17,348

Winter Springs, FL Homes

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  • /46

    $729,900 Pending

    • 5 Beds
    • 3.5 Baths
    • 2,908 Sq Ft

    1233 Stone Harbour Rd Unit 3, Winter Springs, FL 32708

    Under contract-accepting backup offers. Experience the ultimate Florida lifestyle at this stunning 4-bedroom (plus home office) or 5-bedroom, 3.5-bathroom retreat nestled in the exclusive gated community of Parkstone. Come home to soaring, high ceilings and a bright, open floorplan that’s an entertainers dream. The Chef’s kitchen features stainless steel appliances, and a breakfast bar as well as

    Tania Crandall SHORESTONE PROPERTY GROUP

    1233 Stone Harbour Rd Unit 3, Winter Springs, FL 32708
  • /2

    $330,000 Sold Jun 06, 2025

    401 Harbor Winds Ct, Winter Springs, FL 32708

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

    Last Sold Summary

    • 1% Below List Price
    • $238/SF
    • 21 Days On Market

    Current Estimated Value $327,486

    Last Listing Agent Carrie Shawfield SHAWFIELD REALTY GROUP

    401 Harbor Winds Ct, Winter Springs, FL 32708
    • /4

      Est $496,534 Not Listed For Sale

      1320 Spotted Sandpiper Loop, Winter Springs, FL 32708

      • 4 Beds
      • 3.5 Baths
      • 2,359 Sq Ft
      • Built 2022
      1320 Spotted Sandpiper Loop, Winter Springs, FL 32708

      Last Sold Summary

      • 3% Above List Price
      • $205/SF
      • 247 Days On Market
      • Last Sold Price $482,474
      • May 25, 2023

      Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  • /14

    $59,900

    • 2 Beds
    • 2 Baths

    338 Casa Grande Dr, Winter Springs, FL 32708

    Price is negotiable. Flooring: Redwood Oak waterproof plank flooring throughout. Roof: Roof approximately 3 years old, including laundry area and porch. Community & Lifestyle: Enjoy a peaceful, pet-friendly, resort-style community featuring two swimming pools (one heated), two clubhouses with banquet room, library, and fitness center, tennis courts, golf, RV storage, and scenic walking paths.

    Gabriel Dumeng AMAZING MOBILE HOMES LLC

    338 Casa Grande Dr, Winter Springs, FL 32708
  • /2

    $295,000 Sold Sep 03, 2025

    1313 Heritage Commons Dr, Winter Springs, FL 32708

    • 3 Beds
    • 2.5 Baths
    • 1,326 Sq Ft
    • Built 2010

    Last Sold Summary

    • 3% Below List Price
    • $222/SF
    • 27 Days On Market

    Current Estimated Value $298,476

    Last Listing Agent Taylor McClure COLDWELL BANKER SOLOMON

    1313 Heritage Commons Dr, Winter Springs, FL 32708
    • /4

      Est $493,560 Not Listed For Sale

      1316 Spotted Sandpiper Loop, Winter Springs, FL 32708

      • 4 Beds
      • 3.5 Baths
      • 2,359 Sq Ft
      • Built 2022
      1316 Spotted Sandpiper Loop, Winter Springs, FL 32708

      Last Sold Summary

      • 7% Above List Price
      • $195/SF
      • 247 Days On Market
      • Last Sold Price $460,000
      • May 29, 2023

      Last Listing Agent Carole Blake CHARLES RUTENBERG REALTY ORLANDO

  • /39

    $275,000

    • 3 Beds
    • 2 Baths
    • 1,425 Sq Ft

    600 Northern Way Unit 302, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Welcome to Tuscany Place, a GATED COMMUNITY in the heart of Tuskawilla – one of Winter Springs’ most desirable and established areas! This UPDATED second-floor condo delivers the perfect blend of modern style, LOW MAINTENANCE LIVING, and an unbeatable Central Florida location. Major updates

    Jennifer Wemert WEMERT GROUP REALTY LLC

    600 Northern Way Unit 302, Winter Springs, FL 32708
  • /2

    $620,000 Sold Dec 29, 2025

    1448 Rushing Rapids Way, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 2,090 Sq Ft
    • Built 2020

    Last Sold Summary

    • 3% Below List Price
    • $297/SF
    • 21 Days On Market

    Current Estimated Value $618,800

    Last Listing Agent Gwyn Clark FANNIE HILLMAN & ASSOCIATES

    1448 Rushing Rapids Way, Winter Springs, FL 32708
    • /5

      Est $494,855 Not Listed For Sale

      1312 Spotted Sandpiper Loop, Winter Springs, FL 32708

      • 4 Beds
      • 3.5 Baths
      • 2,359 Sq Ft
      • Built 2022
      1312 Spotted Sandpiper Loop, Winter Springs, FL 32708

