Winter Springs, FL Homes

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  $165,000

  Sold Apr 07, 2026

  40 Sheoah Blvd Unit 27, Winter Springs, FL 32708

  • 2 Beds
  • 2 Baths
  • 1,187 Sq Ft
  • Built 1973

  Last Sold Summary

  • 3% Below List Price
  • $139/SF
  • 66 Days On Market

  Current Estimated Value $165,993

  Last Listing Agent Travis Cepregi KELLER WILLIAMS WINTER PARK

  40 Sheoah Blvd Unit 27, Winter Springs, FL 32708
• 

  

  /2

  Est $517,905

  Not Listed For Sale

  236 Wise Owl Way, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,986 Sq Ft
  • Built 2020

  236 Wise Owl Way, Winter Springs, FL 32708

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Kerry Westmeyer PALMANO GROUP RE BROKERAGE LLC
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  /35

  $360,000

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,193 Sq Ft

  923 Torrey Pine Dr, Winter Springs, FL 32708

  Rare opportunity to own in one of Winter Springs' most sought-after communities! Located in the heart of Tuscawilla, this home offers an exceptional combination of location, lifestyle, and potential. Enjoy a spacious layout, mature landscaping, and a private setting just minutes from top-rated Seminole County schools, Tuscawilla Country Club, parks, trails, shopping, and dining. Whether you're

  Amanda Seebadan KELLER WILLIAMS ADVANTAGE REALTY

  923 Torrey Pine Dr, Winter Springs, FL 32708
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  /2

  $380,000

  Sold Oct 30, 2025

  422 S Hawthorn Cir Unit 2, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,334 Sq Ft
  • Built 1974

  Last Sold Summary

  • 2% Below List Price
  • $285/SF
  • 5 Days On Market

  Current Estimated Value $363,705

  Last Listing Agent Belinda Gonzales RE/MAX TOWN & COUNTRY REALTY

  422 S Hawthorn Cir Unit 2, Winter Springs, FL 32708
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  /2

  Est $480,943

  Not Listed For Sale

  963 Ginnie Way, Winter Springs, FL 32708

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

  963 Ginnie Way, Winter Springs, FL 32708

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Harry Kazarian STRONG FOUNDATION REALTY LLC
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  /31

  $649,900

  $35K PRICE DROP Under Contract

  • 4 Beds
  • 3 Baths
  • 3,246 Sq Ft

  525 Saddlewood Ln, Winter Springs, FL 32708

  Under contract-accepting backup offers. MAJOR PRICE IMPROVEMENT!! Pride of ownership is evident throughout this beautifully updated, MOVE-IN PERFECT, one-owner home located in the highly sought-after WINDING HOLLOW community of Winter Springs. This ideal two-story floor plan offers 4 BEDROOMS, 3 FULL BATHS, BONUS ROOM, 3-CAR GARAGE, and a LARGE SCREENED LANAI, showcasing timeless style,

  Rob Breese, III RE/MAX TOWN & COUNTRY REALTY

  525 Saddlewood Ln, Winter Springs, FL 32708
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  /2

  $825,000

  Sold Sep 22, 2025

  1559 Wescott Loop, Winter Springs, FL 32708

  • 5 Beds
  • 4 Baths
  • 3,240 Sq Ft
  • Built 2005

  Last Sold Summary

  • 15% Below List Price
  • $255/SF
  • 130 Days On Market

  Current Estimated Value $797,168

  Last Listing Agent Jose R Marrero FLORIDA LIGHTHOUSE REALTY

  1559 Wescott Loop, Winter Springs, FL 32708
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  /2

  Est $476,362

  Not Listed For Sale

  735 Maple Leaf Loop, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 2,070 Sq Ft
  • Built 2016

  735 Maple Leaf Loop, Winter Springs, FL 32708

  Last Sold Summary

  • 25 Days On Market

  Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC
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  /17

  $174,900

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft

  1091 Cherokee Village Trail, Winter Springs, FL 32708

  Sellers motivated! This home located on large corner lot, Well built Palm Harbor Home has many upgrades. Along with so much storage space in Kitchen, large closets, a one car garage. Carpet new in Living room and beautiful tile in Kitchen and Baths. This Village area of Tuskawilla Trails has all brick paver driveways and is on City Water and Sewer. The monthly Lot rent of $835.00 also includes

