Killarney Estates Real Estate

Killarney Estates Real Estate

Welcome to Killarney Estates, a hidden gem nestled in the heart of Winter Park, Florida. This picturesque subdivision is known for its lush landscapes, serene waterways, and a warm sense of community that makes it a perfect place to call home.

Killarney Estates boasts an array of stunning properties, each uniquely designed to complement the natural beauty of the area. With a blend of contemporary architecture and classic Florida charm, these homes offer spacious interiors, modern amenities, and beautifully landscaped yards that exude curb appeal. Residents enjoy the luxury of waterfront living, with many homes featuring private docks and easy access to the serene Killarney Lake.

Beyond the enchanting homes, Killarney Estates is conveniently located near some of Winter Park's best attractions. Residents can indulge in the vibrant local culture, from upscale dining and boutique shopping to art galleries and outdoor parks. The renowned Winter Park Village is just a short drive away, offering a variety of entertainment options and community events throughout the year.

Families will appreciate the top-rated schools in the area, ensuring that children receive a quality education while enjoying a safe and supportive environment. Outdoor enthusiasts will love the nearby parks, walking trails, and recreational facilities that encourage an active lifestyle.

In Killarney Estates, you’re not just buying a home; you’re embracing a lifestyle. Experience the charm, beauty, and community spirit that make this subdivision an ideal choice for your next home in Winter Park, Florida. Come discover the tranquil living that awaits you in Killarney Estates!

Newest Listings in Killarney Estates

$1,275,000
3 Beds ⋅ 3 Baths ⋅ Killarney Estates SubDv. ⋅ 32789 Zip Code
Own a piece of Lake Killarney, a rare opportunity to build your dream water-view estate in the heart of Winter Park. This exceptional homesite offers direct access to private, spring-fed, skiable Lake Killarney, complete with water rights and the ability to build your own private dock. An increasingly rare opportunity in one of Central Florida's most desirable communities. Ideally located just minutes from Park Avenue, Winter Park Village, Rollins College and downtown Orlando, you'll enjoy the perfect balance of lake life, tranquility and accessible convenience. Experience award-winning dining, boutique shopping, entertainment, cultural attractions and everyday conveniences just moments from your future home. Priced to encourage redevelopment, this property is adjacent to 230 Killarney Drive, creating a rare opportunity to purchase one or both parcels. Together, they form an extraordinary double-lot assemblage with expansive views of Lake Killarney and endless possibilities to design a landmark residence. Whether purchased individually or together, opportunities to own on Lake Killarney are exceptionally limited. Build the custom home you've envisioned while enjoying one of Winter Park's most coveted locations from this desirable homesite with private lake access and the ability to build your own dock.

240 Killarney Drive, Winter Park
$1,250,000
4 Beds ⋅ 1 Baths ⋅ Killarney Estates SubDv. ⋅ 32789 Zip Code
Own a piece of Lake Killarney, a rare opportunity to build your dream water-view estate in the heart of Winter Park. This exceptional homesite offers direct access to private, spring-fed, skiable Lake Killarney, complete with water rights and the ability to build your own private dock. An increasingly rare opportunity in one of Central Florida's most desirable communities. Ideally located just minutes from Park Avenue, Winter Park Village, Rollins College and downtown Orlando, you'll enjoy the perfect balance of lake life, tranquility and accessible convenience. Experience award-winning dining, boutique shopping, entertainment, cultural attractions and everyday conveniences just moments from your future home. Priced to encourage redevelopment, this property is adjacent to 240 Killarney Drive, creating a rare opportunity to purchase one or both parcels. Together, they form an extraordinary double-lot assemblage with expansive views of Lake Killarney and endless possibilities to design a landmark residence. Whether purchased individually or together, opportunities to own on Lake Killarney are exceptionally limited. Build the custom home you've envisioned while enjoying one of Winter Park's most coveted locations from this desirable corner homesite with private lake access and the ability to build your own dock.

230 Killarney Drive, Winter Park
$1,600,000
4 Beds ⋅ 4 Baths ⋅ Killarney Estates SubDv. ⋅ 32789 Zip Code
This home is an adorable 4 Bed 3.5 Bath Home in the heart of Winter Park. You will feel right at home the moment you step in. lovely kitchen showcases gorgeous cabinets, stainless steel appliances, ample amount of cabinetry and counter space, and a breakfast bar, great for entertaining family and friends. Open floor plan. Home features a separate dining area off the kitchen. Spacious living space and bedrooms. Spend your evenings and weekends relaxing on the beautiful lakefront of Lake Killarney, enjoying the incredible sunsets under the shade of huge cypress trees OR poolside in the private fenced in backyard.

