17,328

Winter Springs, FL Homes

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  • /51

    $484,900

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,996 Sq Ft

    632 Blenheim Loop, Winter Springs, FL 32708

    JUST REDUCED, This home is updated, renovated, well maintained in a beautiful and a family orientated community. Sellers just put in BRAND NEW WHIRLPOOL STAINLESS STEEL OVEN AND DISWAHER. Welcome to your new 4 bedroom, 3 bathroom, and 2 car garage gated community home! The HOA fee is only $150 a month and covers all lawn maintenance, trimming of shrubs, fertilization, irrigation and outside pest

    Susan Young REALTY HUB

    632 Blenheim Loop, Winter Springs, FL 32708
  • /20

    $2,495 Per Month

    • 5 Beds
    • 2 Baths
    • 1,568 Sq Ft
    • Property for Rent

    1223 La Mesa Ave, Winter Springs, FL 32708

    Spacious waterfront home for rent in the desirable Sunrise community of Winter Springs! This freshly painted 5 bedroom, 2 bathroom home features tile flooring and completely remodeled bathrooms. The family room includes a cozy fireplace, while the primary bedroom features a spacious walk-in closet. Enjoy peaceful pond views with no rear neighbors, plus the ability to fish right from your own

    Terry Reynolds RE/MAX INNOVATION

    1223 La Mesa Ave, Winter Springs, FL 32708
  • /2

    $347,000

    Sold Apr 29, 2026

    420 Harbor Winds Ct, Winter Springs, FL 32708

    • 3 Beds
    • 2.5 Baths
    • 1,914 Sq Ft
    • Built 2007

    Last Sold Summary

    • 7% Below List Price
    • $181/SF
    • 32 Days On Market

    Current Estimated Value $350,237

    Last Listing Agent Robert Arnold SAND DOLLAR REALTY GROUP INC

    420 Harbor Winds Ct, Winter Springs, FL 32708
    • /2

      Est $394,674

      Not Listed For Sale

      1319 Tarflower Dr, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,476 Sq Ft
      • Built 2024
      1319 Tarflower Dr, Winter Springs, FL 32708

      Last Sold Summary

      • 30 Days On Market

      Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

  • /24

    $229,000

    $16K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,156 Sq Ft

    605 Casa Park Ct N Unit H, Winter Springs, FL 32708

    Virtually Staged. Discover carefree living in this BEAUTIFULLY MAINTAINED 2-bedroom, 2.5-bath townhome in Casa Park Villas, ideally located in the heart of Winter Springs. Combining a spacious layout, LOW-MAINTENANCE LIVING, and an unbeatable location within a TOP-RATED SCHOOL DISTRICT, this home is perfect for first-time buyers, downsizers, or anyone seeking a convenient lifestyle. Step inside

    Jennifer Wemert WEMERT GROUP REALTY LLC

    605 Casa Park Ct N Unit H, Winter Springs, FL 32708
  • /25

    $2,800 Per Month

    • 4 Beds
    • 3 Baths
    • 1,799 Sq Ft
    • House for Rent

    1409 Madrid Way, Winter Springs, FL 32708

    Spacious and versatile 4-bedroom, 3-bathroom home available for rent! This well-maintained property features tile flooring throughout for easy maintenance and a bright, open feel. A standout feature of this home is the private in-law suite with its own separate entrance, offering flexibility for extended family, guests, or a home office setup. The large backyard provides ample outdoor space for

    1409 Madrid Way, Winter Springs, FL 32708
  • /2

    $172,000

    Sold Oct 23, 2025

    348 San Rafael St Unit 348, Winter Springs, FL 32708

    • 2 Beds
    • 1 Bath
    • 759 Sq Ft
    • Built 1981

    Last Sold Summary

    • 2% Below List Price
    • $227/SF
    • 24 Days On Market

    Last Listing Agent Michael Ussery COLDWELL BANKER COAST REALTY

    348 San Rafael St Unit 348, Winter Springs, FL 32708
    • /2

      Est $244,219

      Not Listed For Sale

      606 Casa Park I Ct, Winter Springs, FL 32708

      • 2 Beds
      • 2.5 Baths
      • 1,156 Sq Ft
      • Built 1985
      606 Casa Park I Ct, Winter Springs, FL 32708

