17,328

Winter Springs, FL Homes

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  • /26

    $624,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 3,334 Sq Ft

    1204 Swan St, Winter Springs, FL 32708

    Under contract-accepting backup offers. Rare opportunity in the heart of Winter Springs! Situated on an expansive 0.72-acre lot with NO HOA, this unique 4-bedroom, 2.5-bath pool home offers endless potential for the buyer seeking space, privacy, and the chance to create something truly special. The property features a recently resurfaced pool, a fully fenced backyard, and an incredible outdoor

    Agent Photo

    Chandler Williams

    EXIT REALTY PREMIER LEGACY

    1204 Swan St, Winter Springs, FL 32708
  • /21

    Starting at $1,242 Per Month

    • 1 - 4 Beds

    170 N Gardenridge Ct, Winter Springs, FL 32708

    Experience the many benefits of this Winter Springs apartment community, where we bring affordability, comfort, and convenience to home. Moss Park Apartments is located off Moss Park Road and State Road 434, approximately two miles east of Highway 17-92.Moss Park Apartments is a mixed-income community that offers apartment homes for unrestricted and restricted-income residents. Located

    Moss Park

    170 N Gardenridge Ct, Winter Springs, FL 32708
  • /2

    $824,000

    Sold Jul 28, 2026

    100 Cory Ln, Winter Springs, FL 32708

    • 8 Beds
    • 8 Baths
    • 3,752 Sq Ft
    • Built 1985

    Last Sold Summary

    • 3% Below List Price
    • $220/SF
    • 20 Days On Market

    Last Listing Agent Anthony Rodriguez LA ROSA REALTY CW PROPERTIES L

    100 Cory Ln, Winter Springs, FL 32708
    • /2

      Est $370,873

      Not Listed For Sale

      171 Mcleods Way, Winter Springs, FL 32708

      • 3 Beds
      • 3.5 Baths
      • 1,854 Sq Ft
      • Built 2007
      171 Mcleods Way, Winter Springs, FL 32708

      Last Sold Summary

      • 89 Days On Market

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

  • /31

    $799,000

    $100K PRICE DROP Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,868 Sq Ft

    230 E Panama Rd, Winter Springs, FL 32708

    Under contract-accepting backup offers. New Price. Motivated Seller! This custom 4 bedroom, 2.5 bathroom pool home nestled on a gated 2.6 acres in the sought-after Ranchlands Community is a must see! The 40ft long front porch overlooks the nature's paradise with views you must see to appreciate. Oak trees and mature landscaping line the private entrance and make up the bulk of this serene

    Agent Photo

    Carla Robles

    WATSON REALTY CORP

    230 E Panama Rd, Winter Springs, FL 32708
  • /17

    $2,310 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,468 Sq Ft
    • House for Rent

    1528 Braewick St, Winter Springs, FL 32708

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant. Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve this

    1528 Braewick St, Winter Springs, FL 32708
  • /2

    $150,000

    Sold May 22, 2026

    704 Glasgow Ct, Winter Springs, FL 32708

    • 1 Bed
    • 1 Bath
    • 896 Sq Ft
    • Built 1974

    Last Sold Summary

    • 2% Below List Price
    • $167/SF
    • 6 Days On Market

    Current Estimated Value $149,826

    Last Listing Agent Todd Schroth EXP REALTY LLC

    704 Glasgow Ct, Winter Springs, FL 32708
    • /2

      Est $796,961

      Not Listed For Sale

      504 Sonata Ct, Winter Springs, FL 32708

      • 4 Beds
      • 3 Baths
      • 2,889 Sq Ft
      • Built 2000
      504 Sonata Ct, Winter Springs, FL 32708

      Last Sold Summary

      • 145 Days On Market

      Last Listing Agent Carmen Quintana COLDWELL BANKER REALTY

  • /21

    $170,000

    • 2 Beds
    • 2 Baths
    • 936 Sq Ft

    417 Sheoah Blvd Unit 17, Winter Springs, FL 32708

    Welcome to this beautifully updated 2-bedroom, 2-bath first-floor condo located at 417 Sheoah Blvd, Apt 17, Winter Springs, FL 32708. This inviting home offers a spacious and comfortable floor plan with plenty of natural light throughout.The renovated kitchen provides a fresh and functional space and comes complete with all appliances. A washer and dryer are also included for added

    Agent Photo

    Valerie Casals

    INVESTOR'S REAL ESTATE LLC

    417 Sheoah Blvd Unit 17, Winter Springs, FL 32708
  • /16

    $2,545 Per Month

    • 4 Beds
    • 2 Baths
    • 2,072 Sq Ft
    • House for Rent

    1217 Gema Place, Winter Springs, FL 32708

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2689.90. That covers your base rent, $2545.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    1217 Gema Place, Winter Springs, FL 32708
  • /2