  Todd Newby NEWBY REALTY INC

  1091 Cherokee Village Trail, Winter Springs, FL 32708
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  /2

  $359,999

  Sold Jun 30, 2026

  721 Galloway Ct, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft
  • Built 1977

  Last Sold Summary

  • $196/SF
  • 4 Days On Market

  Current Estimated Value $361,732

  Last Listing Agent Al Spry BEACON REAL ESTATE & ASSOC

  721 Galloway Ct, Winter Springs, FL 32708
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  /2

  Est $420,605

  Not Listed For Sale

  1414 Blumberg Blvd, Winter Springs, FL 32708

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

  1414 Blumberg Blvd, Winter Springs, FL 32708

  Last Sold Summary

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE
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  /39

  $409,900

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,663 Sq Ft

  519 Pleasant Grove Dr, Winter Springs, FL 32708

  Under contract-accepting backup offers. MULTIPLE-OFFER SITUATION: The sellers have requested that all highest and best offers be submitted by Friday, September 11. Discover the comfort and convenience of Tusca Oaks, located within the sought-after Tuscawilla Community in Winter Springs and zoned for highly regarded Seminole County schools. This 3-bedroom, 2-bath home offers over 1,600 square feet

  Rebeka Weeks LUKER & CO REAL ESTATE LLC

  519 Pleasant Grove Dr, Winter Springs, FL 32708
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  /2

  $330,000

  Sold Mar 12, 2026

  1017 Antelope Trail, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 1,836 Sq Ft
  • Built 1974

  Last Sold Summary

  • $180/SF
  • 1 Day On Market

  Current Estimated Value $339,585

  Last Listing Agent Dan Ivanov KONA REALTY

  1017 Antelope Trail, Winter Springs, FL 32708
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  /24

  Est $420,505

  Not Listed For Sale

  669 Seven Oaks Blvd, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • Built 2016

  669 Seven Oaks Blvd, Winter Springs, FL 32708

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent James Williams REMAX PREMIER PROPERTIES
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  /45

  $474,900

  $65K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,152 Sq Ft

  1304 Ortega St, Winter Springs, FL 32708

  New roof 2023, AC 2020, water heater 2023, whole-home water softener 2024. Non-flood zone. No rental restrictions. HOA only $30/month.The expensive questions are already answered on this Winter Springs home. Major systems have been replaced, the 4-point inspection is straightforward, and insurance-friendly construction (block and stucco, slab foundation, shingle roof 2023) keeps ownership

  Farasley Ramirez Labrada HOME PRIME REALTY LLC

  1304 Ortega St, Winter Springs, FL 32708
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  /2

  $460,000

  Sold Mar 26, 2026

  1360 Congressional Ct, Winter Springs, FL 32708

  • 2 Beds
  • 2.5 Baths
  • 1,854 Sq Ft
  • Built 2014

  Last Sold Summary

  • 5% Below List Price
  • $248/SF
  • 12 Days On Market

  Current Estimated Value $462,490

  Last Listing Agent Lou DiBerardino FANNIE HILLMAN & ASSOCIATES

  1360 Congressional Ct, Winter Springs, FL 32708
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  /2

  Est $431,947

  Not Listed For Sale

  1387 Tarflower Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,678 Sq Ft
  • Built 2024

  1387 Tarflower Dr, Winter Springs, FL 32708

  Last Sold Summary

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE
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  /49

  $39,900

  $5K PRICE DROP Pending

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  210 El Camino Real Cir, Winter Springs, FL 32708

  Bought A New Home in Hacienda, Letting this perfect one go-Private backyard; newer windows, All ducts redone-Electric up to date-Hacienda centrally located about 45 minutes to the beaches & parks, Hacienda has a lot of amenities-2 pools, pickle ball, doggy park. Close to fire and police station, restaurants, shopping. Monthly base rate is $1075.

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  210 El Camino Real Cir, Winter Springs, FL 32708
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  /2

  $310,000

  Sold Sep 18, 2025

  1384 La Paloma Cir, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,303 Sq Ft
  • Built 1983

  Last Sold Summary

  • 9% Below List Price
  • $238/SF
  • 36 Days On Market

  Current Estimated Value $319,605

  Last Listing Agent Jean Scott KELLER WILLIAMS ADVANTAGE REALTY

  1384 La Paloma Cir, Winter Springs, FL 32708
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  /2

  Est $672,757

  Not Listed For Sale

  263 Celestial Way, Winter Springs, FL 32708

  • 5 Beds
  • 3.5 Baths
  • 2,915 Sq Ft
  • Built 2020

  263 Celestial Way, Winter Springs, FL 32708

  Last Sold Summary

  • 30 Days On Market

  Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC
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  /30