      Last Sold Summary

      • 52 Days On Market

      Last Listing Agent Partha Vustepalli CHARLES RUTENBERG REALTY ORLANDO

  • /33

    $650,000

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

    4951 Courtland Loop, Winter Springs, FL 32708

    Under contract-accepting backup offers. UPDATED WINTER SPRINGS POOL HOME IN THE HIGHLY DESIRABLE TUSKAWILLA AREA! Welcome to 4951 Courtland Loop, where timeless character, extensive upgrades and the Florida lifestyle come together. This impressive .38-acre homesite is surrounded by beautiful mature oaks. TUSKABAY is located in the heart of TUSCAWILLA, one of ORLANDO's Best COMMUNITIES. Offering 4

    Nancy Shear WATSON REALTY CORP

    4951 Courtland Loop, Winter Springs, FL 32708
  • /2

    $1,345 Per Month

    • 1 Bed
    • 1 Bath
    • 710 Sq Ft
    • Condo for Rent

    20 Sheoah Blvd Unit 9, Winter Springs, FL 32708

    This spacious one-bedroom, ground-floor unit in Winter Springs has been freshly painted and is ready to move in. It includes a front-loading washer and dryer, plus a large screened-in porch. The location offers easy access to nearby restaurants, entertainment and shopping.Accepting Section 8 Vouchers.

    Jeff DeLeon CONCIERGE REALTY & PROPERTY MANAGEMENT LLC

    20 Sheoah Blvd Unit 9, Winter Springs, FL 32708
  • /2

    $429,900

    Sold Oct 10, 2025

    1106 W Winged Foot Cir, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,823 Sq Ft
    • Built 1985

    Last Sold Summary

    • $236/SF
    • 3 Days On Market

    Current Estimated Value $426,155

    Last Listing Agent Erin Tompkins COLDWELL BANKER REALTY

    1106 W Winged Foot Cir, Winter Springs, FL 32708
    • /2

      Est $287,510

      Not Listed For Sale

      261 N 3rd St, Winter Springs, FL 32708

      • 2 Beds
      • 1 Bath
      • 1,428 Sq Ft
      • Built 1959
      261 N 3rd St, Winter Springs, FL 32708

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Jennifer Van Loon PREMIUM PROPERTIES R.E SERVICE

  • /37

    $344,900

    • 3 Beds
    • 2.5 Baths
    • 1,605 Sq Ft

    1482 Creekside Cir, Winter Springs, FL 32708

    Welcome to 1482 Creekside Circle — a MOVE-IN READY 3-bedroom, 2.5-bath townhome offering thoughtful updates, private outdoor space, and community amenities. This UPDATED Winter Springs townhome features ALL NEW APPLIANCES, UPDATED BATHROOMS, and has been completely replumbed. Major improvements are already taken care of, including a NEW AC IN 2026, WATER HEATER REPLACED IN 2023, and a NEW GARAGE

    Ken Pozek REAL BROKER, LLC

    1482 Creekside Cir, Winter Springs, FL 32708
  • /16

    $2,325 Per Month

    • 4 Beds
    • 2 Baths
    • 1,607 Sq Ft
    • 4 Bedroom Pet-Friendly Home in WINTER SPRINGS, FL with Main Street Renewal

    116 S Moss Rd, Winter Springs, FL 32708

    Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening! Take advantage of the incredible location,

    116 S Moss Rd, Winter Springs, FL 32708
  • /2

    $370,000

    Sold Aug 26, 2026

    907 Glen Abbey Cir, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,791 Sq Ft
    • Built 1997

    Last Sold Summary

    • 12% Below List Price
    • $207/SF
    • 52 Days On Market

    Current Estimated Value $413,056

    Last Listing Agent Jennifer Draper REAL BROKER, LLC

    907 Glen Abbey Cir, Winter Springs, FL 32708
    • /2

      Est $440,872

      Not Listed For Sale

      1269 Coral Bean Ln, Winter Springs, FL 32708

      • 4 Beds
      • 2.5 Baths
      • 1,678 Sq Ft
      • Built 2024
      1269 Coral Bean Ln, Winter Springs, FL 32708

