38 Properties Available In 34242
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$2,840,000
Single Family Home
430 ISLAND CIR, Sarasota, FL 34242
Welcome to 430 Island Circle, where island living feels both luxurious and refreshingly relaxed. Set on Palm Island, the...
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$1,495,000
Single Family Home
4114 ROBERTS POINT CIR, Sarasota, FL 34242
Discover the chance to own a meticulously maintained 4-bedroom, 3-bathroom home in Roberts Point—one of North Siesta Key...
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$975,000
Single Family Home
1203 LYRIC LN, Sarasota, FL 34242
One or more photo(s) has been virtually staged. INVESTORS >$25,000 Seller Credit toward furnishings! ** Gorgeous updated...
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$475,000
Condo
1215 S PORTOFINO DR #108, Sarasota, FL 34242
PRICE IMPROVEMENT! BEACH LOVERS AND BOATERS THIS PROPERTY IS FOR YOU! Experience the best of waterfront living in this b...
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$875,000
Condo
5780 MIDNIGHT PASS RD #303, Sarasota, FL 34242
Enjoy the best of Siesta Key living in this bright and airy 2-bedroom, 2-bath condo located within the gated Gulf & Bay ...
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$3,995,000
Single Family Home
810 SIESTA DR, Sarasota, FL 34242
Look no further. Welcome home to your coastal Siesta Key waterfront retreat, a boater's dream come true. On the desired ...
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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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$4,500
Condo
5855 MIDNIGHT PASS RD #404, Sarasota, FL 34242
AVAILABLE Jan, Feb, Mar, April 2026! Experience the best of Siesta Key living in this beautifully updated 2-bedroom, 2-b...
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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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$6,200
Condo
8735 MIDNIGHT PASS RD #206b, Sarasota, FL 34242
Looking for a sunny escape from the winter chill? Welcome to your fully furnished seasonal rental in the sought-after Tu...
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$764,000
Single Family Home
5141 SAINT ALBANS AVE, Sarasota, FL 34242
Tucked away on a quiet, tree-canopied street that sits high and did NOT flood, this Siesta Key property is more than a t...
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$739,000
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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$605,000
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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$2,800
Condo
9397 MIDNIGHT PASS RD #P3, Sarasota, FL 34242
Now available for ANNUAL RENTAL-$2800/mo OR MONTHLY RENTAL-$3,500/mo (May-Nov), $4,900/mo Dec-April, (plus tax). <br>3-...
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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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