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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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392 FIREHOUSE LN, Longboat Key, FL 34228
Open Sun 12PM-3PM
38

$1,449,000

2 Beds 2 Baths 1,761 SqFt

392 FIREHOUSE LN, Longboat Key, FL 34228

Listed by Gina Ursini BRISTA REALTY LLC

Stellar MLS
Stellar MLS
4340 FALMOUTH DR #D-204, Longboat Key, FL 34228
Open Fri 10AM-12PM
87

$479,000

2 Beds 2 Baths 1,072 SqFt

4340 FALMOUTH DR #D-204, Longboat Key, FL 34228

Listed by Jonna Humphries WAGNER REALTY

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

$4,495,000

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
3527 FAIR OAKS LN, Longboat Key, FL 34228
Open Sun 1PM-4PM
91

$2,550,000

4 Beds 5 Baths 4,154 SqFt

3527 FAIR OAKS LN, Longboat Key, FL 34228

Listed by Miriam Pearson COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
791 BROADWAY ST, Longboat Key, FL 34228
Open Thu 12PM-3PM
59

$1,625,000

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
3330 GULF OF MEXICO DR #107D, Longboat Key, FL 34228
Open Thu 12PM-2PM
43

$675,000

2 Beds 2 Baths 1,362 SqFt

3330 GULF OF MEXICO DR #107D, Longboat Key, FL 34228

Listed by Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

Stellar MLS
Stellar MLS
600 SUTTON PL #B302, Longboat Key, FL 34228
Open Sun 12PM-3PM
59

$475,000

2 Beds 2 Baths 1,132 SqFt

600 SUTTON PL #B302, Longboat Key, FL 34228

Listed by Christina Weger COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
806 BAYPORT WAY #806, Longboat Key, FL 34228
Open Sat 1PM-4PM
82

$949,000

2 Beds 2 Baths 1,392 SqFt

806 BAYPORT WAY #806, Longboat Key, FL 34228

Listed by Antonietta Car KELLER WILLIAMS SUBURBAN TAMPA

Stellar MLS
Stellar MLS
1445 GULF OF MEXICO DR #101, Longboat Key, FL 34228
Open Sun 1PM-3PM
39

$1,180,000

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
2326 HARBOUR OAKS DR, Longboat Key, FL 34228
Open Sun 1PM-4PM
91

$800,000

3 Beds 3 Baths 2,282 SqFt

2326 HARBOUR OAKS DR, Longboat Key, FL 34228

Listed by Rachel Tritschler RE/MAX ALLIANCE GROUP

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 Thu 12PM-3PM
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
4725 GULF OF MEXICO DR #314, Longboat Key, FL 34228
Open Thu 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
4500 GULF OF MEXICO DR #206, Longboat Key, FL 34228
Open Sat 12PM-4PM
68

$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
530 DE NARVAEZ DR, Longboat Key, FL 34228
Open Sat 10:30AM-1:30PM
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 Sun 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 Sun 11AM-5PM
92

$3,890,000

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
848 EVERGREEN WAY, Longboat Key, FL 34228
New
66

$599,900

2 Beds 3 Baths 1,440 SqFt

848 EVERGREEN WAY, Longboat Key, FL 34228

Listed by Rex Glasson DOUGLAS ELLIMAN

Stellar MLS
Stellar MLS
7094 LONGBOAT DR E, Longboat Key, FL 34228
New
24

$6,995,000

6 Beds 7 Baths 4,776 SqFt

7094 LONGBOAT DR E, Longboat Key, FL 34228

Listed by Renee Preininger SARASOTA TRUST REALTY COMPANY

Stellar MLS
Stellar MLS
455 LONGBOAT CLUB RD #PH8, Longboat Key, FL 34228
New
75

$2,700,900

3 Beds 4 Baths 2,780 SqFt

455 LONGBOAT CLUB RD #PH8, Longboat Key, FL 34228

Listed by Maria Atkins REAL ESTATE BOUTIQUE LLC

Stellar MLS
Stellar MLS
350 GULF OF MEXICO DR #213, Longboat Key, FL 34228
New
54

$899,500

3 Beds 3 Baths 2,378 SqFt

350 GULF OF MEXICO DR #213, Longboat Key, FL 34228

Listed by JoDene Moneuse, PA MICHAEL SAUNDERS & COMPANY

Stellar MLS
Stellar MLS
524 SPANISH DR S #125, Longboat Key, FL 34228
New
41

$569,000

2 Beds 2 Baths 1,399 SqFt

524 SPANISH DR S #125, Longboat Key, FL 34228

Listed by Adrienne Scott MICHAEL SAUNDERS & COMPANY

Stellar MLS
Stellar MLS
1930 HARBOURSIDE DR #122, Longboat Key, FL 34228
New
26

$3,500

2 Beds 2 Baths 1,192 SqFt

1930 HARBOURSIDE DR #122, Longboat Key, FL 34228

Listed by David Leventhal COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
2020 HARBOURSIDE DR #457, Longboat Key, FL 34228
Pending
47

$724,000

2 Beds 2 Baths 1,442 SqFt

2020 HARBOURSIDE DR #457, 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: 07/01/2026 18:01

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