Siesta Key, FL Homes

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  /4

  Est $1,249,802 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,566 Sq Ft

  1010 W Peppertree Ln Unit 231, Sarasota, FL 34242

  1010 W Peppertree Ln Unit 231, Sarasota, FL 34242
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  /56

  $859,900

  • 3 Beds
  • 2 Baths
  • 1,566 Sq Ft

  5855 Midnight Pass Rd Unit 319, Sarasota, FL 34242

  RARE FIND; 3 Bedroom, 2 Bath condo at the Newly Renovated Harbor Towers. The Exterior Facelift (2024-2025) includes New hurricane glass and windows, and a modernized exterior look that will give the new owner tremendous pride and comfort. The Assessments for this restoration have been paid in full by the current owner. Inside, the home comes Fully Furnished and is ready to begin as a rental

  Michelle Shiver KELLER WILLIAMS ON THE WATER S

  5855 Midnight Pass Rd Unit 319, Sarasota, FL 34242
• 

  

  /2

  $1,395,000 Sold Sep 30, 2024

  • 2,918 Sq Ft
  • $478/SF
  • 168 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1994

  5317 Siesta Ct, Sarasota, FL 34242

  Under contract- accepting back up offers. This open floor plan, single-story home offers a coastal lifestyle. Located in the highly coveted Siesta Cove subdivision on Siesta Key and spanning nearly 3,000 sq. ft., this 4-bedroom, 3-bathroom pool home is ideal for entertaining and families. The great room effortlessly connects the kitchen, breakfast counter, casual dining nook, and family room,

  Margot Vigar (Leonard) COLDWELL BANKER REALTY

  5317 Siesta Ct, Sarasota, FL 34242
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  /59

  Est $723,769 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,241 Sq Ft

  5860 Midnight Pass Rd Unit 19, Sarasota, FL 34242

  5860 Midnight Pass Rd Unit 19, Sarasota, FL 34242
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  /62

  $1,195,000 Open Sun 1PM - 4PM

  • 5 Beds
  • 3.5 Baths
  • 3,362 Sq Ft

  614 Tropical Cir, Sarasota, FL 34242

  Seller to offer credit towards closing costs, prepaids, and interest rate buydown with an acceptable offer. Nestled in the heart of Siesta Key, and close to one of the best beaches in the U.S., this spacious 5-bedroom, 3.5 bathroom home offers a perfect blend of comfort, style, and functionality. Featuring engineered hardwood floors throughout, this residence is designed for family living and

  Stacy Liljeberg MICHAEL SAUNDERS & COMPANY

  614 Tropical Cir, Sarasota, FL 34242
• 

  /2

  $1,985,000 Sold Sep 27, 2024

  • 2,288 Sq Ft
  • $868/SF
  • 32 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1970

  301 Avenida Madera, Sarasota, FL 34242

  RARE Siesta Key Waterfront property located in the Heart of Siesta Key Village! This home, which lives as a duplex, can be YOUR beach dream! Unique floorplan featuring two complete living spaces, each with two bedrooms and two baths, allows for you to live in one half and RENT the other. This distinctive home is fully furnished, including many upgrades & improvements. Meticulously cared-for, it

  Robert Bevington SHOWTIME REALTY

  301 Avenida Madera, Sarasota, FL 34242
• 

  

  /80

  Est $1,143,108 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,433 Sq Ft

  5790 Midnight Pass Rd Unit 205, Sarasota, FL 34242

  5790 Midnight Pass Rd Unit 205, Sarasota, FL 34242
• 

  

  /49

  $3,288,000

  • 3 Beds
  • 3.5 Baths
  • 2,885 Sq Ft

  5169 Sandy Shore Ave, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. LIVE IN PARADISE: Siesta Key Private ResidenceWelcome to your own slice of paradise—an elevated, Key West–style home where mornings begin with dolphin sightings and evenings end in golden Gulf Coast sunsets. Custom-built in 2015 by Lee Wetherington and enhanced with over $500K in upgrades, this beautifully updated, turnkey residence blends modern

  Andy Barnhardt WATERSIDE REALTY LLC

  5169 Sandy Shore Ave, Sarasota, FL 34242
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  /2

  $1,650,000 Sold Sep 24, 2024

  • 3,146 Sq Ft
  • $524/SF
  • 5 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1953

