View 4370 CHATHAM DRIVE 102 Longboat Key, FL MLS# A4711042
  • Recently Listed
1 of 49
$400,000
2

Beds

2.0

Baths

1,072

Sq.Ft.

4370 CHATHAM DRIVE 102

Longboat Key, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 726 SPANISH DRIVE N 164 Longboat Key, FL MLS# A4711659
  • Recently Listed
1 of 38
$389,000
2

Beds

2.0

Baths

1,093

Sq.Ft.

726 SPANISH DRIVE N 164

Longboat Key, FL

Courtesy of HARRY ROBBINS ASSOC INC
View 2800 HARBOURSIDE DRIVE E06 Longboat Key, FL MLS# A4711335
  • Recently Listed with Virtual Tour
1 of 55
$275,000
0.0

Baths

2800 HARBOURSIDE DRIVE E06

Longboat Key, FL

Courtesy of CENTURY 21 BEGGINS ENTERPRISES
The time to sell is now! THE TIME TO SELL IS NOW!
View 2600 HARBOURSIDE DR N-09 Longboat Key, FL MLS# A4711170
  • Recently Listed with Virtual Tour
1 of 21
$225,000
0.0

Baths

2600 HARBOURSIDE DR N-09

Longboat Key, FL

Courtesy of LBRE LLC
View 6750 GULF OF MEXICO DRIVE 178 Longboat Key, FL MLS# A4710199
$449,000
2

Beds

2.0

Baths

1,241

Sq.Ft.

6750 GULF OF MEXICO DRIVE 178

Longboat Key, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 4330 FALMOUTH DRIVE 107 Longboat Key, FL MLS# A4710255
$399,000
2

Beds

2.0

Baths

1,072

Sq.Ft.

4330 FALMOUTH DRIVE 107

Longboat Key, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 693 SPANISH DRIVE N 24 Longboat Key, FL MLS# A4709220
  • Adult Community with Virtual Tour
1 of 82
$423,750
2

Beds

2.0

Baths

1,429

Sq.Ft.

693 SPANISH DRIVE N 24

Longboat Key, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 2600 HARBOURSIDE DRIVE Q8 Longboat Key, FL MLS# A4709248
$189,000
0.0

Baths

2600 HARBOURSIDE DRIVE Q8

Longboat Key, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 845 SPANISH DRIVE N 845 Longboat Key, FL MLS# A4706553
  • Adult Community with Virtual Tour
1 of 58
$450,000
2

Beds

2.0

Baths

1,357

Sq.Ft.

845 SPANISH DRIVE N 845

Longboat Key, FL

Courtesy of KW COASTAL LIVING III
View 2600 HARBOURSIDE Drive Longboat Key, FL MLS# 2168274
$275,000
0.0

Baths

1,302

Sq.Ft.

2600 HARBOURSIDE Drive

Longboat Key, FL

View 554 SPANISH DRIVE S Longboat Key, FL MLS# A4708871
  • Adult Community
1 of 70
$425,000
2

Beds

2.0

Baths

1,326

Sq.Ft.

554 SPANISH DRIVE S

Longboat Key, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 4380 EXETER DRIVE 101 Longboat Key, FL MLS# A4707428
$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 600 SUTTON PLACE 101B Longboat Key, FL MLS# C7531576
$319,000
1

Beds

1.0

Baths

883

Sq.Ft.

600 SUTTON PLACE 101B

Longboat Key, FL

Courtesy of MARINA PARK REALTY LLC
View 408 GULF OF MEXICO DRIVE 1206 Longboat Key, FL MLS# A4706908
$65,000
0.0

Baths

408 GULF OF MEXICO DRIVE 1206

Longboat Key, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 408 GULF OF MEXICO DRIVE 2207 Longboat Key, FL MLS# A4707116
$49,000
0.0

Baths

408 GULF OF MEXICO DRIVE 2207

Longboat Key, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 408 GULF OF MEXICO DRIVE 2114 Longboat Key, FL MLS# A4707119
$39,000
0.0

Baths

408 GULF OF MEXICO DRIVE 2114

Longboat Key, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 2800 HARBOURSIDE DRIVE E-21 Longboat Key, FL MLS# A4706843
$385,000
0.0

Baths

2800 HARBOURSIDE DRIVE E-21

Longboat Key, FL

Courtesy of LBRE LLC
View 3802 GULF OF MEXICO DRIVE A203 Longboat Key, FL MLS# A4704650
  • Virtual Tour
1 of 69
OPEN HOUSE: Sunday 11/15 12:00 PM - 3:00 PM
$399,000
2

Beds

2.0

Baths

1,007

Sq.Ft.

3802 GULF OF MEXICO DRIVE A203

Longboat Key, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 2800 HARBOURSIDE DRIVE DRIVE M-10 Longboat Key, FL MLS# A4705272
$289,000
0.0

Baths

2800 HARBOURSIDE DRIVE DRIVE M-10

Longboat Key, FL

Courtesy of LBRE LLC
View 96 TWIN SHORES BOULEVARD Longboat Key, FL MLS# A4706247
$425,000
2

Beds

2.0

Baths

758

Sq.Ft.

96 TWIN SHORES BOULEVARD

Longboat Key, FL

Courtesy of EVENTIDE REALTY LLC

About Longboat Key

Listings in Longboat Key, FL

365

Estimated median home price

$950,000
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 7
$100K - 200K 6
$200K - 300K 20
$300K - 400K 23
$400K - 500K 32
$500K - 600K 27
$600K - 700K 25
$700K - 800K 17
$800K - 900K 15
$900K - 1M 25
$1M - Max 168

Homes for Sale by Type in Longboat Key, FL

Property Type Count
Single Family 87
Townhouse 9
Condo 223
Commercial 0
Rental 135
Lots and Land 38
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 7
Farms 0

(Data as of 11/10/2026)

Information deemed reliable but not guaranteed.

Copyright 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved.

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 11/11/2026.