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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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605 SUTTON PL #101, Longboat Key, FL 34228
Open Sun 1PM-3PM
45

$595,000

2 Beds 2 Baths 1,148 SqFt

605 SUTTON PL #101, Longboat Key, FL 34228

Listed by Gloria Bracciano DOUGLAS ELLIMAN

Stellar MLS
Stellar MLS
1445 GULF OF MEXICO DR #101, Longboat Key, FL 34228
Open Sun 1PM-3PM
43

$1,090,000

3 Beds 3 Baths 2,092 SqFt

1445 GULF OF MEXICO DR #101, Longboat Key, FL 34228

Listed by Ryan Ackerman, PA COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
4485 GULF OF MEXICO DR #402, Longboat Key, FL 34228
Open Sun 1PM-4PM
51

$654,321

2 Beds 2 Baths 1,022 SqFt

4485 GULF OF MEXICO DR #402, Longboat Key, FL 34228

Listed by Paula Van De Ree NEAL VAN DE REE & ASSOCIATES

Stellar MLS
Stellar MLS
3617 FAIR OAKS PL, Longboat Key, FL 34228
Open Sun 1PM-4PM
54

$2,100,000

3 Beds 4 Baths 2,950 SqFt

3617 FAIR OAKS PL, Longboat Key, FL 34228

Listed by Ryan Heers COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
3360 BAYOU SOUND, Longboat Key, FL 34228
Open Sun 1PM-4PM
47

$4,699,999

5 Beds 5 Baths 4,000 SqFt

3360 BAYOU SOUND, Longboat Key, FL 34228

Listed by Nicholle McKiernan COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
791 BROADWAY ST, Longboat Key, FL 34228
Open Sun 1PM-3PM
59

$1,525,000

2 Beds 2 Baths 2,236 SqFt

791 BROADWAY ST, Longboat Key, FL 34228

Listed by Matthew Voss PREFERRED SHORE LLC

Stellar MLS
Stellar MLS
524 HORNBLOWER LN, Longboat Key, FL 34228
Open Sun 1PM-3PM
59

$2,900,000

3 Beds 4 Baths 3,045 SqFt

524 HORNBLOWER LN, Longboat Key, FL 34228

Listed by Joel Schemmel DOUGLAS ELLIMAN

Stellar MLS
Stellar MLS
1915 HARBOUR LINKS CIR #6, Longboat Key, FL 34228
Open Sun 1PM-3PM
45

$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
4720 GULF OF MEXICO DR #Villa 2, Longboat Key, FL 34228
Open Sat 11AM-1PM
59

$585,000

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
4750 GULF OF MEXICO DR #Villa 8, Longboat Key, FL 34228
Open Sat 12:30PM-3PM
78

$680,000

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
836 EVERGREEN WAY, Longboat Key, FL 34228
Open Sun 11AM-2PM
49

$875,000

3 Beds 3 Baths 2,813 SqFt

836 EVERGREEN WAY, Longboat Key, FL 34228

Listed by Eileen Saunders MICHAEL SAUNDERS & COMPANY

Stellar MLS
Stellar MLS
4500 GULF OF MEXICO DR #206, Longboat Key, FL 34228
Open Sat 3PM-5PM
71

$769,000

2 Beds 2 Baths 1,523 SqFt

4500 GULF OF MEXICO DR #206, Longboat Key, FL 34228

Listed by Debby McCaig COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
569 JUAN ANASCO DR, Longboat Key, FL 34228
Open Sun 1PM-3PM
81

$1,700,000

3 Beds 4 Baths 2,804 SqFt

569 JUAN ANASCO DR, Longboat Key, FL 34228

Listed by Marta Altizer MICHAEL SAUNDERS & COMPANY

Stellar MLS
Stellar MLS
530 DE NARVAEZ DR, Longboat Key, FL 34228
Open Thu 4:30PM-6:30PM
100

$4,295,000

6 Beds 6 Baths 4,106 SqFt

530 DE NARVAEZ DR, Longboat Key, FL 34228

Listed by Joshua Freed PREFERRED SHORE LLC

Stellar MLS
Stellar MLS
1920 HARBOURSIDE DR #1003, Longboat Key, FL 34228
New
90

$624,900

2 Beds 3 Baths 1,690 SqFt

1920 HARBOURSIDE DR #1003, Longboat Key, FL 34228

Listed by Keith Curcio COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
2151 GULF OF MEXICO DR #4, Longboat Key, FL 34228
New
97

$4,100,000

3 Beds 4 Baths 3,800 SqFt

2151 GULF OF MEXICO DR #4, Longboat Key, FL 34228

Listed by Sharon Meier PREMIER SOTHEBY'S INTERNATIONAL REALTY

Stellar MLS
Stellar MLS
2141 HARBOURSIDE DR #1203, Longboat Key, FL 34228
New
36

$1,450,000

3 Beds 3 Baths 2,204 SqFt

2141 HARBOURSIDE DR #1203, Longboat Key, FL 34228

Listed by Judy Mitchell PREMIER SOTHEBY'S INTERNATIONAL REALTY

Stellar MLS
Stellar MLS
3488 MISTLETOE LN, Longboat Key, FL 34228
New
81

$3,275,000

3 Beds 3 Baths 3,341 SqFt

3488 MISTLETOE LN, Longboat Key, FL 34228

Listed by Kim Ogilvie MICHAEL SAUNDERS & COMPANY

Stellar MLS
Stellar MLS
1916 HARBOURSIDE DR #804, Longboat Key, FL 34228
New
86

$1,599,000

4 Beds 3 Baths 2,846 SqFt

1916 HARBOURSIDE DR #804, Longboat Key, FL 34228

Listed by Kathy Callahan MICHAEL SAUNDERS & COMPANY

Stellar MLS
Stellar MLS
2550 HARBOURSIDE DR #334, Longboat Key, FL 34228
New
64

$1,400,000

3 Beds 3 Baths 3,083 SqFt

2550 HARBOURSIDE DR #334, Longboat Key, FL 34228

Listed by Wendy Ross, PA COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
2055 GULF OF MEXICO DR #G2-213, Longboat Key, FL 34228
New
56

$595,000

1 Bed 2 Bath 1,094 SqFt

2055 GULF OF MEXICO DR #G2-213, Longboat Key, FL 34228

Listed by Derek Eisenberg CONTINENTAL REAL ESTATE GROUP

Stellar MLS
Stellar MLS
845 SPANISH DR N #845, Longboat Key, FL 34228
New
58

$450,000

2 Beds 2 Baths 1,357 SqFt

845 SPANISH DR N #845, Longboat Key, FL 34228

Listed by Laura Rode KW COASTAL LIVING III

Stellar MLS
Stellar MLS
1591 GULF OF MEXICO DR #312, Longboat Key, FL 34228
New
28

$30,000

2 Beds 3 Baths 2,143 SqFt

1591 GULF OF MEXICO DR #312, Longboat Key, FL 34228

Listed by Frank Golio Jr., PLLC LEGACY BAY PARTNERS

Stellar MLS
Stellar MLS
700 LONGBOAT CT, Longboat Key, FL 34228
New
36

$5,950

2 Beds 2 Baths 1,518 SqFt

700 LONGBOAT CT, Longboat Key, FL 34228

Listed by Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

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: 10/12/2026 22:01

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