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3 bedsNew constructionWith a pool
Homes Under $1M in Winter Garden, FL
653 listings

Homes Under $1M in Winter Garden, FL

Homes Under $1M in Winter Garden, FL

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24 of 653 Listings
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Homes Under $1M in Winter Garden, FL

24 of 653 Listings

  1. 1229 Winter Green Way — photo29

Your Winter Garden agent

VF

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

The Figueroa Team LLC. eXp Realty, LLCCall Veronica
Active

$235,000

2 bd · 2 ba · 1,144 sqft

1229 Winter Green Way, Winter Garden, FL

Nancy Postorino · REDFIN CORPORATION

  • 922 Marsh Reed Dr — photoNew88Active

    $679,000

    5 bd · 3 ba · 3,021 sqft

    922 Marsh Reed Dr, Winter Garden, FL

    Kyle Madorin PA · UPWELL REALTY LLC

  • 5960 Flowering Cherry Bnd — photo26Active

    $604,990

    3 bd · 2 ba · 1,772 sqft

    5960 Flowering Cherry Bnd, Winter Garden, FL

    Ken Pozek · REAL BROKER, LLC

  • 14395 Salamanca Drive — photo8Active

    $93,000

    3 bd · — ba · — sqft

    14395 Salamanca Drive, Winter Garden, FL

  • 421 Eron Way #36 — photo28Active

    $210,000

    2 bd · 2 ba · 930 sqft

    421 Eron Way #36, Winter Garden, FL

    Erica Diaz · HOMEVEST REALTY

  • 8199 Gray Kingbird Dr — photoOpen house Sun, Nov 15 · 1:00 PM34Active

    $715,000

    4 bd · 3 ba · 3,074 sqft

    8199 Gray Kingbird Dr, Winter Garden, FL

    Jennifer King · CORCORAN PREMIER REALTY

  • 580 First Cape Coral Dr — photoOpen house Sun, Nov 15 · 11:00 AM40Active

    $675,000

    4 bd · 3 ba · 2,834 sqft

    580 First Cape Coral Dr, Winter Garden, FL

    Michelle Brierley · COLDWELL BANKER REALTY

  • 15625 Murcott Harvest Loop — photo38Active

    $650,000

    3 bd · 3 ba · 2,613 sqft

    15625 Murcott Harvest Loop, Winter Garden, FL

    Margo Rochelle · WEICHERT REALTORS HALLMARK PROPERTIES

  • 9991 Schroeder Alley — photo31Active

    $378,000

    3 bd · 3 ba · 1,568 sqft

    9991 Schroeder Alley, Winter Garden, FL

    Melissa Burke-Cabral · MARK SPAIN REAL ESTATE

  • 13728 Fox Glove St — photo42Active

    $649,900

    5 bd · 4 ba · 3,391 sqft

    13728 Fox Glove St, Winter Garden, FL

    Crystal Duckworth · CRYSTAL CLEAR REALTY LLC

  • 906 Woodson Hammock Cir — photo51Active

    $550,000

    4 bd · 2 ba · 2,487 sqft

    906 Woodson Hammock Cir, Winter Garden, FL

    John Muccigrosso, PA · RE/MAX 200 REALTY

  • 9953 Summerlake Groves St — photo51Active

    $774,900

    4 bd · 4 ba · 2,935 sqft

    9953 Summerlake Groves St, Winter Garden, FL

    David Berlant · KELLER WILLIAMS REALTY AT THE PARKS

  • 17385 Bal Harbour Dr — photo52Active

    $655,000

    4 bd · 3 ba · 2,580 sqft

    17385 Bal Harbour Dr, Winter Garden, FL

    Huizi Li · MULTI CHOICE REALTY LLC

  • 2004 Lake Roberts Landing Dr — photo37Active

    $640,000

    4 bd · 3 ba · 2,642 sqft

    2004 Lake Roberts Landing Dr, Winter Garden, FL

    Fernanda Negromonte · NOVA REAL ESTATE SERVICES INC

  • 386 Railroad Ave — photo15Active

    $130,000

    2 bd · 1 ba · 660 sqft

    386 Railroad Ave, Winter Garden, FL

    Bill Jefferson · ORANGE REALTY MASTERS

  • 14517 Black Lake Preserve St — photoOpen house Sat, Nov 21 · 11:00 AM21Active

    $600,000

    4 bd · 3 ba · 2,569 sqft

