View 927 CONTENTO STREET Sarasota, FL MLS# A4691441
$2,300,000
4

Beds

3.1

Baths

3,649

Sq.Ft.

927 CONTENTO STREET

Sarasota, FL

Courtesy of REALTY EXECUTIVES GALLERY
View 5569 SHADOW LAWN DRIVE Sarasota, FL MLS# A4691399
  • Recently Listed with Virtual Tour
1 of 66
$1,250,000
3

Beds

2.0

Baths

2,074

Sq.Ft.

5569 SHADOW LAWN DRIVE

Sarasota, FL

Courtesy of IRONGATE REALTY INC
View 5353 SHADOW LAWN DRIVE Sarasota, FL MLS# A4690427
  • Virtual Tour
1 of 62
$933,000
3

Beds

2.0

Baths

1,596

Sq.Ft.

5353 SHADOW LAWN DRIVE

Sarasota, FL

Courtesy of IRONGATE REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 822 PARADISE WAY Sarasota, FL MLS# A4688817
  • Virtual Tour
1 of 11
$1,575,000
Studio

Beds

0.0

Baths

822 PARADISE WAY

Sarasota, FL

Courtesy of COLDWELL BANKER REALTY
View 5448 AZURE WAY Sarasota, FL MLS# A4688348
$1,750,000
Studio

Beds

0.0

Baths

5448 AZURE WAY

Sarasota, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 5569 CAPE LEYTE DRIVE Sarasota, FL MLS# A4685577
  • Virtual Tour
1 of 68
$4,495,000
5

Beds

4.0

Baths

3,654

Sq.Ft.

5569 CAPE LEYTE DRIVE

Sarasota, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 742 EDGEMERE Siesta Key, FL MLS# W7883717
  • Virtual Tour
1 of 36
$1,700,000
3

Beds

2.0

Baths

1,454

Sq.Ft.

742 EDGEMERE

Siesta Key, FL

Courtesy of LISTWITHFREEDOM.COM
View 814 PARADISE WAY Sarasota, FL MLS# TB8483961
  • Virtual Tour
1 of 25
$1,995,000
4

Beds

2.0

Baths

1,996

Sq.Ft.

814 PARADISE WAY

Sarasota, FL

Courtesy of COMMUNITY REALTY ASSOCIATES
View 951 CONTENTO ST. Siesta Key, FL MLS# A4684955
  • Virtual Tour
1 of 53
OPEN HOUSE: Sunday 5/3 12:00 PM - 3:00 PM
$1,950,000
3

Beds

3.0

Baths

2,882

Sq.Ft.

951 CONTENTO ST.

Siesta Key, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 5507 CONTENTO DRIVE Sarasota, FL MLS# A4683288
  • Virtual Tour
1 of 91
$1,775,000
3

Beds

3.0

Baths

1,788

Sq.Ft.

5507 CONTENTO DRIVE

Sarasota, FL

Courtesy of PREFERRED SHORE LLC
View 1002 GLEBE LANE Sarasota, FL MLS# A4679533
  • Virtual Tour
1 of 48
$1,095,000
3

Beds

2.0

Baths

1,808

Sq.Ft.

1002 GLEBE LANE

Sarasota, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 734 CANAL ROAD Sarasota, FL MLS# A4675607
  • Virtual Tour
1 of 50
$995,000
3

Beds

2.0

Baths

1,412

Sq.Ft.

734 CANAL ROAD

Sarasota, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 5362 SHADOW LAWN DRIVE Sarasota, FL MLS# A4667008
  • Virtual Tour
1 of 97
$4,950,000
3

Beds

3.2

Baths

4,294

Sq.Ft.

5362 SHADOW LAWN DRIVE

Sarasota, FL

Courtesy of NCC PROPERTIES LLC
View 5569 CONTENTO DRIVE Sarasota, FL MLS# A4670108
  • Virtual Tour
1 of 79
$1,749,000
2

Beds

2.0

Baths

1,772

Sq.Ft.

5569 CONTENTO DRIVE

Sarasota, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 5560 SHADOW LAWN DRIVE Sarasota, FL MLS# A4636955
  • Virtual Tour
1 of 47
$1,549,000
4

Beds

3.0

Baths

2,124

Sq.Ft.

5560 SHADOW LAWN DRIVE

Sarasota, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

About Siesta Isles

Listings in Siesta Isles, Siesta Key, FL

15

Estimated median home price

$1,749,000
Siesta Isles, Siesta Key Real Estate

Search Siesta Isles, Florida Real Estate Listings & New Homes for Sale in Siesta Isles, FL. Find Siesta Isles Houses, Townhouses, Condos, & Properties for Sale at Weichert.com

Homes for Sale by Price in Siesta Isles, Siesta Key, FL

Price Count
$0 - 100K 0
$100K - 200K 0
$200K - 300K 0
$300K - 400K 0
$400K - 500K 0
$500K - 600K 0
$600K - 700K 0
$700K - 800K 0
$800K - 900K 0
$900K - 1M 2
$1M - Max 13

Homes for Sale by Type in Siesta Isles, Siesta Key, FL

Property Type Count
Single Family 13
Townhouse 0
Condo 0
Commercial 0
Rental 6
Lots and Land 2
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 4/27/2026)

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 5/4/2026.