17,305

Winter Springs, FL Homes

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    • /3

      Est $442,477 Not Listed For Sale

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

      1438 Blumberg Blvd, Winter Springs, FL 32708

      1438 Blumberg Blvd, Winter Springs, FL 32708
  • /33

    $369,000

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

    1345 Mill Stream Ln, Winter Springs, FL 32708

    Move-In Ready Townhome in Winter Springs Town Center This updated 3-bedroom, 2.5-bathroom townhome offers the perfect blend of convenience, style, and low-maintenance living. Located in Winter Springs Town Center, you will enjoy easy access to dining, shopping, wine bars, Central Winds Park, and the Cross Seminole Trail. Inside, the home features fresh interior paint (2023), durable tile flooring

    Gerard Floyd GERARD LAND AQUATIC, INC

    1345 Mill Stream Ln, Winter Springs, FL 32708
  • /2

    $253,000 Sold May 05, 2025

    606 Casa Park I Ct, Winter Springs, FL 32708

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

    Last Sold Summary

    • 4% Below List Price
    • $219/SF
    • 52 Days On Market

    Current Estimated Value $256,193

    Last Listing Agent Partha Vustepalli CHARLES RUTENBERG REALTY ORLANDO

    606 Casa Park I Ct, Winter Springs, FL 32708
    • /28

      Est $409,041 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,932 Sq Ft

      1177 Orange Ave, Winter Springs, FL 32708

      1177 Orange Ave, Winter Springs, FL 32708
  • /51

    $765,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,281 Sq Ft

    613 Bonita Rd, Winter Springs, FL 32708

    Step into timeless charm and modern comfort at this custom-built Craftsman home in the heart of Winter Springs. Designed by Green Apple Architecture and completed in 2016, this 4-bedroom, 3.5-bath residence has over 3,200 square feet of thoughtfully designed living space—including a dedicated office, an upstairs loft, and abundant storage throughout. Nestled in the tranquil Ranchlands

    Steven Koleno BEYCOME OF FLORIDA LLC

    613 Bonita Rd, Winter Springs, FL 32708
  • /2

    $765,000 Sold Mar 17, 2025

    1672 Wingspan Way, Winter Springs, FL 32708

    • 4 Beds
    • 3.5 Baths
    • 2,964 Sq Ft
    • Built 1989

    Last Sold Summary

    • 4% Below List Price
    • $258/SF
    • 20 Days On Market

    Current Estimated Value $779,327

    Last Listing Agent Corey Smallman MARKET CONNECT REALTY LLC

    1672 Wingspan Way, Winter Springs, FL 32708
    • /14

      Not Listed For Sale

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

      1410 Blumberg Blvd, Winter Springs, FL 32708

      1410 Blumberg Blvd, Winter Springs, FL 32708
  • /57

    $575,000

    • 6 Beds
    • 4 Baths
    • 1,123 Sq Ft

    212 Perth Ct, Winter Springs, FL 32708

    Exceptional investment opportunity in the sought-after Highlands community of Winter Springs! This well-maintained duplex offers two spacious 3-bedroom, 2-bath units, each featuring a 2-car garage, fenced backyard, and thoughtfully designed floor plan. Both sides are professionally leased, generating a combined $3,600/month in gross income, with tenants responsible for their own utilities —

    Kristin Duncan KELLER WILLIAMS ADVANTAGE REALTY

    212 Perth Ct, 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 $1,935,194

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

    4024 W Danby Ct, Winter Springs, FL 32708
    • /19

      Est $442,514 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,709 Sq Ft

      1395 Tarflower Dr, Winter Springs, FL 32708

      1395 Tarflower Dr, Winter Springs, FL 32708
  • /19

    $411,990 Pending

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

    1283 Tarflower Dr, Winter Springs, FL 32708

    Prime Location in the Heart of Winter Springs! Ask about our builder incentives. The Catalina II offers a spacious open-concept ground floor, perfect for entertaining and everyday living. This thoughtfully designed townhome features 4 bedrooms, 2.5 bathrooms, and a convenient rear-loading 2-car garage. The owner’s suite provides a private retreat with an ensuite bath and a generous walk-in

    Amanda Warren MATTAMY REAL ESTATE SERVICES

    1283 Tarflower Dr, 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 $562,936

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

    680 Cheoy Lee Cir, Winter Springs, FL 32708
    • /2

      Est $469,824 Not Listed For Sale

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

      1434 Blumberg Blvd, Winter Springs, FL 32708

      1434 Blumberg Blvd, Winter Springs, FL 32708
  • /37

    $483,000 Pending

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

    113 Mockingbird Ln, Winter Springs, FL 32708

    Under contract-accepting backup offers. Priced below Winter Springs’ average and ready for a quick sale, 113 Mockingbird Lane is a rare chance to step into a new season with both value and peace of mind. And with a 1% rate buy-down included through the seller’s preferred lender, this home is an opportunity you’ll want to move on fast! Step inside to an open, light, and airy living space that

