Becoming A LocalOwning In CITY
Longboat Key is a serene and exclusive barrier island stretching between the Gulf of Mexico and Sarasota Bay, known for its luxurious lifestyle, pristine beaches, and lush tropical landscape. This tranquil island paradise offers a perfect blend of privacy and sophistication, with meticulously maintained properties and public spaces. Longboat Key attracts those seeking a quiet retreat with the option of indulging in high-end amenities, including championship golf courses, tennis clubs, and marinas equipped for boating enthusiasts.
Residents enjoy direct access to miles of soft, sandy beaches, providing an idyllic setting for sunbathing, swimming, and sunset walks. The island's commitment to preserving its natural environment is evident in its carefully planned development and conservation efforts. Dining on Longboat Key ranges from casual beachside eateries to fine dining restaurants, many of which offer fresh seafood and panoramic views of the surrounding waters. Despite its peaceful atmosphere, Longboat Key is conveniently located near the cultural attractions and entertainment options of Sarasota and St. Armands Circle, ensuring a balanced lifestyle of relaxation and social activity.
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$929,000
3 Beds 2 Baths 2,039 SqFt
2110 HARBOURSIDE DR #547, Longboat Key, FL 34228
$775,000
3 Beds 2 Baths 2,119 SqFt
2155 HARBOURSIDE DR #804, Longboat Key, FL 34228
$999,999
3 Beds 4 Baths 1,846 SqFt
552 JUAN ANASCO DRIVE, Longboat Key, FL 34228
$850,000
3 Beds 2 Baths 1,504 SqFt
4750 GULF OF MEXICO DR #Villa 8, Longboat Key, FL 34228
$699,000
2 Beds 2 Baths 1,072 SqFt
4310 FALMOUTH DR #102, Longboat Key, FL 34228
$774,900
2 Beds 2 Baths 1,393 SqFt
4805 GULF OF MEXICO DR #103, Longboat Key, FL 34228
$599,000
2 Beds 2 Baths 1,096 SqFt
4960 GULF OF MEXICO DR #204, Longboat Key, FL 34228
$675,000
3 Beds 3 Baths 1,486 SqFt
3500 GULF OF MEXICO DR #104, Longboat Key, FL 34228
$1,125,000
2 Beds 2 Baths 1,463 SqFt
2109 GULF OF MEXICO DR #1303, Longboat Key, FL 34228
$975,000
2 Beds 2 Baths 1,492 SqFt
100 SANDS POINT RD #225, Longboat Key, FL 34228
$595,000
2 Beds 2 Baths 1,173 SqFt
5260 GULF OF MEXICO DR #401, Longboat Key, FL 34228
$1,100,000
3 Beds 3 Baths 1,707 SqFt
1425 GULF OF MEXICO DR #408, Longboat Key, FL 34228
$695,000
2 Beds 2 Baths 1,316 SqFt
4350 CHATHAM DR #Unit E-208, Longboat Key, FL 34228
© 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved. The data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data Last Updated: 03/01/2026 11:01
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