View 615 DREAM ISLAND PLACE 105 Longboat Key, FL MLS# A4689957
  • Recently Listed with Virtual Tour
1 of 40
$995,000
2

Beds

2.0

Baths

1,293

Sq.Ft.

615 DREAM ISLAND PLACE 105

Longboat Key, FL

Courtesy of CENTURY 21 BEGGINS ENTERPRISES
View 828 BAYPORT WAY 828 Longboat Key, FL MLS# A4689635
  • Recently Listed with Virtual Tour
1 of 64
OPEN HOUSE: Friday 4/17 12:00 PM - 2:00 PM
$900,000
2

Beds

2.0

Baths

1,456

Sq.Ft.

828 BAYPORT WAY 828

Longboat Key, FL

Courtesy of COMPASS FLORIDA LLC
View 1000 LONGBOAT CLUB ROAD 304 Longboat Key, FL MLS# A4689434
  • Recently Listed with Virtual Tour
1 of 17
$874,500
2

Beds

2.0

Baths

1,409

Sq.Ft.

1000 LONGBOAT CLUB ROAD 304

Longboat Key, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 815 BAYPORT WAY 815 Longboat Key, FL MLS# A4689278
  • Recently Listed
1 of 57
$850,000
2

Beds

2.0

Baths

1,601

Sq.Ft.

815 BAYPORT WAY 815

Longboat Key, FL

Courtesy of COLDWELL BANKER REALTY
View 3466 WINDING OAKS DRIVE 35 Longboat Key, FL MLS# A4686581
  • Recently Listed with Virtual Tour
1 of 50
$795,000
2

Beds

2.0

Baths

2,039

Sq.Ft.

3466 WINDING OAKS DRIVE 35

Longboat Key, FL

Courtesy of COLDWELL BANKER REALTY
View 6701 GULF OF MEXICO DRIVE 332 Longboat Key, FL MLS# A4689175
  • Recently Listed with Virtual Tour
1 of 30
$795,000
1

Beds

2.0

Baths

990

Sq.Ft.

6701 GULF OF MEXICO DRIVE 332

Longboat Key, FL

Courtesy of COLDWELL BANKER REALTY
View 2020 HARBOURSIDE DRIVE 417 Longboat Key, FL MLS# A4686674
  • Recently Listed with Virtual Tour
1 of 50
$899,000
2

Beds

2.0

Baths

1,715

Sq.Ft.

2020 HARBOURSIDE DRIVE 417

Longboat Key, FL

Courtesy of COLDWELL BANKER REALTY
View 806 BAYPORT WAY 806 Longboat Key, FL MLS# TB8489326
  • Recently Listed with Virtual Tour
1 of 82
$949,000
2

Beds

2.0

Baths

1,392

Sq.Ft.

806 BAYPORT WAY 806

Longboat Key, FL

Courtesy of KELLER WILLIAMS SUBURBAN TAMPA
View 1955 GULF OF MEXICO DR G6-311 Longboat Key, FL MLS# A4687954
  • Recently Listed with Virtual Tour
1 of 60
$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 100 SANDS POINT ROAD 108 Longboat Key, FL MLS# A4688092
  • Recently Listed
1 of 46
$925,000
2

Beds

2.0

Baths

1,492

Sq.Ft.

100 SANDS POINT ROAD 108

Longboat Key, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 1281 GULF OF MEXICO DRIVE 111 Longboat Key, FL MLS# A4688079
  • Recently Listed with Virtual Tour
1 of 51
$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 5655 GULF OF MEXICO DRIVE A107 Longboat Key, FL MLS# A4687549
  • Recently Listed with Virtual Tour
1 of 29
OPEN HOUSE: Sunday 4/19 1:00 PM - 3:00 PM
$799,000
2

Beds

2.0

Baths

1,274

Sq.Ft.

5655 GULF OF MEXICO DRIVE A107

Longboat Key, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 1085 GULF OF MEXICO DRIVE 404 Longboat Key, FL MLS# A4686960
$950,000
2

Beds

2.0

Baths

1,503

Sq.Ft.

1085 GULF OF MEXICO DRIVE 404

Longboat Key, FL

Courtesy of COLDWELL BANKER REALTY
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 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 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 2000 HARBOURSIDE DRIVE 1501 Longboat Key, FL MLS# A4684680
$820,000
2

Beds

2.0

Baths

1,370

Sq.Ft.

2000 HARBOURSIDE DRIVE 1501

Longboat Key, FL

Courtesy of DEVELOPERS REALTY LBK, INC
View 1912 HARBOURSIDE DRIVE 604 Longboat Key, FL MLS# A4683819
$850,000
3

Beds

3.0

Baths

1,316

Sq.Ft.

1912 HARBOURSIDE DRIVE 604

Longboat Key, FL

Courtesy of S&N REAL ESTATE, INC.
View 1241 GULF OF MEXICO DRIVE 111 Longboat Key, FL MLS# A4684166
$950,000
1

Beds

2.0

Baths

940

Sq.Ft.

1241 GULF OF MEXICO DRIVE 111

Longboat Key, FL

Courtesy of DEVELOPERS REALTY LBK, INC

About Longboat Key

Listings in Longboat Key, FL

569

Estimated median home price

$1,050,000
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 7
$200K - 300K 20
$300K - 400K 33
$400K - 500K 26
$500K - 600K 43
$600K - 700K 42
$700K - 800K 33
$800K - 900K 35
$900K - 1M 35
$1M - Max 289

Homes for Sale by Type in Longboat Key, FL

Property Type Count
Single Family 146
Townhouse 7
Condo 364
Commercial 0
Rental 146
Lots and Land 42
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 8
Farms 0

(Data as of 4/16/2026)

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 4/16/2026.