View 4350 CHATHAM DRIVE 106 Longboat Key, FL MLS# A4687361
$399,000
2

Beds

2.0

Baths

1,072

Sq.Ft.

4350 CHATHAM DRIVE 106

Longboat Key, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 1925 GULF OF MEXICO DRIVE G8-303 Longboat Key, FL MLS# A4686510
$799,000
2

Beds

2.0

Baths

1,068

Sq.Ft.

1925 GULF OF MEXICO DRIVE G8-303

Longboat Key, FL

Courtesy of MANGROVE REALTY ASSOCIATES
View 5055 GULF OF MEXICO DRIVE 421 Longboat Key, FL MLS# A4684543
$575,000
2

Beds

2.0

Baths

1,484

Sq.Ft.

5055 GULF OF MEXICO DRIVE 421

Longboat Key, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 3240 GULF OF MEXICO DRIVE B402 Longboat Key, FL MLS# A4686024
$895,000
2

Beds

2.0

Baths

1,505

Sq.Ft.

3240 GULF OF MEXICO DRIVE B402

Longboat Key, FL

Courtesy of PREFERRED SHORE LLC
View 2301 GULF OF MEXICO DRIVE 43N Longboat Key, FL MLS# A4686190
$1,000,000
2

Beds

2.0

Baths

1,235

Sq.Ft.

2301 GULF OF MEXICO DRIVE 43N

Longboat Key, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 2600 HARBOURSIDE DRIVE C13 Longboat Key, FL MLS# A4686064
$489,500
Studio

Beds

0.0

Baths

2600 HARBOURSIDE DRIVE C13

Longboat Key, FL

Courtesy of FINE PROPERTIES
View 7030 POINSETTIA AVENUE Longboat Key, FL MLS# A4686787
$995,000
2

Beds

2.0

Baths

1,402

Sq.Ft.

7030 POINSETTIA AVENUE

Longboat Key, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 803 BAYPORT WAY 803 Longboat Key, FL MLS# A4686552
  • Virtual Tour
1 of 62
$775,000
2

Beds

2.0

Baths

1,456

Sq.Ft.

803 BAYPORT WAY 803

Longboat Key, FL

Courtesy of COMPASS FLORIDA LLC
View 2055 GULF OF MEXICO DRIVE G2-213 Longboat Key, FL MLS# TB8485915
$622,000
1

Beds

1.1

Baths

1,094

Sq.Ft.

2055 GULF OF MEXICO DRIVE G2-213

Longboat Key, FL

Courtesy of CONTINENTAL REAL ESTATE GROUP
View 4500 GULF OF MEXICO DRIVE 3 Longboat Key, FL MLS# A4685838
$739,000
2

Beds

2.0

Baths

1,325

Sq.Ft.

4500 GULF OF MEXICO DRIVE 3

Longboat Key, FL

Courtesy of COLDWELL BANKER REALTY
View 948 SPANISH DRIVE S Longboat Key, FL MLS# A4685572
  • Adult Community with Virtual Tour
1 of 73
$1,199,000
2

Beds

2.0

Baths

1,399

Sq.Ft.

948 SPANISH DRIVE S

Longboat Key, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 5757 GULF OF MEXICO DRIVE 115 Longboat Key, FL MLS# A4685205
$709,900
2

Beds

2.0

Baths

1,561

Sq.Ft.

5757 GULF OF MEXICO DRIVE 115

Longboat Key, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 909 SPANISH DRIVE N Longboat Key, FL MLS# A4684728
  • Adult Community
1 of 68
$650,000
2

Beds

2.0

Baths

1,300

Sq.Ft.

909 SPANISH DRIVE N

Longboat Key, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 4380 EXETER DRIVE 101 Longboat Key, FL MLS# A4686109
$389,500
2

Beds

2.0

Baths

1,376

Sq.Ft.

4380 EXETER DRIVE 101

Longboat Key, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 3710 GULF OF MEXICO DRIVE F2 Longboat Key, FL MLS# A4681154
  • Adult Community with Virtual Tour
1 of 45
$475,000
2

Beds

2.0

Baths

740

Sq.Ft.

3710 GULF OF MEXICO DRIVE F2

Longboat Key, FL

Courtesy of WAGNER REALTY
View 5655 GULF OF MEXICO DRIVE D107 Longboat Key, FL MLS# TB8483958
$799,000
2

Beds

2.0

Baths

1,274

Sq.Ft.

5655 GULF OF MEXICO DRIVE D107

Longboat Key, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 6750 GULF OF MEXICO DRIVE 151 Longboat Key, FL MLS# A4685668
$499,000
2

Beds

2.0

Baths

1,449

Sq.Ft.

6750 GULF OF MEXICO DRIVE 151

Longboat Key, FL

Courtesy of COASTAL KEY REALTY LLC
View 729 SAINT JUDES DRIVE S 3 Longboat Key, FL MLS# A4685189
$449,000
1

Beds

1.0

Baths

630

Sq.Ft.

729 SAINT JUDES DRIVE S 3

Longboat Key, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 2800 HARBOURSIDE DRIVE F-06 Longboat Key, FL MLS# A4684822
$339,000
Studio

Beds

0.0

Baths

2800 HARBOURSIDE DRIVE F-06

Longboat Key, FL

Courtesy of LBRE LLC
View 4440 EXETER DRIVE 301 Longboat Key, FL MLS# A4684917
$575,000
2

Beds

2.0

Baths

1,376

Sq.Ft.

4440 EXETER DRIVE 301

Longboat Key, FL

Courtesy of MICHAEL SAUNDERS & COMPANY

About Longboat Key

Listings in Longboat Key, FL

521

Estimated median home price

$995,000
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 6
$200K - 300K 21
$300K - 400K 34
$400K - 500K 33
$500K - 600K 36
$600K - 700K 37
$700K - 800K 36
$800K - 900K 34
$900K - 1M 31
$1M - Max 247

Homes for Sale by Type in Longboat Key, FL

Property Type Count
Single Family 136
Townhouse 7
Condo 328
Commercial 0
Rental 144
Lots and Land 41
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 7
Farms 0

(Data as of 5/19/2026)

Information deemed reliable but not guaranteed.

Data is updated as of 5/19/2026.

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.

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 5/19/2026.