990 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 642 MEDORA WAY Winter Garden, FL MLS# O6431619
  • New Construction with Virtual Tour
1 of 14
$1,137,150
4

Beds

3.1

Baths

2,995

Sq.Ft.

642 MEDORA WAY

Winter Garden, FL

Courtesy of DAVILA HOMES
View 9312 HOLLISTON CREEK PLACE Winter Garden, FL MLS# S5143665
$1,100,000
4

Beds

3.1

Baths

3,077

Sq.Ft.

9312 HOLLISTON CREEK PLACE

Winter Garden, FL

Courtesy of K REALTY
View 16091 SILVER BROOK WAY Winter Garden, FL MLS# O6430203
$1,100,000
5

Beds

4.1

Baths

3,743

Sq.Ft.

16091 SILVER BROOK WAY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 72 N PARK AVENUE 8 Winter Garden, FL MLS# O6441100
  • Virtual Tour
1 of 47
$1,099,000
3

Beds

4.0

Baths

2,040

Sq.Ft.

72 N PARK AVENUE 8

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 526 FIRST CAPE CORAL DRIVE Winter Garden, FL MLS# O6438786
$1,089,000
4

Beds

3.2

Baths

2,701

Sq.Ft.

526 FIRST CAPE CORAL DRIVE

Winter Garden, FL

Courtesy of JOHN SILVA REALTY & ASSOCIATES
View 12528 GOLD HONEYSUCKLE STREET Winter Garden, FL MLS# O6435672
$1,085,669
5

Beds

3.1

Baths

4,114

Sq.Ft.

12528 GOLD HONEYSUCKLE STREET

Winter Garden, FL

Courtesy of K HOVNANIAN FLORIDA REALTY
View 15625 SYLVESTER PALM DRIVE Winter Garden, FL MLS# O6379346
$1,085,000
5

Beds

4.1

Baths

3,886

Sq.Ft.

15625 SYLVESTER PALM DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 1651 AMSEL FALLS PARK TERRACE Winter Garden, FL MLS# O6414027
$1,080,000
4

Beds

3.2

Baths

3,881

Sq.Ft.

1651 AMSEL FALLS PARK TERRACE

Winter Garden, FL

Courtesy of FOLIO REALTY LLC
View 15741 SWEET LEMON WAY Winter Garden, FL MLS# O6417058
$1,080,000
5

Beds

4.1

Baths

3,652

Sq.Ft.

15741 SWEET LEMON WAY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 925 EASLEY AVENUE Winter Garden, FL MLS# O6412977
$1,075,000
4

Beds

3.1

Baths

2,667

Sq.Ft.

925 EASLEY AVENUE

Winter Garden, FL

Courtesy of COMPASS FLORIDA LLC
View 17336 LAKE STAR ROAD Winter Garden, FL MLS# O6435581
$1,075,000
4

Beds

3.1

Baths

3,101

Sq.Ft.

17336 LAKE STAR ROAD

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 15161 CANOE PLACE Winter Garden, FL MLS# O6398949
  • Virtual Tour
1 of 47
$1,065,000
5

Beds

4.1

Baths

3,816

Sq.Ft.

15161 CANOE PLACE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 14312 SUNBRIDGE CIRCLE Winter Garden, FL MLS# O6414430
$1,060,000
5

Beds

4.0

Baths

4,225

Sq.Ft.

14312 SUNBRIDGE CIRCLE

Winter Garden, FL

Courtesy of REALTY ONE GROUP MAGIC CITY
View 14825 ELLINGSWORTH LANE Winter Garden, FL MLS# O6430917
$1,050,000
5

Beds

4.1

Baths

4,732

Sq.Ft.

14825 ELLINGSWORTH LANE

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 9845 EMERALD BERRY DRIVE Winter Garden, FL MLS# O6441968
$1,050,000
5

Beds

4.1

Baths

3,878

Sq.Ft.

9845 EMERALD BERRY DRIVE

Winter Garden, FL

Courtesy of ON ME REALTY
View 206 N HIGHLAND AVENUE Winter Garden, FL MLS# O6444632
  • Recently Listed with Virtual Tour
1 of 45
OPEN HOUSE: Saturday 10/17 12:00 PM - 2:00 PM
$1,050,000
3

Beds

2.1

Baths

1,880

Sq.Ft.

