Winter Springs, FL Homes

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  $406,990 Sold Apr 18, 2025

  1374 Tarflower Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,476 Sq Ft
  • Built 2024

  Last Sold Summary

  • $276/SF

  Current Estimated Value $407,644

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  1374 Tarflower Dr, Winter Springs, FL 32708
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  /43

  Est $443,699 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,979 Sq Ft

  1054 Chokecherry Dr, Winter Springs, FL 32708

  1054 Chokecherry Dr, Winter Springs, FL 32708
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  $135,500

  • 2 Beds
  • 2 Baths

  38 La Vista Dr, Winter Springs, FL 32708

  Beautiful New Jacobsen 2026 Imperial Home, more information coming soon!

  Todd Vagts Hacienda Village

  38 La Vista Dr, Winter Springs, FL 32708
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  $485,000 Sold Aug 29, 2025

  963 Ginnie Way, Winter Springs, FL 32708

  • 4 Beds
  • 2.5 Baths
  • 2,076 Sq Ft
  • Built 2013

  Last Sold Summary

  • 3% Below List Price
  • $234/SF
  • 13 Days On Market

  Current Estimated Value $492,270

  Last Listing Agent Harry Kazarian STRONG FOUNDATION REALTY LLC

  963 Ginnie Way, Winter Springs, FL 32708
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  Est $389,828 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  628 Sailfish Rd, Winter Springs, FL 32708

  628 Sailfish Rd, Winter Springs, FL 32708
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  /17

  $335,000

  • 3 Beds
  • 2 Baths
  • 1,026 Sq Ft

  1211 Phillip St, Winter Springs, FL 32708

  PRICE REDUCED!!! 3 BEDROOM 2 BATH BLOCK HOME REMODELED IN 2023, REPLACED CABINETS, ROOF AND A/C. FEATURES AN ENCLOSED PATIO, SEPARATE LAUNDRYROOM, WELL WITH A FILTRATION SYSTEM, LARGE LOT, AND A GARAGE CONVERSION THAT PROVIDES A 4TH BEDROOM, BUT CAN EASILY BE CONVERTED BACK TO A GARAGE. PLENTY OF STORAGE SPACE IN THE LAUNDRY ROOM AND A LARGE SHED IN THE BACK. NICE CALM NEIGHBORHOOD, NEAR

  Marina Munoz OUTLET REALTY

  1211 Phillip St, Winter Springs, FL 32708
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  $575,000 Sold Jun 06, 2025

  120 W Trade Winds Rd, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 2,382 Sq Ft
  • Built 1978

  Last Sold Summary

  • 1% Above List Price
  • $241/SF
  • 14 Days On Market

  Current Estimated Value $588,640

  Last Listing Agent Barbara Mills COLDWELL BANKER REALTY

  120 W Trade Winds Rd, Winter Springs, FL 32708
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  /25

  Est $463,339 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,846 Sq Ft

  999 El Lago Terrace, Winter Springs, FL 32708

  999 El Lago Terrace, Winter Springs, FL 32708
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  $469,900

  • 3 Beds
  • 2 Baths
  • 1,501 Sq Ft

  903 Torrey Pine Dr, Winter Springs, FL 32708

  Paradise found in Tuscawilla! Come fall in love with this idyllic low maintenance waterfront villa on over 1/3 acre with lawn care and community pool included. Walk out the back door of this beautiful 3 bedroom home to your “high and dry” oasis backing up to serene Bear Creek. Inside the home, you will be greeted by a cozy yet open floor plan with abundant light, high ceilings and many upgrades.

