Longboat Key

Take a ride on Gulf of Mexico Drive, Cortez south to St. Armand's Circle, and you will understand why Longboat Key is a destination for travelers and called home by many. Spanning Manatee and Sarasota County, Longboat Key is a barrier island between Sarasota Bay and the turquoise waters of the Gulf of Mexico. Longboat Key is home to 2 championship golf courses at Longboat Key Club. Waterfront Homes, Boating Communities, Condos - you will find it all here. Longboat Key living is truly paradise.

New Listings

343 Firehouse Lane, Longboat Key $1,500,000

This home is absolutely incredible! Just a short walk to the beach, this gorgeous, vibrant, turnkey furnished, meticulously maintained, home is located in Conrad Beach su...

3 Beds
3 Baths
Conrad Beach SubDv.
34228 Zip Code

4540 Gulf Of Mexico Drive Unit 206, Longboat Key image

4540 Gulf Of Mexico Drive Unit 206, Longboat Key — F/206 $410,000

Wow!!! Your search has ended with this Amazing 2BD/2BA front end unit at WINDWARD BAY, being offered turnkey furnished for your convenience or income investment purposes....

2 Beds
2 Baths
Windward Bay SubDv.
34228 Zip Code

3471 Bayou Sound, Longboat Key $1,490,000

It has been said that “water is the mirror of nature” & this impressive four-bedroom plus office/den home is located on a scenic Longboat Key canal overlooking Buttonwood...

4 Beds
4.5 Baths
Bay Isles SubDv.
34228 Zip Code

775 Longboat Club Road Unit 206, Longboat Key image

775 Longboat Club Road Unit 206, Longboat Key — Beaches $899,000

Sunsets, sophistication and style abound in this beachfront oasis, which was completely reimagined, redesigned and repurposed for today’s new look and lifestyle. Savor sp...

2 Beds
2 Baths
Beaches Of Longboat Key SubDv.
34228 Zip Code

4410 Exeter Drive Unit 204, Longboat Key image

4410 Exeter Drive Unit 204, Longboat Key — K $329,000

This inviting, well kept, income producing 2 Bed/2 Bath Turn-Key Furnished condo with Deeded Beach Access across the street greets you with spectacular views of Sarasota ...

2 Beds
2 Baths
Longboat Key SubDv.
34228 Zip Code

5310 Gulf Of Mexico Drive Unit 12, Longboat Key image

5310 Gulf Of Mexico Drive Unit 12, Longboat Key — N/A $360,000

One of the best small resort style properties on Longboat Key! Short Term Rental 2 bed /2 bath condo on beautiful Longboat Key. Gross rental income for 2017/2018 averages...

2 Beds
2 Baths
Mccalls Beach Castle A Condo SubDv.
34228 Zip Code

4725 Gulf Of Mexico Drive Unit 108, Longboat Key image

4725 Gulf Of Mexico Drive Unit 108, Longboat Key — 8 $530,000

This impeccably updated 1st floor walk-out 2 bedroom condo located at one of the most popular vacation resorts on Longboat Key is now available. Take a short stroll to t...

2 Beds
2 Baths
Sand Cay A Condominium SubDv.
34228 Zip Code

2550 Harbourside Drive Unit 354, Longboat Key image

2550 Harbourside Drive Unit 354, Longboat Key — Marina Bay $1,850,000

Rarely available, top floor, corner side, bay front condominium home just became available. This pristine unit is over 3500 square feet, with 3 bedrooms, 3.5 bathrooms an...

3 Beds
3 Baths
Marina Bay SubDv.
34228 Zip Code

600 Sutton Place Unit 101, Longboat Key image

600 Sutton Place Unit 101, Longboat Key — 600 $349,000

Your search ends here! THIS IS THE ONE- bedroom you and your dogs (two small pets allowed) have been looking for….no elevator needed to access this first floor, bright, ...

1 Beds
1 Baths
Sutton Place Condo SubDv.
34228 Zip Code

1930 Harbourside Drive N Unit 116, Longboat Key image

1930 Harbourside Drive N Unit 116, Longboat Key — Bldg M-1 Fairway Bay Phase 1 $449,000

Imagine living out your waterfront dreams in this light and bright 2 bedroom, 2 bath, ground floor residence at Fairway Bay! You’ll enjoy your own private path, via your...

2 Beds
2 Baths
Fairway Bay SubDv.
34228 Zip Code

448 Gulf Of Mexico Drive Unit A101, Longboat Key image

448 Gulf Of Mexico Drive Unit A101, Longboat Key — Bay Harbour $489,500

Boaters Paradise! Less than 1 mile from New Pass and the Gulf of Mexico, dock space can accommodate up to a 42’ boat. Premier corner end unit on spectacular Sarasota Bay!...

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

4725 Gulf Of Mexico Drive Unit 309, Longboat Key image

4725 Gulf Of Mexico Drive Unit 309, Longboat Key — 4725 $595,000

A wonderful rental retreat just a few steps from the immaculate shores of the Gulf of Mexico. This lovely, top-floor residence at Sand Cay offers cathedral ceilings, an o...

2 Beds
2 Baths
Sand Cay A Condominium SubDv.
34228 Zip Code

5055 Gulf Of Mexico Drive Unit 433, Longboat Key image

5055 Gulf Of Mexico Drive Unit 433, Longboat Key — 4 $455,000

This lovely & well maintained mid-key condo has been owned by the family for over 30 years & is now ready for the next owner to enjoy. Open & spacious floor plan feature...

2 Beds
2 Baths
Club Longboat Beach & Tennis SubDv.
34228 Zip Code

744 Jungle Queen Way, Longboat Key image

744 Jungle Queen Way, Longboat Key $587,000

Located on fabulous Longboat Key, this beautifully updated home affords the lifestyle that Longboat Key is famous for. 2 boat lifts tend to all of your boating needs and...

3 Beds
2 Baths
Longboat Key SubDv.
34228 Zip Code

5555 Gulf Of Mexico Drive Unit 201, Longboat Key image

5555 Gulf Of Mexico Drive Unit 201, Longboat Key — The Tides Of Longboat Key Cond $1,245,000

Views of the Gulf are spectacular. 3BR/3BA directly on the water. High ceilings, 30 foot screened porch, building has been renovated top to bottom...no surprises. Pool, s...

3 Beds
3 Baths
Tides Of Longboat Condo SubDv.
34228 Zip Code

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