  311 Island Cir, Sarasota, FL 34242

  Stunning Waterfront 4-Bedroom Ranch on Siesta Key’s Palm Island! This exquisite home sits on a 22,000 sq. ft. waterfront lot, surrounded by lush tropical greenery, steps from Florida’s #1 beach and less than a mile from the Village. The large circular driveway leads to a cozy shaded front porch, perfect for relaxation. Inside, the central foyer flows into a spacious kitchen with blond wood

  Brandi Furlan KW COASTAL LIVING III

  311 Island Cir, Sarasota, FL 34242
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  /7

  Est $1,122,863 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,989 Sq Ft

  4929 Peaceable Way, Sarasota, FL 34242

  4929 Peaceable Way, Sarasota, FL 34242
• 

  

  /45

  $639,900

  • 2 Beds
  • 1 Bath
  • 753 Sq Ft

  915 Beach Rd Unit 318, Sarasota, FL 34242

  Financing Available! This unit may qualify for financing through a lender experienced with condo-hotel properties, ask your agent for more details if interested. Experience the ultimate Siesta Key lifestyle in this turnkey furnished, beautifully decorated 2-bedroom, 1-bathroom condo in the highly sought-after La Siesta Condominiums! Located on the third floor of Building C, this unit boasts

  Laura Millslagle PREFERRED SHORE LLC

  915 Beach Rd Unit 318, Sarasota, FL 34242
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  /2

  $2,075,000 Sold Sep 24, 2024

  • 2,752 Sq Ft
  • $754/SF
  • 40 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1967

  5613 Cape Leyte Dr, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. WATERFRONT + ONE BLOCK TO SIESTA KEY BEACH! Location, location, location—don’t miss this chance to own a stunning canal-front home with 100 feet of frontage, just a block from the world-famous Siesta Key Beach!This property features impressive upgrades:- New Seawall and Dock- New Roof (Nov. 2022)- Hurricane-Impact Rated

  Brian Ward WATERSIDE REALTY LLC

  5613 Cape Leyte Dr, Sarasota, FL 34242
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  /45

  Est $1,629,793 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,143 Sq Ft

  395 Avenida Milano, Sarasota, FL 34242

  395 Avenida Milano, Sarasota, FL 34242
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  /54

  $999,999

  • 3 Beds
  • 2 Baths
  • 1,644 Sq Ft

  5525 Shadow Lawn Dr, Sarasota, FL 34242

  With just a short distance to the #1 Rated beach in the US, Siesta Key, this location is perfect for an Island lifestyle. Located in the desirable Siesta Isles community on a large lot with over 13,000 sf. Charming brick home with three bedrooms and 2 bathrooms, a heated pool and a two-car garage. The home has been restored with new kitchen cabinets, new stainless appliances and two new

  June Howell MICHAEL SAUNDERS & COMPANY

  5525 Shadow Lawn Dr, Sarasota, FL 34242
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  /2

  $1,250,000 Sold Sep 20, 2024

  • 1,944 Sq Ft
  • $643/SF
  • 159 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1969

  5544 Contento Dr, Sarasota, FL 34242

  Siesta Key Waterfront Opportunity. BEACH & BOAT! A beautiful LONG view down the canal. Almost 2000 SF, this well maintained 3/2 home located in the highly desirable Siesta Isles is just waiting for you to call it your own. The kitchen and one bathroom have been updated along with a new air conditioning. The spacious owners suite overlooks the 50 feet of water frontage and has two walk in closets,

  Jimmy Raybon BERKSHIRE HATHAWAY HOMESERVICE

  5544 Contento Dr, Sarasota, FL 34242
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  /72

  Est $1,662,908 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,968 Sq Ft

  4926 Commonwealth Dr, Sarasota, FL 34242

  4926 Commonwealth Dr, Sarasota, FL 34242
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  /78

  $1,350,000

  • 3 Beds
  • 2.5 Baths
  • 2,168 Sq Ft

  4117 Roberts Point Cir, Sarasota, FL 34242

  Nestled on a tranquil street, in the highly sought-after Roberts Point neighborhood of Siesta Key, this stunning elevated home offers the perfect blend of luxury, privacy, and coastal charm. Situated just moments from the world-renowned Siesta Beach and the vibrant Siesta Village, this beautifully maintained two-story residence offers the perfect combination of comfort, convenience, and Florida

