Longboat Key Pool Homes for Sale

Every pool home currently for sale in Longboat Key — pulled live from the Stellar MLS and updated continuously. Pair this with the free Longboat Key market report to see what's actually selling, days on market, and sold-to-list ratios before you make an offer.

24+ Pool Homes in the Longboat Key area

1485 Gulf Of Mexico Dr #303, FL1485 Gulf Of Mexico Dr #303, FL
Stellar MLS
ActiveCondominium360°

$1,249,000

1485 Gulf Of Mexico Dr #303

Longboat Key, FL 34228

2 bd · 3 ba · 1,569 sqft

Players Club I

MLS ID #A4679674, COLDWELL BANKER REALTY.

Listing provided by Stellar MLS

760 Longboat Ct, FL
Stellar MLS
ActiveSingle Family Residence360°

$840,000

760 Longboat Ct

Longboat Key, FL 34228

3 bd · 2 ba · 1,242 sqft

Longbeach On Longboat Key

MLS ID #A4707147, CENTURY 21 BEGGINS ENTERPRISES.

Listing provided by Stellar MLS

435 L Ambiance Dr #L707, FL
Stellar MLS
ActiveCondominium

$2,850,000

435 L Ambiance Dr #L707

Longboat Key, FL 34228

2 bd · 3 ba · 2,525 sqft

L Ambiance At Longboat Key Club Ph 02

MLS ID #A4709267, COMPASS FLORIDA LLC.

Listing provided by Stellar MLS

530 Jessmyth Dr, FL
Stellar MLS
Active360°

$5,985,000

530 Jessmyth Dr

Longboat Key, FL 34228

0.28 acres

Longboat Key Estates

MLS ID #A4691731, BEACH HOUSE REAL ESTATE LLC.

Listing provided by Stellar MLS

657 Halyard Ln, FL657 Halyard Ln, FL
Stellar MLS
ActiveSingle Family Residence360°

$4,150,000

657 Halyard Ln

Longboat Key, FL 34228

4 bd · 5 ba · 4,364 sqft

Country Club Shores

MLS ID #A4699348, COLDWELL BANKER REALTY.

Listing provided by Stellar MLS

1561 Gulf Of Mexico Dr #301, FL
Stellar MLS
ActiveCondominium

$19,995,000

1561 Gulf Of Mexico Dr #301

Longboat Key, FL 34228

3 bd · 5 ba · 5,895 sqft

St. Regis Longboat Key

MLS ID #A4688225, MICHAEL SAUNDERS & COMPANY.

Listing provided by Stellar MLS

1095 Gulf Of Mexico Dr #102, FL
Stellar MLS
ActiveCondominium360°

$600,000

1095 Gulf Of Mexico Dr #102

Longboat Key, FL 34228

2 bd · 2 ba · 1,392 sqft

Beachplace Ii

MLS ID #A4693425, COMPASS FLORIDA LLC.

Listing provided by Stellar MLS

7001 Gulf Of Mexico Dr #24, FL7001 Gulf Of Mexico Dr #24, FL
Stellar MLS
ActiveCondominium360°

$1,099,000

7001 Gulf Of Mexico Dr #24

Longboat Key, FL 34228

2 bd · 2 ba · 1,190 sqft

Longbeach

MLS ID #A4700192, PREMIER SOTHEBY'S INTERNATIONAL REALTY.

Listing provided by Stellar MLS

3606 Fair Oaks Pl, FL3606 Fair Oaks Pl, FL
Stellar MLS
ActiveSingle Family Residence360°

$4,999,000

3606 Fair Oaks Pl

Longboat Key, FL 34228

5 bd · 3 ba · 3,842 sqft

Queens Harbour

MLS ID #A4694394, SARASOTA TRUST REALTY COMPANY.

Listing provided by Stellar MLS

597 Sutton Pl, FL
Stellar MLS
ActiveHalf Duplex360°

$499,999

597 Sutton Pl

Longboat Key, FL 34228

2 bd · 2 ba · 1,008 sqft

Sutton Place Condo

MLS ID #A4710546, MICHAEL SAUNDERS & COMPANY.

Listing provided by Stellar MLS

765 Saint Judes Dr N, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,350,000

765 Saint Judes Dr N

Longboat Key, FL 34228

4 bd · 2 ba · 1,900 sqft

Longboat Key

MLS ID #A4705334, PREFERRED SHORE LLC.

Listing provided by Stellar MLS

624 Saint Judes Dr, FL624 Saint Judes Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$675,000

624 Saint Judes Dr

Longboat Key, FL 34228

3 bd · 3 ba · 1,387 sqft

Longboat Key

MLS ID #A4672840, CENTURY 21 BEGGINS ENTERPRISES.

