22

Winter Springs, FL Open Houses

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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
  • /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
  • /36

    $365,000 Open Sat 1PM - 3PM

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

    1275 Marley Ln, Winter Springs, FL 32708

    Welcome to Jesup’s Landing, where style, convenience, and community come together in the heart of Winter Springs—one of Central Florida’s most charming and sought-after towns. This beautifully maintained two-story townhome offers peaceful Seminole Trail views and a lifestyle that feels both relaxed and connected. Inside, the open layout is designed for real life and effortless entertaining. The

    David Weiss COLDWELL BANKER REALTY

    1275 Marley Ln, Winter Springs, FL 32708
  • /41

    $499,999 Open Sun 2PM - 4PM

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

    1356 Via Villa Nova, Winter Springs, FL 32708

    Your private oasis awaits on a PREMIUM WATERFRONT LOT. Forget the stress... MOVE-IN READY to this completely stunning fully remodeled home with luxury finishes throughout! *** Welcome to your 3 Bedroom 2 full Bathroom, split plan Saltwater pool home. This home is also fully wheelchair accessible. The interior is elevated by curated designer upgrades, freshly redone walls and stylish new flooring

    Tori Nguyen LOKATION

    1356 Via Villa Nova, Winter Springs, FL 32708
  • /22

    $399,900 Open Fri 12PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft

    724 Barrington Cir, Winter Springs, FL 32708

    Very well maintained home in Tuskawilla! Updated kitchen with Granite countertops, Elegant mirrored wall, Ceramic Tile throughout. Double sinks in beautiful master bathroom with garden shower tub! Owners have access to the neighborhood clubhouse and Community pool, HOA takes care of front yard lawn maintenance. Two parks and a nature trail are walking distance from the home. Walk to Trotwood Park

    Ramon Ortiz Cruz DIAMOND 2000 REALTY, INC

    724 Barrington Cir, Winter Springs, FL 32708
  • /27

    $424,990 Open Thu 10AM - 5PM

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

    1260 Crab Apple Ln, Winter Springs, FL 32708

    Under Construction. 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 owner’s 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.

    Amanda Warren MATTAMY REAL ESTATE SERVICES

    1260 Crab Apple Ln, Winter Springs, FL 32708
  • /33

    $491,990 Open Thu 10AM - 5PM

    • 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
  • /70

    $899,999 Open Sat 11AM - 4PM

    • 4 Beds
    • 3 Baths
    • 3,284 Sq Ft

    981 Tuskawilla Trail, Winter Springs, FL 32708

    Price Improvement! Now offered at $899,000 — Exceptional opportunity in the Tuskawilla / Winter Springs area. This beautifully maintained single-family residence offers 4 bedrooms, 3 bathrooms, and a thoughtfully designed open-concept layout ideal for everyday living and entertaining. Enjoy lake views and true Florida living with a private swimming pool, expansive outdoor space, and a generous

    Marisela Barazarte Moron LA ROSA REALTY PREMIER LLC

    981 Tuskawilla Trail, Winter Springs, FL 32708
  • /35

    $484,990 Open Thu 10AM - 5PM

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

    173 Bear Springs Dr, Winter Springs, FL 32708

    Under Construction. With an open concept ground floor and spacious living areas, the Sofia is ideal for entertaining and everyday life. Dedicated as an end unit, this floorplan features 3 bedrooms, 2.5 bathrooms and a rear-loading 2-car garage. The 2nd floor features a loft, abundant storage, and laundry space. Located on the 1st floor, the owner's suite that has it all - a spacious walk-in

    Amanda Warren MATTAMY REAL ESTATE SERVICES

    173 Bear Springs Dr, Winter Springs, FL 32708
  • /60

    $865,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 3.5 Baths
    • 2,660 Sq Ft

    1692 Wingspan Way, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. Nestled within the prestigious Glen Eagle community of Tuscawilla, this exceptional executive-style single-story custom home offers luxury, space, and an unbeatable location. Set along picturesque tree-lined streets, this 5-bedroom, 3.5-bath residence with a 3-car side-entry garage and additional gated parking (perfect for a boat) is designed for

    Suzanne Giambruno COLDWELL BANKER REALTY

    1692 Wingspan Way, Winter Springs, FL 32708
  • /27

    $397,990 Open Thu 10AM - 5PM

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

    1272 Crab Apple Ln, 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

    Amanda Warren MATTAMY REAL ESTATE SERVICES

    1272 Crab Apple Ln, Winter Springs, FL 32708
  • /29

    $384,990 Open Thu 10AM - 5PM

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

    165 Bear Springs Dr, Winter Springs, FL 32708

    Under Construction. 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

    Amanda Warren MATTAMY REAL ESTATE SERVICES

    165 Bear Springs Dr, Winter Springs, FL 32708
  • /45

    $375,000 Open Sun 1PM - 4PM

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

    717 Adidas Rd, Winter Springs, FL 32708

    Welcome to your serene waterfront retreat in the highly desirable Wedgewood Tennis Villas, nestled within the prestigious Tuscawilla Country Club community in Winter Springs, Florida. This charming 2-bedroom, 2-bathroom single-family home offers 1,812 square feet of comfortable living space, perfectly positioned on a peaceful pond-front lot with tranquil water views from the home and backyard.