206 N HIGHLAND AVENUE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 13541 PARKFIELD WAY Winter Garden, FL MLS# O6447940
  • Recently Listed with Virtual Tour
1 of 90
$1,049,000
5

Beds

4.0

Baths

3,688

Sq.Ft.

13541 PARKFIELD WAY

Winter Garden, FL

Courtesy of PALM CIRCLE REALTY
View 1711 AMSEL FALLS PARK TERRACE Winter Garden, FL MLS# G5114517
$1,046,000
5

Beds

4.0

Baths

3,863

Sq.Ft.

1711 AMSEL FALLS PARK TERRACE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 1664 HOLCOMB CREEK ST. Winter Garden, FL MLS# G5115834
$1,035,000
5

Beds

3.2

Baths

4,305

Sq.Ft.

1664 HOLCOMB CREEK ST.

Winter Garden, FL

Courtesy of COLDWELL BANKER HUBBARD HANSEN
View 12904 WESTHAVEN OAK DRIVE Winter Garden, FL MLS# O6381734
$1,032,000
5

Beds

4.1

Baths

3,894

Sq.Ft.

12904 WESTHAVEN OAK DRIVE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC

About Winter Garden

The balance between reverence for yesterday and vibrant growth is reflected in the Winter Garden slogan, "A City with a Future…Preserving Its Past."  Walking down historic Plant Street or catching a glimpse of landmark buildings like Tanner Hall immediately creates an image of small-town life at its finest in the heart of this quaint Main Street community. At the same time, redevelopment and growth are evident at every turn.  Antique stores, ice cream shops, and charming cafés combine with dynamic new businesses and residential development.  Covering approximately 17 square miles, Winter Garden offers access to the West Orange Trail for biking or jogging in a naturally beautiful setting.  Other amenities include large parks, a public boat ramp on Lake Apopka, and recreational complexes for tennis, swimming, and sports play.  This vast area once covered by citrus groves is rapidly transforming into a suburban environment that preserves the friendly, intimate spirit of yesterday.  Residents enjoy easy access to Highway 50, the East West Expressway, and the Florida Turnpike.

Listings in Winter Garden, FL

995

Estimated median home price

$595,000
Winter Garden FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winter Garden, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Garden, FL.

Homes for Sale by Price in Winter Garden, FL

Price Count
$0 - 100K 1
$100K - 200K 33
$200K - 300K 75
$300K - 400K 79
$400K - 500K 153
$500K - 600K 170
$600K - 700K 108
$700K - 800K 115
$800K - 900K 102
$900K - 1M 57
$1M - Max 102

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 686
Townhouse 151
Condo 121
Commercial 6
Rental 226
Lots and Land 26
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 0
Farms 0

(Data as of 10/14/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the BROKER RECIPROCITY Program of M.L.S. of Naples, Inc. Real estate listings held by brokerage firms other than Weichert Realtors are marked with the BROKER RECIPROCITY logo (little black house) and detailed information about them includes the name of the listing brokerage.

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The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The information being provided is 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.

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Weichert Realtors are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The information being provided is 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.

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Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Copyright © 2026 Midwest Real Estate Data LLC.

Data is updated as of 10/15/2026.

The data relating to real estate for sale/lease on this web site come in part from the New Smyrna Beach Board of REALTORS® Multiple Listing Service (MLS) in which this real estate firm (Broker) participates. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with the Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with the MLS IDX logo. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein or for their use or interpretation by the user. Federal law prohibits discrimination on the basis of race, color, sex, religion, handicap, familial status or national origin in the sale, rental or financing of housing.

This data updated periodically, at an interval not to exceed 7 days.

IDX information provided is 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.

Some properties which appear for sale on this website may subsequently have sold and may no longer be available.

© Copyright 2026 New Smyrna Beach Board of REALTORS, Inc. All rights Reserved.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is 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.

Data is updated as of 10/15/2026.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 10/15/2026.