Longboat Key Homes with Boatable Water Water Frontage

Welcome to Longboat Key, Florida—a picturesque barrier island that perfectly blends the charm of a tranquil beach town with the sophistication of upscale living. Nestled between the vibrant cities of Sarasota and Bradenton, Longboat Key boasts pristine white-sand beaches, lush tropical landscapes, and a relaxed coastal lifestyle that makes it a sought-after destination for homebuyers and vacationers alike.

One of the most enticing features of Longboat Key is its stunning waterfront properties, offering homes with boatable water frontage. Imagine waking up to panoramic views of shimmering waters, where the gentle lapping of waves sets the tone for your day. These homes provide direct access to the Gulf of Mexico and Sarasota Bay, making it a boater's paradise. Whether you're an avid sailor or enjoy leisurely afternoons on a kayak, living in a waterfront home here means endless opportunities for adventure and relaxation.

As you explore the real estate options available, you'll find a diverse range of architectural styles—from luxurious modern estates to charming coastal cottages. Each property is designed to maximize the beauty of the surrounding environment, with spacious outdoor living areas, private docks, and breathtaking views.

In addition to its stunning homes, Longboat Key offers a vibrant community atmosphere, complete with boutique shops, fine dining, and recreational activities. With a focus on preserving its natural beauty, the island is also home to numerous parks and nature preserves, ensuring that you can enjoy the best of Florida's outdoor lifestyle.

Discover the allure of Longboat Key—where your dream waterfront home awaits!

Newest Longboat Key Homes with Boatable Water Water Frontage

408 Gulf Of Mexico Drive Unit 2207, Longboat Key image

408 Gulf Of Mexico Drive Unit 2207, Longboat Key — Boathouse On Longboat $49,000

Welcome to Slip #2207 at The Boathouse on Longboat, a rare opportunity on the coveted south end of Longboat Key! This is your chance to secure a covered, hurricane-protec...

Boathouse On Longboat SubDv.
34228 Zip Code

408 Gulf Of Mexico Drive Unit 1206, Longboat Key image

408 Gulf Of Mexico Drive Unit 1206, Longboat Key — Boathouse On Longboat $65,000

Welcome to Slip #1206 at The Boathouse on Longboat, a rare opportunity on the coveted south end of Longboat Key! This is your chance to secure a covered, hurricane-protec...

Boathouse On Longboat SubDv.
34228 Zip Code

408 Gulf Of Mexico Drive Unit 2114, Longboat Key image

408 Gulf Of Mexico Drive Unit 2114, Longboat Key — Boathouse On Lonboat $39,000

Welcome to Slip #2114 at The Boathouse on Longboat, a rare opportunity on the coveted south end of Longboat Key! This is your chance to secure a covered, hurricane-protec...

Boathouse On Longboat SubDv.
34228 Zip Code

760 Longboat Court, Longboat Key $840,000

Nestled in the heart of Longboat Key's historic North-End "Village", this beautifully restored 1920s beach bungalow seamlessly blends historic coastal charm with modern, ...

3 Beds
2 Baths
Longboat Key SubDv.
34228 Zip Code

539 Forest Way Unit 539, Longboat Key image

539 Forest Way Unit 539, Longboat Key — Na $639,000

Second-home buyers and investment-minded buyers, take note. This beautifully furnished, turnkey residence at Cedars East on Longboat Key offers the rare combination of a ...

2 Beds
3 Baths
Cedars East SubDv.
34228 Zip Code

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

4600 Gulf Of Mexico Drive Unit 301, Longboat Key image

4600 Gulf Of Mexico Drive Unit 301, Longboat Key — E Building $670,000

Welcome to Paradise! Fall in love with this turnkey furnished two- bedroom two bath End Unit condo! Relax and enjoy beautiful unobstructed views of Sarasota Bay from nea...

2 Beds
2 Baths
Windward Bay SubDv.
34228 Zip Code

843 Bayport Way Unit 843, Longboat Key image

843 Bayport Way Unit 843, Longboat Key — F $645,000

LONGBOAT KEY LIVING—FROM THE GULF TO THE BAY! Welcome to Bayport Beach & Tennis Club, where island living means having the beach, bay, tennis, kayaking, and resort-style ...

2 Beds
2 Baths
Bayport Bch & Ten SubDv.
34228 Zip Code

521 Forest Way, Longboat Key — N/A $599,900

Discover your ultimate island escape in this beautifully updated, fully furnished, and pet-friendly 2-bedroom, 2.5-bathroom townhome located within the desirable Cedars T...

2 Beds
3 Baths
Cedars East SubDv.
34228 Zip Code

732 Bayport Way, Longboat Key — 732 $1,050,000

Welcome to 732 Bayport Way, a completely remodeled and beautifully furnished coastal retreat offering a rare Gulf view within Bayport Beach & Tennis Club, one of Longboat...

2 Beds
2 Baths
Bayport Bch & Ten SubDv.
34228 Zip Code

691 Tarawitt Drive, Longboat Key $815,000

Situated on an extra large 11,250 sf waterfront lot, with a 2020 seawall, and deeded beach access, this fabulous single family home represents one of the best investments...

2 Beds
2 Baths
Longboat Key SubDv.
34228 Zip Code

2020 Harbourside Drive Unit 442, Longboat Key image

2020 Harbourside Drive Unit 442, Longboat Key — M-4 $699,000

Enjoy direct Sarasota Bay views and deeded private beach access from this updated fourth-floor residence in Fairway Bay, an established gated Bay Isles community within t...

2 Beds
2 Baths
Fairway Bay SubDv.
34228 Zip Code