Pending Listings in Longboat Key, FL

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UNDER CONTRACTVIDEO TOUR

ABOUT THIS HOME
Pending Listing in Longboat Key, FL:
Under contract-accepting backup offers. Some homes are simply built differently. Conceived as a grand private waterfront estate, this remarkable residence within the exclusive gated enclave of Lighthouse Point is a rare expression of architectural elegance, exceptional privacy, world-class boating, and effortless coastal luxury. Perfectly positioned on more than one-third of an acre overlooking a tranquil lagoon with coveted bridgeless access to Sarasota Bay and the Gulf of Mexico, this extraordinary four-bedroom, four-full-bath, one-half-bath residence unfolds across nearly five thousand square feet of refined living space. Originally conceived as a grand coastal estate and extensively rei

$6,995,000

4 beds4.5 baths4,921 sq ft

65 Lighthouse Point Dr, Longboat Key, FL 34228

Saltwater pool • Gated enclave • Private dock

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Longboat Key, FL:
Under contract-accepting backup offers. EXCEPTIONAL INVESTMENT OPPORTUNITY on beautiful Longboat Key! Whether you're looking for a vacation home, seasonal retreat, income-producing property (rental history available upon request), or full-time residence, this extra-charming and TASTEFULLY REMODELED 3-bedroom, 2-bath beach bungalow ( TURNKEY FURNISHED) offers outstanding value in one of Florida's most sought-after island communities. (The third bedroom closet was removed to create additional space and maximize rental appeal. )The home has been thoughtfully renovated throughout, featuring a stunning new kitchen with brand-new cabinetry, granite countertops, and brand-new stainless steel app

$575,000

3 beds2 baths1,360 sq ft

601 Saint Judes Dr, Longboat Key, FL 34228

Vacation home • New kitchen • Granite countertops

UNDER CONTRACT3D WALKTHROUGH

ABOUT THIS HOME
Pending Listing in Longboat Key, FL:
Under contract-accepting backup offers. Virtually Staged. Welcome to Spanish Main Yacht Club, one of Longboat Key's most beloved waterfront communities, where 55-plus living unfolds at an easy, unhurried pace between the Gulf of Mexico and Sarasota Bay. Tucked along a quiet street lined with tidy single-story villas and swaying palms, this fully renovated two-bedroom retreat captures the old-Florida charm that makes this island enclave so special, paired with the fresh, move-in-ready updates. Behind the arched front entry and crisp white stucco exterior with its white tile roof, a bright open interior welcomes you, where neutral tile floors run throughout and natural light pours through pla

$359,900

2 beds2 baths1,427 sq ft

602 Spanish Dr S #115, Longboat Key, FL 34228

Fully renovated • Covered carport • Open interior

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Longboat Key, FL:
Under contract-accepting backup offers. Virtually Staged. Experience Gulf-front living at its absolute finest in this extraordinary, completely reimagined residence at Seaplace on Longboat Key. Perfectly positioned on the first floor with unobstructed, direct views of the Gulf of Mexico, this exceptional two-bedroom, two-bath condominium offers the rare opportunity to walk directly from your private covered terrace onto the beautifully landscaped grounds and pristine white sand beach. Taken down to the studs and masterfully rebuilt, every detail of this home has been thoughtfully curated with uncompromising quality and timeless coastal elegance. Wide-plank herringbone flooring flows through

$1,150,000

2 beds2 baths1,257 sq ft

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

Gulf front living • Unobstructed views • Chef's kitchen

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Longboat Key, FL:
Under contract-accepting backup offers. Experience the Best of Gulfside Living at Seaplace on Longboat Key! Welcome to this beautifully maintained 2-bedroom, 2-bath residence offering the perfect blend of comfort, style, and coastal charm. This light-filled unit features an updated kitchen with rich wood cabinetry, granite countertops, and ample storage—ideal for both everyday living and entertaining. The spacious primary suite offers a relaxing retreat with generous closet space and an en-suite bath, while the guest bedroom provides comfort and privacy for visitors. Both bathrooms are tastefully updated, and the open-concept living and dining areas flow seamlessly to the screened

$569,000

2 beds2 baths1,257 sq ft

1925 Gulf OF Mexico Dr Unit G8-302, Longboat Key, FL 34228

Updated kitchen • Granite countertops • Private lanai

Property at 5655 Gulf OF Mexico Dr Unit D107, Longboat Key, FL 34228, 2 beds, 2 baths

$775,000

2 beds2 baths1,274 sq ft

5655 Gulf OF Mexico Dr Unit D107, 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 3481 Bayou Sound, Longboat Key, FL 34228, 5 beds, 3.5 baths

$1,950,000

5 beds3.5 baths3,391 sq ft

3481 Bayou Sound, Longboat Key, FL 34228

Property at 549 Halyard Ln, Longboat Key, FL 34228, 3 beds, 2 baths

$2,195,000

3 beds2 baths1,594 sq ft

549 Halyard Ln, Longboat Key, FL 34228

Property at 3240 Gulf OF Mexico Dr Unit B104, Longboat Key, FL 34228, 2 beds, 2 baths

$425,000

2 beds2 baths1,260 sq ft

3240 Gulf OF Mexico Dr Unit B104, Longboat Key, FL 34228

Property at 1955 Gulf OF Mexico Dr Unit G6-311, Longboat Key, FL 34228, 3 beds, 2 baths

