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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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4390 EXETER DR #107, Longboat Key, FL 34228
Open Sun 12AM-2PM
90

$425,000

2 Beds 2 Baths 1,152 SqFt

4390 EXETER DR #107, Longboat Key, FL 34228

Listed by Sharon Meier PREMIER SOTHEBY'S INTERNATIONAL REALTY

Stellar MLS
Stellar MLS
2350 HARBOUR OAKS DR, Longboat Key, FL 34228
Open Thu 1PM-3PM
85

$950,000

3 Beds 3 Baths 2,451 SqFt

2350 HARBOUR OAKS DR, Longboat Key, FL 34228

Listed by Jason Wood CORCORAN DWELLINGS REALTY

Stellar MLS
Stellar MLS
602 BUTTONWOOD DR, Longboat Key, FL 34228
Open Sun 12PM-3PM
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

4 Beds 6 Baths 4,106 SqFt

626 BUTTONWOOD DR, Longboat Key, FL 34228

Listed by Joshua Freed PREFERRED SHORE LLC

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
771 MARBURY LN, Longboat Key, FL 34228
Open Sun 12PM-3PM
65

$2,500,000

5 Beds 4 Baths 3,016 SqFt

771 MARBURY LN, Longboat Key, FL 34228

Listed by Holly Switow PREMIER SOTHEBY'S INTERNATIONAL REALTY

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

$2,695,000

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
548 GUNWALE LN, Longboat Key, FL 34228
Open Wed 1PM-3PM
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
836 EVERGREEN WAY, Longboat Key, FL 34228
Open Sun 11AM-2PM
49

$975,000

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
4725 GULF OF MEXICO DR #314, Longboat Key, FL 34228
Open Sat 11AM-2PM
52

$724,900

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
530 DE NARVAEZ DR, Longboat Key, FL 34228
Open Sat 12:30PM-2:30PM
100

$4,295,000

4 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

4 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
7115 GULF OF MEXICO DR #23, Longboat Key, FL 34228
New
59

$885,000

2 Beds 2 Baths 1,170 SqFt

7115 GULF OF MEXICO DR #23, Longboat Key, FL 34228

Listed by Judy Kepecz-Hays COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
5757 GULF OF MEXICO DR #205, Longboat Key, FL 34228
Pending
45

$895,000

2 Beds 2 Baths 1,561 SqFt

5757 GULF OF MEXICO DR #205, Longboat Key, FL 34228

Listed by Michael Seamon PREMIER SOTHEBY'S INTERNATIONAL REALTY

Stellar MLS
Stellar MLS
1000 LONGBOAT CLUB RD #903, Longboat Key, FL 34228
New
24

$11,500

2 Beds 2 Baths 1,409 SqFt

1000 LONGBOAT CLUB RD #903, Longboat Key, FL 34228

Listed by Jenna Genovese KELLER WILLIAMS ON THE WATER S

Stellar MLS
Stellar MLS
525 SLOOP LN, Longboat Key, FL 34228
New
31

$1,999,000

3 Beds 2 Baths 2,934 SqFt

525 SLOOP LN, Longboat Key, FL 34228

Listed by Steve Walter MICHAEL SAUNDERS & COMPANY

Stellar MLS
Stellar MLS
914 SPANISH DR S #76, Longboat Key, FL 34228
New
33

$550,000

2 Beds 2 Baths 1,341 SqFt

914 SPANISH DR S #76, Longboat Key, FL 34228

Listed by Geoff Scalera AUM FLORIDA REAL ESTATE LLC

Stellar MLS
Stellar MLS
683 SPANISH DR S #214, Longboat Key, FL 34228
New
37

$450,000

2 Beds 2 Baths 1,361 SqFt

683 SPANISH DR S #214, Longboat Key, FL 34228

Listed by Geoff Scalera AUM FLORIDA REAL ESTATE LLC

Stellar MLS
Stellar MLS
571 RANGER LN, Longboat Key, FL 34228
Pending
89

$3,195,000

4 Beds 3 Baths 2,500 SqFt

571 RANGER LN, Longboat Key, FL 34228

Listed by Dennis Perkins CORAL BAY REALTY LLC

Stellar MLS
Stellar MLS
71 TWIN SHORES BLVD, Longboat Key, FL 34228
Active
12

$395,000

2 Beds 2 Baths 758 SqFt

71 TWIN SHORES BLVD, Longboat Key, FL 34228

Listed by Kyle Adams EVENTIDE REALTY LLC

Stellar MLS
Stellar MLS
706 SPANISH DR S, Longboat Key, FL 34228
Active
34

$4,000

2 Beds 2 Baths 1,423 SqFt

706 SPANISH DR S, Longboat Key, FL 34228

Listed by Geoff Scalera AUM FLORIDA REAL ESTATE LLC

Stellar MLS
Stellar MLS
1928 HARBOURSIDE DR #1402, Longboat Key, FL 34228
Active
32

$3,500

2 Beds 3 Baths 1,626 SqFt

1928 HARBOURSIDE DR #1402, Longboat Key, FL 34228

Listed by Alex Larchenko KELLER WILLIAMS ON THE WATER S

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: 07/21/2026 21:01

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