View 15244 GROVESIDE ROAD Winter Garden, FL MLS# O6369366
  • Recently Listed with Virtual Tour
1 of 27
$3,300
4

Beds

3.1

Baths

1,881

Sq.Ft.

15244 GROVESIDE ROAD

Winter Garden, FL

Courtesy of MANAGER PROP
View 116 TIMBERCREEK PINES CIRCLE Winter Garden, FL MLS# G5105975
  • Recently Listed with Virtual Tour
1 of 29
$3,000
3

Beds

2.0

Baths

1,584

Sq.Ft.

116 TIMBERCREEK PINES CIRCLE

Winter Garden, FL

Courtesy of OPTIMA ONE REALTY, INC.
View 357 LAKE AMBERLEIGH DRIVE Winter Garden, FL MLS# O6372126
  • Recently Listed with Virtual Tour
1 of 10
$2,500
4

Beds

2.1

Baths

2,963

Sq.Ft.

357 LAKE AMBERLEIGH DRIVE

Winter Garden, FL

Courtesy of VYLLA HOME
The time to sell is now! THE TIME TO SELL IS NOW!
View 10759 PETRILLO WAY Winter Garden, FL MLS# O6372341
  • Recently Listed with Virtual Tour
1 of 49
$5,000
5

Beds

3.1

Baths

3,224

Sq.Ft.

10759 PETRILLO WAY

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 15187 CHAPTER WAY Winter Garden, FL MLS# O6371761
  • Recently Listed with Virtual Tour
1 of 17
$3,000
4

Beds

3.1

Baths

2,486

Sq.Ft.

15187 CHAPTER WAY

Winter Garden, FL

Courtesy of INTEREALTY SERVICE
View 16400 PARABLE WAY Winter Garden, FL MLS# O6371800
  • Recently Listed with Virtual Tour
1 of 64
$3,700
5

Beds

3.0

Baths

3,045

Sq.Ft.

16400 PARABLE WAY

Winter Garden, FL

Courtesy of U KEY REALTY
View 12662 CLEAR SAPPHIRE DRIVE Winter Garden, FL MLS# O6371868
  • Recently Listed with Virtual Tour
1 of 13
$2,900
4

Beds

3.0

Baths

2,148

Sq.Ft.

12662 CLEAR SAPPHIRE DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 6391 BREEZE FILLED LANE Winter Garden, FL MLS# O6371982
  • Recently Listed with Virtual Tour
1 of 15
$3,000
4

Beds

2.1

Baths

1,770

Sq.Ft.

6391 BREEZE FILLED LANE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 17670 JAPONICA BLOOM DRIVE Winter Garden, FL MLS# O6372002
  • Recently Listed with Virtual Tour
1 of 80
$5,500
5

Beds

4.1

Baths

3,542

Sq.Ft.

17670 JAPONICA BLOOM DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 5133 CITRUS LEAF BOULEVARD Winter Garden, FL MLS# O6370982
$6,400
4

Beds

3.1

Baths

2,943

Sq.Ft.

5133 CITRUS LEAF BOULEVARD

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 15050 LAKE BESSIE LOOP Winter Garden, FL MLS# G5106240
  • Recently Listed
1 of 47
$4,000
4

Beds

3.1

Baths

2,633

Sq.Ft.

15050 LAKE BESSIE LOOP

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 16067 SCARPETTA STREET Winter Garden, FL MLS# S5141102
  • Recently Listed with Virtual Tour
1 of 42
$3,400
4

Beds

3.1

Baths

2,494

Sq.Ft.

16067 SCARPETTA STREET

Winter Garden, FL

Courtesy of REMAX PREMIER PROPERTIES
View 301 S BOYD STREET 14 Winter Garden, FL MLS# O6371445
  • Recently Listed
1 of 32
$1,800
2

Beds

1.0

Baths

750

Sq.Ft.

301 S BOYD STREET 14

Winter Garden, FL

Courtesy of REAL PROPERTY INTERNATIONAL
View 2069 NERVA ROAD Winter Garden, FL MLS# O6370605
  • Recently Listed with Virtual Tour
1 of 33
$5,000
6

Beds

4.0

Baths

4,280

Sq.Ft.

2069 NERVA ROAD

Winter Garden, FL

Courtesy of CASTRO REALTY GROUP
View 15024 STUTTGART ALLEY Winter Garden, FL MLS# S5141142
  • Recently Listed with Virtual Tour
1 of 31
$2,995
3

Beds

2.1

Baths

2,079

Sq.Ft.

15024 STUTTGART ALLEY

Winter Garden, FL

Courtesy of NAIM REAL ESTATE LLC
View 16274 BRIGHT LEAF ROAD Winter Garden, FL MLS# O6371818
  • Recently Listed with Virtual Tour
1 of 38
$2,750
3

Beds

2.1

Baths

1,553

Sq.Ft.

16274 BRIGHT LEAF ROAD

Winter Garden, FL

Courtesy of ON ME REALTY
View 17538 NORTHLAKE GROVE DR DRIVE Winter Garden, FL MLS# O6371924
  • Recently Listed with Virtual Tour
1 of 80
$2,700
3

Beds

2.1

Baths

1,635

Sq.Ft.

17538 NORTHLAKE GROVE DR DRIVE

Winter Garden, FL

Courtesy of THE FLORIDA LOUNGE REALTY LLC
View 6403 BREEZE FILLED LANE Winter Garden, FL MLS# O6371477
  • Recently Listed with Virtual Tour
1 of 32
$2,700
3

Beds

2.1

Baths

1,683

Sq.Ft.

6403 BREEZE FILLED LANE

Winter Garden, FL

Courtesy of ON ME REALTY
View 12893 HARVEST RAIN Winter Garden, FL MLS# S5141174
  • Recently Listed with Virtual Tour
1 of 44
$4,700
5

Beds

4.1

Baths

3,100

Sq.Ft.

12893 HARVEST RAIN

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 12259 BRACCO STREET Winter Garden, FL MLS# O6371066
  • Recently Listed
1 of 71
$3,000
4

Beds

2.1

Baths

2,082

Sq.Ft.

12259 BRACCO STREET

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

783

Estimated median home price

$589,000
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 6
$100K - 200K 11
$200K - 300K 67
$300K - 400K 78
$400K - 500K 138
$500K - 600K 117
$600K - 700K 89
$700K - 800K 71
$800K - 900K 68
$900K - 1M 48
$1M - Max 90

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 504
Townhouse 123
Condo 111
Commercial 9
Rental 236
Lots and Land 32
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 1
Farms 0

(Data as of 1/9/2026)

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 1/9/2026.