Luxury homes for sale & real estate in Longboat Key, FL

239 homes

Sort:

Recommended

3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in Longboat Key, FL:
Set above the sparkling waters of Sarasota Bay, this beautifully updated 3BR/3.5BA, 2,550 sq. ft. residence in Grand Bay on Longboat Key offers refined living with a seamless, well-planned layout. From the moment the private elevator opens to your foyer, the atmosphere feels bright and balanced, with rich wood floors, crown molding and recessed lighting framing panoramic views of the bay, Harbourside golf course and pond. The spacious living room opens to an expansive terrace overlooking the water, while the formal dining area provides a graceful space for entertaining. The reimagined kitchen combines form and function with all-white cabinetry, stone countertops, stainless-steel appliances

$1,695,000

3 beds3.5 baths2,550 sq ft

3040 Grand Bay Blvd #243, Longboat Key, FL 34228

Reimagined kitchen • Private elevator • Panoramic views

NEW CONSTRUCTION

ABOUT THIS HOME
Luxury Home for sale in Longboat Key, FL:
Fractional Ownership Opportunity at The St. Regis Longboat Key. Each purchase includes complimentary Resort Membership, valued at $125,000, along with the added benefit of no annual dues (a $14,000 value) and no minimum annual expenditure requirements. The Resort Membership can be enjoyed year-round, providing exceptional value and convenience to owners. For 2025, fee for each 30 day interest is set at $24,785, with an anticipated decrease in 2026. This comprehensive fee covers a wide range of services and expenses, including Condo fees, Property taxes, Utilities, Housekeeping services, Property management, Insurance, Furniture replacement reserve, and Maintenance reserve. This elegant and

$2,400,000

2 beds2.5 baths2,154 sq ft

1591 Gulf OF Mexico Dr #512, Longboat Key, FL 34228

Beachside cabanas • Direct beachfront • Fitness center

NEW CONSTRUCTION

ABOUT THIS HOME
Luxury Home for sale in Longboat Key, FL:
Experience breathtaking sunsets and exceptional privacy from this direct west-facing center residence at The St. Regis Longboat Key. Floor-to-ceiling windows bathe the interiors in natural light and frame unobstructed Gulf views, while the expansive living room offers an ideal setting for elegant entertaining. Every detail of this home has been meticulously upgraded with custom wallpaper, handcrafted millwork, designer lighting, and furnishings by Ralph Lauren Interiors. Step onto the sweeping 878-square-foot terrace, complete with a Wolf gas grill, and enjoy front-row seats to Longboat Key’s world-famous sunsets. The chef’s kitchen is a masterwork of form and function, featurin

$6,950,000

2 beds2.5 baths2,249 sq ft

1591 Gulf OF Mexico Dr #514, Longboat Key, FL 34228

Wolf gas grill • Exceptional privacy • Chef's kitchen

ABOUT THIS HOME
Luxury Home for sale in Longboat Key, FL:
Design your dream beachfront retreat at the Water Club on Longboat Key. This spacious three-bedroom, four-bath residence offers 3,000-plus square feet of living space with Gulf views and a flexible layout, ideal for creating your custom coastal masterpiece. The private primary suite features dual baths, walk-in closet and beachfront terrace. A generous guest suite sits on opposite end, and a den/office easily serves as a third bedroom with full bath nearby. The gourmet kitchen includes white cabinetry, stone counters, center island and a cozy breakfast nook overlooking the beach. The expansive great room opens to the main balcony, ideal for entertaining or relaxing. Additional highlights in

$2,195,000

3 beds4 baths3,045 sq ft

1241 Gulf OF Mexico Dr #203, Longboat Key, FL 34228

Cozy breakfast nook • Gourmet kitchen • Expansive great room

3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in Longboat Key, FL:
One or more photo(s) has been virtually staged. This is more than a home-it’s a lifestyle defined by rare views and exceptional design. Nestled inside the double-gated Longboat Key Club, this open concept 2–bedroom, 3.5 bath + den (converts to 3rd bed) residence captures both Gulf of America sunsets and Sarasota Bay panoramas. Views are unobstructed. A private elevator with double door entry welcomes you into a spacious great room featuring a tray ceiling, built-ins for media and collectibles, recessed lighting, and impact-resistant sliders that frame endless Gulf horizons. The dining room complements the open concept and allows for gracious entertaining. The den showcases seren

$2,995,000

3 beds3.5 baths2,822 sq ft

415 L Ambiance Dr Unit C403, Longboat Key, FL 34228

Private elevator • Bay view terrace • Direct beach access

Property at 435 L Ambiance Dr Unit L807, Longboat Key, FL 34228, 3 beds, 3.5 baths

