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41 Properties Available In 34242
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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 ...
Listed by Curt Ware KW COASTAL LIVING III


$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 Suki Scollo COLDWELL BANKER REALTY


$1,250,000
Single Family Home
5354 CALLE FLORIDA, Sarasota, FL 34242
Tucked away on Palm Island, one of Siesta Key's most exclusive neighborhoods, this stunning Spanish-inspired home is mor...
Listed by Angelica Ridley KELLER WILLIAMS ON THE WATER S


$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 Anna Lee Williams SHOWTIME REALTY


$600,000
Villas
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 Natalie Gutwein MICHAEL SAUNDERS & COMPANY


$10,000
Condo
1308 OLD STICKNEY POINT RD #W32, Sarasota, FL 34242
Waterfront Elegance at Marina Del Sol – Your Seasonal Retreat. <br> <br>Indulge in the ultimate Sarasota lifestyle at th...
Listed by Olga Smith IMPERIAL PROPERTY GROUP LLC


$7,000
Condo
4660 OCEAN BLVD #Q2, Sarasota, FL 34242
Available this January through April. Step into island living with this updated 2-bedroom, 2-bath condo just steps from ...
Listed by Kevin Bryceland RANCH REALTY


$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 Justin Piccillo KW COASTAL LIVING III


$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 Anthony Dalesandro BRIGHT REALTY


$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 Sandy Gamble Hulvat WATERSIDE REALTY LLC


$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 Colin Mooney BRICK STREET REALTY


$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 Andrea Eck CAPITAL REAL ESTATE ENTERPRISE


$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 Lori Madden MANGROVE REALTY ASSOCIATES


$675,000
Condo
119 WHISPERING SANDS CIR #V36, Sarasota, FL 34242
One or more photo(s) has been virtually staged. LOVELY REMODELED VILLA JUST STEPS FROM THE SAND! This 2 bed/2 bath vill...
Listed by Harriet Stopher COLDWELL BANKER REALTY


$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 Jesse Bauer KELLER WILLIAMS ON THE WATER S


$975,000
Single Family Home
795 PLYMOUTH ST, Sarasota, FL 34242
Welcome to your slice of paradise on Siesta Key. This beautifully updated 4-bedroom home offers the perfect blend of coa...
Listed by Courtney Church COLDWELL BANKER REALTY


$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 Brian Ward WATERSIDE REALTY LLC


$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 Robert D. Bevington SHOWTIME REALTY


$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 Monika Szkorupova FLORIDA & NEW YORK REAL ESTATE


$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 Isaiah Miller HARRY ROBBINS ASSOC INC


$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 Justin Piccillo KW COASTAL LIVING III


$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...
Listed by Cole Collins COLDWELL BANKER REALTY


$619,900
Condo
915 BEACH RD #215, Siesta Key, FL 34242
NEW PRICE! Come check out this turnkey condo that sits just across the street from one of the #1 beaches in America! Thi...
Listed by Amber Moss JOHN R WOOD PROPERTIES


$999,900
Single Family Home
568 VENICE LN, Sarasota, FL 34242
Price Improvement! Don't Miss This Waterside East Gem in Siesta Key! <br> <br>Amazing opportunity to own a pool home wit...
Listed by Wade Stafford ALL FLORIDA PROPERTY GROUP,INC
