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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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100 SANDS POINT RD #225, Longboat Key, FL 34228
Open Sun 1PM-3PM
41

$899,000

2 Beds 2 Baths 1,492 SqFt

100 SANDS POINT RD #225, Longboat Key, FL 34228

Listed by Diane Smith KELLER WILLIAMS ON THE WATER S

Stellar MLS
Stellar MLS
2945 PYRULA DR, Longboat Key, FL 34228
Open Sat 1PM-5PM
50

$3,125,000

5 Beds 5 Baths 3,815 SqFt

2945 PYRULA DR, Longboat Key, FL 34228

Listed by Alin Zdroba PROPERTIO

Stellar MLS
Stellar MLS
3344 SABAL COVE LN, Longboat Key, FL 34228
Open Sun 1PM-3PM
32

$1,699,000

4 Beds 5 Baths 3,639 SqFt

3344 SABAL COVE LN, Longboat Key, FL 34228

Listed by Judy Mitchell PREMIER SOTHEBY'S INTERNATIONAL REALTY

Stellar MLS
Stellar MLS
706 BAYPORT WAY #706, Longboat Key, FL 34228
Open Sat 12PM-3PM
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
1914 HARBOUR LINKS CIR #10, Longboat Key, FL 34228
Open Sun 1PM-3PM
50

$1,445,000

3 Beds 4 Baths 2,180 SqFt

1914 HARBOUR LINKS CIR #10, Longboat Key, FL 34228

Listed by Bruce Myer COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
4500 GULF OF MEXICO DR #3, Longboat Key, FL 34228
Open Sun 12PM-3PM
61

$739,000

2 Beds 2 Baths 1,325 SqFt

4500 GULF OF MEXICO DR #3, Longboat Key, FL 34228

Listed by Marcela Terrell COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
536 KETCH LN, Longboat Key, FL 34228
Open Sun 1PM-4PM
80

$2,599,000

3 Beds 3 Baths 2,960 SqFt

536 KETCH LN, Longboat Key, FL 34228

Listed by Kathy Callahan MICHAEL SAUNDERS & COMPANY

Stellar MLS
Stellar MLS
3511 FAIR OAKS CT, Longboat Key, FL 34228
Open Sun 1PM-4PM
58

$1,399,999

3 Beds 3 Baths 2,579 SqFt

3511 FAIR OAKS CT, Longboat Key, FL 34228

Listed by Kathy Callahan MICHAEL SAUNDERS & COMPANY

Stellar MLS
Stellar MLS
3530 MISTLETOE LN, Longboat Key, FL 34228
Open Sun 1PM-3PM
50

$2,495,000

4 Beds 4 Baths 3,102 SqFt

3530 MISTLETOE LN, Longboat Key, FL 34228

Listed by Roger Pettingell COLDWELL BANKER REALTY

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

$2,200,000

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
548 HORNBLOWER LN, Longboat Key, FL 34228
Open Sat 12PM-3PM
98

$4,950,000

4 Beds 6 Baths 3,976 SqFt

548 HORNBLOWER LN, Longboat Key, FL 34228

Listed by Kathy Callahan 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
3488 MISTLETOE LN, Longboat Key, FL 34228
Open Sun 1PM-4PM
82

$3,675,000

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
311 FIREHOUSE CT, Longboat Key, FL 34228
Open Sat 12PM-3PM
79

$2,399,000

3 Beds 4 Baths 2,352 SqFt

311 FIREHOUSE CT, Longboat Key, FL 34228

Listed by Kathy Harman MICHAEL SAUNDERS & COMPANY

Stellar MLS
Stellar MLS
3210 BAYOU SOUND, Longboat Key, FL 34228
Open Sun 1PM-4PM
59

$1,199,000

3 Beds 2 Baths 2,091 SqFt

3210 BAYOU SOUND, Longboat Key, FL 34228

Listed by Julie Lojacono Mackie COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
4234 GULF OF MEXICO DR #Q2, Longboat Key, FL 34228
Open Sun 1PM-4PM
71

$648,800

2 Beds 2 Baths 1,150 SqFt

4234 GULF OF MEXICO DR #Q2, Longboat Key, FL 34228

Listed by Maruta Miluns MICHAEL SAUNDERS & COMPANY

Stellar MLS
Stellar MLS
909 SPANISH DR N, Longboat Key, FL 34228
New
86

$2,950

2 Beds 2 Baths 1,300 SqFt

909 SPANISH DR N, Longboat Key, FL 34228

Listed by Alex Lane PREMIER SOTHEBY'S INTERNATIONAL REALTY

Stellar MLS
Stellar MLS
791 BROADWAY ST, Longboat Key, FL 34228
New
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
840 BAYPORT WAY #840, Longboat Key, FL 34228
New
53

$4,200

2 Beds 2 Baths 1,640 SqFt

840 BAYPORT WAY #840, Longboat Key, FL 34228

Listed by Shirley Cuddy REALTY SERVICES INC

Stellar MLS
Stellar MLS
1211 GULF OF MEXICO DR #109, Longboat Key, FL 34228
New
47

$1,000,000

2 Beds 2 Baths 1,827 SqFt

1211 GULF OF MEXICO DR #109, Longboat Key, FL 34228

Listed by Bill Blume PREMIER SOTHEBY'S INTERNATIONAL REALTY

Stellar MLS
Stellar MLS
3330 GULF OF MEXICO DR #202D, Longboat Key, FL 34228
New
44

$699,995

2 Beds 2 Baths 1,106 SqFt

3330 GULF OF MEXICO DR #202D, Longboat Key, FL 34228

Listed by Heidi Thompson STRINGER MANAGEMENT INC

Stellar MLS
Stellar MLS
1050 LONGBOAT CLUB RD #803, Longboat Key, FL 34228
New
39

$6,000

2 Beds 2 Baths 1,409 SqFt

1050 LONGBOAT CLUB RD #803, Longboat Key, FL 34228

Listed by Melissa Kontny XCELLENCE

Stellar MLS
Stellar MLS
3710 GULF OF MEXICO DR #G20, Longboat Key, FL 34228
New
39

$349,900

2 Beds 2 Baths 1,052 SqFt

3710 GULF OF MEXICO DR #G20, Longboat Key, FL 34228

Listed by Bill Shuttleworth EDGEWATER REAL ESTATE, INC

Stellar MLS
Stellar MLS
3210 BAYOU SOUND, Longboat Key, FL 34228
New
38

$7,500

3 Beds 2 Baths 2,091 SqFt

3210 BAYOU SOUND, Longboat Key, FL 34228

Listed by Richard Ivan WAGNER 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: 05/21/2026 16:01

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