Siesta Key Homes with Boatable Water Water Frontage

Welcome to Siesta Key, Florida—a picturesque barrier island nestled in Sarasota County, renowned for its stunning beaches, vibrant culture, and laid-back lifestyle. Known for its powdery white sand, Siesta Key Beach consistently ranks among the best in the nation, making it a paradise for sun-seekers and water enthusiasts alike. This charming coastal community offers a unique blend of relaxation and adventure, catering to families, retirees, and vacationers.

Siesta Key is not just a haven for beach lovers; it’s also a dream destination for boating aficionados. Homes with boatable water frontage are a highlight of this enchanting island, providing residents with direct access to the sparkling waters of the Gulf of Mexico and Sarasota Bay. Imagine stepping out of your backyard onto your private dock, ready to embark on a sunset cruise or a day of fishing in the bountiful waters. These waterfront properties offer a lifestyle that is both luxurious and convenient, allowing for seamless boating experiences right at your doorstep.

The real estate market in Siesta Key features a diverse array of homes, from charming beach cottages to sprawling waterfront estates. Each property reflects the island's unique character and offers breathtaking views, ensuring that every day feels like a vacation. With a friendly community atmosphere, excellent dining options, and a variety of recreational activities, Siesta Key is not just a place to live; it’s a lifestyle to embrace. Whether you’re looking for a serene retreat or an active waterfront lifestyle, Siesta Key awaits you with open arms. Explore the possibilities of waterfront living today!

Newest Siesta Key Homes with Boatable Water Water Frontage

8750 Midnight Pass Road Unit 501C, Sarasota image

8750 Midnight Pass Road Unit 501C, Sarasota — 8750 $699,900

WELCOME TO TORTUGA ON SIESTA KEY, A TRUE TROPICAL COASTAL PARADISE! THIS 5TH-FLOOR 2-BEDROOM, 2-BATHROOM RESIDENCE SHOWCASES A SPRAWLING OPEN-CONCEPT LAYOUT WITH 1,232 SQ...

2 Beds
2 Baths
Tortuga SubDv.
34242 Zip Code

3601 White Lane, Sarasota $7,900,000

Pre-Construction. To be built. ......YOU WILL BE IMPRESSED by this Permitted & Custom Designed Residence along Hansen Bayou---deep Sailboating Water with Immediate Access...

5 Beds
6 Baths
Siesta Rev SubDv.
34242 Zip Code

9393 Midnight Pass Road Unit 302, Sarasota image

9393 Midnight Pass Road Unit 302, Sarasota — B $675,000

If you seek incredible views, look no further. Surrounded by water on three sides, enjoy the panoramic vistas on the southernmost end of Siesta Key. Look from the lanai t...

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

5855 Midnight Pass Road Unit 605, Sarasota image

5855 Midnight Pass Road Unit 605, Sarasota — Harbor Towers Y & R $719,000

Harbor Towers 605 represents a unique opportunity to live on a high floor in the building with the coveted south-facing views looking over the pool. Welcome to Harbor To...

2 Beds
2 Baths
Harbor Towers Y & R SubDv.
34242 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

8701 Midnight Pass Road Unit 304A, Sarasota image

8701 Midnight Pass Road Unit 304A, Sarasota — 8701 $649,000

Experience the ultimate Bayfront lifestyle on Siesta Key in this turnkey furnished 2BR/2BA residence at Turtle Bay. Tucked away on the serene south end of the island, thi...

2 Beds
2 Baths
Turtle Bay 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

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

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

6140 Midnight Pass Road Unit 101, Sarasota image

6140 Midnight Pass Road Unit 101, Sarasota — N/A $875,000

Experience the ultimate Siesta Key beach get-away in your TURNKEY FURNISHED, west-facing condo at Horizons West and just steps from your private beach with plenty of beac...

1 Beds
1 Baths
Horizons West SubDv.
34242 Zip Code

3200 Higel Avenue, Sarasota $22,000,000

Virtually Staged. Pre-Construction. To be built. Welcome to 3200 Higel Avenue, an extraordinary new waterfront residence by Pham Development, nearing completion on one of...

4 Beds
7 Baths
Siesta Rev SubDv.
34242 Zip Code