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3 bedsNew constructionWith a pool
3 Bedroom Homes in Winter Haven, FL — Page 5
656 listings

3 Bedroom Homes in Winter Haven, FL

3 Bedroom Homes in Winter Haven, FL

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24 of 656 Listings
Map

3 Bedroom Homes in Winter Haven, FL

24 of 656 Listings

  1. 464 Terranova St — photo62

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
Active

$359,900

3 bd · 2 ba · 1,893 sqft

464 Terranova St, Winter Haven, FL

Bree Allison · KELLER WILLIAMS TAMPA CENTRAL

  • listing photo18Active

    $315,000

    3 bd · 2 ba · 1,220 sqft

    Address withheld · Winter Haven, FL

    Stephanie Smith · LPT REALTY, LLC

  • listing photo18Active

    $315,000

    3 bd · 2 ba · 1,220 sqft

    Address withheld · Winter Haven, FL

    Stephanie Smith · LPT REALTY, LLC

  • 4401 Chambliss Road — photo32Active

    $1,200,000

    3 bd · 2 ba · 2,129 sqft

    4401 Chambliss Road, Winter Haven, FL

    Cyleste Goodson · FLORIDA REAL ESTATE COMPANY

  • 4401 Chambliss Rd — photo32Active

    $1,200,000

    3 bd · 2 ba · 2,129 sqft

    4401 Chambliss Rd, Winter Haven, FL

    Cyleste Goodson · FLORIDA REAL ESTATE COMPANY

  • 212 Majestic Gardens Ln — photoPrice Reduced48Active

    $279,000

    3 bd · 2 ba · 1,348 sqft

    212 Majestic Gardens Ln, Winter Haven, FL

    Adam Faucett · EXP REALTY LLC

  • 3831 Gaines Drive — photo62Active

    $765,000

    3 bd · 2 ba · 2,678 sqft

    3831 Gaines Drive, Winter Haven, FL

    Jared Lippelgoos · COLDWELL BANKER REALTY

  • 4629 Palmetto Dr — photo24Active

    $320,000

    3 bd · 2 ba · 1,558 sqft

    4629 Palmetto Dr, Winter Haven, FL

    Sergio Fernandez Sanchez · MIRANDA LANDA REALTY GROUP LLC

  • 2336 Avenue E NW — photo30Active

    $260,000

    3 bd · 2 ba · 1,956 sqft

    2336 Avenue E NW, Winter Haven, FL

    Sariah Rey · LA ROSA REALTY PRESTIGE

  • 4629 Palmetto Drive — photo24Active

    $320,000

    3 bd · 2 ba · 1,558 sqft

    4629 Palmetto Drive, Winter Haven, FL

    Sergio Fernandez Sanchez · MIRANDA LANDA REALTY GROUP LLC

  • 1306 15th Street SW — photoPrice Reduced20Active

    $264,900

    3 bd · 2 ba · 1,256 sqft

    1306 15th Street SW, Winter Haven, FL

    Aaron Almeida · MARK SPAIN REAL ESTATE

  • 212 Majestic Gardens Lane — photo48Active

    $289,000

    3 bd · 2 ba · 1,348 sqft

    212 Majestic Gardens Lane, Winter Haven, FL

    Adam Faucett · EXP REALTY LLC

  • 3831 Gaines Dr — photo62Active

    $765,000

    3 bd · 2 ba · 2,678 sqft

    3831 Gaines Dr, Winter Haven, FL

    Jared Lippelgoos · COLDWELL BANKER REALTY

  • 1306 15th St SW — photoPrice Reduced21Active

    $259,900

    3 bd · 2 ba · 1,256 sqft

    1306 15th St SW, Winter Haven, FL

    Aaron Almeida · MARK SPAIN REAL ESTATE

  • 707 Dolly Ben Court — photo13Active

    $239,000

    3 bd · 1 ba · 1,048 sqft

    707 Dolly Ben Court, Winter Haven, FL

    Cathy Kluytenaar · THE K TEAM REAL ESTATE SERVICES LLC

  • 304 Corso Loop — photo12Active

    $220,000

    3 bd · 2 ba · — sqft

    304 Corso Loop, Winter Haven, FL

    Soreina Del Valle Gonzalez Medina PA · United Realty Group Inc.

  • 707 Dolly Ben Ct — photo13Active

    $239,000

    3 bd · 1 ba · 1,048 sqft

    707 Dolly Ben Ct, Winter Haven, FL

    Cathy Kluytenaar · THE K TEAM REAL ESTATE SERVICES LLC

  • 2336 Avenue E NW — photoPrice Reduced30Active

    $249,900

    3 bd · 2 ba · 1,956 sqft

    2336 Avenue E NW, Winter Haven, FL

    Sariah Rey · LA ROSA REALTY PRESTIGE

  • 6136 Pebble Beach Boulevard — photo90Active

    $549,999

    3 bd · 3 ba · 2,682 sqft

    6136 Pebble Beach Boulevard, Winter Haven, FL

    Lori Raath · LAKE ASHTON REALTY INC.

  • 6136 Pebble Beach Blvd — photoOpen house Sat, Oct 17 · 10:00 AM90Active

    $549,999

    3 bd · 3 ba · 2,682 sqft

    6136 Pebble Beach Blvd, Winter Haven, FL

    Lori Raath · LAKE ASHTON REALTY INC.

  • 44 Brevard Drive — photoPrice Reduced28Active

    $495,500

    3 bd · 2 ba · 2,269 sqft

    44 Brevard Drive, Winter Haven, FL

    Kurt Schleicher · SCHLEICHER SELECT PROPERTIES

  • 477 Kensington View Dr — photoPrice Reduced34Active

    $290,000

    3 bd · 2 ba · 1,750 sqft

    477 Kensington View Dr, Winter Haven, FL

    Miguel Shellie · MARK SPAIN REAL ESTATE

  • 679 Avenue L SE — photo11Active

    $182,000

    3 bd · 1 ba · 1,080 sqft

    679 Avenue L SE, Winter Haven, FL

    Jamarr Zellner · REALHOME SERVICE & SOLUTIONS INC

  • 477 Kensington View Drive — photo34Active

    $300,000

    3 bd · 2 ba · 1,750 sqft

    477 Kensington View Drive, Winter Haven, FL

    Miguel Shellie · MARK SPAIN REAL ESTATE

  • 1…456…28

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    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

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    Listing data & MLS disclosures

    MIAMI REALTORS MLS
    The multiple listing information is provided by MIAMI Association of Realtors® from a copyrighted compilation of listings. The compilation of listings and each individual listingare ©2026 MIAMI Association of Realtors®. All Rights Reserved.
    The information provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Last Updated: 2026-09-17 17:50:51 UTC
    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.