Winter Springs, FL Homes

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  $499,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,794 Sq Ft

  640 Tuskawilla Point Ln, Winter Springs, FL 32708

  Welcome to this stunning Tuskawilla Point residence nestled in Winter Springs, Florida. This beautifully updated pool home offers 3 spacious bedrooms, 2 luxurious bathrooms, filled with an abundance of natural light that creates an inviting atmosphere throughout. This spacious block-construction residence sits on an oversized lot and features recent updates that include roof in 2020, re-plumbed

  Robert Arnold SAND DOLLAR REALTY GROUP INC

  640 Tuskawilla Point Ln, Winter Springs, FL 32708
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  $1,680 per month

  • 2 Beds
  • 2 Baths
  • 1,156 Sq Ft
  • Townhouse for Rent

  624 Huntly Ln, Winter Springs, FL 32708

  Welcome to this 2-bed, 2-bath townhome in Winter Springs. Located in a quiet, well-maintained community close to parks, schools, shopping, and local amenities. If you sign the lease in December and move in by January 31st 2026 receive a $1000 credit for January rent. Unit is being turned ready for move in estimated 12/22/2025.

  Virginia Wright Hook & Ladder Realty of Central Florida LLC

  624 Huntly Ln, Winter Springs, FL 32708
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  $256,500 Sold Feb 18, 2025

  310 Winter Green Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,101 Sq Ft
  • Built 1998

  Last Sold Summary

  • 3% Above List Price
  • $233/SF
  • 9 Days On Market

  Current Estimated Value $258,853

  Last Listing Agent Moe Mossa SAVVY AVENUE, LLC

  310 Winter Green Dr, Winter Springs, FL 32708
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  Est $392,590 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,184 Sq Ft

  1432 Winter Wharf Ln, Winter Springs, FL 32708

  1432 Winter Wharf Ln, Winter Springs, FL 32708
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  $365,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 1,519 Sq Ft

  1345 Mill Stream Ln, Winter Springs, FL 32708

  Under contract-accepting backup offers. Move-In Ready Townhome in Winter Springs Town Center This updated 3-bedroom, 2.5-bathroom townhome offers the perfect blend of convenience, style, and low-maintenance living. Located in Winter Springs Town Center, you will enjoy easy access to dining, shopping, wine bars, Central Winds Park, and the Cross Seminole Trail. Inside, the home features fresh

  Gerard Floyd GERARD LAND AQUATIC, INC

  1345 Mill Stream Ln, Winter Springs, FL 32708
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  $300,000 Sold Oct 28, 2025

  207 Bitterwood St, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,318 Sq Ft
  • Built 1973

  Last Sold Summary

  • 17% Below List Price
  • $228/SF
  • 66 Days On Market

  Current Estimated Value $301,349

  Last Listing Agent Milton Figueroa FIGLOFT INC

  207 Bitterwood St, Winter Springs, FL 32708
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  Est $480,388 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,070 Sq Ft

  735 Maple Leaf Loop, Winter Springs, FL 32708

  735 Maple Leaf Loop, Winter Springs, FL 32708
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  $499,000

  • 3 Beds
  • 2.5 Baths
  • 1,684 Sq Ft

  1346 Augusta National Blvd, Winter Springs, FL 32708

  This thoughtfully renovated 3-bedroom, 2.5-bath home is ready for effortless living, showcasing modern upgrades, inviting living spaces, and a truly special outdoor setting in Country Club Village of Tuscawilla.From the moment you enter, you’ll appreciate the soaring vaulted ceilings and abundant natural light in the great room, which beautifully connects the living and dining spaces and is

  Lisa Shear FANNIE HILLMAN & ASSOCIATES

  1346 Augusta National Blvd, Winter Springs, FL 32708
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  $362,000 Sold Aug 04, 2025

  1109 Gator Ln, Winter Springs, FL 32708

  • Land
  • 1.04 Acres
  • $348,077 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 135 Days On Market

  Current Estimated Value $376,914

  Last Listing Agent Paul P. Partyka PARTYKA GROUP INC

  1109 Gator Ln, Winter Springs, FL 32708
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  Est $425,464 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,476 Sq Ft

