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Winter Haven, FL Homes for Sale — Page 6 | 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 1,549 Listings
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Homes for Sale in Winter Haven, FL

24 of 1,549 Listings

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Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 900 Lake Martha Dr NE — photo48Active

    $460,000

    4 bd · 4 ba · 3,408 sqft

    900 Lake Martha Dr NE, Winter Haven, FL

    Sam Daniels · KELLER WILLIAMS REALTY SMART 1

  2. 900 Lake Martha Drive NE — photo48Active

    $460,000

    4 bd · 4 ba · 3,408 sqft

    900 Lake Martha Drive NE, Winter Haven, FL

    Sam Daniels · KELLER WILLIAMS REALTY SMART 1

  3. 817 Reflections Loop E — photo35Active

    $350,000

    4 bd · 2 ba · 2,257 sqft

    817 Reflections Loop E, Winter Haven, FL

    Don Jerue · KELLER WILLIAMS REALTY SMART 1

  4. 5974 Foxhollow Drive — photo35Active

    $169,900

    2 bd · 2 ba · 768 sqft

    5974 Foxhollow Drive, Winter Haven, FL

    Nancy Rosa Cruz · TFP FLORIDA REALTY LLC

  5. 813 Eagle Rock Ter — photo50Active

    $255,000

    3 bd · 2 ba · 1,292 sqft

    813 Eagle Rock Ter, Winter Haven, FL

    Chrissi Jasso · ASSOCIATE REALTY

  6. 1050 Michelangelo Ln — photo40Active

    $335,000

    3 bd · 2 ba · 1,659 sqft

    1050 Michelangelo Ln, Winter Haven, FL

    Andrew Swain · SOHO RE AND CONSTRUCTION

  7. 4116 Fishermans Lndg — photo38Active

    $237,900

    3 bd · 2 ba · 1,313 sqft

    4116 Fishermans Lndg, Winter Haven, FL

    Hope Callihan · STACEY TOWNS REALTY LLC

  8. 134 Lichtenwalter Rd — photo43Active

    $199,000

    3 bd · 2 ba · 1,080 sqft

    134 Lichtenwalter Rd, Winter Haven, FL

    Nicki Salas Fuentes · ELEVE REAL ESTATE LLC

  9. 4116 Fishermans Landing — photo38Active

    $237,900

    3 bd · 2 ba · 1,313 sqft

    4116 Fishermans Landing, Winter Haven, FL

    Hope Callihan · STACEY TOWNS REALTY LLC

  10. 813 Eagle Rock Ter — photo50Active

    $255,000

    3 bd · 2 ba · 1,292 sqft

    813 Eagle Rock Ter, Winter Haven, FL

    Chrissi Jasso · ASSOCIATE REALTY

  11. 101 Sandburg Lane — photo24Active

    $309,000

    4 bd · 2 ba · 1,925 sqft

    101 Sandburg Lane, Winter Haven, FL

    Amanda Plowden · COLDWELL BANKER REALTY

  12. 817 Reflections Loop E — photo35Active

    $350,000

    4 bd · 2 ba · 2,257 sqft

    817 Reflections Loop E, Winter Haven, FL

    Don Jerue · KELLER WILLIAMS REALTY SMART 1

  13. 5974 Foxhollow Dr — photo35Active

    $169,900

    2 bd · 2 ba · 768 sqft

    5974 Foxhollow Dr, Winter Haven, FL

    Nancy Rosa Cruz · TFP FLORIDA REALTY LLC

  14. 119 Sunfish Dr — photo51Active

    $419,000

    3 bd · 3 ba · 2,613 sqft

    119 Sunfish Dr, Winter Haven, FL

    Carlos DeJesus · EXIT REALTY 4CORNERS

  15. 213 10th Wahneta St W — photo17Active

    $145,999

    2 bd · 1 ba · 826 sqft

    213 10th Wahneta St W, Winter Haven, FL

    Jennifer Daniell · J&T PROPERTY SOLUTIONS GROUP LLC

  16. 213 10th Wahneta Street W — photo24Active

    $145,999

    2 bd · 1 ba · 826 sqft

    213 10th Wahneta Street W, Winter Haven, FL

    Jennifer Daniell · J&T PROPERTY SOLUTIONS GROUP LLC

  17. 1714 Carnostie Road — photo22Active

    $285,000

    3 bd · 2 ba · 1,515 sqft

    1714 Carnostie Road, Winter Haven, FL

    Nelda Hernandez · LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV

  18. 9 Winterset Dr — photo8Active

    $430,000

    4 bd · 2 ba · 2,489 sqft

    9 Winterset Dr, Winter Haven, FL

    Jennifer Perez Mojica · LPT REALTY, LLC

  19. 119 Sunfish Drive — photo51Active

    $419,000

    3 bd · 3 ba · 2,613 sqft

    119 Sunfish Drive, Winter Haven, FL

    Carlos DeJesus · EXIT REALTY 4CORNERS

  20. 1714 Carnostie Rd — photo22Active

    $285,000

    3 bd · 2 ba · 1,515 sqft

    1714 Carnostie Rd, Winter Haven, FL

    Nelda Hernandez · LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV

  21. 9 Winterset Dr — photo8Active

    $430,000

    4 bd · 2 ba · 2,489 sqft

    9 Winterset Dr, Winter Haven, FL

    Jennifer Perez Mojica · LPT REALTY, LLC

  22. 2206 San Marcos Circle SE — photo33Active

    $210,000

    2 bd · 2 ba · 1,224 sqft

    2206 San Marcos Circle SE, Winter Haven, FL

    Tomi Miller-Troupe · COLDWELL BANKER REALTY

  23. 2206 San Marcos Cir SE — photo33Active

    $210,000

    2 bd · 2 ba · 1,224 sqft

    2206 San Marcos Cir SE, Winter Haven, FL

    Tomi Miller-Troupe · COLDWELL BANKER REALTY

  24. 256 Krenson Bay Loop — photo30Active

    $290,000

    3 bd · 2 ba · 1,720 sqft

    256 Krenson Bay Loop, Winter Haven, FL

    Ingrid Santaliz · MARK SPAIN REAL ESTATE

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    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    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.

    Nearby areas

    ZIP codes

    • 34747 (2,310)
    • 34746 (1,665)
    • 33837 (1,454)
    • 33896 (1,129)
    • 33844 (1,103)
    • 34759 (925)
    • 33897 (895)
    • 33884 (687)

    Cities

    • Kissimmee (2,913)
    • KISSIMMEE (2,856)
    • DAVENPORT (1,727)
    • Davenport (1,708)
    • Lakeland (1,157)
    • LAKELAND (1,121)
    • HAINES CITY (550)
    • Haines City (549)