587 Properties Available
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$2,000,000
Single Family Home
5033 OXFORD DR, Sarasota, FL 34242
TWO BUILDABLE LOTS! Incredible opportunity to build your dream home—or two—on Siesta Key's iconic Grand Canal. This exce...
Listed by COLDWELL BANKER REALTY


$1,399,000
Single Family Home
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


$1,295,000
Single Family Home
5432 CAPE LEYTE DR, Sarasota, FL 34242
Grab your sunglasses and flip-flops, because this charming Siesta Key retreat is just minutes from world-famous Siesta B...
Listed by PREMIER SOTHEBYS INTL REALTY


$685,000
Condo
225 HOURGLASS WAY #101, Sarasota, FL 34242
Completely renovated from top to bottom, this stunning 2-bedroom, 2-bath condo is located in the highly desirable Whispe...
Listed by WILLIAM RAVEIS REAL ESTATE


$12,600
Single Family Home
301 AVENIDA MADERA #A, Sarasota, FL 34242
Current Availability: 5/19/2024-5/25/2024, 5/30/2024-6/7/2024, 6/23/2024-7/26/2024, 8/24/2024-10/25/2024, 11/3/2024-11/7...
Listed by SHOWTIME REALTY


$12,600
Single Family Home
301 AVENIDA MADERA #B, Sarasota, FL 34242
Current Availability: 4/6/2025 This is THE location! Just steps to the Village cafe and the Hub Bar and Grille, and a sh...
Listed by SHOWTIME REALTY


$1,375,000
Single Family Home
4818 GIVENS CT, Sarasota, FL 34242
One or more photo(s) has been virtually staged. Charming Key West Style Home on World-Renowned Siesta Key Step into coa...
Listed by RE/MAX ALLIANCE GROUP


$799,000
Condo
777 BEACH RD #1B, Sarasota, FL 34242
Are you ready to experience the epitome of beachside living? Imagine waking up to the soft sound of waves and the scent ...
Listed by PREMIER SOTHEBYS INTL REALTY


$510,000
Condo
5855 MIDNIGHT PASS RD #512, Sarasota, FL 34242
Experience the epitome of coastal living in this beautifully renovated, turn-key furnished 1 bedroom, 1 bath condo, perf...
Listed by COLDWELL BANKER REALTY


$7,000
Single Family Home
4852 FEATHERBED LN, Sarasota, FL 34242
SIESTA KEY, Sarasota, Single Family Pool Home….Well-positioned for convenience and natural attractions . . . and dinner...
Listed by JENNETTE PROPERTIES INC


$1,950,000
Condo
1021 CRESCENT ST #unit 1, Sarasota, FL 34242
Escape to the ultimate Siesta Key lifestyle with this rarely available, turnkey-furnished coastal contemporary condo—off...
Listed by HARTMAN REAL ESTATE & COMPANY


$4,695,000
Single Family Home
3465 GULFMEAD DR, Sarasota, FL 34242
On north end of Siesta Key, this custom-built residence is surrounded by lush tropical foliage and mature coconut palms ...
Listed by PREMIER SOTHEBYS INTL REALTY


$474,500
Condo
1250 N PORTOFINO DR #304, Sarasota, FL 34242
Wake up to sunrises over the marina, spend your afternoons boating or relaxing on the powdery sands of Siesta Key Beach,...
Listed by MICHAEL SAUNDERS & COMPANY


$9,500,000
Single Family Home
8155 MIDNIGHT PASS RD, Sarasota, FL 34242
Welcome to one of the most impeccably reimagined residences on the quiet southern end of Siesta Key — a breathtaking bay...
Listed by MICHAEL SAUNDERS & COMPANY


$7,495,000
Single Family Home
89 AVENIDA MESSINA, Sarasota, FL 34242
Welcome to Seashell Esta, a stunning coastal retreat nestled in the heart of Siesta Key, offering the epitome of luxury ...
Listed by RE/MAX ALLIANCE GROUP


$5,495,000
Single Family Home
8800 MIDNIGHT PASS RD, Sarasota, FL 34242
Host your family, friends, or dream vacations at this New Construction Luxury Beach House with Ocean Views on Siesta Key...
Listed by THE STUTZMAN REALTY GROUP, LLC


$2,995,000
Single Family Home
91 AVENIDA VENECCIA, Sarasota, FL 34242
Introducing "Southern Exposure," a modern 5-bedroom, 4-bath home on Siesta Key, where paradise meets modern living. Nest...
Listed by RE/MAX ALLIANCE GROUP


$1,200,000
Single Family Home
105 ISLAND CIR, Sarasota, FL 34242
THIS LAND IS A RARE BEAUTY, are you dreaming of building your home where you and your family enjoy a lifestyle uniquely ...
Listed by COLDWELL BANKER REALTY


$4,000
Condo
5600 BEACH WAY DR #310, Sarasota, FL 34242
ONE MONTH MINIMUM - Siesta Key! Voted number 1 by Mr. Beach. 3 rd floor condo in an elevator building, directly across f...
Listed by STRINGER MANAGEMENT INC


$1,450,000
Condo
5920 MIDNIGHT PASS RD #406, Sarasota, FL 34242
Sarasota Surf and Racquet Club – Tower Building - Exceptional Beachfront Living on Siesta Key <br>Don't miss this rare o...
Listed by COLDWELL BANKER REALTY


$75,000
Condo
915 SEASIDE DR WEEKS 22-23 #405, Sarasota, FL 34242
Fractional Ownership. GUARANTEED GULF FRONT DELUXE UNIT. Only the Deluxe units are guaranteed to have gulf front views. ...
Listed by MICHAEL SAUNDERS & COMPANY


$18,000
Single Family Home
1202 SHARSWOOD LN, Sarasota, FL 34242
Annual, partially furnished single-family pool home is available for lease on Siesta Key. In the gated community of Spic...
Listed by PREMIER SOTHEBY'S INTERNATIONAL


$4,000
Condo
1200 E PEPPERTREE LN #305, Sarasota, FL 34242
3rd floor beautifully appointed. 2 bedroom 2 bath Unit is available Seasonal $7500; Yearly or 6 month rental $4500.000...
Listed by WATERSIDE REALTY LLC


$6,400,000
Single Family Home
156 GIVENS ST, Sarasota, FL 34242
Siesta Key modern gem directly on Big Pass with panoramic sunset views of the Gulf of America. New Roof, New Air Conditi...
Listed by 19TH HOLE PROPERTIES
