Newest Longboat Key Properties for Sale

3710 Gulf Of Mexico Drive Unit F2, Longboat Key image

3710 Gulf Of Mexico Drive Unit F2, Longboat Key $140,000

This 1,360 Sq Ft lot is located in Gulfshore of Longboat Key mobile home community which features a private beach on the Gulf of Mexico and a marina on Sarasota Bay. It’s...

Gulfshore Of Longboat Key SubDv.
34228 Zip Code

2600 Harbourside Drive Unit I-12, Longboat Key image

2600 Harbourside Drive Unit I-12, Longboat Key $220,000

A 45 ft x 21 ft Boat Slip is available at Longboat Key Moorings Marina. The only north/south pier in the marina! Direct access to Sarasota Bay and the ICW. The purchase...

Bay Isles SubDv.
34228 Zip Code

2600 Harbourside Drive Unit G-2, Longboat Key image

2600 Harbourside Drive Unit G-2, Longboat Key $225,000 ▼

Only 40 ft x 20 ft Boat Slip at Longboat Key Moorings Marina for sale right now in the marina! LBK Club membership is optional. Direct access to Sarasota Bay and the ICW....

Bay Isles SubDv.
34228 Zip Code

2800 Harbourside Drive Unit E-10, Longboat Key image

2800 Harbourside Drive Unit E-10, Longboat Key $289,000 ▲

60' x 20' boat slip at The Longboat Key Club Moorings Marina. As one of the finest protected deep water yacht marinas on the West Coast of Florida, only a select few ha...

Longboat Key Moorings SubDv.
34228 Zip Code

3740 Gulf Of Mexico Drive Unit 5-A, Longboat Key image

3740 Gulf Of Mexico Drive Unit 5-A, Longboat Key $294,900 ▼

Longboat Key Living! Enjoy the private beach directly across the street! 2 bedroom 2 bath home located in Twin Shores Beach & Marina Community. Island life is waiting for...

2 Beds
2 Baths
Twin Shores Mobile Home SubDv.
34228 Zip Code

3710 Gulf Of Mexico Drive Unit C-9, Longboat Key image

3710 Gulf Of Mexico Drive Unit C-9, Longboat Key $309,900

WELCOME TO PARADISE! Gulfshore of Longboat Key has it all - private, pristine sand beach, combined with the turquoise waters of the Gulf of Mexico, a marina on Sarasota B...

2 Beds
1 Baths
Gulfshore Of Longboat Key SubDv.
34228 Zip Code

3710 Gulf Of Mexico Drive Unit D22, Longboat Key image

3710 Gulf Of Mexico Drive Unit D22, Longboat Key $315,000

LIVE THE FLORIDA DREAM! Gulfshore of Longboat Key has it all – approximately 450 feet of private, pristine sand beach, combined with the turquoise waters of the Gulf of ...

2 Beds
1 Baths
Gulfshore Of Longboat Key SubDv.
34228 Zip Code

3710 Gulf Of Mexico Drive Unit E6, Longboat Key image

3710 Gulf Of Mexico Drive Unit E6, Longboat Key $324,900

Pack your bags! This fabulous, turnkey, beach-inspired, Upgraded, 2 Bedroom, 2 Bath, Mobile Home is move-in ready! When you enter through the front door you are welcomed ...

2 Beds
2 Baths
Gulf Shores SubDv.
34228 Zip Code

2600 Harbourside Drive Unit R-13, Longboat Key image

2600 Harbourside Drive Unit R-13, Longboat Key $329,000 ▼

A super location at Longboat Key Club Moorings from this 80 ft x 23.5 ft. slip in the marina. Enjoy all the amenities of the private Longboat Key Club as a Club Member. D...

Bay Isles SubDv.
34228 Zip Code

2600 Harbourside Drive Unit C-4, Longboat Key image

2600 Harbourside Drive Unit C-4, Longboat Key $350,000

A 55 ft. x 21 ft. Boat Slip on the south side of the pier at Longboat Key Moorings Marina. Unique configuration with an extra long finger pier of 42 ft. Direct access to ...

