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3 bedsNew constructionWith a pool
5 Bedroom Homes in Winter Garden, FL — Page 3
114 listings

5 Bedroom Homes in Winter Garden, FL

5 Bedroom Homes in Winter Garden, FL

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24 of 114 Listings
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5 Bedroom Homes in Winter Garden, FL

24 of 114 Listings

  1. 9056 Morgana Ct — photo56Active

Your Winter Garden agent

VF

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

The Figueroa Team LLC. eXp Realty, LLCCall Veronica

$2,050,000

5 bd · 5 ba · 4,832 sqft

9056 Morgana Ct, Winter Garden, FL

Steve Healy · CORCORAN PREMIER REALTY

  • 16192 Honey Harvest St — photoPrice ReducedOpen house Sat, Oct 17 · 11:00 AM94Active

    $675,000

    5 bd · 5 ba · 2,725 sqft

    16192 Honey Harvest St, Winter Garden, FL

    Jessica Freitas · LOKATION

  • 16124 Azure Key St — photoPrice Reduced25Active

    $765,000

    5 bd · 4 ba · 2,840 sqft

    16124 Azure Key St, Winter Garden, FL

    Heather O'Neill · FLORIDA HOMES REALTY & MORTGAGE

  • 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

  • 11881 Shine View Ln — photo7Active

    $860,511

    5 bd · 4 ba · 2,866 sqft

    11881 Shine View Ln, Winter Garden, FL

    Stephen Cline · DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • 11887 Shine View Ln — photoPrice Reduced27Active

    $867,766

    5 bd · 5 ba · 3,225 sqft

    11887 Shine View Ln, Winter Garden, FL

    Stephen Cline · DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • 644 Autumn Oaks Loop — photoPrice Reduced41Active

    $749,995

    5 bd · 3 ba · 3,102 sqft

    644 Autumn Oaks Loop, Winter Garden, FL

    Marc Burke · CONDO METROPOLIS, LLC

  • 17338 Wild Daisy Dr — photoPrice Reduced14Active

    $798,990

    5 bd · 4 ba · 3,076 sqft

    17338 Wild Daisy Dr, Winter Garden, FL

    Nancy Pruitt, PA · OLYMPUS EXECUTIVE REALTY INC

  • 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

    $1,035,000

    5 bd · 5 ba · 4,305 sqft

    1664 Holcomb Creek St., Winter Garden, FL

    Miriam Chambers · COLDWELL BANKER HUBBARD HANSEN

  • 637 Grassy Stone Dr — photoPrice ReducedOpen house Sat, Oct 17 · 12:00 PM67Active

    $800,000

    5 bd · 3 ba · 3,241 sqft

    637 Grassy Stone Dr, Winter Garden, FL

    Erica Diaz · HOMEVEST REALTY

  • 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

    $1,999,999

    5 bd · 5 ba · 4,139 sqft

    16038 Johns Lake Overlook Dr, Winter Garden, FL

    Drew Belani · COMPASS FLORIDA LLC

  • 15068 Lebeau Loop — photoPrice Reduced92Active

    $644,000

    5 bd · 4 ba · 3,266 sqft

    15068 Lebeau Loop, Winter Garden, FL

    Mulcy Tenorio · FLORIDA CONNEXION PROPERTIES

  • 15367 Shonan Gold Dr — photoPrice Reduced56Active

    $899,000

    5 bd · 5 ba · 3,002 sqft

    15367 Shonan Gold Dr, Winter Garden, FL

    Oscar Rodriguez · B LIVE COMMERCIAL AND RESIDENT

  • 5079 Palmetto Park Dr — photoPrice Reduced48Active

    $910,000

    5 bd · 4 ba · 3,866 sqft

    5079 Palmetto Park Dr, Winter Garden, FL

    Claire Brooks · FLORIDA PLUS REALTY, LLC

  • 13163 Lakeshore Grove Dr — photoPrice Reduced64Active

    $729,900

    5 bd · 3 ba · 3,249 sqft

    13163 Lakeshore Grove Dr, Winter Garden, FL

    John Chiumento · LPT REALTY, LLC

  • 15512 Fountain Cove Ct — photoPrice Reduced55Active

    $725,000

    5 bd · 4 ba · 3,227 sqft

    15512 Fountain Cove Ct, Winter Garden, FL

    Maqueli Gewehr · WRA BUSINESS & REAL ESTATE

  • 14301 White Moss Way — photoPrice Reduced66Active

    $899,999

    5 bd · 4 ba · 4,053 sqft

    14301 White Moss Way, Winter Garden, FL

    Claire Brooks · FLORIDA PLUS REALTY, LLC

  • 11869 Shine View Ln — photoPrice Reduced27Active

    $877,066

    5 bd · 5 ba · 3,225 sqft

    11869 Shine View Ln, Winter Garden, FL

    Stephen Cline · DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • 8060 Bowery Dr — photoPrice Reduced48Active

    $599,900

    5 bd · 3 ba · 3,013 sqft

    8060 Bowery Dr, Winter Garden, FL

    Camilo Rojas · KELLER WILLIAMS LEGACY REALTY

  • 11863 Shine View Ln — photoPrice Reduced7Active

    $840,621

    5 bd · 4 ba · 2,866 sqft

    11863 Shine View Ln, Winter Garden, FL

    Stephen Cline · DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • 12706 Grovehurst Ave — photoPrice ReducedOpen house Wed, Oct 14 · 9:00 AM37Active

    $584,000

    5 bd · 3 ba · 3,382 sqft

    12706 Grovehurst Ave, Winter Garden, FL

    Karen Albright · OPENDOOR BROKERAGE LLC

  • 15031 Guava Bay Dr — photoPrice Reduced36Active

    $890,000

    5 bd · 5 ba · 3,958 sqft

    15031 Guava Bay Dr, Winter Garden, FL

    Ken Pozek · REAL BROKER, LLC

  • 12345

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    • Homes Under $200K
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    By bedrooms

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    • Homes with a Pool
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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 98.2% of asking price

    Buyers here are paying below asking. MLS · 212 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 29, 2026

    Median sale price
    $679,610$500,125–$951,800 typical range
    Price per sq. ft.
    $260
    Sales
    234
    Paid in cash
    36.8%

    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
    36 days

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

    Year-over-year
    19.4%

    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.