Winter Springs, FL Homes

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  /2

  $425,000

  Sold Apr 21, 2026

  791 Andover Cir, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,628 Sq Ft
  • Built 1994

  Last Sold Summary

  • 2% Below List Price
  • $261/SF
  • 12 Days On Market

  Current Estimated Value $424,747

  Last Listing Agent Phil Herman SHORES REAL ESTATE

  791 Andover Cir, Winter Springs, FL 32708
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  /31

  Est $272,163

  Not Listed For Sale

  268 San Gabriel St, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,089 Sq Ft
  • Built 1994

  268 San Gabriel St, Winter Springs, FL 32708

  Last Sold Summary

  • 13 Days On Market
• 

  

  

  /59

  $255,000

  • 2 Beds
  • 2 Baths
  • 1,168 Sq Ft

  725 Lakeside Dr, Winter Springs, FL 32708

  Enjoy easy living in this beautifully maintained townhome. Ideally located in the sought-after Wildwood community in Winter Springs. This home features 2 bedrooms and 2 bathrooms, freshly painted interior and new blinds in the living room. Tile floors throughout make cleaning a breeze. Enjoy sitting out on the screened in lanai with your favorite beverage. The spacious primary suite serves as a

  Irene Hayden GLOBAL PROPERTIES SALES & MGMT

  725 Lakeside Dr, Winter Springs, FL 32708
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  /2

  $255,500

  Sold Mar 25, 2026

  606 Casa Park A Ct, Winter Springs, FL 32708

  • 2 Beds
  • 2.5 Baths
  • 1,156 Sq Ft
  • Built 1984

  Last Sold Summary

  • 5% Below List Price
  • $221/SF
  • 25 Days On Market

  Current Estimated Value $255,754

  Last Listing Agent Tamara Kerr PA SAND DOLLAR REALTY GROUP INC

  606 Casa Park A Ct, Winter Springs, FL 32708
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  /20

  Est $236,321

  Not Listed For Sale

  1306 Park Villa Place, Winter Springs, FL 32708

  • 2 Beds
  • 1.5 Baths
  • 1,156 Sq Ft
  • Built 1984

  1306 Park Villa Place, Winter Springs, FL 32708

  Last Sold Summary

  • 48 Days On Market
• 

  

  /26

  $750,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,855 Sq Ft

  995 Dyson Dr, Winter Springs, FL 32708

  Tucked behind dual steel security gates on more than 1.6 wooded acres in sought after Tuscawilla, this one of a kind gated estate offers exceptional privacy just three blocks from the Tuscawilla Country Club and golf course. Surrounded by mature trees and natural beauty, the property feels like a private park while remaining minutes from shopping, parks, top rated Seminole County schools, major

  Denise McKinley RE/MAX TOWN & COUNTRY REALTY

  995 Dyson Dr, Winter Springs, FL 32708
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  /2

  $343,000

  Sold Jun 26, 2025

  50 S Devon Ave, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,284 Sq Ft
  • Built 1960

  Last Sold Summary

  • 1% Below List Price
  • $267/SF
  • 25 Days On Market

  Current Estimated Value $334,072

  Last Listing Agent Katherine Fernandez De Los Santos NORKIS & CO REALTY

  50 S Devon Ave, Winter Springs, FL 32708
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  /2

  Est $344,786

  Not Listed For Sale

  484 Harbor Winds Ct, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft
  • Built 2007

  484 Harbor Winds Ct, Winter Springs, FL 32708

  Last Sold Summary

  • 10 Days On Market
• 

  

  /20

  $249,000

  Open Sat 10AM - 12PM

  • 2 Beds
  • 1.5 Baths
  • 1,363 Sq Ft

  498 Green Spring Cir, Winter Springs, FL 32708

  Welcome to 498 Green Spring Circle in the desirable Mount Greenwood community of Winter Springs! This beautifully maintained 2 bedroom, 1.5 bath end-unit townhome offers peaceful pond views, low-maintenance living, and access to top-rated Seminole County schools. Step inside to an open and inviting floor plan featuring ceramic tile flooring throughout the main living areas and fresh interior

