17,336

Winter Springs, FL Homes

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  • /38

    $440,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,762 Sq Ft

    340 Inglenook Cir Unit 1, Winter Springs, FL 32708

    **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 340 Inglenook Cir, a beautifully maintained pool home in the heart of Winter Springs offering the perfect blend of comfort, privacy, and Florida lifestyle living. This 3-bedroom, 2-bath residence features a

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    (689) 399-2598

    340 Inglenook Cir Unit 1, Winter Springs, FL 32708
  • /15

    $1,695 per month

    • 2 Beds
    • 1.5 Baths
    • 900 Sq Ft
    • Townhouse for Rent

    133 Garden Dr, Winter Springs, FL 32708

    This renovated 2 bedroom and 1.5 bath Winter Springs townhome, features a large living area upon entry. There is a half bath downstairs for guests. The newly updated kitchen provides plenty of room for cooking, while the bedrooms offer peaceful retreats with ample natural light. Step outside to enjoy a private screen enclosed patio space, perfect for relaxing or unwinding after a busy day.

    Sylvia Pletka FLORIDA RENTAL TEAM

    133 Garden Dr, Winter Springs, FL 32708
  • /2

    $340,000 Sold Dec 10, 2025

    3895 Biscayne Dr, Winter Springs, FL 32708

    • 4 Beds
    • 3 Baths
    • 2,222 Sq Ft
    • Built 1987

    Last Sold Summary

    • 15% Below List Price
    • $153/SF
    • 21 Days On Market

    Current Estimated Value $355,042

    Last Listing Agent Ronald Ryder RICHARD PETERS REALTY LLC

    3895 Biscayne Dr, Winter Springs, FL 32708
    • /46

      Est $440,094 Not Listed For Sale

      1096 Chokecherry Dr, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,984 Sq Ft
      • Built 1983
      1096 Chokecherry Dr, Winter Springs, FL 32708

      Last Sold Summary

      • 1% Below List Price
      • $224/SF
      • 89 Days On Market

      Last Sold Price $445,000

      Last Listing Agent Tim Veigle WATSON REALTY CORP

  • /47

    $624,900

    • 3 Beds
    • 2 Baths
    • 1,882 Sq Ft

    1096 Dyson Dr, Winter Springs, FL 32708

    Welcome to 1096 Dyson Drive, a truly one-of-a-kind pool home in the heart of Winter Springs, FL! This spacious and well-maintained property is packed with unique features and thoughtful upgrades, offering the ideal Florida lifestyle—both inside and out.Step inside and you’ll immediately notice the charm and craftsmanship, including solid wood interior doors in a timeless Craftsman style. The

    Agent Photo

    Lorena Cabal Ospina

    EXP REALTY LLC

    (321) 516-0796

    1096 Dyson Dr, Winter Springs, FL 32708
  • /16

    $2,440 per month

    • 3 Beds
    • 2 Baths
    • 1,407 Sq Ft
    • House for Rent

    1448 La Paloma 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

    1448 La Paloma Cir, Winter Springs, FL 32708
  • /2

    $240,000 Sold Sep 23, 2025

    609 Casa Park Ct N, Winter Springs, FL 32708

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

    Last Sold Summary

    • 6% Below List Price
    • $208/SF
    • 59 Days On Market

    Current Estimated Value $237,630

    Last Listing Agent Robert Jones OFFERPAD BROKERAGE FL, LLC

    609 Casa Park Ct N, Winter Springs, FL 32708
    • /17

      Est $393,093 Not Listed For Sale

      564 Jesup Springs Ln, Winter Springs, FL 32708

      • 3 Beds
      • 2 Baths
      • 1,668 Sq Ft
      • Built 2016
      564 Jesup Springs Ln, Winter Springs, FL 32708

      Last Sold Summary

      • 5% Below List Price
      • $249/SF
      • 8 Days On Market

      Last Sold Price $415,000

      Last Listing Agent Steven Koleno BEYCOME OF FLORIDA LLC

  • /49

    $849,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 4 Baths
    • 2,801 Sq Ft

    1502 Eagle Nest Cir, Winter Springs, FL 32708

    Classic Tuskawilla Pool Home with Remodeled Kitchen and First Floor Primary Suite. Welcome to 1502 Eagle Nest Circle, a timeless two-story pool home located in the desirable Glen Eagle section of Tuskawilla, one of Winter Springs’ most established and sought-after planned communities. Known for its tree-lined streets, golf course lifestyle, and convenient Seminole County location, Tuskawilla

