View 7036 BOLANZO ALLEY Winter Garden, FL MLS# O6401429
$475,000
4

Beds

3.1

Baths

1,920

Sq.Ft.

7036 BOLANZO ALLEY

Winter Garden, FL

Courtesy of SERHANT
View 14501 GROVE RESORT AVENUE 3524 Winter Garden, FL MLS# S5148318
$299,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 3524

Winter Garden, FL

Courtesy of DECONOVA INTERNATIONAL GROUP
View 14501 GROVE RESORT AVENUE 2615 Winter Garden, FL MLS# S5148328
$249,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 2615

Winter Garden, FL

Courtesy of DECONOVA INTERNATIONAL GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 14501 GROVE RESORT AVENUE 3737 Winter Garden, FL MLS# O6400544
$350,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3737

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 5618 WATER ROSE ROAD Winter Garden, FL MLS# O6400788
$375,000
3

Beds

2.1

Baths

1,755

Sq.Ft.

5618 WATER ROSE ROAD

Winter Garden, FL

View 14501 GROVE RESORT AVENUE Winter Garden, FL MLS# S5148274
$349,900
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 14501 GROVE RESORT AVENUE 2423 Winter Garden, FL MLS# O6399916
$250,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 2423

Winter Garden, FL

View 14501 GROVE RESORT AVENUE 1114 Winter Garden, FL MLS# O6400258
$239,500
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 1114

Winter Garden, FL

View 15187 HARROWGATE WAY Winter Garden, FL MLS# TB8497081
$435,000
3

Beds

2.0

Baths

1,296

Sq.Ft.

15187 HARROWGATE WAY

Winter Garden, FL

View 15755 WATER SPRING BOULEVARD Winter Garden, FL MLS# O6400420
$420,000
3

Beds

2.1

Baths

1,636

Sq.Ft.

15755 WATER SPRING BOULEVARD

Winter Garden, FL

View 12050 BRACCO STREET Winter Garden, FL MLS# O6398494
$475,000
3

Beds

2.1

Baths

1,770

Sq.Ft.

12050 BRACCO STREET

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 15907 MARINA BAY DRIVE Winter Garden, FL MLS# O6398406
$443,500
3

Beds

2.1

Baths

1,818

Sq.Ft.

15907 MARINA BAY DRIVE

Winter Garden, FL

Courtesy of SIMPSON REALTY LLC
View 12780 SUNSET WALK DRIVE Winter Garden, FL MLS# O6398355
$465,000
3

Beds

2.1

Baths

1,760

Sq.Ft.

12780 SUNSET WALK DRIVE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 483 PENNSYLVANIA AVENUE Winter Garden, FL MLS# O6398208
$339,900
2

Beds

2.0

Baths

1,008

Sq.Ft.

483 PENNSYLVANIA AVENUE

Winter Garden, FL

View 15316 OAK APPLE COURT B Winter Garden, FL MLS# O6397688
$339,500
3

Beds

2.1

Baths

1,544

Sq.Ft.

15316 OAK APPLE COURT B

Winter Garden, FL

View 14501 GROVE RESORT AVENUE 1310 Winter Garden, FL MLS# O6397317
$230,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1310

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 16396 PRAIRIE SCHOOL DRIVE Winter Garden, FL MLS# O6396532
$474,990
3

Beds

2.1

Baths

2,070

Sq.Ft.

16396 PRAIRIE SCHOOL DRIVE

Winter Garden, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 14501 GROVE RESORT AVENUE 1721 Winter Garden, FL MLS# O6397131
$249,500
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1721

Winter Garden, FL

View 14501 GROVE RESORT AVENUE 1703 Winter Garden, FL MLS# O6394100
$299,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1703

Winter Garden, FL

Courtesy of REALTY ONE GROUP INSPIRATION
View 0 9TH STREET Winter Garden, FL MLS# O6398357
  • Virtual Tour
1 of 5
$299,000
Studio

Beds

0.0

Baths

0 9TH STREET

Winter Garden, FL

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

920

Estimated median home price

$609,920
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 - 100K1
$100K - 200K21
$200K - 300K92
$300K - 400K64
$400K - 500K130
$500K - 600K147
$600K - 700K100
$700K - 800K101
$800K - 900K90
$900K - 1M59
$1M - Max115

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family624
Townhouse127
Condo136
Commercial11
Rental204
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 7/17/2026)

Information deemed reliable but not guaranteed.

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

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.

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 7/17/2026.