indoor Utility Room is equipped with a Washer, Dryer, cabinetry and a storage closet. Come home from a long day and relax in your Gas Heated Spa, or enjoy a nice swim in this 35X14 Salt Water Pool with a flowing Water fountain overlooking the Private brick fenced Landscaped Backyard with no rear neighbors and plenty of space for Outdoor Grilling and Entertaining. The Tiled Roof (2017), Hot Water Heater (2023), HVAC (2023), This home has been very well maintained. Heathrow HOA includes: Community 24/7 Guard Gate Security, Home Alarm System, Playgrounds, Lighted Basketball Courts, Fishing Dock, Walking Trails, and a Clubhouse to reserve. For an Heathrow Additional Fee: you can join the Heathrow and Legacy Golf Courses that are known as two of the cities finest Golf Clubs, Tennis Courts, 6 Brand New Pickleball courts, Olympic Size pool with Diving Board, Slides, Cabana's, Food Bar, Along with A fully Equipped Gym that also offers Group or private classes. The memberships as well as a Social Membership are available for additional fees. Lake Mary is known for it's excellent Schools, along with many Nearby wonderful Restaurants, The New Orlando Health Hospital as well as Advent Health Hospital, and Imaging center & Medical Centers. You will love that the Beaches are within a Hour Drive from Heathrow for a quick getaway to enjoy! Seller has a transferrable termite bond with Massey

1250 E Langley Court, Lake Mary

1657 Enclave Cove, Lake Mary
$2,574,000
5 Beds ⋅ 6 Baths ⋅ Markham Woods Enclave SubDv. ⋅ 32746 Zip Code
— TO BE BUILT — Welcome to an extraordinary opportunity within the exclusive, gated community of Enclave — where vision meets craftsmanship and every detail is yours to define. This is your chance to own a stunning custom residence, set on a premier homesite within one of the area's most sought-after addresses. Designed in a grand Mediterranean-inspired style, this 4,997 SF masterpiece will feature an elegant two-story facade, soaring arched entryways, a lavish pool, and lush professional landscaping. The possibilities to personalize are truly endless — optional upgrades and additions could include a summer kitchen and covered lanai, sport court, pickleball or paddle court, mini putting green, bonus room, private home theater, study/office/den, wine cellar, casita/guest suite, elevator, rooftop terrace, smart home automation, whole-home generator, and fully custom build-out packages. Pricing reflects the current base configuration at 4,997 SF. Any modifications to square footage, layout, or upgrade selections may affect the final purchase price. Whether you're envisioning a private retreat, an entertainer's paradise, or a legacy estate, this lot and build package delivers the canvas. Opportunities like this in Lake Mary are rare. Call today to know more about how to begin designing the home you've always imagined.

1657 Enclave Cove, Lake Mary

2501 Grassy Point Drive Unit 103, Lake Mary
$209,900
2 Beds ⋅ 2 Baths ⋅ Regency Park At Lake Mary A Condo SubDv. ⋅ 32746 Zip Code
Preferred Lender Credit Available. Welcome home to your updated first floor condo located in the highly desirable gated community of Regency Park at Lake Mary. Updates from 2025 to this 2-bedroom, 2-bath unit include a new 2 ½ ton Goodman HVAC system, new exterior and interior paint and new exterior siding. Other key updates include roof replaced in 2020 and water heater replaced in 2023. The Renovated Kitchen and Bathrooms feature matching Granite counters and Espresso wood cabinets. Split floor plan with interior utility room, easy guest access to second bath from hallway and a large screened-in porch. With a strong rental history and meticulous maintenance, this unit provides an exceptional opportunity for an Owner Occupant or Investment. Enjoy the resort lifestyle complete with two Gated entrances, Fully equipped Fitness Center, Two Crystal Clear Swimming Pools, a Hot tub, and Two Tennis Courts. Additional Community Amenities include Basketball courts, Playgrounds, Clubhouse, Daily Trash Valet, EV Charging Stations, Car Washing Stations and a Peaceful Fishing Pier and Activities on beautiful Greenwood Lake.