    Karen Bagwell RE/MAX TOWN & COUNTRY REALTY

    717 Adidas Rd, Winter Springs, FL 32708
  • /22

    $495,000 Open Fri 3PM - 6PM

    • 4 Beds
    • 2.5 Baths
    • 1,778 Sq Ft

    427 Hornbill Place, Winter Springs, FL 32708

    Beautifully updated 4-bedroom, 2.5-bath home tucked away on a quiet cul-de-sac, backing to serene conservation and offering a rare blend of privacy, space, and thoughtfully updated living. Inside, soaring ceilings and abundant natural light create an airy, open feel, highlighted by a dramatic floor-to-ceiling brick fireplace. Brand-new modern luxury vinyl plank flooring (Feb 2026) flows

    Dennis Jones KELLER WILLIAMS ADVANTAGE REALTY

    427 Hornbill Place, Winter Springs, FL 32708
  • /30

    $279,990 Open Sun 1PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,091 Sq Ft

    314 San Gabriel St, Winter Springs, FL 32708

    PRICE REDUCTION: Welcome to your dream home in the highly sought-after Deer Song Community of Winter Springs! This charming 3-bedroom, 2-bath corner single family home is packed with upgrades, including a brand new hot water heater (installed 2/23/2026), a newer roof (2021) and re-plumb (2021), state-of-the-art appliances (2021-2022), a top-of-the-line air conditioning system (2022), a water

    Linda Bain WEICHERT REALTORS HALLMARK PRO

    314 San Gabriel St, Winter Springs, FL 32708
  • /53

    $285,000 Open Sat 2PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,460 Sq Ft

    476 Club Dr, Winter Springs, FL 32708

    Welcome to 476 Club Drive, a beautifully cared-for townhome nestled in the highly sought-after Cypress Club section of The Highlands in Winter Springs—a community known for its incredible amenities and natural surroundings. This spacious 3-bedroom, 2-bath residence blends comfort, functionality, and peace of mind with key updates already completed. Enjoy the benefits of a 2020 A/C system, a full

    Jeff Singletary KELLER WILLIAMS HERITAGE REALTY

    476 Club Dr, Winter Springs, FL 32708
  • /29

    $381,990 Open Thu 10AM - 5PM

    • 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

    Amanda Warren MATTAMY REAL ESTATE SERVICES

    1276 Crab Apple Ln, Winter Springs, FL 32708
  • /35

    $484,990 Open Thu 10AM - 5PM

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

    161 Bear Springs Dr, Winter Springs, FL 32708

    Under Construction. With an open concept ground floor and spacious living areas, the Sofia is ideal for entertaining and everyday life. Dedicated as an end unit, this floorplan features 3 bedrooms, 2.5 bathrooms and a rear-loading 2-car garage. The 2nd floor features a loft, abundant storage, and laundry space. Located on the 1st floor, the owner's suite that has it all - a spacious walk-in

    Amanda Warren MATTAMY REAL ESTATE SERVICES

    161 Bear Springs Dr, Winter Springs, FL 32708
  • /60

    $614,500 Open Sat 10AM - 2PM

    • 4 Beds
    • 3 Baths
    • 2,531 Sq Ft

    203 Wise Owl Way, Casselberry, FL 32708

    WALK ON IN AND CALL IT HOME! Welcome to this stunning 4-bedroom, 3-bathroom home nestled in the highly sought-after Tuskawilla Crossings community of Winter Springs. From the moment you step inside, you’ll be greeted by a tastefully decorated foyer that opens up into a spacious living room and a beautifully designed open kitchen, perfect for entertaining and everyday living. On the first floor,

    Lindsay Kaye Voss VOSS REALTY INC

    203 Wise Owl Way, Casselberry, FL 32708
  • /68

    $1,549,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 6 Baths
    • 6,175 Sq Ft

    1513 Black Bear Ct, Winter Springs, FL 32708

    Welcome to this exceptional home in the exclusive gated community of Bear Creek Estates, set on over an acre of lush wooded greenbelt with beautiful landscaping and a circular driveway that creates outstanding curb appeal. The over 6,000 sq. ft. (includes 1 car garage/hobby room of approx. 280 sq.ft.) home features a new architectural tile roof (less than one year old) and 10-foot ceilings

    Lynda Miller PREMIER SOTHEBYS INT'L REALTY

    1513 Black Bear Ct, Winter Springs, FL 32708
  • /33

    $448,997 Open Sat 11AM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,554 Sq Ft

    872 Falkirk Dr, Winter Springs, FL 32708

    Beautifully maintained home located in one of the most desirable areas of Winter Springs, offering the perfect blend of comfort, convenience, and outdoor living. Surrounded by scenic walking and biking trails throughout the neighborhood, this home delivers a peaceful setting while staying close to everything you need. This property features 3 bedrooms and 2 bathrooms with a bright open floor plan

    Elizabeth Rodriguez CAISSA REALTY INVESTMENT INC

    872 Falkirk Dr, Winter Springs, FL 32708
  • /65

    $949,000 Open Sat 12PM - 3PM

    • 6 Beds
    • 4 Baths
    • 4,214 Sq Ft

    450 Terravista Place, Oviedo, FL 32765

    Welcome to your dream home! This exquisite residence nestled on a cul-de-sac within the small gated community of Terralago boasts stunning curb appeal, with a Spanish style roof and an extended paver driveway leading to a spacious three car garage. As you step inside, the beautiful foyer with soaring ceilings and crystal chandeliers in the formal living and dining spaces welcome you home. The

    Noor Masri LA ROSA REALTY PREMIER LLC

    450 Terravista Place, Oviedo, FL 32765

Home Trends in Winter Springs, FL

Housing Trends

Median Sale Price
$415,327
Median Single Family Sale Price
$420,714
Median Townhouse Sale Price
$413,459
Median 2 Bedroom Sale Price
$173,500
Median 1 Bedroom Sale Price
$180,000
Average Price Per Sq Ft
$244
Number of Homes for Sale
133
Last 12 months Home Sales
609
Months of Supply
2.60
Median List Price
$429,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-5%
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