17,391

Winter Springs, FL Homes

Section Image
  • /24

    $300,000

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,366 Sq Ft

    712 Linden Dr, Winter Springs, FL 32708

    Virtually Staged. Welcome to this well-maintained 3-bedroom, 2-bathroom block townhome offering 1,366 square feet of comfortable living space in the desirable Wildwood community of Winter Springs. Tucked along a quiet tree-lined street. Inside, the home features an open and inviting layout highlighted by vaulted ceilings, neutral tones, and vinyl flooring that create a bright and airy living

    Kaleb Shaw SHAW SIGNATURE RE

    712 Linden Dr, Winter Springs, FL 32708
  • /2

    $435,000

    Sold Dec 15, 2025

    951 Ginnie Way, Winter Springs, FL 32708

    • 3 Beds
    • 2.5 Baths
    • 1,794 Sq Ft
    • Built 2013

    Last Sold Summary

    • 7% Below List Price
    • $242/SF
    • 79 Days On Market

    Current Estimated Value $433,989

    Last Listing Agent Melissa Condrey COMPASS FLORIDA LLC

    951 Ginnie Way, Winter Springs, FL 32708
    • /2

      Est $419,105

      Not Listed For Sale

      1386 Tarflower Dr, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,476 Sq Ft
      • Built 2024
      1386 Tarflower Dr, Winter Springs, FL 32708

      Last Sold Summary

      • 27 Days On Market

  • /25

    $210,000

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,400 Sq Ft

    30 Moree Loop Unit 39, Winter Springs, FL 32708

    Welcome to your move-in ready 3-bedroom, 2.5-bath townhome-style condo located in the desirable Highlands of Winter Springs community known for its beautiful tree-lined streets, scenic walking trails, and resort-style amenities. This stylish home offers approximately 1,400 square feet of updated living space designed for comfort and low-maintenance living. Inside, you’ll find a fully remodeled

    Casey Irwin PARK VIEW REALTY INC

    30 Moree Loop Unit 39, Winter Springs, FL 32708
  • /2

    $500,000

    Sold May 21, 2026

    1356 Via Villa Nova, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,864 Sq Ft
    • Built 1980

    Last Sold Summary

    • $268/SF
    • 27 Days On Market

    Current Estimated Value $496,306

    Last Listing Agent Tori Nguyen LOKATION

    1356 Via Villa Nova, Winter Springs, FL 32708
    • /2

      Est $665,174

      Not Listed For Sale

      1613 Sapphire Star Dr, Oviedo, FL 32765

      • 4 Beds
      • 3.5 Baths
      • 2,608 Sq Ft
      • Built 2014
      1613 Sapphire Star Dr, Oviedo, FL 32765

      Last Sold Summary

      • 3 Days On Market

  • /2

    $435,000

    • 3 Beds
    • 2 Baths
    • 1,735 Sq Ft

    661 Andover Cir, Winter Springs, FL 32708

    Welcome to 661 Andover Circle, a beautifully updated home in the sought-after Tuscawilla community of Winter Springs. This move-in ready residence features ceramic tile flooring, fresh interior paint, and a spacious split-bedroom floor plan designed for comfortable living. The updated kitchen offers granite countertops, newly painted cabinetry, a brand-new range, ample storage, and a functional

    Aggy DiTullio DJ & LINDSEY REAL ESTATE

    661 Andover Cir, Winter Springs, FL 32708
  • /2

    $450,000

    Sold Feb 05, 2026

    1201 Punta Gorda Cir, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,609 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Above List Price
    • $280/SF
    • 3 Days On Market

    Current Estimated Value $442,621

    Last Listing Agent Wendy Moore ERA GRIZZARD REAL ESTATE

    1201 Punta Gorda Cir, Winter Springs, FL 32708
    • /2

      Est $467,534

      Not Listed For Sale

      1418 Blumberg Blvd, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,704 Sq Ft
      • Built 2024
      1418 Blumberg Blvd, Winter Springs, FL 32708

      Last Sold Summary

      • 0 Days On Market

  • /35

    $249,900

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,089 Sq Ft

    270 San Gabriel St, Winter Springs, FL 32708

    Quick Closing Available. Welcome to 270 San Gabriel Street in Winter Springs—now offered at an updated price and ready for its next owner. This well-maintained, single-story home features vaulted ceilings and a bright, open layout that creates a comfortable and inviting living space. With neutral finishes and ceramic tile flooring throughout, the home is truly move-in ready. All appliances are