2501 Grassy Point Drive Unit 103, Lake Mary

143 Villa Di Este Terrace Unit 209, Lake Mary
$144,900
1 Beds ⋅ 1 Baths ⋅ 32746 Zip Code
Spacious second floor 1 Bed/1 Bath condo on the GATED side of the Notting Hill community in the prime Lake Mary/Heathrow area. Enter from the first floor through your private foyer and staircase up to this second floor unit. Large family room with built-in shelving and sliding doors out to your covered porch. Kitchen has pass through into the family room and opens to the dining room. There is also a laundry room off the kitchen with full size washer and dryer that do convey. Full bathroom with tub/shower. Roomy Primary bedroom with Juliette balcony and walk-in closet. Crown molding throughout. The community is gated and features two community pools, clubhouse, spa, tennis court, fitness center, a pool room and a playground. All this conveniently located near shopping, restaurants, hospitals, and highways (I-4 and 417) for quick access to downtown, airports, and beaches!

143 Villa Di Este Terrace Unit 209, Lake Mary

731 Sugar Bay Way Unit 103, Lake Mary
$172,500
2 Beds ⋅ 1 Baths ⋅ Regency Park At Lake Mary A Condo SubDv. ⋅ 32746 Zip Code
This unique FIRST FLOOR UNIT comes with NEW FLOORING, NEW AC & a 2020 WATER HEATER and it is ready for your LOW MAINTENANCE LIFESTYLE. Discover the comfort and convenience of this bright and spacious condo, located at the desirable GATED COMMUNITY of Regency Park in Lake Mary. Surrounded by mature landscaping and trees, this thoughtfully designed condo offers a desirable combination of privacy, functionality, recent updates, access to resort-style amenities, HIGHLY RATED SCHOOLS and PROXIMITY TO ORLANDO! The spacious split-bedroom floor plan provides excellent separation between the living spaces and bedrooms. The open living and dining areas create a welcoming environment for relaxing or entertaining, while the covered screened terrace offers a peaceful outdoor retreat. The kitchen features attractive wooden cabinetry, granite countertops, and a convenient breakfast bar. The primary bedroom includes a walk-in closet, and the indoor laundry area comes equipped with a washer and dryer for added convenience. Additional interior details include 5-inch baseboards and a well-planned layout designed for comfortable everyday living. Recent improvements add significant value and peace of mind, including new flooring, a new A/C system, fresh interior paint, a water heater installed in 2020, roof replacement completed in 2018–2019, and exterior structural improvements completed in 2024. Residents of Regency Park enjoy an impressive selection of amenities, including 2 swimming pools, clubhouse, fitness center, tennis courts, valet service, sidewalks, a fishing pond and beautifully maintained common areas. The location is another standout feature, with convenient access to top rated schools, shopping, restaurants, Seminole State College, Topgolf, major roadways, and I-4. Enjoy easy access to Downtown Lake Mary, Sanford, Downtown Orlando, and Central Florida's many attractions, while New Smyrna Beach is also within convenient driving distance. Whether you're looking for a low-maintenance property, a convenient Central Florida residence, or an investment opportunity, this updated corner condo offers an appealing combination of location, amenities, and value. Schedule your private showing today and see all that 731 Sugar Bay Way #103 provides!

731 Sugar Bay Way Unit 103, Lake Mary

2569 Grassy Point Drive Unit 207, Lake Mary
$145,000
1 Beds ⋅ 1 Baths ⋅ Regency Park At Lake Mary A Condo SubDv. ⋅ 32746 Zip Code
WATER VIEWS ~ FANTASTIC AMENITIES ~ AND FRESH UPDATES – this adorable second-floor condo in the Regency Park at Lake Mary community offers the perfect combination of convenience and low-maintenance living in one of Lake Mary’s most desirable locations! ****Major updates include a NEW A/C (2025) for peace of mind, along with LUXURY VINYL PLANK FLOORING throughout (2023), INTERIOR PAINT (2023), and UPDATED LIGHT FIXTURES and shower fixtures that give the space a modern, move-in ready feel. The OPEN CONCEPT layout creates an easy flow between the living, dining, and kitchen areas, making the home feel bright and inviting. Sliding glass doors lead to a private BALCONY with peaceful WATER VIEWS, the perfect spot for morning coffee or relaxing evenings. Even better, the balcony is accessible from both the living room and the bedroom, allowing you to enjoy the water views from multiple spaces. Set within the waterfront community of Regency Park at Lake Mary on Greenwood Lake, residents enjoy a beautifully landscaped, park-like setting with mature trees and exceptional amenities. This GATED COMMUNITY features TWO POOLS, a fitness center, tennis courts, playground, laundry facilities, dock on Greenwood Lake and at Reflection Park, a COMMUNITY BOAT RAMP, and more – offering plenty of opportunities for recreation and relaxation just steps from your front door. The central Lake Mary location places you close to everything with easy access to I-4, plus a wide variety of nearby shopping and dining options. Whether you are looking for a first home, investment property, or a low-maintenance Florida lifestyle, this charming condo delivers comfort, convenience, and beautiful water views all in one. Call today to schedule a tour! **Seller may consider buyer concessions if made in an offer**