Bay Isles SubDv.
34228 Zip Code

4720 Gulf Of Mexico Drive Unit Villa 2, Longboat Key image

4720 Gulf Of Mexico Drive Unit Villa 2, Longboat Key — Building K $388,999 ▼

PRICE IMPROVEMENT OF $46,000! GREAT OPPORTUNITY! Live in paradise in this charming one-bedroom, one-bath villa boasting 912 square feet to enjoy and unwind after a day sp...

1 Beds
1 Baths
Windward Bay SubDv.
34228 Zip Code

3806 Gulf Of Mexico Drive Unit C208, Longboat Key image

3806 Gulf Of Mexico Drive Unit C208, Longboat Key — C208 $389,000 ▼

We're pleased to present the opportunity to acquire a Rare gem property in a highly demanded Longboat Key, FL. Nested in an enjoyable neighborhood, and minutes from loca...

1 Beds
1 Baths
Beach Harbor Club SubDv.
34228 Zip Code

4760 Gulf Of Mexico Drive Unit Villa 7, Longboat Key image

4760 Gulf Of Mexico Drive Unit Villa 7, Longboat Key — 'J' $390,000 ▼

Price Improvement! The Longboat Key square foot price is UNBELIEVABLE! This bright and spacious remodeled Villa is the largest Longboat Key one-bedroom Villa on the marke...

1 Beds
1 Baths
Windward Bay SubDv.
34228 Zip Code

104 Twin Shores Boulevard Unit 104, Longboat Key image

104 Twin Shores Boulevard Unit 104, Longboat Key — Marina Villas $399,900 ▼

NEW PRICE! ONE SHARE OF LEASED LAND FOR THE RESIDENCE IT SITS ON and THESE 2 BEDROOM/2 BATHROOM VILLA'S HAVE DOUBLED IN PRICE. NOW AVAILABLE FOR SALE OR LEASE AT $2500 + ...

2 Beds
2 Baths
Twin Shores Mobile Home SubDv.
34228 Zip Code

549 Sutton Place, Longboat Key — T-19 $419,000 ▼

Convenient beach-to-bay access! This charming townhome at Sutton Place on Longboat Key is just steps away from both the beach and the bay, allowing you to indulge in the ...

2 Beds
1.5 Baths
Sutton Place Condo SubDv.
34228 Zip Code

2600 Harbourside Drive Unit C-13, Longboat Key image

2600 Harbourside Drive Unit C-13, Longboat Key $435,000

72' x 21' Boat Dock ~ The Only Two Level Boat Dock in the Marina. Longboat Key Moorings is strategically located on the beautiful exclusive island of Longboat Key ~ just ...

Bay Isles SubDv.
34228 Zip Code

102 Twin Shores Boulevard, Longboat Key image

102 Twin Shores Boulevard, Longboat Key $435,000

One or more photo(s) has been virtually staged. PARADISE FOUND! Rarely available RENOVATED 2 Bedroom, 2 Bath concrete VILLA with BAY to BEACH access in active 55+ mainten...

2 Beds
2 Baths
Twin Shores Mobile Home SubDv.
34228 Zip Code

3740 Gulf Of Mexico Drive Unit 116, Longboat Key image

3740 Gulf Of Mexico Drive Unit 116, Longboat Key $449,000 ▼

BAY TO BEACH! END UNIT with DIRECT BAYFRONT and MARINA VIEWS! COMPLETELY RENOVATED 1/1 (861 Sq Ft) WITH deeded BEACH ACCESS only steps away. This beautiful single story w...

1 Beds
1 Baths
Twin Shores Mobile Home SubDv.
34228 Zip Code

2800 Harbourside Drive Unit D-16, Longboat Key image

2800 Harbourside Drive Unit D-16, Longboat Key $450,000

A great 75 ft x 26 ft Boat Slip at Longboat Key Moorings Marina. Great location, easy in and out of the slip due to the large turning radius. LBK Club membership is optio...

Bay Isles SubDv.
34228 Zip Code

Longboat Key $450,000

One or more photo(s) has been virtually staged. Fantastic value! The beautiful neighborhood of Spanish Main welcomes you home!Villa living at its best! This villa has upg...

