View 15838 CITRUS GROVE LOOP Winter Garden, FL MLS# S5153907
  • Recently Listed with Virtual Tour
1 of 58
$1,219,000
5

Beds

4.0

Baths

3,505

Sq.Ft.

15838 CITRUS GROVE LOOP

Winter Garden, FL

View 434 VALLEY VIEW DRIVE Winter Garden, FL MLS# O6425087
  • Recently Listed with Virtual Tour
1 of 54
$950,000
3

Beds

2.1

Baths

2,765

Sq.Ft.

434 VALLEY VIEW DRIVE

Winter Garden, FL

View 15365 MARITIME PINE DRIVE Winter Garden, FL MLS# G5114967
$975,060
5

Beds

4.1

Baths

4,024

Sq.Ft.

15365 MARITIME PINE DRIVE

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 16304 WIND VIEW LANE Winter Garden, FL MLS# O6418695
  • Recently Listed with Virtual Tour
1 of 44
$935,000
4

Beds

3.1

Baths

2,956

Sq.Ft.

16304 WIND VIEW LANE

Winter Garden, FL

View 14067 JOMATT LOOP Winter Garden, FL MLS# O6422734
  • Recently Listed with Virtual Tour
1 of 55
$1,099,000
6

Beds

5.0

Baths

4,741

Sq.Ft.

14067 JOMATT LOOP

Winter Garden, FL

View 427 EGRET PLACE DRIVE Winter Garden, FL MLS# O6422411
  • Recently Listed with Virtual Tour
1 of 64
$1,095,000
6

Beds

5.0

Baths

4,693

Sq.Ft.

427 EGRET PLACE DRIVE

Winter Garden, FL

View 9567 MEADOW HUNT WAY Winter Garden, FL MLS# O6422408
  • Recently Listed with Virtual Tour
1 of 69
$965,000
4

Beds

3.2

Baths

4,305

Sq.Ft.

9567 MEADOW HUNT WAY

Winter Garden, FL

View 9240 BRADLEIGH DRIVE Winter Garden, FL MLS# O6421967
  • Recently Listed with Virtual Tour
1 of 66
$1,050,000
6

Beds

5.1

Baths

4,124

Sq.Ft.

9240 BRADLEIGH DRIVE

Winter Garden, FL

View 10198 MERRYMEETING BAY DRIVE Winter Garden, FL MLS# O6421817
  • Recently Listed with Virtual Tour
1 of 42
$1,200,000
5

Beds

3.1

Baths

3,911

Sq.Ft.

10198 MERRYMEETING BAY DRIVE

Winter Garden, FL

View 1711 AMSEL FALLS PARK TERRACE Winter Garden, FL MLS# G5114517
  • Recently Listed with Virtual Tour
1 of 72
$1,046,000
5

Beds

4.0

Baths

3,863

Sq.Ft.

1711 AMSEL FALLS PARK TERRACE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 14301 WHITE MOSS WAY Winter Garden, FL MLS# G5114391
  • Recently Listed with Virtual Tour
1 of 60
$949,999
5

Beds

3.1

Baths

4,053

Sq.Ft.

14301 WHITE MOSS WAY

Winter Garden, FL

View 844 OAKLAND PARK BOULEVARD Winter Garden, FL MLS# O6419976
  • Recently Listed with Virtual Tour
1 of 74
$1,225,000
5

Beds

4.0

Baths

3,525

Sq.Ft.

844 OAKLAND PARK BOULEVARD

Winter Garden, FL

View 14312 SUNBRIDGE CIRCLE Winter Garden, FL MLS# O6414430
$1,100,000
5

Beds

4.0

Baths

4,225

Sq.Ft.

14312 SUNBRIDGE CIRCLE

Winter Garden, FL

View 15037 LAKE BESSIE LOOP Winter Garden, FL MLS# O6418541
$1,045,000
7

Beds

4.0

Baths

3,938

Sq.Ft.

15037 LAKE BESSIE LOOP

Winter Garden, FL

View 330 ENGLISH LAKE DRIVE Winter Garden, FL MLS# O6417376
$1,090,000
4

Beds

3.0

Baths

3,047

Sq.Ft.

330 ENGLISH LAKE DRIVE

Winter Garden, FL

View 17242 LAKE STAR ROAD Winter Garden, FL MLS# O6419512
$975,000
4

Beds

3.1

Baths

3,101

Sq.Ft.

17242 LAKE STAR ROAD

Winter Garden, FL

View 15741 SWEET LEMON WAY Winter Garden, FL MLS# O6417058
$1,165,000
5

Beds

4.1

Baths

3,624

Sq.Ft.

15741 SWEET LEMON WAY

Winter Garden, FL

View 15154 TEA TREE DRIVE Winter Garden, FL MLS# G5113803
$994,733
5

Beds

4.1

Baths

3,839

Sq.Ft.

15154 TEA TREE DRIVE

Winter Garden, FL

View 925 EASLEY AVENUE Winter Garden, FL MLS# O6412977
$1,175,000
4

Beds

3.1

Baths

2,667

Sq.Ft.

925 EASLEY AVENUE

Winter Garden, FL

Courtesy of COMPASS FLORIDA LLC
View 16043 SILVER BROOK WAY Winter Garden, FL MLS# O6417421
$950,000
5

Beds

4.1

Baths

3,899

Sq.Ft.

16043 SILVER BROOK WAY

Winter Garden, FL

Courtesy of REAL BROKER, 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

951

Estimated median home price

$611,610
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 - 200K22
$200K - 300K93
$300K - 400K61
$400K - 500K129
$500K - 600K161
$600K - 700K99
$700K - 800K113
$800K - 900K92
$900K - 1M63
$1M - Max117

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family654
Townhouse126
Condo138
Commercial11
Rental210
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 7/19/2026)

Information deemed reliable but not guaranteed.

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 7/19/2026.