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Longboat Key

Longboat Key is an idyllic sanctuary combining tranquil beaches and luxury living. Its white sands and clear waters are perfect for those seeking peace or water activities, while upscale condominiums and private communities offer sumptuous amenities. Recreational opportunities are abundant with top-tier golf courses, tennis centers, and marinas for boating enthusiasts. The island's placement between Sarasota Bay and the Gulf of Mexico ensures stunning waterfront vistas and wildlife encounters, adding to the locale's natural charm.

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5655 GULF OF MEXICO DR #A107, Longboat Key, FL 34228
Open Sun 1:30PM-4PM
29

$799,000

2 Beds 2 Baths 1,274 SqFt

5655 GULF OF MEXICO DR #A107, Longboat Key, FL 34228

Listed by Judy Mitchell PREMIER SOTHEBY'S INTERNATIONAL REALTY

Stellar MLS
Stellar MLS
3240 GULF OF MEXICO DR #B104, Longboat Key, FL 34228
Open Sat 1PM-4PM
58

$495,000

2 Beds 2 Baths 1,260 SqFt

3240 GULF OF MEXICO DR #B104, Longboat Key, FL 34228

Listed by Laura Rode KW COASTAL LIVING III

Stellar MLS
Stellar MLS
706 BAYPORT WAY #706, Longboat Key, FL 34228
Open Sat 12PM-3PM
58

$739,000

2 Beds 2 Baths 1,601 SqFt

706 BAYPORT WAY #706, Longboat Key, FL 34228

Listed by Kelly Erb COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
2341 HARBOUR OAKS DR, Longboat Key, FL 34228
Open Sun 1PM-3PM
52

$1,399,990

3 Beds 3 Baths 2,282 SqFt

2341 HARBOUR OAKS DR, Longboat Key, FL 34228

Listed by Monica Verinder COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
561 BIRDIE LN, Longboat Key, FL 34228
Open Sun 12PM-3PM
49

$2,195,000

3 Beds 3 Baths 2,256 SqFt

561 BIRDIE LN, Longboat Key, FL 34228

Listed by Mairead Smialek COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
1915 HARBOUR LINKS CIR #6, Longboat Key, FL 34228
Open Sun 1PM-4PM
41

$1,950,000

3 Beds 4 Baths 2,476 SqFt

1915 HARBOUR LINKS CIR #6, Longboat Key, FL 34228

Listed by Cathy Palmer DOUGLAS ELLIMAN

Stellar MLS
Stellar MLS
1914 HARBOUR LINKS CIR #10, Longboat Key, FL 34228
Open Sun 1PM-4PM
50

$1,495,000

3 Beds 4 Baths 2,180 SqFt

1914 HARBOUR LINKS CIR #10, Longboat Key, FL 34228

Listed by Bruce Myer COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
510 BOWSPRIT LN, Longboat Key, FL 34228
Open Sun 12PM-4PM
80

$4,600,000

5 Beds 7 Baths 4,389 SqFt

510 BOWSPRIT LN, Longboat Key, FL 34228

Listed by Kaisen Mitchell COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
605 SUTTON PL #201, Longboat Key, FL 34228
Open Sun 1PM-4PM
46

$619,000

2 Beds 2 Baths 1,148 SqFt

605 SUTTON PL #201, Longboat Key, FL 34228

Listed by Melissa Rodocker RE/MAX ALLIANCE GROUP

Stellar MLS
Stellar MLS
4500 GULF OF MEXICO DR #3, Longboat Key, FL 34228
Open Sat 10AM-12PM
61

$739,000

2 Beds 2 Baths 1,325 SqFt

4500 GULF OF MEXICO DR #3, Longboat Key, FL 34228

Listed by Marcela Terrell COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
803 BAYPORT WAY #803, Longboat Key, FL 34228
Open Sun 2PM-4PM
62

$775,000

2 Beds 2 Baths 1,456 SqFt

803 BAYPORT WAY #803, Longboat Key, FL 34228

Listed by Alexis Smith-Frady COMPASS FLORIDA LLC

Stellar MLS
Stellar MLS
3636 FAIR OAKS PL, Longboat Key, FL 34228
Open Sun 1PM-4PM
59

$3,600,000

5 Beds 5 Baths 3,732 SqFt

3636 FAIR OAKS PL, Longboat Key, FL 34228

Listed by Cindy Schatzle COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
7030 POINSETTIA AVE, Longboat Key, FL 34228
Open Sat 1PM-3:30PM
62

