Winter Springs, FL Homes

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  /12

  $416,599

  Sold Nov 02, 2025

  1274 Tarflower Dr, Winter Springs, FL 32708

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

  Move in Ready Sold Summary

  • $248/SF
  • 186 Days On Market

  Current Estimated Value $416,087

  Mattamy Homes Hickory Grove

  1274 Tarflower Dr, Winter Springs, FL 32708
• 

  

  

  /20

  Est $430,328

  Not Listed For Sale

  1336 Via Villa Nova, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 2,286 Sq Ft
  • Built 1980

  1336 Via Villa Nova, Winter Springs, FL 32708

  Last Sold Summary

  • 0 Days On Market
• 

  

  

  /40

  $750,000

  Pending

  • 4 Beds
  • 3 Baths
  • 2,803 Sq Ft

  1551 Wescott Loop, Winter Springs, FL 32708

  Welcome to Barrington Estates, where this light-filled home with an open floor plan instantly makes you feel at home. High ceilings blend timeless charm with modern style, while new luxury vinyl flooring flows throughout the entire home. The open kitchen overlooks the family room, creating the perfect space for entertaining, cooking, and spending time together. A dedicated office provides the

  Franki Gonzalez DALTON WADE INC

  1551 Wescott Loop, Winter Springs, FL 32708
• 

  

  /2

  $468,000

  Sold Sep 11, 2025

  1179 Freedom Ln, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,927 Sq Ft
  • Built 1987

  Last Sold Summary

  • 1% Below List Price
  • $243/SF
  • 13 Days On Market

  Current Estimated Value $479,458

  Last Listing Agent Chris Creegan CREEGAN GROUP

  1179 Freedom Ln, Winter Springs, FL 32708
• 

  

  /2

  Est $241,584

  Not Listed For Sale

  1493 Casa Park Cir, Winter Springs, FL 32708

  • 2 Beds
  • 2.5 Baths
  • 1,156 Sq Ft
  • Built 1985

  1493 Casa Park Cir, Winter Springs, FL 32708

  Last Sold Summary

  • 141 Days On Market
• 

  /2

  $135,500

  • 2 Beds
  • 2 Baths

  102 La Vista Dr, Winter Springs, FL 32708

  This brand-new 2026 Jacobsen home offers 2 bedrooms and 2 bathrooms, with quality finishes throughout. Highlights include a kitchen island, stainless steel appliances and walk-in closets!

  Todd Vagts Hacienda Village

  102 La Vista Dr, Winter Springs, FL 32708
• 

  /2

  $255,000

  Sold Sep 05, 2025

  533 Moree Loop, Winter Springs, FL 32708

  • 2 Beds
  • 2.5 Baths
  • 1,452 Sq Ft
  • Built 1984

  Last Sold Summary

  • 9% Below List Price
  • $176/SF
  • 134 Days On Market

  Current Estimated Value $260,861

  Last Listing Agent Brad Young HOMEVEST REALTY

  533 Moree Loop, Winter Springs, FL 32708
• 

  

  /14

  Est $346,327

  Not Listed For Sale

  622 Cruz Bay Cir, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft
  • Built 2006

  622 Cruz Bay Cir, Winter Springs, FL 32708

  Last Sold Summary

  • 0 Days On Market
• 

  /2

  $137,500

  Pending

  • 2 Beds
  • 2 Baths

  264 Ponce de Leon Dr, Winter Springs, FL 32708

  Brand-new 2026 Home - The Riviera -offering modern design and quality craftsmanship throughout. This beautifully appointed residence features recessed lighting, elegant crown molding, and luxury plank flooring that flows seamlessly through the home. The stylish kitchen is equipped with stainless steel appliances, creating a sleek and functional space for everyday living and entertaining. A

  Todd Vagts Hacienda Village

  264 Ponce de Leon Dr, Winter Springs, FL 32708
• 

  /2

  $485,000

  Sold Jan 16, 2026

  113 Mockingbird Ln, Winter Springs, FL 32708

  • 4 Beds
  • 2.5 Baths
  • 2,207 Sq Ft
  • Built 1986

  Last Sold Summary

  • $220/SF
  • 18 Days On Market

  Current Estimated Value $479,815

  Last Listing Agent Melissa Maggio KELLER WILLIAMS HERITAGE REALTY

  113 Mockingbird Ln, Winter Springs, FL 32708
• 

  /2

  Est $345,520

  Not Listed For Sale

  703 Sailfish Rd, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,262 Sq Ft
  • Built 1981

  703 Sailfish Rd, Winter Springs, FL 32708

  Last Sold Summary

  • 2 Days On Market
• 

  

