Winter Park Homes with Lake Front Frontage

Welcome to Winter Park, Florida—an enchanting city that perfectly blends small-town charm with vibrant cultural offerings. Nestled just north of Orlando, Winter Park is known for its picturesque lakes, lush parks, and a rich history that dates back to the 19th century. The city boasts a delightful array of boutique shops, art galleries, and gourmet restaurants, making it a haven for both residents and visitors alike.

One of Winter Park’s most alluring features is its stunning lakefront properties. Imagine waking up each morning to panoramic views of shimmering waters, serene sunsets, and the gentle sounds of nature right outside your window. Homes with lakefront frontage in Winter Park offer not just a place to live, but a lifestyle characterized by tranquility and beauty. Whether you're looking for a cozy cottage or an expansive estate, these properties provide direct access to recreational activities such as kayaking, fishing, and paddleboarding, all while being surrounded by the lush landscapes that define this charming city.

Winter Park is also home to a thriving arts scene, with events like the Winter Park Sidewalk Art Festival and the annual Bach Festival drawing crowds from near and far. With its excellent schools, vibrant community, and a strong sense of belonging, it's no wonder that Winter Park is considered one of Florida's most desirable places to live. Explore the lakefront homes that await you in this idyllic city, and discover the perfect blend of comfort, luxury, and natural beauty. Your dream home on the water is just a visit away!

Newest Winter Park Homes with Lake Front Frontage

1420 Aloma Avenue, Winter Park $2,190,000

Experience a rare expression of design-forward lakefront living on Lake Sylvan in the heart of Old Winter Park. Fully remodeled through a comprehensive, down-to-the-studs...

3 Beds
4 Baths
Sylvan Lake Shores SubDv.
32789 Zip Code

240 Killarney Drive, Winter Park $1,275,000

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 pri...

3 Beds
3 Baths
Killarney Estates SubDv.
32789 Zip Code

230 Killarney Drive, Winter Park $1,250,000

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 pri...

4 Beds
1 Baths
Killarney Estates SubDv.
32789 Zip Code

1133 Bella Lago Cove, Winter Park $2,100,000

A rare opportunity to own nearly 7 acres on the pristine shores of Private Lake Howell! This exceptional lakefront property offers the perfect setting to build your custo...

3 Beds
2 Baths
32792 Zip Code

313L Sylvan Drive, Winter Park $1,750,000

Exceptional opportunity to build on beautiful Lake Sylvan with this 0.37-acre (approximately 16,603-square-foot) lakefront homesite. Offering a picturesque waterfront set...

Sylvan Park SubDv.
32789 Zip Code

1415 Grove Terrace, Winter Park $2,200,000

Exceptional opportunity to build your dream home in one of Winter Park’s most sought-after neighborhoods! This cleared, vacant homesite is ready for construction and offe...

Lake Sylvan Shores SubDv.
32789 Zip Code

2914 Reef Knot Place, Winter Park $1,725,000

Welcome to an exceptional lakefront home in the gated community of Lake Florence Preserve, where luxury, space, and lifestyle come together in the heart of Winter Park. T...

6 Beds
6 Baths
Lake Florence Preserve SubDv.
32792 Zip Code

313 Sylvan Drive, Winter Park $5,500,000

Pre-Construction. To be built. This extraordinary lakefront residence on beautiful Lake Sylvan, set on a .37-acre (16,603± square foot) homesite, presents a rare opportun...

4 Beds
5 Baths
Sylvan Park SubDv.
32789 Zip Code

1113 Via Del Mar, Winter Park $1,595,000

Exceptional opportunity in the heart of Winter Park - a truly premier and irreplaceable homesite offering rare scale, privacy, and extraordinary future build potential. T...

Tuscany Terrace SubDv.
32789 Zip Code

1841 Lake Spier Drive, Winter Park image

1841 Lake Spier Drive, Winter Park $1,595,000 ▼

Winter Park lakefront home! Water skiers welcome. A rare opportunity to own a thoughtfully renovated mid century lakefront residence in Winter Park. This home is perfectl...

3 Beds
4 Baths
South Lakemont Shores SubDv.
32789 Zip Code

1009 Lake Bell Drive, Winter Park $650,000 ▼

Rare opportunity to build your dream home in one of Winter Park's most desirable locations. Situated on nearly half an acre, this oversized waterfront homesite offers app...

Albert Lee Ridge Add 02 SubDv.
32789 Zip Code

1009 Lake Bell Drive, Winter Park $650,000 ▼

Rarely does a property offer this combination of waterfront living, privacy, and walkable convenience in the heart of Winter Park. Situated on nearly half an acre at the ...

3 Beds
2 Baths
Albert Lee Ridge Add 02 SubDv.
32789 Zip Code