    Dione Collier-Larkin ADAIR REALTY INC

    1502 Eagle Nest Cir, Winter Springs, FL 32708
  • /24

    $2,500 per month

    • 3 Beds
    • 3.5 Baths
    • 1,854 Sq Ft
    • Townhouse for Rent

    412 Blue Bayou Ln, Winter Springs, FL 32708

    PRIME Location! Well maintained 3 bedroom, 3.5 bath Rental Townhome located in highly desired Jesup's Reserve. NO Carpet, all wood floors. Unit situated a short walk to the community pond & POOL. Features include INSIDE laundry room, a Covered Front Porch, Private living room and Primary bedroom balconies, rear entry 2 CAR GARAGE, 2 PRIMARY Bedrooms (one upstairs and one downstairs) Walk-in

    Wendy Shull FLORIDA DREAMIN' REALTY LLC

    412 Blue Bayou Ln, Winter Springs, FL 32708
  • /2

    $670,000 Sold Oct 08, 2025

    701 Palenci Ct, Winter Springs, FL 32708

    • 4 Beds
    • 3.5 Baths
    • 3,489 Sq Ft
    • Built 1999

    Last Sold Summary

    • 21% Below List Price
    • $192/SF
    • 185 Days On Market

    Current Estimated Value $675,374

    Last Listing Agent Chuck Valence VALENCE REALTY GROUP

    701 Palenci Ct, Winter Springs, FL 32708
    • /46

      Est $752,143 Not Listed For Sale

      202 Lemonleaf Ln, Oviedo, FL 32765

      • 5 Beds
      • 3.5 Baths
      • 3,286 Sq Ft
      • Built 2018
      202 Lemonleaf Ln, Oviedo, FL 32765

      Last Sold Summary

      • 1% Below List Price
      • $230/SF
      • 16 Days On Market

      Last Sold Price $757,000

      Last Listing Agent Kristine McKinley RE/MAX

  • /13

    $389,990 New Construction

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

    Catalina Plan at Hickory Grove, Winter Springs, FL 32708

    The Catalina I is a harmonious blend of style, functionality, and comfort, offering a lifestyle that caters to your every need. As you step inside you are greeted by an open-concept design that seamlessly integrates the gathering room, dining room, and kitchen, creating an inviting space for both everyday living and entertaining. This townhome features 3 bedrooms, providing flexible living

    Mattamy Homes Builder
    1458 Blumberg Blvd Unit 36468370, Winter Springs, FL 32708
  • /20

    $2,095 per month

    • 3 Beds
    • 2 Baths
    • 1,105 Sq Ft
    • House for Rent

    312 San Gabriel St, Winter Springs, FL 32708

    Discover Deersong Single Family Home in Winter Springs, FL: a refreshed 3-bedroom, 2-bath residence featuring brand new interior paint, blinds, stainless steel appliances, and upgraded kitchen and bathroom cabinets. The home includes a fenced backyard and convenient exterior storage, and residents have access to the community pool & Tennis Courts. Located within Seminole County Schools, this

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

    $305,000 Sold Mar 13, 2026

    224 Bennett St, Winter Springs, FL 32708

    • 4 Beds
    • 2 Baths
    • 1,071 Sq Ft
    • Built 1971

    Last Sold Summary

    • $285/SF
    • 5 Days On Market

    Current Estimated Value $279,450

    Last Listing Agent Alex Khalil EXP REALTY LLC

    224 Bennett St, Winter Springs, FL 32708
    • /2

      Est $375,229 Not Listed For Sale

      368 Innisbrook Ln, Winter Springs, FL 32708

      • 3 Beds
      • 3.5 Baths
      • 1,844 Sq Ft
      • Built 2013
      368 Innisbrook Ln, Winter Springs, FL 32708

