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Winter Haven, FL Homes for Sale — Page 15 | Realty.com
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3 bedsNew constructionWith a pool

Homes for Sale in Winter Haven, FL

Homes for Sale in Winter Haven, FL

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24 of 773 Listings
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Homes for Sale in Winter Haven, FL

24 of 773 Listings

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Thomas O'Leary

Realty.com

Lic. #BK3453168

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  1. 544 Ituna Cir — photoPrice Reduced4Active

    $336,900

    3 bd · 2 ba · 2,005 sqft

    544 Ituna Cir, Winter Haven, FL

    George Lindsey, III · CAMBRIDGE REALTY OF CENTRAL FL

  2. 1734 Hummingbird Rd — photo37Active

    $376,990

    4 bd · 3 ba · 2,308 sqft

    1734 Hummingbird Rd, Winter Haven, FL

    Stephen Cline · DR HORTON REALTY OF CENTRAL FLORIDA LLC

  3. 2523 Avenue E SW — photoPrice Reduced35Active

    $298,900

    3 bd · 2 ba · 1,930 sqft

    2523 Avenue E SW, Winter Haven, FL

    Gloria Johnpierre · SIVEN PREMIER REAL ESTATE

  4. 4807 Plumwood St — photo62Active

    $110,000

    2 bd · 2 ba · 1,104 sqft

    4807 Plumwood St, Winter Haven, FL

    KATHY Devor · COLDWELL BANKER REALTY

  5. 204 Inman Blvd — photo32Active

    $379,900

    5 bd · 3 ba · 2,696 sqft

    204 Inman Blvd, Winter Haven, FL

    Veronica Bard · LA ROSA REALTY PRESTIGE

  6. 1103 Cypress Gardens Blvd #13 — photo14Active

    $124,800

    1 bd · 1 ba · 475 sqft

    1103 Cypress Gardens Blvd #13, Winter Haven, FL

    Linda Andre · COLDWELL BANKER REALTY

  7. 1100 Martinique Dr #106 — photo33Active

    $129,500

    2 bd · 1 ba · 826 sqft

    1100 Martinique Dr #106, Winter Haven, FL

    David Small · KELLER WILLIAMS REALTY SMART 1

  8. 665 Broadmoor Cir — photo36Active

    $165,000

    2 bd · 2 ba · 1,139 sqft

    665 Broadmoor Cir, Winter Haven, FL

    Rayven Santiago · KELLER WILLIAMS REALTY Y

  9. 790 Avenue Q SE — photo26Active

    $185,000

    2 bd · 1 ba · 934 sqft

    790 Avenue Q SE, Winter Haven, FL

    Amy Reynolds · LOCKHART & ASSOCIATES INC

  10. 2519 Avenue E SW — photoPrice Reduced24Active

    $299,900

    3 bd · 2 ba · 1,675 sqft

    2519 Avenue E SW, Winter Haven, FL

    Gloria Johnpierre · SIVEN PREMIER REAL ESTATE

  11. 1765 Hummingbird Rd — photo26Active

    $355,990

    4 bd · 2 ba · 1,828 sqft

    1765 Hummingbird Rd, Winter Haven, FL

    Stephen Cline · DR HORTON REALTY OF CENTRAL FLORIDA LLC

  12. 144 Waterside Cir — photoPrice ReducedOpen house Fri, Oct 9 · 4:00 PM37Active

