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Winter Haven, FL Homes for Sale — Page 9 | 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

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  1. 1100 Martinique Dr #203 — photo25Active

    $119,000

    2 bd · 1 ba · 826 sqft

    1100 Martinique Dr #203, Winter Haven, FL

    Cyleste Goodson · FLORIDA REAL ESTATE COMPANY

  2. 2425 Gerber Dairy Rd — photo38Active

    $675,000

    2 bd · 2 ba · 2,230 sqft

    2425 Gerber Dairy Rd, Winter Haven, FL

    Tracy Holmes · KELLER WILLIAMS REALTY SMART 1

  3. 2425 Gerber Dairy Road — photo38Active

    $675,000

    2 bd · 2 ba · 2,230 sqft

    2425 Gerber Dairy Road, Winter Haven, FL

    Tracy Holmes · KELLER WILLIAMS REALTY SMART 1

  4. 1220 33rd Street NW — photo11Active

    $150,000

    3 bd · 1 ba · 1,141 sqft

    1220 33rd Street NW, Winter Haven, FL

    Cesar Estrada, PA · EXP REALTY LLC

  5. 1100 Martinique Drive 203 — photo25Active

    $119,000

    2 bd · 1 ba · 826 sqft

    1100 Martinique Drive 203, Winter Haven, FL

    Cyleste Goodson · FLORIDA REAL ESTATE COMPANY

  6. 310 Ogden Street — photo8Active

    $185,000

    3 bd · 2 ba · 1,151 sqft

    310 Ogden Street, Winter Haven, FL

    Cesar Estrada, PA · EXP REALTY LLC

  7. 2639 San Marco Way — photo7Active

    $347,000

    5 bd · 4 ba · 2,701 sqft

    2639 San Marco Way, Winter Haven, FL

    Don Jerue · KELLER WILLIAMS REALTY SMART 1

  8. 6204 Knotty Pine Dr SE — photo32Active

    $165,000

    2 bd · 2 ba · 1,014 sqft

    6204 Knotty Pine Dr SE, Winter Haven, FL

    Susan Brown · COLDWELL BANKER REALTY

  9. 1220 33rd St NW — photo11Active

    $150,000

    3 bd · 1 ba · 1,141 sqft

    1220 33rd St NW, Winter Haven, FL

    Cesar Estrada, PA · EXP REALTY LLC

  10. 2015 Recker Highway — photo4Active

    $309,900

    3 bd · 2 ba · 1,322 sqft

    2015 Recker Highway, Winter Haven, FL

    Aldon Martinez · TRIBUTE REALTY LLC

  11. 606 Pavare Ct #606 — photo15Active

    $129,900

    2 bd · 2 ba · 823 sqft

    606 Pavare Ct #606, Winter Haven, FL

    Amy Reynolds · LOCKHART & ASSOCIATES INC

  12. 464 Terranova Street — photo62Active

    $359,900

    3 bd · 2 ba · 1,893 sqft

    464 Terranova Street, Winter Haven, FL

    Bree Allison · KELLER WILLIAMS TAMPA CENTRAL

  13. 2015 Recker Hwy — photo4Active

    $309,900

    3 bd · 2 ba · 1,322 sqft

    2015 Recker Hwy, Winter Haven, FL

    Aldon Martinez · TRIBUTE REALTY LLC

  14. 464 Terranova St — photo62Active

    $359,900

    3 bd · 2 ba · 1,893 sqft

    464 Terranova St, Winter Haven, FL

    Bree Allison · KELLER WILLIAMS TAMPA CENTRAL

  15. listing photo18Active

    $315,000

    3 bd · 2 ba · 1,220 sqft

    Address withheld · Winter Haven, FL

    Stephanie Smith · LPT REALTY, LLC

  16. 97 Parson Drive — photo34Active

    $79,500

    2 bd · 2 ba · 989 sqft

    97 Parson Drive, Winter Haven, FL

    Chris Cain · MOSAIC SERVICES LLC

  17. 97 Parson Dr — photo34Active

    $79,500

    2 bd · 2 ba · 989 sqft

    97 Parson Dr, Winter Haven, FL

    Chris Cain · MOSAIC SERVICES LLC

  18. 66 Joppa Drive — photo41Active

    $99,500

    2 bd · 2 ba · 1,144 sqft

    66 Joppa Drive, Winter Haven, FL

    Chris Cain · MOSAIC SERVICES LLC

  19. 606 Pavare Court 606 — photo15Active

    $129,900

    2 bd · 2 ba · 823 sqft

    606 Pavare Court 606, Winter Haven, FL

    Amy Reynolds · LOCKHART & ASSOCIATES INC

  20. listing photo18Active

    $315,000

    3 bd · 2 ba · 1,220 sqft

    Address withheld · Winter Haven, FL

    Stephanie Smith · LPT REALTY, LLC

  21. 3344 Timberline Rd W — photo32Active

    $229,000

    2 bd · 2 ba · 904 sqft

    3344 Timberline Rd W, Winter Haven, FL

    Eric Jenkins, PA · KELLER WILLIAMS REALTY- PALM HARBOR

  22. 4401 Chambliss Road — photo32Active

    $1,200,000

    3 bd · 2 ba · 2,129 sqft

    4401 Chambliss Road, Winter Haven, FL

    Cyleste Goodson · FLORIDA REAL ESTATE COMPANY

  23. 450 Sandestin Dr — photoPrice Reduced29Active

    $205,000

    2 bd · 2 ba · 1,204 sqft

    450 Sandestin Dr, Winter Haven, FL

    Tania Patone · MARK SPAIN REAL ESTATE

  24. 3344 Timberline Road W — photo31Active

    $229,000

    2 bd · 2 ba · 904 sqft

    3344 Timberline Road W, Winter Haven, FL

    Eric Jenkins, PA · KELLER WILLIAMS REALTY- PALM HARBOR

1…8910…65

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Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

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

  • Homes with a Pool
  • Waterfront Homes
  • Open Houses
  • Foreclosures & Short Sales
  • 55+ Community Homes
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    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)

    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.