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41 Properties Available In 34242
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$1,369,000
Condo
5880 MIDNIGHT PASS RD #206, Sarasota, FL 34242
Find your beach get-away in this remodeled three-bedroom Casarina condo located on Siesta Key's famous Crescent Beach. T...
Listed by


$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...
Listed by


$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...
Listed by


$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...
Listed by


$495,000
Condo
1350 N PORTOFINO DR #208, Sarasota, FL 34242
Turnkey furnished 2-bedroom, 2-bath condo in the desirable 55+ community of Siesta Harbor on Siesta Key. This light-fill...
Listed by


$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...
Listed by


$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 ...
Listed by


$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...
Listed by


$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-...
Listed by


$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...
Listed by


$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...
Listed by


$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...
Listed by


$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...
Listed by


$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-...
Listed by


$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...
Listed by


$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...
Listed by


$619,900
Condo
915 Beach RD #215, Sarasota, FL 34242
Come check out this newly renovated turnkey condo that sits just across the street from one of the #1 beaches in America...
Listed by John R. Wood Properties

$619,900
Condo
915 Beach RD #215, Sarasota, FL 34242
Come check out this newly renovated turnkey condo that sits just across the street from one of the #1 beaches in America...
Listed by John R. Wood Properties

$619,900
Condo
915 Beach RD #215, Sarasota, FL 34242
Come check out this newly renovated turnkey condo that sits just across the street from one of the #1 beaches in America...
Listed by John R. Wood Properties


$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 ...
Listed by


$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, ...
Listed by


$1,100,000
Multi-Family
4859 COMMONWEALTH DR, Sarasota, FL 34242
INCOME-GENERATING TRIPLEX JUST MINUTES FROM WORLD-FAMOUS SIESTA KEY BEACH! <br>Located in the desirable Siesta Beach nei...
Listed by


$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...
Listed by


$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...
Listed by
