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Winter Haven, FL Homes for Sale | 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 803 Listings
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Homes for Sale in Winter Haven, FL

24 of 803 Listings

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Thomas O'Leary

Realty.com

Lic. #BK3453168

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  1. 5385 Hogan Ln — photoNew61Active

    $369,000

    3 bd · 2 ba · 1,847 sqft

    5385 Hogan Ln, Winter Haven, FL

    Lori Raath · LAKE ASHTON REALTY INC.

  2. 11 Lake Link Dr SE — photoNew71Active

    $750,000

    6 bd · 3 ba · 3,438 sqft

    11 Lake Link Dr SE, Winter Haven, FL

    Michael Stone · THE STONES REAL ESTATE FIRM

  3. 922 Martin Luther King Blvd NE — photoNew10Active

    $210,000

    3 bd · 2 ba · 1,160 sqft

    922 Martin Luther King Blvd NE, Winter Haven, FL

    Jairo Serrano PA · AROD PARTNERS REALTY

  4. 168 Waterside Cir — photoNew28Active

    $299,900

    3 bd · 2 ba · 1,714 sqft

    168 Waterside Cir, Winter Haven, FL

    Steven Koleno · BEYCOME OF FLORIDA LLC

  5. 6066 SE Southern Oaks Dr — photo36Active

    $129,900

    2 bd · 2 ba · 828 sqft

    6066 SE Southern Oaks Dr, Winter Haven, FL

    Ryan Odenweller, LLC · RE/MAX HERITAGE PROFESSIONALS

  6. 3420 Cove Ct E — photo36Active

    $254,900

    3 bd · 2 ba · 1,249 sqft

    3420 Cove Ct E, Winter Haven, FL

    Tina Winter · LA ROSA REALTY PRESTIGE

  7. 1358 Buckeye Trace Blvd — photo10Active

    $270,000

    3 bd · 2 ba · 1,820 sqft

    1358 Buckeye Trace Blvd, Winter Haven, FL

    Don Jerue · KELLER WILLIAMS REALTY SMART 1

  8. 4956 Jackson St — photo38Active

    $295,000

    4 bd · 2 ba · 1,876 sqft

    4956 Jackson St, Winter Haven, FL

    Anthony Medina · KELLER WILLIAMS REALTY SMART 1

  9. 4043 Bedford Ave — photo65Active

    $359,900

    2 bd · 2 ba · 1,871 sqft

    4043 Bedford Ave, Winter Haven, FL

    Deanna Stone · THE STONES REAL ESTATE FIRM

  10. 3944 Giorgio Dr — photo7Active

    $275,000

    4 bd · 2 ba · 1,607 sqft

    3944 Giorgio Dr, Winter Haven, FL

    Bryan Sumner · MERITAGE HOMES OF FL REALTY

  11. 503 William Ave — photo25Active

    $269,900

    3 bd · 2 ba · 1,372 sqft

    503 William Ave, Winter Haven, FL

    Miriam Adame · OAKSTRAND REALTY

  12. 7060 Fairview Village Cir — photo44Active

    $134,990

    1 bd · 1 ba · 481 sqft

    7060 Fairview Village Cir, Winter Haven, FL

    AJ Alvarez · LPT REALTY, LLC

  13. 395 San Jose Dr — photo23Active

    $170,000

    2 bd · 2 ba · 1,093 sqft

    395 San Jose Dr, Winter Haven, FL

    Chrissi Jasso · ASSOCIATE REALTY

  14. 1354 Haines Dr — photo21Active

    $295,000

    3 bd · 2 ba · 1,292 sqft

    1354 Haines Dr, Winter Haven, FL

    Aizat Tuleeva · LPT REALTY, LLC

  15. 306 Eagle Pond Drive #306 — photo27Active

    $211,000

    2 bd · 2 ba · 1,017 sqft

    306 Eagle Pond Drive #306, Winter Haven, FL

    Amy Sullivan · FLORIDA HOME REALTY GROUP, LLC

  16. 668 Reggie Rd — photo42Active

    $285,000

    3 bd · 2 ba · 1,432 sqft

    668 Reggie Rd, Winter Haven, FL

    Kenny Medina · LPT REALTY, LLC

  17. 2021 Canton Park Dr — photo36Active

    $325,000

    3 bd · 2 ba · 1,690 sqft

    2021 Canton Park Dr, Winter Haven, FL

    Maria Olmos, LLC · LA ROSA REALTY ORLANDO LLC

  18. 6733 Kensington Dr NE — photo71Active

    $165,500

    2 bd · 2 ba · 1,224 sqft

    6733 Kensington Dr NE, Winter Haven, FL

    Cynthia Cole · FLORIDA REALTY MARKETPLACE

  19. 417 Avenue G SE — photo42Active

    $380,000

    3 bd · 2 ba · 1,020 sqft

    417 Avenue G SE, Winter Haven, FL

    Arlin De Leon, PA · LA ROSA REALTY KISSIMMEE

  20. 997 Harold Pass — photo34Active

    $299,999

    4 bd · 3 ba · 1,933 sqft

    997 Harold Pass, Winter Haven, FL

    Andrea Heck · KELLER WILLIAMS TAMPA CENTRAL

  21. 114 Belmont Dr — photo39Active

    $459,000

    4 bd · 2 ba · 2,069 sqft

    114 Belmont Dr, Winter Haven, FL

    Mark Bouchard · MLB FREEDOM DESTINATIONS

  22. 125 Whittier Ln — photo33Active

    $225,000

    3 bd · 2 ba · 1,245 sqft

    125 Whittier Ln, Winter Haven, FL

    Lori Roberts · GOLD HEART REALTY LLC

  23. 829 Sun Ridge Village Dr — photo32Active

    $369,900

    4 bd · 3 ba · 3,020 sqft

    829 Sun Ridge Village Dr, Winter Haven, FL

    Robert Salmons · ENTERA REALTY LLC

  24. 240 Westwood Ave — photo64Active

    $249,900

    3 bd · 2 ba · 1,140 sqft

    240 Westwood Ave, Winter Haven, FL

    Nicole Silva · RE/MAX COLLECTIVE

12…34

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    Thomas O'Leary

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    Lic. #BK3453168

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    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 99.9% of asking price

    Sales here are closing essentially at asking. MLS · 138 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 30, 2026

    Median sale price
    $270,000$195,000–$332,030 typical range
    Price per sq. ft.
    $159
    Sales
    200
    Paid in cash
    38.0%

    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
    42 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 (1,216)
    • 34746 (840)
    • 33837 (757)
    • 33896 (572)
    • 33844 (568)
    • 34759 (486)
    • 33897 (442)
    • 33884 (350)

    Cities

    • Kissimmee (2,966)
    • Davenport (1,742)
    • Lakeland (1,172)
    • Haines City (564)
    • Lake Wales (415)
    • Auburndale (245)
    • Orlando (148)
    • Lake Alfred (144)