  $249,000

  $26K PRICE DROP Pre-Foreclosure

  • 3 Beds
  • 2 Baths

  331 San Gabriel St, Winter Springs, FL 32708

  NEWLY INSTALLED FLOORING THROUGHOUT! Completely freshly painted! Welcome to this beautifully refreshed 3-bedroom, 2-bathroom home located in the desirable Deersong community of Tuscawilla. This move-in-ready residence offers a perfect blend of efficiency and style, featuring a fully owned solar panel system on the roof that provides significant monthly energy savings. The interior has been

  331 San Gabriel St, Winter Springs, FL 32708
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  /2

  $700,000

  Sold May 22, 2026

  650 Cayuga Dr, Winter Springs, FL 32708

  • 4 Beds
  • 3 Baths
  • 2,429 Sq Ft
  • Built 1987

  Last Sold Summary

  • 8% Below List Price
  • $288/SF
  • 84 Days On Market

  Current Estimated Value $700,662

  Last Listing Agent Jamie Ampel ALL SELLERS & BUYERS REALTY INC

  650 Cayuga Dr, Winter Springs, FL 32708
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  /2

  Est $355,176

  Not Listed For Sale

  3801 Black Spruce Ln, Winter Springs, FL 32708

  • 4 Beds
  • 2.5 Baths
  • 1,752 Sq Ft
  • Built 2011

  3801 Black Spruce Ln, Winter Springs, FL 32708

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Camille Lynch CHARLES RUTENBERG REALTY ORLANDO
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  /58

  $400,000

  $50K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,150 Sq Ft

  758 N Gretna Ct, Winter Springs, FL 32708

  Welcome to this versatile and beautifully updated 4-bedroom, 3-bathroom home offering both comfort and opportunity. From the moment you step inside, you’re greeted by a warm, inviting atmosphere that instantly feels like home. The rich vinyl flooring stretches seamlessly throughout, adding both elegance and durability, while the light-colored walls reflect natural light to create a bright, airy

  Nicholas Kovats KELLER WILLIAMS ADVANTAGE REALTY

  758 N Gretna Ct, Winter Springs, FL 32708
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  /2

  $460,000

  Sold Nov 25, 2025

  786 Seneca Meadows Rd, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 1,947 Sq Ft
  • Built 2004

  Last Sold Summary

  • 8% Below List Price
  • $236/SF
  • 139 Days On Market

  Current Estimated Value $458,858

  Last Listing Agent Eva Treto TRUST HOME REALTY LLC

  786 Seneca Meadows Rd, Winter Springs, FL 32708
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  /2

  Est $404,397

  Not Listed For Sale

  1374 Tarflower Dr, Winter Springs, FL 32708

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

  1374 Tarflower Dr, Winter Springs, FL 32708

  Last Sold Summary

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE
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  /27

  $267,500

  $3K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,411 Sq Ft

  600 Northern Way Unit 1108, Winter Springs, FL 32708

  Welcome to Tuscany Place in the heart of sought after Tuscawilla! This townhouse styles condo offers a open floor plan with abundant natural light, generous living and dining areas, peaceful green back yard and spacious kitchen perfect for everyday living and entertaining. All bedrooms are upstairs with 2 full bathrooms and laundry. Enjoy the greenery, calmness of the shaded outdoor patio; ideal

  Tae Harper ALFANO PROPERTY MANAGEMENT

  600 Northern Way Unit 1108, Winter Springs, FL 32708
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  /2

  $243,500

  Sold Mar 19, 2026

  603 Casa Park Ct N Unit C, Winter Springs, FL 32708

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

  Last Sold Summary

  • 5% Below List Price
  • $211/SF
  • 12 Days On Market

  Last Listing Agent Amy Phillips CALL IT CLOSED INTL REALTY

  603 Casa Park Ct N Unit C, Winter Springs, FL 32708
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  /2

  Est $411,311

  Not Listed For Sale

  1366 Tarflower Dr, Winter Springs, FL 32708

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

  1366 Tarflower Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 100 Days On Market

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES
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  /26

  $130,000

  Under Contract

  • 1 Bed
  • 1 Bath
  • 710 Sq Ft

  220 Moree Loop Unit 1, Winter Springs, FL 32708

  Under contract-accepting backup offers. Move-In Ready First Floor 1 Bed/1 Bath Condo located in desirable Seminole County, Florida. Situated in the highly sought after "The Highlands" community, this condo offers effortless living. No stairs or elevator needed! Inside, you will find a spacious living room/kitchen combo. The generous sized primary bedroom has a walk in closet with the primary