$1,199,000

2 Beds 2 Baths 1,402 SqFt

7030 POINSETTIA AVE, Longboat Key, FL 34228

Listed by Cindy Fischer PREMIER SOTHEBY'S INTERNATIONAL REALTY

Stellar MLS
Stellar MLS
536 KETCH LN, Longboat Key, FL 34228
Open Sun 1PM-4PM
80

$2,695,000

3 Beds 3 Baths 2,960 SqFt

536 KETCH LN, Longboat Key, FL 34228

Listed by Kathy Callahan MICHAEL SAUNDERS & COMPANY

Stellar MLS
Stellar MLS
729 SAINT JUDES DR S #3, Longboat Key, FL 34228
Open 4/10 1PM-4PM
73

$449,000

1 Bed 1 Bath 630 SqFt

729 SAINT JUDES DR S #3, Longboat Key, FL 34228

Listed by Steven Schield MICHAEL SAUNDERS & COMPANY

Stellar MLS
Stellar MLS
500 HALYARD LN, Longboat Key, FL 34228
Open Sun 1PM-4PM
60

$2,199,000

3 Beds 2 Baths 2,311 SqFt

500 HALYARD LN, Longboat Key, FL 34228

Listed by Michael Seamon PREMIER SOTHEBY'S INTERNATIONAL REALTY

Stellar MLS
Stellar MLS
3511 FAIR OAKS CT, Longboat Key, FL 34228
Open Sat 1PM-4PM
58

$1,559,000

3 Beds 3 Baths 2,579 SqFt

3511 FAIR OAKS CT, Longboat Key, FL 34228

Listed by Kathy Callahan MICHAEL SAUNDERS & COMPANY

Stellar MLS
Stellar MLS
3710 GULF OF MEXICO DR #F2, Longboat Key, FL 34228
Open Sun 1PM-3PM
45

$475,000

2 Beds 2 Baths 740 SqFt

3710 GULF OF MEXICO DR #F2, Longboat Key, FL 34228

Listed by Marsha Winegarden WAGNER REALTY

Stellar MLS
Stellar MLS
4835 GULF OF MEXICO DR #105, Longboat Key, FL 34228
Open Sun 1PM-4PM
33

$675,000

2 Beds 2 Baths 1,393 SqFt

4835 GULF OF MEXICO DR #105, Longboat Key, FL 34228

Listed by Cindy Fischer PREMIER SOTHEBY'S INTERNATIONAL REALTY

Stellar MLS
Stellar MLS
550 DE NARVAEZ DR, Longboat Key, FL 34228
Open Sun 1PM-3PM
43

$1,295,000

3 Beds 2 Baths 1,758 SqFt

550 DE NARVAEZ DR, Longboat Key, FL 34228

Listed by Dean Hinterstoisser KELLER WILLIAMS ON THE WATER S

Stellar MLS
Stellar MLS
1445 GULF OF MEXICO DR #103, Longboat Key, FL 34228
Open Sun 1PM-4PM
65

$924,900

3 Beds 3 Baths 1,933 SqFt

1445 GULF OF MEXICO DR #103, Longboat Key, FL 34228

Listed by Steve Nursey MICHAEL SAUNDERS & COMPANY

Stellar MLS
Stellar MLS
4720 GULF OF MEXICO DR #Villa 2, Longboat Key, FL 34228
Open Sat 1PM-3PM
59

$599,000

2 Beds 2 Baths 912 SqFt

4720 GULF OF MEXICO DR #Villa 2, Longboat Key, FL 34228

Listed by Sharon Austin PREMIER SOTHEBY'S INTERNATIONAL REALTY

Stellar MLS
Stellar MLS
1918 HARBOURSIDE DR #902, Longboat Key, FL 34228
Open Sun 1PM-4PM
55

$1,299,000

2 Beds 3 Baths 1,748 SqFt

1918 HARBOURSIDE DR #902, Longboat Key, FL 34228

Listed by Liz Nason PREMIER SOTHEBY'S INTERNATIONAL REALTY

Stellar MLS
Stellar MLS
552 JUAN ANASCO DRIVE, Longboat Key, FL 34228
Open Sun 1PM-3PM
46

$999,999

3 Beds 4 Baths 1,846 SqFt

552 JUAN ANASCO DRIVE, Longboat Key, FL 34228

Listed by Kathy Cahill KELLER WILLIAMS ON THE WATER

Stellar MLS
Stellar MLS

© 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: 04/10/2026 21:01

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