  1414 Blumberg Blvd, Winter Springs, FL 32708

  1414 Blumberg Blvd, Winter Springs, FL 32708
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  $625,000

  • 5 Beds
  • 3.5 Baths
  • 3,566 Sq Ft

  203 Herrell Rd, Winter Springs, FL 32708

  **Seller offering $5,000 towards buyer closing costs** Incredible opportunity to own this wonderfully maintained 5 bedroom, 3.5 bathroom home with OVER 3,500 square feet of living space and NO HOA in the highly sought after Ranchlands community. This home has a beautiful covered front porch, circular driveway with lots of parking space, an OVERSIZED primary bedroom located on the 1st floor with

  Margeaux Eddy MAINFRAME REAL ESTATE

  203 Herrell Rd, Winter Springs, FL 32708
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  $172,000 Sold Oct 23, 2025

  348 San Rafael St Unit 348, Winter Springs, FL 32708

  • 2 Beds
  • 1 Bath
  • 759 Sq Ft
  • Built 1981

  Last Sold Summary

  • 2% Below List Price
  • $227/SF
  • 24 Days On Market

  Last Listing Agent Michael Ussery GAFF'S REALTY COMPANY

  348 San Rafael St Unit 348, Winter Springs, FL 32708
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  Est $438,712 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  669 Seven Oaks Blvd, Winter Springs, FL 32708

  669 Seven Oaks Blvd, Winter Springs, FL 32708
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  $499,000

  • 3 Beds
  • 2.5 Baths
  • 2,147 Sq Ft

  122 Stone Gable Cir, Winter Springs, FL 32708

  ELEGANT CONTEMPORARY HOUSE WELCOMES YOU THROUGH A FOYER INTO THE LIVING/DINING AREA. THE HOUSE HAS 3 BEDROOMS AND THE POTENTIAL TO EASILY BUILD A 4TH ONE, AS IT IS ALREADY IN PUBLIC RECORDS. ADD EQUITY TO YOUR HOME! FRESH COAT OF PAINT ON ALL THE HOUSE AND NEW ENGINEERED WOOD FLOORS. ALL WINDOWS HAVE WOOD SHUTTERS. KITCHEN IS SPACIOUS, WITH STONE COUNTERS, STONE BACKSPLASH AND STAINLESS STEEL

  Connie Shepherd HOME WISE REALTY GROUP, INC.

  122 Stone Gable Cir, Winter Springs, FL 32708
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  $429,900 Sold Oct 10, 2025

  1106 W Winged Foot Cir, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,823 Sq Ft
  • Built 1985

  Last Sold Summary

  • $236/SF
  • 3 Days On Market

  Current Estimated Value $433,568

  Last Listing Agent Erin Tompkins COLDWELL BANKER RESIDENTIAL RE

  1106 W Winged Foot Cir, Winter Springs, FL 32708
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  Est $446,508 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,678 Sq Ft

  1387 Tarflower Dr, Winter Springs, FL 32708

  1387 Tarflower Dr, Winter Springs, FL 32708
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  $509,500

  • 3 Beds
  • 2 Baths
  • 1,766 Sq Ft

  104 Redtail Place, Winter Springs, FL 32708

  Luxury Living Meets Trailside Adventure — with Everything Close By! WELCOME TO THE GATED COMMUNITY OF EAGLE WATCH! This beautifully presented property is a 3-bedroom, 2-bath home where comfort, style, and location come together effortlessly. It is located in the cherished well-maintained community in Winter Springs. Enjoy peace of mind with a newer roof and HVAC system, luxury engineered wood

  Cathy Norman JASON MITCHELL REAL ESTATE FLO

  104 Redtail Place, Winter Springs, FL 32708
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  $255,000 Sold Sep 02, 2025

  426 Green Spring Cir, Winter Springs, FL 32708

  • 2 Beds
  • 2.5 Baths
  • 1,363 Sq Ft
  • Built 1989

  Last Sold Summary

  • 2% Above List Price
  • $187/SF
  • 2 Days On Market

  Current Estimated Value $258,924

  Last Listing Agent Barrett Spray KELLER WILLIAMS ADVANTAGE REALTY

  426 Green Spring Cir, Winter Springs, FL 32708
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  Est $638,004 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,915 Sq Ft

