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

3 Bedroom Homes in Winter Haven, FL

3 Bedroom Homes in Winter Haven, FL

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24 of 336 Listings
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3 Bedroom Homes in Winter Haven, FL

24 of 336 Listings

  1. 420 Avenue U NE — photoNew39

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
Active

$155,900

3 bd · 2 ba · 1,216 sqft

420 Avenue U NE, Winter Haven, FL

Twanna Dewdney · LA ROSA REALTY PRESTIGE

  • 183 Osprey Heights Dr — photo27Active

    $189,900

    3 bd · 2 ba · 1,426 sqft

    183 Osprey Heights Dr, Winter Haven, FL

    David Small · KELLER WILLIAMS REALTY SMART 1

  • 732 Bayside Blvd — photoNew9Active

    $281,900

    3 bd · 2 ba · 1,486 sqft

    732 Bayside Blvd, Winter Haven, FL

    George Lindsey, III · CAMBRIDGE REALTY OF CENTRAL FL

  • 736 Bayside Blvd — photoNew4Active

    $279,900

    3 bd · 2 ba · 1,479 sqft

    736 Bayside Blvd, Winter Haven, FL

    George Lindsey, III · CAMBRIDGE REALTY OF CENTRAL FL

  • 640 Avenue I NW — photo10Active

    $325,000

    3 bd · 3 ba · 3,753 sqft

    640 Avenue I NW, Winter Haven, FL

    Lisa Deese · TOWN & COUNTRY REAL ESTATE

  • 2433 Avenue F NW — photoNew30Active

    $294,997

    3 bd · 2 ba · 1,270 sqft

    2433 Avenue F NW, Winter Haven, FL

    Adan Ordonez · ADAN INVESTMENTS REAL ESTATE GROUP, PLLC

  • 113 Nemo Ln — photoNew20Active

    $239,900

    3 bd · 3 ba · 1,544 sqft

    113 Nemo Ln, Winter Haven, FL

    George Lindsey, III · CAMBRIDGE REALTY OF CENTRAL FL

  • 2415 Brassie Ct — photoNew41Active

    $279,000

    3 bd · 2 ba · 1,629 sqft

    2415 Brassie Ct, Winter Haven, FL

    Eileen Belanger · CENTURY 21 MYERS REALTY LAKE WALES

  • 828 30th St NW — photo24Active

    $215,000

    3 bd · 2 ba · 1,100 sqft

    828 30th St NW, Winter Haven, FL

    Catherine Nolan · HOUSEWELL.COM REALTY OF FLORIDA LLC

  • 6216 Pinehurst Loop — photo68Active

    $429,000

    3 bd · 2 ba · 2,045 sqft

    6216 Pinehurst Loop, Winter Haven, FL

    Lori Raath · LAKE ASHTON REALTY INC.

  • 218 6th Jpv St — photo25Active

    $255,000

    3 bd · 2 ba · 1,228 sqft

    218 6th Jpv St, Winter Haven, FL

    Renee Butler · BROKERS REALTY OF CENTRAL FLOR

  • 2426 6th St NE — photo46Active

    $240,000

    3 bd · 2 ba · 1,447 sqft

    2426 6th St NE, Winter Haven, FL

    Frankie Eizere · RE/MAX HERITAGE PROFESSIONALS

  • 1097 Carefree Cove Dr — photoOpen house Sat, Oct 17 · 11:00 AM50Active

    $319,900

    3 bd · 2 ba · 1,484 sqft

    1097 Carefree Cove Dr, Winter Haven, FL

    Frankie Eizere · RE/MAX HERITAGE PROFESSIONALS

  • 1331 Haines Dr — photo36Active

    $249,000

    3 bd · 2 ba · 1,471 sqft

    1331 Haines Dr, Winter Haven, FL

    David Small · KELLER WILLIAMS REALTY SMART 1

  • 5288 Green Dr — photo64Active

    $314,000

    3 bd · 2 ba · 1,847 sqft

    5288 Green Dr, Winter Haven, FL

    Pat Pearson · VIEWPOINT VALUE REALTY

  • 5101 Magnolia Preserve Blvd — photo52Active

    $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 — photo70Active

    $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

  • 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

  • 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.

  • 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

  • 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

  • 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

  • 12…14

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    • New Construction Homes
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    • 55+ Community Homes
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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 99.7% 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.