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Home Florida Longboat Key

Longboat Key

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Showing 41-57 of 57 Homes For Sale
For Sale
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$599,000

2 Beds | 2.0 Baths | 1,235 Sqft

2301 GULF OF MEXICO DRIVE 25N, Longboat Key, FL, 34228

This inviting residence at the Islander Club of Longboat Key offers a peaceful retreat with beautiful views of the landscaped grounds. Spanning 1,235 sq ft, the home features two bedrooms, two full...

Ad#: 6686458 • Added: 10/04/2025 • Updated: 10/12/2025
Ad#: 6686458 • Added: 10/04/2025 • Updated: 10/12/2025
For Sale
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$549,000

2 Beds | 2.0 Baths | 1,270 Sqft

1930 HARBOURSIDE DR 145, Longboat Key, FL, 34228

Set on the 4th floor of Building 1 in Fairway Bay, this beautifully styled 2BR/2BA residence captures sweeping views across the mangroves, a navigable channel and Sarasota Bay beyond--creating a...

Ad#: 7528211 • Added: 04/06/2026 • Updated: 04/22/2026
Ad#: 7528211 • Added: 04/06/2026 • Updated: 04/22/2026
Open House 04/26 For Sale
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$529,000

2 Beds | 2.0 Baths | 1,152 Sqft

4390 EXETER DR 206, Longboat Key, FL, 34228

~~~~~ * * * * SELLER SAYS SELL * * * * ~~~~~~~ * * * * NICEST FULL REMODEL IN LONGBOAT HARBOUR * * * * ~~~~~ PRICED BELOW MARKET VALUE ~~~~~ Enjoy island living nestled in the VIBRANT community of...

Ad#: 6774330 • Added: 11/10/2025 • Updated: 04/07/2026
Ad#: 6774330 • Added: 11/10/2025 • Updated: 04/07/2026
For Sale
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$465,000

2 Beds | 1.0 Baths | 933 Sqft

1935 GULF OF MEXICO DR G7-304, Longboat Key, FL, 34228

Experience the best of coastal living in this beautifully maintained 2-bedroom, 1-bathroom condominium, perfectly situated on the third floor of the desirable Seaside community on Longboat Key. Set...

Ad#: 7570689 • Added: 04/15/2026 • Updated: 04/15/2026
Ad#: 7570689 • Added: 04/15/2026 • Updated: 04/15/2026
For Sale
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$399,000

1 Beds | 1.0 Baths | 747 Sqft

4310 FALMOUTH DR 304, Longboat Key, FL, 34228

Unlock the Door to Your Dream Beach and Boating Lifestyle! Step into a world of unparalleled charm with this move-in ready, fully furnished gem on Longboat Key. This isn't just a home; it's a...

Ad#: 7142971 • Added: 01/16/2026 • Updated: 01/16/2026
Ad#: 7142971 • Added: 01/16/2026 • Updated: 01/16/2026
For Sale
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$295,000

1 Beds | 1.0 Baths | 712 Sqft

3806 GULF OF MEXICO DRIVE C208, Longboat Key, FL, 34228

Discover coastal living at its finest with this charming condominium located on Gulf of Mexico Dr, Longboat Key. This residence offers stunning ocean views and easy access to beautiful beaches. The...

Ad#: 6674008 • Added: 09/30/2025 • Updated: 12/05/2025
Ad#: 6674008 • Added: 09/30/2025 • Updated: 12/05/2025
Sale Pending
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$5,250,000

3 Beds | 4.0 Baths | 3,139 Sqft

655 LONGBOAT CLUB ROAD 1PH, Longboat Key, FL, 34228

Under contract-accepting backup offers. It has been 20 years since a penthouse came to market at Regent Place on Longboat Key. Can you imagine the breathtaking views this elusive residence offers...

Ad#: 7214433 • Added: 02/03/2026 • Updated: 03/24/2026
Ad#: 7214433 • Added: 02/03/2026 • Updated: 03/24/2026
Sale Pending
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$4,495,000

3 Beds | 3.0 Baths | 2,820 Sqft

435 L AMBIANCE DRIVE J703, Longboat Key, FL, 34228

Under contract-accepting backup offers. Experience unparalleled luxury in this beautifully updated 3-bedroom condo at the highly coveted L'Ambiance condominium behind the exclusive gates of the...

Ad#: 6698114 • Added: 10/06/2025 • Updated: 01/15/2026
Ad#: 6698114 • Added: 10/06/2025 • Updated: 01/15/2026
Sale Pending
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$3,999,999

4 Beds | 5.0 Baths | 4,138 Sqft

610 YARDARM LANE, Longboat Key, FL, 34228

