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Longboat Key

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Showing 1-20 of 57 Homes For Sale
For Sale
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$22,500,000

6 Beds | 9.0 Baths | 9,243 Sqft

612 JUAN ANASCO DRIVE, Longboat Key, FL, 34228

Welcome to your private, gated estate on Longboat Key, where coastal luxury meets effortless sophistication. Boasting over 730 feet of water frontage, this stunning property offers panoramic views of...

Ad#: 5879361 • Added: 03/06/2025 • Updated: 03/19/2026
Ad#: 5879361 • Added: 03/06/2025 • Updated: 03/19/2026
For Sale
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$22,000,000

4 Beds | 7.0 Baths | 6,891 Sqft

6610 GULF OF MEXICO DRIVE, Longboat Key, FL, 34228

Named the House of Columns by world-renowned, award-winning architect Carl Abbott, this palatial Bayfront estate stands as a singular expression of architectural distinction and craftsmanship...

Ad#: 7229142 • Added: 02/05/2026 • Updated: 02/14/2026
Ad#: 7229142 • Added: 02/05/2026 • Updated: 02/14/2026
For Sale
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$15,550,000

8 Beds | 10.0 Baths | 12,752 Sqft

6685 GULF OF MEXICO DRIVE, Longboat Key, FL, 34228

Where the sky opens wide above the Gulf and the shoreline runs uninterrupted, this extraordinary 12,000+ sq. ft. estate stands with a presence that defies comparison. Set on nearly 200 feet of...

Ad#: 6864796 • Added: 11/21/2025 • Updated: 11/21/2025
Ad#: 6864796 • Added: 11/21/2025 • Updated: 11/21/2025
Open House 04/26 For Sale
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$13,995,000

4 Beds | 5.0 Baths | 6,616 Sqft

6489 GULFSIDE RD, Longboat Key, FL, 34228

This Seaward Homes Curated Collection residence at 6489 Gulfside is ready for occupancy. Enjoy the ultimate Longboat Key lifestyle with your own direct Gulf-front private access and stunning views of...

Ad#: 7143775 • Added: 01/16/2026 • Updated: 04/20/2026
Ad#: 7143775 • Added: 01/16/2026 • Updated: 04/20/2026
For Sale
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$13,900,000

6 Beds | 7.0 Baths | 6,408 Sqft

6680 GULF OF MEXICO DRIVE, Longboat Key, FL, 34228

Welcome to a once-in-a-generation private waterfront family compound on the coveted north end of Longboat Key--an extraordinary 2.4 acre, fully gated coastal estate that blends architectural mastery...

Ad#: 7262451 • Added: 02/12/2026 • Updated: 02/26/2026
Ad#: 7262451 • Added: 02/12/2026 • Updated: 02/26/2026
For Sale
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$10,995,000

5 Beds | 7.0 Baths | 6,959 Sqft

6001 GULF OF MEXICO DRIVE, Longboat Key, FL, 34228

A Gulf-Front Masterpiece on Longboat Key! This stunning Gulf-front estate is perfectly placed on nearly an acre of pristine Gulf-front property along the shoreline on Longboat Key. With direct Gulf...

Ad#: 6761544 • Added: 11/10/2025 • Updated: 02/07/2026
Ad#: 6761544 • Added: 11/10/2025 • Updated: 02/07/2026
For Sale
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$6,488,000

4 Beds | 5.0 Baths | 3,554 Sqft

519 ROUNTREE DR, Longboat Key, FL, 34228

BUILT TO LAST. 519 Rountree is new construction built entirely of concrete block (CBS) across every level--unlike many barrier island homes that transition to wood-frame construction above the flood...

Ad#: 7575187 • Added: 04/15/2026 • Updated: 04/15/2026
Ad#: 7575187 • Added: 04/15/2026 • Updated: 04/15/2026
For Sale
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$6,100,000

3 Beds | 5.0 Baths | 3,380 Sqft

415 L AMBIANCE DR A301, Longboat Key, FL, 34228

Rare corner Gulf-front residence with expansive wraparound terrace and views. An exceptional residence in L'Ambiance, where sweeping water views and refined coastal design converge. This light-filled...

Ad#: 7519454 • Added: 04/03/2026 • Updated: 04/08/2026
Ad#: 7519454 • Added: 04/03/2026 • Updated: 04/08/2026
For Sale
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$5,999,000

4 Beds | 5.0 Baths | 3,921 Sqft

2251 GULF OF MEXICO DR 301, Longboat Key, FL, 34228

One or more photo(s) has been virtually staged. Welcome to an exceptional Gulf-front residence within the prestigious Aria community on the coveted south end of Longboat Key where refined coastal...

Ad#: 6403111 • Added: 07/11/2025 • Updated: 04/22/2026
Ad#: 6403111 • Added: 07/11/2025 • Updated: 04/22/2026
For Sale
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$5,995,000

4 Beds | 6.0 Baths | 4,224 Sqft

6381 GULF OF MEXICO DR, Longboat Key, FL, 34228

One or more photo(s) has been virtually staged. Welcome to a once-in-a-lifetime opportunity to own a sleek, modern coastal estate on one of Longboat Key's most coveted stretches of sand. Perfectly...

