Longboat Key Homes $1M–$2M for Sale

Every home priced $1M–$2M 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+ Homes $1M–$2M in the Longboat Key area

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

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

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

2141 Harbourside Dr #1203, FL2141 Harbourside Dr #1203, FL
Stellar MLS
ActiveCondominium360°

$1,399,000

2141 Harbourside Dr #1203

Longboat Key, FL 34228

3 bd · 3 ba · 2,204 sqft

Harbor Oaks Ph I & Ii

MLS ID #A4708890, PREMIER SOTHEBY'S INTERNATIONAL REALTY.

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

791 Broadway St, FL791 Broadway St, FL
Stellar MLS
ActiveSingle Family Residence

$1,525,000

791 Broadway St

Longboat Key, FL 34228

2 bd · 2 ba · 2,236 sqft

Longbeach Village

MLS ID #A4694059, PREFERRED SHORE LLC.

Listing provided by Stellar MLS

1915 Harbour Links Cir #6, FL1915 Harbour Links Cir #6, FL
Stellar MLS
ActiveVilla360°

$1,950,000

1915 Harbour Links Cir #6

Longboat Key, FL 34228

3 bd · 4 ba · 2,476 sqft

Emerald Pointe South

MLS ID #A4688148, DOUGLAS ELLIMAN.

Listing provided by Stellar MLS

569 Juan Anasco Dr, FL569 Juan Anasco Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,700,000

569 Juan Anasco Dr

Longboat Key, FL 34228

3 bd · 4 ba · 2,804 sqft

Sleepy Lagoon Park

MLS ID #A4669634, MICHAEL SAUNDERS & COMPANY.

Listing provided by Stellar MLS

2525 Gulf Of Mexico Dr #7b, FL
Stellar MLS
ActiveCondominium360°

$1,450,000

2525 Gulf Of Mexico Dr #7b

Longboat Key, FL 34228

2 bd · 2 ba · 1,491 sqft

Islands West

MLS ID #A4706913, COLDWELL BANKER REALTY.

Listing provided by Stellar MLS

2675 Gulf Of Mexico Dr #204, FL2675 Gulf Of Mexico Dr #204, FL
Stellar MLS
ActiveCondominium360°

$1,545,000

2675 Gulf Of Mexico Dr #204

Longboat Key, FL 34228

3 bd · 3 ba · 2,180 sqft

Veinte

MLS ID #C7528792, RE/MAX HARBOR REALTY.

Listing provided by Stellar MLS

3030 Grand Bay Blvd #315, FL
Stellar MLS
ActiveCondominium360°

$1,395,000

3030 Grand Bay Blvd #315

Longboat Key, FL 34228

3 bd · 4 ba · 2,143 sqft

Grand Bay 3

MLS ID #A4707744, MICHAEL SAUNDERS & COMPANY.

Listing provided by Stellar MLS

2352 Harbour Oaks Dr, FL
Stellar MLS
ActiveVilla360°

$1,249,000

2352 Harbour Oaks Dr

Longboat Key, FL 34228

3 bd · 3 ba · 2,487 sqft

Harbour Oaks 2

MLS ID #A4706315, MICHAEL SAUNDERS & COMPANY.

Listing provided by Stellar MLS

732 Bayport Way, FL
Stellar MLS
ActiveCondominium

$1,050,000

732 Bayport Way

Longboat Key, FL 34228

2 bd · 2 ba · 1,456 sqft

Bayport Bch & Ten Ph D

MLS ID #A4705072, EXP REALTY, LLC.

Listing provided by Stellar MLS

568 Rountree Dr, FL
Stellar MLS
Active360°

$1,750,000

568 Rountree Dr

Longboat Key, FL 34228

0.27 acres

Longboat Key Estates Resub

MLS ID #A4707215, PREFERRED SHORE LLC.

