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Downtown Winter Haven Homes under $500,000

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  • /76

    $499,000

    • 4 Beds
    • 2 Baths
    • 3,198 Sq Ft

    934 Lake Elbert Dr SE, Winter Haven, FL 33880

    Welcome to a one-of-a-kind lakeside retreat in the heart of Winter Haven — a beautifully preserved 1926 residence set on over half an acre of direct lakefront property along the serene shores of Lake Elbert. With more than 3,100 square feet of versatile living space, this property blends historic charm with modern flexibility for multigenerational households, remote work, or

    Chris Renfro KELLER WILLIAMS REALTY SMART

    934 Lake Elbert Dr SE, Winter Haven, FL 33880
  • /10

    $400,000

    • Land
    • 0.39 Acre
    • $1,025,641 per Acre

    152 & 148 Avenue D SW, Winter Haven, FL 33880

    Two previously residential lots combined to make .39 Acres of land in heart of Downtown Winter Haven. The lots are leveled and ready to build. The current zoning on the property is MX within the Primary Urban Core which allows for multi-family, various commercial and mixed-use opportunities. Combined frontage on Ave D and 2nd Street with an alley off the south end of the property allowing

    Erik Polumbo POLK REALTY ADVISORS LLC

    152 & 148 Avenue D SW, Winter Haven, FL 33880
  • /35

    $483,900 New Construction

    • 4 Beds
    • 4 Baths
    • 2,804 Sq Ft

    306 Avenue P NW, Winter Haven, FL 33881

    Under Construction. This newly constructed **2025 duplex** presents an incredible **investment opportunity** in the heart of **Winter Haven**, just minutes from world-famous theme parks. Each unit features a **spacious, modern layout** with **2 bedrooms and 2 bathrooms**, offering comfort, style, and functionality for tenants or guests. Built with high-quality materials, this duplex boasts

    Amalia Lucena LA ROSA REALTY PRESTIGE

    306 Avenue P NW, Winter Haven, FL 33881

Home Trends in Downtown Winter Haven, FL

Housing Trends

Median Sale Price
$508,900
Median Single Family Sale Price
$489,900
Median Townhouse Sale Price
$508,900
Median 2 Bedroom Sale Price
$360,000
Median 1 Bedroom Sale Price
$259,900
Average Price Per Sq Ft
$272
Number of Homes for Sale
23
Last 12 months Home Sales
125
Months of Supply
2.20
Median List Price
$499,900
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
34%
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