Ad#: 7178346 • Added: 01/23/2026 • Updated: 03/27/2026
Ad#: 7178346 • Added: 01/23/2026 • Updated: 03/27/2026
For Sale
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$4,695,000

3 Beds | 4.0 Baths | 3,800 Sqft

2161 GULF OF MEXICO DRIVE 3, Longboat Key, FL, 34228

Experience beachfront luxury in this spacious 3,800-square-foot 3-bedroom, 3.5-bath + den/office residence in the prestigious En Provence community on Longboat Key. A private elevator opens to a grand...

Ad#: 5916619 • Added: 03/14/2025 • Updated: 01/14/2026
Ad#: 5916619 • Added: 03/14/2025 • Updated: 01/14/2026
Open House 04/26 For Sale
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$4,400,000

5 Beds | 7.0 Baths | 4,389 Sqft

510 BOWSPRIT LN, Longboat Key, FL, 34228

One or more photo(s) has been virtually staged. Welcome to this renovated waterfront luxury retreat in the highly sought-after Country Club Shores on Longboat Key. From the moment you arrive to this...

Ad#: 7486457 • Added: 03/27/2026 • Updated: 04/13/2026
Ad#: 7486457 • Added: 03/27/2026 • Updated: 04/13/2026
For Sale
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$4,123,000

4 Beds | 4.0 Baths | 3,243 Sqft

590 DE NARVAEZ DRIVE, Longboat Key, FL, 34228

Step into a new era of coastal modern living with this breathtaking, newly constructed waterfront retreat, perfectly positioned on the exclusive north end of Longboat Key. Designed with intention and...

Ad#: 7160496 • Added: 01/20/2026 • Updated: 01/20/2026
Ad#: 7160496 • Added: 01/20/2026 • Updated: 01/20/2026
For Sale
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$3,750,000

3 Beds | 3.0 Baths | 2,580 Sqft

535 SANCTUARY DRIVE C807, Longboat Key, FL, 34228

Sanctuary penthouse with spectacular views of the Gulf, and Intracoastal Waterway to Sarasota. *Now Unfurnished*. Total renovations completed in 2023 with nothing overlooked, including but not limited...

Ad#: 7214404 • Added: 02/03/2026 • Updated: 03/21/2026
Ad#: 7214404 • Added: 02/03/2026 • Updated: 03/21/2026
For Sale
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$3,200,000

6 Beds | 6.0 Baths | 4,676 Sqft

614 NORTON STREET, Longboat Key, FL, 34228

Experience exceptional waterfront living in this impressive canal-front estate on coveted Longboat Key, offering deep-water boating, a private dock, and quick, easy access to the open Gulf. Perfectly...

Ad#: 7449772 • Added: 03/20/2026 • Updated: 03/20/2026
Ad#: 7449772 • Added: 03/20/2026 • Updated: 03/20/2026
For Sale
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$2,995,000

3 Beds | 4.0 Baths | 3,054 Sqft

1281 GULF OF MEXICO DRIVE 704, Longboat Key, FL, 34228

Introducing an exceptional beachfront residence that redefines luxury living on Longboat Key, offering panoramic seventh-floor views that span from the Gulf of Mexico to Sarasota Bay. This beautifully...

Ad#: 6704458 • Added: 11/10/2025 • Updated: 11/10/2025
Ad#: 6704458 • Added: 11/10/2025 • Updated: 11/10/2025
For Sale
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$2,890,000

2 Beds | 3.0 Baths | 2,525 Sqft

435 L AMBIANCE DRIVE L707, Longboat Key, FL, 34228

There are views... and then there is this view! From this desirable seventh-floor corner residence at L'Ambiance, the horizon unfolds in a breathtaking panorama--Gulf of Mexico sunsets ablaze to the...

Ad#: 6590426 • Added: 09/05/2025 • Updated: 02/12/2026
Ad#: 6590426 • Added: 09/05/2025 • Updated: 02/12/2026
For Sale
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$2,595,000

5 Beds | 5.0 Baths | 4,510 Sqft

3408 FAIR OAKS LN, Longboat Key, FL, 34228

Elegant 5BR/5BA home in the gated community of Corey's Landing within Bay Isles on Longboat Key. With over 4,500 sq ft, this spacious two-story residence offers open living areas, soaring ceilings...

Ad#: 6745155 • Added: 10/21/2025 • Updated: 04/10/2026
Ad#: 6745155 • Added: 10/21/2025 • Updated: 04/10/2026
For Sale
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$2,400,000

3 Beds | 3.0 Baths | 2,445 Sqft

2185 GULF OF MEXICO DRIVE 243, Longboat Key, FL, 34228

Experience the pinnacle of island living in this exquisite 3-bedroom, 3-bath penthouse at Villa di Lancia, a prestigious Gulf-front enclave on Longboat Key. One of only 38 residences in this gated...

Ad#: 6238875 • Added: 05/30/2025 • Updated: 11/24/2025
Ad#: 6238875 • Added: 05/30/2025 • Updated: 11/24/2025
For Sale
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$1,879,000

2 Beds | 3.0 Baths | 2,550 Sqft

3010 GRAND BAY BOULEVARD 493, Longboat Key, FL, 34228

One or more photo(s) has been virtually staged. Perched just one floor below the penthouse in the sought-after Grand Bay IV community on Longboat Key, this 2,550-sq.-ft. Cayman floor plan offers an...

Ad#: 6714508 • Added: 10/10/2025 • Updated: 10/10/2025
Ad#: 6714508 • Added: 10/10/2025 • Updated: 10/10/2025
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