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Winter Haven, FL Homes for Sale under $2,000,000

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  • /100

    $1,799,900

    $150K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 4,708 Sq Ft

    13 Bogey Dr, Winter Haven, FL 33881

    Opportunities like this are nearly extinct. Just minutes from Winter Haven Country Club, this remarkable estate offers 10.98 acres of privacy, natural beauty, and flexibility in one of Winter Haven’s most coveted and tightly held locations—where land, space, and convenience rarely coexist.The 3,800 sq ft main residence has been completely remodeled with a refined, modern vision that blends

    Agent Photo

    Brock Jennings

    THE MARKET REALTY COMPANY

    13 Bogey Dr, Winter Haven, FL 33881
  • /32

    $1,500,000

    $200K PRICE DROP
    • Land
    • 1 Acre
    • $1,500,000 per Acre

    3250 Dundee Rd, Winter Haven, FL 33884

    Income producing building. Located on 1 acre. This well-maintained commercial property on Dundee Road in Winter Haven offers an exceptional opportunity for investors and future owner-users alike. The main building encompasses approximately 7,341 square feet of office and production space and is currently leased to a printing company, providing immediate income potential. Featuring strong

    Chip Fortenberry Crosby & Associates, Inc.

    3250 Dundee Rd, Winter Haven, FL 33884
  • /22

    $1,650,000

    • Land
    • 17,424 Sq Ft
    • $4,125,000 per Acre

    165 5th St SW, Wahneta, FL 33880

    165 SW 5th St, Winter Haven, FL 33880 presents a strong opportunity for commercial redevelopment or investment in a growing Winter Haven location. This vacant parcel offers approximately 17,476 square feet and is positioned in an area with surrounding commercial and mixed-use activity. The site is ideal for a local owner-user, boutique developer, retail or service user, professional office,

    Lorena Alvarez Cordero CROSBY & ASSOCIATES, INC.

    165 5th St SW, Wahneta, FL 33880
  • /73

    $1,699,900

    $100K PRICE DROP
    • 5 Beds
    • 8 Baths
    • 8,505 Sq Ft

    999 Oleander Dr SE, Winter Haven, FL 33880

    Significant Price Adjustment on this Fantastic, One of a kind, lake front estate on 3.22 acres: Architectural designed by Architect Frances R Hoffman (Student of Frank Lloyd Wright). Very Contemporary style offers a flowing floor plan which encompasses 8485 Square Feet of luxury living offering exceptional appointments. Specialty ceilings, plantation shutters, Dupioni silk drapes and solid wood

    Rick Hemenway CROSBY & ASSOCIATES, INC.

    999 Oleander Dr SE, Winter Haven, FL 33880

Home Price Trends

Median Sale Price
$293,740
Median Single Family Sale Price
$299,000
Median Townhouse Sale Price
$244,990
Median 2 Bedroom Sale Price
$189,450
Median 1 Bedroom Sale Price
$98,450
Average Price Per Sq Ft
$169
Number of Homes for Sale
889
Last 12 months Home Sales
2,180
Months of Supply
4.90
Median List Price
$304,945
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
2%
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