Pending Listings in Longboat Key, FL

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UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Longboat Key, FL:
Under contract-accepting backup offers. Virtually Staged. Investor alert. Great investment opportunity! Condominium is in great condition. Best price for two-bedroom, two-bath condominium in sought after community of Longboat Harbour. Motivated sellers, ready to have a new buyer enjoy this lovely waterfront first-floor end-unit condominium. New roof, all assessments paid, granite countertops, kitchen open to living area. All glass lanai, tile throughout main living, carpet in bedrooms were in the bedrooms but carpet removed for new flooring to be installed. A huge plus: end unit, close to the beach, washer and dryer are in the unit. Hurricane shutters on rear of unit. Additionally, the

$389,500

2 beds2 baths1,376 sq ft

4380 Exeter Dr #101, Longboat Key, FL 34228

All glass lanai • Hurricane shutters • Granite countertops

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Longboat Key, FL:
Under contract-accepting backup offers. Virtually Staged. Wake up to breathtaking, unobstructed views of the Gulf of Mexico from this two-bedroom, two-bath condominium in beautiful Seaplace. The screened-in lanai provides the perfect setting to relax, take in spectacular sunsets and enjoy the azure waters of the Gulf. On the lanai there is an additional large retractable screen for protection from the sun along with a hurricane impact sliding glass door. Offered unfurnished and a clean slate ready for updating, this residence presents a wonderful opportunity to bring your own style and vision to a prime Gulf-facing property. This residence offers spacious and comfortable living space, while

$795,000

2 beds2 baths1,257 sq ft

1975 Gulf OF Mexico Dr Unit G4-203, Longboat Key, FL 34228

Two swimming pools • Sauna • Screened-in lanai

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Longboat Key, FL:
Under contract-accepting backup offers. FAIRWAY BAY’S FINEST — WATERFRONT LUXURY " END UNIT " WITH UNPARALLELED VIEWS Experience the ultimate Longboat Key lifestyle in this exceptional, move-in-ready waterfront residence in the prestigious gated Bay Isles community of Fairway Bay. Recently renovated and thoughtfully designed, this stunning 4-bedroom, 3-bath home offers more than 2,750 square feet of beautifully appointed living space, framed by expansive windows and soaring ceilings that invite an abundance of natural light. From nearly every room, enjoy breathtaking panoramic views across Sarasota Bay to the iconic Ringling Bridge and downtown Sarasota. The seamles

$1,599,000

4 beds3 baths2,846 sq ft

1916 Harbourside Dr #804, Longboat Key, FL 34228

Open-concept design • Waterfront luxury • Expansive windows

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Longboat Key, FL:
Under contract-accepting backup offers. Welcome to Beachplace and this beautifully updated, turnkey two-bedroom, two-bath residence in one of Longboat Key’s most sought-after Gulf-front communities. Offered fully furnished, this coastal retreat features impact-glass windows and sliding glass doors, wood flooring throughout the living areas, and a fresh, contemporary aesthetic that makes it truly move-in ready. Whether you’re seeking a full-time residence, a seasonal getaway, or an investment property, this residence offers the ideal blend of comfort, convenience, and resort-style living. The spacious living and dining areas open to a private tiled balcony overlooking a tranquil

$925,000

2 beds2 baths1,503 sq ft

1075 Gulf OF Mexico Dr #303, Longboat Key, FL 34228

Solid wood cabinetry • Impact glass windows • Custom built-in desk

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Longboat Key, FL:
Under contract-accepting backup offers. 3BR/2.5BA, 2,219 sf end-unit villa in gated Harbour Oaks at Bay Isles. Fairway views across hole #3 (White) of the Longboat Key Club golf course, plus a full-sized private heated pool on a large screened lanai. Three sliders open the living spaces to that outdoor room—ideal for gatherings, quiet evenings, and southwest-oriented sunsets over the greens. Renovated in a clean modern-farmhouse style: shiplap fireplace, new lighting and ceiling fans, paneled interior doors with dark hardware, and a wood-and-glass front door. The open, refreshed kitchen flows into the dining area overlooking the pool and golf course. The primary suite is a true retrea

$1,495,000

3 beds2.5 baths2,204 sq ft

2101 Harbourside Dr #1103, Longboat Key, FL 34228

Private heated pool • Large screened lanai • Shiplap fireplace

Property at 1945 Gulf OF Mexico Dr Unit M2-402, Longboat Key, FL 34228, 2 beds, 2 baths

