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14 Properties

14 Properties Available In Siesta Isles

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$1,625,000

New

Single Family Home

3 Beds 3 Baths 2,027 SqFt

5215 CAPE LEYTE DR, Sarasota, FL 34242

SIESTA ISLES Waterfront Gem! Nestled in the back of the neighborhood, experience the best of Siesta Key living in this b...

Listed by MANGROVE REALTY ASSOCIATES

$5,500

Active

Single Family Home

2 Beds 2 Baths 1,790 SqFt

5518 SHADOW LAWN DR, Sarasota, FL 34242

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

Listed by RE/MAX ALLIANCE GROUP

$4,895,000

Price Dropped by $104K

Single Family Home

3 Beds 4 Baths 3,654 SqFt

5569 CAPE LEYTE DR, Sarasota, FL 34242

LOCATION, LOCATION, LOCATION !!! <br>Live like a Lottery Winner on the Crystal Sands & Aqua Waters of Siesta Key. Litera...

Listed by MICHAEL SAUNDERS & COMPANY

$1,100,000

Active

Single Family Home

3 Beds 2 Baths 2,039 SqFt

5572 SHADOW LAWN DR, Sarasota, FL 34242

OWNER IS MOTIVATED! PLEASE BRING A REASONABLE OFFER. WATERFRONT HOME HALF A MILE TO SIESTA BEACH. Welcome to 5572 Shadow...

Listed by RE/MAX ALLIANCE GROUP

$749,900

Active

Single Family Home

2 Beds 2 Baths 1,348 SqFt

5369 SHADOW LAWN DR, Sarasota, FL 34242

Discover a rare opportunity to own a piece of Siesta Key history with this early Ruth Richmond designed single family ho...

Listed by ACCARDI & ASSOCIATES REAL ESTA

$875,000

Active

Single Family Home

3 Beds 2 Baths 1,459 SqFt

5223 SHADOW LAWN DR, Sarasota, FL 34242

One or more photo(s) has been virtually staged. Elegant Siesta Key Retreat – Now Offered at $875,000 <br> <br>Discover a...

Listed by REAL BROKER, LLC

$5,895

Active

Single Family Home

3 Beds 2 Baths 2,098 SqFt

935 CONTENTO ST, Sarasota, FL 34242

NEW PRICE! Rare waterfront Siesta Key pool home available for annual rental! This beautifully-renovated 3/2/2 pool home...

Listed by MOUNT VERNON PROPERTY MGMT INC

$1,725,000

Active

Single Family Home

3 Beds 2 Baths 2,217 SqFt

1038 CONTENTO ST, Sarasota, FL 34242

Siesta Key Canal Front Home with 175' of sea wall on the Grand Canal in the desirable and quaint neighborhood of Siesta ...

Listed by SARASELLSSARASOTA.COM

$1,000,000

Active

Single Family Home

3 Beds 2 Baths 1,412 SqFt

734 CANAL RD, Sarasota, FL 34242

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

Listed by PREMIER SOTHEBYS INTL REALTY

$1,389,000

Active

Single Family Home

3 Beds 4 Baths 2,337 SqFt

5502 SHADOW LAWN DR, Sarasota, FL 34242

Build your Dream Home or renovate the existing home on this Siesta Isles Canal Front lot just a short walk to the cool p...

Listed by PREFERRED SHORE LLC

$1,695,000

Active

Single Family Home

4 Beds 3 Baths 2,124 SqFt

5560 SHADOW LAWN DR, Sarasota, FL 34242

New price! Discover the epitome of coastal living with this stunning waterfront home on Siesta Key, steps from the world...

Listed by PREMIER SOTHEBYS INTL REALTY

$8,000

Active

Single Family Home

3 Beds 2 Baths 2,002 SqFt

5640 CAPE LEYTE DR, Sarasota, FL 34242

It's all about the beach and the bourbon! This 1964 Siesta Key classic beach house with terrazzo flooring has been total...

Listed by ASCENDIA REAL ESTATE

$5,000

Active

Single Family Home

2 Beds 2 Baths 1,424 SqFt

5577 CONTENTO DR, Sarasota, FL 34242

This is a short term rental. Listing reflects off season rate. Available peak season month: January 3rd - 31st, 2026. We...

Listed by ASCENDIA REAL ESTATE

$799,000

Price Dropped by $51K

Vacant Land

0.29 Acres

5587 SHADOW LAWN DR, Sarasota, FL 34242

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

Listed by COLDWELL BANKER REALTY

14 Properties Available In Siesta Isles

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