View 14090 AVENUE OF THE GROVES Winter Garden, FL MLS# O6367193
  • Recently Listed with Virtual Tour
1 of 29
$349,990
2

Beds

2.1

Baths

1,076

Sq.Ft.

14090 AVENUE OF THE GROVES

Winter Garden, FL

Courtesy of DTB FLORIDA REALTY, INC.
View 15479 SUGAR CITRUS DRIVE Winter Garden, FL MLS# O6369431
  • Recently Listed with Virtual Tour
1 of 77
$450,000
4

Beds

3.0

Baths

1,853

Sq.Ft.

15479 SUGAR CITRUS DRIVE

Winter Garden, FL

Courtesy of ALLIANCE REALTY ENTERPRISES INC
View 7327 DUXBURY LANE Winter Garden, FL MLS# O6369786
  • Recently Listed with Virtual Tour
1 of 25
$370,000
2

Beds

2.1

Baths

1,456

Sq.Ft.

7327 DUXBURY LANE

Winter Garden, FL

Courtesy of WEMERT GROUP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 18 W VINING STREET Winter Garden, FL MLS# G5105630
  • Recently Listed with Virtual Tour
1 of 27
$445,000
2

Beds

1.0

Baths

948

Sq.Ft.

18 W VINING STREET

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 14501 GROVE RESORT AVE 1622 Winter Garden, FL MLS# O6367905
  • Recently Listed with Virtual Tour
1 of 65
$449,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVE 1622

Winter Garden, FL

Courtesy of MBI REALTY LLC
View 16599 BARBOURS CREEK WAY Winter Garden, FL MLS# O6367452
  • Recently Listed with Virtual Tour
1 of 32
$414,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

16599 BARBOURS CREEK WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 13946 TITLE WAY Winter Garden, FL MLS# O6367391
  • Recently Listed with Virtual Tour
1 of 19
$448,000
4

Beds

2.1

Baths

1,992

Sq.Ft.

13946 TITLE WAY

Winter Garden, FL

Courtesy of RC GROUP REALTY LLC
View 12055 BRACCO STREET Winter Garden, FL MLS# O6366675
$455,000
3

Beds

2.1

Baths

1,668

Sq.Ft.

12055 BRACCO STREET

Winter Garden, FL

Courtesy of POWERHOUSE REAL ESTATE NETWORK
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 1433 PRIORY CIRCLE Winter Garden, FL MLS# O6364550
$385,000
3

Beds

2.1

Baths

1,840

Sq.Ft.

1433 PRIORY CIRCLE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 13562 PEARL BEACH STREET Winter Garden, FL MLS# O6362827
  • Adult Community with Virtual Tour
1 of 40
$435,000
2

Beds

2.0

Baths

1,574

Sq.Ft.

13562 PEARL BEACH STREET

Winter Garden, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 15036 CHAPTER WAY Winter Garden, FL MLS# O6364954
$408,000
3

Beds

2.1

Baths

1,717

Sq.Ft.

15036 CHAPTER WAY

Winter Garden, FL

Courtesy of RC GROUP REALTY LLC
View 12036 HOLYSTONE STREET Winter Garden, FL MLS# S5139531
$455,000
3

Beds

2.1

Baths

1,817

Sq.Ft.

12036 HOLYSTONE STREET

Winter Garden, FL

Courtesy of NAIM REAL ESTATE LLC
View 13545 PEARL BEACH STREET Winter Garden, FL MLS# S5139428
  • Adult Community with Virtual Tour
1 of 40
$429,375
2

Beds

2.0

Baths

1,579

Sq.Ft.

13545 PEARL BEACH STREET

Winter Garden, FL

Courtesy of IMAGINATION REALTY, INC
View 10684 WORDS DRIVE Winter Garden, FL MLS# O6364184
$408,000
3

Beds

2.1

Baths

1,636

Sq.Ft.

10684 WORDS DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 14227 AVENUE OF THE GROVES RUN Winter Garden, FL MLS# O6339064
$359,000
2

Beds

2.1

Baths

1,266

Sq.Ft.

14227 AVENUE OF THE GROVES RUN

Winter Garden, FL

Courtesy of CT HOMES REALTY CORPORATION
View 16180 ARBOR CREST ALLEY Winter Garden, FL MLS# A4673607
$409,000
3

Beds

2.1

Baths

1,996

Sq.Ft.

16180 ARBOR CREST ALLEY

Winter Garden, FL

Courtesy of SAVVY AVENUE, LLC
View 15663 KINNOW MANDARIN LANE Winter Garden, FL MLS# O6363767
$426,000
3

Beds

2.1

Baths

1,868

Sq.Ft.

15663 KINNOW MANDARIN LANE

Winter Garden, FL

Courtesy of REAL LIVING R E SOLUTIONS
View 16154 TREADWELL STREET Winter Garden, FL MLS# G5104842
$439,900
3

Beds

2.1

Baths

1,829

Sq.Ft.

16154 TREADWELL STREET

Winter Garden, FL

Courtesy of TOUCHSTONE REAL ESTATE
View 15262 GROVESIDE ROAD Winter Garden, FL MLS# O6361868
  • New Construction with Virtual Tour
1 of 18
$449,990
3

Beds

2.1

Baths

1,846

Sq.Ft.

15262 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP 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

767

Estimated median home price

$587,000
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 - 300K64
$300K - 400K82
$400K - 500K131
$500K - 600K121
$600K - 700K85
$700K - 800K67
$800K - 900K61
$900K - 1M49
$1M - Max92

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family496
Townhouse117
Condo110
Commercial10
Rental223
Lots and Land30
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 1/2/2026)

Information deemed reliable but not guaranteed.

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 1/3/2026.

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 1/3/2026.