250 Killarney, Winter Park
$2,500,000
Killarney Estates SubDv. ⋅ 32789 Zip Code
Prime Winter Park office opportunity with exceptional visibility and accessibility. This well-maintained two-story masonry office building offers approximately 6,049 square feet on a 0.31-acre corner lot with 112 feet of frontage on Fairbanks Avenue and 114 feet along Lakeview Avenue. Located just one mile from I-4, the property provides quick access to downtown Orlando and downtown Winter Park. Fairbanks Avenue has recently undergone a major streetscape transformation including underground utilities, decorative street lighting, and a new sewer system, enhancing the corridor's appeal and long-term value. The building was originally constructed in 1948 and expanded with a second story addition in 1985, creating a professional office environment with flexible layout options for investors or owner-users. The property features 18 parking spaces and is zoned O-1 Office District by the City of Winter Park. Ideally positioned in a vibrant and highly walkable area, the building is steps from premier dining and retail including Hillstone Restaurant, Superica, Sixty Vines, and Trader Joe's. Recent improvements include a new tile roof (2009), full window replacement (2012), parking lot resurfacing (2013) extensive interior renovations (2017 and 2022), exterior repainting (2021), termite tenting (2023), new perimeter wall construction (2025), and professionally landscaped (2026). The downstairs suite is leased, generating 7,521.75 per month with the tenant paying utilities, alarm, housekeeping, building taxes, and insurance. The upstairs suite is currently vacant, offering an excellent opportunity for an owner-occupant or additional income. A rare chance to acquire a well-located Winter Park asset with stable income and value-add potential in one of Central Florida's most desirable business corridors.

1477 W Fairbanks Avenue, Winter Park
$1,250,000
3 Beds ⋅ 2 Baths ⋅ Killarney Estates SubDv. ⋅ 32789 Zip Code
Rare lakefront opportunity on the beautiful pristine Lake Killarney in the heart of Winter Park! Build your dream home on this coveted corner lot graced by original brick streets. Lake Killarney is a crystal-clear, spring-fed private lake — motorized boats welcome, yet no public boat ramp ensures a peaceful, exclusive experience. Enjoy sweeping 1-mile sunset views from one of only three homes on a quiet dead-end street. Walk to Hillstone, Trader Joe's, and 20+ world-class restaurants. An additional 40 X 65 ft from rear lot line is available to purchase to extend the footprint of your dream home. This extended lot size will create approx 10,075 sf lot to apply the City of Winter Park floor area ratio. This is Florida lakefront living at its finest — don't miss it! Adding additional lot square footage brings price to $1,450,000. TOTAL LOT SQUARE FOOTAGE IS CLOSER TO 11,000 SQUARE FEET WHEN LAKEFRONT PORTION OF LOT IS ADDED IN WITH BUILDABLE SF AT 10,0075. ADDITIONALLY SELLER OWNS THE SMALL COTTAGE HOUSE NEXT DOOR AND IS OPEN TO SUBDIVIDING THAT LOT WHICH WOULD ADD 30 X 155 TO CORNER LOT CREATING A 14,725 SQ FT LOT. PRICE WILL GO UP FOR THIS ADDITIONAL PARCEL.

120 Broadview Avenue, Winter Park
$1,450,000
Killarney Estates SubDv. ⋅ 32789 Zip Code
STUNNING SUNSET VIEWS OF LAKE KILLARNEY FROM THIS CORNER LOT SITUATED ON A SERENE PRIVATE BRICK DEAD END STREET WITH 65 FEET OF LAKE FRONTAGE. BUILD YOUR LAKEFRONT DREAM HOME AND ADD A BOAT DOCK FOR THIS PRIVATE LAKE EXPERIENCE. THIS IS A RARE FIND IN WINTER PARK. SELLER IS ADDING AN ADDITIONAL 40 X 65 FROM BACK LOT LINE. THIS ADDED LAND BRINGS THE LOT SIZE TO 155 X 65. or 10,075 SF BUILDABLE LOT MINUS SETBACK REQUIREMENTS (CONTACT CITY OF WINTER PARK FOR ALL THE BUILDING CODES ETC). LAKEFRONT PORTION OF LOT NOT INCLUDED IN BUILDABLE LOT SO ACTUAL LOT SQUARE FOOTAGE IS CLOSER TO 11,000 SF. ADDITIONALLY SELLER OWNS THE SMALL COTTAGE HOUSE NEXT DOOR AND IS OPEN TO SUBDIVIDING THAT LOT WHICH WOULD ADD 30 X 155 TO CORNER LOT CREATING A 14,725 SQ FT LOT. SALE PRICE WOULD INCREASE FOR THIS ADDITIONAL PARCEL. CURRENT RESIDENCE ON LOT WAS BUILT IN 1947 AND WOULD NEED TO BE COMPLETELY REMODELED AND RENOVATED. WALKING DISTANCE TO HILLSTONE, TRADER JOE'S, ETC. AND A SHORT DRIVE TO PARK AVE AND ROLLINS COLLEGE.

120 Broadview Avenue, Winter Park
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