  Jim Mast KELLER WILLIAMS ON THE WATER S

  4117 Roberts Point Cir, Sarasota, FL 34242
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  /2

  $780,000 Sold Sep 20, 2024

  • 1,440 Sq Ft
  • $542/SF
  • 160 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1970

  437 Island Cir, Sarasota, FL 34242

  Back on Market. This is a tear down. Cute cottage close to Siesta Key Beach. This cottage is located on Palm Island which is a great walking neighborhood. Coastal single family home with heated pool is Block Construction. This 3 bedroom 2 bath coastal cottage is furnished. Open concept with spacious family room with exposed wood beamed vaulted ceiling and fireplace. Large dining room for

  Christine Kramer COMPASS FLORIDA LLC

  437 Island Cir, Sarasota, FL 34242
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  /10

  Est $978,454 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,204 Sq Ft

  1001 Beach Rd Unit A504, Sarasota, FL 34242

  1001 Beach Rd Unit A504, Sarasota, FL 34242
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  /81

  $1,599,000

  • 2 Beds
  • 2 Baths
  • 1,466 Sq Ft

  5740 Midnight Pass Rd Unit 307, Sarasota, FL 34242

  This gulf front sophisticated end unit with lots of natural light and forever simply breathtaking gulf & beach views is a magnificent beach getaway in a gated community! Both luxurious & elegant this 2 bedroom, 2 bath condominium simply wows you! The attractive porcelain flooring adds a glow throughout the entire space. The spacious well designed kitchen is a show stopper featuring exquisite

  Cindy Furtado WATERSIDE REALTY LLC

  5740 Midnight Pass Rd Unit 307, Sarasota, FL 34242
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  /2

  $7,250,000 Sold Sep 20, 2024

  • 7,506 Sq Ft
  • $966/SF
  • 502 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2002

  1250 Hidden Harbor Way, Sarasota, FL 34242

  Experience the epitome of waterfront living at 1250 Hidden Harbor Way, Siesta Key, FL, a custom-built sanctuary where coast elegance meets timeless serenity. Nestled on a private, peninsula lot, the home has sweeping bay views all the way to the Sarasota skyline, with 409 ft. of water frontage, offering 280-degree unobstructed water views. This lavish 5 bed, 5 1/2 bath residence boasts 7,506 sq

  Kim Ogilvie MICHAEL SAUNDERS & COMPANY

  1250 Hidden Harbor Way, Sarasota, FL 34242
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  /44

  Est $1,009,077 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,435 Sq Ft

  4822 Ocean Blvd Unit 5B, Sarasota, FL 34242

  4822 Ocean Blvd Unit 5B, Sarasota, FL 34242
• 

  

  /85

  $924,900

  • 3 Beds
  • 2.5 Baths
  • 2,358 Sq Ft

  6415 Midnight Pass Rd Unit 211, Sarasota, FL 34242

  HIGH-IMPACT HURRICANE SLIDERS ARE CURRENTLY BEING INSTALLED AND IS INCLUDED IN THE PURCHASE PRICE.Welcome to your slice of Siesta Key paradise at The Anchorage — a rare opportunity to own a spacious 3-bedroom, 2.5-bath condo on the highly desirable beach-to-bay side of the island. With 2,358 sq ft of living space and a 95-foot balcony stretching the length of the unit, this second-floor residence

  Mark Klecka COLDWELL BANKER REALTY

  6415 Midnight Pass Rd Unit 211, Sarasota, FL 34242
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  /2

  $1,275,000 Sold Sep 16, 2024

  • 1,335 Sq Ft
  • $955/SF
  • 147 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1984

  5750 Midnight Pass Rd Unit 607, Sarasota, FL 34242

  Welcome to your Siesta Key beachfront retreat, situated on one of the most globally desirable shorelines. This exclusive, gated Gulf & Bay Club residence offers an incredibly beautiful lifestyle right on the Gulf of Mexico. Savor sweeping views of the Gulf of Mexico waters and pristine sugar sand from this beautifully updated 1,335sqft open concept condo. Starting in the kitchen with stone

