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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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2945 PYRULA DR, Longboat Key, FL 34228
Open Thu 1AM-4PM
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
605 SUTTON PL #102, Longboat Key, FL 34228
Open Sat 1PM-3PM
30

$485,000

2 Beds 2 Baths 992 SqFt

605 SUTTON PL #102, Longboat Key, FL 34228

Listed by Larry Starr SVN COMMERCIAL ADVISORY GROUP

Stellar MLS
Stellar MLS
4750 GULF OF MEXICO DR #Villa 8, Longboat Key, FL 34228
Open Sat 3PM-5PM
76

$799,000

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
590 DE NARVAEZ DR, Longboat Key, FL 34228
Open Sun 1PM-4PM
84

$4,123,000

4 Beds 4 Baths 3,243 SqFt

590 DE NARVAEZ DR, Longboat Key, FL 34228

Listed by Cole Collins COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
6489 GULFSIDE RD, Longboat Key, FL 34228
Open Sun 11AM-1PM
78

$13,995,000

4 Beds 5 Baths 6,616 SqFt

6489 GULFSIDE RD, Longboat Key, FL 34228

Listed by Nicholle McKiernan COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
5260 GULF OF MEXICO DR #403, Longboat Key, FL 34228
Open Sun 11AM-1PM
36

$649,999

2 Beds 2 Baths 1,128 SqFt

5260 GULF OF MEXICO DR #403, Longboat Key, FL 34228

Listed by Kaitlin Kuhn MICHAEL SAUNDERS & COMPANY

Stellar MLS
Stellar MLS
4500 GULF OF MEXICO DR #206, Longboat Key, FL 34228
Open Sat 1PM-3PM
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
4760 GULF OF MEXICO DR. VILLA 7, Longboat Key, FL 34228
Open Sat 11AM-1PM
75

$549,999

2 Beds 2 Baths 931 SqFt

4760 GULF OF MEXICO DR. VILLA 7, Longboat Key, FL 34228

Listed by Debby McCaig COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
510 HARBOR GATE WAY, Longboat Key, FL 34228
Open Sun 1PM-4PM
92

$4,395,000

4 Beds 6 Baths 5,080 SqFt

510 HARBOR GATE WAY, Longboat Key, FL 34228

Listed by John August MICHAEL SAUNDERS & COMPANY

Stellar MLS
Stellar MLS
530 DE NARVAEZ DR, Longboat Key, FL 34228
Open Sat 1PM-4PM
100

$4,495,000

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
311 FIREHOUSE CT, Longboat Key, FL 34228
Open Sun 11AM-2PM
100

$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
569 BAYVIEW DR, Longboat Key, FL 34228
Open Sat 11AM-5PM
89

$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 12PM-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
705 JUNGLE QUEEN WAY, Longboat Key, FL 34228
New
55

$2,795,000

4 Beds 4 Baths 3,083 SqFt

705 JUNGLE QUEEN WAY, Longboat Key, FL 34228

Listed by Roger Pettingell COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
210 SANDS POINT RD #2402, Longboat Key, FL 34228
New
26

$999,900

1 Bed 1 Bath 642 SqFt

210 SANDS POINT RD #2402, Longboat Key, FL 34228

Listed by Patti Bosco MY FLORIDA BROKER

Stellar MLS
Stellar MLS
2525 GULF OF MEXICO DR #3D, Longboat Key, FL 34228
New
13

$1,650,000

2 Beds 2 Baths 1,468 SqFt

2525 GULF OF MEXICO DR #3D, Longboat Key, FL 34228

Listed by Midge McCarthy RE/MAX ALLIANCE GROUP

Stellar MLS
Stellar MLS
528 FOREST WAY, Longboat Key, FL 34228
New
40

$585,000

2 Beds 3 Baths 1,440 SqFt

528 FOREST WAY, Longboat Key, FL 34228

Listed by JoDene Moneuse, PA MICHAEL SAUNDERS & COMPANY

Stellar MLS
Stellar MLS
3271 BAYOU RD, Longboat Key, FL 34228
New
61

$1,995,000

4 Beds 4 Baths 3,059 SqFt

3271 BAYOU RD, Longboat Key, FL 34228

Listed by Robert Johnson REAL BROKER, LLC

Stellar MLS
Stellar MLS
2301 GULF OF MEXICO DR #11N, Longboat Key, FL 34228
New
36

$1,225,277

2 Beds 2 Baths 1,235 SqFt

2301 GULF OF MEXICO DR #11N, Longboat Key, FL 34228

Listed by Leah George COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
2301 GULF OF MEXICO DR #12N, Longboat Key, FL 34228
New
25

$1,225,277

2 Beds 2 Baths 1,235 SqFt

2301 GULF OF MEXICO DR #12N, Longboat Key, FL 34228

Listed by Leah George COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
2301 GULF OF MEXICO DR #33N, Longboat Key, FL 34228
New
26

$1,199,000

2 Beds 2 Baths 1,235 SqFt

2301 GULF OF MEXICO DR #33N, Longboat Key, FL 34228

Listed by Chris Wetzig PREMIER SOTHEBY'S INTERNATIONAL REALTY

Stellar MLS
Stellar MLS
1591 GULF OF MEXICO DR #619, Longboat Key, FL 34228
New
100

$78,000

4 Beds 5 Baths 5,334 SqFt

1591 GULF OF MEXICO DR #619, Longboat Key, FL 34228

Listed by Jaime Barcelo GULF COAST REALTY & MANAGEMENT

Stellar MLS
Stellar MLS
1211 GULF OF MEXICO DR #701, Longboat Key, FL 34228
New
70

$2,125,000

3 Beds 3 Baths 2,100 SqFt

1211 GULF OF MEXICO DR #701, Longboat Key, FL 34228

Listed by Maggie Hicks COLDWELL BANKER REALTY

Stellar MLS
Stellar MLS
3460 WINDING OAKS DR #38, Longboat Key, FL 34228
New
55

$1,150,000

3 Beds 4 Baths 2,608 SqFt

3460 WINDING OAKS DR #38, 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: 06/10/2026 19:01

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