51

Winter Park, FL Homes under $500,000

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  • /32

    $449,000

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft

    311 E Morse Blvd Unit 7-2, Winter Park, FL 32789

    Enjoy sunrise views over Lake Osceola from this Whispering Waters jewel box located just steps from Park Avenue. This fully renovated, one-bedroom, one-bathroom condo offers 900 ft2 of single-story, ground-floor, corner-unit living. The 2018 full renovation was extensive and included new electrical re-wiring and plumbing. The scope of the renovation extended to creating new conditioned space,

    Padgett McCormick KELLY PRICE & COMPANY LLC

    311 E Morse Blvd Unit 7-2, Winter Park, FL 32789
  • /6

    $429,900

    • 4 Beds
    • 4 Baths
    • 1,934 Sq Ft

    3128 Patel Dr, Winter Park, FL 32792

    Don't miss this income producing duplex just minutes from University Ave and the UCF area! The separate units are 2 bedroom, 2 bath on each side and include ceramic tile/laminate flooring, spacious living room, kitchen with appliances, spacious closets, ceiling fans, washer/dryer hookups, and spacious fenced back yard.The property is currently rented on a month to month basis at

    Keith Race FUSILIER MANAGEMENT GROUP

    3128 Patel Dr, Winter Park, FL 32792
  • /15

    $425,000

    • Land
    • 0.11 Acre
    • $3,863,636 per Acre

    786 W Canton Ave, Winter Park, FL 32789

    Incredible opportunity for the right family. This is a 49x96 Perfectly high and dry lot with a tree to shade your backyard. Nestled in the highly sought after City of Winter Park amongst million dollar homes. LOCATION LOCATION LOCATION! A perfect home site for your future custom dwelling. Bring your imagination creativity and builder to take a look. What a Winter Park sweet spot. Lots in this

    Laurie Cash Cain CHARLES RUTENBERG REALTY ORLANDO

    786 W Canton Ave, Winter Park, FL 32789
  • /2

    $495,000

    • Land
    • 0.16 Acre
    • $3,093,750 per Acre

    1414 Bessmor Rd, Winter Park, FL 32789

    ?? Land for Sale – Build Your Dream Home in Winter Park! Just minutes from Park Avenue!Discover the perfect opportunity to build your custom home in one of Central Florida’s most desirable neighborhoods! This prime homesite is nestled among newly built luxury residences and offers the ideal canvas for your future home.The owner has already completed the heavy lifting — the previous

    Miranda Azer PARKVIEW REAL ESTATE

    1414 Bessmor Rd, Winter Park, FL 32789
  • /2

    $475,000

    • Land
    • 0.14 Acre
    • $3,392,857 per Acre

    Unlisted Address

    Fabulous location in one of Winter Park's most sought-after neighborhoods. Orwin Manor features tree-lined streets and historical homes just minutes from Park Ave, Hannibal Square, Rollins College, premier restaurants and shoppes, and quick access to I-4.

    Julie Wright CHARLES RUTENBERG REALTY ORLANDO

    Unlisted Address
  • /2

    $499,000

    • Land
    • 0.13 Acre
    • $3,838,462 per Acre

    621 Symonds Ave, Winter Park, FL 32789

    Great opportunity for a R-2 lot in heart of downtown Winter Park - opportunity to purchase adjacent lot at 631 Symonds and combine

    Emily Williams FANNIE HILLMAN & ASSOCIATES

    621 Symonds Ave, Winter Park, FL 32789
  • /2

    $499,000

    • Land
    • 0.13 Acre
    • $3,838,462 per Acre

    631 Symonds Ave, Winter Park, FL 32789

    Great R-2 lot in the heart of downtown Winter Park - lot next door 621 Symonds also available for purchase and opportunity to combine.

    Emily Williams FANNIE HILLMAN & ASSOCIATES

    631 Symonds Ave, Winter Park, FL 32789
  • /26

    $469,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,907 Sq Ft

    2949 Clever Ln, Winter Park, FL 32792

    Welcome to this stunning former model townhome built in 2023, ideally located in the highly sought-after gated community of Grayson Square in Winter Park, Florida. This beautifully designed residence offers a blend of modern finishes and functional layout, with the first floor featuring a completely open floor plan bathed in natural light. The spacious kitchen boasts quartz countertops, upgraded

    Joseph Sipp KELLER WILLIAMS WINTER PARK

    2949 Clever Ln, Winter Park, FL 32792
  • /44

    $469,900 Pre-Foreclosure

    • 3 Beds
    • 2.5 Baths
    • 1,801 Sq Ft

    2037 Canny Cove, Winter Park, FL 32792

    Nestled in the coveted Grayson Square community of highly desired Winter Park, FL, 2037 Canny Cove Lane is a contemporary 3-bedroom, 2.5-bath townhome built in 2023. The open-concept layout features a stylish kitchen with stainless steel appliances, quartz countertops, and ample storage, seamlessly flowing into the spacious gathering room. The owner's suite offers a private retreat with an

    Claire Sims LLC LPT REALTY, LLC

    2037 Canny Cove, Winter Park, FL 32792
  • /5

    $419,000

    • Land
    • 0.15 Acre
    • $2,793,333 per Acre

    1830 Lake Sue Dr, Orlando, FL 32803

    Incredible Opportunity to Build Your Dream Home in Audubon Park! This rare 55’ x 115’ cleared lot offers a prime location to create your perfect home in the heart of the vibrant Audubon Park neighborhood. Just a short stroll to the beautiful Leu Gardens and the lively shops, restaurants, and bars along Corrine Drive. Zoned for the highly sought-after Audubon K-8 and Winter Park High School, this

    Stacy Wright MEGAN DOWDY REALTY, LLC

    1830 Lake Sue Dr, Orlando, FL 32803
  • /26

    $409,900

    • 3 Beds
    • 2 Baths
    • 1,885 Sq Ft

    2625 Queen Mary Place, Maitland, FL 32751

    Auction Property. Located in desirable Brittany Gardens, this home offers spacious living areas and a smart, open floorplan — perfect for customization and renovation. Step inside to find a large great room, ideal for entertaining. The generously sized master suite features a luxurious bathroom with a soaking tub, separate shower enclosure, and dual vanities. Additional bedrooms are

    Wade Stafford ALL FLORIDA PROPERTY GROUP,INC

    2625 Queen Mary Place, Maitland, FL 32751

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