  Daria Fairchild COLDWELL BANKER REALTY

  5750 Midnight Pass Rd Unit 607, Sarasota, FL 34242
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  /59

  Est $800,567 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,308 Sq Ft

  5234 Winding Way, Sarasota, FL 34242

  5234 Winding Way, Sarasota, FL 34242
• 

  

  /29

  $598,500

  • 2 Beds
  • 2 Baths
  • 1,077 Sq Ft

  1250 N Portofino Dr Unit 408, Sarasota, FL 34242

  Bring Offers, Seller Motivated! Rare Siesta Key condo with boat docks in Siesta Harbor. This waterfront home offers breathtaking views, an open-concept layout, and luxury amenities.The kitchen features granite countertops, ample cabinetry, and water views. The master suite includes a walk-in closet, water views, and an updated en-suite with a walk-in shower. A spacious guest bedroom has an

  Sonya Kis HARBOUR SHORES REALTY

  1250 N Portofino Dr Unit 408, Sarasota, FL 34242
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  /2

  $1,360,000 Sold Sep 13, 2024

  • 2,041 Sq Ft
  • $666/SF
  • 271 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1992

  312 Beach Rd, Sarasota, FL 34242

  Welcome to paradise on Siesta Key! This exquisite Mediterranean style villa boasts 3 bedrooms, 2 and a half bathrooms, and even an elevator for your convenience. The grand entrance is welcoming with a sweeping staircase to the spacious living area filled with natural light. Located just steps away from Siesta Key Village, the focal point for restaurants and shopping, and the beautiful beaches of

  Erica Thomas MICHAEL SAUNDERS & COMPANY

  312 Beach Rd, Sarasota, FL 34242
• 

  

  /46

  Est $821,153 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,253 Sq Ft

  6300 Midnight Pass Rd Unit 4, Sarasota, FL 34242

  6300 Midnight Pass Rd Unit 4, Sarasota, FL 34242
• 

  

  /33

  $899,000

  • 2 Beds
  • 2 Baths
  • 1,217 Sq Ft

  1249 Dockside Place Unit 110, Sarasota, FL 34242

  LOCATION< LOCATION< LOCATION! Welcome boating and beach lovers. This 2 bedroom, 2 bath first floor condo with a one car garage on Siesta Key will fulfill all your dreams! Spend the day on the famous Siesta Key Beach (just steps away) then take a sunset boat ride from your own boat slip! Play tennis/pickle ball on the private courts, lounge by the pool or fish out your back door. This condo is

  Marisa Marino BRIGHT REALTY

  1249 Dockside Place Unit 110, Sarasota, FL 34242
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  /2

  $625,000 Sold Sep 09, 2024

  • 1,010 Sq Ft
  • $619/SF
  • 26 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1979

  1400 Cove II Place Unit 611, Sarasota, FL 34242

  FIRST FLOOR UNIT at Midnight Cove II! DEEDED BEACH ACCESS and WEEKLY RENTALS! Great opportunity to own your own slice of Siesta Key in one of our most popular communities! No special assessments and fully funded reserves. Milestone report has been completed as well! Updated and beautifully maintained, this unit features granite countertops, stainless appliances, an open floorplan, in-unit laundry

  Kim Sheridan WATERSIDE REALTY LLC

  1400 Cove II Place Unit 611, Sarasota, FL 34242
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  /38

  Est $3,267,544 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 5,133 Sq Ft

  5212 Siesta Cove Dr, Sarasota, FL 34242

  5212 Siesta Cove Dr, Sarasota, FL 34242
• 

  

  /52

  $869,000

  • 2 Beds
  • 2 Baths
  • 1,290 Sq Ft

  6415 Midnight Pass Rd Unit 910, Sarasota, FL 34242

  SELLER WILL CREDIT BUYER FOR 6 MONTHS OF HOA FEES AT CLOSING. Welcome to the best location on Siesta Key. The Anchorage is located on the corner of Stickney Point and Midnight Pass. It’s all about convenience and living the good life. Walk to bars, restaurants, the beach. You can walk across the street and rent a boat. The best part about unit 910 is that it has been renovated down to the