      Last Sold Summary

      • 3% Below List Price
      • $209/SF
      • 78 Days On Market

      Last Sold Price $385,000

      Last Listing Agent Carmen Quintana COLDWELL BANKER REALTY

  • /77

    $750,000

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

    1204 Swan St, Winter Springs, FL 32708

    Great location, No HOA..69 acres , 4 bedrooms,2 bathrooms, one half bathroom out door shower, kitchen, living room, family room, huge Florida room, huge enclosed pool, 2 car garage, enclosed out door kitchen, game room, storage. Close to major Roads, sipping centers, , schools, hospitals, 17 minutes to Sanford Airport, 11 minutes to Oviedo mall, 20 minutes to UCF. 20 minutes to Orlando Health

    Rosa Rodriguez STIRLING INTERNATIONAL REAL ES

    1204 Swan St, Winter Springs, FL 32708
  • /23

    $2,900 per month

    • 4 Beds
    • 2.5 Baths
    • 2,076 Sq Ft
    • House for Rent

    312 Michael Blake Blvd, Winter Springs, FL 32708

    Winter Spring Village Home for Rent. Bungalow style rental located in the much sought after Community of Winter Springs Village. Conveniently located minutes from the 417, Winter Springs Town Center, Seminole Cross Trail, and Central Winds Park. Community offers a Swimming Pool, Playground, and Recreation Clubhouse. This 4 Bedroom, 2 1/2 Bathroom, 2 Story home features a 15 Seer AC unit, Double

    Rick Protheroe RE/MAX TOWN & COUNTRY REALTY

    312 Michael Blake Blvd, Winter Springs, FL 32708
  • /2

    $1,320,000 Sold Feb 05, 2026

    624 Canopy Estates Dr, Winter Garden, FL 34787

    • 4 Beds
    • 4.5 Baths
    • 3,627 Sq Ft
    • Built 2017

    Last Sold Summary

    • 6% Below List Price
    • $364/SF
    • 76 Days On Market

    Current Estimated Value $1,332,134

    Last Listing Agent Sean Spencer PREMIER SOTHEBYS INT'L REALTY

    624 Canopy Estates Dr, Winter Garden, FL 34787
    • /63

      Est $375,685 Not Listed For Sale

      365 Old Farm Ln, Winter Springs, FL 32708

      • 3 Beds
      • 3 Baths
      • 1,732 Sq Ft
      • Built 2013
      365 Old Farm Ln, Winter Springs, FL 32708

      Last Sold Summary

      • 4% Below List Price
      • $225/SF
      • 25 Days On Market

      Last Sold Price $390,000

      Last Listing Agent Rizza Gloriani AMERITEAM REALTY INC

  • /13

    $404,990 New Construction

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

    Catalina II Plan at Hickory Grove, Winter Springs, FL 32708

    With a spacious open concept ground floor, the Catalina II has plenty of room for entertaining. This floorplan features 4 bedrooms, 2.5 bathrooms and a rear-loading 2-car garage. The owners suite features an ensuite owner's bath and a walk-in closet. This chef-worthy kitchen features stainless steel appliances, a walk-in pantry, and a breakfast bar.

    Mattamy Homes Builder
    1458 Blumberg Blvd Unit 36446933, Winter Springs, FL 32708
  • /20

    $2,539 per month

    • 3 Beds
    • 2 Baths
    • 2,404 Sq Ft
    • House for Rent

    842 Benchwood Ct, Winter Springs, FL 32708

    This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.5 bathrooms, and approximately 2,404 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a Tricon resident, you'll enjoy access to Tricon Vantage — a program designed to support your rental

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

    $125,000 Sold Dec 04, 2025

    30 Moree Loop Unit 37, Winter Springs, FL 32708

    • 3 Beds
    • 2.5 Baths
    • 1,400 Sq Ft
    • Built 1973

    Last Sold Summary

    • 17% Below List Price
    • $89/SF
    • 15 Days On Market

    Current Estimated Value $143,735

    Last Listing Agent Debbi Jones COLDWELL BANKER REALTY

    30 Moree Loop Unit 37, Winter Springs, FL 32708
    • /2

      Est $411,847 Not Listed For Sale

      1157 Orange Ave, Winter Springs, FL 32708

      • 3 Beds
      • 3.5 Baths
      • 2,104 Sq Ft
      • Built 2015
      1157 Orange Ave, Winter Springs, FL 32708

