View 15182 SUNRISE GROVE COURT Winter Garden, FL MLS# O6382211
$389,900
3

Beds

2.1

Baths

1,844

Sq.Ft.

15182 SUNRISE GROVE COURT

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 14095 TITLE WAY Winter Garden, FL MLS# O6382795
  • Virtual Tour
1 of 38
$420,000
3

Beds

2.1

Baths

1,628

Sq.Ft.

14095 TITLE WAY

Winter Garden, FL

Courtesy of ROMAN'S PRO REALTY LLC
View 14501 GROVE RESORT AVENUE 3109 Winter Garden, FL MLS# O6386655
$314,900
2

Beds

2.0

Baths

1,434

Sq.Ft.

14501 GROVE RESORT AVENUE 3109

Winter Garden, FL

Courtesy of MBI REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 16563 BARBOURS CREEK WAY Winter Garden, FL MLS# O6386283
  • New Construction with Virtual Tour
1 of 14
$414,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

16563 BARBOURS CREEK WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 14447 PRUNNINGWOOD PLACE Winter Garden, FL MLS# O6385194
$340,000
2

Beds

2.1

Baths

1,250

Sq.Ft.

14447 PRUNNINGWOOD PLACE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 15098 WINDFLOWER ALLEY Winter Garden, FL MLS# O6386823
$355,000
2

Beds

2.1

Baths

1,276

Sq.Ft.

15098 WINDFLOWER ALLEY

Winter Garden, FL

Courtesy of WEMERT GROUP REALTY LLC
View 1401 N FULLERS CROSS ROAD Winter Garden, FL MLS# O6385497
$395,000
Studio

Beds

0.0

Baths

1401 N FULLERS CROSS ROAD

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 375 REGAL DOWNS CIRCLE Winter Garden, FL MLS# O6377205
$334,900
3

Beds

2.0

Baths

1,464

Sq.Ft.

375 REGAL DOWNS CIRCLE

Winter Garden, FL

Courtesy of ENTERA REALTY LLC
View 14501 GROVE RESORT AVENUE 1203 Winter Garden, FL MLS# S5144506
$350,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1203

Winter Garden, FL

Courtesy of SACKS REALTY GROUP, INC.
View 17723 JAPONICA BLOOM DRIVE Winter Garden, FL MLS# O6383994
$419,900
3

Beds

2.1

Baths

1,584

Sq.Ft.

17723 JAPONICA BLOOM DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 1532 SCARLET OAK LOOP 70B Winter Garden, FL MLS# S5143993
$345,000
3

Beds

2.1

Baths

1,544

Sq.Ft.

1532 SCARLET OAK LOOP 70B

Winter Garden, FL

Courtesy of JASON MITCHELL REAL ESTATE FLO
View 14989 APOLLO BOND DRIVE Winter Garden, FL MLS# O6378685
$415,000
3

Beds

2.1

Baths

1,789

Sq.Ft.

14989 APOLLO BOND DRIVE

Winter Garden, FL

Courtesy of THE C SMITH REAL ESTATE GROUP LLC
View 14501 GROVE RESORT AVENUE 1328 Winter Garden, FL MLS# S5143796
$329,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1328

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 13869 EASDALE ALLEY Winter Garden, FL MLS# O6381162
  • New Construction
1 of 3
$411,995
3

Beds

2.1

Baths

1,760

Sq.Ft.

13869 EASDALE ALLEY

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 14501 GROVE RESORT AVENUE 1518 Winter Garden, FL MLS# O6380808
$310,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1518

Winter Garden, FL

Courtesy of FLORIDA CAPITAL REALTY
View 11187 HANLON TERRACE ALLEY Winter Garden, FL MLS# O6380981
$399,900
4

Beds

3.0

Baths

2,200

Sq.Ft.

11187 HANLON TERRACE ALLEY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 13873 EASEDALE ALLEY Winter Garden, FL MLS# O6379906
  • New Construction
1 of 3
$411,995
3

Beds

2.1

Baths

1,863

Sq.Ft.

13873 EASEDALE ALLEY

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 636 COKE AVENUE Winter Garden, FL MLS# O6379919
  • Virtual Tour
1 of 15
$342,000
2

Beds

1.0

Baths

914

Sq.Ft.

636 COKE AVENUE

Winter Garden, FL

Courtesy of VALSTAR REALTY LLC
View 14501 Grove Resort Ave 2129 Winter Garden, FL MLS# A11950039
$359,000
3

Beds

2.0

Baths

14501 Grove Resort Ave 2129

Winter Garden, FL

Courtesy of UNITED REALTY GROUP INC
View 14501 GROVE RESORT AVENUE 3619 Winter Garden, FL MLS# O6374077
$355,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3619

Winter Garden, FL

Courtesy of REALTY ONE GROUP ESTATES

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

1,045

Estimated median home price

$609,000
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 2
$100K - 200K 23
$200K - 300K 97
$300K - 400K 83
$400K - 500K 143
$500K - 600K 171
$600K - 700K 124
$700K - 800K 118
$800K - 900K 86
$900K - 1M 73
$1M - Max 125

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 717
Townhouse 142
Condo 144
Commercial 10
Rental 216
Lots and Land 29
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 2
Farms 0

(Data as of 5/27/2026)

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

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 5/28/2026.