    $299,000

    3 bd · 2 ba · 1,847 sqft

    144 Waterside Cir, Winter Haven, FL

    Ythamarie Rosario · KELLER WILLIAMS ADVANTAGE III

  13. 128 N Lake Florence Dr — photo50Active

    $399,999

    3 bd · 2 ba · 2,167 sqft

    128 N Lake Florence Dr, Winter Haven, FL

    Trevor Albergo · KELLER WILLIAMS REALTY

  14. 1500 Avenue H NE — photo33Active

    $224,500

    4 bd · 2 ba · 1,784 sqft

    1500 Avenue H NE, Winter Haven, FL

    David Small · KELLER WILLIAMS REALTY SMART 1

  15. 2820 Traditions Blvd S — photo44Active

    $309,900

    3 bd · 2 ba · 1,823 sqft

    2820 Traditions Blvd S, Winter Haven, FL

    Stephanie Bombinski · AGENT GROUP REALTY

  16. 1755 Beth Ln — photo42Active

    $435,000

    3 bd · 2 ba · 2,702 sqft

    1755 Beth Ln, Winter Haven, FL

    Joni Reiter · COLDWELL BANKER REALTY

  17. 1705 Sandalwood Cir SW — photo31Active

    $289,900

    3 bd · 2 ba · 1,164 sqft

    1705 Sandalwood Cir SW, Winter Haven, FL

    Ken Welch · CENTURY 21 MYERS REALTY LAKE WALES

  18. 2004 Leisure Dr — photoPrice Reduced44Active

    $675,000

    4 bd · 3 ba · 2,312 sqft

    2004 Leisure Dr, Winter Haven, FL

    Ralph Harvey · LISTWITHFREEDOM.COM

  19. 6022 Grey Heron Dr — photoPrice Reduced29Active

    $300,000

    5 bd · 3 ba · 2,577 sqft

    6022 Grey Heron Dr, Winter Haven, FL

    Xiomara Pichardo · LPT REALTY, LLC

  20. 109 2nd Jpv St — photoPrice Reduced26Active

    $250,000

    3 bd · 1 ba · 1,040 sqft

    109 2nd Jpv St, Winter Haven, FL

    Marissa Hipp · COLDWELL BANKER REALTY

  21. 156 Manseau Dr — photoPrice Reduced46Active

    $299,998

    3 bd · 2 ba · 1,323 sqft

    156 Manseau Dr, Winter Haven, FL

    Vanessa Armas · TRUE FLORIDA REALTY LLC

  22. 3334 Avenue J NW — photoPrice Reduced45Active

    $249,765

    3 bd · 2 ba · 1,473 sqft

    3334 Avenue J NW, Winter Haven, FL

    Nicki Salas Fuentes · ELEVE REAL ESTATE LLC

  23. 906 Avenue M SE — photoPrice Reduced35Active

    $349,900

    3 bd · 2 ba · 1,890 sqft

    906 Avenue M SE, Winter Haven, FL

    Joleigh Nolen · COLDWELL BANKER REALTY

  24. 1973 Carnostie Rd — photoPrice Reduced16Active

    $237,500

    4 bd · 2 ba · 1,828 sqft

    1973 Carnostie Rd, Winter Haven, FL

    Casandra Vann · KELLER WILLIAMS REALTY Y

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  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

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    Nearby areas

    ZIP codes

    • 34747 (1,176)
    • 34746 (827)
    • 33837 (722)
    • 33896 (567)
    • 33844 (557)
    • 34759 (482)
    • 33897 (446)
    • 33884 (339)

    Cities

    • Kissimmee (2,908)
    • Davenport (1,709)
    • Lakeland (1,148)
    • Haines City (555)
    • Lake Wales (403)
    • Auburndale (249)
    • Orlando (158)
    • Lake Alfred (139)

    Winter Haven, FL community profile

    Population
    58,351
    Median income
    $56,564
    Housing units
    26,800
    People per sq. mi.
    605.3
    Area
    96.4 sq. mi.

    Source: HJN community data

    Winter Haven housing market

    September 2026 · This period is still settling

    Winter Haven 12-month median sale price trend

    Selling at 99.7% of asking price

    Sales here are closing essentially at asking. MLS · 137 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 18, 2026

    Median sale price
    $270,000$207,500–$329,495 typical range
    Price per sq. ft.
    $161
    Sales
    135
    Paid in cash
    36.3%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $294,400
    Homes for sale
    762
    Median days on market
    48 days

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    -18.2%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

    Median home size
    1,632 sq. ft.