      Last Sold Summary

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

  • /33

    $215,000

    $24K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,002 Sq Ft

    506 Club Dr, Winter Springs, FL 32708

    Move-in ready 2-bedroom, 2-bathroom single-level townhome in the heart of Winter Springs! Enjoy an updated kitchen with granite countertops, freshly painted interior, and new flooring. Relax on the screened and tiled lanai overlooking serene greenspace. This quiet, secluded community offers two assigned parking spaces and a community pool just steps from your front door. The HOA just installed

    Kathleen Harrison CALL IT CLOSED INTL REALTY

    506 Club Dr, Winter Springs, FL 32708
  • /17

    $1,795 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,425 Sq Ft
    • Condo for Rent

    600 Northern Way Unit 702, Winter Springs, FL 32708

    Beautifully updated 3-bedroom, 2-bath home available for rent in the heart of Winter Springs in Tuscany Place Condominiums! This spacious home features hard wood flooring and tile in the main living areas. The kitchen overlooks the living and dining areas. Oversized bedrooms with plenty of natural light and space to relax, the outdoor screened large patio overlooks the community pool. Enjoy

    Mo Jabr RE/MAX 200 REALTY

    600 Northern Way Unit 702, Winter Springs, FL 32708
  • /2

    $320,000

    Sold Apr 23, 2026

    307 Freedoms Ring Dr, Winter Springs, FL 32708

    • 3 Beds
    • 2.5 Baths
    • 1,886 Sq Ft
    • Built 2005

    Last Sold Summary

    • 2% Below List Price
    • $170/SF
    • 11 Days On Market

    Current Estimated Value $321,625

    Last Listing Agent Gale Milgrim KELLER WILLIAMS WINTER PARK

    307 Freedoms Ring Dr, Winter Springs, FL 32708
    • /2

      Est $415,521

      Not Listed For Sale

      1197 Orange Ave, Winter Springs, FL 32708

      • 4 Beds
      • 3.5 Baths
      • 2,164 Sq Ft
      • Built 2013
      1197 Orange Ave, Winter Springs, FL 32708

      Last Sold Summary

      • 30 Days On Market

      Last Listing Agent Brian Teach COLDWELL BANKER REALTY

  • /27

    $323,000

    $22K PRICE DROP Under Contract
    • 2 Beds
    • 2 Baths
    • 1,129 Sq Ft

    335 Lansbrook Ln, Winter Springs, FL 32708

    Under contract-accepting backup offers. Welcome Home to 335 Lansbrook Lane! This move-in ready 2 Bed/2 Bath townhouse is ready for its new owner. Enjoy the ultimate Florida lifestyle with peaceful water views right from your front porch. Inside, you’ll find a functional and inviting layout featuring a downstairs bedroom and full bath, while upstairs offers the primary suite, kitchen, and spacious

    Trace Christian, III COLDWELL BANKER REALTY

    335 Lansbrook Ln, Winter Springs, FL 32708
  • /20

    $1,950 Per Month

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Condo for Rent

    411 Sheoah Blvd, Winter Springs, FL 32708

    Discover your dream 3-bed, 2.5-bath corner condo in Sheoah, Winter Springs. Enjoy a spacious open layout connecting living, dining, and a modern kitchen with ceramic tiles, wood cabinets, and a mosaic backsplash. Newly repainted with Luxury Vinyl Flooring throughout. Downstairs, find a stylish powder room and discreet laundry. Upstairs, sunlit bedrooms await. The master features an ensuite

    411 Sheoah Blvd, Winter Springs, FL 32708
  • /2

    $185,000

    Sold Jun 08, 2026

    60 Sheoah Blvd Unit 38A, Winter Springs, FL 32708

    • 2 Beds
    • 1.5 Baths
    • 1,080 Sq Ft
    • Built 1973

    Last Sold Summary

    • $171/SF
    • 16 Days On Market

    Current Estimated Value $181,169

    Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

    60 Sheoah Blvd Unit 38A, Winter Springs, FL 32708
    • /2

      Not Listed For Sale

      1317 Coral Bean Ln, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,678 Sq Ft
      • Built 2024
      1317 Coral Bean Ln, Winter Springs, FL 32708

