Winter Springs, FL Homes for Sale under $400,000

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  /25

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,574 Sq Ft

  807 Buckie Dr, Winter Springs, FL 32708

  Move Right In this Updated Highlands Home! Desirable Gas Stove in Kitchen along with newer Appliances & Granite Countertops, New Bathroom Vanities New Roof 2024. Large Fenced Yard, Fireplace & Inside Laundry Room. The Highlands has a Large Community Pool, Playgrounds, Clubhouse with BBQ Area, Audibon Park, Tennis & Pickleball Courts & Nature Walking Trails. Highly rated Seminole County Schools.

  Paul Buscemi FLORIDA HOME TEAM REALTY LLC

  807 Buckie Dr, Winter Springs, FL 32708
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  /18

  $120,000

  • 3 Beds
  • 2 Baths

  154 Hacienda Dr Unit 378, Winter Springs, FL 32708

  Spacious and well-appointed, this 1,920 sq. ft. home offers 3 bedrooms and 2 bathrooms, featuring both a great room and a family room for flexible living and entertaining. The home includes a 13x18 layout area and a one-car garage measuring 14x21. All appliances are Samsung, complemented by a brand-new Hotpoint washer and dryer, plus an additional refrigerator in the utility room for extra

  Todd Vagts Hacienda Village

  154 Hacienda Dr Unit 378, Winter Springs, FL 32708
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  /15

  $145,000

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,584 Sq Ft

  1084 Cheyenne Trail, Winter Springs, FL 32708

  Large Immaculate 1584 sq.ft. remodeled home and roomy out buildings Has so many extras to make this home a must see. The tiled screen porch and deck with back covered area offers so much welcoming relaxation space. Interior is loaded with upgradeds. Park maintains Septic System and Lot rent is $755.00 per month

  Todd Newby NEWBY REALTY INC

  1084 Cheyenne Trail, Winter Springs, FL 32708
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  /29

  $294,900

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,069 Sq Ft

  421 Horizon Dr, Winter Springs, FL 32708

  Welcome to 421 Horizon Drive in Winter Springs, located in The Seasons community. This move-in ready home checks all the big boxes upfront: a 50-year Rhino shingle roof (2019), a 3.5-ton 14 SEER AC unit with heat pump and updated ductwork, a new electric panel, and a 2019 water heater. Beautifully maintained and thoughtfully updated throughout, this one-story home offers 3 bedrooms, 2 bathrooms,

  Peter Luu REAL BROKER, LLC

  421 Horizon Dr, Winter Springs, FL 32708
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  /26

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  781 Bayou Dr, Casselberry, FL 32707

  Brand New 2026! This home sits in a desirable location in Casselberry Florida. Living near Lake Kathryn Park in Casselberry, Florida, offers a balanced lifestyle that combines quiet residential charm with modern recreational amenities. Commuter Friendly to Downtown Orlando, 5 minutes to I-4, convenient shopping, Altamonte Mall and ''the Greater Marketplace providing easy access to retailers. In

  Aimee Anselmi LLC Keller Williams Heritage

  781 Bayou Dr, Casselberry, FL 32707
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  /62

  $400,000

  • 3 Beds
  • 2.5 Baths
  • 1,807 Sq Ft

  942 Legacy Winds Way, Casselberry, FL 32707

  Welcome to Legacy Place—where style, function, and low-maintenance living come together in this beautifully maintained townhome. Built in 2022 and offering 3 bedrooms, 2.5 bathrooms, 1,806 square feet, and an attached 2-car garage, this move-in ready home delivers the benefits of newer construction without the wait. Step inside to a bright open-concept floor plan where abundant natural light

  Marci Blanchard KELLER WILLIAMS ADVANTAGE REALTY

  942 Legacy Winds Way, Casselberry, FL 32707
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  /28

  $344,900

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,498 Sq Ft

  1562 Grand Rue Dr, Casselberry, FL 32707

  Welcome to this like-new 2022 Craftsman-style END-UNIT townhome in the heart of highly desirable Seminole County! This beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of modern design, energy efficiency, and low-maintenance living. As an end unit, the home is filled with abundant natural light and offers additional privacy along with extra green space to enjoy—without the

  Simon Colak USCO CAPITAL GROUP

  1562 Grand Rue Dr, Casselberry, FL 32707
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  /26

  $299,000

  New Construction $16K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  781 Bayou Dr, Casselberry, FL 32707

  One or more photo(s) has been virtually staged. Brand New 2026! This home sits in a desirable location in Casselberry Florida. Living near Lake Kathryn Park in Casselberry, Florida, offers a balanced lifestyle that combines quiet residential charm with modern recreational amenities. Commuter Friendly to Downtown Orlando, 5 minutes to I-4, convenient shopping, Altamonte Mall and "the Greater

  Aimee Anselmi LLC KELLER WILLIAMS HERITAGE REALTY

  781 Bayou Dr, Casselberry, FL 32707

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