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3 bedsNew constructionWith a pool
4 Bedroom Homes in Winter Haven, FL
101 listings

4 Bedroom Homes in Winter Haven, FL

4 Bedroom Homes in Winter Haven, FL

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24 of 101 Listings
Map

4 Bedroom Homes in Winter Haven, FL

24 of 101 Listings

  1. 6059 Navona Way — photo33

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
Active

$309,990

4 bd · 3 ba · 1,866 sqft

6059 Navona Way, Winter Haven, FL

Stephen Cline · DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • 5369 San Pietro Dr — photoPrice Reduced8Active

    $344,390

    4 bd · 3 ba · 2,226 sqft

    5369 San Pietro Dr, Winter Haven, FL

    Michael Human · CASA FRESCA REALTY

  • 823 Andrew St — photo53Active

    $365,190

    4 bd · 3 ba · 2,061 sqft

    823 Andrew St, Winter Haven, FL

    Adam Schott · DRB GROUP REALTY, LLC

  • 823 Andrew Street — photo53Active

    $365,190

    4 bd · 3 ba · 2,061 sqft

    823 Andrew Street, Winter Haven, FL

    Adam Schott · DRB GROUP REALTY, LLC

  • 3761 Giorgio Drive — photo6Active

    $329,090

    4 bd · 2 ba · 1,840 sqft

    3761 Giorgio Drive, Winter Haven, FL

    Bryan Sumner · MERITAGE HOMES OF FL REALTY

  • 3921 Giorgio Drive — photo6Active

    $336,970

    4 bd · 2 ba · 1,840 sqft

    3921 Giorgio Drive, Winter Haven, FL

    Bryan Sumner · MERITAGE HOMES OF FL REALTY

  • 3921 Giorgio Dr — photo6Active

    $336,970

    4 bd · 2 ba · 1,840 sqft

    3921 Giorgio Dr, Winter Haven, FL

    Bryan Sumner · MERITAGE HOMES OF FL REALTY

  • 3761 Giorgio Dr — photo6Active

    $329,090

    4 bd · 2 ba · 1,840 sqft

    3761 Giorgio Dr, Winter Haven, FL

    Bryan Sumner · MERITAGE HOMES OF FL REALTY

  • 815 Andrew Street — photoPrice Reduced27Active

    $344,990

    4 bd · 2 ba · 1,814 sqft

    815 Andrew Street, Winter Haven, FL

    Adam Schott · DRB GROUP REALTY, LLC

  • 815 Andrew St — photoPrice Reduced27Active

    $344,990

    4 bd · 2 ba · 1,814 sqft

    815 Andrew St, Winter Haven, FL

    Adam Schott · DRB GROUP REALTY, LLC

  • 2011 Recker Highway — photo63Active

    $405,000

    4 bd · 2 ba · 2,000 sqft

    2011 Recker Highway, Winter Haven, FL

    Jesymar Ocampo Alvarado · EZ CHOICE REALTY

  • 5315 Mickey Avenue — photo17Active

    $319,999

    4 bd · 2 ba · 1,910 sqft

    5315 Mickey Avenue, Winter Haven, FL

    Stephanie Morales, LLC · AXEN REALTY, LLC

  • 981 Lunar Ln — photo1Active

    $335,924

    4 bd · 2 ba · 1,919 sqft

    981 Lunar Ln, Winter Haven, FL

    Ed Laderer · VANTAGE PROPERTY MANAGEMENT LLC

  • 981 Lunar Lane — photo1Active

    $335,924

    4 bd · 2 ba · 1,919 sqft

    981 Lunar Lane, Winter Haven, FL

    Ed Laderer · VANTAGE PROPERTY MANAGEMENT LLC

  • 540 Ituna Cir — photo4Active

    $353,290

    4 bd · 3 ba · 2,029 sqft

    540 Ituna Cir, Winter Haven, FL

    George Lindsey, III · CAMBRIDGE REALTY OF CENTRAL FL

  • 540 Ituna Circle — photo4Active

    $353,290

    4 bd · 3 ba · 2,029 sqft

    540 Ituna Circle, Winter Haven, FL

    George Lindsey, III · CAMBRIDGE REALTY OF CENTRAL FL

  • 2145 River Hawk Loop — photo31Active

    $359,900

    4 bd · 2 ba · 2,522 sqft

    2145 River Hawk Loop, Winter Haven, FL

    Rodrigo Gomes De Almeida · KELLER WILLIAMS REALTY SMART 1

  • 2145 River Hawk Loop — photo31Active

    $359,900

    4 bd · 2 ba · 2,522 sqft

    2145 River Hawk Loop, Winter Haven, FL

    Rodrigo Gomes De Almeida · KELLER WILLIAMS REALTY SMART 1

  • 341 Meredith Boulevard — photoPrice Reduced36Active

    $289,990

    4 bd · 2 ba · 1,624 sqft

    341 Meredith Boulevard, Winter Haven, FL

    Adam Schott · DRB GROUP REALTY, LLC

  • 981 Harold Pass — photo13Active

    $305,000

    4 bd · 3 ba · 1,879 sqft

    981 Harold Pass, Winter Haven, FL

    Ashley Porto · GLASSTONE GROUP INC

  • 2759 Adeline Ave — photo38Active

    $326,990

    4 bd · 2 ba · 1,828 sqft

    2759 Adeline Ave, Winter Haven, FL

    Stephen Cline · DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • 981 Harold Pass — photo13Active

    $305,000

    4 bd · 3 ba · 1,879 sqft

    981 Harold Pass, Winter Haven, FL

    Ashley Porto · GLASSTONE GROUP INC

  • 2759 Adeline Avenue — photo38Active

    $326,990

    4 bd · 2 ba · 1,828 sqft

    2759 Adeline Avenue, Winter Haven, FL

    Stephen Cline · DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • 3972 Giorgio Drive — photoPrice Reduced1Active

    $315,000

    4 bd · 3 ba · 2,168 sqft

    3972 Giorgio Drive, Winter Haven, FL

    Bryan Sumner · MERITAGE HOMES OF FL REALTY

  • 12…5

    Explore Winter Haven homes

    By price

    • Homes Under $100K
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    By bedrooms

    • 2 Bedroom Homes
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    • 5 Bedroom Homes

    By type

    • Single-Family Homes
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    • Condos
    • Manufactured Homes

    By feature

    • New Construction Homes
    • Homes with a Pool
    • Waterfront Homes
    • Foreclosures & Short Sales
    • 55+ Community Homes
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    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

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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.