      Last Sold Summary

      • 56 Days On Market

      Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

  • /56

    $665,000

    • 4 Beds
    • 3 Baths
    • 2,422 Sq Ft

    674 Vistawilla Dr, Winter Springs, FL 32708

    Welcome to this exceptional 4-bedroom, 3-bath pool home with a dedicated office, situated on an oversized corner lot in the heart of Tuscawilla in Winter Springs. Featuring a unique three-way split floor plan, generous indoor and outdoor living spaces, and thoughtful updates throughout, this home offers the perfect combination of functionality, privacy, and Florida living.Step inside

    Katie Bray MAINFRAME REAL ESTATE

    674 Vistawilla Dr, Winter Springs, FL 32708
  • /29

    $2,900 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,678 Sq Ft
    • Townhouse for Rent

    1326 Tarflower Dr, Winter Springs, FL 32708

    Welcome to a beautiful 2025-built townhome available for rent in the highly desirable Hickory Grove community in Winter Springs. Home ia for rent and for sale ** Loan is assumable** Contact agent for more info. This premium corner unit offers additional privacy, abundant natural light, and peaceful views of the surrounding green space. With no neighboring building on one side and no homes

    Yuly Rodriguez DOUGLAS EDMUND REAL ESTATE LLC

    1326 Tarflower Dr, Winter Springs, FL 32708
  • /2

    $363,825

    Sold Dec 03, 2025

    1108 Dappled Elm Ln, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,505 Sq Ft
    • Built 1978

    Last Sold Summary

    • 4% Below List Price
    • $242/SF
    • 12 Days On Market

    Current Estimated Value $370,421

    Last Listing Agent Steven Koleno BEYCOME OF FLORIDA LLC

    1108 Dappled Elm Ln, Winter Springs, FL 32708
    • /2

      Not Listed For Sale

      1273 Coral Bean Ln, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,476 Sq Ft
      • Built 2024
      1273 Coral Bean Ln, Winter Springs, FL 32708

      Last Sold Summary

      • 81 Days On Market

      Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

  • /86

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,658 Sq Ft

    744 Barrington Cir, Winter Springs, FL 32708

    Welcome to 744 Barrington Circle, a beautifully maintained home nestled in the heart of the sought-after Tuskawilla community of Winter Springs. Tucked away in the desirable Georgetown neighborhood, this 3-bedroom, 2-bath home offers a thoughtful split-bedroom floor plan, soaring vaulted ceilings, abundant natural light, and an inviting blend of indoor and outdoor living. A private courtyard

    Carol van den Berg VAN DEN BERG REAL ESTATE GROUP

    744 Barrington Cir, Winter Springs, FL 32708
  • /17

    $1,795 Per Month

    • 3 Beds
    • 2 Baths
    • 1,425 Sq Ft
    • House for Rent

    600 Northern Way, Winter Springs, FL 32708

    Beautifully updated 3-bedroom, 2-bath home available for rent in the heart of Winter Springs in Tuscany Place Condominiums! This spacious home features hard wood flooring and tile in the main living areas. The kitchen overlooks the living and dining areas. Oversized bedrooms with plenty of natural light and space to relax, the outdoor screened large patio overlooks the community pool. Enjoy

    600 Northern Way, Winter Springs, FL 32708
  • /74

    $797,000

    Sold Sep 11, 2026

    1669 Eagle Nest Cir, Winter Springs, FL 32708

    • 4 Beds
    • 3.5 Baths
    • 2,655 Sq Ft
    • Built 1991

    Last Sold Summary

    • 3% Below List Price
    • $300/SF
    • 1 Day On Market

    Current Estimated Value $818,118

    Last Listing Agent Jennifer Matacale Premier Sotheby's International Realty

    1669 Eagle Nest Cir, Winter Springs, FL 32708
    • /2

      Not Listed For Sale

      1281 Coral Bean Ln, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,476 Sq Ft
      • Built 2024
      1281 Coral Bean Ln, Winter Springs, FL 32708