  Trace Christian, III COLDWELL BANKER REALTY

  220 Moree Loop Unit 1, Winter Springs, FL 32708
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  /12

  $402,990

  Sold Dec 03, 2025

  1283 Tarflower Dr, Winter Springs, FL 32708

  • 4 Beds
  • 2.5 Baths
  • 1,678 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $240/SF
  • 280 Days On Market

  Current Estimated Value $404,486

  Mattamy Homes Hickory Grove

  1283 Tarflower Dr, Winter Springs, FL 32708
• 

  /2

  Est $438,144

  Not Listed For Sale

  1370 Tarflower Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,678 Sq Ft
  • Built 2024

  1370 Tarflower Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 60 Days On Market

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES
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  /31

  $276,200

  $1K PRICE INCREASE

  • 2 Beds
  • 2.5 Baths
  • 1,330 Sq Ft

  4113 Hedge Maple Place, Winter Springs, FL 32708

  PRICE IMPOVEMENT If you are looking for a Gated Community with the most desirable location in the community you know you have found it! This home boosts an open floorplan that includes a breakfast bar and open to the family and dining area on the main floor, with high ceilings and lots of natural light. Upgraded appliances, kitchen countertops, and flooring. This floor plan offers two spacious

  Susan Pinnock A+ REALTY PROFESSIONALS, INC

  4113 Hedge Maple Place, Winter Springs, FL 32708
• 

  

  /18

  $389,748

  Sold Nov 12, 2025

  1327 Tarflower Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,476 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $264/SF
  • 223 Days On Market

  Current Estimated Value $392,131

  Mattamy Homes Hickory Grove

  1327 Tarflower Dr, Winter Springs, FL 32708
• 

  /2

  Est $278,977

  Not Listed For Sale

  600 Northern Way Unit 806, Winter Springs, FL 32708

  • 3 Beds
  • 3 Baths
  • 1,447 Sq Ft
  • Built 2016

  600 Northern Way Unit 806, Winter Springs, FL 32708

  Last Sold Summary

  • 83 Days On Market

  Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC
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  /3

  $110,000

  • Land
  • 12,632 Sq Ft
  • $379,310 per Acre

  Unlisted Address

  Incredible opportunity to build your dream home on this fantastic vacant land! Great location,situated near Highway 17-92, and SR 434, this property has many conveniences only a few minutesaway from popular spots like Winter Springs town center, Target, Publix, Lowes, Home Depot, and thebeautiful Lake Concord Park. Enjoy life in a well established neighborhood with quick access

  R Webb REALTY PROFESSIONALS USA LLC

  Unlisted Address
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  /2

  $399,500

  Sold Mar 31, 2026

  874 Caneel Bay Terrace, Winter Springs, FL 32708

  • 3 Beds
  • 3 Baths
  • 2,176 Sq Ft
  • Built 2006

  Last Sold Summary

  • 6% Below List Price
  • $184/SF
  • 46 Days On Market

  Current Estimated Value $401,050

  Last Listing Agent Cynde Velez APERTURE GLOBAL REAL ESTATE

  874 Caneel Bay Terrace, Winter Springs, FL 32708
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  /2

  Est $459,279

  Not Listed For Sale

  1363 Tarflower Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,704 Sq Ft
  • Built 2024

  1363 Tarflower Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 64 Days On Market

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES
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  /2

  $785,000

  • 5 Beds
  • 3.5 Baths
  • 3,660 Sq Ft

  337 Twelve Oaks Dr, Winter Springs, FL 32708

  WELCOME HOME to 337 Twelve Oaks Drive!This stunning Wisteria II Model offers 5 bedrooms, 3.5 bathrooms, and 3,660 square feet of beautifully maintained living space, perfectly positioned on an oversized .25-acre premium waterfront lot in the sought-after Winding Hollow community of Winter Springs.From the moment you arrive, you'll appreciate the lush landscaping, exceptional curb

  Virginia Bellhorn WATSON REALTY CORP

  337 Twelve Oaks Dr, Winter Springs, FL 32708
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  /2

  $560,000

  Sold Dec 16, 2025

  314 Balfour Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 2,352 Sq Ft
  • Built 2003

  Last Sold Summary

  • 1% Below List Price
  • $238/SF

  Current Estimated Value $560,228

  Last Listing Agent Dawn Tinder KELLER WILLIAMS WINTER PARK

  314 Balfour Dr, Winter Springs, FL 32708

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