Homes with Pools for Sale in Longboat Key, FL

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ABOUT THIS HOME
Home with a Pool for sale in Longboat Key, FL:
A rare private walk-down residence in the highly sought-after Beachplace community on Longboat Key. This property offers the convenience of direct terrace access to the beautifully landscaped grounds below, overlooking a serene pond with fountains and offering a charming peekaboo view of the Gulf. Spacious and largely original, presenting the perfect canvas for a buyer to customize and create their ideal coastal retreat while enjoying the exceptional location and layout. The light-filled interior features an open living and dining area with walls of glass that connect seamlessly to the outdoor living space, creating an inviting indoor-outdoor lifestyle just moments from the beach. The split

$625,000

2 beds2 baths1,392 sq ft

1095 Gulf OF Mexico Dr #102, Longboat Key, FL 34228

Serene pond • Outdoor living space • $1,600 HOA

ABOUT THIS HOME
Home with a Pool for sale in Longboat Key, FL:
Waterfront Living on Longboat Key – Direct Gulf Access Experience the best of coastal living on beautiful Longboat Key. This first-floor residence offers effortless access and an unbeatable connection to the water, with direct access to the stunning Gulf of Mexico just steps from your door. Recently updated, the home features brand-new flooring throughout, along with all-new hurricane-impact windows, sliding glass doors, and a hurricane front door—providing peace of mind and modern comfort. Enjoy seamless indoor-outdoor living with easy walk-out access, perfect for morning beach strolls, sunset views, or simply embracing the relaxed Gulf Coast lifestyle. Whether you’re lo

$700,000

2 beds2 baths1,393 sq ft

4835 Gulf OF Mexico Dr #106, Longboat Key, FL 34228

Heated pools • Car wash station • Shuffleboard court

ABOUT THIS HOME
Home with a Pool for sale in Longboat Key, FL:
Rare 2BR First-Floor Lockout Unit | Resort at Longboat Key Club Experience the perfect blend of luxury vacationing and rental income with this rare, first-floor lockout suite overlooking the resort pool and just steps from the beach. • Versatile Rental Options: Lockout design allows you to rent as a full 2-bedroom suite or 2, 1-bedroom units to maximize revenue. • Prime Location: First-floor convenience with an oversized deck, steps away from the beach, pool bar, and restaurants. • World-Class Amenities: Access to 45 holes of golf, 21 tennis courts, 5 restaurants, a luxury spa, fitness center, and a bayside marina. Perfect for families seeking a premium getaway with built-in

$1,790,000

2 beds2 baths1,399 sq ft

210 Sands Point Rd #2101, Longboat Key, FL 34228

Oversized deck • Prime location • $2,719 HOA

ABOUT THIS HOME
Home with a Pool for sale in Longboat Key, FL:
GORGEOUS COMPLETELY REMODELED Villa with Lake Views in Spanish Main Yacht Club!! Welcome to effortless coastal living in this beautifully remodeled 3-bedroom, 2-bath villa located in the highly sought-after Spanish Main Yacht Club. Rarely available, this 1,516 sq ft STANDALONE villa offers a larger footprint than most in the community and includes a true third bedroom with serene LAKE VIEWS. The recent remodel brings a fresh, modern feel, complemented by an open-concept floor plan, elegant tile flooring throughout, and abundant natural light. Enjoy peace of mind with NEW WATER HEATER, a NEWER ROOF (2023)AND NEWER A/C system (March 2024). Spanish Main Yacht Club offers a maintenance-free, p

$589,000

2 beds2 baths1,516 sq ft

563 Spanish Dr S, Longboat Key, FL 34228

Newer roof • Newer a/c system • New water heater

3D & VIDEO TOUR

ABOUT THIS HOME
Home with a Pool for sale in Longboat Key, FL:
Welcome to coastal living at its finest in this beautifully renovated 1-bedroom, 1-bath condo at Beach Harbor Club on coveted Longboat Key. Perfectly positioned adjacent to the beach, this second-story retreat offers a peek-a-boo view of the sparkling Gulf and 761 square feet of stylish, light-filled comfort. Step inside to discover a fully updated interior featuring impact windows, a new AC system, and modern finishes throughout. Every detail has been thoughtfully considered to deliver effortless island living. The building offers convenient elevator access, plus a wealth of amenities designed for relaxation and recreation. This vibrant community stretches from beach to bay, granting you d

