MLS Listings for Sale in Longboat Key, FL

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ABOUT THIS HOME
MLS Listings for Sale in Longboat Key, FL
Discover a truly rare opportunity to own two parcels in a new, beachfront enclave being developed with private entry gates directly on the pristine sugar sand and turquoise waters of the Gulf of Mexico. The offering includes: Parcel One - Property ID: 7847710154 - 20,000 sq. ft. homesite with 100 ft. of direct Gulf frontage. Parcel Two - Property ID: 7847700007 - A 9,757 sq. ft. privately owned, secluded cul-de-sac providing private access for just two Gulf-front estates, ensuring unmatched exclusivity. Nestled at the end of North Gulfside Road. This serene setting offers endless views, peaceful surroundings, and an unparalleled level of privacy. The existing residence sustained significant

$5,000,000

5 beds3 baths3,492 sq ft

6601 Gulfside Rd, Longboat Key, FL 34228

Private entry gates • Private access • Beachfront enclave

ABOUT THIS HOME
MLS Listings for Sale in Longboat Key, FL
One or more photo(s) has been virtually staged. Island Living in Longbeach Village – 3 Bed, 3 Bath Coastal Retreat Discover the perfect blend of island charm and modern comfort in this beautifully updated 3-bedroom, 3-bathroom home nestled in the sought-after Longbeach Village of Longboat Key. Situated on a desirable corner lot, this residence offers the ultimate coastal lifestyle in one of the area’s most historic and beloved communities. Step inside to find a freshly remodeled main level, thoughtfully updated in 2025 with all-new appliances, cabinetry, and an energy-efficient HVAC system. Upstairs, the home’s highlight awaits—a spacious screened-in porch on the se

$700,000

3 beds3 baths1,824 sq ft

560 Cedar St, Longboat Key, FL 34228

Screened-in porch • Updated home • Corner lot

ABOUT THIS HOME
MLS Listings for Sale in Longboat Key, FL
Unique location on the lawn at Longboat Key Club Moorings! A 70 x 21 slip that is conveniently located near the Marina Village. One of the boaters favorite location. Club membership is not required. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean style marina village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access. Longboat Key Moorings is truly a World Class facility. Membership

$350,000

— beds— baths— sq ft

2600 Harbourside Dr Unit J-04, Longboat Key, FL 34228

Deep water marina • 0.37 acre lot • Listed 56 days

3D WALKTHROUGH

ABOUT THIS HOME
MLS Listings for Sale in Longboat Key, FL
Looking for a beachfront home on Longboat Key with direct Gulf access? This 2-bedroom, second floor condo offers the island lifestyle you've been searching for—a waterfront community, stunning sunset views from the lanai, and steps to the beach. Located in Longbeach Condos on Longboat Key, this turnkey furnished, coastal Florida condo features 2 bedrooms, 2 bathrooms, and 1,170 square feet of living space. The comfortable floorplan features a bonus room for bunks, an office, or a reading room, a wide galley kitchen with Corian counters and tossed marble tile backsplash, in-unit washer/dryer, tile floors throughout, and a private balcony with views of the Gulf. At 19.5 base flood eleva

$1,065,000

2 beds2 baths1,170 sq ft

7105 Gulf OF Mexico Dr #21, Longboat Key, FL 34228

Enclosed balcony • Tile floors • Tumbled marble tiles

ABOUT THIS HOME
MLS Listings for Sale in Longboat Key, FL
Step back in time and experience the “Old Florida Lifestyle” in the heart of Longboat Key’s historic Longbeach Village! Tucked away on the northernmost end of the island, this rare property features two charming Key West–style beach cottages on one lot, surrounded by lush tropical landscaping for a truly private island retreat. The main updated cottage offers a light-filled, open floor plan with 2 bedrooms, 2 bathrooms, a den, laundry room, and spacious living area. The kitchen was tastefully updated in 2021 with quartz countertops, hardwood cabinets, and newer appliances, complete with a breakfast bar for casual dining. Open the windows and let the coastal breeze fi