  /36

  $395,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft

  678 Wishaw Ln, Winter Springs, FL 32708

  Welcome to your renovated home in the great Winter Springs location! This home features 3 bed/2 bath, ceramic title throughout the entire home. New kitchen with granite countertops and brand-new stainless-steel appliances. A large fireplace in the living room gives the home a cozy environment. Renovated bathrooms with new vanities and granite countertops. The renovation also includes modern

  Alejandro Rodriguez AROD PARTNERS REALTY

  678 Wishaw Ln, Winter Springs, FL 32708
• 

  /2

  $720,000

  Sold Dec 03, 2025

  1484 Wescott Loop, Winter Springs, FL 32708

  • 4 Beds
  • 3 Baths
  • 2,744 Sq Ft
  • Built 2004

  Last Sold Summary

  • 2% Below List Price
  • $262/SF
  • 12 Days On Market

  Current Estimated Value $712,744

  Last Listing Agent Virginia Bellhorn WATSON REALTY CORP

  1484 Wescott Loop, Winter Springs, FL 32708
• 

  

  /36

  Est $366,483

  Not Listed For Sale

  1525 Fox Glen Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,221 Sq Ft
  • Built 1997

  1525 Fox Glen Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 4 Days On Market
• 

  

  /28

  $320,000

  $38K PRICE DROP Pending

  • 2 Beds
  • 2 Baths
  • 1,518 Sq Ft

  1385 San Diego Ct, Winter Springs, FL 32708

  HUGE PRICE REDUCTION! LOWEST PRICED HOME IN SUNRISE VILLAGE! 2/2 UPDATED HOME! PLUS A BONUS ROOM PERFECT FOR OFFICE, NURSERY, PLAYROOM, HOBBY ROOM, FLORIDA ROOM OR JUST ADDITIONAL LIVING SPACE! OPEN FLOOR PLAN! KITCHEN FEATURES TILE FLOORS, EAT IN KITCHEN AND LIGHT WOOD CABINETRY! ROOF 2022, A/C 2023, WATER HEATER 2025! MAIN BATH UPDATED WITH DECORATIVE TILE, GRANITE COUNTER, TILE FLOOR! DOUBLE

  Diane Fuller COLDWELL BANKER REALTY

  1385 San Diego Ct, Winter Springs, FL 32708
• 

  /2

  $439,900

  Sold Aug 25, 2025

  806 Leopard Trail, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,645 Sq Ft
  • Built 1977

  Last Sold Summary

  • $267/SF
  • 18 Days On Market

  Current Estimated Value $455,061

  Last Listing Agent Al Spry BEACON REAL ESTATE & ASSOC

  806 Leopard Trail, Winter Springs, FL 32708
• 

  /2

  Est $463,257

  Not Listed For Sale

  1174 Saddlehorn Cir, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 2,033 Sq Ft
  • Built 1983

  1174 Saddlehorn Cir, Winter Springs, FL 32708

  Last Sold Summary

  • 27 Days On Market
• 

  

  /46

  $769,900

  Open Sat 12:30PM - 4PM $10K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,129 Sq Ft

  140 Seville Chase Dr, Winter Springs, FL 32708

  Welcome to a residence that truly embodies the phrase "NEIGHBOR'S ENVY, OWNER'S PRIDE" - an exceptional opportunity to own a showpiece home in the gated enclave of Seville Chase where smart living meets timeless elegance. This impeccably maintained, Solar-Powered SMART home offers an unparalleled blend of luxury, comfort, and sustainability. With Fully Paid Solar Panels keeping monthly electric

  Joji Jacob WEICHERT REALTORS HALLMARK PROPERTIES

  140 Seville Chase Dr, Winter Springs, FL 32708
• 

  /2

  $290,000

  Sold Nov 24, 2025

  701 Castlewood Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,470 Sq Ft
  • Built 1981

  Last Sold Summary

  • 2% Below List Price
  • $197/SF
  • 28 Days On Market

  Current Estimated Value $291,472

  Last Listing Agent Stephanie Anson ANSON PROPERTIES LLC

  701 Castlewood Dr, Winter Springs, FL 32708
• 

  /2

  Est $566,569

  Not Listed For Sale

  712 Timberwilde Ave, Winter Springs, FL 32708

  • 4 Beds
  • 3 Baths
  • 2,368 Sq Ft
  • Built 1996

  712 Timberwilde Ave, Winter Springs, FL 32708

  Last Sold Summary

  • 14 Days On Market
• 

  