$3,500,000

3 beds3.5 baths2,525 sq ft

435 L Ambiance Dr Unit L807, Longboat Key, FL 34228

Property at 775 Longboat Club Rd #807, Longboat Key, FL 34228, 3 beds, 3 baths

$2,675,000

3 beds3 baths1,842 sq ft

775 Longboat Club Rd #807, Longboat Key, FL 34228

Property at 510 Wedge Ln, Longboat Key, FL 34228, 4 beds, 3 baths

$2,215,000

4 beds3 baths1,840 sq ft

510 Wedge Ln, Longboat Key, FL 34228

Property at 3010 Grand Bay Blvd #493, Longboat Key, FL 34228, 2 beds, 2.5 baths

$1,879,000

2 beds2.5 baths2,550 sq ft

3010 Grand Bay Blvd #493, Longboat Key, FL 34228

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

$1,525,000

2 beds2.5 baths2,000 sq ft

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

Property at 1241 Gulf OF Mexico Dr #803, Longboat Key, FL 34228, 3 beds, 4 baths

$3,695,000

3 beds4 baths3,045 sq ft

1241 Gulf OF Mexico Dr #803, Longboat Key, FL 34228

Property at 3060 Grand Bay Blvd #182, Longboat Key, FL 34228, 2 beds, 3.5 baths

$1,795,000

2 beds3.5 baths2,143 sq ft

3060 Grand Bay Blvd #182, Longboat Key, FL 34228

Property at 1281 Gulf OF Mexico Dr #704, Longboat Key, FL 34228, 3 beds, 4 baths

$2,995,000

3 beds4 baths3,054 sq ft

1281 Gulf OF Mexico Dr #704, Longboat Key, FL 34228

Property at 3060 Grand Bay Blvd #154, Longboat Key, FL 34228, 3 beds, 3.5 baths

$1,695,000

3 beds3.5 baths2,550 sq ft

3060 Grand Bay Blvd #154, Longboat Key, FL 34228

Property at 775 Longboat Club Rd #203, Longboat Key, FL 34228, 3 beds, 3 baths

$1,999,000

3 beds3 baths2,122 sq ft

775 Longboat Club Rd #203, Longboat Key, FL 34228

Property at 435 L Ambiance Dr Unit J703, Longboat Key, FL 34228, 3 beds, 2.5 baths

$4,795,000

3 beds2.5 baths2,634 sq ft

435 L Ambiance Dr Unit J703, Longboat Key, FL 34228

Property at 757 Hideaway Bay Dr, Longboat Key, FL 34228, 4 beds, 5 baths

$7,488,000

4 beds5 baths4,507 sq ft

757 Hideaway Bay Dr, Longboat Key, FL 34228

Property at 230 Sands Point Rd #3205, Longboat Key, FL 34228, 1 bed, 1 bath

$1,150,000

1 bed1 bath634 sq ft

230 Sands Point Rd #3205, Longboat Key, FL 34228

Property at 3060 Grand Bay Blvd #175, Longboat Key, FL 34228, 3 beds, 2.5 baths

$1,950,000

3 beds2.5 baths2,143 sq ft

3060 Grand Bay Blvd #175, Longboat Key, FL 34228

Property at 1211 Gulf OF Mexico Dr #108, Longboat Key, FL 34228, 2 beds, 2 baths

$1,199,000

2 beds2 baths1,827 sq ft

1211 Gulf OF Mexico Dr #108, Longboat Key, FL 34228

Property at 5320 Gulf OF Mexico Dr #101, Longboat Key, FL 34228, 3 beds, 2 baths

$1,250,000

3 beds2 baths1,323 sq ft

5320 Gulf OF Mexico Dr #101, Longboat Key, FL 34228

Property at 240 Sands Point Rd #4206, Longboat Key, FL 34228, 1 bed, 1 bath

$1,115,000

1 bed1 bath640 sq ft

240 Sands Point Rd #4206, Longboat Key, FL 34228

Property at 240 Sands Point Rd #4205, Longboat Key, FL 34228, 1 bed, 1 bath

$1,115,000

1 bed1 bath640 sq ft

240 Sands Point Rd #4205, Longboat Key, FL 34228

Property at 1701 Gulf OF Mexico Dr #402, Longboat Key, FL 34228, 2 beds, 2 baths

$1,685,000

2 beds2 baths1,551 sq ft

1701 Gulf OF Mexico Dr #402, Longboat Key, FL 34228

Property at 775 Longboat Club Rd #606, Longboat Key, FL 34228, 2 beds, 2 baths

$1,575,000

2 beds2 baths1,524 sq ft

775 Longboat Club Rd #606, Longboat Key, FL 34228

Property at 350 Gulf OF Mexico Dr #211, Longboat Key, FL 34228, 2 beds, 2.5 baths

