Longboat Key Homes with Bay/Harbor Frontage

Welcome to Longboat Key, Florida—a slice of paradise where the sun kisses the turquoise waters of the Gulf of Mexico. Nestled between Sarasota Bay and the Gulf, this charming barrier island is renowned for its pristine beaches, vibrant wildlife, and a serene lifestyle that attracts both vacationers and year-round residents. With its lush landscapes and luxurious amenities, Longboat Key offers the perfect blend of relaxation and recreation.

One of the most alluring features of Longboat Key is its stunning homes with bay and harbor frontage. Imagine waking up to the gentle sound of waves lapping against your private dock, with breathtaking views of the sunset painting the sky in hues of orange and pink. These waterfront properties provide not just a home, but a lifestyle—offering easy access to boating, fishing, and water sports right from your backyard.

Whether you’re looking for a cozy retreat or a sprawling estate, the real estate options on Longboat Key are as diverse as its residents. Many homes boast modern designs, expansive outdoor spaces, and luxurious finishes, all while maintaining a charming coastal aesthetic. The local community is close-knit, with a variety of dining, shopping, and recreational activities that cater to all ages.

Longboat Key is not just a destination; it’s a lifestyle choice. Embrace the tranquility of bayfront living and experience the best of Florida’s coastal charm. Your dream home awaits in this idyllic haven!

Newest Longboat Key Homes with Bay/Harbor Frontage

3530 Mistletoe Lane, Longboat Key $2,675,000

Freshly updated and directly overlooking Sarasota Bay, this four-bedroom waterfront residence in guard-gated Corey’s Landing returns to the market with significant interi...

4 Beds
4 Baths
Coreys Landing SubDv.
34228 Zip Code

4800 Gulf Of Mexico Drive Unit PH 3, Longboat Key image

4800 Gulf Of Mexico Drive Unit PH 3, Longboat Key — Windward Bay $799,999

Welcome to your Longboat Key PENTHOUSE, where unobstructed PANORAMIC WATER VIEWS from every room create a breathtaking backdrop from the moment you walk through the door....

2 Beds
2 Baths
Windward Bay SubDv.
34228 Zip Code

3320 Gulf Of Mexico Drive Unit 206C, Longboat Key image

3320 Gulf Of Mexico Drive Unit 206C, Longboat Key — Longboat Arms $624,900

Longboat Arms - 2BR / 2BA / 1,187 sq ft - Bring your boat and enjoy a slice of paradise! This lovely second-floor condo offers views of the bay, pool, and marina from the...

2 Beds
2 Baths
Longboat Arms SubDv.
34228 Zip Code

1906 Harbourside Drive Unit 303, Longboat Key image

1906 Harbourside Drive Unit 303, Longboat Key — Building 3 $799,000

Located on a boating canal in Fairway Bay, this property offers the rare convenience of walk-down access to your own private dock - setting the stage for effortless boat ...

2 Beds
3 Baths
Fairway Bay SubDv.
34228 Zip Code

4310 Falmouth Drive Unit 307, Longboat Key image

4310 Falmouth Drive Unit 307, Longboat Key — Longboat Harbour $520,000

Unlock the Door to Your Dream Beach & Boating Lifestyle! Welcome to your own slice of paradise on Longboat Key! This beautiful turnkey, fully furnished 2 bedroom, 2 bathr...

2 Beds
2 Baths
Longboat Harbour Towers SubDv.
34228 Zip Code

408 Gulf Of Mexico Drive Unit 2126, Longboat Key image

408 Gulf Of Mexico Drive Unit 2126, Longboat Key — Boathouse On Longboat Key $39,900

Experience the easiest, most carefree way to own a boat! This privately owned dry-stack boat slip offers exceptional convenience while protecting your investment in a ful...

Boathouse On Longboat SubDv.
34228 Zip Code

5320 Gulf Of Mexico Drive Unit 204, Longboat Key image

5320 Gulf Of Mexico Drive Unit 204, Longboat Key — 204 $875,000

What if you didn't have to choose between boating and the beach? At Longboat Landing, Sarasota Bay is out back and the Gulf of Mexico is across the street. Offered TURNKE...

3 Beds
2 Baths
Longboat Landing Condominium SubDv.
34228 Zip Code

3240 Gulf Of Mexico Drive Unit B504, Longboat Key image

3240 Gulf Of Mexico Drive Unit B504, Longboat Key — Bldg B Portobello $689,000 ▼

Welcome to Portobello, a Gulf to Bay community on mid Longboat Key where residents enjoy their own private beach access just across the street and a bayside dock right ou...

2 Beds
2 Baths
Portobello SubDv.
34228 Zip Code

5310 Gulf Of Mexico Drive Unit 16, Longboat Key image

5310 Gulf Of Mexico Drive Unit 16, Longboat Key $689,000

Turnkey-Furnished Longboat Key Condo with Dock Access & Rental Potential. Discover effortless coastal living in this beautifully furnished turnkey condo on desirable Long...

2 Beds
2 Baths
Longboat Key SubDv.
34228 Zip Code

448 Gulf Of Mexico Drive Unit A104, Longboat Key image

448 Gulf Of Mexico Drive Unit A104, Longboat Key — A $725,000

Location! Location! Location! Awesome, Spectacular Bay views from the kitchen, dining room, living room and primary bedroom! One Bridge to the Gulf! No wait list boat sli...

2 Beds
2 Baths
Bay Harbour Apts SubDv.
34228 Zip Code

4340 Falmouth Drive Unit 104, Longboat Key image

4340 Falmouth Drive Unit 104, Longboat Key — D $474,999 ▼

Welcome to your slice of paradise on beautiful Longboat Key. Priced to sell and offered fully furnished, this beautifully maintained two-bedroom condominium is truly move...

2 Beds
2 Baths
Longboat Harbour North SubDv.
34228 Zip Code

2600 Harbourside Drive Unit P-05, Longboat Key image

2600 Harbourside Drive Unit P-05, Longboat Key $200,000

Nestled in a beautifully protected marina on the exclusive Longboat Key, this premium 48x20-foot wet slip accommodates vessels up to 43 feet and provides a true vacation ...

Longboat Key Moorings SubDv.
34228 Zip Code