  Anthony DeLuca DELUCA REALTY INC

  6415 Midnight Pass Rd Unit 910, Sarasota, FL 34242
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  /2

  $3,540,000 Sold Sep 09, 2024

  • 3,488 Sq Ft
  • $1015/SF
  • 311 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2024

  722 Siesta Key Cir, Sarasota, FL 34242

  PRICE IMPROVEMENT! This gorgeous island paradise is sure to be another award-winner from notable home builder Allegra Homes. The coveted sailboat water location allows for quick and easy boating access to the IntraCoastal Waterway and the Gulf of Mexico. This 4 bedroom, 4.5 bath home has been perfectly designed with extraordinary thought and precision. Easily described as elegantly comfortable,

  Karen Greco GRECO REAL ESTATE

  722 Siesta Key Cir, Sarasota, FL 34242
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  /28

  Est $773,317 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,312 Sq Ft

  6206 Midnight Pass Rd Unit 203, Sarasota, FL 34242

  6206 Midnight Pass Rd Unit 203, Sarasota, FL 34242
• 

  

  /46

  $1,150,000

  • 2 Beds
  • 2 Baths
  • 1,361 Sq Ft

  5780 Midnight Pass Rd Unit 210, Sarasota, FL 34242

  Experience resort-style living at Gulf & Bay Club on Siesta Key, with stunning views of the 32-acre gated property and 800 feet of white quartz powder sand beach front. This bright second floor, two-bedroom, two-bathroom CORNER UNIT offers a generous open space. Totally RENOVATED by Yale trained designer Alyssia Lazin Kapic, the European-inspired décor has modern and sleek lines create a

  Melanie Albaric MICHAEL SAUNDERS & COMPANY

  5780 Midnight Pass Rd Unit 210, Sarasota, FL 34242
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  /2

  $1,100,000 Sold Sep 05, 2024

  • 1,495 Sq Ft
  • $736/SF
  • 65 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1988

  1245 Siesta Bayside Dr Unit 1245B, Sarasota, FL 34242

  Introducing 1245 Siesta Bayside – a captivating gem nestled along the tranquil shores of Siesta Key’s Intracoastal Waterway. This exceptional condominium boasts a harmonious blend of modern updates and coastal allure, offering an unparalleled waterfront lifestyle. Step inside this updated residence to discover a spacious and light-filled living space that welcomes you with open arms. The airy

  Kelly Mooney THE SARASOTA REAL ESTATE COMP.

  1245 Siesta Bayside Dr Unit 1245B, Sarasota, FL 34242
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  /58

  Est $1,516,809 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,030 Sq Ft

  5628 Cape Leyte Dr, Sarasota, FL 34242

  5628 Cape Leyte Dr, Sarasota, FL 34242
• 

  

  /54

  $850,000

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft

  6140 Midnight Pass Rd Unit A10, Sarasota, FL 34242

  **Gulf-side villa with direct beach access – soon to be fully renovated and rental-ready!** Experience the ultimate beachfront lifestyle with this beautifully updated two-bedroom, two-bath villa just steps from the pristine shores of world-renowned Siesta Key Beach, famous for its cool quartz sand and #1 beach ranking. This rarely available gulf-side gem offers direct beach access, a private

  Jaci Krawtschenko PREMIER SOTHEBY'S INTERNATIONAL REALTY

  6140 Midnight Pass Rd Unit A10, Sarasota, FL 34242
• 

  /2

  $1,300,000 Sold Sep 05, 2024

  • 1,498 Sq Ft
  • $868/SF
  • 131 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1982

  5880 Midnight Pass Rd Unit 804, Sarasota, FL 34242

  $50,000 price reduction on this turnkey-furnished beach stunner! Start your day gazing at Siesta Key’s famous Crescent Beach and Sarasota’s downtown skyline from your updated 8th floor condo. This stunning remodel includes tile flooring and crown molding throughout the unit. The open concept kitchen has high-end custom soft-close cabinetry, designer hardware and granite countertops. You’ll find

  Celinda Scollo COLDWELL BANKER REALTY

  5880 Midnight Pass Rd Unit 804, Sarasota, FL 34242
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  /46

  Est $649,718 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 753 Sq Ft

  901 Beach Rd Unit 205, Sarasota, FL 34242

  901 Beach Rd Unit 205, Sarasota, FL 34242

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