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3 bedsNew constructionWith a pool
2 Bedroom Homes in Winter Garden, FL — Page 2
94 listings

2 Bedroom Homes in Winter Garden, FL

2 Bedroom Homes in Winter Garden, FL

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22 of 94 Listings
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2 Bedroom Homes in Winter Garden, FL

22 of 94 Listings

  1. 93 Windtree Ln #102 — photo35Active

Your Winter Garden agent

VF

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

The Figueroa Team LLC. eXp Realty, LLCCall Veronica

$199,999

2 bd · 2 ba · 918 sqft

93 Windtree Ln #102, Winter Garden, FL

Karen Grau · REVEL REALTY LLC

  • 14501 Grove Resort Ave #3231 — photo51Active

    $190,000

    2 bd · 2 ba · 1,375 sqft

    14501 Grove Resort Ave #3231, Winter Garden, FL

    Bill Traback · MBI REALTY LLC

  • 320 Eron Way #6 — photoPrice Reduced16Active

    $210,000

    2 bd · 2 ba · 930 sqft

    320 Eron Way #6, Winter Garden, FL

    Suzanne Martin · MARTIN PROPERTY INVESTMENTS REALTY LLC

  • 14501 Grove Resort Ave #2703 — photo54Active

    $295,000

    2 bd · 2 ba · 1,265 sqft

    14501 Grove Resort Ave #2703, Winter Garden, FL

    Bill Traback · MBI REALTY LLC

  • 11279 Silver Trumpet Loop — photo14Active

    $432,318

    2 bd · 2 ba · 1,515 sqft

    11279 Silver Trumpet Loop, Winter Garden, FL

    Michelle Campbell · TAYLOR MORRISON REALTY OF FLORIDA INC

  • 11275 Silver Trumpet Loop — photoPrice Reduced15Active

    $400,000

    2 bd · 2 ba · 1,515 sqft

    11275 Silver Trumpet Loop, Winter Garden, FL

    Michelle Campbell · TAYLOR MORRISON REALTY OF FLORIDA INC

  • 359 Douglas Way #54 — photoPrice Reduced25Active

    $214,000

    2 bd · 2 ba · 930 sqft

    359 Douglas Way #54, Winter Garden, FL

    Denise Pellegrino · REAL BROKER, LLC

  • 13349 Harbor Shore Ln — photoPrice Reduced24Active

    $307,000

    2 bd · 3 ba · 1,236 sqft

    13349 Harbor Shore Ln, Winter Garden, FL

    Matt Buttner · LIST NOW REALTY, LLC

  • 14501 Grove Resort Ave #3303 — photo30Active

    $215,000

    2 bd · 2 ba · 1,265 sqft

    14501 Grove Resort Ave #3303, Winter Garden, FL

    Juliana Fonseca de Andrade Dantas · WRA BUSINESS & REAL ESTATE

  • 721 S Woodland St — photoPrice Reduced24Active

    $400,000

    2 bd · 1 ba · 1,034 sqft

    721 S Woodland St, Winter Garden, FL

    Christopher Bessette · KELLER WILLIAMS CLASSIC

  • 5863 Cypress Hill Rd — photoPrice Reduced11Active

    $369,900

    2 bd · 3 ba · 1,594 sqft

    5863 Cypress Hill Rd, Winter Garden, FL

    Brianna Gordon · ZENITH REALTY FIRM LLC

  • 304 Eron Way #2 — photoPrice Reduced20Active

    $155,900

    2 bd · 2 ba · 840 sqft

    304 Eron Way #2, Winter Garden, FL

    Asif Kassim · LIBERTY HOME SALES INC

  • 16950 Arrowhead Blvd — photo4Active

    $620,000

    2 bd · 2 ba · 1,514 sqft

    16950 Arrowhead Blvd, Winter Garden, FL

    Jaime Galeoto · FLORIDA REALTY RESULTS LLC

  • 14501 Grove Resort Ave #1527 — photo38Active

    $170,000

    2 bd · 2 ba · 1,265 sqft

    14501 Grove Resort Ave #1527, Winter Garden, FL

    Victoria Hoa · FLORIDA REALTY INVESTMENTS

  • 13232 Daniels Landing Cir — photoPrice Reduced26Active

    $325,000

    2 bd · 3 ba · 1,232 sqft

    13232 Daniels Landing Cir, Winter Garden, FL

    Gillian Redman · REAL BROKER, LLC

  • 17806 Sedona St — photoPrice Reduced31Active

    $630,000

    2 bd · 2 ba · 1,843 sqft

    17806 Sedona St, Winter Garden, FL

    Michelle Campbell · TAYLOR MORRISON REALTY OF FLORIDA INC

  • 14501 Grove Resort Ave #3425 — photo21Active

    $480,000

    2 bd · 2 ba · 1,265 sqft

    14501 Grove Resort Ave #3425, Winter Garden, FL

    Jorge Kupferman · MIAMI LIFE REALTY LLC

  • 15806 Gem View St — photoPrice Reduced37Active

    $465,000

    2 bd · 2 ba · 1,574 sqft

    15806 Gem View St, Winter Garden, FL

    Yanely Fernandez · FAST ACTION REALTY INC

  • 200 Southern Pecan Circle #206 — photoPrice Reduced49Active

    $242,000

    2 bd · 2 ba · 1,276 sqft

    200 Southern Pecan Circle #206, Winter Garden, FL

    Josh Owens · FANNIE HILLMAN & ASSOCIATES

  • 14501 Grove 3425 — photoPrice Reduced24Active

    $420,000

    2 bd · 2 ba · — sqft

    14501 Grove 3425, Winter Garden, FL

    Mailliw Morales Mollegas · Miami Life Realty LLC

  • 14200 Avalon Rd #409 — photoPrice Reduced33Active

    $215,000

    2 bd · 2 ba · 1,253 sqft

    14200 Avalon Rd #409, Winter Garden, FL

    Jamie Woelbern · STOCKWORTH REALTY GROUP

  • 14706 Sugura Dr 2072 — photo13Active

    $97,900

    2 bd · — ba · — sqft

    14706 Sugura Dr 2072, Winter Garden, FL

  • 1234

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    By bedrooms

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    Equal Housing OpportunityEqual Housing Lender

    The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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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.
    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: 2026-07-29 19:07:04 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 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.