2 Beds
2 Baths
Spanish Main SubDv.
34228 Zip Code

726 Spanish Drive N, Longboat Key $495,000 ▼

Welcome to this charming 2/2 villa with beautiful Terrazzo floors that lives like a single-family home and has a real neighborhood feel. Meticulously kept with one of the...

2 Beds
2 Baths
Spanish Main Yacht Club SubDv.
34228 Zip Code

4390 Exeter Drive Unit I 108, Longboat Key image

4390 Exeter Drive Unit I 108, Longboat Key — I $500,000

This waterfront end condo offers a spacious and open floor plan with plenty of natural light. The living room features large windows and sliding doors overlooking the wat...

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

621 Cedars Court, Longboat Key — 621 $500,000 ▼

Welcome to Cedars East– A Fitness and Tennis Resort like community located between the Sarasota Bay Intracoastal Waterway and the Gulf of Mexico on the beautiful island ...

1 Beds
2 Baths
Cedars East SubDv.
34228 Zip Code

4360 Chatham Drive Unit 108, Longboat Key image

4360 Chatham Drive Unit 108, Longboat Key — F $520,000

Welcome home to Longboat Harbour! Gorgeous Longboat Key condo with water views and sunsets! Sailboat water, no bridges to Bay! Resort and boating community with private ...

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

597 Sutton Place, Longboat Key — T-19 $524,900

Sutton Place is centrally located mid Longboat Key, offering both bay and beach access and close proximity to restaurants and shopping. This adorable, light, and bright,...

2 Beds
1.5 Baths
Sutton Place Condo SubDv.
34228 Zip Code

676 El Centro, Longboat Key $525,000 ▼

All the work has been done, just come and enjoy this delightfully updated 2-bedroom, 2-bath, expansive 1,427-square-foot villa in the beautiful waterfront community of Sp...

2 Beds
2 Baths
Spanish Main Yacht Club SubDv.
34228 Zip Code

2045 Gulf Of Mexico Drive Unit M1-502, Longboat Key image

2045 Gulf Of Mexico Drive Unit M1-502, Longboat Key — M1 $539,000

Looking for a vacation get-away, second home, investment property, or your permanent residence? This is might be the one! This wonderful value 2 bedroom 1 bathroom reside...

2 Beds
1 Baths
Seaplace SubDv.
34228 Zip Code

2600 Harbourside Drive Unit G-19 & G-20, Longboat Key image

2600 Harbourside Drive Unit G-19 & G-20, Longboat Key $545,000 ▼

T of G at Longboat Key Club Moorings Marina provides one of the most desired locations as a Yacht Club Member slip in the Marina. With the slip measuring 106'. This T o...

Bay Isles SubDv.
34228 Zip Code

1955 Gulf Of Mexico Drive Unit G6-202, Longboat Key image

1955 Gulf Of Mexico Drive Unit G6-202, Longboat Key — 1955 $549,000 ▼

Looking for a vacation get-away, second home, investment property, or your permanent residence? This is might be the one! Second floor, 2BD/2BA "A" floor plan residence n...

2 Beds
2 Baths
Seaplace SubDv.
34228 Zip Code

564 Spanish Drive N, Longboat Key — Spanish Main Yacht Club $550,000

Fantastic value! Gorgeous! Gorgeous! Lake front beauty! The beautiful neighborhood of Spanish Main welcomes you home! Villa living at its best! Villa has large dining/gre...

2 Beds
2 Baths
Spanish Main Yacht Club SubDv.
34228 Zip Code

540 Neptune Avenue Unit 4, Longboat Key image

540 Neptune Avenue Unit 4, Longboat Key — 4 $579,000

Attention Beach Lovers! Your dream beach retreat awaits - just a quick 2-minute stroll to Longboat's pristine shores. This fully furnished and beautifully renovated 2-bed...

2 Beds
2 Baths
Gulf Key Condo SubDv.
34228 Zip Code

605 Spanish Drive N, Longboat Key $585,000

Motivated seller! Imagine a life where the beach is just a short distance away or perhaps a quick jaunt to the marina and pool. Welcome to the Spanish Main Yacht Club Con...