2569 Grassy Point Drive Unit 207, Lake Mary

940 Lobelia Drive, Lake Mary
$390,000
4 Beds ⋅ 4 Baths ⋅ Fountain Parke At Lake Mary Ph 2 SubDv. ⋅ 32746 Zip Code
One or more of the photo(s) have been virtually staged. NEW PRICE IMPROVEMENT!! Welcome to this beautiful property located in the guard-gated community of Fountain Parke in Lake Mary. From the moment you walk in, the layout feels open with lots of light. This three-story townhouse offers 4 bedrooms and 3.5 bathrooms with over 2,100 square feet of well-designed space. The main living area sits on the second floor, where the kitchen, dining, and living spaces come together around an oversized island, granite countertops, and stainless steel appliances. The primary bedroom and additional bedrooms are located upstairs. On the first floor, a separate bedroom and bathroom has a flexible space for guests, working from home, or multi-generational living with its own separate entrance and exit. A two-car garage and low-maintenance exterior make day-to-day living simple. Residents enjoy access to a resort-style pool, fitness center, tennis courts, dog park, pickleball and 24-hour guard-gated entry. Conveniently located near I-4, shopping, dining, and top-rated Seminole County schools. Showings available upon request.

940 Lobelia Drive, Lake Mary

149 W Wilbur Avenue Unit 201, Lake Mary
$489,999
2 Beds ⋅ 2 Baths ⋅ Crystal Lake Condominium SubDv. ⋅ 32746 Zip Code
Pre-Construction. To be built. Pre-construction Deals for September! Now accepting reservations to hold your unit for only $5,000 and offering pre-sale purchase contracts to lock in today's price. If you are looking for a smaller space that's close to your favorite shops and recreation in Downtown Lake Mary Center, this upstairs left corner condo is the perfect choice! We now offer detached one-car garages with convenient alley access behind the building, assigned resident parking in front, ample visitor parking, and EV car charging on the east end. Please view all interior pics, video presentation with virtual walkthroughs, floor plans, interior design package upgrade options, and condo docs and disclosures on the website. This condo is a downstairs model 2-bedroom/2-bathroom located at the corner of 4th Street and W Wilbur Ave. This home is 1,103 square feet and features a central living room, dining room space, and French doors to the patio. You will have direct access to your one-car detached garage behind the building, with green space between your patio and the garage. Affordable HOA: only $285 a month with a one-time building reserves capital contribution of $2,000. This home is one block from the Pickleball Courts on Country Club, Central Park, the Farmer's Market, Krazy Greek Kitchen, Goldie Salon, New City Coffee and Cafe, 4th Street Grill, and many other retail shops, health and beauty businesses, and professional services. Minutes from the Lake Mary Police Dept and Fire Station, Playground, the SunRail Station, 417, I4, and hospitals and medical providers. The condos are estimated to be completed around February 2027. Schedule your sales consultation now!

149 W Wilbur Avenue Unit 201, Lake Mary

149 W Wilbur Avenue Unit 101, Lake Mary
$479,999
2 Beds ⋅ 2 Baths ⋅ Crystal Lake Condominium SubDv. ⋅ 32746 Zip Code
Pre-Construction. To be built. Pre-construction Deals for September! Now accepting reservations to hold your unit for only $5,000 and offering pre-sale purchase contracts to lock in today's price. If you are looking for a smaller space that's close to your favorite shops and recreation in Downtown Lake Mary Center, this downstairs corner condo is the perfect choice! We now offer detached one-car garages with convenient alley access behind the building, assigned resident parking in front, ample visitor parking, and EV car charging on the east end. Please view all interior pics, video presentation with virtual walkthroughs, floor plans, interior design package upgrade options, and condo docs and disclosures on the website. This home is a downstairs middle 2-bedroom/2-bathroom condo located at the corner of 4th Street and W Wilbur Ave. This home is 1,103 square feet and features a central living room, dining room space, and French doors to the patio. You will have direct access to your one-car detached garage behind the building, with green space between your patio and the garage. Affordable HOA: only $285 a month with a one-time building reserves capital contribution of $2,000. This home is one block from the Pickleball Courts on Country Club, Central Park, the Farmer's Market, Krazy Greek Kitchen, Goldie Salon, New City Coffee and Cafe, 4th Street Grill, and many other retail shops, health and beauty businesses, and professional services. Minutes from the Lake Mary Police Dept and Fire Station, Playground, the SunRail Station, 417, I4, and hospitals and medical providers. The condos are estimated to be completed around February 2027. Schedule your sales consultation now!