    Alie Gattis MAINFRAME REAL ESTATE

    270 San Gabriel St, Winter Springs, FL 32708
  • /2

    $2,057,000

    Sold Jul 11, 2025

    4024 W Danby Ct, Winter Springs, FL 32708

    • 5 Beds
    • 4.5 Baths
    • 4,543 Sq Ft
    • Built 1990

    Last Sold Summary

    • 22% Below List Price
    • $453/SF
    • 186 Days On Market

    Current Estimated Value $1,892,660

    Last Listing Agent Kim Coburn RE/MAX TOWN & COUNTRY REALTY

    4024 W Danby Ct, Winter Springs, FL 32708
    • /2

      Not Listed For Sale

      660 Macduff Ln, Winter Springs, FL 32708

      • 6 Beds
      • 4 Baths
      • 2,293 Sq Ft
      • Built 1979
      660 Macduff Ln, Winter Springs, FL 32708

      Last Sold Summary

      • 14 Days On Market

  • /40

    $504,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,978 Sq Ft

    107 Golden Crest Ct, Winter Springs, FL 32708

    Located within the gated community of Eagle’s Watch in Seminole County, this well-maintained residence offers a functional layout, quality features, and a highly convenient location. Situated on a quiet cul-de-sac and backing to a greenbelt, the property provides added privacy along with direct access to the Florida National Scenic Trail system for outdoor recreation.The home features a

    Dianne Moore FLORIDA REALTY INVESTMENTS

    107 Golden Crest Ct, Winter Springs, FL 32708
  • /2

    $632,500

    Sold Mar 30, 2026

    1105 Northern Way, Winter Springs, FL 32708

    • 4 Beds
    • 2 Baths
    • 2,142 Sq Ft
    • Built 1980

    Last Sold Summary

    • 3% Above List Price
    • $295/SF
    • 4 Days On Market

    Current Estimated Value $619,680

    Last Listing Agent Dawn Tinder KELLER WILLIAMS WINTER PARK

    1105 Northern Way, Winter Springs, FL 32708
    • /27

      Est $236,451

      Not Listed For Sale

      602 Casa Park Ct E, Winter Springs, FL 32708

      • 2 Beds
      • 2.5 Baths
      • 1,156 Sq Ft
      • Built 1984
      602 Casa Park Ct E, Winter Springs, FL 32708

      Last Sold Summary

      • 1 Day On Market

  • /26

    $224,900

    $20K PRICE DROP Pending
    • 3 Beds
    • 1.5 Baths
    • 1,130 Sq Ft

    411 Green Spring Cir, Winter Springs, FL 32708

    Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Short Sale. Unlock the potential in the desirable Vineyards of Mount Greenwood! This 3-bedroom, 1.5-bath townhome in Winter Springs is now offered as a short sale and presents an exceptional opportunity for investors, renovators, or buyers ready to create their own vision. Featuring a spacious living and

    Sarita Cabrera WATSON REALTY CORP

    411 Green Spring Cir, Winter Springs, FL 32708
  • /2

    $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 $167,498

    Last Listing Agent Travis Cepregi KELLER WILLIAMS WINTER PARK

    40 Sheoah Blvd Unit 27, Winter Springs, FL 32708
    • /2

      Est $665,113

      Not Listed For Sale

      544 Buckhorn Dr, Winter Springs, FL 32708

      • 4 Beds
      • 3.5 Baths
      • 2,925 Sq Ft
      • Built 2013
      544 Buckhorn Dr, Winter Springs, FL 32708

      Last Sold Summary

      • 17 Days On Market

  • /24

    $420,000

    Open Sat 12PM - 2PM
    • 3 Beds
    • 2 Baths
    • 1,218 Sq Ft

    203 Sweetgum Ct, Winter Springs, FL 32708

    This meticulously maintained home offers an impressive combination of recent upgrades, thoughtful features, and exceptional outdoor living. The curb appeal is enhanced by professional landscape lighting, while 10-foot access gates on both sides of the property provide convenience and flexibility. A three-zone irrigation system helps maintain the beautifully landscaped grounds year-round.The