Listing provided by Stellar MLS

2425 Gulf Of Mexico Dr #1e, FL
Stellar MLS
ActiveCondominium360°

$1,450,000

2425 Gulf Of Mexico Dr #1e

Longboat Key, FL 34228

2 bd · 2 ba · 1,472 sqft

Sea Gate Club

MLS ID #A4711049, MICHAEL SAUNDERS & COMPANY.

Listing provided by Stellar MLS

3060 Grand Bay Blvd #133, FL3060 Grand Bay Blvd #133, FL
Stellar MLS
ActiveCondominium360°

$1,095,000

3060 Grand Bay Blvd #133

Longboat Key, FL 34228

3 bd · 4 ba · 2,369 sqft

Grand Bay 1

MLS ID #A4699300, HOUSE MATCH.

Listing provided by Stellar MLS

1591 Gulf Of Mexico Dr #512, FL
Stellar MLS
ActiveCondominium360°

$1,999,999

1591 Gulf Of Mexico Dr #512

Longboat Key, FL 34228

2 bd · 3 ba · 2,154 sqft

St Regis

MLS ID #A4708530, LEGACY BAY PARTNERS.

Listing provided by Stellar MLS

2185 Gulf Of Mexico Dr #212, FL2185 Gulf Of Mexico Dr #212, FL
Stellar MLS
ActiveCondominium

$1,895,000

2185 Gulf Of Mexico Dr #212

Longboat Key, FL 34228

3 bd · 3 ba · 2,448 sqft

Villa Di Lancia Ph 1

MLS ID #A4694656, MICHAEL SAUNDERS & COMPANY.

Listing provided by Stellar MLS

455 Longboat Club Rd #402, FL
Stellar MLS
ActiveCondominium360°

$2,000,000

455 Longboat Club Rd #402

Longboat Key, FL 34228

3 bd · 4 ba · 2,410 sqft

Pierre

MLS ID #A4708180, PREMIER SOTHEBY'S INTERNATIONAL REALTY.

Listing provided by Stellar MLS

1211 Gulf Of Mexico Dr #403, FL1211 Gulf Of Mexico Dr #403, FL
Stellar MLS
ActiveCondominium360°

$1,645,000

1211 Gulf Of Mexico Dr #403

Longboat Key, FL 34228

2 bd · 2 ba · 1,585 sqft

Promenade

MLS ID #A4681405, COMPASS FLORIDA LLC.

Listing provided by Stellar MLS

1445 Gulf Of Mexico Dr #101, FL1445 Gulf Of Mexico Dr #101, FL
Stellar MLS
ActiveCondominium360°

$1,090,000

1445 Gulf Of Mexico Dr #101

Longboat Key, FL 34228

3 bd · 3 ba · 2,092 sqft

Players Club Iii

MLS ID #A4708219, COLDWELL BANKER REALTY.

Listing provided by Stellar MLS

602 Buttonwood Dr, FL602 Buttonwood Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,375,000

602 Buttonwood Dr

Longboat Key, FL 34228

3 bd · 3 ba · 2,107 sqft

Longboat Shores Rev

MLS ID #A4697037, COLDWELL BANKER REALTY.

Listing provided by Stellar MLS

2301 Gulf Of Mexico Dr #11n, FL2301 Gulf Of Mexico Dr #11n, FL
Stellar MLS
ActiveCondominium360°

$1,225,277

2301 Gulf Of Mexico Dr #11n

Longboat Key, FL 34228

2 bd · 2 ba · 1,296 sqft

Islander Club Of Longboat

MLS ID #A4695843, COLDWELL BANKER REALTY.

Listing provided by Stellar MLS

100 Sands Point Rd #219, FL
Stellar MLS
ActiveCondominium

$1,325,000

100 Sands Point Rd #219

Longboat Key, FL 34228

2 bd · 2 ba · 1,492 sqft

Sands Point

MLS ID #A4707969, KELLER WILLIAMS ON THE WATER S.

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 4, 2026 at 3:06 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