149 W Wilbur Avenue Unit 101, Lake Mary

502 Timberlane Court, Lake Mary
$219,000
2 Beds ⋅ 2 Baths ⋅ The Forest Ph Two - Sec One SubDv. ⋅ 32746 Zip Code
Welcome to The Forest, a true hidden gem tucked away in the heart of Lake Mary. This light, bright, and beautifully maintained 2-bedroom, 2-bath home sits peacefully on a cul-de-sac and offers the rare advantage of land ownership, making it eligible for conventional, FHA, and VA financing. Built in the 1980s, the home features an open floor plan filled with natural light. The freshly painted exterior adds instant curb appeal, complemented by a long driveway and extended covered carport. Outdoors, you’ll find a large workshop/laundry shed, plus an additional freestanding storage shed in the backyard—perfect for hobbies, tools, or extra storage. Inside, the kitchen shines with brand-new stainless steel appliances and ceramic tile flooring, opening seamlessly to the main living area. The living room flows into a charming front Florida room wrapped in windows, offering peaceful views of the surrounding natural setting—an ideal spot for morning coffee or evening relaxation. Just steps away are the community’s scenic nature trails, reinforcing the tranquil, park-like feel. Monthly HOA fees are low and include cable, internet, and trash pickup, adding to the ease of living. What truly sets The Forest apart is the lifestyle. Residents enjoy two community pools and a beautiful clubhouse with an outstanding architectural design—often described as Frank Lloyd Wright–inspired. The community building offers an impressive array of amenities, including a large gathering room, library, billiard room, poker room, resident coin laundry, craft room, and community mailboxes. Outdoor recreation abounds with shuffleboard courts, tennis courts, and pickleball courts, while a welcoming social committee hosts monthly events with a full calendar of activities such as cards, pickleball, water volleyball, bingo, and more. One of the most special features of this community is how effortlessly neighbors become friends—you’ll feel welcomed from day one. All of this is paired with an outstanding location close to I-4 and within walking distance to major shopping and restaurants. Peaceful, social, and perfectly positioned—this is Florida 55+ living at its best.

502 Timberlane Court, Lake Mary

220 Wimbledon Circle, Lake Mary
$630,000
3 Beds ⋅ 3 Baths ⋅ Willowbrook Village SubDv. ⋅ 32746 Zip Code
Experience luxury living in Heathrow in a beautifully designed home blending modern sophistication with a welcoming, relaxed atmosphere. This 3 bedroom, 3 bathroom home encompasses a semi-open floor-plan, allowing for added privacy and comfort. Be welcomed in by the soaring ceilings, with an abundance of natural light entering the property and highlighting the lushed garden. Recent upgrades include a new tile roof (2025), new A-C units (2025), interior/exterior paint (2025), newly fitted kitchen w/ granite countertops (2026), new upstairs vinyl (2025) and much more. The formal living room and family room share a fireplace, allowing for cozy evenings, and the newly fitted kitchen offers ample storage with a walk-in pantry feature for added convenience. The primary bedroom is conveniently located on the main level, offering a private retreat, fitted with a walk-in closet and primary bathroom with both a shower and a tub. Upstairs, two generously sized bedrooms share a full bathroom, and the open hallway overlooks the downstairs floor plan, adding to the home’s spacious appeal. Relax in the living room while enjoying beautiful evening views of the Heathrow Fountain, enhancing the home's charm and living experience. Set in a highly desirable location, residents enjoy seamless access to transport links near I4, top-tier local amenities, and tranquil surroundings. Heathrow residents also benefit from a 24-hour man gated community, and Sawyer Lake Park offering a dedicated playground, clubhouse, basketball/tennis courts, and soccer fields.

220 Wimbledon Circle, Lake Mary

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