    Joseph Connolly CENTURY 21 ALTON CLARK

    203 Sweetgum Ct, Winter Springs, FL 32708
  • /2

    $565,000

    Sold Aug 19, 2025

    680 Cheoy Lee Cir, Winter Springs, FL 32708

    • 4 Beds
    • 2 Baths
    • 2,066 Sq Ft
    • Built 1988

    Last Sold Summary

    • 2% Below List Price
    • $273/SF
    • 19 Days On Market

    Current Estimated Value $569,995

    Last Listing Agent Doug Atkins RE/MAX TOWN & COUNTRY REALTY

    680 Cheoy Lee Cir, Winter Springs, FL 32708
    • /27

      Est $591,402

      Not Listed For Sale

      1452 Rushing Rapids Way, Winter Springs, FL 32708

      • 4 Beds
      • 2 Baths
      • 1,916 Sq Ft
      • Built 2020
      1452 Rushing Rapids Way, Winter Springs, FL 32708

      Last Sold Summary

      • 0 Days On Market

  • /39

    $539,900

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,375 Sq Ft

    1016 Walnut Creek Cove Unit 4, Winter Springs, FL 32708

    Under contract-accepting backup offers. Welcome to this beautifully maintained 4-bedroom, 2.5-bath home nestled on a quiet cul-de-sac in the highly desirable gated community of Parkstone. From the moment you arrive, you'll appreciate the inviting curb appeal, fresh exterior paint, and the pride of ownership throughout. Step inside to discover a light and bright interior filled with airy, spacious

    Colleen Kahl RE/MAX TOWN & COUNTRY REALTY

    1016 Walnut Creek Cove Unit 4, Winter Springs, FL 32708
  • /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 $367,347

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

    422 S Hawthorn Cir Unit 2, Winter Springs, FL 32708
    • /52

      Est $588,660

      Not Listed For Sale

      1374 Brave Wolf Point, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 2,545 Sq Ft
      • Built 2019
      1374 Brave Wolf Point, Winter Springs, FL 32708

      Last Sold Summary

      • 37 Days On Market

  • /33

    $443,990

    New Construction $43K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 1,704 Sq Ft

    189 Bear Springs Dr, Winter Springs, FL 32708

    Experience luxurious living in the Sofia floorplan, where the spotlight shines on the exquisite first-floor owner's suite that exudes sophistication with a spacious walk-in closet, abundant natural light, and a private bath. This end unit boasts an open-concept ground floor, perfect for entertaining and daily life. With 3 bedrooms, 2.5 bathrooms, and a rear-loading 2-car garage, this residence

    Amanda Warren MATTAMY REAL ESTATE SERVICES

    189 Bear Springs Dr, Winter Springs, FL 32708
  • /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 $802,686

    Last Listing Agent Jose R Marrero FLORIDA LIGHTHOUSE REALTY

    1559 Wescott Loop, Winter Springs, FL 32708
    • /2

      Est $496,936

      Not Listed For Sale

      2060 Axel St, Minneola, FL 34715

      • 4 Beds
      • 2.5 Baths
      • 1,884 Sq Ft
      • Built 2024
      2060 Axel St, Minneola, FL 34715

      Last Sold Summary

      • 215 Days On Market

  • /35

    $469,000

    $20K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,344 Sq Ft

    1128 Spotted Sandpiper Loop, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. Welcome to an exceptional opportunity in the heart of Winter Springs, where lifestyle, location and luxury converge at 1128 Spotted Sandpiper Loop. Positioned in a thoughtfully planned community, this residence offers the ideal balance of elegance and everyday convenience. From moment you arrive, you are embraced by a neighborhood designed for

    Jacqueline Hughes PREMIER SOTHEBY'S INTL. REALTY

    1128 Spotted Sandpiper Loop, Winter Springs, FL 32708
  • /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 $336,873

    Last Listing Agent Dan Ivanov KONA REALTY

    1017 Antelope Trail, Winter Springs, FL 32708
    • /52

      Est $609,846

      Not Listed For Sale

      1447 Rushing Rapids Way, Winter Springs, FL 32708

      • 4 Beds
      • 2 Baths
      • 1,916 Sq Ft
      • Built 2019
      1447 Rushing Rapids Way, Winter Springs, FL 32708

