View 15187 CHAPTER WAY Winter Garden, FL MLS# O6371761
  • Recently Listed
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
1 of 65
$3,700
5

Beds

3.0

Baths

3,045

Sq.Ft.

16400 PARABLE WAY

Winter Garden, FL

Courtesy of U KEY REALTY
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
The time to sell is now! THE TIME TO SELL IS NOW!
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
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 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 14
$3,000
4

Beds

2.1

Baths

2,082

Sq.Ft.

12259 BRACCO STREET

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 16848 HAMLIN VISTA ALLEY Winter Garden, FL MLS# O6371173
  • Recently Listed with Virtual Tour
1 of 37
$3,190
4

Beds

3.0

Baths

2,088

Sq.Ft.

16848 HAMLIN VISTA ALLEY

Winter Garden, FL

Courtesy of MCO REALTY GROUP LLC
View 1311 AZALEA WAY Winter Garden, FL MLS# O6370808
  • Recently Listed with Virtual Tour
1 of 14
$1,550
2

Beds

2.0

Baths

938

Sq.Ft.

1311 AZALEA WAY

Winter Garden, FL

Courtesy of 1 ELEVEN REALTY
View 8798 SONOMA COAST DRIVE Winter Garden, FL MLS# O6370688
  • Recently Listed
1 of 16
$3,875
4

Beds

3.1

Baths

2,758

Sq.Ft.

8798 SONOMA COAST DRIVE

Winter Garden, FL

Courtesy of ZEAL REALTY
View 6632 PASTURELANDS PL Winter Garden, FL MLS# S5140980
  • Recently Listed
1 of 51
$3,200
3

Beds

2.1

Baths

2,067

Sq.Ft.

6632 PASTURELANDS PL

Winter Garden, FL

Courtesy of LA ROSA REALTY INTERNACIONAL L
View 8807 EDEN COVE DRIVE Winter Garden, FL MLS# G5106118
  • Recently Listed with Virtual Tour
1 of 29
$4,200
5

Beds

4.1

Baths

3,278

Sq.Ft.

8807 EDEN COVE DRIVE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 15114 STUTTGART ALLEY Winter Garden, FL MLS# O6370592
  • Recently Listed
1 of 23
$2,832
4

Beds

2.1

Baths

1,868

Sq.Ft.

15114 STUTTGART ALLEY

Winter Garden, FL

Courtesy of ORLANDO REALTY & PROPERTY MGNT
View 13848 LANYARD WAY Winter Garden, FL MLS# O6368214
  • Virtual Tour
1 of 20
$3,300
3

Beds

2.0

Baths

1,916

Sq.Ft.

13848 LANYARD WAY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 15070 SUMMER HARVEST STREET Winter Garden, FL MLS# S5140910
  • Recently Listed with Virtual Tour
1 of 37
$3,700
4

Beds

4.1

Baths

2,931

Sq.Ft.

15070 SUMMER HARVEST STREET

Winter Garden, FL

Courtesy of 365 REALTY, INC.
View 18034 CIDER MILL LANE Winter Garden, FL MLS# O6370374
  • Recently Listed with Virtual Tour
1 of 24
$3,850
4

Beds

3.1

Baths

2,474

Sq.Ft.

18034 CIDER MILL LANE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 118 SOUTHERN PECAN CIRCLE 101 Winter Garden, FL MLS# S5141010
  • Recently Listed with Virtual Tour
1 of 5
$1,650
1

Beds

1.0

Baths

738

Sq.Ft.

118 SOUTHERN PECAN CIRCLE 101

Winter Garden, FL

Courtesy of HP PROPERTY SOLUTIONS, 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

763

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

Price Count
$0 - 100K 6
$100K - 200K 10
$200K - 300K 64
$300K - 400K 80
$400K - 500K 135
$500K - 600K 115
$600K - 700K 82
$700K - 800K 70
$800K - 900K 62
$900K - 1M 48
$1M - Max 91

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 491
Townhouse 119
Condo 107
Commercial 9
Rental 223
Lots and Land 33
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 1
Farms 0

(Data as of 1/6/2026)

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 1/7/2026.