    Melissa Maggio KELLER WILLIAMS HERITAGE REALTY

    113 Mockingbird Ln, Winter Springs, FL 32708
  • /2

    $400,000 Sold Dec 27, 2024

    1003 Knoll Wood Ct, Winter Springs, FL 32708

    • 3 Beds
    • 2.5 Baths
    • 1,703 Sq Ft
    • Built 1988

    Last Sold Summary

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

    Current Estimated Value $407,828

    Last Listing Agent Brian Hyser THE AGENCY ORLANDO

    1003 Knoll Wood Ct, Winter Springs, FL 32708
    • /37

      Est $485,512 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,976 Sq Ft

      1605 Sapphire Star Dr, Oviedo, FL 32765

      1605 Sapphire Star Dr, Oviedo, FL 32765
  • /30

    $179,900

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

    40 Moree Loop Unit 7, Winter Springs, FL 32708

    Experience comfort, space, and convenience in this inviting two-story condo featuring 3 bedrooms and 2.5 baths, ideally located in the heart of Winter Springs. The home offers spacious living areas and generously sized bedrooms, creating a bright, welcoming layout ideal for everyday living and entertaining. Notable features include an in-unit laundry room, recessed lighting, a dusk-to-dawn timer

    Jeff Singletary KELLER WILLIAMS HERITAGE REALTY

    40 Moree Loop Unit 7, 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

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

    422 S Hawthorn Cir Unit 2, Winter Springs, FL 32708
    • /27

      Est $139,268 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 710 Sq Ft

      30 Sheoah Blvd Unit 23, Winter Springs, FL 32708

      30 Sheoah Blvd Unit 23, Winter Springs, FL 32708
  • /36

    $390,000

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

    625 Nighthawk Cir, Winter Springs, FL 32708

    This charming 3 bedroom, 2 bathroom single family home boasts a beautiful open plan. The kitchen has been recently remodeled and includes solid counter tops and back splatch. The appliances are all within a couple years old and barely used. The tile roof is 2 years old. The water heater is brand new. The entire property has been recently painted and the carpeting is brand new. The primary

    Warren Gagne NEXTHOME NEIGHBORHOOD REALTY

    625 Nighthawk Cir, 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 $817,969

    Last Listing Agent Jose R Marrero FLORIDA LIGHTHOUSE REALTY

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

      Not Listed For Sale

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

      1375 Tarflower Dr, Winter Springs, FL 32708

      1375 Tarflower Dr, Winter Springs, FL 32708
  • /43

    $1,500,000 Pending

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

    699 Bear Paw Ct, Winter Springs, FL 32708

    Under contract-accepting backup offers. Multi-Generational Home | Two Houses | Luxury Resort-Style Living | 7 Bedrooms / 5 Bathrooms Welcome to 699 Bear Paw Ct — a Craftsman-style retreat set among beautifully manicured gardens on over an acre, offering refined, resort-style living with room for everyone to spread out and still feel effortlessly connected. Both homes are thoughtfully designed on

    Laura Leigh Wood RE/MAX TOWN & COUNTRY REALTY

    699 Bear Paw Ct, Winter Springs, FL 32708
  • /2

    $285,000 Sold Dec 30, 2024

    174 Constitution Way, Winter Springs, FL 32708

    • 2 Beds
    • 2.5 Baths
    • 1,275 Sq Ft
    • Built 2005

    Last Sold Summary

    • 10% Below List Price
    • $224/SF
    • 124 Days On Market

    Current Estimated Value $289,534

    Last Listing Agent Sheri Malin REDFIN CORPORATION

    174 Constitution Way, Winter Springs, FL 32708
    • /2

      Not Listed For Sale

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

      1371 Tarflower Dr, Winter Springs, FL 32708

      1371 Tarflower Dr, Winter Springs, FL 32708
  • /62

    $774,900

    • 4 Beds
    • 3 Baths
    • 3,242 Sq Ft

    1542 Wescott Loop, Winter Springs, FL 32708

    Dream Home Awaits!Secluded Luxury in Winter Springs' Premier Barrington EstatesDiscover your private paradise in the exclusive, gated Barrington Estates community. This stunning residence combines resort-style living with the tranquility of a nature preserve, all within the award-winning Oviedo school district.Your Personal RetreatStep into your backyard oasis and understand what

    Lalta Sanichar LIBERTY HOME SALES INC

    1542 Wescott Loop, Winter Springs, FL 32708
  • /2

    $500,000 Sold Jan 23, 2025

    1069 Chesterfield Cir, Winter Springs, FL 32708

    • 4 Beds
    • 2 Baths
    • 2,033 Sq Ft
    • Built 1984

    Last Sold Summary

    • $246/SF
    • 27 Days On Market

    Current Estimated Value $495,039

    Last Listing Agent Amber Finch FINCH REAL ESTATE COMPANY

    1069 Chesterfield Cir, Winter Springs, FL 32708
    • /19

      Est $442,454 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,709 Sq Ft

      1422 Blumberg Blvd, Winter Springs, FL 32708

      1422 Blumberg Blvd, Winter Springs, FL 32708
  • /36

    $450,000 Pending

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

    821 Sheoah Cir, Winter Springs, FL 32708

    Exceptional two-story home in the sought-after Highlands of Winter Springs, a community surrounded by scenic nature trails and lush green spaces. Located within walking distance to top-rated Seminole County schools, with shopping, dining, and major roadways just minutes away. Situated on a premium conservation lot with no rear neighbors, this 3-bedroom, 2.5-bath residence offers nearly 2,200 sq.