$339,000

1 bed1 bath761 sq ft

3804 Gulf OF Mexico Dr Unit B204, Longboat Key, FL 34228

Deeded beach access • Rooftop deck • Boat slips

Property at 71 Twin Shores Blvd, Longboat Key, FL 34228, 2 beds, 2 baths

$395,000

2 beds2 baths758 sq ft

71 Twin Shores Blvd, Longboat Key, FL 34228

Property at 1000 Longboat Club Rd #304, Longboat Key, FL 34228, 2 beds, 2 baths

$863,900

2 beds2 baths1,409 sq ft

1000 Longboat Club Rd #304, Longboat Key, FL 34228

Property at 2450 Harbourside Dr #244, Longboat Key, FL 34228, 3 beds, 3.5 baths

$1,995,000

3 beds3.5 baths3,083 sq ft

2450 Harbourside Dr #244, Longboat Key, FL 34228

Property at 4234 Gulf OF Mexico Dr Unit M1, Longboat Key, FL 34228, 2 beds, 2 baths

$649,000

2 beds2 baths1,150 sq ft

4234 Gulf OF Mexico Dr Unit M1, Longboat Key, FL 34228

Property at 6680 Gulf OF Mexico Dr, Longboat Key, FL 34228, 6 beds, 6.5 baths

$12,900,000

6 beds6.5 baths6,408 sq ft

6680 Gulf OF Mexico Dr, Longboat Key, FL 34228

Property at 1050 Longboat Club Rd #903, Longboat Key, FL 34228, 2 beds, 2 baths

$995,000

2 beds2 baths1,409 sq ft

1050 Longboat Club Rd #903, Longboat Key, FL 34228

Property at 569 Juan Anasco Dr, Longboat Key, FL 34228, 3 beds, 4 baths

$1,700,000

3 beds4 baths2,804 sq ft

569 Juan Anasco Dr, Longboat Key, FL 34228

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

$3,499,900

4 beds3 baths3,149 sq ft

562 Ranger 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 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 617 Rountree Dr, Longboat Key, FL 34228, 3 beds, 2 baths

$2,150,000

3 beds2 baths1,972 sq ft

617 Rountree Dr, Longboat Key, FL 34228

Property at 2110 Harbourside Dr #523, Longboat Key, FL 34228, 3 beds, 2 baths

$623,000

3 beds2 baths2,031 sq ft

2110 Harbourside Dr #523, Longboat Key, FL 34228

Property at 6489 Gulfside Rd, Longboat Key, FL 34228, 4 beds, 4.5 baths

$13,995,000

4 beds4.5 baths6,616 sq ft

6489 Gulfside Rd, Longboat Key, FL 34228

Property at 726 Jungle Queen Way, Longboat Key, FL 34228, 2 beds, 2 baths

$999,000

2 beds2 baths1,384 sq ft

726 Jungle Queen Way, Longboat Key, FL 34228

Property at 4725 Gulf OF Mexico Dr #314, Longboat Key, FL 34228, 2 beds, 2 baths

$699,000

2 beds2 baths1,104 sq ft

4725 Gulf OF Mexico Dr #314, Longboat Key, FL 34228

Property at 1915 Harbour Links Cir #6, Longboat Key, FL 34228, 3 beds, 3.5 baths

$1,950,000

3 beds3.5 baths2,476 sq ft

1915 Harbour Links Cir #6, Longboat Key, FL 34228

Property at 1211 Gulf OF Mexico Dr #701, Longboat Key, FL 34228, 3 beds, 3 baths

$2,125,000

3 beds3 baths2,100 sq ft

1211 Gulf OF Mexico Dr #701, Longboat Key, FL 34228

Property at 6700 Gulf OF Mexico Dr #143, Longboat Key, FL 34228, 1 bed, 1 bath

$410,000

1 bed1 bath936 sq ft

6700 Gulf OF Mexico Dr #143, Longboat Key, FL 34228

Property at 771 Marbury Ln, Longboat Key, FL 34228, 5 beds, 4 baths

$2,500,000

5 beds4 baths3,016 sq ft

771 Marbury Ln, Longboat Key, FL 34228

Property at 3806 Gulf OF Mexico Dr Unit C310, Longboat Key, FL 34228, 2 beds, 2 baths