$499,000

2 beds2 baths933 sq ft

1945 Gulf OF Mexico Dr Unit M2-402, Longboat Key, FL 34228

Property at 691 Tarawitt Dr, Longboat Key, FL 34228, 2 beds, 2 baths

$815,000

2 beds2 baths1,490 sq ft

691 Tarawitt Dr, Longboat Key, FL 34228

Property at 3301 Bayou Rd, Longboat Key, FL 34228, 4 beds, 3 baths

$1,100,000

4 beds3 baths2,827 sq ft

3301 Bayou Rd, Longboat Key, FL 34228

Property at 415 L Ambiance Dr Unit D306, Longboat Key, FL 34228, 2 beds, 3 baths

$2,950,000

2 beds3 baths2,634 sq ft

415 L Ambiance Dr Unit D306, Longboat Key, FL 34228

Property at 548 Gunwale Ln, Longboat Key, FL 34228, 3 beds, 2 baths

$1,950,000

3 beds2 baths1,853 sq ft

548 Gunwale Ln, Longboat Key, FL 34228

Property at 2089 Gulf OF Mexico Dr Unit G1-104, Longboat Key, FL 34228, 2 beds, 2 baths

$1,150,000

2 beds2 baths1,257 sq ft

2089 Gulf OF Mexico Dr Unit G1-104, Longboat Key, FL 34228

Property at 2819 Gulf OF Mexico Dr, Longboat Key, FL 34228, 3 beds, 2 baths

$3,000,000

3 beds2 baths1,173 sq ft

2819 Gulf OF Mexico Dr, Longboat Key, FL 34228

Property at 836 Evergreen Way, Longboat Key, FL 34228, 3 beds, 2.5 baths

$875,000

3 beds2.5 baths2,813 sq ft

836 Evergreen Way, Longboat Key, FL 34228

Property at 545 Sanctuary Dr Unit B305, Longboat Key, FL 34228, 3 beds, 2.5 baths

$2,100,000

3 beds2.5 baths2,580 sq ft

545 Sanctuary Dr Unit B305, Longboat Key, FL 34228

Property at 1425 Gulf OF Mexico Dr #408, Longboat Key, FL 34228, 3 beds, 3 baths

$975,000

3 beds3 baths1,707 sq ft

1425 Gulf OF Mexico Dr #408, Longboat Key, FL 34228

Property at 4440 Exeter Dr #106, Longboat Key, FL 34228, 2 beds, 2 baths

$649,000

2 beds2 baths1,376 sq ft

4440 Exeter Dr #106, Longboat Key, FL 34228

Property at 392 Firehouse Ln, Longboat Key, FL 34228, 2 beds, 2 baths

$1,349,000

2 beds2 baths1,761 sq ft

392 Firehouse Ln, Longboat Key, FL 34228

Property at 3548 Fair Oaks Ln, Longboat Key, FL 34228, 4 beds, 4.5 baths

$2,895,000

4 beds4.5 baths3,470 sq ft

3548 Fair Oaks Ln, Longboat Key, FL 34228

Property at 2425 Gulf OF Mexico Dr Unit 10F, Longboat Key, FL 34228, 2 beds, 2 baths

$1,350,000

2 beds2 baths1,513 sq ft

2425 Gulf OF Mexico Dr Unit 10F, Longboat Key, FL 34228

Property at 2600 Harbourside Dr Unit B-13, Longboat Key, FL 34228

$400,000

— beds— baths— sq ft

2600 Harbourside Dr Unit B-13, Longboat Key, FL 34228

Property at 803 Bayport Way #803, Longboat Key, FL 34228, 2 beds, 2 baths

$775,000

2 beds2 baths1,456 sq ft

803 Bayport Way #803, Longboat Key, FL 34228

Property at 4976 Gulf OF Mexico Dr Unit Villa 18, Longboat Key, FL 34228, 3 beds, 2 baths