$725,000

3 beds3 baths1,564 sq ft

660 Linley St, Longboat Key, FL 34228

5,506 sq ft lot • Built 1952 • Listed 56 days

Property at 370 Gulf OF Mexico Dr #432, Longboat Key, FL 34228, 4 beds, 4 baths

$1,750,000

4 beds4 baths2,900 sq ft

370 Gulf OF Mexico Dr #432, Longboat Key, FL 34228

Property at 2600 Harbourside Dr Unit Q-08, Longboat Key, FL 34228

$300,000

— beds— baths— sq ft

2600 Harbourside Dr Unit Q-08, Longboat Key, FL 34228

Property at 4500 Gulf OF Mexico Dr #202, Longboat Key, FL 34228, 2 beds, 2 baths

$775,000

2 beds2 baths1,312 sq ft

4500 Gulf OF Mexico Dr #202, Longboat Key, FL 34228

Property at 667 EL Centro, Longboat Key, FL 34228, 2 beds, 2 baths

$380,000

2 beds2 baths1,327 sq ft

667 EL Centro, Longboat Key, FL 34228

Property at 4485 Gulf OF Mexico Dr #402, Longboat Key, FL 34228, 2 beds, 2 baths

$875,000

2 beds2 baths1,022 sq ft

4485 Gulf OF Mexico Dr #402, Longboat Key, FL 34228

Property at 1055 Gulf OF Mexico Dr #504, Longboat Key, FL 34228, 2 beds, 2 baths

$1,299,000

2 beds2 baths1,503 sq ft

1055 Gulf OF Mexico Dr #504, Longboat Key, FL 34228

Property at 658 Spanish Dr S #108, Longboat Key, FL 34228, 2 beds, 2 baths

$295,000

2 beds2 baths1,093 sq ft

658 Spanish Dr S #108, Longboat Key, FL 34228

Property at 562 Ranger Ln, Longboat Key, FL 34228, 4 beds, 3 baths

$3,690,000

4 beds3 baths2,346 sq ft

562 Ranger Ln, Longboat Key, FL 34228

Property at 565 Sanctuary Dr Unit B106, Longboat Key, FL 34228, 3 beds, 3 baths

$1,999,000

3 beds3 baths2,375 sq ft

565 Sanctuary Dr Unit B106, Longboat Key, FL 34228

Property at 3617 Fair Oaks Pl, Longboat Key, FL 34228, 3 beds, 3.5 baths

$2,159,000

3 beds3.5 baths2,950 sq ft

3617 Fair Oaks Pl, Longboat Key, FL 34228

Property at 210 Sands Point Rd #2405, Longboat Key, FL 34228, 1 bed, 1 bath

$1,175,000

1 bed1 bath650 sq ft

210 Sands Point Rd #2405, Longboat Key, FL 34228

Property at 1975 Gulf OF Mexico Dr Unit G4-206, Longboat Key, FL 34228, 2 beds, 2 baths

$479,000

2 beds2 baths1,068 sq ft

1975 Gulf OF Mexico Dr Unit G4-206, Longboat Key, FL 34228

Property at 1904 Harbourside Dr #202, Longboat Key, FL 34228, 2 beds, 2.5 baths

$517,000

2 beds2.5 baths1,590 sq ft

1904 Harbourside Dr #202, Longboat Key, FL 34228

Property at 240 Sands Point Rd #4102, Longboat Key, FL 34228, 1 bed, 1 bath

$950,000

1 bed1 bath640 sq ft

240 Sands Point Rd #4102, Longboat Key, FL 34228

Property at 1926 Harbourside Dr #1302, Longboat Key, FL 34228, 2 beds, 2.5 baths

$949,000

2 beds2.5 baths2,606 sq ft

1926 Harbourside Dr #1302, Longboat Key, FL 34228

Property at 1511 Gulf OF Mexico Dr #302, Longboat Key, FL 34228, 3 beds, 3 baths

$3,700,000

3 beds3 baths2,940 sq ft

1511 Gulf OF Mexico Dr #302, Longboat Key, FL 34228

Property at 3810 Gulf OF Mexico Dr Unit F302, Longboat Key, FL 34228, 2 beds, 2 baths