  Colleen Kahl RE/MAX TOWN & COUNTRY REALTY

  903 Torrey Pine Dr, Winter Springs, FL 32708
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  $559,000 Sold Aug 29, 2025

  433 Woodcrest St Unit 2, Winter Springs, FL 32708

  • 4 Beds
  • 3 Baths
  • 2,315 Sq Ft
  • Built 1998

  Last Sold Summary

  • 3% Below List Price
  • $241/SF
  • 49 Days On Market

  Current Estimated Value $562,074

  Last Listing Agent Keegan Siegfried LPT REALTY, LLC

  433 Woodcrest St Unit 2, Winter Springs, FL 32708
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  Est $434,527 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,092 Sq Ft

  3955 Biscayne Dr, Winter Springs, FL 32708

  3955 Biscayne Dr, Winter Springs, FL 32708
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  /20

  $258,900

  • 2 Beds
  • 1.5 Baths
  • 1,130 Sq Ft

  543 Green Spring Cir, Winter Springs, FL 32708

  This charming townhome is a rare find! Meticulously maintained by a single owner, this 2-bedroom, 1.5-bathroom gem offers the perfect blend of comfort and peace of mind in a quiet, established community. Step inside to a bright, airy floor plan that feels like home the moment you enter. Beyond the aesthetics, this property boasts major "big-ticket" upgrades, ensuring a low-maintenance lifestyle

  Tracy Phillips COLDWELL BANKER REALTY

  543 Green Spring Cir, Winter Springs, FL 32708
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  $1,500,000 Sold Jan 30, 2026

  699 Bear Paw Ct, Winter Springs, FL 32708

  • 7 Beds
  • 5 Baths
  • 4,260 Sq Ft
  • Built 1984

  Last Sold Summary

  • $352/SF
  • 18 Days On Market

  Last Listing Agent Laura Leigh Wood RE/MAX TOWN & COUNTRY REALTY

  699 Bear Paw Ct, Winter Springs, FL 32708
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  Est $464,964 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,862 Sq Ft

  1022 E Pebble Beach Cir, Winter Springs, FL 32708

  1022 E Pebble Beach Cir, Winter Springs, FL 32708
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  /13

  $110,000

  • 3 Beds
  • 2 Baths
  • 1,175 Sq Ft

  309 Arapaho Trail, Winter Springs, FL 32708

  Newly painted and beautifully renovated Home. Very large shaded and inviting yard. Interior details stand out in all rooms with nice moldings and ceiling fans. Has newest technology of double automatic hot water saving heaters. Great closet and cabinet space throughout. The monthly Fee Package includes Land-lease, Septic Maintenance and use of amenities for only $755 per month ( No additional

  Todd Newby NEWBY REALTY INC

  309 Arapaho Trail, Winter Springs, FL 32708
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  $297,000 Sold May 02, 2025

  530 San Gabriel Ct, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,187 Sq Ft
  • Built 1996

  Last Sold Summary

  • 8% Below List Price
  • $250/SF
  • 66 Days On Market

  Current Estimated Value $297,720

  Last Listing Agent Amy Moline EXP REALTY LLC

  530 San Gabriel Ct, Winter Springs, FL 32708
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  /26

  Est $409,149 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,908 Sq Ft

  523 Shane Cir, Winter Springs, FL 32708

  523 Shane Cir, Winter Springs, FL 32708
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  /73

  $499,995

  • 3 Beds
  • 2 Baths
  • 1,908 Sq Ft

  705 Boysenberry Ct, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. Stunning, fully remodeled home with luxury finishes throughout! This spacious 3-bedroom, 2-bath layout also includes a dedicated office/flex room—perfect for remote work or study. Enjoy oversized bedrooms, including a unique suite featuring a cozy fireplace. The open-concept kitchen, dining, and living areas flow seamlessly for effortless

  Ronnie Zaglool VENCORP REAL ESTATE

  705 Boysenberry Ct, Winter Springs, FL 32708
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  $325,000 Sold Sep 29, 2025

  1515 Braewick St, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,287 Sq Ft
  • Built 1989

  Last Sold Summary

  • 3% Below List Price
  • $253/SF
  • 33 Days On Market

  Current Estimated Value $332,855

  Last Listing Agent Destiny Anderson LIVE FLORIDA REALTY

  1515 Braewick St, Winter Springs, FL 32708
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  Est $638,113 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,568 Sq Ft