    $253,000

    Sold Apr 10, 2026

    565 Green Spring Cir, Winter Springs, FL 32708

    • 2 Beds
    • 1.5 Baths
    • 1,363 Sq Ft
    • Built 1990

    Last Sold Summary

    • 1% Above List Price
    • $186/SF
    • 19 Days On Market

    Current Estimated Value $252,405

    Last Listing Agent Sharyon Neilen COLDWELL BANKER REALTY

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

      Est $479,394

      Not Listed For Sale

      1179 Freedom Ln, Winter Springs, FL 32708

      • 3 Beds
      • 2 Baths
      • 1,927 Sq Ft
      • Built 1987
      1179 Freedom Ln, Winter Springs, FL 32708

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Chris Creegan CREEGAN GROUP

  • /45

    $375,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,107 Sq Ft

    328 Panama Cir, Winter Springs, FL 32708

    Under contract-accepting backup offers. Nestled on a quiet cul-de-sac in the desirable Foxmoor community of Winter Springs, this charming pool home offers the perfect combination of comfort, privacy, and convenience. Situated on an oversized quarter-acre lot with no HOA, this 3-bedroom, 2-bath residence features a beautifully remodeled kitchen complete with granite countertops, updated

    Agent Photo

    Abraham Mendez

    NONA LEGACY POWERED BY LA ROSA

    328 Panama Cir, Winter Springs, FL 32708
  • /19

    $2,159 Per Month

    • 3 Beds
    • 2 Baths
    • 1,269 Sq Ft
    • House for Rent

    331 Riunite Cir, Winter Springs, FL 32708

    Coming soon - this home is currently being enjoyed by another resident but will be available soon. This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,269 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a

    331 Riunite Cir, Winter Springs, FL 32708
  • /2

    $329,900

    Sold Apr 23, 2026

    5 Gumtree Ct, Winter Springs, FL 32708

    • 4 Beds
    • 2 Baths
    • 1,485 Sq Ft
    • Built 1974

    Last Sold Summary

    • $222/SF
    • 4 Days On Market

    Current Estimated Value $331,087

    Last Listing Agent Dean Erlandson LIVE FLORIDA NOW LLC

    5 Gumtree Ct, Winter Springs, FL 32708
    • /25

      Est $395,690

      Not Listed For Sale

      995 Troon Trace, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,651 Sq Ft
      • Built 1986
      995 Troon Trace, Winter Springs, FL 32708

      Last Sold Summary

      • 83 Days On Market

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

  • /35

    $735,000

    $14K PRICE DROP Pending
    • 5 Beds
    • 4 Baths
    • 3,205 Sq Ft

    126 Seville Chase Dr, Winter Springs, FL 32708

    Welcome to Seville Chase, one of Winter Springs' premier gated communities. Situated on a private .41-acre lot, this custom-designed 5-bedroom, 4-bath home offers over 3,000 square feet of thoughtfully designed living space with a functional split floor plan that's perfect for both everyday living and entertaining.From the moment you walk through the double front doors, you'll appreciate

    Agent Photo

    Milton James

    COLDWELL BANKER REALTY

    126 Seville Chase Dr, Winter Springs, FL 32708
  • /16

    $2,790 Per Month

    • 4 Beds
    • 2 Baths
    • 2,078 Sq Ft
    • House for Rent

    1400 Ponce de Leon Blvd, Winter Springs, FL 32708

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected. Rent this home by September 30, 2026 and receive $500 Interested in this home? You clearly have exceptional taste. This charming 4-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart

    1400 Ponce de Leon Blvd, Winter Springs, FL 32708
  • /2

    $799,000

    Sold Jul 13, 2026

    226 Chestnut Ridge St, Winter Springs, FL 32708

    • 4 Beds
    • 2.5 Baths
    • 2,902 Sq Ft
    • Built 1994

    Last Sold Summary

    • 3% Below List Price
    • $275/SF
    • 43 Days On Market

    Current Estimated Value $814,630

    Last Listing Agent Colleen Kahl RE/MAX TOWN & COUNTRY REALTY

    226 Chestnut Ridge St, Winter Springs, FL 32708
    • /2

      Est $311,363

      Not Listed For Sale

      309 Kirkcaldy Dr, Winter Springs, FL 32708

      • 3 Beds
      • 2 Baths
      • 1,326 Sq Ft
      • Built 1986
      309 Kirkcaldy Dr, Winter Springs, FL 32708