    14517 Black Lake Preserve St, Winter Garden, FL

    Lyna Ramirez De Mayorga · BHHS FLORIDA REALTY

  • 6099 Flowering Cherry Bnd — photoOpen house Sun, Nov 15 · 1:00 PM34Active

    $829,496

    4 bd · 3 ba · 3,038 sqft

    6099 Flowering Cherry Bnd, Winter Garden, FL

    Nancy Pruitt, PA · OLYMPUS EXECUTIVE REALTY INC

  • 17443 Water Hemlock Rd — photo3Active

    $859,990

    4 bd · 3 ba · 2,754 sqft

    17443 Water Hemlock Rd, Winter Garden, FL

    Stacie Brown Kelly · KELLER WILLIAMS ADVANTAGE REALTY

  • 15628 Gentle Rain Dr — photo48Active

    $730,000

    3 bd · 3 ba · 2,614 sqft

    15628 Gentle Rain Dr, Winter Garden, FL

    Caroline De Castro Marcellini · COMPASS FLORIDA, LLC

  • 17437 Water Hemlock Rd — photo3Active

    $869,990

    4 bd · 4 ba · 2,908 sqft

    17437 Water Hemlock Rd, Winter Garden, FL

    Stacie Brown Kelly · KELLER WILLIAMS ADVANTAGE REALTY

  • 14838 Driftwater Dr — photo48Active

    $389,900

    3 bd · 3 ba · 1,748 sqft

    14838 Driftwater Dr, Winter Garden, FL

    Ronda Christiansen · KELLER WILLIAMS ADVANTAGE REALTY

  • 9228 Bradleigh Dr — photo99Active

    $975,000

    5 bd · 5 ba · 3,602 sqft

    9228 Bradleigh Dr, Winter Garden, FL

    Autumn Makin · LAKEFIELD REALTY GROUP LLC

  • 5531 Myrtle Pine Ln — photoOpen house Sun, Nov 15 · 1:00 PM25Active

    $599,000

    4 bd · 3 ba · 2,703 sqft

    5531 Myrtle Pine Ln, Winter Garden, FL

    Emily McCarthy · LOKATION

  • 9218 Holliston Creek Pl — photo53Active

    $860,000

    4 bd · 4 ba · 3,087 sqft

    9218 Holliston Creek Pl, Winter Garden, FL

    Gustavo Furtado · WRA BUSINESS & REAL ESTATE

  • 12…28

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    Realty.com

    L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

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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

    NY State MLS
    The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the New York State Alliance MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Real estate listings held by brokerage firms other than Realty.com, are indicated by detailed information about them such as the name of the listing firms. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither the listing broker(s) nor Realty.com shall be responsible for any typographical errors, misinformation, misprints, and shall be held totally harmless. Copyright © 2026 New York State Alliance and participating MLS's - CNYIS, UNYREIS and WNYREIS. All Rights Reserved.
    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

    October 2026 · This period is still settling

    Winter Garden 12-month median sale price trend

    Selling at 98.5% of asking price

    Buyers here are paying below asking. MLS · 184 sales · as of Oct 31, 2026

    Homes that sold · County records, as of Oct 27, 2026

    Median sale price
    $554,000$450,000–$809,500 typical range
    Price per sq. ft.
    $254
    Sales
    186
    Paid in cash
    33.9%

    Homes on the market · MLS, as of Oct 18, 2026–Oct 31, 2026

    Median list price
    $575,000
    Homes for sale
    772
    Median days on market
    29 days

    Price trend · Assessor repeat sales, as of Oct 31, 2026

    Year-over-year
    -13.6%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

    Median home size
    2,211 sq. ft.