  1192 Falling Pine Ct, Winter Springs, FL 32708

  1192 Falling Pine Ct, Winter Springs, FL 32708
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  $496,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,344 Sq Ft

  427 Diamond Dove Cove, Winter Springs, FL 32708

  Spectacular Corner Townhome Awaits!!!Experience the lifestyle you’ve always dreamed of in this stunning three-story townhome showcasing modern finishes and serene conservation views. Sip your favorite beverage or unwind on the spacious private front porch. The first floor offers a versatile flex space, ideal for a home office, den, or even a fourth bedroom. On the second floor, enjoy an

  Monica Puche LPT REALTY, LLC

  427 Diamond Dove Cove, Winter Springs, FL 32708
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  $256,000 Sold Oct 15, 2025

  602 Casa Park Court F, Winter Springs, FL 32708

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

  Last Sold Summary

  • $221/SF
  • 4 Days On Market

  Current Estimated Value $255,011

  Last Listing Agent Shari Starner CHARLES RUTENBERG REALTY ORLANDO

  602 Casa Park Court F, Winter Springs, FL 32708
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  /31

  Est $684,284 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,422 Sq Ft

  674 Vistawilla Dr, Winter Springs, FL 32708

  674 Vistawilla Dr, Winter Springs, FL 32708
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  /55

  $569,900

  • 4 Beds
  • 2.5 Baths
  • 2,240 Sq Ft

  758 Seneca Meadows Rd Unit 4, Winter Springs, FL 32708

  Beautiful Park Stone 4 bedroom, 2.5 bathroom pool home with major recent upgrades and move-in availability March 2, 2026. Key improvements include a new roof (2022), new A/C system (October 2024), new pool pump and chlorinator (October 2024), and a pool enclosure fully re-screened in 2024.The remodeled kitchen (2022) features a stunning design with nearly floor-to-ceiling cabinetry offering

  Ken Pozek REAL BROKER, LLC.

  758 Seneca Meadows Rd Unit 4, Winter Springs, FL 32708
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  $375,000 Sold Feb 13, 2025

  314 Macgregor Rd, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,617 Sq Ft
  • Built 1988

  Last Sold Summary

  • $232/SF
  • 24 Days On Market

  Current Estimated Value $377,431

  Last Listing Agent Javier Paredes PROPERTIES IN TOWN

  314 Macgregor Rd, Winter Springs, FL 32708
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  Est $906,850 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,956 Sq Ft

  150 E Bahama Rd, Winter Springs, FL 32708

  150 E Bahama Rd, Winter Springs, FL 32708
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  $435,000 Pending

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

  667 Andover Cir, Winter Springs, FL 32708

  Under contract-accepting backup offers. **New Roof to be Installed**Georgetowne of the Tuscawilla community 3/2 Garden Home. Start your day with pickleball at nearby Trotwood Park, cool off with a splash in the community pool, ride your bike or enjoy a walk on the nearby Seminole Trail, or take a golf cart ride to the private Tuscawilla Country Club. This thoughtfully updated home features

  Laura Leigh Wood RE/MAX TOWN & COUNTRY REALTY

  667 Andover Cir, Winter Springs, FL 32708
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  $324,900 Sold Nov 10, 2025

  251 Buttonwood Ave, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Built 1972

  Last Sold Summary

  • $295/SF
  • 3 Days On Market

  Last Listing Agent Uwem Akpan CHARLES RUTENBERG REALTY ORLANDO

  251 Buttonwood Ave, Winter Springs, FL 32708
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  Est $313,021 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,426 Sq Ft

  711 Lakeside Dr, Winter Springs, FL 32708

  711 Lakeside Dr, Winter Springs, FL 32708
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  $5,000

  • 3 Beds
  • 2 Baths
  • 1,357 Sq Ft

  509 S Edgemon Ave, Winter Springs, FL 32708

  Foreclosure Auction Ends February 17, 2026 at 11:00 AM EST. Comfortable 3-bedroom, 2-bath home offering a functional layout and inviting living spaces. The list price is the opening bid for the online auction. Sold As-is. Explore more details and submit your bid through Federa Home App.