      Last Sold Summary

      • 59 Days On Market

      Last Listing Agent Michael Kushner BALDWIN PARK REALTY LLC

  • /56

    $549,000

    • 3 Beds
    • 3.5 Baths
    • 2,523 Sq Ft

    1166 Spotted Sandpiper Loop, Winter Springs, FL 32708

    Welcome to 1166 Spotted Sandpiper Loop in Winter Springs, a spacious three-story, 3-bedroom, 3.5-bath townhome in Seminole Crossing. With a floor plan that offers plenty of room to spread out, this home is one of only two townhomes in the community featuring this unique layout. Its multi-level design gives the home more character and separation than the typical boxy townhome, with gathering

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    1166 Spotted Sandpiper Loop, Winter Springs, FL 32708
  • /15

    $2,505 Per Month

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft
    • House for Rent

    916 Cypresswood Ct, Winter Springs, FL 32708

    Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple!This 3-bedroom, 2-bathroom rental home in Winter Springs, FL, has a lot to offer; does it check all your

    916 Cypresswood Ct, Winter Springs, FL 32708
  • /2

    $351,000

    Sold Nov 21, 2025

    1054 W Pebble Beach Cir, Winter Springs, FL 32708

    • 2 Beds
    • 2 Baths
    • 1,420 Sq Ft
    • Built 1980

    Last Sold Summary

    • 17% Below List Price
    • $247/SF
    • 75 Days On Market

    Current Estimated Value $354,815

    Last Listing Agent Heather Pryor KELLER WILLIAMS ADVANTAGE REALTY

    1054 W Pebble Beach Cir, Winter Springs, FL 32708
    • /2

      Est $483,953

      Not Listed For Sale

      647 Silver Creek Dr, Winter Springs, FL 32708

      • 3 Beds
      • 2 Baths
      • 2,033 Sq Ft
      • Built 1990
      647 Silver Creek Dr, Winter Springs, FL 32708

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Christine Gerardi NEXTHOME DIAMOND PROPERTIES

  • /33

    $244,999

    • 2 Beds
    • 1.5 Baths
    • 1,156 Sq Ft

    1453 Casa Park Cir, Winter Springs, FL 32708

    Welcome to this well-maintained 2-bed, 1.5-bath townhome in the desirable Casa Park Villas community of Winter Springs. This move-in-ready home features new flooring on the first level, a bright open living area, and a private rear patio perfect for relaxing or entertaining. Upstairs, both bedrooms with en-suite bathrooms and generous closet space. With excellent upkeep throughout, low HOA fees,

    Agent Photo

    Rafael Ortiz

    KELLER WILLIAMS LEGACY REALTY

    1453 Casa Park Cir, Winter Springs, FL 32708
  • /15

    $2,945 Per Month

    • 4 Beds
    • 2 Baths
    • 1,954 Sq Ft
    • House for Rent

    848 Benchwood Ct, Winter Springs, FL 32708

    Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple!This 4-bedroom, 2-bathroom rental home in Winter Springs, FL, might be the perfect fit for your lifestyle.

    848 Benchwood Ct, Winter Springs, FL 32708
  • /2

    $552,000

    Sold Jul 23, 2026

    214 Chestnut Ridge St, Winter Springs, FL 32708

    • 4 Beds
    • 3 Baths
    • 2,474 Sq Ft
    • Built 2001

    Last Sold Summary

    • 21% Below List Price
    • $223/SF
    • 120 Days On Market

    Current Estimated Value $594,804

    Last Listing Agent Laurie Cain CHARLES RUTENBERG REALTY ORLANDO

    214 Chestnut Ridge St, Winter Springs, FL 32708
    • /2

      Est $531,389

      Not Listed For Sale

      1207 Winter Springs Blvd, Winter Springs, FL 32708

      • 3 Beds
      • 2 Baths
      • 1,868 Sq Ft
      • Built 1978
      1207 Winter Springs Blvd, Winter Springs, FL 32708

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Jessica Quint SIMS REALTY LLC

  • /36

    $339,900

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,602 Sq Ft

    617 Pinebranch Cir, Winter Springs, FL 32708

    Welcome to the beautiful, tree-lined, gated community of Barclay Reserve.This 3 bedroom, 2.5 bathroom, end unit townhome is offered fully furnished and move in ready. Brand new A/C July 2025, new refrigerator April 2025 and new washer & dryer May of 2023.Enjoy a waterfront view with the soothing fountain sound from the living space and two bedrooms.Both the original owner

