View 4350 CHATHAM DRIVE #E106 Longboat Key, FL MLS# A4657888
$469,000
2

Beds

2.0

Baths

1,072

Sq.Ft.

4350 CHATHAM DRIVE #E106

Longboat Key, FL

Courtesy of EXP REALTY, LLC
View 2039 GULF OF MEXICO DRIVE #G3-207 Longboat Key, FL MLS# A4657767
$575,000
2

Beds

2.0

Baths

1,257

Sq.Ft.

2039 GULF OF MEXICO DRIVE #G3-207

Longboat Key, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 3710 GULF OF MEXICO DRIVE #E3 Longboat Key, FL MLS# A4592507
  • Adult Community with Virtual Tour
1 of 18
$199,999
2

Beds

1.0

Baths

680

Sq.Ft.

3710 GULF OF MEXICO DRIVE #E3

Longboat Key, FL

Courtesy of EDGEWATER REAL ESTATE, INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 4380 EXETER DRIVE #204 Longboat Key, FL MLS# A4656600
$549,900
2

Beds

2.0

Baths

992

Sq.Ft.

4380 EXETER 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 4840 GULF OF MEXICO DRIVE #Villa 15 Longboat Key, FL MLS# A4652683
  • Virtual Tour
1 of 74
OPEN HOUSE: Saturday 12/13 11:00 AM - 1:00 PM
$499,000
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 730 SPANISH DRIVE S #99 Longboat Key, FL MLS# A4653508
  • Adult Community with Virtual Tour
1 of 25
$379,500
2

Beds

2.0

Baths

1,375

Sq.Ft.

730 SPANISH DRIVE S #99

Longboat Key, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 4310 FALMOUTH DRIVE #105 Longboat Key, FL MLS# A4652643
$429,900
1

Beds

1.0

Baths

747

Sq.Ft.

4310 FALMOUTH DRIVE #105

Longboat Key, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 2600 HARBOURSIDE DRIVE #O-11 Longboat Key, FL MLS# A4652529
$250,000
Studio

Beds

0.0

Baths

2600 HARBOURSIDE DRIVE #O-11

Longboat Key, FL

Courtesy of LBRE LLC
View 6981 LOIS AVENUE Longboat Key, FL MLS# A4648890
$649,000
Studio

Beds

0.0

Baths

6981 LOIS AVENUE

Longboat Key, FL

Courtesy of SATO REAL ESTATE INC.
View 2800 HARBOURSIDE DRIVE #M-10 Longboat Key, FL MLS# A4629635
$330,000
Studio

Beds

0.0

Baths

2800 HARBOURSIDE DRIVE #M-10

Longboat Key, FL

Courtesy of LBRE LLC
View 2600 HARBOURSIDE DRIVE #L-03 Longboat Key, FL MLS# A4648812
$375,000
Studio

Beds

0.0

Baths

2600 HARBOURSIDE DRIVE #L-03

Longboat Key, FL

Courtesy of LBRE LLC
View 96 TWIN SHORES BOULEVARD Longboat Key, FL MLS# A4647217
  • Adult Community with Virtual Tour
1 of 31
$105,000
1

Beds

1.0

Baths

640

Sq.Ft.

96 TWIN SHORES BOULEVARD

Longboat Key, FL

Courtesy of PREMIER SOTHEBYS INTL REALTY
View 600 SUTTON PLACE #101B Longboat Key, FL MLS# C7507243
$399,000
1

Beds

1.0

Baths

883

Sq.Ft.

600 SUTTON PLACE #101B

Longboat Key, FL

Courtesy of MARINA PARK REALTY LLC
View 1928 HARBOURSIDE DRIVE #1403 Longboat Key, FL MLS# A4645559
$745,000
2

Beds

2.1

Baths

1,590

Sq.Ft.

1928 HARBOURSIDE DRIVE #1403

Longboat Key, FL

Courtesy of COLDWELL BANKER REALTY
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 600 SUTTON PLACE #104B Longboat Key, FL MLS# A4644920
$575,000
2

Beds

2.0

Baths

1,144

Sq.Ft.

600 SUTTON PLACE #104B

Longboat Key, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 4234 GULF OF MEXICO DRIVE #Q2 Longboat Key, FL MLS# A4643486
$684,900
2

Beds

2.0

Baths

1,150

Sq.Ft.

4234 GULF OF MEXICO DRIVE #Q2

Longboat Key, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 2800 HARBOURSIDE DRIVE #M-03 Longboat Key, FL MLS# A4629626
$250,000
Studio

Beds

0.0

Baths

2800 HARBOURSIDE DRIVE #M-03

Longboat Key, FL

Courtesy of LBRE LLC
View 2600 HARBOURSIDE DRIVE #H-10 Longboat Key, FL MLS# A4642531
$275,000
Studio

Beds

0.0

Baths

2600 HARBOURSIDE DRIVE #H-10

Longboat Key, FL

Courtesy of LBRE LLC

About Longboat Key

Listings in Longboat Key, FL

425

Estimated median home price

$1,100,000
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

PriceCount
$0 - 100K5
$100K - 200K6
$200K - 300K17
$300K - 400K27
$400K - 500K20
$500K - 600K20
$600K - 700K28
$700K - 800K25
$800K - 900K19
$900K - 1M29
$1M - Max229

Homes for Sale by Type in Longboat Key, FL

Property TypeCount
Single Family100
Townhouse4
Condo254
Commercial0
Rental144
Lots and Land34
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home8
Farms0

(Data as of 12/12/2025)

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 12/12/2025.