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

2 Bedroom Homes in Winter Garden, FL

2 Bedroom Homes in Winter Garden, FL

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24 of 96 Listings
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2 Bedroom Homes in Winter Garden, FL

24 of 96 Listings

Your Winter Garden agent

VF

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

The Figueroa Team LLC. eXp Realty, LLCCall Veronica
  1. 17138 Arrowhead Blvd — photo22Active

    $499,900

    2 bd · 2 ba · 1,185 sqft

    17138 Arrowhead Blvd, Winter Garden, FL

    Dan Lu · WEICHERT REALTORS HALLMARK PRO

  2. 14501 Grove Resort Ave Unit 2333 — photo1Active

    $486,234

    2 bd · 2 ba · 1,396 sqft

    14501 Grove Resort Ave Unit 2333, Winter Garden, FL

    Valentina Grajales · Cervera Real Estate Inc.

  3. 15613 Boggy Oak Cir #110a — photo31Active

    $299,900

    2 bd · 2 ba · 1,216 sqft

    15613 Boggy Oak Cir #110a, Winter Garden, FL

    Aileen Frauman · COLEDEV REAL ESTATE LLC

  4. 14732 Avenida de Palma 5036 — photo16Active

    $260,000

    2 bd · — ba · 1,568 sqft

    14732 Avenida de Palma 5036, Winter Garden, FL

  5. 345 E Maple St — photo1Active

    $295,000

    2 bd · 1 ba · 556 sqft

    345 E Maple St, Winter Garden, FL

    Alexia Clemens · EXP REALTY LLC

  6. 14501 Grove Resort Ave #1218 — photo26Active

    $235,000

    2 bd · 2 ba · 1,265 sqft

    14501 Grove Resort Ave #1218, Winter Garden, FL

    Kim Goldin · KELLER WILLIAMS ADVANTAGE REALTY

  7. 14501 Grove Resort Ave #3631 — photo40Active

    $164,900

    2 bd · 2 ba · 1,375 sqft

    14501 Grove Resort Ave #3631, Winter Garden, FL

    Allan Sutton · SUN CREST FLORIDA PROPERTIES

  8. 14501 Grove Resort Ave #2539 — photo41Active

    $163,000

    2 bd · 2 ba · 1,375 sqft

    14501 Grove Resort Ave #2539, Winter Garden, FL

    Bill Traback · MBI REALTY LLC

  9. 14066 Avenue Of The Groves — photo46Active

    $330,000

    2 bd · 3 ba · 1,077 sqft

    14066 Avenue Of The Groves, Winter Garden, FL

    Russ Razzani · RAZZANI INTERNATIONAL REALTY

  10. 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

  11. 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

  12. 16545 Menorca Dr 1105 — photo18Active

    $84,900

    2 bd · — ba · 1,248 sqft

    16545 Menorca Dr 1105, Winter Garden, FL

  13. 14169 Avenue Of The Grvs — photo41Active

    $375,000

    2 bd · 3 ba · 1,476 sqft

    14169 Avenue Of The Grvs, Winter Garden, FL

    Ashley Reid · THE SIMON SIMAAN GROUP

  14. 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

  15. 325 W Newell St — photoPrice Reduced45Active

    $575,000

    2 bd · 2 ba · 1,051 sqft

    325 W Newell St, Winter Garden, FL

    Jessica Stone · CENTURY 21 CARIOTI

  16. 5751 New Independence Pkwy — photoPrice Reduced32Active

    $399,000

    2 bd · 3 ba · 1,540 sqft

    5751 New Independence Pkwy, Winter Garden, FL

    Brynden Fabiano · THE AGENCY FL

  17. 14766 Peekskill Dr — photoPrice Reduced33Active

    $332,500

    2 bd · 3 ba · 1,406 sqft

    14766 Peekskill Dr, Winter Garden, FL

    Lee Goldberg · COLDWELL BANKER REALTY

  18. 16554 Avenida Del Lago 1022 — photo17Active

    $112,000

    2 bd · — ba · 1,248 sqft

    16554 Avenida Del Lago 1022, Winter Garden, FL

  19. 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

  20. 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

  21. 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

  22. 11234 Silver Trumpet Loop — photoPrice Reduced15Active

    $415,000

    2 bd · 2 ba · 1,515 sqft

    11234 Silver Trumpet Loop, Winter Garden, FL

    Michelle Campbell · TAYLOR MORRISON REALTY OF FLORIDA INC

  23. 11202 Silver Trumpet Loop — photo15Active

    $437,993

    2 bd · 2 ba · 1,515 sqft

    11202 Silver Trumpet Loop, Winter Garden, FL

    Michelle Campbell · TAYLOR MORRISON REALTY OF FLORIDA INC

  24. 11199 Silver Trumpet Loop — photo14Active

    $447,118

    2 bd · 2 ba · 1,515 sqft

    11199 Silver Trumpet Loop, Winter Garden, FL

    Michelle Campbell · TAYLOR MORRISON REALTY OF FLORIDA INC

12…4

About 2 Bedroom Homes in Winter Garden, FL

2 Bedroom Homes in Winter Garden, FL: 96 active listings as of October 19, 2026, 18:18 UTC.

Property types among these 96 listings, by the property type each listing’s MLS reports, spelled as the MLS spells it. Types with fewer than 5 listings, and listings whose MLS reports no type, are not shown, so the shares can total less than 100%.
Property typeListingsShare
Condominium6365.6%
Single Family Residence99.4%
Townhouse88.3%
Manufactured Home77.3%

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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: 2026-10-16 19:00:05 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.
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  • Explore Winter Garden 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

    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

    Winter Garden 12-month median sale price trend

    Selling at 98.3% of asking price

    Buyers here are paying below asking. MLS · 215 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 30, 2026

    Median sale price
    $635,000$488,300–$925,000 typical range
    Price per sq. ft.
    $256
    Sales
    265
    Paid in cash
    36.2%

    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
    11.8%

    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.