    Michelle Sims IAD REAL ESTATE

    617 Pinebranch Cir, Winter Springs, FL 32708
  • /16

    $2,395 Per Month

    • 4 Beds
    • 2 Baths
    • 1,627 Sq Ft
    • House for Rent

    996 Papaya Ln, Winter Springs, FL 32708

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant. Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve this

    996 Papaya Ln, Winter Springs, FL 32708
  • /2

    $639,900

    Sold Jun 11, 2026

    1109 Duncan Dr, Winter Springs, FL 32708

    • 4 Beds
    • 2 Baths
    • 2,118 Sq Ft
    • Built 1980

    Last Sold Summary

    • $302/SF
    • 3 Days On Market

    Current Estimated Value $634,439

    Last Listing Agent Doug Woehr COLDWELL BANKER REALTY

    1109 Duncan Dr, Winter Springs, FL 32708
    • /2

      Est $581,897

      Not Listed For Sale

      965 Tuskawilla Rd, Winter Springs, FL 32708

      • 4 Beds
      • 2.5 Baths
      • 2,640 Sq Ft
      • Built 1971
      965 Tuskawilla Rd, Winter Springs, FL 32708

      Last Sold Summary

      • 473 Days On Market

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

  • /34

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,201 Sq Ft

    654 Cypress Ln, Winter Springs, FL 32708

    Welcome to 654 Cypress Lane, a move-in-ready 3-bedroom, 2-bathroom home featuring fresh interior paint throughout.The main entry opens into a bright living room that connects seamlessly to the kitchen, complete with quartz countertops and stainless steel appliances. Designed with a practical split floor plan, the primary bedroom sits on one side of the home with its own en-suite bathroom,

    Wayne Mottley ELEGANT REALTY LLC

    654 Cypress Ln, Winter Springs, FL 32708
  • /17

    $2,645 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,927 Sq Ft
    • House for Rent

    1123 Aloha Ct, Winter Springs, FL 32708

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2789.90. That covers your base rent, $2645.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    1123 Aloha Ct, Winter Springs, FL 32708
  • /2

    $810,000

    Sold Aug 18, 2026

    709 Windwillow Cir, Winter Springs, FL 32708

    • 5 Beds
    • 5 Baths
    • 3,407 Sq Ft
    • Built 1988

    Last Sold Summary

    • 3% Below List Price
    • $238/SF
    • 29 Days On Market

    Current Estimated Value $813,324

    Last Listing Agent Bradley Merrell COLDWELL BANKER REALTY

    709 Windwillow Cir, Winter Springs, FL 32708
    • /2

      Est $455,364

      Not Listed For Sale

      742 Seneca Meadows Rd, Winter Springs, FL 32708

      • 4 Beds
      • 2 Baths
      • 1,947 Sq Ft
      • Built 2002
      742 Seneca Meadows Rd, Winter Springs, FL 32708

      Last Sold Summary

      • 178 Days On Market

      Last Listing Agent Jeff Crandall SHORESTONE PROPERTY GROUP

  • /35

    $234,900

    $10K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,156 Sq Ft

    611 Casa Park A Ct, Winter Springs, FL 32708

    Welcome to 611 Casa Court, Unit A, a well-located 2-bedroom, 2.5-bath condo offering 1,156 square feet of living space and a great opportunity for an investor or future owner-occupant. The two-story layout provides comfortable separation between the main living areas and bedrooms, with a convenient half bath downstairs and private baths upstairs.Enjoy outdoor space just outside your door

    Erica Diltz BALDWIN PARK REALTY LLC

    611 Casa Park A Ct, Winter Springs, FL 32708
  • /17

    $2,035 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,466 Sq Ft
    • Townhouse for Rent

    567 Pinebranch Cir, Winter Springs, FL 32708

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant. Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve this

    567 Pinebranch Cir, Winter Springs, FL 32708
  • /20

    $359,000

    Sold Sep 10, 2026

    339 Inglenook Cir, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,437 Sq Ft
    • Built 1992

    Last Sold Summary

    • 3% Above List Price
    • $250/SF
    • 6 Days On Market

    Current Estimated Value $365,622

    Last Listing Agent Christine Bouchard HOMESMART

    339 Inglenook Cir, Winter Springs, FL 32708
    • /2

      Est $262,432

      Not Listed For Sale

      281 San Gabriel St, Winter Springs, FL 32708

      • 3 Beds
      • 2 Baths
      • 1,105 Sq Ft
      • Built 1993
      281 San Gabriel St, Winter Springs, FL 32708

      Last Sold Summary

      • 173 Days On Market

      Last Listing Agent Rebecca Bergery REBECCA BERGERY

Showing Results 41 - 80, Page 2 of 18

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