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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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600 SUTTON PL #B302, Longboat Key, FL 34228
Open Sun 2PM-4PM
51

$475,000

2 Beds 2 Baths 1,132 SqFt

600 SUTTON PL #B302, Longboat Key, FL 34228

Listed by Debbie McHardy COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
828 BAYPORT WAY, Longboat Key, FL 34228
Open Fri 11AM-1PM
64

$900,000

2 Beds 2 Baths 1,456 SqFt

828 BAYPORT WAY, Longboat Key, FL 34228

Listed by Alexis Smith-Frady COMPASS FLORIDA LLC

Stellar MLS
Stellar MLS
706 BAYPORT WAY #706, Longboat Key, FL 34228
Open Sun 1PM-4PM
77

$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
531 WEDGE LN, Longboat Key, FL 34228
Open Fri 12PM-2PM
28

$2,599,999

4 Beds 4 Baths 2,751 SqFt

531 WEDGE LN, Longboat Key, FL 34228

Listed by Kerry McCarthy COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
1915 HARBOUR LINKS CIR #6, Longboat Key, FL 34228
Open Sun 1PM-3PM
39

$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
510 BOWSPRIT LN, Longboat Key, FL 34228
Open Fri 11AM-2PM
80

$4,400,000

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
3804 GULF OF MEXICO DR #B207, Longboat Key, FL 34228
Open 5/16 12:30PM-3:30PM
25

$397,000

2 Beds 2 Baths 1,133 SqFt

3804 GULF OF MEXICO DR #B207, Longboat Key, FL 34228

Listed by Sarah Wampler REDFIN CORPORATION

Stellar MLS
Stellar MLS
4234 GULF OF MEXICO DR #J1, Longboat Key, FL 34228
Open Sat 12PM-3PM
48

$599,000

2 Beds 2 Baths 1,150 SqFt

4234 GULF OF MEXICO DR #J1, Longboat Key, FL 34228

Listed by Michael Seamon PREMIER SOTHEBY'S INTERNATIONAL REALTY

Stellar MLS
Stellar MLS
500 HALYARD LN, Longboat Key, FL 34228
Open Sat 12PM-3PM
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
2295 GULF OF MEXICO DR #54S, Longboat Key, FL 34228
Open Sun 1PM-4PM
53

$899,000

2 Beds 2 Baths 1,235 SqFt

2295 GULF OF MEXICO DR #54S, Longboat Key, FL 34228

Listed by Julie Lojacono Mackie COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
4835 GULF OF MEXICO DR #105, Longboat Key, FL 34228
Open Sat 12PM-3PM
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
4720 GULF OF MEXICO DR #Villa 2, Longboat Key, FL 34228
Open Thu 12PM-2PM
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
677 LANDS END DR, Longboat Key, FL 34228
Open Sun 1PM-3:30PM
76

$2,790,000

3 Beds 3 Baths 4,182 SqFt

677 LANDS END DR, Longboat Key, FL 34228

Listed by Cindy Fischer PREMIER SOTHEBY'S INTERNATIONAL REALTY

Stellar MLS
Stellar MLS
4750 GULF OF MEXICO DR #Villa 8, Longboat Key, FL 34228
Open Sat 9AM-11AM
76

$799,000

3 Beds 2 Baths 1,504 SqFt

4750 GULF OF MEXICO DR #Villa 8, Longboat Key, FL 34228

Listed by Debby McCaig COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
4310 FALMOUTH DR #102, Longboat Key, FL 34228
Open Sun 1PM-3PM
99

$649,900

2 Beds 2 Baths 1,072 SqFt

4310 FALMOUTH DR #102, Longboat Key, FL 34228

Listed by Kerre Allman MARCUS & COMPANY REALTY

Stellar MLS
Stellar MLS
6489 GULFSIDE RD, Longboat Key, FL 34228
Open Sun 1PM-3PM
71

$13,995,000

4 Beds 5 Baths 6,616 SqFt

6489 GULFSIDE RD, Longboat Key, FL 34228

Listed by Nicholle McKiernan COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
1425 GULF OF MEXICO DR #408, Longboat Key, FL 34228
Open Sun 1PM-4PM
45

$1,025,000

3 Beds 3 Baths 1,707 SqFt

1425 GULF OF MEXICO DR #408, Longboat Key, FL 34228

Listed by Mairead Smialek COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
5270 GULF OF MEXICO DR #508, Longboat Key, FL 34228
Open Sun 1PM-4PM
61

$774,900

3 Beds 3 Baths 1,460 SqFt

5270 GULF OF MEXICO DR #508, Longboat Key, FL 34228

Listed by Beth Ann Boyer MICHAEL SAUNDERS & COMPANY

Stellar MLS
Stellar MLS
4725 GULF OF MEXICO DR #314, Longboat Key, FL 34228
Open Fri 11AM-3PM
52

$774,900

2 Beds 2 Baths 1,104 SqFt

4725 GULF OF MEXICO DR #314, Longboat Key, FL 34228

Listed by Michael Albano, PA COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
4350 CHATHAM DR #Unit E-208, Longboat Key, FL 34228
Open Sun 1PM-4PM
86

$675,000

2 Beds 2 Baths 1,316 SqFt

4350 CHATHAM DR #Unit E-208, Longboat Key, FL 34228

Listed by Billie Chipain COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
4760 GULF OF MEXICO DR. VILLA 7, Longboat Key, FL 34228
Open Sat 11AM-1PM
75

$549,999

2 Beds 2 Baths 931 SqFt

4760 GULF OF MEXICO DR. VILLA 7, Longboat Key, FL 34228

Listed by Debby McCaig COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
510 HARBOR GATE WAY, Longboat Key, FL 34228
Open Sun 1PM-4PM
88

$4,395,000

4 Beds 6 Baths 5,080 SqFt

510 HARBOR GATE WAY, Longboat Key, FL 34228

Listed by John August MICHAEL SAUNDERS & COMPANY

Stellar MLS
Stellar MLS
4900 GULF OF MEXICO DR #203, Longboat Key, FL 34228
Open Sat 1PM-3PM
73

$689,000

2 Beds 2 Baths 1,325 SqFt

4900 GULF OF MEXICO DR #203, Longboat Key, FL 34228

Listed by Debby McCaig COLDWELL BANKER REALTY

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: 05/01/2026 09:01

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