    Sean Calegan CFRP REALTY LLC

    821 Sheoah Cir, Winter Springs, FL 32708
  • /2

    $450,000 Sold Dec 31, 2024

    711 Barrington Cir, Winter Springs, FL 32708

    • 4 Beds
    • 2.5 Baths
    • 2,245 Sq Ft
    • Built 1989

    Last Sold Summary

    • 5% Below List Price
    • $200/SF
    • 5 Days On Market

    Current Estimated Value $483,646

    Last Listing Agent Miranda Earnest COLDWELL BANKER REALTY

    711 Barrington Cir, Winter Springs, FL 32708
    • /88

      Est $733,630 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,841 Sq Ft

      1443 Rushing Rapids Way, Winter Springs, FL 32708

      1443 Rushing Rapids Way, Winter Springs, FL 32708
  • /23

    $339,900

    • 3 Beds
    • 2 Baths

    409 Murphy Rd, Winter Springs, FL 32708

    In the heart of Winter Springs lies your next model home or your next short-term cash-flowing business!! This warm, cozy yet spacious home will make you fall in love from the start and that's not just the homestyle screened in front porch w/ rocking chairs! Step inside & discover a wide-open layout w/ spacious bedrooms, gleaming wood-look flooring, & abundant natural light. The primary suite

    Edwin Reyes Tower Team Realty, LLC

    409 Murphy Rd, 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 $321,655

    Last Listing Agent Jean Scott KELLER WILLIAMS ADVANTAGE REALTY

    1384 La Paloma Cir, Winter Springs, FL 32708
    • /44

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 980 Sq Ft

      611 Casa Park Ct E Unit J, Winter Springs, FL 32708

      611 Casa Park Ct E Unit J, Winter Springs, FL 32708
  • /34

    $449,000 Open Sun 10AM - 12PM

    • 4 Beds
    • 2 Baths
    • 1,812 Sq Ft

    857 Benchwood Dr, Winter Springs, FL 32708

    Welcome to this beautifully maintained 4-bedroom, 2-bathroom home nestled in a quiet neighborhood in the heart of Winter Springs. This light and bright home features a desirable split floor plan, fully paid off Tesla solar panels, and a big fenced in backyard. Step into the open main living space where the tile was updated in 2022. The kitchen was remodeled in 2022, featuring brand-new cabinets

    Becky Johnson EXP REALTY LLC

    857 Benchwood Dr, Winter Springs, FL 32708
  • /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

    Last Listing Agent Eva Treto TRUST HOME REALTY LLC

    786 Seneca Meadows Rd, Winter Springs, FL 32708
    • /16

      Not Listed For Sale

      0 E 434 State Rd Unit MFRO6086069, Winter Springs, FL 32708

      0 E 434 State Rd Unit MFRO6086069, Winter Springs, FL 32708
  • /43

    $25,000

    • 2 Beds
    • 1 Bath
    • 720 Sq Ft

    39 La Vista Dr, Winter Springs, FL 32708

    Really cute single wide, 2 bedroom/1 bath. Living area is very open-Just plain cozy. Side screened in porch-So Cute!! Beautiful treed private backyard. Hacienda Village, near all major highways. 45 minutes to the beaches & parks, Hospital, Police, Fire Departments are close, also shopping and restaurants. The amenities include 2 pools, 1 that is heated. Pickel ball, putt Putt, Doggie Park & much

    Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

    39 La Vista Dr, Winter Springs, FL 32708
  • /2

    $625,000 Sold Mar 19, 2025

    729 Timberwilde Ave, Winter Springs, FL 32708

    • 4 Beds
    • 3 Baths
    • 2,376 Sq Ft
    • Built 1997

    Last Sold Summary

    • 1% Above List Price
    • $263/SF
    • 11 Days On Market

    Current Estimated Value $616,518

    Last Listing Agent Ken Pozek REAL BROKER, LLC

    729 Timberwilde Ave, Winter Springs, FL 32708
    • /20

      Est $184,213 Not Listed For Sale

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

      411 Sheoah Blvd Unit 43, Winter Springs, FL 32708

      411 Sheoah Blvd Unit 43, Winter Springs, FL 32708

Showing Results 281 - 320, Page 8 of 18

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