$600,000

3 beds2 baths1,900 sq ft

4976 Gulf OF Mexico Dr Unit Villa 18, Longboat Key, FL 34228

Property at 4350 Chatham Dr Unit E-208, Longboat Key, FL 34228, 2 beds, 2 baths

$640,000

2 beds2 baths1,316 sq ft

4350 Chatham Dr Unit E-208, Longboat Key, FL 34228

Property at 408 Gulf OF Mexico Dr #1332, Longboat Key, FL 34228

$59,000

— beds— baths— sq ft

408 Gulf OF Mexico Dr #1332, Longboat Key, FL 34228

Property at 6351 Gulf OF Mexico Dr, Longboat Key, FL 34228, 1 bath

$6,495,000

Land0.88 acre (lot)

6351 Gulf OF Mexico Dr, Longboat Key, FL 34228

Property at 550 Norton St, Longboat Key, FL 34228, 3 beds, 3.5 baths

$2,499,000

3 beds3.5 baths3,453 sq ft

550 Norton St, Longboat Key, FL 34228

Property at 783 Marbury Ln, Longboat Key, FL 34228, 2 beds, 3 baths

$1,549,000

2 beds3 baths2,061 sq ft

783 Marbury Ln, Longboat Key, FL 34228

Property at 2321 Harbour Oaks Dr, Longboat Key, FL 34228, 3 beds, 2.5 baths

$752,000

3 beds2.5 baths2,478 sq ft

2321 Harbour Oaks Dr, Longboat Key, FL 34228

Property at 5461 Gulf OF Mexico Dr #304, Longboat Key, FL 34228, 2 beds, 2 baths

$1,495,000

2 beds2 baths1,516 sq ft

5461 Gulf OF Mexico Dr #304, Longboat Key, FL 34228

Property at 3578 Fair Oaks Way, Longboat Key, FL 34228, 3 beds, 3.5 baths

$2,695,000

3 beds3.5 baths3,118 sq ft

3578 Fair Oaks Way, Longboat Key, FL 34228

Property at 1241 Gulf OF Mexico Dr #109, Longboat Key, FL 34228, 2 beds, 2.5 baths

$989,000

2 beds2.5 baths2,000 sq ft

1241 Gulf OF Mexico Dr #109, Longboat Key, FL 34228

Property at 1055 Gulf OF Mexico Dr #105, Longboat Key, FL 34228, 2 beds, 2 baths

$1,395,000

2 beds2 baths1,503 sq ft

1055 Gulf OF Mexico Dr #105, Longboat Key, FL 34228

Property at 380 Gulf OF Mexico Dr #515, Longboat Key, FL 34228, 3 beds, 2.5 baths

$1,044,000

3 beds2.5 baths2,380 sq ft

380 Gulf OF Mexico Dr #515, Longboat Key, FL 34228

Property at 3563 Fair Oaks Ln, Longboat Key, FL 34228, 4 beds, 4.5 baths

$2,650,000

4 beds4.5 baths3,544 sq ft

3563 Fair Oaks Ln, Longboat Key, FL 34228

Property at 1932 Harbourside Dr #244, Longboat Key, FL 34228, 2 beds, 2 baths

$1,175,000

2 beds2 baths1,192 sq ft

1932 Harbourside Dr #244, Longboat Key, FL 34228

Property at 3040 Grand Bay Blvd #213, Longboat Key, FL 34228, 2 beds, 3.5 baths

$1,460,000

2 beds3.5 baths2,550 sq ft

3040 Grand Bay Blvd #213, Longboat Key, FL 34228

Property at 2165 Gulf OF Mexico Dr #115, Longboat Key, FL 34228, 3 beds, 3 baths

$2,350,000

3 beds3 baths2,485 sq ft

2165 Gulf OF Mexico Dr #115, Longboat Key, FL 34228

Property at 2410 Harbourside Dr #142, Longboat Key, FL 34228, 3 beds, 3.5 baths

$2,595,000

3 beds3.5 baths3,382 sq ft

2410 Harbourside Dr #142, Longboat Key, FL 34228

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Based on information submitted to the MLS GRID as of Sun Oct 25 2026. 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.

Pending Listings in Longboat Key

There are currently 38 pending listings for sale in Longboat Key at a median listing price of $999K. 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 156 days. Popular neighborhoods include Longboat Key Club, Bay Shore Gardens, Spanish Main Yacht Club Condominiums, Beachplace, and Longboat Shores. This map is refreshed with the newest listings in Longboat Key every 15 minutes.

In the past month, 27 homes have been sold in Longboat Key. In addition to houses in Longboat Key, there were also 190 condos, 8 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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