  263 Celestial Way, Winter Springs, FL 32708

  263 Celestial Way, Winter Springs, FL 32708
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  $635,000

  • 4 Beds
  • 2 Baths
  • 2,608 Sq Ft

  805 Leopard Trail, Winter Springs, FL 32708

  Welcome to this beautifully updated 4-bedroom, 2-bath custom home located in the desirable Tuskawilla community—known for its top-rated schools and family-friendly charm. Set on a nearly half-acre lot, this 2,608 sq ft residence offers the perfect mix of comfort, character, and everyday convenience. Step inside and you’ll immediately notice the inviting warmth of the engineered hardwood floors

  Miguel Anastacio COLDWELL BANKER REALTY

  805 Leopard Trail, Winter Springs, FL 32708
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  $384,900 Sold Jul 21, 2025

  622 Alton Rd, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,614 Sq Ft
  • Built 1978

  Last Sold Summary

  • 4% Below List Price
  • $238/SF
  • 50 Days On Market

  Current Estimated Value $389,431

  Last Listing Agent David Gallup RE/MAX 200 REALTY

  622 Alton Rd, Winter Springs, FL 32708
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  Est $353,690 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,752 Sq Ft

  3801 Black Spruce Ln, Winter Springs, FL 32708

  3801 Black Spruce Ln, Winter Springs, FL 32708
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  $510,000

  • 3 Beds
  • 2 Baths

  1356 Via Villanova Way, Winter Springs, FL 32708

  Experience a stunning transformation in this completely reimagined masterpiece within the sought-after Sunrise community. This home features a professional REMODEL that seamlessly blends sophisticated CONTEMPORARY DESIGN with effortless Florida living. Step inside to a new OPEN-CONCEPT layout where the gourmet kitchen and dining areas flow together perfectly. The interior is elevated by curated

  Megan Hedrick Mark Spain Real Estate

  1356 Via Villanova Way, Winter Springs, FL 32708
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  $410,000 Sold Jul 22, 2025

  640 Sailfish Rd, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,414 Sq Ft
  • Built 1981

  Last Sold Summary

  • $290/SF
  • 12 Days On Market

  Current Estimated Value $404,494

  Last Listing Agent Richard Patterson PATTERSON REALTY

  640 Sailfish Rd, Winter Springs, FL 32708
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  Est $522,379 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,704 Sq Ft

  1378 Tarflower Dr, Winter Springs, FL 32708

  1378 Tarflower Dr, Winter Springs, FL 32708
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  $639,900 Open Sun 12PM - 2PM

  • 4 Beds
  • 2 Baths
  • 2,678 Sq Ft

  4245 Lori Loop, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. Welcome to 4245 Lori Loop in desirable Winter Springs! Situated on an oversized 0.27-acre lot, this spacious 4-bedroom, 2-bath pool home offers a fantastic layout with separate formal living and dining rooms, plus a comfortable family room featuring a cozy fireplace. The newly renovated kitchen showcases custom-built cabinetry with pull-out drawers

  Betsy Breton-Garcia KELLER WILLIAMS WINTER PARK

  4245 Lori Loop, Winter Springs, FL 32708
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  $750,000 Sold Jul 14, 2025

  1113 Black Acre Trail, Winter Springs, FL 32708

  • 5 Beds
  • 3 Baths
  • 2,811 Sq Ft
  • Built 1972

  Last Sold Summary

  • 12% Below List Price
  • $267/SF
  • 60 Days On Market

  Current Estimated Value $751,473

  Last Listing Agent Alamgir Wali SPECTRUM PROPERTY GROUP LLC

  1113 Black Acre Trail, Winter Springs, FL 32708
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  Est $430,979 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,476 Sq Ft

  1366 Tarflower Dr, Winter Springs, FL 32708

  1366 Tarflower Dr, Winter Springs, FL 32708
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  $625,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,486 Sq Ft

  125 E Trade Winds Rd, Winter Springs, FL 32708

  Under contract-accepting backup offers. Opportunity knocks in the heart of Winter Springs — with NO HOA and room to live freely.Nestled on a private, full one-acre lot, this 4-bedroom, 2.5-bath pool home offers 2,486 square feet of living space, soaring ceilings, and the kind of solid construction you simply don’t find anymore.Set back from the road, the property provides a peaceful,

  Christopher Soucy REALTY ONE GROUP MVP

  125 E Trade Winds Rd, Winter Springs, FL 32708
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  $737,000 Sold Dec 19, 2025

  709 Windwillow Cir, Winter Springs, FL 32708

  • 5 Beds
  • 5 Baths
  • 3,407 Sq Ft
  • Built 1988

  Last Sold Summary

  • 2% Below List Price
  • $216/SF
  • 11 Days On Market

  Last Listing Agent Stephen Nall WATERMAN REAL ESTATE, INC.