$355,000

2 beds2 baths1,007 sq ft

3810 Gulf OF Mexico Dr Unit F302, Longboat Key, FL 34228

Property at 408 Gulf OF Mexico Dr #2112, Longboat Key, FL 34228

$43,500

— beds— baths— sq ft

408 Gulf OF Mexico Dr #2112, Longboat Key, FL 34228

Property at 2600 Harbourside Dr Unit I-09, Longboat Key, FL 34228

$300,000

— beds— baths— sq ft

2600 Harbourside Dr Unit I-09, Longboat Key, FL 34228

Property at 725 Penfield St, Longboat Key, FL 34228, 4 beds, 4 baths

$2,475,000

4 beds4 baths2,902 sq ft

725 Penfield St, Longboat Key, FL 34228

Property at 2600 Harbourside Dr Unit R9, Longboat Key, FL 34228

$359,000

— beds— baths1,575 sq ft

2600 Harbourside Dr Unit R9, Longboat Key, FL 34228

Property at 601 Triton Bnd, Longboat Key, FL 34228, 4 beds, 4 baths

$3,450,000

4 beds4 baths3,313 sq ft

601 Triton Bnd, Longboat Key, FL 34228

Property at 1050 Longboat Club Rd #204, Longboat Key, FL 34228, 2 beds, 2 baths

$874,900

2 beds2 baths1,409 sq ft

1050 Longboat Club Rd #204, Longboat Key, FL 34228

Property at 5005 Gulf OF Mexico Dr #5, Longboat Key, FL 34228, 4 beds, 4.5 baths

$4,599,000

4 beds4.5 baths4,044 sq ft

5005 Gulf OF Mexico Dr #5, Longboat Key, FL 34228

Property at 1105 Gulf OF Mexico Dr #402, Longboat Key, FL 34228, 2 beds, 2 baths

$1,275,000

2 beds2 baths1,392 sq ft

1105 Gulf OF Mexico Dr #402, Longboat Key, FL 34228

Property at 755 Saint Judes Dr N, Longboat Key, FL 34228, 2 beds, 1.5 baths

$700,000

2 beds1.5 baths1,294 sq ft

755 Saint Judes Dr N, Longboat Key, FL 34228

Property at 1445 Gulf OF Mexico Dr #404, Longboat Key, FL 34228, 3 beds, 2 baths

$1,349,000

3 beds2 baths1,787 sq ft

1445 Gulf OF Mexico Dr #404, Longboat Key, FL 34228

Property at 1055 Gulf OF Mexico Dr #305, Longboat Key, FL 34228, 2 beds, 2 baths

$1,595,000

2 beds2 baths1,503 sq ft

1055 Gulf OF Mexico Dr #305, Longboat Key, FL 34228

Property at 5310 Gulf OF Mexico Dr #18, Longboat Key, FL 34228, 1 bed, 1 bath

$425,000

1 bed1 bath711 sq ft

5310 Gulf OF Mexico Dr #18, Longboat Key, FL 34228

Property at 6800 Gulf OF Mexico Dr #203, Longboat Key, FL 34228, 1 bed, 1 bath

$449,000

1 bed1 bath936 sq ft

6800 Gulf OF Mexico Dr #203, Longboat Key, FL 34228

Property at 2333 Gulf OF Mexico Dr Unit 1A3, Longboat Key, FL 34228, 3 beds, 2.5 baths

$3,795,000

3 beds2.5 baths3,060 sq ft

2333 Gulf OF Mexico Dr Unit 1A3, Longboat Key, FL 34228

Property at 4241 Gulf OF Mexico Dr #202, Longboat Key, FL 34228, 3 beds, 2.5 baths

$1,350,000

3 beds2.5 baths1,660 sq ft

4241 Gulf OF Mexico Dr #202, Longboat Key, FL 34228

Property at 408 Gulf OF Mexico Dr #2119, Longboat Key, FL 34228

$45,000

— beds— baths— sq ft

408 Gulf OF Mexico Dr #2119, Longboat Key, FL 34228

Property at 3310 Bayou Rd, Longboat Key, FL 34228, 3 beds, 3 baths

$2,925,000

3 beds3 baths2,995 sq ft

3310 Bayou Rd, Longboat Key, FL 34228

Property at 2165 Gulf OF Mexico Dr #114, Longboat Key, FL 34228, 3 beds, 3 baths

$2,250,000

3 beds3 baths2,448 sq ft

2165 Gulf OF Mexico Dr #114, Longboat Key, FL 34228

Property at 4725 Gulf OF Mexico Dr #212, Longboat Key, FL 34228, 2 beds, 2 baths

$850,000

2 beds2 baths1,071 sq ft

4725 Gulf OF Mexico Dr #212, Longboat Key, FL 34228

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Based on information submitted to the MLS GRID as of Tue Nov 11 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

MLS Listings for Sale in Longboat Key

There are currently 321 mls listings for sale in Longboat Key at a median listing price of $1.27M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Longboat Key stay on the market for 91 days. Popular neighborhoods include Longboat Key Club, The Terraces at Wild Oak Bay, Bay Shore Gardens, Longboat Harbour, and Longboat Shores. This map is refreshed with the newest listings in Longboat Key every 15 minutes.

In the past month, 39 homes have been sold in Longboat Key. In addition to houses in Longboat Key, there were also 228 condos, 5 townhouses, and 1 multi-family unit for sale in Longboat Key last month. Find your dream home in Longboat Key using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Longboat Key are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Longboat Key. Our Longboat Key real estate stats and trends will give you more information about home buying and selling trends in Longboat Key. If you're looking to sell your home in the Longboat Key area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Longboat Key with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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