  /57

  $945,000

  $30K PRICE DROP Pending

  • 6 Beds
  • 4.5 Baths
  • 3,742 Sq Ft

  1835 Seneca Blvd, Winter Springs, FL 32708

  Under contract-accepting backup offers. BEAUTIFUL, UPDATED Six-Bedroom, Four and one-half Bath Executive Pool home in Tuscawilla’s sought-after Chelsea Woods community with its tree-canopy lined streets! This unique home has no back neighbors, no required HOA & offers TWO PRIMARY BEDROOMS (one on each level) & a third bedroom with ensuite bath access! This fabulous home sits on an oversized lot

  Diane Sterling KELLER WILLIAMS ADVANTAGE REALTY

  1835 Seneca Blvd, Winter Springs, FL 32708
• 

  

  /18

  $374,990

  Sold May 06, 2026

  1266 Tarflower Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,476 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $254/SF
  • 11 Days On Market

  Current Estimated Value $395,667

  Mattamy Homes Hickory Grove

  1266 Tarflower Dr, Winter Springs, FL 32708
• 

  /2

  Est $429,965

  Not Listed For Sale

  849 Big Buck Cir, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,876 Sq Ft
  • Built 1984

  849 Big Buck Cir, Winter Springs, FL 32708

  Last Sold Summary

  • 27 Days On Market
• 

  

  /38

  $419,000

  $126K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,463 Sq Ft

  1024 Dinero Dr, Winter Springs, FL 32708

  Beautiful 3-bedroom, 2-bath pool/spa home located in the highly desirable Sunrise Estates in Winter Springs, featuring a split floor plan on nearly 1⁄4 acre with no front neighbors for added privacy. This home boasts a newer roof and newer pool/spa heater, making it perfect for entertaining family and friends, while the oversized backyard and large covered screened-in patio provide an ideal

  Antonio Salinger CALL IT CLOSED INTL REALTY

  1024 Dinero Dr, Winter Springs, FL 32708
• 

  /2

  $585,000

  Sold Jul 14, 2025

  1425 Mt Laurel Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,882 Sq Ft
  • Built 1982

  Last Sold Summary

  • 2% Above List Price
  • $311/SF
  • 0 Days On Market

  Current Estimated Value $579,719

  Last Listing Agent Jennifer Christ RE/MAX TOWN & COUNTRY REALTY

  1425 Mt Laurel Dr, Winter Springs, FL 32708
• 

  

  /39

  Est $646,511

  Not Listed For Sale

  415 Park Lake Dr, Winter Springs, FL 32708

  • 4 Beds
  • 2.5 Baths
  • 3,046 Sq Ft
  • Built 2003

  415 Park Lake Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 8 Days On Market
• 

  

  /38

  $179,500

  • 2 Beds
  • 2 Baths
  • 972 Sq Ft

  50 Sheoah Blvd Unit 33, Winter Springs, FL 32708

  WELCOME HOME! This elegant, bright, and open first-floor, single-story 2-bedroom, 2-bath condo is located in the highly desirable Winter Springs community. From the moment you step inside, you’ll feel right at home in the spacious living and dining area featuring custom-built shelving and an inviting layout perfect for relaxing or entertaining. The split-bedroom floor plan offers added privacy,

  Fanny Stollmeyer LIFESTYLE INTERNATIONAL REALTY

  50 Sheoah Blvd Unit 33, Winter Springs, FL 32708
• 

  /2

  $429,900

  Sold Jul 03, 2025

  1000 Chesterfield Cir, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,756 Sq Ft
  • Built 1984

  Last Sold Summary

  • $245/SF
  • 0 Days On Market

  Current Estimated Value $437,429

  Last Listing Agent Sean Calegan CFRP REALTY LLC

  1000 Chesterfield Cir, Winter Springs, FL 32708
• 

  

  /36

  Est $401,761

  Not Listed For Sale

  210 Mockingbird Ln, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,627 Sq Ft
  • Built 1979

  210 Mockingbird Ln, Winter Springs, FL 32708

  Last Sold Summary

  • 45 Days On Market
• 

  

  /28

  $402,500

  $13K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,737 Sq Ft

  709 Sailfish Rd, Winter Springs, FL 32708

  Some neighborhoods offer just a house; this one delivers a true Florida lifestyle, anchored by a beautiful, deep quarter-acre lot and a home built for functional, everyday living. Tucked away in a quiet pocket of Winter Springs—one of Seminole County’s most coveted and safest communities—this 3-bedroom, 2-bathroom gem offers the rare freedom of no HOA combined with unparalleled privacy. The home