  Nicole Van Treese SUNDIAL REAL ESTATE LLC

  498 Green Spring Cir, Winter Springs, FL 32708
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  /2

  $335,000

  Sold Oct 31, 2025

  221 N Devon Ave, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 1,604 Sq Ft
  • Built 1959

  Last Sold Summary

  • 7% Below List Price
  • $209/SF
  • 37 Days On Market

  Current Estimated Value $341,657

  Last Listing Agent Sara Nicholas, PA CHARLES RUTENBERG REALTY ORLANDO

  221 N Devon Ave, Winter Springs, FL 32708
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  /2

  Est $322,276

  Not Listed For Sale

  530 Harbor Winds Ct, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft
  • Built 2008

  530 Harbor Winds Ct, Winter Springs, FL 32708

  Last Sold Summary

  • 26 Days On Market
• 

  

  /26

  $350,000

  $25K PRICE DROP Pending

  • 2 Beds
  • 2 Baths
  • 1,477 Sq Ft

  448 Macgregor Rd, Winter Springs, FL 32708

  Explore 448 MacGregor Rd, a individual residence with a straightforward design and integrated features. The interior includes a fireplace, and the primary bedroom features a walk in closet; the primary bathroom provides double sinks and a Jacuzzi. The exterior includes a covered patio and a fenced in backyard, providing an enclosed outdoor area. This property contains practical elements for daily

  Karen Albright OPENDOOR BROKERAGE LLC

  448 Macgregor Rd, Winter Springs, FL 32708
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  /2

  $537,500

  Sold Dec 22, 2025

  1103 Marcus Ct, Winter Springs, FL 32708

  • 3 Beds
  • 3 Baths
  • 2,463 Sq Ft
  • Built 1980

  Last Sold Summary

  • 6% Below List Price
  • $218/SF
  • 40 Days On Market

  Current Estimated Value $553,135

  Last Listing Agent Ralph Harvey LISTWITHFREEDOM.COM

  1103 Marcus Ct, Winter Springs, FL 32708
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  /2

  Est $341,609

  Not Listed For Sale

  487 Harbor Winds Ct, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,914 Sq Ft
  • Built 2008

  487 Harbor Winds Ct, Winter Springs, FL 32708

  Last Sold Summary

  • 272 Days On Market
• 

  

  /21

  $309,777

  $36K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 1,574 Sq Ft

  1053 W Pebble Beach Cir, Winter Springs, FL 32708

  Under contract-accepting backup offers. Short Sale. This property has significant potential and is located in the highly desirable Tuscawilla Country Club area. This home features three bedrooms, two bathrooms, and a practical two-car garage. It's important to note that this property needs some tender loving care, and it may need a new roof. The current asking price has been strategically set to

  Maria Gonzalez Ortiz INT'L PROFESSIONAL REALTY INC

  1053 W Pebble Beach Cir, Winter Springs, FL 32708
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  /2

  $525,000

  Sold Apr 20, 2026

  839 Bentley Green Cir, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 2,581 Sq Ft
  • Built 1992

  Last Sold Summary

  • 8% Below List Price
  • $203/SF
  • 86 Days On Market

  Current Estimated Value $525,878

  Last Listing Agent Barrett Spray KELLER WILLIAMS ADVANTAGE REALTY

  839 Bentley Green Cir, Winter Springs, FL 32708
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  /2

  Est $331,339

  Not Listed For Sale

  401 Harbor Winds Ct, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft
  • Built 2008

  401 Harbor Winds Ct, Winter Springs, FL 32708

  Last Sold Summary

  • 21 Days On Market
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  /36

  $394,900

  $10K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 1,932 Sq Ft

  1384 Mill Stream Ln, Winter Springs, FL 32708

  Virtually Staged. Do not miss out on this opportunity for a spacious, tastefully updated, move-in ready townhome in the heart of Winter Springs! This is a low maintenance 3-bed, 3.5 bath end unit with quaint landscaping leading you up the stairs to your classy entry. The interior boasts recent vinyl flooring and no carpet anywhere, perfect for all season in FL. The kitchen and living room are on

  Joshua Nogowski TAH FLORIDA LLC

  1384 Mill Stream Ln, Winter Springs, FL 32708
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  /2

  $540,000

  Sold Sep 03, 2025

  1207 Winter Springs Blvd, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,868 Sq Ft
  • Built 1978

  Last Sold Summary

  • $289/SF
  • 2 Days On Market

  Current Estimated Value $541,120

  Last Listing Agent Jessica Quint SIMS REALTY LLC

  1207 Winter Springs Blvd, Winter Springs, FL 32708
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  /33

  Est $332,165

  Not Listed For Sale

  450 Tradition Ln, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,468 Sq Ft
  • Built 2005

  450 Tradition Ln, Winter Springs, FL 32708

  Last Sold Summary

  • 17 Days On Market

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