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3 bedsNew constructionWith a pool
771 listings

Homes for Sale in Winter Haven, FL

Homes for Sale in Winter Haven, FL

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24 of 771 Listings
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Homes for Sale in Winter Haven, FL

24 of 771 Listings

  1. 988 Cambridge Dr — photoNew27
Active

$299,900

4 bd · 2 ba · 1,867 sqft

988 Cambridge Dr, Winter Haven, FL

Adrian Alanis Arredondo · THE ORANGE REAL ESTATE GROUP

  • 104 13th St SE — photoNew21Active

    $200,000

    2 bd · 2 ba · 1,776 sqft

    104 13th St SE, Winter Haven, FL

    Chuck Ferdinandsen · CHARLES RUTENBERG REALTY ORLANDO

  • 2352 Isle Royale Ct SE — photoNew48Active

    $217,000

    2 bd · 3 ba · 1,281 sqft

    2352 Isle Royale Ct SE, Winter Haven, FL

    Michelle Armbruster · LOCKHART & ASSOCIATES INC

  • 5101 Magnolia Preserve Blvd — photoNew52Active

    $259,900

    3 bd · 3 ba · 1,394 sqft

    5101 Magnolia Preserve Blvd, Winter Haven, FL

    Manny Quiros · RE/MAX HERITAGE PROFESSIONALS

  • 1841 5th St SE — photoNew70Active

    $339,000

    3 bd · 2 ba · 1,917 sqft

    1841 5th St SE, Winter Haven, FL

    Juan Jose JR Sanchez, PA · KELLER WILLIAMS REALTY AT THE LAKES

  • 575 Saint Andrews Rd — photo34Active

    $286,000

    2 bd · 2 ba · 1,429 sqft

    575 Saint Andrews Rd, Winter Haven, FL

    Elaine Sanders · HOUSE OF GLASS REAL ESTATE PM

  • 842 Avenue N SW — photo18Active

    $175,000

    3 bd · 1 ba · 1,056 sqft

    842 Avenue N SW, Winter Haven, FL

    Brooke Madden · KELLER WILLIAMS TAMPA CENTRAL

  • 10 W Lake Hamilton Cir — photo36Active

    $485,000

    4 bd · 2 ba · 2,400 sqft

    10 W Lake Hamilton Cir, Winter Haven, FL

    John Keller, III · JACK KELLER INC

  • 1015 Mockingbird Cir — photo43Active

    $284,900

    3 bd · 2 ba · 1,576 sqft

    1015 Mockingbird Cir, Winter Haven, FL

    Annie Wood · HARPER REALTY FL, LLC

  • 208 Golf Aire Blvd — photoPrice Reduced13Active

    $239,000

    3 bd · 2 ba · 2,145 sqft

    208 Golf Aire Blvd, Winter Haven, FL

    Chris Davies · LINCOLN MADISON REAL ESTATE LLC

  • 5344 Nicklaus Dr — photo66Active

    $310,000

    3 bd · 2 ba · 1,680 sqft

    5344 Nicklaus Dr, Winter Haven, FL

    Lori Raath · LAKE ASHTON REALTY INC.

  • 5809 Windridge Dr — photo57Active

    $369,900

    4 bd · 3 ba · 2,836 sqft

    5809 Windridge Dr, Winter Haven, FL

    Kimberly Davis · CROSBY & ASSOCIATES, INC.

  • 4766 Osprey Way — photo1Active

    $289,900

    4 bd · 2 ba · 1,999 sqft

    4766 Osprey Way, Winter Haven, FL

    Mark D'Italia · PROPERTY LOGIC RE

  • 13 Bogey Dr — photo61Active

    $1,750,000

    4 bd · 4 ba · 3,476 sqft

    13 Bogey Dr, Winter Haven, FL

    Cathy Kluytenaar · THE K TEAM REAL ESTATE SERVICES LLC

  • 3877 Avenue O NW — photo4Active

    $262,950

    3 bd · 2 ba · 1,286 sqft

    3877 Avenue O NW, Winter Haven, FL

    Angie Reynolds · PORCHLIGHT HOMES LLC

  • 2758 Adeline Ave — photo32Active

    $302,990

    5 bd · 2 ba · 1,708 sqft

    2758 Adeline Ave, Winter Haven, FL

    Stephen Cline · DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • 276 Arbuthnot St — photo22Active

    $285,000

    3 bd · 2 ba · 1,420 sqft

    276 Arbuthnot St, Winter Haven, FL

    Carmen Montes · CHARLES RUTENBERG REALTY ORLANDO

  • 702 Avenue C SW — photo25Active

    $289,800

    4 bd · 2 ba · 1,500 sqft

    702 Avenue C SW, Winter Haven, FL

    Jose Villafana · AGENT TRUST REALTY CORPORATION

  • 1578 Marshall Rd SW — photo28Active

    $175,000

    2 bd · 2 ba · 1,248 sqft

    1578 Marshall Rd SW, Winter Haven, FL

    CarLee Marchetti · STAR REALTY OF WINTER HAVEN

  • 2825 Wingfoot Ct — photo52Active

    $225,000

    2 bd · 2 ba · 1,471 sqft

    2825 Wingfoot Ct, Winter Haven, FL

    Hugo Hernandez · COLDWELL BANKER REALTY

  • 4035 Carteret Dr — photo17Active

    $249,900

    2 bd · 2 ba · 1,719 sqft

    4035 Carteret Dr, Winter Haven, FL

    Bryan Rhoads · LKV REALTY, LLC

  • 827 Avenue O SW — photo24Active

    $229,900

    3 bd · 2 ba · 1,034 sqft

    827 Avenue O SW, Winter Haven, FL

    Josh Postlewait · PALMANO GROUP RE BROKERAGE LLC

  • 3406 Fox Ridge St — photo40Active

    $275,000

    3 bd · 2 ba · 1,392 sqft

    3406 Fox Ridge St, Winter Haven, FL

    Lisa Aportadera · GLOBAL LUXURY REALTY LLC

  • 3101 Royal Tern Dr — photo33Active

    $279,990

    4 bd · 2 ba · 1,851 sqft

    3101 Royal Tern Dr, Winter Haven, FL

    Paul Jacques · XCELLENCE

  • 12…33

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    Nearby areas

    ZIP codes

    • 34747 (2,308)
    • 34746 (1,655)
    • 33837 (1,450)
    • 33896 (1,137)
    • 33844 (1,103)
    • 34759 (922)
    • 33897 (894)
    • 33884 (682)

    Cities

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  • Listing data & MLS disclosures

    Stellar MLS
    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

    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.
    Winter Haven, FL Homes for Sale | Realty.com