David Shippey
863.521.4517

siesta isles Real Estate

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.
Averages based on current search criteria as of 07/25/2025 10:09 PM
Class Total Number Price Beds Baths Age
Vacant Land2$925,000---
Rental4$6,1242.5258.8
Residential11$1,683,7893.12.755.6
Displaying results 1-10 of 17
18 Photos 5518 Shadow Lawn Drive Sarasota, FL 34242

5518 Shadow Lawn Drive
Sarasota, FL 34242
Siesta Isles
Rental

MLS# A4658266 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1790 Sqft
Type: SingleFamilyResidence, Area: 34242 - Sarasota/crescent Beach/siesta Key

2 Bedroom, 2 Bath home on Siesta Key with deep water canal access. Bring your boat & kayaks! Concrete seawall with dock. Home has been completely r... 

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$5,500
Provided courtesy of RE/MAX ALLIANCE GROUP
9 Photos 5587 Shadow Lawn Drive Sarasota, FL 34242

5587 Shadow Lawn Drive
Sarasota, FL 34242
Siesta Isles
Vacant Land

MLS# A4657583 / Active

Nestled on picturesque Shadow Lawn Drive, this 12,800-square-foot lot offers an exceptional canvas for your custom home. Framed by mature live oaks... 

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$850,000
Provided courtesy of COLDWELL BANKER REALTY
50 Photos 5572 Shadow Lawn Drive Sarasota, FL 34242

5572 Shadow Lawn Drive
Sarasota, FL 34242
Siesta Isles
Residential

MLS# A4656346 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2039 Sqft
Area: 34242 - Sarasota/crescent Beach/siesta Key, Subdivision: Siesta Isles

WATERFRONT HOME HALF A MILE TO SIESTA BEACH. Welcome to 5572 Shadow Lawn Drive on Siesta Key. This 3 Bedroom, 2 Bath home sits on a 14,300 SQ. FT. ... 

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$1,100,000
Reduced -$100,000
Provided courtesy of RE/MAX ALLIANCE GROUP
69 Photos 5569 Cape Leyte Drive Sarasota, FL 34242

5569 Cape Leyte Drive
Sarasota, FL 34242
Siesta Isles
Residential

MLS# A4656098 / Active
3 Beds, 4.00 Total Baths, 4 Full Bath, 3654 Sqft
Area: 34242 - Sarasota/crescent Beach/siesta Key, Subdivision: Siesta Isles

LOCATION, LOCATION, LOCATION !!!Live like a Lottery Winner on the Crystal Sands & Aqua Waters of Siesta Key. Literally, You can walk one block to b... 

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$4,999,777
Provided courtesy of MICHAEL SAUNDERS & COMPANY
26 Photos 5369 Shadow Lawn Drive Sarasota, FL 34242

5369 Shadow Lawn Drive
Sarasota, FL 34242
Siesta Isles
Residential

MLS# N6139320 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1348 Sqft
Area: 34242 - Sarasota/crescent Beach/siesta Key, Subdivision: Siesta Isles

Discover a rare opportunity to own a piece of Siesta Key history with this early Ruth Richmond designed single family home, ideally situated on a s... 

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$749,900
Reduced -$45,100
Provided courtesy of ACCARDI & ASSOCIATES REAL ESTA
66 Photos 5353 Shadow Lawn Drive Sarasota, FL 34242

5353 Shadow Lawn Drive
Sarasota, FL 34242
Siesta Isles
Residential

MLS# A4654465 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1596 Sqft
Area: 34242 - Sarasota/crescent Beach/siesta Key, Subdivision: Siesta Isles

With NO WATER DAMAGE OR WATER INTRUSION, you can have peace of mind that you are getting a MOVE IN READY piece of tranquility on the beautiful, wor... 

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$994,000
Reduced -$31,000
Provided courtesy of IRONGATE REALTY INC
81 Photos 5581 Shadow Lawn Drive Sarasota, FL 34242

5581 Shadow Lawn Drive
Sarasota, FL 34242
Siesta Isles
Residential

MLS# A4653589 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2120 Sqft
Area: 34242 - Sarasota/crescent Beach/siesta Key, Subdivision: Siesta Isles

Your Siesta Key dream starts right here! This spectacular, fully renovated 4-bedroom, 3-bath home in the highly sought-after Siesta Isles community... 

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$1,695,000
Provided courtesy of MICHAEL SAUNDERS & COMPANY
21 Photos 935 Contento St Sarasota, FL 34242

935 Contento St
Sarasota, FL 34242
Siesta Isles
Rental

MLS# A4653695 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2098 Sqft
Type: SingleFamilyResidence, Area: 34242 - Sarasota/crescent Beach/siesta Key

Rare waterfront Siesta Key pool home available for annual rental! This beautifully-renovated 3/2/2 pool home in Siesta Isles is available for immed... 

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$5,995
Provided courtesy of MOUNT VERNON PROPERTY MGMT INC
82 Photos 5223 Shadow Lawn Drive Sarasota, FL 34242

5223 Shadow Lawn Drive
Sarasota, FL 34242
Siesta Isles
Residential

MLS# A4653522 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1459 Sqft
Area: 34242 - Sarasota/crescent Beach/siesta Key, Subdivision: Siesta Isles

One or more photo(s) has been virtually staged. Elegant Siesta Key Retreat - Now Offered at $875,000Discover an unbeatable opportunity at 5223 Shad... 

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$875,000
Reduced -$120,000
Provided courtesy of REAL BROKER, LLC
97 Photos 1038 Contento Street Sarasota, FL 34242

1038 Contento Street
Sarasota, FL 34242
Siesta Isles
Residential

MLS# A4650938 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2217 Sqft
Area: 34242 - Sarasota/crescent Beach/siesta Key, Subdivision: Siesta Isles

Siesta Key Canal Front Home with 175 of sea wall on the Grand Canal in the desirable and quaint neighborhood of Siesta Isles. Ride your bike to the... 

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$1,725,000
Provided courtesy of SARASELLSSARASOTA.COM

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