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

4 Bedroom Homes in Winter Haven, FL

4 Bedroom Homes in Winter Haven, FL

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24 of 55 Listings
Map

4 Bedroom Homes in Winter Haven, FL

24 of 55 Listings

  1. 5365 San Pietro Dr — photoNew1Active

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

$319,999

4 bd · 3 ba · 2,039 sqft

5365 San Pietro Dr, Winter Haven, FL

Michael Human · CASA FRESCA REALTY

  • 1764 Vanilla St — photoNew1Active

    $410,620

    4 bd · 3 ba · 2,292 sqft

    1764 Vanilla St, Winter Haven, FL

    Michael Human · CASA FRESCA REALTY

  • 1767 Vanilla St — photoNew1Active

    $333,090

    4 bd · 3 ba · 2,039 sqft

    1767 Vanilla St, Winter Haven, FL

    Michael Human · CASA FRESCA REALTY

  • 6060 Navona Way — photo33Active

    $305,990

    4 bd · 3 ba · 1,866 sqft

    6060 Navona Way, Winter Haven, FL

    Stephen Cline · DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • 2771 Adeline Ave — photo1Active

    $296,990

    4 bd · 2 ba · 1,574 sqft

    2771 Adeline Ave, Winter Haven, FL

    Stephen Cline · DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • 2767 Adeline Ave — photo1Active

    $298,990

    4 bd · 2 ba · 1,574 sqft

    2767 Adeline Ave, Winter Haven, FL

    Stephen Cline · DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • 504 Ituna Cir — photoPrice Reduced4Active

    $319,900

    4 bd · 2 ba · 1,715 sqft

    504 Ituna Cir, Winter Haven, FL

    George Lindsey, III · CAMBRIDGE REALTY OF CENTRAL FL

  • 1044 Luke Ave — photo26Active

    $309,990

    4 bd · 2 ba · 1,758 sqft

    1044 Luke Ave, Winter Haven, FL

    Nancy Pruitt, PA · OLYMPUS EXECUTIVE REALTY INC

  • 1048 Luke Ave — photo1Active

    $314,990

    4 bd · 2 ba · 1,938 sqft

    1048 Luke Ave, Winter Haven, FL

    Nancy Pruitt, PA · OLYMPUS EXECUTIVE REALTY INC

  • 1056 Luke Ave — photo1Active

    $309,990

    4 bd · 2 ba · 1,938 sqft

    1056 Luke Ave, Winter Haven, FL

    Nancy Pruitt, PA · OLYMPUS EXECUTIVE REALTY INC

  • 6059 Navona Way — photo33Active

    $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

    $319,999

    4 bd · 3 ba · 2,226 sqft

    5369 San Pietro Dr, Winter Haven, FL

    Michael Human · CASA FRESCA REALTY

  • 823 Andrew St — photoPrice Reduced53Active

    $345,190

    4 bd · 3 ba · 2,061 sqft

    823 Andrew St, Winter Haven, FL

    Adam Schott · DRB GROUP REALTY, LLC

  • 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

  • 3921 Giorgio Dr — photoPrice Reduced6Active

    $335,000

    4 bd · 2 ba · 1,840 sqft

    3921 Giorgio Dr, Winter Haven, FL

    Bryan Sumner · MERITAGE HOMES OF FL REALTY

  • 815 Andrew St — photoPrice Reduced27Active

    $319,990

    4 bd · 2 ba · 1,814 sqft

    815 Andrew St, Winter Haven, FL

    Adam Schott · DRB GROUP 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

  • 540 Ituna Cir — photoPrice Reduced4Active

    $339,900

    4 bd · 3 ba · 2,029 sqft

    540 Ituna Cir, 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

  • 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

  • 5386 San Pietro Dr — photoPrice Reduced25Active

    $324,499

    4 bd · 3 ba · 2,226 sqft

    5386 San Pietro Dr, Winter Haven, FL

    Michael Human · CASA FRESCA REALTY

  • 819 Andrew St — photoPrice Reduced2Active

    $379,990

    4 bd · 3 ba · 2,061 sqft

    819 Andrew St, Winter Haven, FL

    Adam Schott · DRB GROUP REALTY, LLC

  • 4498 Rapallo Ave E — photo14Active

    $330,900

    4 bd · 4 ba · 2,227 sqft

    4498 Rapallo Ave E, Winter Haven, FL

    George Lindsey, III · CAMBRIDGE REALTY OF CENTRAL FL

  • 123

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    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    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 99.9% 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 28, 2026

    Median sale price
    $270,000$196,000–$334,500 typical range
    Price per sq. ft.
    $160
    Sales
    175
    Paid in cash
    37.7%

    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.