762 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 17500 GROVE BLOSSOM WAY Winter Garden, FL MLS# O6365970
$2,000,000
Studio

Beds

0.0

Baths

17500 GROVE BLOSSOM WAY

Winter Garden, FL

Courtesy of DTB FLORIDA REALTY, INC.
View 16912 TRADEWIND POINT Winter Garden, FL MLS# O6367439
  • Recently Listed with Virtual Tour
1 of 49
$540,000
3

Beds

2.0

Baths

1,692

Sq.Ft.

16912 TRADEWIND POINT

Winter Garden, FL

Courtesy of DALTON WADE INC
View 15010 SAWGRASS BLUFF DRIVE Winter Garden, FL MLS# G5105276
$699,000
3

Beds

2.0

Baths

1,673

Sq.Ft.

15010 SAWGRASS BLUFF DRIVE

Winter Garden, FL

Courtesy of RE FLORIDA HOMES
The time to sell is now! THE TIME TO SELL IS NOW!
View 17058 QUICKSILVER AVENUE Winter Garden, FL MLS# O6365686
$570,000
4

Beds

3.1

Baths

2,492

Sq.Ft.

17058 QUICKSILVER AVENUE

Winter Garden, FL

Courtesy of AAA GLOBAL VENTURES PA
View 222 LARGOVISTA DRIVE Winter Garden, FL MLS# O6364909
$499,950
4

Beds

2.0

Baths

2,094

Sq.Ft.

222 LARGOVISTA DRIVE

Winter Garden, FL

Courtesy of ORANGE REALTY PROFESSIONALS LLC
View 150 WINDTREE LANE 150 Winter Garden, FL MLS# O6365343
$209,000
2

Beds

2.0

Baths

918

Sq.Ft.

150 WINDTREE LANE 150

Winter Garden, FL

Courtesy of ROMAN REALTY GROUP, LLC
View 17061 SEVILLE ORANGE ROAD Winter Garden, FL MLS# O6365669
  • New Construction with Virtual Tour
1 of 42
$549,000
3

Beds

2.1

Baths

1,907

Sq.Ft.

17061 SEVILLE ORANGE ROAD

Winter Garden, FL

Courtesy of UNITED REALTY GROUP INC
View 6149 ELFIN HERB WAY Winter Garden, FL MLS# O6364205
$425,000
3

Beds

2.1

Baths

1,714

Sq.Ft.

6149 ELFIN HERB WAY

Winter Garden, FL

Courtesy of REALTY ONE GROUP MVP
View 1005 CHASE DRIVE Winter Garden, FL MLS# A4674195
  • Virtual Tour
1 of 30
OPEN HOUSE: Saturday 1/3 12:00 PM - 4:00 PM
$697,000
4

Beds

3.0

Baths

2,319

Sq.Ft.

1005 CHASE DRIVE

Winter Garden, FL

Courtesy of SAVVY AVENUE, LLC
View 13156 MORO COURT Winter Garden, FL MLS# O6363443
$624,999
4

Beds

2.1

Baths

2,952

Sq.Ft.

13156 MORO COURT

Winter Garden, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 413 COUNTRY COTTAGE LANE Winter Garden, FL MLS# O6365416
$610,000
4

Beds

2.1

Baths

2,332

Sq.Ft.

413 COUNTRY COTTAGE LANE

Winter Garden, FL

Courtesy of MARK SPAIN REAL ESTATE
View 14501 GROVE RESORT AVENUE 1105 Winter Garden, FL MLS# O6365470
$304,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1105

Winter Garden, FL

Courtesy of MBI REALTY LLC
View 13274 SERENE GLADE ROAD Winter Garden, FL MLS# G5105233
  • New Construction with Virtual Tour
1 of 36
$460,138
3

Beds

2.1

Baths

1,715

Sq.Ft.

13274 SERENE GLADE ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13356 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5105237
  • New Construction with Virtual Tour
1 of 28
$599,990
4

Beds

2.1

Baths

2,235

Sq.Ft.

13356 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13278 SERENE GLADE ROAD Winter Garden, FL MLS# G5105229
  • New Construction with Virtual Tour
1 of 36
$456,635
3

Beds

2.1

Baths

1,715

Sq.Ft.

13278 SERENE GLADE ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17360 GLOSSY POMELO Winter Garden, FL MLS# O6365246
  • New Construction
1 of 33
$1,499,980
5

Beds

4.1

Baths

4,728

Sq.Ft.

17360 GLOSSY POMELO

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 17317 BEACHGRASS Winter Garden, FL MLS# O6365266
  • New Construction with Virtual Tour
1 of 23
$659,990
4

Beds

3.1

Baths

2,791

Sq.Ft.

17317 BEACHGRASS

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 22 WINDTREE LANE 203 Winter Garden, FL MLS# S5139914
$220,000
2

Beds

2.0

Baths

918

Sq.Ft.

22 WINDTREE LANE 203

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 8759 SONOMA COAST DRIVE Winter Garden, FL MLS# S5139789
$1,135,900
5

Beds

5.0

Baths

3,416

Sq.Ft.

8759 SONOMA COAST DRIVE

Winter Garden, FL

Courtesy of MBT REALTY LLC
View 14282 CREEKBED CIRCLE Winter Garden, FL MLS# O6365928
  • Recently Listed with Virtual Tour
1 of 45
$939,900
4

Beds

4.0

Baths

3,479

Sq.Ft.

14282 CREEKBED CIRCLE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY

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

774

Estimated median home price

$585,000
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

PriceCount
$0 - 100K7
$100K - 200K8
$200K - 300K65
$300K - 400K82
$400K - 500K134
$500K - 600K122
$600K - 700K85
$700K - 800K68
$800K - 900K62
$900K - 1M49
$1M - Max92

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family499
Townhouse118
Condo111
Commercial10
Rental225
Lots and Land32
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 1/1/2026)

Information deemed reliable but not guaranteed.

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.

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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.

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© Copyright 2026 New Smyrna Beach Board 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 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.

Copyright 2026 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

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 1/2/2026.

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 1/2/2026.