  Jamie Boone Jamie L Boone LLC

  509 S Edgemon Ave, Winter Springs, FL 32708
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  $394,000 Sold Jun 30, 2025

  626 Pearl Rd, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,489 Sq Ft
  • Built 2001

  Last Sold Summary

  • $265/SF
  • 3 Days On Market

  Current Estimated Value $406,167

  Last Listing Agent Marian Schneider RE/MAX PRIME PROPERTIES

  626 Pearl Rd, Winter Springs, FL 32708
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  Est $884,203 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,361 Sq Ft

  1005 Nancy Cir, Winter Springs, FL 32708

  1005 Nancy Cir, Winter Springs, FL 32708
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  $120,000

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft

  18 La Vista Cir, Winter Springs, FL 32708

  2018 Clayton Built 3-bedroom 2 bath Home- Private backyard, quiet end of street. Lots of space-Great kitchen all modern appliances-Location, Location close to all highways. Near restaurants, shopping, medical. Community soon will have new things to do. 55+Community. Hacienda Village a Legacy Community-Monthly rent $1025.

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  18 La Vista Cir, Winter Springs, FL 32708
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  $299,500 Sold Jan 28, 2026

  737 Sherwood Dr, Winter Springs, FL 32708

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1984

  Last Sold Summary

  • $240/SF
  • 39 Days On Market

  Last Listing Agent Rafael Salado GREATER ORLANDO REALTY, LLC

  737 Sherwood Dr, Winter Springs, FL 32708
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  /31

  Est $262,923 Not Listed For Sale

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

  268 San Gabriel St, Winter Springs, FL 32708

  268 San Gabriel St, Winter Springs, FL 32708
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  /40

  $331,000

  • 3 Beds
  • 1 Bath
  • 1,188 Sq Ft

  140 N Fairfax Ave, Winter Springs, FL 32708

  Welcome to 140 N. Fairfax Ave — a beautifully completely updated Winter Springs home that blends classic Florida charm with modern style. This extensively remodeled 3-bedroom, 1-bath residence sits on a generous 8,900 sq ft lot and offers an ideal layout for first-time buyers, downsizers, or investors seeking a true turnkey property in highly desirable Seminole County.Inside, you’ll

  Shawn McCormick ERA GRIZZARD REAL ESTATE

  140 N Fairfax Ave, Winter Springs, FL 32708
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  $430,000 Sold Jan 05, 2026

  821 Sheoah Cir, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 2,185 Sq Ft
  • Built 1978

  Last Sold Summary

  • 18% Below List Price
  • $197/SF
  • 113 Days On Market

  Last Listing Agent Sean Calegan CFRP REALTY LLC

  821 Sheoah Cir, Winter Springs, FL 32708
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  Est $241,342 Not Listed For Sale

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

  1306 Park Villa Place, Winter Springs, FL 32708

  1306 Park Villa Place, Winter Springs, FL 32708
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  $39,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  445 Dorado Dr, Winter Springs, FL 32708

  3 Bedroom, 2 bath spacious 1440 Living Area-Screen enclosed porch- Inside utility room/ wet bar. A really great layout, middle bath has a tub/shower combo. Master Bath has been redone with an enclosed shower. This home has been beautifully maintained throughout the years. A Must See-Priced to sell-Not to Mention-A beautiful lot! Base rent $1025.00

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  445 Dorado Dr, Winter Springs, FL 32708
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  $425,000 Sold Nov 03, 2025

  861 Big Buck Cir, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,831 Sq Ft
  • Built 1984

  Last Sold Summary

  • 3% Below List Price
  • $232/SF
  • 46 Days On Market

  Current Estimated Value $421,410

  Last Listing Agent Sheri Malin REDFIN CORPORATION

  861 Big Buck Cir, Winter Springs, FL 32708

Showing Results 641 - 680, Page 17 of 18