View 16472 ANGEL FISH ROAD Winter Garden, FL MLS# O6351523
$590,000
4

Beds

3.1

Baths

2,500

Sq.Ft.

16472 ANGEL FISH ROAD

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 750 S PARK AVENUE Winter Garden, FL MLS# TB8441481
$430,000
3

Beds

1.1

Baths

1,086

Sq.Ft.

750 S PARK AVENUE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 15929 MOONLIGHT BAY STREET Winter Garden, FL MLS# S5137355
$588,000
4

Beds

3.1

Baths

2,290

Sq.Ft.

15929 MOONLIGHT BAY STREET

Winter Garden, FL

Courtesy of VALSTAR REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 11870 SHINE VIEW LANE Winter Garden, FL MLS# O6354948
  • New Construction with Virtual Tour
1 of 7
$574,190
3

Beds

2.1

Baths

2,216

Sq.Ft.

11870 SHINE VIEW LANE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 8118 SURF BIRD STREET Winter Garden, FL MLS# O6352556
  • New Construction with Virtual Tour
1 of 58
$530,000
3

Beds

2.0

Baths

1,864

Sq.Ft.

8118 SURF BIRD STREET

Winter Garden, FL

Courtesy of PRISTINE INTERNATIONAL REALTY LLC
View 244 W STORY ROAD Winter Garden, FL MLS# S5137169
  • New Construction with Virtual Tour
1 of 14
$470,000
2,066

Sq.Ft.

244 W STORY ROAD

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 15042 NIGHT HERON DRIVE Winter Garden, FL MLS# O6354815
$599,999
6

Beds

3.0

Baths

2,626

Sq.Ft.

15042 NIGHT HERON DRIVE

Winter Garden, FL

Courtesy of ALIGN REAL ESTATE LLC
View 244 W STORY ROAD Winter Garden, FL MLS# S5137399
$470,000
Studio

Beds

0.0

Baths

244 W STORY ROAD

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 446 MILLWOOD PLACE Winter Garden, FL MLS# O6353911
$550,000
4

Beds

3.0

Baths

2,022

Sq.Ft.

446 MILLWOOD PLACE

Winter Garden, FL

Courtesy of TARA MOORE REAL ESTATE
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
$329,000
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 2332 BLACK LAKE BOULEVARD Winter Garden, FL MLS# O6353596
$545,000
4

Beds

3.0

Baths

1,986

Sq.Ft.

2332 BLACK LAKE BOULEVARD

Winter Garden, FL

Courtesy of CREEGAN GROUP
View 14580 CEDAR HILL DRIVE Winter Garden, FL MLS# O6345779
$579,000
4

Beds

2.0

Baths

2,019

Sq.Ft.

14580 CEDAR HILL DRIVE

Winter Garden, FL

Courtesy of INFINITY REALTY GROUP LLC
View 188 MARY STREET Winter Garden, FL MLS# O6352643
$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

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 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 1/1/2026.

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 1/1/2026.