Sarasota Homes with Sailboat Water Water Frontage

Welcome to Sarasota County, Florida, a picturesque paradise that beautifully blends coastal charm with vibrant city life. Nestled along the stunning Gulf Coast, Sarasota is renowned for its pristine beaches, cultural attractions, and a warm, welcoming community. With a rich history and a diverse array of activities, it’s no wonder that this enchanting area has become a sought-after destination for homebuyers and investors alike.

One of the most coveted features of Sarasota County real estate is the availability of homes with sailboat water frontage. Imagine waking up each morning to breathtaking views of the tranquil waters, where you can set sail directly from your backyard. These exceptional properties offer direct access to the Gulf of Mexico, making them a dream come true for boating enthusiasts and water lovers. Whether you enjoy leisurely afternoons on the water or thrilling adventures, having sailboat access right at your doorstep elevates your lifestyle to new heights.

Sarasota's vibrant neighborhoods are dotted with stunning waterfront homes, each offering unique architectural styles and amenities. From luxurious estates to charming bungalows, there’s something for everyone in this coastal haven. Additionally, the area boasts a rich cultural scene, with art galleries, theaters, and world-class dining options just a short distance away.

Explore the beauty of Sarasota County, where the sun shines bright, the waters are inviting, and the homes with sailboat water frontage provide an unparalleled living experience. Dive into the lifestyle you’ve always dreamed of and make Sarasota your new home today!

Newest Sarasota Homes with Sailboat Water Water Frontage

2800 Harbourside Drive Unit E-21, Longboat Key image

2800 Harbourside Drive Unit E-21, Longboat Key $385,000

JUST INSIDE THE T-DOCK! An easy access premium 63 x 23.5 ft. slip, with a unique configuration; it has a pier extension, a 9 ft wide finger pier, and the extended portion...

Longboat Key Moorings SubDv.
34228 Zip Code

4034 Roberts Point Road, Sarasota $7,900,000

A double waterfront, rare offering on the exclusive enclave of Roberts Point Road, this fully remodeled in 2023 waterfront estate embodies refined coastal luxury, encompa...

5 Beds
5 Baths
Elliot M A Property Siesta Key SubDv.
34242 Zip Code

732 Siesta Drive, Sarasota $2,550,000

Back on the market with a $445,000 price reduction, Rare and extraordinary waterfront offering on the coveted North end of Siesta Key, this premier Bay Island estate parc...

3 Beds
5 Baths
Bay Island Shores SubDv.
34242 Zip Code

1519 Pelican Point Drive Unit 288, Sarasota image

1519 Pelican Point Drive Unit 288, Sarasota — 1519 Pelican Point Drive $375,000

Welcome to your fully furnished, TURNKEY water view condo. Simply move-in and take in the tranquil Little Sarasota Bay and marvel at the dolphins, manatees, birds, and ot...

2 Beds
2 Baths
Pelican Cove SubDv.
34231 Zip Code

1601 Bayhouse Point Drive Unit 204, Sarasota image

1601 Bayhouse Point Drive Unit 204, Sarasota — 1601 Bayhouse Pt Dr $399,000

Move-in and take in the tranquil Little Sarasota Bay and marvel at the dolphins, manatees, birds, and other wildlife. Enjoy incredible sunsets and star gazing in the even...

3 Beds
2 Baths
Pelican Cove SubDv.
34231 Zip Code

1900 Cove Ii Place Unit 122, Sarasota image

1900 Cove Ii Place Unit 122, Sarasota — 1 $535,000

OPPORTUNITY KNOCKS - UNOBSTRUCTED WATER VIEWS!!! RARE OPPORTUNITY, INCREDIBLE PRICE - DIRECT INTRACOASTAL WATERFRONT | DEEDED BEACH ACCESS | 2 OVERSIZED BEDROOMS | WEEKLY...

2 Beds
2 Baths
Midnight Cove Ii SubDv.
34242 Zip Code

6484 Angle Place, North Port $475,000

214 FEET OF WATERFRONT + 3-CAR GARAGE + OVERSIZED PRIMARY SUITE + PRIVATE DOCK + CUL-DE-SAC LOCATION! Welcome to 6484 Angle Place, a spacious 3-bedroom, 2-bathroom home t...

3 Beds
2 Baths
North Port SubDv.
34287 Zip Code

18050 Wooden Skiff Court, Nokomis $599,000

Your own private dock, boat lift and Gulf access right in your backyard. Built in 2018, this Key West-style home brings together everything you want in Florida living: ne...

2 Beds
2 Baths
Nokomis Sub SubDv.
34275 Zip Code

829 Idlewild Way, Sarasota $3,150,000

A boater’s paradise on Siesta Key! This sprawling single-story waterfront residence positioned on a half-acre home site adjacent to the Grand Canal comes with two lifts a...

4 Beds
4 Baths
Siesta Isles SubDv.
34242 Zip Code

9393 Midnight Pass Road Unit 205, Sarasota image

9393 Midnight Pass Road Unit 205, Sarasota — North $650,000

This beautifully renovated 2-bedroom, 2-bath condominium overlooking the bay was freshly painted on 9/8/2026 and is truly move-in ready. Turnkey furnished with an open ki...

2 Beds
2 Baths
Pointe On Midnight Pass SubDv.
34242 Zip Code

1780 Phillippi Shores Drive Unit A3-5, Sarasota image

1780 Phillippi Shores Drive Unit A3-5, Sarasota $77,900

OWNER FINANCING AVAILABLE! This inside boat storage rack measures 32' L x 10'W x 9.5'H and can accommodate a boat with dimensions UP TO APPROXIMATELY: 32'L x 9'W x 8'H. H...

Phillippi Harbor Club SubDv.
34231 Zip Code

2417 Casey Key Road, Nokomis $4,795,000

A rare Gulf-to-Bay opportunity on Casey Key, where nearly an acre of land stretches from the turquoise waters of the Gulf of Mexico to the protected waters of the bay. Wi...

Casey Key SubDv.
34275 Zip Code