      Last Sold Summary

      • 5% Above List Price
      • $199/SF
      • 72 Days On Market
      • Last Sold Price $469,350
      • Jun 08, 2023

      Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  • /43

    $1,200,000

    • 5 Beds
    • 3.5 Baths
    • 3,212 Sq Ft

    1281 Natures Way, Winter Springs, FL 32708

    Experience the beauty of city living on 2.3 acres in the highly desirable city of Winter Springs with no HOA—where open space, natural surroundings, and an equestrian friendly lifestyle come together. This unique property offers the freedom of rural living while remaining conveniently located near the Tuscawilla area.The fully usable acreage is ideal for horses, cattle, or other livestock. If

    Javid Owji EQUITY REAL ESTATE BROKERS

    1281 Natures Way, Winter Springs, FL 32708
  • /2

    $260,000 Sold May 01, 2026

    552 Shadow Glenn Place, Winter Springs, FL 32708

    • 2 Beds
    • 2.5 Baths
    • 1,359 Sq Ft
    • Built 1991

    Last Sold Summary

    • 4% Below List Price
    • $191/SF
    • 44 Days On Market

    Current Estimated Value $266,758

    Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

    552 Shadow Glenn Place, Winter Springs, FL 32708
    • /3

      Est $495,529 Not Listed For Sale

      1308 Spotted Sandpiper Loop, Winter Springs, FL 32708

      • 4 Beds
      • 3.5 Baths
      • 2,353 Sq Ft
      • Built 2023
      1308 Spotted Sandpiper Loop, Winter Springs, FL 32708

      Last Sold Summary

      • 7% Above List Price
      • $197/SF
      • 369 Days On Market
      • Last Sold Price $463,495
      • May 29, 2023

      Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  • /28

    $269,900

    • 3 Beds
    • 2.5 Baths
    • 1,348 Sq Ft

    585 Shadow Glenn Place, Winter Springs, FL 32708

    Welcome home to this move in ready 3 bedroom, 2 bathroom end unit townhome nestled in the heart of Winter Springs! With 1,350 sq ft of well utilized living space, this charming residence offers the perfect blend of comfort and convenience — ideal for first-time buyers looking to plant roots in one of Seminole County's most sought-after communities.As an end unit, enjoy added privacy, extra

    Rodrigo Marsal LIFESTYLE INTERNATIONAL REALTY

    585 Shadow Glenn Place, Winter Springs, FL 32708
  • /2

    $728,000 Sold Mar 04, 2026

    1435 Rushing Rapids Way, Winter Springs, FL 32708

    • 4 Beds
    • 2 Baths
    • 1,916 Sq Ft
    • Built 2019

    Last Sold Summary

    • 5% Below List Price
    • $380/SF
    • 11 Days On Market

    Current Estimated Value $751,578

    Last Listing Agent Tara Haefner KELLER WILLIAMS HERITAGE REALTY

    1435 Rushing Rapids Way, Winter Springs, FL 32708
    • /2

      Est $475,340 Not Listed For Sale

      1104 Spotted Sandpiper Loop, Winter Springs, FL 32708

      • 4 Beds
      • 3.5 Baths
      • 2,348 Sq Ft
      • Built 2021
      1104 Spotted Sandpiper Loop, Winter Springs, FL 32708

      Last Sold Summary

      • 1% Below List Price
      • $204/SF
      • 6 Days On Market
      • Last Sold Price $480,000
      • Jul 22, 2024

      Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

  • /59

    $910,000 Pending

    • 4 Beds
    • 4 Baths
    • 3,499 Sq Ft

    213 Heatherwood Ct, Winter Springs, FL 32708

    Under contract-accepting backup offers. Welcome home to 213 Heatherwood Circle, nestled within the highly sought-after gated community of Reserve at Tuscawilla, where lifestyle meets luxury. From the moment you arrive, you’re greeted by lush Florida landscaping, an oversized driveway, and a desirable side-entry three-car garage. Situated on a generous 0.34-acre pond-front lot, this exceptional

