Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings

Save search

Map layers

Safety

Safety & registry resources

Review official public-safety information for any area from these government sources:

  • U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
  • FBI: state sex-offender registry directory
Winter Garden, FL Homes for Sale — Page 21 | Realty.com
Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings
  • Commercial

705 listings
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save search
3 bedsNew constructionWith a pool

Homes for Sale in Winter Garden, FL

Homes for Sale in Winter Garden, FL

Hide Map
22 of 705 Listings
Map

Homes for Sale in Winter Garden, FL

22 of 705 Listings

Your Winter Garden agent

VF

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

The Figueroa Team LLC. eXp Realty, LLCCall Veronica
  1. 15652 Gentle Rain Dr — photoPrice Reduced44Active

    $798,777

    5 bd · 5 ba · 3,657 sqft

    15652 Gentle Rain Dr, Winter Garden, FL

    Susana Wight · REAL BROKER, LLC

  2. 12410 Encore At Ovation Way — photoPrice Reduced40Active

    $629,990

    3 bd · 2 ba · 1,860 sqft

    12410 Encore At Ovation Way, Winter Garden, FL

    Ken Pozek · REAL BROKER, LLC

  3. 12792 Sunset Walk Dr — photo3Active

    $580,000

    4 bd · 3 ba · 1,930 sqft

    12792 Sunset Walk Dr, Winter Garden, FL

    DeVahn Powell · ORLANDO TBI REALTY LLC

  4. 15806 Gem View St — photoPrice Reduced37Active

    $444,900

    2 bd · 2 ba · 1,574 sqft

    15806 Gem View St, Winter Garden, FL

    Yanely Fernandez · FAST ACTION REALTY INC

  5. 12808 Sunset Walk Dr — photo7Active

    $539,000

    4 bd · 3 ba · 1,897 sqft

    12808 Sunset Walk Dr, Winter Garden, FL

    Dayene Grubert · ORLANDO TBI REALTY LLC

  6. 16466 Olive Hill Dr — photoPrice Reduced43Active

    $560,000

    3 bd · 3 ba · 2,020 sqft

    16466 Olive Hill Dr, Winter Garden, FL

    Eduardo Pavone · ON ME REALTY

  7. 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

  8. 15511 Campden St — photoPrice Reduced20Active

    $349,900

    3 bd · 3 ba · 1,916 sqft

    15511 Campden St, Winter Garden, FL

    Susana Stutsman · SUSANA JORDAN STUTSMAN

  9. 13861 Easdale Aly — photoPrice Reduced15Active

    $499,000

    4 bd · 3 ba · 2,031 sqft

    13861 Easdale Aly, Winter Garden, FL

    Dayene Grubert · ORLANDO TBI REALTY LLC

  10. 16664 Cordoba St 3128 — photoPrice Reduced16Active

    $119,900

    3 bd · — ba · 1,248 sqft

    16664 Cordoba St 3128, Winter Garden, FL

  11. 338 Windford Ct — photoPrice Reduced29Active

    $325,000

    3 bd · 2 ba · 1,050 sqft

    338 Windford Ct, Winter Garden, FL

    Christian Dyas · THE REAL ESTATE COLLECTION LLC

  12. 15149 Canoe Pl — photoPrice Reduced63Active

    $769,989

    4 bd · 4 ba · 3,081 sqft

    15149 Canoe Pl, Winter Garden, FL

    William Grim, III · RE/MAX ASSURED

  13. 12253 S Bracco St — photo29Active

    $499,000

    3 bd · 3 ba · 1,788 sqft

    12253 S Bracco St, Winter Garden, FL

    Gil Semedo · LIFESTYLE INTERNATIONAL REALTY

  14. 11025 Suspense Dr — photoPrice Reduced52Active

    $410,000

    3 bd · 3 ba · 1,636 sqft

    11025 Suspense Dr, Winter Garden, FL

    Carla Connelly · SCATES REALTY & INVESTMENT PRO

  15. 420 E Cypress St — photoPrice Reduced29Active

    $410,000

    3 bd · 2 ba · 1,616 sqft

    420 E Cypress St, Winter Garden, FL

    Trevor Zwick · KELLER WILLIAMS ELITE PARTNERS III REALTY

  16. 9189 Busaco Park Way — photoPrice Reduced74Active

    $1,198,000

    4 bd · 4 ba · 3,424 sqft

    9189 Busaco Park Way, Winter Garden, FL

    Sulamit Sanchez · COLDWELL BANKER REALTY

  17. 5973 Cypress Hill Rd — photoPrice Reduced44Active

    $692,900

    5 bd · 4 ba · 3,532 sqft

    5973 Cypress Hill Rd, Winter Garden, FL

    Michael Ellingson · NEARBY REALTY

  18. 15591 Gentle Rain Dr — photoPrice Reduced68Active

    $669,900

    5 bd · 4 ba · 2,896 sqft

    15591 Gentle Rain Dr, Winter Garden, FL

    Carolina Fortes Ribeiro · EMPIRE NETWORK REALTY

  19. 13978 Lanyard Way — photoPrice Reduced58Active

    $879,900

    5 bd · 4 ba · 3,687 sqft

    13978 Lanyard Way, Winter Garden, FL

    Selby Turnbull · EXP REALTY LLC

  20. 11036 Robert Frost Dr — photoPrice Reduced34Active

    $599,990

    4 bd · 3 ba · 2,136 sqft

    11036 Robert Frost Dr, Winter Garden, FL

    Rodrigo Khoury Francisco · WRA BUSINESS & REAL ESTATE

  21. 15505 Shorebird Ln — photo87Active

    $2,500,000

    6 bd · 7 ba · 5,287 sqft

    15505 Shorebird Ln, Winter Garden, FL

    Joao Freitas De Souza Freitas, Jr · WRA BUSINESS & REAL ESTATE

  22. 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

1…202122…30

Explore Winter Garden homes

By price

  • Homes Under $200K
  • Homes Under $300K
  • Homes Under $400K
  • Homes Under $500K
  • Homes Under $600K
  • Homes Under $700K
  • Homes Under $800K
  • Homes Under $900K
  • Homes Under $1M
  • Luxury Homes

By bedrooms

  • 2 Bedroom Homes
  • 3 Bedroom Homes
  • 4 Bedroom Homes
  • 5 Bedroom Homes
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

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.

© 2026 Realty.com. All rights reserved.·Privacy·Terms·California Privacy Rights·Accessibility·Licensing

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.
  • By type

    • Single-Family Homes
    • Townhomes
    • Condos

    By feature

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

    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 · 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.

    Nearby areas

    ZIP codes

    • 34747 (1,189)
    • 34746 (835)
    • 33837 (744)
    • 34787 (728)
    • 33896 (567)
    • 33897 (453)
    • 33844 (401)
    • 34772 (382)

    Cities

    • Orlando (3,534)
    • Kissimmee (2,870)
    • Davenport (1,738)
    • St. Cloud (738)
    • Clermont (706)
    • Apopka (497)
    • Haines City (399)
    • Winter Park (344)