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3 bedsNew constructionWith a pool
5 Bedroom Homes in Winter Garden, FL
37 listings

5 Bedroom Homes in Winter Garden, FL

5 Bedroom Homes in Winter Garden, FL

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24 of 37 Listings
Map

5 Bedroom Homes in Winter Garden, FL

24 of 37 Listings

  1. 10048 Beach Port Dr — photo67Active

Your Winter Garden agent

VF

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

The Figueroa Team LLC. eXp Realty, LLCCall Veronica

$1,199,000

5 bd · 4 ba · 3,910 sqft

10048 Beach Port Dr, Winter Garden, FL

JoAnn Best · CHARLES RUTENBERG REALTY ORLANDO

  • 9845 Emerald Berry Dr — photoPrice Reduced35Active

    $1,050,000

    5 bd · 5 ba · 3,878 sqft

    9845 Emerald Berry Dr, Winter Garden, FL

    Eduardo Pavone · ON ME REALTY

  • 15675 Panther Lake Dr — photo60Active

    $2,399,000

    5 bd · 5 ba · 4,213 sqft

    15675 Panther Lake Dr, Winter Garden, FL

    Laura Teixeira, PA · NOBSKA REAL ESTATE LLC

  • 1720 Lake Roberts Landing Dr — photo90Active

    $1,399,999

    5 bd · 5 ba · 4,919 sqft

    1720 Lake Roberts Landing Dr, Winter Garden, FL

    Daniel Maia Lins de Albuquerque Maia · ACCORD REAL ESTATE SERVICES

  • 4817 Fair Winds Ct — photo72Active

    $1,200,000

    5 bd · 5 ba · 4,396 sqft

    4817 Fair Winds Ct, Winter Garden, FL

    Maureen Nguyen, LLC · REAL BROKER, LLC

  • 16795 Turtle Hatch Dr — photo90Active

    $1,249,990

    5 bd · 5 ba · 3,615 sqft

    16795 Turtle Hatch Dr, Winter Garden, FL

    Jared Dunn · LIVE MVRK LLC

  • 15680 Panther Lake Dr — photo88Active

    $1,950,000

    5 bd · 6 ba · 4,329 sqft

    15680 Panther Lake Dr, Winter Garden, FL

    Christina Cannon · KELLER WILLIAMS CLASSIC

  • 17077 Wingspread Loop — photoOpen house Sat, Oct 10 · 12:00 PM78Active

    $1,349,000

    5 bd · 5 ba · 4,680 sqft

    17077 Wingspread Loop, Winter Garden, FL

    Erica Diaz · HOMEVEST REALTY

  • 15475 Shorebird Ln — photoPrice Reduced64Active

    $2,125,000

    5 bd · 6 ba · 4,253 sqft

    15475 Shorebird Ln, Winter Garden, FL

    Ken Pozek · REAL BROKER, LLC

  • 14825 Ellingsworth Ln — photo30Active

    $1,050,000

    5 bd · 5 ba · 4,732 sqft

    14825 Ellingsworth Ln, Winter Garden, FL

    Gica Gradinaru · FLORIDA REALTY INVESTMENTS

  • 9056 Morgana Ct — photo56Active

    $2,050,000

    5 bd · 5 ba · 4,832 sqft

    9056 Morgana Ct, Winter Garden, FL

    Steve Healy · CORCORAN PREMIER REALTY

  • 8222 Topsail Pl — photoOpen house Sat, Oct 17 · 11:00 AM52Active

    $1,170,000

    5 bd · 5 ba · 4,199 sqft

    8222 Topsail Pl, Winter Garden, FL

    Karen Ledet · EXP REALTY LLC

  • 16091 Silver Brook Way — photo39Active

    $1,100,000

    5 bd · 5 ba · 3,743 sqft

    16091 Silver Brook Way, Winter Garden, FL

    Regis Victor Munoz · WRA BUSINESS & REAL ESTATE

  • 1664 Holcomb Creek St. — photoPrice Reduced61Active

    $1,080,000

    5 bd · 5 ba · 4,305 sqft

    1664 Holcomb Creek St., Winter Garden, FL

    Miriam Chambers · COLDWELL BANKER HUBBARD HANSEN

  • 9225 Holliston Creek Pl — photo44Active

    $1,150,000

    5 bd · 4 ba · 3,897 sqft

    9225 Holliston Creek Pl, Winter Garden, FL

    Michael Bouchard · GLOBAL FLORIDA REALTY

  • 16038 Johns Lake Overlook Dr — photoPrice Reduced100Active

    $2,099,000

    5 bd · 5 ba · 4,139 sqft

    16038 Johns Lake Overlook Dr, Winter Garden, FL

    Drew Belani · COMPASS FLORIDA LLC

  • 844 Oakland Park Blvd — photoPrice ReducedOpen house Sat, Oct 10 · 10:00 AM74Active

