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3 bedsNew constructionWith a pool
2 Bedroom Homes in Winter Garden, FL
62 listings

2 Bedroom Homes in Winter Garden, FL

2 Bedroom Homes in Winter Garden, FL

Show Map
24 of 62 Listings
Map

2 Bedroom Homes in Winter Garden, FL

24 of 62 Listings

  1. 14501 Grove Resort Ave #2539 — photoNew41

Your Winter Garden agent

VF

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

The Figueroa Team LLC. eXp Realty, LLCCall Veronica
Active

$163,000

2 bd · 2 ba · 1,375 sqft

14501 Grove Resort Ave #2539, Winter Garden, FL

Bill Traback · MBI REALTY LLC

  • 14501 Grove Resort Ave #3636 — photo45Active

    $175,000

    2 bd · 2 ba · 1,434 sqft

    14501 Grove Resort Ave #3636, Winter Garden, FL

    Jenny Wemert · WEMERT GROUP REALTY LLC

  • 14501 Grove Resort #2304 — photo49Active

    $165,000

    2 bd · 2 ba · 1,375 sqft

    14501 Grove Resort #2304, Winter Garden, FL

    Chelsya Saunders, LLC · KELLER WILLIAMS EAGLE REALTY

  • 14501 Grove Resort Ave #3703 — photo41Active

    $178,000

    2 bd · 2 ba · 1,265 sqft

    14501 Grove Resort Ave #3703, Winter Garden, FL

    Xiao Fang · DALTON WADE INC

  • 14501 Grove Resort Ave #3403 — photoPrice Reduced35Active

    $170,000

    2 bd · 2 ba · 1,265 sqft

    14501 Grove Resort Ave #3403, Winter Garden, FL

    Ronal Gonzalez · FLEXWAY REALTY LLC

  • 14501 Grove Resort Ave #2221 — photo41Active

    $184,900

    2 bd · 2 ba · 1,375 sqft

    14501 Grove Resort Ave #2221, Winter Garden, FL

    Allan Sutton · SUN CREST FLORIDA PROPERTIES

  • 14501 Grove Resort Ave #1420 — photo37Active

    $249,000

    2 bd · 2 ba · 1,375 sqft

    14501 Grove Resort Ave #1420, Winter Garden, FL

    Lesley O'Neal · FLARE PROPERTIES LLC

  • 27 Windtree Ln #102 — photoPrice Reduced19Active

    $219,990

    2 bd · 2 ba · 918 sqft

    27 Windtree Ln #102, Winter Garden, FL

    Chelsea Murphy · OLYMPUS EXECUTIVE REALTY INC

  • 233 Southern Pecan Cir #101 — photoPrice Reduced42Active

    $219,900

    2 bd · 1 ba · 966 sqft

    233 Southern Pecan Cir #101, Winter Garden, FL

    Scott Cohara · KELLER WILLIAMS CLASSIC

  • 14501 Grove Resort Ave #2135 — photo56Active

    $244,900

    2 bd · 2 ba · 1,434 sqft

    14501 Grove Resort Ave #2135, Winter Garden, FL

    Ronny Meza · AGENT TRUST REALTY CORPORATION

  • 14501 Grove Resort Ave #3406 — photoPrice Reduced29Active

    $169,000

    2 bd · 2 ba · 1,265 sqft

    14501 Grove Resort Ave #3406, Winter Garden, FL

    Lesley O'Neal · FLARE PROPERTIES LLC

  • 93 Windtree Ln #102 — photo35Active

    $199,999

    2 bd · 2 ba · 918 sqft

    93 Windtree Ln #102, Winter Garden, FL

    Karen Grau · REVEL 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

  • 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

  • 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

  • 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

  • 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

  • 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

  • 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

  • 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

  • 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

  • 14501 Grove Resort Ave #1439 — photoPrice Reduced39Active

    $169,900

    2 bd · 2 ba · 1,265 sqft

    14501 Grove Resort Ave #1439, Winter Garden, FL

    Emma Yue · INTEREALTY SERVICE

  • 170 Windtree Ln — photo26Active

    $204,900

    2 bd · 2 ba · 918 sqft

    170 Windtree Ln, Winter Garden, FL

    Romina Cabanas · LA ROSA REALTY LLC

  • 123

    Explore Winter Garden homes

    By price

    • Homes Under $200K
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    • Luxury Homes

    By bedrooms

    • 2 Bedroom Homes
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    By type

    • Single-Family Homes
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    By feature

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