$938,500

2 beds2.5 baths2,394 sq ft

350 Gulf OF Mexico Dr #211, Longboat Key, FL 34228

Property at 6161 Gulf OF Mexico Dr, Longboat Key, FL 34228, 4 beds, 4.5 baths

$9,900,000

4 beds4.5 baths4,224 sq ft

6161 Gulf OF Mexico Dr, Longboat Key, FL 34228

Property at 3540 Mistletoe Ln, Longboat Key, FL 34228, 4 beds, 3.5 baths

$3,595,000

4 beds3.5 baths3,166 sq ft

3540 Mistletoe Ln, Longboat Key, FL 34228

Property at 4825 Gulf OF Mexico Dr #105, Longboat Key, FL 34228, 2 beds, 2 baths

$899,000

2 beds2 baths1,393 sq ft

4825 Gulf OF Mexico Dr #105, Longboat Key, FL 34228

Property at 1701 Gulf OF Mexico Dr #109, Longboat Key, FL 34228, 2 beds, 2 baths

$1,625,000

2 beds2 baths1,551 sq ft

1701 Gulf OF Mexico Dr #109, Longboat Key, FL 34228

Property at 4473 Gulf OF Mexico Dr #4473, Longboat Key, FL 34228, 8 beds, 8 baths

$10,900,000

8 beds8 baths5,886 sq ft

4473 Gulf OF Mexico Dr #4473, Longboat Key, FL 34228

Property at 311 Firehouse Ct, Longboat Key, FL 34228, 3 beds, 3.5 baths

$2,850,000

3 beds3.5 baths2,352 sq ft

311 Firehouse Ct, Longboat Key, FL 34228

Property at 1591 Gulf OF Mexico Dr #314, Longboat Key, FL 34228, 2 beds, 2.5 baths

$6,650,000

2 beds2.5 baths2,249 sq ft

1591 Gulf OF Mexico Dr #314, Longboat Key, FL 34228

Property at 1591 Gulf OF Mexico Dr #410, Longboat Key, FL 34228, 2 beds, 2.5 baths

$7,100,000

2 beds2.5 baths3,130 sq ft

1591 Gulf OF Mexico Dr #410, Longboat Key, FL 34228

Property at 865 Longboat Club Rd, Longboat Key, FL 34228, 6 beds, 7 baths

$19,750,000

6 beds7 baths9,328 sq ft

865 Longboat Club Rd, Longboat Key, FL 34228

Property at 1591 Gulf OF Mexico Dr #216, Longboat Key, FL 34228, 1 bed, 2.5 baths

$2,800,000

1 bed2.5 baths1,556 sq ft

1591 Gulf OF Mexico Dr #216, Longboat Key, FL 34228

Property at 521 Wedge Ln, Longboat Key, FL 34228, 3 beds, 2 baths

$1,880,000

3 beds2 baths1,758 sq ft

521 Wedge Ln, Longboat Key, FL 34228

Property at 1445 Gulf OF Mexico Dr #304, Longboat Key, FL 34228, 3 beds, 3 baths

$1,475,000

3 beds3 baths1,859 sq ft

1445 Gulf OF Mexico Dr #304, Longboat Key, FL 34228

Property at 6601 Gulfside Rd, Longboat Key, FL 34228, 5 beds, 3 baths

$5,000,000

5 beds3 baths3,492 sq ft

6601 Gulfside Rd, Longboat Key, FL 34228

Property at 1581 Gulf OF Mexico Dr #507, Longboat Key, FL 34228, 1 bed, 1.5 baths

$3,500,000

1 bed1.5 baths1,721 sq ft

1581 Gulf OF Mexico Dr #507, Longboat Key, FL 34228

Property at 7105 Gulf OF Mexico Dr #21, Longboat Key, FL 34228, 2 beds, 2 baths

$1,065,000

2 beds2 baths1,170 sq ft

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

Viewing page 3 of 6

Based on information submitted to the MLS GRID as of Mon Dec 01 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.

Luxury Homes for Sale in Longboat Key

There are currently 239 luxury homes for sale in Longboat Key at a median listing price of $1.25M. 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, Longboat Harbour, Spanish Main Yacht Club Condominiums, 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 233 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.

More real estate resources for Longboat Key, FL

Neighborhoods

Zip Codes

Nearby Cities

Nearby Cities with Luxury Homes

Nearby Neighborhoods with Luxury Homes

More to explore in Longboat Key, FL

Featured
Price

How to buy a house in Longboat Key, FL

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Florida

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.