2 Beds
2 Baths
Spanish Main Yacht Club SubDv.
34228 Zip Code

4440 Exeter Drive Unit 104, Longboat Key image

4440 Exeter Drive Unit 104, Longboat Key — N 4440 $585,000

It's all about the views from this charming 2 bedroom condo ideally located close to all of the many ammenities that Longboat Harbour has to offer. The clubhouse, fitnes...

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

1955 Gulf Of Mexico Drive Unit G6-306, Longboat Key image

1955 Gulf Of Mexico Drive Unit G6-306, Longboat Key — Seaplace G6 $589,000

Looking for a vacation get-away, second home, investment property, or your permanent residence? This is might be the one! This third floor, 2BD/2BA residence now availabl...

2 Beds
2 Baths
Seaplace SubDv.
34228 Zip Code

515 Sutton Place Unit T8, Longboat Key image

515 Sutton Place Unit T8, Longboat Key — First Triplex On The Left $590,000

Welcome to your slice of paradise! Move into a community with Gulf and Bay access! This 3 Bedroom and 2½ Bath with attached garage is perfect for the avid beach goer. Ful...

3 Beds
2.5 Baths
Sutton Place Condo SubDv.
34228 Zip Code

2089 Gulf Of Mexico Dr Unit 201, Longboat Key image

2089 Gulf Of Mexico Dr Unit 201, Longboat Key — G201 $595,000

One or more photo(s) has been virtually staged. IMAGINE living on the Beach and looking out from your upstairs loft at a magnificent Gulf of Mexico as far as the eye can ...

1 Beds
1.5 Baths
Seaplace SubDv.
34228 Zip Code

3802 Gulf Of Mexico Drive Unit A107, Longboat Key image

3802 Gulf Of Mexico Drive Unit A107, Longboat Key — A $598,900 ▼

Welcome to this completely renovated 2 bedroom, 2 bath first floor corner unit at Beach Harbor Club. This is a true beach to bay community with all the amenities you coul...

2 Beds
2 Baths
Beach Harbor Club SubDv.
34228 Zip Code

730 Spanish Drive S, Longboat Key $599,900

Not all Villa’s in Spanish Main are created equal, location is the key. Sought after location overlooking dense tropical woods adds to the paradise experience. New impa...

2 Beds
2 Baths
Spanish Main Yacht Club SubDv.
34228 Zip Code

4380 Exeter Drive Unit 306, Longboat Key image

4380 Exeter Drive Unit 306, Longboat Key — Longboat Harbour H-306 $624,900

Come view exceptional island living! The maintenance free coastal lifestyle you've searched for can be found here in Longboat Harbour in this immaculately maintained 2 Be...

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

806 Bayport Way Unit 806, Longboat Key image

806 Bayport Way Unit 806, Longboat Key — E-1 $629,000

RENTAL FRIENDLY CONDO COMPLEX. 12 TIMES A YEAR (MONTHLY MINIMUM). Very few Longboat Key Condo complexes allow that. Attention Avid Tennis Players, Paddle Board & Kayak...

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

2055 Gulf Of Mexico Drive Unit G2-104, Longboat Key image

2055 Gulf Of Mexico Drive Unit G2-104, Longboat Key — G2-104 $649,000

This renovated ground-floor walk-out residence enjoys the luxury and privacy of a garden view and steps away from the beautiful new St Regis Resort on Longboat Key beach....

2 Beds
2 Baths
Seaplace SubDv.
34228 Zip Code

5841 Gulf Of Mexico Drive Unit 246, Longboat Key image

5841 Gulf Of Mexico Drive Unit 246, Longboat Key — 5841 $649,900

Welcome to the Silver Sands beachfront rental condo, a unique investment opportunity in the heart of Longboat Key. This distinctive property not only provides direct beac...

1 Beds
1 Baths
Silver Sands SubDv.
34228 Zip Code

829 Bayport Way Unit 829, Longboat Key image

829 Bayport Way Unit 829, Longboat Key — Na $650,000 ▼

Situated mid-key on Longboat Key you will find Bayport Beach & Tennis Club, a true Gulf to Bay community. Bayport was designed by Tim Siebert, one of the founding archite...