      Last Sold Summary

      • 2% Below List Price
      • $200/SF
      • 61 Days On Market

      Last Sold Price $420,000

      Last Listing Agent Jesus Garcia YOUR HOME SOLD GUARANTEED REAL

  • /25

    $295,000

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

    600 Northern Way Unit 303, Winter Springs, FL 32708

    Ground Floor Condo in a Gated Community! 2024 Condo Roof, 2020 A/C, 2026 Water Heater & Garbage Disposal! This 3 bedroom, 2 bathroom unit has a split plan bedroom arrangement, an eat-in kitchen with pull out cabinet drawers, custom geometric accent walls, hall & laundry custom closets, no carpets, 2 covered lanai areas for outdoor living, and covered front entry to protect from the rain. Tuscany

    Sheri Malin REDFIN CORPORATION

    600 Northern Way Unit 303, Winter Springs, FL 32708
  • /16

    $1,600 per month

    • 2 Beds
    • 1.5 Baths
    • 1,080 Sq Ft
    • Condo for Rent

    407 Sheoah Blvd Unit 13, Winter Springs, FL 32708

    Excellent Location in the Highlands at Winter Springs. This two bedroom condo features a large living/dining room combo that opens out to the screen enclosed patio. Offering a quiet and peaceful yard space with no rear neighbors. The kitchen is spacious and features stainless appliances. Upstairs you will find two bedrooms along with a bathroom that is accessible directly off the primary as well

    Gina Jenkins WATSON REALTY CORP

    407 Sheoah Blvd Unit 13, Winter Springs, FL 32708
  • /2

    $710,000 Sold Jun 16, 2025

    965 Talon Place, Winter Springs, FL 32708

    • 5 Beds
    • 4.5 Baths
    • 3,273 Sq Ft
    • Built 2021

    Last Sold Summary

    • 10% Below List Price
    • $217/SF
    • 64 Days On Market

    Current Estimated Value $731,858

    Last Listing Agent Benondre Cerezo COLDWELL BANKER REALTY

    965 Talon Place, Winter Springs, FL 32708
    • /61

      Est $476,599 Not Listed For Sale

      356 Michael Blake Blvd, Winter Springs, FL 32708

      • 4 Beds
      • 2.5 Baths
      • 2,084 Sq Ft
      • Built 2013
      356 Michael Blake Blvd, Winter Springs, FL 32708

      Last Sold Summary

      • 2% Below List Price
      • $233/SF
      • 4 Days On Market

      Last Sold Price $485,000

      Last Listing Agent Jason Nahorney CHARLES RUTENBERG REALTY ORLANDO

  • /18

    $381,733 New Construction

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

    1276 Crab Apple Ln, Winter Springs, FL 32708

    As you step inside the Aurora, you are greeted by an inviting open-concept gathering room, seamlessly connecting the dining room and kitchen. The flowing layout creates an expansive and airy atmosphere, perfect for both entertaining guests and enjoying everyday life. The owner's suite is a true retreat, offering a sanctuary of relaxation and tranquility. The spacious bedroom is complemented by a

    Mattamy Homes Builder
    1276 Crab Apple Ln, Winter Springs, FL 32708
  • /16

    $2,749 per month

    • 4 Beds
    • 2 Baths
    • 1,966 Sq Ft
    • House for Rent

    3871 Biscayne Dr, 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 $3013.90. That covers your base rent, $2749.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    3871 Biscayne Dr, Winter Springs, FL 32708
  • /2

    $327,500 Sold Oct 20, 2025

    1221 La Mesa Ave, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,416 Sq Ft
    • Built 1984

    Last Sold Summary

    • 4% Below List Price
    • $231/SF
    • 27 Days On Market

    Current Estimated Value $327,627

    Last Listing Agent Rick Bosley KELLER WILLIAMS ADVANTAGE REALTY

    1221 La Mesa Ave, Winter Springs, FL 32708
    • /42

      Est $424,554 Not Listed For Sale

      1354 Mill Stream Ln, Winter Springs, FL 32708

      • 3 Beds
      • 3.5 Baths
      • 2,288 Sq Ft
      • Built 2014
      1354 Mill Stream Ln, Winter Springs, FL 32708

      Last Sold Summary

      • 5% Above List Price
      • $177/SF
      • 26 Days On Market

      Last Sold Price $406,000

      Last Listing Agent Debbie Bergeron PREMIUM PROPERTIES R.E SERVICE

  • /32

    $274,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,359 Sq Ft

    532 Shadow Glenn Place, Winter Springs, FL 32708

    Under contract-accepting backup offers. Winter Springs Townhome! This end-unit, 2-story townhome has a fenced backyard, rare for a townhome and prized as being the largest backyard in the community! Inside, the 3 bedroom, 2.5 bathroom floor plan keeps all bedrooms and full bathrooms upstairs, while the common areas are downstairs with a guest half bathroom for convenience. There is understairs

