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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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5310 GULF OF MEXICO DR #16, Longboat Key, FL 34228
Open Sun 1PM-3PM
46

$689,000

2 Beds 2 Baths 1,014 SqFt

5310 GULF OF MEXICO DR #16, Longboat Key, FL 34228

Listed by Miguel Rosa WAGNER REALTY

Stellar MLS
Stellar MLS
448 GULF OF MEXICO DR #A104, Longboat Key, FL 34228
Open 8/22 1PM-4PM
68

$725,000

2 Beds 2 Baths 1,194 SqFt

448 GULF OF MEXICO DR #A104, Longboat Key, FL 34228

Listed by Diana Kryszak MICHAEL SAUNDERS & COMPANY

Stellar MLS
Stellar MLS
711 OLD COMPASS RD, Longboat Key, FL 34228
Open 8/23 1PM-4PM
62

$6,950,000

4 Beds 6 Baths 4,274 SqFt

711 OLD COMPASS RD, Longboat Key, FL 34228

Listed by JoDene Moneuse, PA MICHAEL SAUNDERS & COMPANY

Stellar MLS
Stellar MLS
617 WESTON POINTE CT, Longboat Key, FL 34228
Open Sun 1PM-4PM
70

$3,100,000

4 Beds 5 Baths 4,395 SqFt

617 WESTON POINTE CT, Longboat Key, FL 34228

Listed by Jason Kranz, PA LPT REALTY, LLC

Stellar MLS
Stellar MLS
5260 GULF OF MEXICO DR #413, Longboat Key, FL 34228
Open 8/23 1PM-4PM
73

$550,000

2 Beds 2 Baths 1,155 SqFt

5260 GULF OF MEXICO DR #413, Longboat Key, FL 34228

Listed by Bobbie Banan MICHAEL SAUNDERS & COMPANY

Stellar MLS
Stellar MLS
602 BUTTONWOOD DR, Longboat Key, FL 34228
Open Sun 1PM-4PM
61

$1,399,000

3 Beds 3 Baths 2,107 SqFt

602 BUTTONWOOD DR, Longboat Key, FL 34228

Listed by Michelle Musto COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
626 BUTTONWOOD DR, Longboat Key, FL 34228
Open Sat 9AM-12PM
91

$4,395,000

6 Beds 6 Baths 4,106 SqFt

626 BUTTONWOOD DR, Longboat Key, FL 34228

Listed by Joshua Freed PREFERRED SHORE LLC

Stellar MLS
Stellar MLS
4720 GULF OF MEXICO DR #Villa 2, Longboat Key, FL 34228
Open Fri 11AM-1PM
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
2450 HARBOURSIDE DR #234, Longboat Key, FL 34228
Open 8/23 1PM-4PM
49

$1,800,000

3 Beds 3 Baths 3,383 SqFt

2450 HARBOURSIDE DR #234, Longboat Key, FL 34228

Listed by Beverly St Hilaire MICHAEL SAUNDERS & COMPANY

Stellar MLS
Stellar MLS
548 GUNWALE LN, Longboat Key, FL 34228
Open 8/22 1PM-4PM
57

$2,100,000

3 Beds 2 Baths 1,853 SqFt

548 GUNWALE LN, Longboat Key, FL 34228

Listed by John August MICHAEL SAUNDERS & COMPANY

Stellar MLS
Stellar MLS
1571 HARBOR CAY LN, Longboat Key, FL 34228
Open 8/23 1PM-4PM
93

$4,550,000

4 Beds 4 Baths 4,209 SqFt

1571 HARBOR CAY LN, Longboat Key, FL 34228

Listed by Julie Klick MICHAEL SAUNDERS & COMPANY

Stellar MLS
Stellar MLS
562 RANGER LN, Longboat Key, FL 34228
Open 8/23 12:30PM-3PM
96

$3,499,900

4 Beds 3 Baths 3,149 SqFt

562 RANGER LN, Longboat Key, FL 34228

Listed by Cheri Mazan Castro MICHAEL SAUNDERS & COMPANY

Stellar MLS
Stellar MLS
836 EVERGREEN WAY, Longboat Key, FL 34228
Open 8/23 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
530 DE NARVAEZ DR, Longboat Key, FL 34228
Open Sat 11AM-1PM
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
569 BAYVIEW DR, Longboat Key, FL 34228
Open Sat 11AM-5PM
90

$4,695,000

6 Beds 6 Baths 4,106 SqFt

569 BAYVIEW DR, Longboat Key, FL 34228

Listed by Joshua Freed PREFERRED SHORE LLC

Stellar MLS
Stellar MLS
597 BUTTONWOOD DR, Longboat Key, FL 34228
Open Sat 11AM-5PM
92

$4,125,000

5 Beds 7 Baths 4,176 SqFt

597 BUTTONWOOD DR, Longboat Key, FL 34228

Listed by Joshua Freed PREFERRED SHORE LLC

Stellar MLS
Stellar MLS
65 LIGHTHOUSE POINT DR, Longboat Key, FL 34228
New
51

$6,995,000

4 Beds 5 Baths 4,921 SqFt

65 LIGHTHOUSE POINT DR, Longboat Key, FL 34228

Listed by Rich Polese COMPASS FLORIDA LLC

Stellar MLS
Stellar MLS
2425 GULF OF MEXICO DR #3A, Longboat Key, FL 34228
New
47

$1,595,000

2 Beds 2 Baths 1,639 SqFt

2425 GULF OF MEXICO DR #3A, Longboat Key, FL 34228

Listed by Roger Pettingell COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
2425 GULF OF MEXICO DR #1B, Longboat Key, FL 34228
New
34

$1,575,000

2 Beds 2 Baths 1,472 SqFt

2425 GULF OF MEXICO DR #1B, Longboat Key, FL 34228

Listed by Robert Delaney MICHAEL SAUNDERS & COMPANY

Stellar MLS
Stellar MLS
4545 GULF OF MEXICO DR #311, Longboat Key, FL 34228
New
36

$1,200,000

2 Beds 2 Baths 1,398 SqFt

4545 GULF OF MEXICO DR #311, Longboat Key, FL 34228

Listed by Janis Collier MICHAEL SAUNDERS & COMPANY

Stellar MLS
Stellar MLS
508 FOREST WAY #508, Longboat Key, FL 34228
New
43

$589,000

2 Beds 3 Baths 1,440 SqFt

508 FOREST WAY #508, Longboat Key, FL 34228

Listed by Kevin Hanley KELLER WILLIAMS ISLAND LIFE REAL ESTATE

Stellar MLS
Stellar MLS
4340 FALMOUTH DR #104, Longboat Key, FL 34228
New
36

$499,900

2 Beds 2 Baths 1,072 SqFt

4340 FALMOUTH DR #104, Longboat Key, FL 34228

Listed by Melissa Sherk PREFERRED SHORE LLC

Stellar MLS
Stellar MLS
713 BAYPORT WAY #713, Longboat Key, FL 34228
Active Under Contract
3

$995,000

2 Beds 2 Baths 1,601 SqFt

713 BAYPORT WAY #713, Longboat Key, FL 34228

Listed by Paige Rogers DUNCAN REAL ESTATE, INC.

Stellar MLS
Stellar MLS
1906 HARBOURSIDE DR #304, Longboat Key, FL 34228
New
50

$1,195,000

3 Beds 3 Baths 2,135 SqFt

1906 HARBOURSIDE DR #304, Longboat Key, FL 34228

Listed by Bruce Myer 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: 08/11/2026 10:01

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