View 6700 GULF OF MEXICO DRIVE 139 Longboat Key, FL MLS# A4674675
$499,000
2

Beds

2.0

Baths

1,305

Sq.Ft.

6700 GULF OF MEXICO DRIVE 139

Longboat Key, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 5055 GULF OF MEXICO DRIVE 411 Longboat Key, FL MLS# A4677593
$499,000
2

Beds

2.0

Baths

1,484

Sq.Ft.

5055 GULF OF MEXICO DRIVE 411

Longboat Key, FL

Courtesy of COLDWELL BANKER REALTY
View 549 SUTTON PLACE t 19 Longboat Key, FL MLS# P4937545
  • Recently Listed with Virtual Tour
1 of 54
$499,000
2

Beds

2.1

Baths

1,248

Sq.Ft.

549 SUTTON PLACE t 19

Longboat Key, FL

Courtesy of SOUTHERN CHARM REALTY & INVESTMENTS LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1965 GULF OF MEXICO DRIVE G5-104 Longboat Key, FL MLS# A4670323
$495,000
2

Beds

2.0

Baths

933

Sq.Ft.

1965 GULF OF MEXICO DRIVE G5-104

Longboat Key, FL

Courtesy of COLDWELL BANKER REALTY
View 4370 CHATHAM DRIVE 204 Longboat Key, FL MLS# A4674741
  • Virtual Tour
1 of 68
OPEN HOUSE: Sunday 1/25 1:00 PM - 3:00 PM
$495,000
2

Beds

2.0

Baths

928

Sq.Ft.

4370 CHATHAM DRIVE 204

Longboat Key, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 2055 GULF OF MEXICO DRIVE G2-108 Longboat Key, FL MLS# A4654096
$485,000
2

Beds

1.0

Baths

933

Sq.Ft.

2055 GULF OF MEXICO DRIVE G2-108

Longboat Key, FL

Courtesy of COLDWELL BANKER REALTY
View 4440 EXETER DRIVE 204 Longboat Key, FL MLS# A4666657
$485,000
2

Beds

2.0

Baths

1,152

Sq.Ft.

4440 EXETER DRIVE 204

Longboat Key, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 2045 GULF OF MEXICO DRIVE M1-502 Longboat Key, FL MLS# A4675820
$485,000
2

Beds

1.0

Baths

928

Sq.Ft.

2045 GULF OF MEXICO DRIVE M1-502

Longboat Key, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 1975 GULF OF MEXICO DRIVE G4-308 Longboat Key, FL MLS# A4666939
$480,000
2

Beds

2.0

Baths

1,068

Sq.Ft.

1975 GULF OF MEXICO DRIVE G4-308

Longboat Key, FL

Courtesy of MANGROVE REALTY ASSOCIATES
View 4370 CHATHAM DRIVE 104 Longboat Key, FL MLS# A4674307
$480,000
2

Beds

2.0

Baths

1,072

Sq.Ft.

4370 CHATHAM DRIVE 104

Longboat Key, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 1975 GULF OF MEXICO DRIVE G4-206 Longboat Key, FL MLS# A4663933
$479,000
2

Beds

2.0

Baths

1,068

Sq.Ft.

1975 GULF OF MEXICO DRIVE G4-206

Longboat Key, FL

Courtesy of MANGROVE REALTY ASSOCIATES
View 657 CEDARS COURT Longboat Key, FL MLS# A4674836
  • Virtual Tour
1 of 39
OPEN HOUSE: Friday 1/23 9:00 AM - 12:00 PM
$475,000
1

Beds

2.0

Baths

1,244

Sq.Ft.

657 CEDARS COURT

Longboat Key, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 4840 GULF OF MEXICO DRIVE Villa 15 Longboat Key, FL MLS# A4652683
  • Virtual Tour
1 of 74
OPEN HOUSE: Saturday 1/24 3:00 PM - 5:00 PM
$469,000
2

Beds

2.0

Baths

1,084

Sq.Ft.

4840 GULF OF MEXICO DRIVE Villa 15

Longboat Key, FL

Courtesy of COLDWELL BANKER REALTY
View 619 CEDARS COURT Longboat Key, FL MLS# A4629084
  • Virtual Tour
1 of 95
$450,000
1

Beds

2.0

Baths

1,244

Sq.Ft.

619 CEDARS COURT

Longboat Key, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 2600 HARBOURSIDE DRIVE L-04 Longboat Key, FL MLS# A4645494
$450,000
Studio

Beds

0.0

Baths

2600 HARBOURSIDE DRIVE L-04

Longboat Key, FL

Courtesy of LBRE LLC
View 1904 HARBOURSIDE DRIVE 202 Longboat Key, FL MLS# A4662403
  • Virtual Tour
1 of 65
OPEN HOUSE: Sunday 1/25 1:00 PM - 3:00 PM
$449,000
2

Beds

2.1

Baths

1,590

Sq.Ft.

1904 HARBOURSIDE DRIVE 202

Longboat Key, FL

Courtesy of COLDWELL BANKER REALTY
View 2850 GULF OF MEXICO DRIVE 2 Longboat Key, FL MLS# A4670111
$449,000
2

Beds

1.0

Baths

695

Sq.Ft.

2850 GULF OF MEXICO DRIVE 2

Longboat Key, FL

Courtesy of COLDWELL BANKER REALTY
View 106 TWIN SHORES BOULEVARD Longboat Key, FL MLS# A4677907
  • Adult Community with Virtual Tour
1 of 27
$439,000
2

Beds

2.0

Baths

763

Sq.Ft.

106 TWIN SHORES BOULEVARD

Longboat Key, FL

Courtesy of COLDWELL BANKER REALTY
View 5310 GULF OF MEXICO DRIVE 18 Longboat Key, FL MLS# A4661148
$425,000
1

Beds

1.0

Baths

711

Sq.Ft.

5310 GULF OF MEXICO DRIVE 18

Longboat Key, FL

Courtesy of EZ CHOICE REALTY
View 527 SUTTON PLACE Longboat Key, FL MLS# A4677642
  • Recently Listed
1 of 88
$425,000
2

Beds

1.1

Baths

1,088

Sq.Ft.

527 SUTTON PLACE

Longboat Key, FL

Courtesy of MICHAEL SAUNDERS & COMPANY

About Longboat Key

Listings in Longboat Key, FL

474

Estimated median home price

$1,102,500
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 4
$100K - 200K 7
$200K - 300K 20
$300K - 400K 24
$400K - 500K 22
$500K - 600K 25
$600K - 700K 36
$700K - 800K 29
$800K - 900K 24
$900K - 1M 31
$1M - Max 252

Homes for Sale by Type in Longboat Key, FL

Property Type Count
Single Family 109
Townhouse 10
Condo 312
Commercial 0
Rental 143
Lots and Land 35
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 7
Farms 0

(Data as of 1/22/2026)

Information deemed reliable but not guaranteed.

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 1/22/2026.