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28 Properties Available
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$1,649,000
Condo
6144 MIDNIGHT PASS RD #2N, Sarasota, FL 34242
It's all about THE VIEW and the Direct Beach Access!!! This first floor condominium has a Full Gulf View from the livin...
Listed by Susan Keal MICHAEL SAUNDERS & COMPANY


$5,500
Condo
5855 MIDNIGHT PASS RD #333, Sarasota, FL 34242
SIX+ MONTH RENTAL SPECIAL - OCTOBER 2026 THROUGH MARCH 2027, or Available for the 2027 Season. This beautifully updated...
Listed by Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC


$379,000
Single Family Home
159 VISTA HERMOSA CIR #27B, Sarasota, FL 34242
ATTENTION INVESTORS, VALUE MINDED BUYERS AND HOMEOWNERS!, one of the best value for a 2 bedroom 2 bath villa currentl...
Listed by Claude Pierre CP REALTY INTERNATIONAL


$2,595
Condo
9393 MIDNIGHT PASS RD #806, Sarasota, FL 34242
This freshly painted, remodeled, and unfurnished 2/2 unit includes stainless steel appliances and granite counter tops t...
Listed by Pamala Casey CASEY REALTY CORPORATION


$5,800
Single Family Home
4830 HIGEL AVE, Sarasota, FL 34242
Florida charm at it's best in this turnkey furnished vacation home on Siesta Key. The home is a mid-century in the style...
Listed by Toyia Youtzy JENNETTE PROPERTIES, INC.


$799,999
Condo
9150 BLIND PASS RD #206, Sarasota, FL 34242
Some photos have been virtually staged. Welcome to Fishermans Haven on South Siesta Key, where coastal comfort and moder...
Listed by Taylor Brady RE/MAX PALM REALTY


$2,350,000
Single Family Home
5073 HIGEL AVE, Sarasota, FL 34242
Welcome to luxury coastal living on Siesta Key. Perfectly positioned in the exclusive Sara Sands community, this fully r...
Listed by Abraham Ruth REALTY HUB


$424,900
Condo
1215 S PORTOFINO DR #406, Sarasota, FL 34242
Escape the winter chill and step into your endless summer at this meticulously maintained, fully turn-key furnished 2-be...
Listed by Miao Whiteside BERKSHIRE HATHAWAY HOMESERVICE


$5,000
Condo
5400 OCEAN BLVD #5-3, Sarasota, FL 34242
SEASONAL OR ANNUAL RENTAL AVAILABLE AT BEACH TERRACE ON SIESTA KEY! Experience Siesta Key beachfront living at it's bes...
Listed by Alex Lane PREMIER SOTHEBY'S INTERNATIONAL REALTY


$1,150,000
Condo
6266 MIDNIGHT PASS RD #404, Sarasota, FL 34242
RARELY AVAILABLE INCOME PRODUCING EXCELSIOR GULF FRONT UNIT This large unit has been completely updated and renovated wi...
Listed by Bob Stahlschmidt II BRIGHT REALTY


$849,000
Single Family Home
5026 CALLE MINORGA, Sarasota, FL 34242
A rare opportunity in the heart of Siesta Key Village, this furnished 3-bedroom cottage offers something few properties ...
Listed by Kim Donahue MEDWAY REALTY


$2,300
Condo
9200 MIDNIGHT PASS RD #24, Sarasota, FL 34242
Available August through October 15th 2026... Enjoy Endless Water Views from the Unit as well as Heated Pool, Boat Doc...
Listed by Robert D. Bevington SHOWTIME REALTY


$680,000
Condo
1332 SIESTA BAYSIDE DR #1332C, Sarasota, FL 34242
Turnkey furnished and beautifully updated, this 2-bedroom, 2-bath residence in Gulf & Bay Club Bayside offers an excepti...
Listed by Shane Lewis MICHAEL SAUNDERS & COMPANY


$4,995,000
Single Family Home
336 AVENIDA DE MAYO, Sarasota, FL 34242
Experience refined seaside luxury in this extraordinary 8-bedroom, 8.5-bathroom residence just moments from Siesta Key B...
Listed by Samantha Callaway RE/MAX ALLIANCE GROUP


$4,995,000
Single Family Home
332 AVENIDA DE MAYO, Sarasota, FL 34242
~Experience elevated coastal living in this fantastic BEACH HOUSE right in the heart of SIESTA KEY VILLAGE~ This beautif...
Listed by Sabrina Ullmann RE/MAX ALLIANCE GROUP


$375,000
Condo
1200 SIESTA BAYSIDE DR #1200G, Sarasota, FL 34242
Welcome to the world-famous Siesta Key! Now available a second-floor one-bedroom, one-bath condominium in the desirable ...
Listed by Jessica Ross, PA COLDWELL BANKER REALTY


$699,000
Condo
1200 EAST PEPPERTREE LANE #302, Sarasota, FL 34242
PRICE IMPROVEMENT OF $40.000!! Turnkey coastal living in the desirable mid-rise tower at Peppertree Bay on Siesta Key. T...
Listed by Renee Nadiv WILLIAM RAVEIS REAL ESTATE


$1,250,000
Condo
5780 MIDNIGHT PASS RD #110, Sarasota, FL 34242
Welcome to the effortless rhythm of island living at Gulf & Bay Club, one of Siesta Key's most prestigious beachfront co...
Listed by Natalie Gutwein MICHAEL SAUNDERS & COMPANY


$1,495,000
Condo
420 BEACH RD #606, Sarasota, FL 34242
This Rare Beachfront, Classic Coastal Modern extensively renovated 2/2 condo has your Dream View! Unobstructed Beach Vie...
Listed by Constantine Stratos COLDWELL BANKER REALTY


$546,662
Condo
915 BEACH RD #318, Sarasota, FL 34242
BEACH VIEWS, RENTAL FLEXIBILITY, AND THE ULTIMATE SIESTA KEY LIFESTYLE! <br> <br>Welcome to La Siesta Condominiums, wher...
Listed by Laura Millslagle PREFERRED SHORE LLC


$4,899,000
Condo
1140 SEASIDE DR #301 & Penthouse, Siesta Key, FL 34242
Repriced to the market - reduced over $350,000! An exceptional opportunity to own TWO stunning residences in one purchas...
Listed by Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY


$3,397,500
Single Family Home
5103 WINDWARD AVE, Sarasota, FL 34242
Completed new construction! Built safely and securely ten feet above the island's flood plain, 5103 Windward is unparall...
Listed by Karen Greco GRECO REAL ESTATE


$4,500,000
Condo
534 BEACH RD, Sarasota, FL 34242
Repriced to the market - reduced $500,000! An exquisite Gulf-front penthouse - a private third floor residence with a lo...
Listed by Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY


$2,499,000
Condo
1035 SEASIDE DR #404, Sarasota, FL 34242
Experience beachfront ownership that works for you. Residence 404 at Ten35 Seaside offers a rare opportunity to own a fu...
Listed by Jeff Lauer EXP REALTY LLC

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