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Lake Helen, FL Homes for Sale under $300,000

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  • /45

    $229,900 Open Sat 10AM - 12PM

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    130 W Pennsylvania Ave, Lake Helen, FL 32744

    Discover timeless charm and exceptional potential with this 1935 cottage located at 130 W Pennsylvania Avenue in Lake Helen. Situated within the Downtown Commercial District (DCD) and part of the city's Historic Gateway corridor, the property offers unique flexibility with the potential for short-term rental use, live-work opportunities, or the thoughtful restoration of a classic Florida cottage.

    Agent Photo

    Didiayer Snyder

    Oceans Luxury Realty Full Service LLC

    (386) 564-2756

    130 W Pennsylvania Ave, Lake Helen, FL 32744
  • /47

    $289,000

    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft

    624 W New York Ave, Lake Helen, FL 32744

    Welcome to the charm and tranquility of Lake Helen—often called the “Gem of Florida.” This beautifully updated 3-bedroom, 1-bath home with a versatile bonus room offers the perfect blend of comfort, character, and convenience. Major updates have already been taken care of for peace of mind, including a new roof (2019), low E insulated windows, electrical panel, HVAC system, water heater, and

    Danielle Hagstrom CHARLES RUTENBERG REALTY ORLANDO

    624 W New York Ave, Lake Helen, FL 32744
  • /37

    $294,000

    • 3 Beds
    • 1 Bath
    • 1,179 Sq Ft

    569 Sidney Dr, Lake Helen, FL 32744

    Spacious 3/1 home in Lake Helen. This 1,179 sq ft ranch sits on a generous .24-acre lot with mature landscaping and a fenced yard. Features include an attached 1-car garage, open living/dining combo with ceiling fans throughout, walk-in closets in all three bedrooms, and a large laundry room (7x12) with extra storage. Central heat/air, tile flooring in main living areas, carpet in bedrooms, and

    Morgan Murray COSTA REALTY PARTNERS LLC

    569 Sidney Dr, Lake Helen, FL 32744
  • /42

    $219,900

    • 2 Beds
    • 1 Bath
    • 832 Sq Ft

    421 Pleasant St, Lake Helen, FL 32744

    Welcome to a rare live–work opportunity in the heart of Lake Helen’s Downtown Commercial District. This charming 2-bedroom, 1-bath home offers 1,040 total square feet and sits on a buildable double lot, opening the door to endless possibilities for living, working, and creating income in one of Central Florida’s most beloved small towns. Conveniently positioned across from Blake Park, home to

    Krista Simmons KGV REALTY GROUP

    421 Pleasant St, Lake Helen, FL 32744

Home Trends in Lake Helen, FL

Housing Trends

Median Sale Price
$430,000
Median Single Family Sale Price
$444,990
Average Price Per Sq Ft
$263
Number of Homes for Sale
20
Last 12 months Home Sales
48
Months of Supply
5.00
Median List Price
$470,500
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
1%
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