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

4540 Gulf Of Mexico Drive Unit 204, Longboat Key image

4540 Gulf Of Mexico Drive Unit 204, Longboat Key — F Building $650,000

Showcasing serene, nature filled views of Sarasota Bay and a pristine Mangrove Preserve, you're sure to enjoy coastal living in this bright and airy two-bedroom, two-bath...

2 Beds
2 Baths
Windward Bay SubDv.
34228 Zip Code

619 Cedars Court, Longboat Key — 619 $650,000

Welcome to an idyllic townhouse nestled within the tranquil embrace of this picturesque island—a haven that beckons both snowbirds seeking a serene retreat or full-time ...

1 Beds
2 Baths
Cedars East SubDv.
34228 Zip Code

1932 Harbourside Drive Unit 224, Longboat Key image

1932 Harbourside Drive Unit 224, Longboat Key — Fairway Bay I $659,000

Welcome to one of the best values on Longboat Key and a place where every day is filled with beauty, comfort and leisure. As you enter this enchanting 2BR/2BA condominium...

2 Beds
2 Baths
Fairway Bay SubDv.
34228 Zip Code

6750 Gulf Of Mexico Drive Unit 171, Longboat Key image

6750 Gulf Of Mexico Drive Unit 171, Longboat Key — 15 $659,900

Don't miss out on this immaculate ground floor retreat in a serene waterfront setting ready for immediate enjoyment. If you're dreaming of living a casual beach and boati...

2 Beds
2 Baths
Whitney Beach SubDv.
34228 Zip Code

651 Cedars Court, Longboat Key — 651 $675,000 ▼

Now is the time to seize the opportunity and purchase this exquisite turnkey furnished townhome in Cedars East Tennis & Fitness Resort on Longboat Key. Whether you're loo...

2 Beds
2 Baths
Cedars East SubDv.
34228 Zip Code

4860 Gulf Of Mexico Drive Unit Villa 13, Longboat Key image

4860 Gulf Of Mexico Drive Unit Villa 13, Longboat Key — Villa 13 $675,000

Welcome to your dream home! This exquisite 2-bedroom, 2-bathroom villa has undergone a meticulous renovation, leaving no detail overlooked nor any expense spared. The ope...

2 Beds
2 Baths
Windward Bay SubDv.
34228 Zip Code

2089 Gulf Of Mexico Drive Unit G1-303, Longboat Key image

2089 Gulf Of Mexico Drive Unit G1-303, Longboat Key — G1 $689,000 ▼

Experience Paradise! This fully furnished, open-concept 2-bedroom, 2-bathroom condo is mere steps from a pristine beach and comes with access to excellent community resor...

2 Beds
2 Baths
Seaplace SubDv.
34228 Zip Code

Longboat Key Properties for Sale

Roughly eight thousand people live in the luxury Gulf Coast resort community of Longboat Key, Florida. That said, its seasonal population is closer to twelve thousand. Longboat Key has much to offer prospective homebuyers and visitors, too. It boasts a scenic and elegant atmosphere with a fabulous combination of cultural activities and stunning beaches. Incorporated in 1955, Longboat Key is situated in parts of Manatee and Sarasota counties and boasts twelve miles of gorgeous white sand beaches. Other advantageous features include access to fantastic restaurants and retailers, as well as championship golf and tennis.

This offshore barrier island is just over four square miles in size, runs north and south, and encloses Sarasota Bay’s western boundary. It is just over ten miles long and at its widest, one mile wide. Its western boundary is a beautiful white sand beach along the Gulf of Mexico, while its eastern shoreline consists of marinas, canals, and dense mangroves. Just south of Longboat Key are Lido Key and St. Armands Key, all three connected to one another via multiple bridges.

Longboat Key real estate is diverse and includes a variety of vacation homes, mobile homes, single-family residences, and condos. Like many island communities, there are beautiful waterfront homes in Longboat Key and less expensive interior properties, too. Homes for sale in Longboat Key are of many ages, styles, floor plans, and sizes, so can easily accommodate all who are drawn to the community, including tourists, snowbirds, families, and retirees. Please contact us today so we can assist you with your Longboat Key home search by sharing details about specific available properties in Longboat Key, Florida.

Our website features the best Longboat Key real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

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