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

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

3601 White Lane, Sarasota $2,900,000

INCREDIBLE LOCATION!....INCREDIBLE BOATING WATER!....INCREDIBLE SIZED LOT!.....Rarely Available EXPANSIVE 18,000+ square foot SAILBOAT WATERFRONT property with nearly 80'...

Siesta SubDv.
34242 Zip Code

1130 W Peppertree Lane Unit 118, Sarasota image

1130 W Peppertree Lane Unit 118, Sarasota — 1130 $670,000

Live the Siesta Key lifestyle! This beautifully maintained 2-bedroom, 2-bath condo offers the perfect combination of island living, rental potential, and resort-style ame...

2 Beds
2 Baths
Peppertree Bay SubDv.
34242 Zip Code

6265 Midnight Pass Road Unit 102, Sarasota image

6265 Midnight Pass Road Unit 102, Sarasota — Excelsior Beach To Bay 8 $700,000

Virtually Staged. Experience the world renowned beaches of Siesta Key in this rarely available first floor luxury condominium steps away from your private deeded beach ac...

2 Beds
2 Baths
Excelsior Beach To Bay SubDv.
34242 Zip Code

9226 Midnight Pass Road Unit 3B, Sarasota image

9226 Midnight Pass Road Unit 3B, Sarasota — Castaway Cove $680,000 ▲

It's time to SIMPLIFY! Sun. Sand. Surf. Fantastic Opportunity and sure to impress! The last unit in this community sold for 800,000. Welcome to this completely renovated ...

2 Beds
2 Baths
Castaway Cove SubDv.
34242 Zip Code

8710 Midnight Pass Road Unit 203B, Sarasota image

8710 Midnight Pass Road Unit 203B, Sarasota — Tortuga $625,000

Embrace the Siesta Key lifestyle at Tortuga Beach Club! This spacious 2-bedroom, 2-bath residence offers 1,650 square feet of living space in an intimate 77-unit Gulf-fro...

2 Beds
2 Baths
Tortuga SubDv.
34242 Zip Code

8977 Midnight Pass Road Unit 219, Sarasota image

8977 Midnight Pass Road Unit 219, Sarasota — 8977 $529,000

Experience true waterfront living at Sunrise Cove with spectacular Intracoastal Waterway views, breathtaking sunrises each morning, and beautiful moonrises each evening....

2 Beds
2 Baths
Sunrise Cove SubDv.
34242 Zip Code

1300 N Portofino Drive Unit 103, Sarasota image

1300 N Portofino Drive Unit 103, Sarasota — Sailfish $449,500

Welcome to your own piece of paradise on world renowned Siesta Key! This beautifully updated and freshly painted 2 bedroom, 2 bathroom residence in the highly desirable S...

2 Beds
2 Baths
Siesta Harbor SubDv.
34242 Zip Code

1600 Cove Ii Place Unit 412, Sarasota image

1600 Cove Ii Place Unit 412, Sarasota — 4 $580,000

Welcome to your Siesta Key getaway at Midnight Cove II! This desirable first-floor condominium offers a wonderful combination of coastal living, resort-style amenities, a...

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