    $1,195,000

    5 bd · 4 ba · 3,525 sqft

    844 Oakland Park Blvd, Winter Garden, FL

    Sophia Gordon · COLDWELL BANKER REALTY

  • 1711 Amsel Falls Park Ter — photo72Active

    $1,046,000

    5 bd · 4 ba · 3,863 sqft

    1711 Amsel Falls Park Ter, Winter Garden, FL

    Jay Winston · LPT REALTY, LLC

  • 14312 Sunbridge Cir — photoPrice Reduced51Active

    $1,060,000

    5 bd · 4 ba · 4,225 sqft

    14312 Sunbridge Cir, Winter Garden, FL

    Karen Vasquez Rodriguez · REALTY ONE GROUP MAGIC CITY

  • 15741 Sweet Lemon Way — photoPrice Reduced57Active

    $1,080,000

    5 bd · 5 ba · 3,624 sqft

    15741 Sweet Lemon Way, Winter Garden, FL

    Cristiane Carneiro Spindola Rocha Lima · WRA BUSINESS & REAL ESTATE

  • 325 Crystal Wood Dr — photo96Active

    $1,600,000

    5 bd · 5 ba · 4,442 sqft

    325 Crystal Wood Dr, Winter Garden, FL

    Daniel Pavel · WRA BUSINESS & REAL ESTATE

  • 9110 Morgana Ct — photoPrice Reduced77Active

    $1,999,000

    5 bd · 5 ba · 4,661 sqft

    9110 Morgana Ct, Winter Garden, FL

    Alie Gattis · MAINFRAME REAL ESTATE

  • 9103 Morgana Ct — photoPrice Reduced74Active

    $1,339,000

    5 bd · 5 ba · 4,376 sqft

    9103 Morgana Ct, Winter Garden, FL

    Lesa Dolan · HAMMOND REALTY GROUP LLC

  • 13542 Sunset Lakes Cir — photo78Active

    $3,799,000

    5 bd · 6 ba · 5,450 sqft

    13542 Sunset Lakes Cir, Winter Garden, FL

    Julie Bettosini, PA · STOCKWORTH REALTY GROUP

  • 12

    Explore Winter Garden homes

    By price

    • Homes Under $200K
    • Homes Under $300K
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    • Homes Under $900K
    • Homes Under $1M
    • Luxury Homes

    By bedrooms

    • 2 Bedroom Homes
    • 3 Bedroom Homes
    • 4 Bedroom Homes
    • 5 Bedroom Homes

    By type

    • Single-Family Homes
    • Townhomes
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    By feature

    • New Construction Homes
    • Homes with a Pool
    • Waterfront Homes
    • Foreclosures & Short Sales
    • 55+ Community Homes
    Realty.com

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    Your Winter Garden agent

    VF

    Veronica Figueroa

    The Figueroa Team LLC. eXp Realty, LLC

    The Figueroa Team LLC. eXp Realty, LLCCall Veronica

    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 Garden, FL community profile

    Population
    50,261
    Median income
    $102,195
    Housing units
    18,962
    People per sq. mi.
    562.2
    Area
    89.4 sq. mi.

    Source: HJN community data

    Winter Garden housing market

    September 2026 · This period is still settling

    Winter Garden 12-month median sale price trend

    Selling at 98.1% of asking price

    Buyers here are paying below asking. MLS · 221 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 23, 2026

    Median sale price
    $632,500$500,125–$1,055,625 typical range
    Price per sq. ft.
    $259
    Sales
    194
    Paid in cash
    39.7%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $565,000
    Homes for sale
    795
    Median days on market
    37 days

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    11.2%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

    Median home size
    2,211 sq. ft.