  Wayne Mottley ELEGANT REALTY LLC

  709 Sailfish Rd, Winter Springs, FL 32708
• 

  /2

  $175,000

  Sold Feb 18, 2026

  40 Moree Loop Unit 7, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,400 Sq Ft
  • Built 1977

  Last Sold Summary

  • 3% Below List Price
  • $125/SF
  • 36 Days On Market

  Current Estimated Value $173,892

  Last Listing Agent Jeff Singletary KELLER WILLIAMS HERITAGE REALTY

  40 Moree Loop Unit 7, Winter Springs, FL 32708
• 

  /2

  Est $1,115,216

  Not Listed For Sale

  114 Cherry Creek Cir, Winter Springs, FL 32708

  • 5 Beds
  • 4 Baths
  • 3,469 Sq Ft
  • Built 1995

  114 Cherry Creek Cir, Winter Springs, FL 32708

  Last Sold Summary

  • 14 Days On Market
• 

  

  /41

  $199,000

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

  429 Sheoah Blvd Unit 9, Winter Springs, FL 32708

  Welcome to this beautifully maintained 3-bedroom, 2-bath condominium nestled in the highly desirable Highlands community of Winter Springs. Offering the perfect blend of comfort, style, and convenience, this move-in-ready home features an updated kitchen with granite countertops, stainless steel appliances, and ample cabinetry. The spacious floor plan is complemented by updated bathrooms,

  Freddy Escobar LPT REALTY, LLC

  429 Sheoah Blvd Unit 9, Winter Springs, FL 32708
• 

  /2

  $300,000

  Sold Aug 26, 2025

  600 Northern Way Unit 607, Winter Springs, FL 32708

  • 3 Beds
  • 3 Baths
  • 1,609 Sq Ft
  • Built 2016

  Last Sold Summary

  • 3% Below List Price
  • $186/SF
  • 38 Days On Market

  Last Listing Agent Priya Rajan TOP LINE REALTY

  600 Northern Way Unit 607, Winter Springs, FL 32708
• 

  /2

  Est $409,309

  Not Listed For Sale

  332 Ringwood Cir, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 1,912 Sq Ft
  • Built 1983

  332 Ringwood Cir, Winter Springs, FL 32708

  Last Sold Summary

  • 61 Days On Market
• 

  

  /30

  $375,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,238 Sq Ft

  240 N Devon Ave, Winter Springs, FL 32708

  Welcome to 240 N Devon Avenue, a fully updated three-bedroom, two-bath home in the heart of Winter Springs, where the renovation has been done for you and the only thing left to do is move in. Inside, the open-concept main living area is anchored by a stunning stone fireplace with built-in shelving and crown molding throughout. The kitchen has been beautifully upgraded with custom wood cabinetry,

  Lindsey Hudson REAL BROKER, LLC

  240 N Devon Ave, Winter Springs, FL 32708
• 

  /2

  $385,000

  Sold Mar 09, 2026

  625 Nighthawk Cir, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,522 Sq Ft
  • Built 1991

  Last Sold Summary

  • 8% Below List Price
  • $253/SF
  • 252 Days On Market

  Current Estimated Value $381,761

  Last Listing Agent Warren Gagne NEXTHOME NEIGHBORHOOD REALTY

  625 Nighthawk Cir, Winter Springs, FL 32708
• 

  /2

  Est $510,782

  Not Listed For Sale

  1183 Baltic Ln, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 2,067 Sq Ft
  • Built 1987

  1183 Baltic Ln, Winter Springs, FL 32708

  Last Sold Summary

  • 35 Days On Market
• 

  

  /46

  $690,000

  $29K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,562 Sq Ft

  4951 Courtland Loop, Winter Springs, FL 32708

  This beautifully updated home blends timeless character with modern comfort, offering an inviting layout designed for both everyday living and entertaining. The light-filled interior showcases a stunning, renovated kitchen with new quartz extended countertops, a butcher block island, recessed lighting, and a full suite of high-end appliances including a JennAir refrigerator, KitchenAid pull-out

  Carolina Taborda MOMENTUM REALTY

  4951 Courtland Loop, Winter Springs, FL 32708
• 

  /2

  $334,990

  Sold Mar 31, 2026

  756 Dunlap Cir, Winter Springs, FL 32708

  • 2 Beds
  • 2 Baths
  • 1,251 Sq Ft
  • Built 1982

  Last Sold Summary

  • $268/SF
  • 7 Days On Market

  Current Estimated Value $338,434

  Last Listing Agent Greg Lowe FLORIDA REALTY RESULTS LLC

  756 Dunlap Cir, Winter Springs, FL 32708

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