$949,000

3 beds2 baths1,492 sq ft

1955 Gulf OF Mexico Dr Unit G6-311, Longboat Key, FL 34228

Property at 552 Juan Anasco Dr, Longboat Key, FL 34228, 3 beds, 3.5 baths

$975,000

3 beds3.5 baths1,846 sq ft

552 Juan Anasco Dr, Longboat Key, FL 34228

Property at 1135 Gulf OF Mexico Dr #505, Longboat Key, FL 34228, 2 beds, 2 baths

$1,175,000

2 beds2 baths1,503 sq ft

1135 Gulf OF Mexico Dr #505, Longboat Key, FL 34228

Property at 2326 Harbour Oaks Dr, Longboat Key, FL 34228, 3 beds, 2.5 baths

$800,000

3 beds2.5 baths2,282 sq ft

2326 Harbour Oaks Dr, Longboat Key, FL 34228

Property at 2000 Harbourside Dr #1501, Longboat Key, FL 34228, 2 beds, 2 baths

$699,000

2 beds2 baths1,370 sq ft

2000 Harbourside Dr #1501, 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 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 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 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 2425 Gulf OF Mexico Dr Unit 1A, Longboat Key, FL 34228, 2 beds, 2 baths

$1,595,000

2 beds2 baths1,513 sq ft

2425 Gulf OF Mexico Dr Unit 1A, Longboat Key, FL 34228

Property at 225 Sands Point Rd #6103, Longboat Key, FL 34228, 1 bed, 1 bath

$510,000

1 bed1 bath642 sq ft

225 Sands Point Rd #6103, Longboat Key, FL 34228

Property at 690 Fox St, Longboat Key, FL 34228, 4 beds, 2 baths

$650,000

4 beds2 baths1,376 sq ft

690 Fox St, Longboat Key, FL 34228

Property at 350 Gulf OF Mexico Dr #213, Longboat Key, FL 34228, 3 beds, 2.5 baths

$899,500

3 beds2.5 baths2,378 sq ft

350 Gulf OF Mexico Dr #213, Longboat Key, FL 34228

Property at 2301 Gulf OF Mexico Dr Unit 12N, Longboat Key, FL 34228, 2 beds, 2 baths

$1,225,277

2 beds2 baths1,235 sq ft

2301 Gulf OF Mexico Dr Unit 12N, Longboat Key, FL 34228

Property at 4561 Gulf OF Mexico Dr #202, Longboat Key, FL 34228, 3 beds, 4.5 baths

$2,750,000

3 beds4.5 baths3,260 sq ft

4561 Gulf OF Mexico Dr #202, Longboat Key, FL 34228

Property at 2850 Gulf OF Mexico Dr #5, Longboat Key, FL 34228, 1 bed, 1 bath

$324,000

1 bed1 bath657 sq ft

2850 Gulf OF Mexico Dr #5, 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 4621 Gulf OF Mexico Dr Unit 10D, Longboat Key, FL 34228, 2 beds, 2 baths

$625,000

2 beds2 baths756 sq ft

4621 Gulf OF Mexico Dr Unit 10D, Longboat Key, FL 34228

Property at 603 Longboat Club Rd Unit 202N, Longboat Key, FL 34228, 2 beds, 2 baths

$1,250,000

2 beds2 baths1,458 sq ft

603 Longboat Club Rd Unit 202N, Longboat Key, FL 34228

Property at 624 Saint Judes Dr, Longboat Key, FL 34228, 3 beds, 3 baths

$700,000

3 beds3 baths1,387 sq ft

624 Saint Judes Dr, 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 847 Evergreen Way, Longboat Key, FL 34228, 2 beds, 2.5 baths

$599,000

2 beds2.5 baths1,440 sq ft

847 Evergreen Way, Longboat Key, FL 34228

Property at 744 Jungle Queen Way, Longboat Key, FL 34228, 3 beds, 2 baths

$975,000

3 beds2 baths1,688 sq ft

744 Jungle Queen Way, Longboat Key, FL 34228

Property at 340 Gulf OF Mexico Dr #115, Longboat Key, FL 34228, 3 beds, 2.5 baths

$2,345,000

3 beds2.5 baths2,314 sq ft

340 Gulf OF Mexico Dr #115, 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 2600 Harbourside Dr Unit J-09, Longboat Key, FL 34228

$380,000

— beds— baths— sq ft

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

Property at 2600 Harbourside Dr Unit N-05, Longboat Key, FL 34228

$225,000

— beds— baths— sq ft

2600 Harbourside Dr Unit N-05, Longboat Key, FL 34228

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Based on information submitted to the MLS GRID as of Tue Sep 08 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 37 pending listings for sale in Longboat Key at a median listing price of $995K. 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 158 days. Popular neighborhoods include Longboat Key Club, The Terraces at Wild Oak Bay, Bay Shore Gardens, Spanish Main Yacht Club Condominiums, and Beachplace. This map is refreshed with the newest listings in Longboat Key every 15 minutes.

In the past month, 41 homes have been sold in Longboat Key. In addition to houses in Longboat Key, there were also 212 condos, 6 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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