View 3460 WINDING OAKS DRIVE 38 Longboat Key, FL MLS# A4695005
  • Recently Listed with Virtual Tour
1 of 55
$1,150,000
3

Beds

3.1

Baths

2,608

Sq.Ft.

3460 WINDING OAKS DRIVE 38

Longboat Key, FL

Courtesy of COLDWELL BANKER REALTY
View 2301 GULF OF MEXICO DRIVE 11N Longboat Key, FL MLS# A4695843
  • Recently Listed with Virtual Tour
1 of 36
$1,225,277
2

Beds

2.0

Baths

1,235

Sq.Ft.

2301 GULF OF MEXICO DRIVE 11N

Longboat Key, FL

Courtesy of COLDWELL BANKER REALTY
View 2301 GULF OF MEXICO DRIVE 12N Longboat Key, FL MLS# A4695851
  • Recently Listed with Virtual Tour
1 of 25
$1,225,277
2

Beds

2.0

Baths

1,235

Sq.Ft.

2301 GULF OF MEXICO DRIVE 12N

Longboat Key, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 2301 GULF OF MEXICO DRIVE 33N Longboat Key, FL MLS# A4695318
$1,199,000
2

Beds

2.0

Baths

1,235

Sq.Ft.

2301 GULF OF MEXICO DRIVE 33N

Longboat Key, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 2675 GULF OF MEXICO DRIVE 303 Longboat Key, FL MLS# A4693865
$1,295,000
2

Beds

2.0

Baths

1,896

Sq.Ft.

2675 GULF OF MEXICO DRIVE 303

Longboat Key, FL

Courtesy of SARASOTA BEACH TO BAY INC
View 240 SANDS POINT ROAD 4104 Longboat Key, FL MLS# A4694224
  • Recently Listed with Virtual Tour
1 of 47
$1,025,000
1

Beds

1.0

Baths

640

Sq.Ft.

240 SANDS POINT ROAD 4104

Longboat Key, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 1135 GULF OF MEXICO DRIVE 505 Longboat Key, FL MLS# A4694362
  • Recently Listed with Virtual Tour
1 of 41
$1,175,000
2

Beds

2.0

Baths

1,503

Sq.Ft.

1135 GULF OF MEXICO DRIVE 505

Longboat Key, FL

Courtesy of COLDWELL BANKER REALTY
View 1211 GULF OF MEXICO DRIVE 109 Longboat Key, FL MLS# A4694082
  • Recently Listed with Virtual Tour
1 of 55
$1,000,000
2

Beds

2.0

Baths

1,827

Sq.Ft.

1211 GULF OF MEXICO DRIVE 109

Longboat Key, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 4325 GULF OF MEXICO DRIVE 103 Longboat Key, FL MLS# A4693621
  • Recently Listed with Virtual Tour
1 of 33
$1,100,000
2

Beds

2.0

Baths

1,336

Sq.Ft.

4325 GULF OF MEXICO DRIVE 103

Longboat Key, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 5320 GULF OF MEXICO DRIVE 101 Longboat Key, FL MLS# A4693334
$999,000
3

Beds

2.0

Baths

1,323

Sq.Ft.

5320 GULF OF MEXICO DRIVE 101

Longboat Key, FL

Courtesy of COLDWELL BANKER REALTY
View 3808 GULF OF MEXICO DRIVE E112 Longboat Key, FL MLS# A4692111
$1,095,000
3

Beds

3.0

Baths

2,273

Sq.Ft.

3808 GULF OF MEXICO DRIVE E112

Longboat Key, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 4325 GULF OF MEXICO DRIVE 305 Longboat Key, FL MLS# A4690883
$999,000
2

Beds

2.0

Baths

1,336

Sq.Ft.

4325 GULF OF MEXICO DRIVE 305

Longboat Key, FL

Courtesy of COMPASS FLORIDA LLC
View 4485 GULF OF MEXICO DRIVE 804 Longboat Key, FL MLS# A4690646
$1,075,000
2

Beds

2.0

Baths

1,175

Sq.Ft.

4485 GULF OF MEXICO DRIVE 804

Longboat Key, FL

Courtesy of WHITE SANDS REALTY GROUP FL
View 1932 HARBOURSIDE DRIVE 244 Longboat Key, FL MLS# A4689076
$1,200,000
2

Beds

2.0

Baths

1,192

Sq.Ft.

1932 HARBOURSIDE DRIVE 244

Longboat Key, FL

Courtesy of BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE
View 1955 GULF OF MEXICO DR G6-311 Longboat Key, FL MLS# A4687954
$1,049,000
3

Beds

2.0

Baths

1,492

Sq.Ft.

1955 GULF OF MEXICO DR G6-311

Longboat Key, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 1281 GULF OF MEXICO DRIVE 111 Longboat Key, FL MLS# A4688079
$1,050,000
2

Beds

2.1

Baths

1,392

Sq.Ft.

1281 GULF OF MEXICO DRIVE 111

Longboat Key, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 3060 GRAND BAY BOULEVARD 155 Longboat Key, FL MLS# A4685023
$1,145,000
3

Beds

3.1

Baths

2,250

Sq.Ft.

3060 GRAND BAY BOULEVARD 155

Longboat Key, FL

Courtesy of COLDWELL BANKER REALTY
View 616 LYONS LANE Longboat Key, FL MLS# TB8490318
  • Virtual Tour
1 of 47
$1,175,000
2

Beds

2.1

Baths

1,755

Sq.Ft.

616 LYONS LANE

Longboat Key, FL

Courtesy of ROOST REALTY INC.
View 3427 WINDING OAKS DRIVE 14 Longboat Key, FL MLS# A4686623
$1,150,000
3

Beds

3.0

Baths

2,555

Sq.Ft.

3427 WINDING OAKS DRIVE 14

Longboat Key, FL

Courtesy of COLDWELL BANKER REALTY
View 2120 HARBOURSIDE DRIVE 623 Longboat Key, FL MLS# A4686721
$1,095,000
3

Beds

2.0

Baths

2,031

Sq.Ft.

2120 HARBOURSIDE DRIVE 623

Longboat Key, FL

Courtesy of COLDWELL BANKER REALTY

About Longboat Key

Listings in Longboat Key, FL

513

Estimated median home price

$1,000,000
Longboat Key FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Longboat Key, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Longboat Key, FL.

Homes for Sale by Price in Longboat Key, FL

Price Count
$0 - 100K 6
$100K - 200K 4
$200K - 300K 21
$300K - 400K 32
$400K - 500K 30
$500K - 600K 34
$600K - 700K 36
$700K - 800K 34
$800K - 900K 32
$900K - 1M 32
$1M - Max 252

Homes for Sale by Type in Longboat Key, FL

Property Type Count
Single Family 133
Townhouse 5
Condo 326
Commercial 0
Rental 149
Lots and Land 42
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 5
Farms 0

(Data as of 6/4/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate on this web site comes in part from the Internet Data Exchange (IDX) program of The Fort Lauderdale Board of Realtors. Real estate listings held by firms other than Weichert Realtors, include the Listing Broker’s Firm Name.

The information being provided is 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.

Data is updated as of 6/4/2026.

Listing information courtesy 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 consumer 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.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 6/4/2026.