    Virginia Bellhorn WATSON REALTY CORP

    213 Heatherwood Ct, Winter Springs, FL 32708
  • /12

    $426,809 Sold Oct 03, 2025

    1309 Coral Bean Ln, Winter Springs, FL 32708

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

    Move in Ready Sold Summary

    • $254/SF
    • 291 Days On Market

    Mattamy Homes Hickory Grove

    1309 Coral Bean Ln, Winter Springs, FL 32708
    • /3

      Est $50,976 Not Listed For Sale

      286 Stoner Rd, Winter Springs, FL 32708

      286 Stoner Rd, Winter Springs, FL 32708

      Last Sold Summary

      • 27% Above List Price
      • 35 Days On Market
      • Last Sold Price $40,000
      • Mar 26, 2024

      Last Listing Agent Dyanna Alley-Wilson IAD FLORIDA LLC

  • /18

    $366,900 Pre-Foreclosure

    • 4 Beds
    • 2 Baths
    • 1,700 Sq Ft

    221 Sherry Ave, Winter Springs, FL 32708

    Beautiful fully renovated property featuring 4 spacious bedrooms, 2 modern bathrooms, and an additional room perfect for an office or play room. The home has been completely updated, including a new roof and new windows, providing improved energy efficiency and peace of mind. Open layout with excellent natural light and modern finishes throughout. Move-in ready, ideal for a family home or

    Rodrigo Chavez LA ROSA REALTY ORLANDO LLC

    221 Sherry Ave, Winter Springs, FL 32708
  • /2

    $365,000 Sold Aug 26, 2025

    416 S Hawthorn Cir, Winter Springs, FL 32708

    • 3 Beds
    • 2.5 Baths
    • 1,576 Sq Ft
    • Built 1974

    Last Sold Summary

    • 12% Above List Price
    • $232/SF
    • 5 Days On Market

    Current Estimated Value $369,555

    Last Listing Agent Lisa Demarco Rubel KELLER WILLIAMS ADVANTAGE REALTY

    416 S Hawthorn Cir, Winter Springs, FL 32708
    • /2

      Est $277,457 Not Listed For Sale

      4105 Hedge Maple Place, Winter Springs, FL 32708

      • 2 Beds
      • 2.5 Baths
      • 1,330 Sq Ft
      • Built 2010
      4105 Hedge Maple Place, Winter Springs, FL 32708

      Last Sold Summary

      • 1% Below List Price
      • $211/SF
      • 286 Days On Market
      • Last Sold Price $280,000
      • Dec 17, 2024

      Last Listing Agent Warren Gagne NEXTHOME NEIGHBORHOOD REALTY

  • /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

    $357,500 Sold Feb 17, 2026

    1345 Mill Stream Ln, Winter Springs, FL 32708

    • 3 Beds
    • 3.5 Baths
    • 1,519 Sq Ft
    • Built 2015

    Last Sold Summary

    • 10% Below List Price
    • $235/SF
    • 105 Days On Market

    Current Estimated Value $360,575

    Last Listing Agent Gerard Floyd GERARD LAND AQUATIC, INC

    1345 Mill Stream Ln, Winter Springs, FL 32708
    • /36

      Est $329,363 Not Listed For Sale

      922 Wedgewood Dr, Winter Springs, FL 32708

      • 2 Beds
      • 2 Baths
      • 1,186 Sq Ft
      • Built 1977
      922 Wedgewood Dr, Winter Springs, FL 32708

      Last Sold Summary

      • 2% Below List Price
      • $284/SF
      • 3 Days On Market
      • Last Sold Price $337,000
      • Jul 24, 2023

      Last Listing Agent Robert Arnold SAND DOLLAR REALTY GROUP INC

  • /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

    $325,000 Sold Sep 03, 2025

    210 Wade St, Winter Springs, FL 32708

    • 4 Beds
    • 2 Baths
    • 1,458 Sq Ft
    • Built 1971

    Last Sold Summary

    • 4% Below List Price
    • $223/SF
    • 25 Days On Market

    Current Estimated Value $330,752

    Last Listing Agent Kimberley Beaudry ORLANDO REGIONAL REALTY

    210 Wade St, Winter Springs, FL 32708
    • /2

      Est $397,303 Not Listed For Sale

      1003 Knoll Wood Ct, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,703 Sq Ft
      • Built 1988
      1003 Knoll Wood Ct, Winter Springs, FL 32708

      Last Sold Summary

      • 1% Below List Price
      • $235/SF
      • 131 Days On Market
      • Last Sold Price $400,000
      • Dec 27, 2024

