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32 Properties Available
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$590,000
Condo
5830 MIDNIGHT PASS RD #25, Sarasota, FL 34242
Step into luxury with this fully renovated 1 bed, 1 bath condo featuring high-end finishes and thoughtful upgrades throu...
Listed by


$2,500,000
Single Family Home
1248 NORTHPORT DR, Sarasota, FL 34242
One or more photo(s) has been virtually staged. Siesta Key, island living at its best. Welcome to your waterside home wh...
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$2,495,000
Single Family Home
3959 SOMERSET DR UNIT 5, Sarasota, FL 34242
Boaters, this one is rare! On deep, protected water in Cocoanut Bayou with no fixed bridges. This fully remodeled home o...
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$600,000
Single Family Home
6020 MIDNIGHT PASS RD #63, Siesta Key, FL 34242
Welcome to Villa 63 at Aloha Kai, a beautifully renovated one-bedroom, one-bath villa located just steps from the world-...
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$6,000
Condo
8710 MIDNIGHT PASS RD #203, Sarasota, FL 34242
Nestled in a serene spot on Turtle Beach, this charming condo offers the perfect blend of coastal living and comfort. Wi...
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$759,000
Condo
797 BEACH RD #509, Sarasota, FL 34242
PENTHOUSE" OPPORTUNITY on the 5th Floor of Building 797 in Sought After & Gated CRESCENT ROYALE! As you walk through the...
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$586,000
Condo
9397 MIDNIGHT PASS RD #505, Sarasota, FL 34242
Discover an exclusive, gated oasis at the southernmost tip of Siesta Key. This recently renovated 5th-floor condo, nestl...
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$15,000
Single Family Home
5334 CALLE FLORIDA, Sarasota, FL 34242
Beautiful home that was rebuilt in 1997 located on Palm Island on Siesta Key. Palm Island is considered the “heart of Si...
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$615,000
Condo
925 BEACH RD #310, Sarasota, FL 34242
Siesta Key 2BR/1BA condo updated in 2021 with sweeping Gulf views from a private balcony. Bright, open living area flows...
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$4,900
Condo
9397 MIDNIGHT PASS RD #P3, Sarasota, FL 34242
Book by 10/31/25 and get 2 extra weeks FREE! * * * Discover your island escape at The Pointe at Midnight Pass on Siest...
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$1,549,000
Single Family Home
5215 CAPE LEYTE DR, Sarasota, FL 34242
JUST REDUCED!! SIESTA ISLES Waterfront Gem. Experience the best of Siesta Key living in this well maintained 3-bedroom...
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$889,999
Condo
6263 MIDNIGHT PASS RD #403, Sarasota, FL 34242
Discover this one-of-a-kind unit in Excelsior, featuring two spacious bedrooms and two bathrooms, complemented by an add...
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$3,500
Condo
8776 MIDNIGHT PASS RD #C107, Sarasota, FL 34242
Available November and December 2025 - 3500.00... - Not Available January through April 2026.. Experience the best of ...
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$475,000
Condo
5855 MIDNIGHT PASS RD #314, Sarasota, FL 34242
Attention Boaters, Kayakers and Tennis players! Located in the heart of Siesta Key overlooking the Sarasota Little Bay, ...
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$3,250
Condo
8701 MIDNIGHT PASS RD #106A, Sarasota, FL 34242
The owners are open and flexible, and are happy to consider all reasonable rental offers. <br>Prime Location! Prime Liv...
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$1,635,000
Single Family Home
5164 WINDWARD AVE, Sarasota, FL 34242
***SELLER FINANCING AVAILABLE*** Tucked away on a quiet dead-end street, this exceptional waterfront estate on Siesta K...
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$15,000
Condo
22 SANDY COVE RD #APT 10-5, Sarasota, FL 34242
RATES AND AVAILABILITY VARY. AVAILABLE SEASON 2026! Welcome to a completely renovated, light-filled penthouse in the exc...
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$5,500,000
Multi-Family
544 CANAL RD, Sarasota, FL 34242
SIESTA KEY INVESTMENT PROPERTY. Great location! Welcome to the Wildflower. Just steps from the #1 Beach in USA. Nestled ...
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$4,500
Single Family Home
5518 SHADOW LAWN DR, Sarasota, FL 34242
NEW LOWER PRICE! 2 Bedroom, 2 Bath home on Siesta Key with deep water canal access and minutes to famous Siesta Key Beac...
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$1,019,000
Single Family Home
568 VENICE LN, Sarasota, FL 34242
Don't Miss This Waterside East Gem in Siesta Key! <br> <br>Amazing opportunity to own a pool home with a seawall and doc...
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$599,000
Condo
915 BEACH RD #321, Sarasota, FL 34242
INVESTOR ALERT!! JUST REDUCED $26K!! This is the LOWEST PRICED and ONLY 2/2 available in LA SIESTA where weekly rentals ...
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$495,000
Condo
1300 N PORTOFINO DR #103, Sarasota, FL 34242
Welcome to your slice of paradise on world-renowned Siesta Key! Located just steps from the powdery white sands of the #...
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$649,000
Single Family Home
782 BIRDSONG LN, Sarasota, FL 34242
Opportunity knocks in one of the most sought-after locations on Siesta Key! Roof in good shape and impact windows throug...
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$995,500
Single Family Home
643 CALLE DEL OTONO, Sarasota, FL 34242
Price Reduced! Now $995,500 (Was $1,100,000) <br> <br>Beachside Paradise – Just 100 Yards from Siesta Key! <br> <br>Now ...
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