    Juan Castro REDFIN CORPORATION

    532 Shadow Glenn Place, Winter Springs, FL 32708
  • /23

    $1,875 per month

    • 2 Beds
    • 2 Baths
    • 1,132 Sq Ft
    • Condo for Rent

    600 Northern Way Unit 506, Winter Springs, FL 32708

    Stunning 2BR/2BA Condo in Gated Tuscany Place – Steps from Trotwood Park! Experience low-maintenance luxury in this spacious 2-bedroom, 2-bathroom condo located on a second floor. Brand new bathroom cabinets, kitchen is well-appointed with BRAND NEW modern cabinetry, QUARTZ countertops, stylish backsplash and Stainless Steel Appliances, perfect for home chefs featuring an inviting private

    Veronica Ochoa PR REAL ESTATE SERVICES

    600 Northern Way Unit 506, Winter Springs, FL 32708
  • /2

    $499,000 Sold Dec 29, 2025

    1230 Spotted Sandpiper Loop, Winter Springs, FL 32708

    • 4 Beds
    • 3.5 Baths
    • 2,359 Sq Ft
    • Built 2023

    Last Sold Summary

    • $212/SF
    • 5 Days On Market

    Current Estimated Value $493,356

    Last Listing Agent Jeavanna Lanza PA EXP REALTY LLC

    1230 Spotted Sandpiper Loop, Winter Springs, FL 32708
    • /2

      Est $370,984 Not Listed For Sale

      681 Oak Lake Ln, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,435 Sq Ft
      • Built 2016
      681 Oak Lake Ln, Winter Springs, FL 32708

      Last Sold Summary

      • 6% Below List Price
      • $275/SF
      • 19 Days On Market

      Last Sold Price $395,000

      Last Listing Agent Tanya McDonnell RE/MAX

  • /19

    $374,990 New Construction

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

    Aurora Plan at Hickory Grove, Winter Springs, FL 32708

    As you step inside the Aurora, you are greeted by an inviting open-concept gathering room, seamlessly connecting the dining room and kitchen. The flowing layout creates an expansive and airy atmosphere, perfect for both entertaining guests and enjoying everyday life. The owner's suite is a true retreat, offering a sanctuary of relaxation and tranquility. The spacious bedroom is complemented by a

    Mattamy Homes Builder
    1458 Blumberg Blvd Unit 36446067, Winter Springs, FL 32708
  • /20

    $2,450 per month

    • 4 Beds
    • 2 Baths
    • 1,666 Sq Ft
    • House for Rent

    119 N Alderwood St, Winter Springs, FL 32708

    RENOVATED & MOVE- IN READY BY MARCH 24! 4 bed / 2 bath home in Winter Springs! Schedule a viewing! Renovated kitchen & bathrooms No carpet Large fenced backyard — perfect for kids & pets 1-car garage + driveway parking No HOALocated in a highly rated Seminole County school zone, close to parks, shopping, dining, and major highways like I4 and 417. 25 minutes

    119 N Alderwood St, Winter Springs, FL 32708
  • /2

    $956,000 Sold Nov 10, 2025

    300 Hazelnut St, Winter Springs, FL 32708

    • 4 Beds
    • 2.5 Baths
    • 3,107 Sq Ft
    • Built 1992

    Last Sold Summary

    • 3% Below List Price
    • $308/SF
    • 8 Days On Market

    Current Estimated Value $928,630

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

    300 Hazelnut St, Winter Springs, FL 32708
    • /19

      Est $193,234 Not Listed For Sale

      40 Sheoah Blvd Unit 25, Winter Springs, FL 32708

      • 3 Beds
      • 2 Baths
      • 1,187 Sq Ft
      • Built 1973
      40 Sheoah Blvd Unit 25, Winter Springs, FL 32708

      Last Sold Summary

      • 12% Below List Price
      • $185/SF
      • 69 Days On Market

      Last Sold Price $220,000

      Last Listing Agent Michelle Rhea THE WILKINS WAY LLC

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