View 430 SOUTHERN PECAN CIRCLE 101 Winter Garden, FL MLS# O6409326
  • Recently Listed with Virtual Tour
1 of 32
$1,995
2

Beds

2.0

Baths

1,152

Sq.Ft.

430 SOUTHERN PECAN CIRCLE 101

Winter Garden, FL

Courtesy of CANI PROPERTY MANAGEMENT
View 13370 DANIELS LANDING CIRCLE Winter Garden, FL MLS# O6408989
  • Recently Listed with Virtual Tour
1 of 26
$2,275
2

Beds

2.1

Baths

1,236

Sq.Ft.

13370 DANIELS LANDING CIRCLE

Winter Garden, FL

Courtesy of EATON REALTY SERVICES
View 16031 SILVER BROOK WAY Winter Garden, FL MLS# O6409094
  • Recently Listed with Virtual Tour
1 of 37
$6,500
5

Beds

4.1

Baths

3,979

Sq.Ft.

16031 SILVER BROOK WAY

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
The time to sell is now! THE TIME TO SELL IS NOW!
View 9354 LAKE HICKORY NUT DRIVE Winter Garden, FL MLS# O6408572
$4,750
3

Beds

3.1

Baths

2,278

Sq.Ft.

9354 LAKE HICKORY NUT DRIVE

Winter Garden, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 15064 GROVE LAKE DRIVE Winter Garden, FL MLS# O6408824
  • Recently Listed with Virtual Tour
1 of 12
$3,300
3

Beds

2.1

Baths

1,846

Sq.Ft.

15064 GROVE LAKE DRIVE

Winter Garden, FL

Courtesy of AMERILEAD REALTY LLC
View 15212 TRIBUTE OVATION WAY Winter Garden, FL MLS# O6408830
  • Recently Listed with Virtual Tour
1 of 9
$3,200
3

Beds

2.1

Baths

1,688

Sq.Ft.

15212 TRIBUTE OVATION WAY

Winter Garden, FL

Courtesy of RIGHTHOUSE REALTY LLC
View 15602 COMPASS ROSE STREET Winter Garden, FL MLS# O6408929
  • Recently Listed with Virtual Tour
1 of 69
$3,900
5

Beds

4.1

Baths

3,227

Sq.Ft.

15602 COMPASS ROSE STREET

Winter Garden, FL

Courtesy of SPRING REALTY ONE LLC
View 15086 LEBEAU LOOP Winter Garden, FL MLS# O6408906
  • Recently Listed with Virtual Tour
1 of 34
$3,275
4

Beds

4.0

Baths

2,688

Sq.Ft.

15086 LEBEAU LOOP

Winter Garden, FL

Courtesy of SPRING REALTY ONE LLC
View 15250 SUNRISE GROVE COURT Winter Garden, FL MLS# S5150199
  • Recently Listed with Virtual Tour
1 of 21
$2,700
3

Beds

2.1

Baths

1,874

Sq.Ft.

15250 SUNRISE GROVE COURT

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 14286 BRAEMAR STREET Winter Garden, FL MLS# O6408832
  • Recently Listed with Virtual Tour
1 of 18
$2,850
4

Beds

2.1

Baths

2,114

Sq.Ft.

14286 BRAEMAR STREET

Winter Garden, FL

Courtesy of POINTON REALTY INC
View 11965 BRACCO STREET Winter Garden, FL MLS# O6407048
  • Recently Listed with Virtual Tour
1 of 58
$3,600
4

Beds

3.0

Baths

2,424

Sq.Ft.

11965 BRACCO STREET

Winter Garden, FL

Courtesy of ALLUX REAL ESTATE LLC
View 10264 LOVE STORY STREET Winter Garden, FL MLS# O6409006
  • Recently Listed with Virtual Tour
1 of 35
$6,000
5

Beds

3.0

Baths

3,359

Sq.Ft.

10264 LOVE STORY STREET

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 8119 LAUGHING GULL STREET Winter Garden, FL MLS# O6408656
  • Recently Listed with Virtual Tour
1 of 45
$3,400
3

Beds

2.0

Baths

2,043

Sq.Ft.

8119 LAUGHING GULL STREET

Winter Garden, FL

Courtesy of RC REALTY GROUP INC
View 10768 RHETT BUTLER ALLEY Winter Garden, FL MLS# O6408601
  • Recently Listed with Virtual Tour
1 of 36
$2,750
3

Beds

2.1

Baths

1,636

Sq.Ft.

10768 RHETT BUTLER ALLEY

Winter Garden, FL

Courtesy of KARDOSH REALTY
View 7254 DUXBURY LN Winter Garden, FL MLS# O6407524
  • Recently Listed with Virtual Tour
1 of 18
$2,600
2

Beds

2.1

Baths

1,752

Sq.Ft.

7254 DUXBURY LN

Winter Garden, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 525 GARDEN HEIGHTS DR Winter Garden, FL MLS# O6407564
$2,550
3

Beds

2.0

Baths

1,693

Sq.Ft.

525 GARDEN HEIGHTS DR

Winter Garden, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 731 KLONDIKE STREET Winter Garden, FL MLS# TB8509410
  • Recently Listed with Virtual Tour
1 of 10
$2,000
3

Beds

1.0

Baths

958

Sq.Ft.

731 KLONDIKE STREET

Winter Garden, FL

Courtesy of ELITE KY HOMES, LLC
View 6713 MARMALADE ALLEY Winter Garden, FL MLS# O6408551
  • Recently Listed with Virtual Tour
1 of 52
$3,350
4

Beds

3.0

Baths

1,845

Sq.Ft.

6713 MARMALADE ALLEY

Winter Garden, FL

Courtesy of ALLIANCE REALTY ENTERPRISES INC
View 1761 DELAFIELD DRIVE Winter Garden, FL MLS# O6407604
  • Recently Listed with Virtual Tour
1 of 15
$3,000
3

Beds

2.0

Baths

2,400

Sq.Ft.

1761 DELAFIELD DRIVE

Winter Garden, FL

Courtesy of UPSIDE REAL ESTATE INC
View 16039 JUNIPER INLET ALLEY Winter Garden, FL MLS# O6408214
  • Recently Listed with Virtual Tour
1 of 21
$2,500
3

Beds

2.1

Baths

1,568

Sq.Ft.

16039 JUNIPER INLET ALLEY

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

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

1,037

Estimated median home price

$609,990
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 - 300K100
$300K - 400K80
$400K - 500K140
$500K - 600K165
$600K - 700K128
$700K - 800K120
$800K - 900K85
$900K - 1M76
$1M - Max120

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family712
Townhouse139
Condo144
Commercial10
Rental214
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 5/20/2026)

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 5/20/2026.