      Last Listing Agent Brian Hyser THE AGENCY FL

  • /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

    $800,000 Sold May 27, 2025

    1436 Mt Laurel Dr, Winter Springs, FL 32708

    • 4 Beds
    • 3 Baths
    • 2,449 Sq Ft
    • Built 1982

    Last Sold Summary

    • 3% Below List Price
    • $327/SF
    • 13 Days On Market

    Current Estimated Value $784,386

    Last Listing Agent Christine Cureton LPT REALTY, LLC

    1436 Mt Laurel Dr, Winter Springs, FL 32708
    • /34

      Est $463,070 Not Listed For Sale

      109 Redtail Place, Winter Springs, FL 32708

      • 3 Beds
      • 2 Baths
      • 1,663 Sq Ft
      • Built 1995
      109 Redtail Place, Winter Springs, FL 32708

      Last Sold Summary

      • 2% Above List Price
      • $273/SF
      • 1 Day On Market
      • Last Sold Price $454,000
      • Jul 18, 2023

      Last Listing Agent Kim Coburn RE/MAX

  • /28

    $349,000

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

    1385 San Diego Ct, Winter Springs, FL 32708

    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 PANED WINDOWS! WIDE BLINDS! KNOCKDOWN

    Diane Fuller COLDWELL BANKER REALTY

    1385 San Diego Ct, Winter Springs, FL 32708
  • /2

    $290,000 Sold Mar 10, 2026

    224 Shore Rd, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,801 Sq Ft
    • Built 1980

    Last Sold Summary

    • 26% Above List Price
    • $161/SF
    • 3 Days On Market

    Current Estimated Value $382,688

    Last Listing Agent Deborah Morris KELLER WILLIAMS ADVANTAGE REALTY

    224 Shore Rd, Winter Springs, FL 32708
    • /47

      Est $312,582 Not Listed For Sale

      3916 White Birch Run, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,492 Sq Ft
      • Built 2009
      3916 White Birch Run, Winter Springs, FL 32708

      Last Sold Summary

      • 7% Below List Price
      • $225/SF
      • 1 Day On Market
      • Last Sold Price $336,000
      • May 18, 2023

      Last Listing Agent Abby Chitty PLATINUM REAL ESTATE

  • /46

    $779,900

    • 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

    $1,300,000 Sold Jul 18, 2025

    772 Bear Creek Cir, Winter Springs, FL 32708

    • 5 Beds
    • 7 Baths
    • 5,410 Sq Ft
    • Built 1985

    Last Sold Summary

    • 12% Below List Price
    • $240/SF
    • 190 Days On Market

    Current Estimated Value $1,366,124

    Last Listing Agent Warren Gagne NEXTHOME NEIGHBORHOOD REALTY

    772 Bear Creek Cir, Winter Springs, FL 32708
    • /2

      Est $357,240 Not Listed For Sale

      3932 White Birch Run, Winter Springs, FL 32708

      • 4 Beds
      • 2.5 Baths
      • 1,960 Sq Ft
      • Built 2008
      3932 White Birch Run, Winter Springs, FL 32708

      Last Sold Summary

      • 1% Above List Price
      • $181/SF
      • 41 Days On Market
      • Last Sold Price $355,000
      • Feb 03, 2025

      Last Listing Agent Patrick Urbainczyk P.A. KELLER WILLIAMS HERITAGE REALTY

  • /57

    $975,000

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

    1835 Seneca Blvd, Winter Springs, FL 32708

    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 with a wooded green space behind it & is

    Diane Sterling KELLER WILLIAMS ADVANTAGE REALTY

    1835 Seneca Blvd, Winter Springs, FL 32708
  • /2

    $279,000 Sold Jun 13, 2025

    600 Northern Way Unit 1807, Winter Springs, FL 32708

    • 3 Beds
    • 2.5 Baths
    • 1,406 Sq Ft
    • Built 2007

    Last Sold Summary

    • $198/SF
    • 2 Days On Market

    Current Estimated Value $280,137

    Last Listing Agent Jackie Criswell RE/MAX TOWN & COUNTRY REALTY

    600 Northern Way Unit 1807, Winter Springs, FL 32708
    • /26

      Est $820,105 Not Listed For Sale

      108 Trace Point, Winter Springs, FL 32708

      • 4 Beds
      • 3.5 Baths
      • 3,706 Sq Ft
      • Built 1999
      108 Trace Point, Winter Springs, FL 32708

      Last Sold Summary

      • 3% Above List Price
      • $216/SF
      • 1 Day On Market
      • Last Sold Price $799,900
      • Jul 31, 2023

      Last Listing Agent Beth Logullo KELLER WILLIAMS WINTER PARK

  • /38

    $444,500

    • 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

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