  709 Windwillow Cir, Winter Springs, FL 32708
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  Est $446,105 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,678 Sq Ft

  1370 Tarflower Dr, Winter Springs, FL 32708

  1370 Tarflower Dr, Winter Springs, FL 32708
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  $659,990 Pending

  • 4 Beds
  • 3 Baths
  • 2,682 Sq Ft

  673 Wyckliffe Place, Winter Springs, FL 32708

  Nestled on a quiet cul-de-sac in Winter Springs, FL, awaits 673 Wyckliffe Place—a welcoming pool home ready for its new chapter. Fresh French doors grace the back, welcoming you into an inviting space. Gather year-round in the enclosed sunroom, complete with a built-in bar, offering a cozy spot to entertain friends and family. The fully enclosed pool area ensures a worry-free environment,

  Benjamin W Berry EXP REALTY LLC

  673 Wyckliffe Place, Winter Springs, FL 32708
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  $350,000 Sold Apr 14, 2025

  1188 La Mesa Ave, Winter Springs, FL 32708

  • 2 Beds
  • 2 Baths
  • 1,379 Sq Ft
  • Built 1984

  Last Sold Summary

  • 5% Below List Price
  • $254/SF
  • 8 Days On Market

  Current Estimated Value $356,011

  Last Listing Agent Dawn Tinder KELLER WILLIAMS WINTER PARK

  1188 La Mesa Ave, Winter Springs, FL 32708
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  Est $291,304 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,447 Sq Ft

  600 Northern Way Unit 806, Winter Springs, FL 32708

  600 Northern Way Unit 806, Winter Springs, FL 32708
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  $399,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,678 Sq Ft

  1328 Crab Apple Ln, Winter Springs, FL 32708

  With a spacious open concept ground floor, the Catalina II has plenty of room for entertaining. This floorplan features 4 bedrooms, 2.5 bathrooms and a rear-loading 2-car garage. The owners suite features an ensuite owner's bath and a walk-in closet. This chef-worthy kitchen features stainless steel appliances, a walk-in pantry, and a breakfast bar.

  Mattamy Homes Builder

  1328 Crab Apple Ln, Winter Springs, FL 32708
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  $335,000 Sold Jul 18, 2025

  170 N Fairfax Ave, Winter Springs, FL 32708

  • 5 Beds
  • 2 Baths
  • 1,630 Sq Ft
  • Built 1979

  Last Sold Summary

  • $206/SF
  • 3 Days On Market

  Current Estimated Value $342,731

  Last Listing Agent Robert McGrew, PA FLAT FEE REAL ESTATE SERVICES LLC

  170 N Fairfax Ave, Winter Springs, FL 32708
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  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,704 Sq Ft

  1379 Tarflower Dr, Winter Springs, FL 32708

  1379 Tarflower Dr, Winter Springs, FL 32708
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  $289,000

  • 2 Beds
  • 2 Baths
  • 1,166 Sq Ft

  718 Lakeside Dr, Winter Springs, FL 32708

  Experience comfort and effortless living in this beautifully maintained Winter Springs home with LOW HOA fees and COMPLETE PRIVACY- NO SHARE WALLS. The open living area impresses with VAULTED CEILINGS, UPGRADED LAMINATE FLOORINGS, STYLIST FIXTURES, AND CHARMING FIREPLACE. The well-designed kitchen offers generous storage, while the serene primary suite features double closets and an ENSUITE BATH.

  Mariana Cisneros PREMIUM PROPERTIES R.E SERVICE

  718 Lakeside Dr, Winter Springs, FL 32708
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  $363,825 Sold Dec 03, 2025

  1108 Dappled Elm Ln, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,505 Sq Ft
  • Built 1978

  Last Sold Summary

  • 4% Below List Price
  • $242/SF
  • 12 Days On Market

  Last Listing Agent Steven Koleno BEYCOME OF FLORIDA LLC

  1108 Dappled Elm Ln, Winter Springs, FL 32708
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  Est $415,907 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,476 Sq Ft

  1406 Blumberg Blvd, Winter Springs, FL 32708

  1406 Blumberg Blvd, Winter Springs, FL 32708

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