Winter Park Homes with Boatable Water Water Frontage

Welcome to Winter Park, a charming city located in the sunny state of Florida. Known for its picturesque landscapes, vibrant community, and unique blend of modern amenities with historic charm, Winter Park is a sought-after destination for homebuyers looking for a perfect balance between tranquility and convenience.

One of the most coveted features of homes in Winter Park is their boatable water frontage. Imagine waking up to the serene views of sparkling waters right from your backyard, where you can enjoy boating, fishing, or simply relaxing by the water. Whether you're a water sports enthusiast or simply appreciate the calming presence of waterfront living, homes with boatable water frontage in Winter Park offer a lifestyle like no other.

Living in Winter Park means having easy access to a variety of recreational activities, upscale shopping, gourmet dining options, and cultural attractions. Take a leisurely stroll along Park Avenue, explore the beautiful gardens at the Mead Botanical Garden, or attend a performance at the Charles Hosmer Morse Museum of American Art.

With top-rated schools, a strong sense of community, and a thriving real estate market, Winter Park is a place where you can truly live, work, and play. Whether you're looking for a waterfront estate, a cozy cottage, or a modern condominium, Winter Park offers a diverse range of housing options to suit every lifestyle. Come and discover the magic of Winter Park – where every day feels like a vacation.

Newest Winter Park Homes with Boatable Water Water Frontage

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

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

1500 Gay Road Unit 3C, Winter Park image

1500 Gay Road Unit 3C, Winter Park — 3c $244,900 ▼

New Price/Seller Motivated! WINTER PARK LOCATION ALERT with AMAZING WALKABILITY to SO MANY shopping and dining options! Across from the newly renovated WP Shopping Villag...

2 Beds
2 Baths
Chateaux Du Lac 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

2500 Lee Road Unit 104, Winter Park image

2500 Lee Road Unit 104, Winter Park $249,900 ▼

At under $250,000, this renovated 2-bedroom, 2-bath condominium is truly move-in ready. The heart of the home is the custom kitchen (2025), which features soft-close cabi...

2 Beds
2 Baths
Lakeside Manor Apts Condo SubDv.
32789 Zip Code

151 North Orlando Avenue Unit 142, Winter Park image

151 North Orlando Avenue Unit 142, Winter Park — 142 $199,900

**Lakeside Living Meets Urban Convenience in the Heart of Winter Park!** Welcome home to this beautifully updated, turn-key 1-bedroom, 1-bathroom first-floor condomini...

1 Beds
1 Baths
Lake Killarney Condominium Assn Inc. SubDv.
32789 Zip Code

2500 Lee Road Unit 220, Winter Park image

2500 Lee Road Unit 220, Winter Park — 220 $199,900

**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly paymen...

2 Beds
1 Baths
Lakeside Manor Apts Condo SubDv.
32789 Zip Code

2240 Venetian Way, Winter Park $3,500,000

Virtually Staged. Positioned on a quiet canal, this exceptional property features a covered boat dock with lift, offering effortless access to the renowned Winter Park Ch...

4 Beds
4 Baths
Maitland Shores 1st Add SubDv.
32789 Zip Code

338 Blue Heron Drive, Winter Park $840,000 ▼

Step into timeless style and modern comfort in this stunning 3-bedroom, 3-bathroom Mid-Century Modern home nestled in the heart of Winter Park. Designed with character an...

3 Beds
3 Baths
Flamingo Shores SubDv.
32789 Zip Code

1946 Strathaven Road, Winter Park $599,000 ▼

***FULLY REMODELED WINTER PARK HOME NEAR BALDWIN PARK! *** 1 YR HOME WARRANTY INCLUDED — a beautifully updated 4-bedroom, 3-bath home with a dedicated office, ideally ...

4 Beds
3 Baths
Kenilworth Shores Sec 07 SubDv.
32792 Zip Code

2500 Lee Road Unit 232, Winter Park image

2500 Lee Road Unit 232, Winter Park — Lakeside Manor $149,000 ▼

LAKEFRONT living just steps from the shore of 239-acre, spring-fed Lake Killarney! Welcome to Lakeside Manor and this charming second-floor end-unit condo offering partia...

1 Beds
1 Baths
Lakeside Manor Apts Condo SubDv.
32789 Zip Code