$369,000

2 beds2 baths1,046 sq ft

3806 Gulf OF Mexico Dr Unit C310, Longboat Key, FL 34228

Property at 1425 Gulf OF Mexico Dr #308, Longboat Key, FL 34228, 3 beds, 3 baths

$1,040,000

3 beds3 baths2,149 sq ft

1425 Gulf OF Mexico Dr #308, Longboat Key, FL 34228

Property at 5311 Gulf OF Mexico Dr #5, Longboat Key, FL 34228, 2 beds, 2 baths

$799,000

2 beds2 baths1,110 sq ft

5311 Gulf OF Mexico Dr #5, Longboat Key, FL 34228

Property at 791 Broadway St, Longboat Key, FL 34228, 2 beds, 2 baths

$1,625,000

2 beds2 baths2,236 sq ft

791 Broadway St, Longboat Key, FL 34228

Property at 1065 Gulf OF Mexico Dr #201, Longboat Key, FL 34228, 2 beds, 2 baths

$599,000

2 beds2 baths1,172 sq ft

1065 Gulf OF Mexico Dr #201, Longboat Key, FL 34228

Property at 448 Gulf OF Mexico Dr Unit A205, Longboat Key, FL 34228, 2 beds, 2 baths

$599,000

2 beds2 baths1,306 sq ft

448 Gulf OF Mexico Dr Unit A205, 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

Property at 2185 Gulf OF Mexico Dr #212, Longboat Key, FL 34228, 3 beds, 3 baths

$1,995,000

3 beds3 baths2,448 sq ft

2185 Gulf OF Mexico Dr #212, Longboat Key, FL 34228

Property at 1000 Longboat Club Rd #403, Longboat Key, FL 34228, 2 beds, 2 baths

$949,000

2 beds2 baths1,409 sq ft

1000 Longboat Club Rd #403, Longboat Key, FL 34228

Property at 3040 Gulf OF Mexico Dr #3, Longboat Key, FL 34228, 4 beds, 2.5 baths

$1,899,000

4 beds2.5 baths3,009 sq ft

3040 Gulf OF Mexico Dr #3, 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 948 Spanish Dr S, Longboat Key, FL 34228, 2 beds, 2 baths

$1,199,000

2 beds2 baths1,399 sq ft

948 Spanish Dr S, Longboat Key, FL 34228

Property at 4340 Falmouth Dr Unit D-204, Longboat Key, FL 34228, 2 beds, 2 baths

$479,000

2 beds2 baths1,072 sq ft

4340 Falmouth Dr Unit D-204, Longboat Key, FL 34228

Property at 2301 Gulf OF Mexico Dr Unit 43N, Longboat Key, FL 34228, 2 beds, 2 baths

$950,000

2 beds2 baths1,235 sq ft

2301 Gulf OF Mexico Dr Unit 43N, Longboat Key, FL 34228

Property at 5055 Gulf OF Mexico Dr #421, Longboat Key, FL 34228, 2 beds, 2 baths

$549,000

2 beds2 baths1,484 sq ft

5055 Gulf OF Mexico Dr #421, Longboat Key, FL 34228

Property at 741 Old Compass Rd, Longboat Key, FL 34228, 3 beds, 3 baths

$1,795,000

3 beds3 baths2,173 sq ft

741 Old Compass Rd, Longboat Key, FL 34228

Property at 523 Juan Anasco Dr, Longboat Key, FL 34228, 4 beds, 3 baths

$1,895,000

4 beds3 baths2,899 sq ft

523 Juan Anasco Dr, Longboat Key, FL 34228

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Based on information submitted to the MLS GRID as of Sat Aug 29 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.

Homes with Pools for Sale in Longboat Key

There are currently 224 homes with pools for sale in Longboat Key at a median listing price of $1.03M. 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 154 days. Popular neighborhoods include Longboat Key Club, Bay Shore Gardens, Country Club Shores, 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, 48 homes have been sold in Longboat Key. In addition to houses in Longboat Key, there were also 225 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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