View 16577 POINT ROCK DRIVE Winter Garden, FL MLS# O6356664
$498,000
3

Beds

2.0

Baths

1,685

Sq.Ft.

16577 POINT ROCK DRIVE

Winter Garden, FL

Courtesy of PFS REALTY LLC
View 8030 BASILICA LANE Winter Garden, FL MLS# O6354032
  • Virtual Tour
1 of 24
$449,400
3

Beds

2.1

Baths

1,860

Sq.Ft.

8030 BASILICA LANE

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 750 S PARK AVENUE Winter Garden, FL MLS# TB8441481
$415,000
3

Beds

1.1

Baths

1,086

Sq.Ft.

750 S PARK AVENUE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 8118 SURF BIRD STREET Winter Garden, FL MLS# O6352556
  • Virtual Tour
1 of 58
OPEN HOUSE: Sunday 1/25 11:00 AM - 3:00 PM
$519,900
3

Beds

2.0

Baths

1,864

Sq.Ft.

8118 SURF BIRD STREET

Winter Garden, FL

Courtesy of PRISTINE INTERNATIONAL REALTY LLC
View 14501 GROVE RESORT AVENUE 2607 Winter Garden, FL MLS# O6354109
$265,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 2607

Winter Garden, FL

Courtesy of AVANTI WAY REALTY LLC
View 14501 GROVE RESORT AVENUE 3324 Winter Garden, FL MLS# S5136993
$279,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 3324

Winter Garden, FL

Courtesy of FLARE PROPERTIES LLC
View 14501 GROVE RESORT AVENUE 1612 Winter Garden, FL MLS# S5136940
$299,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 1612

Winter Garden, FL

Courtesy of WATSON REALTY CORP
View 14200 AVALON ROAD 426 Winter Garden, FL MLS# O6353582
$249,000
2

Beds

2.0

Baths

1,203

Sq.Ft.

14200 AVALON ROAD 426

Winter Garden, FL

Courtesy of BLUE CHIP INTERNATIONAL REALTY LLC
View 14200 AVALON ROAD 411 Winter Garden, FL MLS# O6353588
$259,000
3

Beds

2.0

Baths

1,288

Sq.Ft.

14200 AVALON ROAD 411

Winter Garden, FL

Courtesy of BLUE CHIP INTERNATIONAL REALTY LLC
View 188 MARY STREET Winter Garden, FL MLS# O6352643
  • Virtual Tour
1 of 35
$119,000
Studio

Beds

0.0

Baths

188 MARY STREET

Winter Garden, FL

Courtesy of TOP ORLANDO REALTY
View 14501 GROVE RESORT AVENUE 2101 Winter Garden, FL MLS# O6353080
$460,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 2101

Winter Garden, FL

Courtesy of Winter Park - WEICHERT, REALTORS® - Hallmark Properties
View 5783 CITRUS PARK DRIVE Winter Garden, FL MLS# O6352484
  • New Construction with Virtual Tour
1 of 5
$449,990
3

Beds

2.1

Baths

1,846

Sq.Ft.

5783 CITRUS PARK DRIVE

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 14501 GROVE RESORT AVENUE 3222 Winter Garden, FL MLS# O6352238
$330,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 3222

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 16329 PRAIRIE SCHOOL DRIVE Winter Garden, FL MLS# O6353551
$500,000
4

Beds

3.0

Baths

2,070

Sq.Ft.

16329 PRAIRIE SCHOOL DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 330 SOUTHERN PECAN CIRCLE 208 Winter Garden, FL MLS# S5136841
$315,000
3

Beds

2.0

Baths

1,453

Sq.Ft.

330 SOUTHERN PECAN CIRCLE 208

Winter Garden, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 14501 GROVE RESORT AVENUE 3514 Winter Garden, FL MLS# O6351655
$275,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 3514

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 200 SOUTHERN PECAN CIRCLE 206 Winter Garden, FL MLS# O6350463
$269,000
2

Beds

2.0

Baths

1,276

Sq.Ft.

200 SOUTHERN PECAN CIRCLE 206

Winter Garden, FL

Courtesy of WATSON REALTY CORP.
View 1009 WESTSIDE DRIVE Winter Garden, FL MLS# S5136485
$230,000
3

Beds

2.0

Baths

1,120

Sq.Ft.

1009 WESTSIDE DRIVE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 11032 GREAT ROCK STREET Winter Garden, FL MLS# O6351706
$409,900
3

Beds

2.1

Baths

1,567

Sq.Ft.

11032 GREAT ROCK STREET

Winter Garden, FL

Courtesy of LA ROSA REALTY KISSIMMEE
View 168 WINDTREE LANE 203 Winter Garden, FL MLS# O6351954
$179,000
2

Beds

2.0

Baths

918

Sq.Ft.

168 WINDTREE LANE 203

Winter Garden, FL

Courtesy of HOMEVEST 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

799

Estimated median home price

$590,000
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 7
$100K - 200K 12
$200K - 300K 70
$300K - 400K 78
$400K - 500K 139
$500K - 600K 117
$600K - 700K 97
$700K - 800K 76
$800K - 900K 64
$900K - 1M 47
$1M - Max 92

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 518
Townhouse 124
Condo 114
Commercial 8
Rental 239
Lots and Land 33
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 1
Farms 0

(Data as of 1/16/2026)

Information deemed reliable but 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.

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.

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 1/20/2026.

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 1/20/2026.