Market Snapshot of Listings in Siesta Isles - Sarasota, FL 34242
The current prices for all Real Estate Listings in Siesta Isles - Sarasota, FL are reflected in the the table below.

Market Snapshot

Averages based on current search criteria as of 06/11/2026 6:15 PM

Class Total Price Beds Baths Age
Residential 8 $2,386,750 3.6 2.9 46.2
Vacant Land 2 $1,662,500 - - -
Displaying results 1-9 of 9
4 Photos 5572 Shadow Lawn Drive Sarasota, FL 34242

5572 Shadow Lawn Drive
Sarasota, FL 34242
Siesta Isles
Residential

MLS# A4695248 / Active
4 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 3523 Sqft
Area: 34242 - Sarasota/crescent Beach/siesta Key, Subdivision: Siesta Isles

Under Construction. An exceptional opportunity to own a brand-new waterfront residence in the highly sought-after Siesta Isles community. Expertly ... 

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$4,795,000
Provided courtesy of NCC PROPERTIES LLC
68 Photos 5569 Cape Leyte Drive Sarasota, FL 34242

5569 Cape Leyte Drive
Sarasota, FL 34242
Siesta Isles
Residential

MLS# A4685577 / Active
5 Beds, 4.00 Total Baths, 4 Full Bath, 3654 Sqft
Area: 34242 - Sarasota/crescent Beach/siesta Key, Subdivision: Siesta Isles

LOCATION, LOCATION, LOCATION !!! One Block to the Crystal Sands of Siesta Key Beach the #1 Beach in the USA! Or spend the day on the Aqua waters wi... 

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$4,495,000
Provided courtesy of MICHAEL SAUNDERS & COMPANY
25 Photos 814 Paradise Way Sarasota, FL 34242

814 Paradise Way
Sarasota, FL 34242
Siesta Isles
Residential

MLS# TB8483961 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1996 Sqft
Area: 34242 - Sarasota/crescent Beach/siesta Key, Subdivision: Siesta Isles

Exceptional Siesta Key waterfront residence offering a rare opportunity to own a turn-key, move-in-ready 4 bedrooms and 2 bathrooms home in one of ... 

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$1,995,000
Reduced -$105,000
Provided courtesy of COMMUNITY REALTY ASSOCIATES
53 Photos 951 Contento St. Siesta Key, FL 34242

951 Contento St.
Siesta Key, FL 34242
Siesta Isles
Residential

MLS# A4684955 / Active
3 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 2882 Sqft
Area: 34242 - Sarasota/crescent Beach/siesta Key, Subdivision: Siesta Isles

New low price and potential seller financing! Deep boating water on the Grand Canal and Siesta Keys world-famous beaches just minutes away, experie... 

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$1,890,000
Reduced -$60,000
Provided courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
70 Photos 5507 Contento Drive Sarasota, FL 34242

5507 Contento Drive
Sarasota, FL 34242
Siesta Isles
Residential

MLS# A4683288 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 1788 Sqft
Area: 34242 - Sarasota/crescent Beach/siesta Key, Subdivision: Siesta Isles

A BOATER'S DREAM! Welcome to your Siesta Key waterfront dream home on a third of an acre lot! Private dock with a 7,000lb boat lift on a wide part ... 

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$1,775,000
Reduced -$20,000
Provided courtesy of PREFERRED SHORE LLC
45 Photos 5448 Azure Way Sarasota, FL 34242

5448 Azure Way
Sarasota, FL 34242
Siesta Isles
Vacant Land

MLS# A4688348 / Active

This property checks all the boxes for a fabulous Siesta Key residence: Close to the beach, boat lift in the back, newly raised seawall, and a quie... 

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$1,750,000
Provided courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
36 Photos 742 Edgemere Siesta Key, FL 34242

742 Edgemere
Siesta Key, FL 34242
Siesta Isles
Residential

MLS# W7883717 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1454 Sqft
Area: 34242 - Sarasota/crescent Beach/siesta Key, Subdivision: Siesta Isles

Build or RenovateDiscover an exceptional waterfront opportunity in the coveted Siesta Isles neighborhood on Siesta Key. Situated on an oversized lo... 

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$1,750,000
Provided courtesy of LISTWITHFREEDOM.COM
47 Photos 5560 Shadow Lawn Drive Sarasota, FL 34242

5560 Shadow Lawn Drive
Sarasota, FL 34242
Siesta Isles
Residential

MLS# A4636955 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2124 Sqft
Area: 34242 - Sarasota/crescent Beach/siesta Key, Subdivision: Siesta Isles

One of the lowest priced homes on Siesta Key's deep boating water and only 3 blocks to the white quartz sand and aqua Gulf waters! An inviting oppo... 

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$1,399,000
Reduced -$100,000
Provided courtesy of PREMIER SOTHEBYS INTL REALTY
50 Photos 734 Canal Road Sarasota, FL 34242

734 Canal Road
Sarasota, FL 34242
Siesta Isles
Residential

MLS# A4675607 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1412 Sqft
Area: 34242 - Sarasota/crescent Beach/siesta Key, Subdivision: Siesta Isles

Endless possibilities just two blocks from Siesta Beach! Whether you're looking to remodel the structure or build a new island retreat, opportunity... 

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$995,000
Provided courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

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