View 7143 LA LENAIRE DRIVE Longboat Key, FL MLS# A4694196
  • Recently Listed with Virtual Tour
1 of 78
$5,995,000
4

Beds

4.0

Baths

2,721

Sq.Ft.

7143 LA LENAIRE DRIVE

Longboat Key, FL

Courtesy of COMPASS FLORIDA LLC
View 3606 FAIR OAKS PLACE Longboat Key, FL MLS# A4694394
  • Recently Listed with Virtual Tour
1 of 83
$4,999,000
5

Beds

3.0

Baths

3,842

Sq.Ft.

3606 FAIR OAKS PLACE

Longboat Key, FL

Courtesy of SARASOTA TRUST REALTY COMPANY
View 6441 GULFSIDE ROAD Longboat Key, FL MLS# A4692771
  • Virtual Tour
1 of 17
$5,600,000
Studio

Beds

0.0

Baths

6441 GULFSIDE ROAD

Longboat Key, FL

Courtesy of DEVELOPERS REALTY LBK, INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 530 JESSMYTH DRIVE Longboat Key, FL MLS# A4691731
  • Virtual Tour
1 of 37
$5,985,000
Studio

Beds

0.0

Baths

530 JESSMYTH DRIVE

Longboat Key, FL

Courtesy of BEACH HOUSE REAL ESTATE LLC
View 6351 GULF OF MEXICO DRIVE Longboat Key, FL MLS# A4691982
$6,495,000
Studio

Beds

0.0

Baths

6351 GULF OF MEXICO DRIVE

Longboat Key, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 519 ROUNTREE DRIVE Longboat Key, FL MLS# A4690210
  • New Construction with Virtual Tour
1 of 88
$6,488,000
4

Beds

4.1

Baths

3,554

Sq.Ft.

519 ROUNTREE DRIVE

Longboat Key, FL

Courtesy of COMPASS FLORIDA LLC
View 415 L AMBIANCE DRIVE A301 Longboat Key, FL MLS# A4688759
$6,100,000
3

Beds

3.2

Baths

3,380

Sq.Ft.

415 L AMBIANCE DRIVE A301

Longboat Key, FL

Courtesy of COLDWELL BANKER REALTY
View 6601 GULFSIDE ROAD Longboat Key, FL MLS# A4685370
  • Virtual Tour
1 of 13
$5,600,000
Studio

Beds

0.0

Baths

6601 GULFSIDE ROAD

Longboat Key, FL

Courtesy of DEVELOPERS REALTY LBK, INC
View 530 CHIPPING LANE Longboat Key, FL MLS# A4685275
  • New Construction with Virtual Tour
1 of 49
$5,799,000
5

Beds

5.2

Baths

4,216

Sq.Ft.

530 CHIPPING LANE

Longboat Key, FL

Courtesy of BRISTA REALTY LLC
View 1581 GULF OF MEXICO DRIVE 406 Longboat Key, FL MLS# A4685503
$6,600,000
2

Beds

2.1

Baths

2,347

Sq.Ft.

1581 GULF OF MEXICO DRIVE 406

Longboat Key, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 6381 GULF OF MEXICO DRIVE Longboat Key, FL MLS# A4678978
$5,995,000
4

Beds

4.2

Baths

4,224

Sq.Ft.

6381 GULF OF MEXICO DRIVE

Longboat Key, FL

Courtesy of COLDWELL BANKER REALTY
View 4995 GULF OF MEXICO DRIVE 500 Longboat Key, FL MLS# A4677613
$5,695,000
4

Beds

3.1

Baths

3,344

Sq.Ft.

4995 GULF OF MEXICO DRIVE 500

Longboat Key, FL

Courtesy of DEVELOPERS REALTY LBK, INC
View 2944 GULF OF MEXICO DRIVE Longboat Key, FL MLS# A4672670
  • New Construction with Virtual Tour
1 of 19
$5,299,000
5

Beds

5.1

Baths

4,826

Sq.Ft.

2944 GULF OF MEXICO DRIVE

Longboat Key, FL

Courtesy of COLDWELL BANKER REALTY
View 7147 LA LENAIRE DRIVE Longboat Key, FL MLS# TB8448347
$5,000,000
5

Beds

5.1

Baths

3,503

Sq.Ft.

7147 LA LENAIRE DRIVE

Longboat Key, FL

Courtesy of SIGHT REAL ESTATE, LLC
View 524 HALYARD LN Longboat Key, FL MLS# A4663499
  • New Construction
1 of 77
$5,495,000
4

Beds

4.2

Baths

3,737

Sq.Ft.

524 HALYARD LN

Longboat Key, FL

Courtesy of HUNT BROTHERS REALTY, INC.
View 1630 HARBOR CAY LANE Longboat Key, FL MLS# A4657747
$5,595,000
Studio

Beds

0.0

Baths

1630 HARBOR CAY LANE

Longboat Key, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 2251 GULF OF MEXICO DRIVE 301 Longboat Key, FL MLS# A4658325
$5,999,000
4

Beds

4.1

Baths

3,921

Sq.Ft.

2251 GULF OF MEXICO DRIVE 301

Longboat Key, FL

Courtesy of HOUSE MATCH
View 6516 BAYOU HAMMOCK ROAD Longboat Key, FL MLS# A4632347
$5,400,000
Studio

Beds

0.0

Baths

6516 BAYOU HAMMOCK ROAD

Longboat Key, FL

Courtesy of DEVELOPERS REALTY LBK, INC

About Longboat Key

Listings in Longboat Key, FL

515

Estimated median home price

$1,000,000
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 5
$100K - 200K 4
$200K - 300K 20
$300K - 400K 33
$400K - 500K 30
$500K - 600K 34
$600K - 700K 37
$700K - 800K 34
$800K - 900K 32
$900K - 1M 32
$1M - Max 254

Homes for Sale by Type in Longboat Key, FL

Property Type Count
Single Family 137
Townhouse 5
Condo 325
Commercial 0
Rental 148
Lots and Land 41
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 5
Farms 0

(Data as of 5/31/2026)

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 6/1/2026.