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

  • /23

    $365,000

    $5K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,435 Sq Ft

    457 Gee Hammock Ln, Winter Springs, FL 32708

    Virtually Staged. Welcome home to this beautifully maintained townhome in desirable Jesup’s Landing, offering a wonderful combination of style, convenience, and community amenities. The open-concept main level features a bright living area, gourmet kitchen with an oversized walk-in pantry equipped for a kegerator, half bath, and attached two-car garage. Upstairs, the spacious primary suite

    Michael Ford FANNIE HILLMAN & ASSOCIATES

    457 Gee Hammock Ln, Winter Springs, FL 32708
  • /20

    $3,032 Per Month

    • 4 Beds
    • 3 Baths
    • 2,894 Sq Ft
    • House for Rent

    405 Flatwood Dr, Winter Springs, FL 32708

    4 Bedrm Winter Springs Home For RentPriced Low, Call Now!, 2 Car Garage, No Rear Neighbors, Screened In Patio, Living, Family, & Dining Rooms, Master Bath-Separate Shower/Tub, Carpet Throughout, Tile In Wet Areas, Carpeted Bedrooms, Wired For Alarm, Ceiling Fans In Many Rooms, COMMUNITY POOL!, JUST 30 MINUTES To Downtown Orlando, JUST 25 MINUTES To The Airport, CONVENIENT To 417, All Kitchen

    Jay Myers ORLANDO REALTY & PROPERTY MGNT

    405 Flatwood Dr, Winter Springs, FL 32708
  • /2

    $640,000

    Sold Aug 14, 2026

    998 El Lago Terrace, Winter Springs, FL 32708

    • 4 Beds
    • 2 Baths
    • 2,126 Sq Ft
    • Built 1989

    Last Sold Summary

    • 2% Below List Price
    • $301/SF
    • 51 Days On Market

    Current Estimated Value $641,055

    Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

    998 El Lago Terrace, Winter Springs, FL 32708
    • /30

      Est $375,590

      Not Listed For Sale

      1267 Marley Ln, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,682 Sq Ft
      • Built 2015
      1267 Marley Ln, Winter Springs, FL 32708

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Jill Henry COLDWELL BANKER REALTY

  • /15

    $178,000

    $7K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,484 Sq Ft

    1084 Cherokee Village Trail, Winter Springs, FL 32708

    This Palm Harbor home has lots of great features. Large Kitchen with abundant cabinet space and roomy dining area. Screen Porch located in very private backyard off the Garage. Lots of light through entire home, Laundry area enclosed in Kitchen area near the garage entrance. Bedrooms are very roomy with plenty of closet space in each. Roof was replaced in 2021 and A/C and Flooring in 2025. Lot

    Todd Newby NEWBY REALTY INC

    1084 Cherokee Village Trail, Winter Springs, FL 32708
  • /7

    $1,795 Per Month

    • 3 Beds
    • 1 Bath
    • 1,108 Sq Ft
    • House for Rent

    616 David St, Winter Springs, FL 32708

    WINTER SPRINGS HOME - Charming 3BR/1BA Home with Large Fenced Backyard – No Carpet! Welcome home! This super-cute home offers comfortable living with features that make everyday life easy. Inside, you'll find stainless steel appliances and easy-to-maintain tile and laminate flooring throughout. The home also includes a single-car garage for convenient parking and additional storage. Step

    616 David St, Winter Springs, FL 32708
  • /2

    $570,000

    Sold Jul 29, 2026

    1702 Davenport Ct, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 2,101 Sq Ft
    • Built 1994

    Last Sold Summary

    • 4% Below List Price
    • $271/SF
    • 62 Days On Market

    Current Estimated Value $562,560

    Last Listing Agent Armin Mossaddad SAND DOLLAR REALTY GROUP INC

    1702 Davenport Ct, Winter Springs, FL 32708
    • /2

      Not Listed For Sale

      1354 Tarflower Dr, Winter Springs, FL 32708

      • 4 Beds
      • 2.5 Baths
      • 1,678 Sq Ft
      • Built 2024
      1354 Tarflower Dr, Winter Springs, FL 32708

      Last Sold Summary

      • 84 Days On Market

      Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

Showing Results 201 - 240, Page 6 of 18

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