Longwood, FL Homes for Sale under $500,000

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  /26

  $405,000

  $20K PRICE DROP

  • 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

  $275,000

  $75K 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

  $449,500

  $11K PRICE DROP

  • 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

  $425,000

  $25K PRICE DROP

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

  110 Holderness Dr, Longwood, FL 32779

  Best priced 3 bedroom 2 bath home in wonderful Wekiva ! 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

  Katie Morrison KELLER WILLIAMS HERITAGE REALTY

  110 Holderness Dr, Longwood, FL 32779
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  /25

  $235,000

  • 3 Beds
  • 2 Baths
  • 1,586 Sq Ft

  420 Summit Ridge Place Unit 316, Longwood, FL 32779

  Welcome to this beautifully maintained 3-bedroom, 2-bath unit in the GATED Residences at Sabal Point, where LOW MAINTENANCE LIVING meets an unbeatable Longwood location! Recent updates are already complete, including a BRAND NEW RANGE (2026), BRAND NEW WASHER/DRYER (2026), NEW KITCHEN SINK (2026), and an UPDATED A/C (2024), additionally the screened balcony will receive NEW SCREENS before closing

  Jennifer Wemert WEMERT GROUP REALTY LLC

  420 Summit Ridge Place Unit 316, Longwood, FL 32779
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  /38

  $419,900

  • 3 Beds
  • 2 Baths
  • 1,639 Sq Ft

  428 Ruth St, Longwood, FL 32779

  Now more than ever, owning a home offers true peace of mind. Step into this mid-century modern masterpiece, extensively revitalized and expanded into a bright, airy, boutique-style retreat. Take advantage of an incredible financial opportunity with a VERY LOW assumable mortgage, offering massive monthly savings! Rare opportunity to assume the seller's low INTEREST mortgage (subject to lender

  Jennifer Garrison GARRISON REALTY GROUP LLC

  428 Ruth St, 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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