      Last Sold Summary

      • 4 Days On Market

  • /44

    $649,900

    Open Sat 12PM - 2PM
    • 4 Beds
    • 3.5 Baths
    • 2,470 Sq Ft

    170 Wooded Vine Dr, Casselberry, FL 32708

    Built in 2019, this thoughtfully designed floor plan is ideal for multigenerational living, extended stays for guests, remote professionals, or anyone seeking additional privacy and versatility. The main residence encompasses 3 bedrooms, 2.5 bathrooms, and a dedicated office/flex room, while a separate 1 bedroom, 1 bath suite above the garage creates a private retreat complete with its own

    Ashley Swindell DIBS REALTY, LLC

    170 Wooded Vine Dr, Casselberry, FL 32708
  • /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 $462,780

    Last Listing Agent Lou DiBerardino FANNIE HILLMAN & ASSOCIATES

    1360 Congressional Ct, Winter Springs, FL 32708
    • /2

      Est $414,628

      Not Listed For Sale

      1181 Orange Ave, Winter Springs, FL 32708

      • 4 Beds
      • 3.5 Baths
      • 2,068 Sq Ft
      • Built 2015
      1181 Orange Ave, Winter Springs, FL 32708

      Last Sold Summary

      • 60 Days On Market

  • /2

    $740,000

    Coming Soon
    • 4 Beds
    • 3 Baths
    • 2,615 Sq Ft

    1131 Arbor Glen Cir, Winter Springs, FL 32708

    Welcome to this exceptional 4-bedroom, 3-bath pool home with a 3-car garage, perfectly situated on a private one-third acre homesite in the highly sought-after Arbor Glen community of Tuscawilla. Custom built by Environmental Homes, this residence showcases quality craftsmanship, soaring 12-foot ceilings, abundant natural light, and a thoughtfully designed floor plan ideal for both everyday

    Maria Thompson CENTURY 21 CARIOTI

    1131 Arbor Glen Cir, Winter Springs, FL 32708
  • /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 $322,086

    Last Listing Agent Jean Scott KELLER WILLIAMS ADVANTAGE REALTY

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

      Est $514,498

      Not Listed For Sale

      1383 Brave Wolf Point, Casselberry, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,986 Sq Ft
      • Built 2019
      1383 Brave Wolf Point, Casselberry, FL 32708

      Last Sold Summary

      • 135 Days On Market

  • /18

    $365,000

    $25K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,312 Sq Ft

    113 Lido Rd, Winter Springs, FL 32708

    Welcome home to this 4 bedroom 2 bath in the heart of Winter Springs! Walk thru the front door to be wowed with LVP flooring and a spacious living space with large windows letting in natural light. The eat-in space in the kitchen features French doors leading out into the oversized backyard perfect for a summer game of baseball or even a firepit for those cool FL nights. Kitchen has updated real

    Nicole Anderson HD REALTY LLC

    113 Lido Rd, Winter Springs, FL 32708
  • /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 $702,156

    Last Listing Agent Jamie Ampel ALL SELLERS & BUYERS REALTY INC

    650 Cayuga Dr, Winter Springs, FL 32708
    • /5

      Est $132,494

      Not Listed For Sale

      628 Silver Creek Dr, Winter Springs, FL 32708

      • Built 1989
      628 Silver Creek Dr, Winter Springs, FL 32708

      Last Sold Summary

      • 74 Days On Market

  • /53

    $750,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 3,217 Sq Ft

    4991 Courtland Loop, Winter Springs, FL 32708

    Under contract-accepting backup offers. MULTIPLE OFFERS : HIGHEST AND BEST DUE BY SATURDAY, MAY 23 at 5PM. Welcome to this beautifully updated 4-bedroom, 2.5-bath pool home in the highly sought-after Winter Springs community of Tuskabay, offering the perfect blend of style, comfort, and convenience. Ideally located near shopping, dining, and major commuter routes, this home boasts lush

    Jean Scott KELLER WILLIAMS ADVANTAGE REALTY

    4991 Courtland Loop, Winter Springs, FL 32708

Showing Results 281 - 320, Page 8 of 18

How to Buy a Home How to Finance a Home How to Sell a Home