Experience elevated coastal living in this updated, elegantly styled waterfront residence in the coveted community of Country Club Shores on South Longboat Key. This beautifully maintained home has no...

Ad#: 6914834 • Added: 12/02/2025 • Updated: 03/06/2026
Ad#: 6914834 • Added: 12/02/2025 • Updated: 03/06/2026
Sale Pending
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$2,890,000

3 Beds | 4.0 Baths | 2,756 Sqft

569 ROUNTREE DR, Longboat Key, FL, 34228

Under contract-accepting backup offers. STUNNING New Construction WATERFRONT Home in LONGBOAT KEY ESTATES!!! Experience the pinnacle of coastal luxury in this new modern waterfront residence...

Ad#: 6808503 • Added: 11/10/2025 • Updated: 03/09/2026
Ad#: 6808503 • Added: 11/10/2025 • Updated: 03/09/2026
Sale Pending
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$1,999,000

3 Beds | 4.0 Baths | 3,045 Sqft

1241 GULF OF MEXICO DR 203, Longboat Key, FL, 34228

Under contract-accepting backup offers. 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...

Ad#: 6721363 • Added: 10/14/2025 • Updated: 03/17/2026
Ad#: 6721363 • Added: 10/14/2025 • Updated: 03/17/2026
Sale Pending
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$1,845,000

3 Beds | 4.0 Baths | 2,250 Sqft

3010 GRAND BAY BOULEVARD 482, Longboat Key, FL, 34228

Under contract-accepting backup offers. This FURNISHED waterfront residence offers panoramic views of Sarasota Bay and the Gulf of Mexico, seamlessly complementing its neutral, sophisticated interior...

Ad#: 5827793 • Added: 02/19/2025 • Updated: 10/16/2025
Ad#: 5827793 • Added: 02/19/2025 • Updated: 10/16/2025
Sale Pending
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$1,650,000

2 Beds | 2.0 Baths | 1,503 Sqft

1135 GULF OF MEXICO DRIVE 605, Longboat Key, FL, 34228

Under contract-accepting backup offers. Set atop Beachplace on the coveted south end of Longboat Key, this beautifully remodeled 2BR/2BA PENTHOUSE offers 1,500+/- sq. ft. of refined Gulf-front living...

Ad#: 7127911 • Added: 01/14/2026 • Updated: 01/14/2026
Ad#: 7127911 • Added: 01/14/2026 • Updated: 01/14/2026
Sale Pending
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$1,500,000

2 Beds | 4.0 Baths | 2,965 Sqft

1241 GULF OF MEXICO DRIVE 207 S, Longboat Key, FL, 34228

PRICE REDUCED! This beautifully furnished, move-in-ready residence at The Water Club stands among the best values in one of Longboat Key's most sought-after gulf-front addresses. Featuring two...

Ad#: 6727390 • Added: 10/16/2025 • Updated: 12/02/2025
Ad#: 6727390 • Added: 10/16/2025 • Updated: 12/02/2025
Sale Pending
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$1,495,000

2 Beds | 3.0 Baths | 1,971 Sqft

1485 GULF OF MEXICO DR 110, Longboat Key, FL, 34228

Under contract-accepting backup offers. With the Gulf just beyond the terrace, this first-floor two-bedroom, three-bath residence at The Players Club offers direct beachfront living, where...

Ad#: 7214491 • Added: 02/03/2026 • Updated: 04/13/2026
Ad#: 7214491 • Added: 02/03/2026 • Updated: 04/13/2026
Sale Pending
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$1,395,000

2 Beds | 2.0 Baths | 1,235 Sqft

2301 GULF OF MEXICO DR 101N, Longboat Key, FL, 34228

Under contract-accepting backup offers. FULLY RENOVATED - Set high on the 10th floor with direct Gulf and beachfront vistas, this 2BR, 2BA residence in the Islander Club offers a front-row seat to a...

Ad#: 6836859 • Added: 11/14/2025 • Updated: 11/14/2025
Ad#: 6836859 • Added: 11/14/2025 • Updated: 11/14/2025
Sale Pending
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$895,000

2 Beds | 2.0 Baths | 1,442 Sqft

2016 HARBOURSIDE DRIVE 317, Longboat Key, FL, 34228

Under contract-accepting backup offers. Set in one of Fairway Bay's most desirable corner locations, this first living level 2BR/2BA walk-down residence offers bay views and easy island living. Fully...

Ad#: 7324546 • Added: 02/26/2026 • Updated: 02/26/2026
Ad#: 7324546 • Added: 02/26/2026 • Updated: 02/26/2026
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