Longwood, FL Homes for Sale under $500,000

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  /26

  $425,000

  • 4 Beds
  • 2 Baths
  • 1,947 Sq Ft

  175 Sheridan Ave, Longwood, FL 32750

  A Thoughtfully maintained 4-bedroom, 2-bath home in the heart of Longwood offering approximately 1,947 sq ft on a spacious quarter-acre lot. Designed for both comfort and entertaining, the home features open living areas and a private backyard retreat with a 10-ft deep pool. Enjoy added peace of mind with a security system and the flexibility of no mandatory HOA—participation optional. Located

  Dejahne Johnson SET HOMES REALTY LLC

  175 Sheridan Ave, Longwood, FL 32750
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  /24

  $290,000

  $60K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,289 Sq Ft

  519 Stanton Place, Longwood, FL 32779

  Virtually Staged. Discover the charm of this inviting one-story townhome tucked away on a peaceful cul-de-sac—offering exceptional privacy, minimal traffic, and a true sense of retreat. Surrounded by mature, well-kept landscaping, the home sits within a beautifully maintained community that enhances both curb appeal and everyday comfort. Enjoy a serene screened-in porch, perfect for morning

  Pamela Ortiz ELITE PERFORMANCE REALTY

  519 Stanton Place, Longwood, FL 32779
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  /62

  $460,000

  • 3 Beds
  • 2 Baths
  • 2,127 Sq Ft

  106 Hidden Oak Dr, Longwood, FL 32779

  Tucked beneath a canopy of towering oaks on a quiet, tucked-away street, this 3-bedroom, 2-bath townhome in The Springs feels like a private retreat from the moment you arrive. A brick paver driveway and lush, mature landscaping set the tone, leading you through a gated entry courtyard that creates a sense of arrival—and just enough separation from the outside world. Inside, the home opens up in

  Melissa Hastings METROPOLIS R.E. SOLUTIONS, LLC

  106 Hidden Oak Dr, Longwood, FL 32779
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  /16

  $449,500

  • 3 Beds
  • 2 Baths
  • 1,775 Sq Ft

  110 Holderness Dr, Longwood, FL 32779

  Wonderful Wekiva home! Light and bright three bedroom, two bath home offering a wonderful blend of comfort and functionality. Step inside to find brand new luxury vinyl flooring throughout, freshly painted inside and out, a new garage door, with a spacious layout. Featuring a formal living room, separate dining room and kitchen that opens to the family room which is perfect for every day living

  Katie Morrison KELLER WILLIAMS HERITAGE REALTY

  110 Holderness Dr, Longwood, FL 32779
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  /40

  $474,900

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,872 Sq Ft

  3523 Vestavia Way, Longwood, FL 32779

  Traditional elegance and extraordinary craftsmanship exude from this beautifully maintained estate-style POOL home nestled in the heart of Longwood! Step inside to magnificent tile and laminate flooring gracefully flowing throughout the entire home! NEWER ROOF (2017)! The open design, split floor plan allows for unparalleled flow and privacy. The living room boasts soaring ceilings and a

  Elliot Shugan THE SHUGAN GROUP INC

  3523 Vestavia Way, Longwood, FL 32779
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  /17

  $215,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 866 Sq Ft

  260 Pine Tree Dr, Casselberry, FL 32707

  GREAT Investment Opportunity or Home to Start Off in Great Location in Seminole County. Roof 2024. No HOA. Huge Backyard awaiting for any projects. All of these for a great price!!! Come check it out.

  Johan Chaparro NONA LEGACY POWERED BY LA ROSA

  260 Pine Tree Dr, Casselberry, FL 32707
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  /19

  $319,000

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  251 Pine Tree Dr, Casselberry, FL 32707

  Spacious 3/2 Casselberry home that was built to last! The back yard is fenced in and comes with a man/woman cave or shed and is large enough to add a pool, several dogs and many humans. This beauty has a 2022 A/C, newer flooring, bathrooms, cabinets and laundry room that has a washer and dryer for the keeping. If location is what you are looking for then look no further, it is centrally located

  Tammi Delahoz Coldwell Banker Coast Realty

  251 Pine Tree Dr, Casselberry, FL 32707

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