Listing provided by Stellar MLS

4380 Exeter Dr #H202, FL4380 Exeter Dr #H202, FL
Stellar MLS
ActiveCondominium

$480,000

4380 Exeter Dr #H202

Longboat Key, FL 34228

2 bd · 2 ba · 1,152 sqft

Longboat Harbour

MLS ID #A4671530, COLDWELL BANKER REALTY.

Listing provided by Stellar MLS

3617 Fair Oaks Pl, FL3617 Fair Oaks Pl, FL
Stellar MLS
ActiveSingle Family Residence

$2,100,000

3617 Fair Oaks Pl

Longboat Key, FL 34228

3 bd · 4 ba · 2,950 sqft

Queens Harbour

MLS ID #A4706856, COLDWELL BANKER REALTY.

Listing provided by Stellar MLS

2185 Gulf Of Mexico Dr #243, FL
Stellar MLS
ActiveCondominium360°

$2,095,000

2185 Gulf Of Mexico Dr #243

Longboat Key, FL 34228

3 bd · 3 ba · 2,445 sqft

Villa Di Lancia Ph 1

MLS ID #A4710062, BERKSHIRE HATHAWAY HOMESERVICE.

Listing provided by Stellar MLS

4350 Chatham Dr #105, FL4350 Chatham Dr #105, FL
Stellar MLS
ActiveCondominium

$302,500

4350 Chatham Dr #105

Longboat Key, FL 34228

1 bd · 1 ba · 747 sqft

Longboat Harbour

MLS ID #A4697241, MICHAEL SAUNDERS & COMPANY.

Listing provided by Stellar MLS

4545 Gulf Of Mexico Dr #311, FL4545 Gulf Of Mexico Dr #311, FL
Stellar MLS
ActiveCondominium360°

$1,095,000

4545 Gulf Of Mexico Dr #311

Longboat Key, FL 34228

2 bd · 2 ba · 1,398 sqft

The Castillian

MLS ID #A4702116, MICHAEL SAUNDERS & COMPANY.

Listing provided by Stellar MLS

1965 Gulf Of Mexico Dr #G5-103, FL
Stellar MLS
ActiveCondominium360°

$619,000

1965 Gulf Of Mexico Dr #G5-103

Longboat Key, FL 34228

2 bd · 3 ba · 933 sqft

Seaplace Iii

MLS ID #A4711845, MANGROVE REALTY ASSOCIATES.

Listing provided by Stellar MLS

392 Firehouse Ln, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,349,000

392 Firehouse Ln

Longboat Key, FL 34228

2 bd · 2 ba · 1,761 sqft

Conrad Beach

MLS ID #A4698365, BRISTA REALTY LLC.

Listing provided by Stellar MLS

539 Forest Way #539, FL
Stellar MLS
ActiveTownhouse360°

$619,000

539 Forest Way #539

Longboat Key, FL 34228

2 bd · 3 ba · 1,440 sqft

Cedars East Sec 2

MLS ID #A4706129, PREMIER SOTHEBY'S INTERNATIONAL REALTY.

Listing provided by Stellar MLS

640 Lyons Ln, FL
Stellar MLS
ActiveSingle Family Residence

$2,850,000

640 Lyons Ln

Longboat Key, FL 34228

4 bd · 5 ba · 3,030 sqft

Sleepy Lagoon Park 2

MLS ID #A4674925, SEA BREEZE REAL ESTATE LLC.

Listing provided by Stellar MLS

640 Lyons Ln, FL640 Lyons Ln, FL
Stellar MLS
Active

$950,000

640 Lyons Ln

Longboat Key, FL 34228

0.23 acres

Sleepy Lagoon Park 2

MLS ID #A4657391, SEA BREEZE REAL ESTATE LLC.

Listing provided by Stellar MLS

848 Evergreen Way, FL848 Evergreen Way, FL
Stellar MLS
ActiveTownhouse360°

$590,000

848 Evergreen Way

Longboat Key, FL 34228

2 bd · 3 ba · 1,440 sqft

Cedars East Sec 3

MLS ID #A4698229, DOUGLAS ELLIMAN.

Listing provided by Stellar MLS

581 Rountree Dr, FL581 Rountree Dr, FL
Stellar MLS
Active360°

$2,500,000

581 Rountree Dr

Longboat Key, FL 34228

0.27 acres

Longboat Key Estates

MLS ID #O6400352, CHARLES RUTENBERG REALTY ORLANDO.

Listing provided by Stellar MLS

More Longboat Key Homes for Sale

MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of November 5, 2026 at 2:11 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA