View 7159 AVALON ROAD 6 Winter Garden, FL MLS# G5097039
  • New Construction with Virtual Tour
1 of 21
$463,632
9,736

Sq.Ft.

7159 AVALON ROAD 6

Winter Garden, FL

Courtesy of MORRIS REALTY AND INVESTMENTS
View 162 W PLANT STREET Winter Garden, FL MLS# O6307356
  • Virtual Tour
1 of 41
$451,715
18,910

Sq.Ft.

162 W PLANT STREET

Winter Garden, FL

Courtesy of BEYOND COMMERCIAL
View 776 BUSINESS PARK BOULEVARD Winter Garden, FL MLS# G5092094
$175,780
10,340

Sq.Ft.

776 BUSINESS PARK BOULEVARD

Winter Garden, FL

Courtesy of ENGEL & VOLKERS CLERMONT
The time to sell is now! THE TIME TO SELL IS NOW!
View 12324 W COLONIAL DRIVE Winter Garden, FL MLS# O6264561
  • New Construction with Virtual Tour
1 of 19
$54,000
3,025

Sq.Ft.

12324 W COLONIAL DRIVE

Winter Garden, FL

Courtesy of ROI AVE LLC
View 705 HENNIS ROAD Winter Garden, FL MLS# O6390677
  • Recently Listed with Virtual Tour
1 of 18
$52,206
11,865

Sq.Ft.

705 HENNIS ROAD

Winter Garden, FL

Courtesy of ROI AVE LLC
View 7556 JOHN HANCOCK DRIVE Winter Garden, FL MLS# O6380128
  • New Construction with Virtual Tour
1 of 95
$18,000
5

Beds

6.1

Baths

5,108

Sq.Ft.

7556 JOHN HANCOCK DRIVE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 15704 MARINA BAY DRIVE Winter Garden, FL MLS# O6380878
$11,500
5

Beds

5.1

Baths

5,005

Sq.Ft.

15704 MARINA BAY DRIVE

Winter Garden, FL

Courtesy of DOUBLE M GROUP COMPANY
View 12927 CANOPY WOODS WAY Winter Garden, FL MLS# S5136184
$9,995
5

Beds

4.1

Baths

4,671

Sq.Ft.

12927 CANOPY WOODS WAY

Winter Garden, FL

Courtesy of B LIVE COMMERCIAL AND RESIDENT
View 7567 GREEN MOUNTAIN WAY Winter Garden, FL MLS# O6368418
$9,500
5

Beds

4.1

Baths

4,929

Sq.Ft.

7567 GREEN MOUNTAIN WAY

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 1021 TEMPLE GROVE PLACE Winter Garden, FL MLS# O6386985
  • Recently Listed with Virtual Tour
1 of 64
$8,500
4

Beds

4.1

Baths

3,185

Sq.Ft.

1021 TEMPLE GROVE PLACE

Winter Garden, FL

Courtesy of MAINFRAME REAL ESTATE
View 16887 WINGSPREAD LOOP Winter Garden, FL MLS# O6389628
  • Recently Listed with Virtual Tour
1 of 38
$7,500
6

Beds

4.0

Baths

3,906

Sq.Ft.

16887 WINGSPREAD LOOP

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 3265 HIDDEN LAKE DRIVE Winter Garden, FL MLS# O6386112
$6,995
5

Beds

4.0

Baths

3,694

Sq.Ft.

3265 HIDDEN LAKE DRIVE

Winter Garden, FL

Courtesy of BHHS FLORIDA REALTY
View 4306 OLD SYCAMORE LOOP Winter Garden, FL MLS# O6376530
$6,600
5

Beds

3.1

Baths

4,050

Sq.Ft.

4306 OLD SYCAMORE LOOP

Winter Garden, FL

Courtesy of SELECTA REALTY LLC
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 16405 SILVER BROOK WAY Winter Garden, FL MLS# O6385978
$6,300
5

Beds

4.1

Baths

3,619

Sq.Ft.

16405 SILVER BROOK WAY

Winter Garden, FL

Courtesy of CELEBRITY GLOBAL REALTY LLC
View 5301 CITRUS LEAF BOULEVARD Winter Garden, FL MLS# O6372658
$6,000
5

Beds

4.1

Baths

3,871

Sq.Ft.

5301 CITRUS LEAF BOULEVARD

Winter Garden, FL

Courtesy of CELEBRITY GLOBAL REALTY LLC
View 15372 GILLIGAN COURT Winter Garden, FL MLS# O6391140
  • Recently Listed with Virtual Tour
1 of 33
$6,000
4

Beds

3.1

Baths

2,781

Sq.Ft.

15372 GILLIGAN COURT

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 5229 CITRUS LEAF BOULEVARD Winter Garden, FL MLS# O6357630
  • New Construction with Virtual Tour
1 of 69
$5,600
4

Beds

3.1

Baths

3,300

Sq.Ft.

5229 CITRUS LEAF BOULEVARD

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 876 LANDRUM DRIVE Winter Garden, FL MLS# O6389043
  • Recently Listed with Virtual Tour
1 of 20
$5,500
3

Beds

3.1

Baths

2,289

Sq.Ft.

876 LANDRUM DRIVE

Winter Garden, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 14931 LEBEAU LOOP Winter Garden, FL MLS# O6376599
  • Virtual Tour
1 of 57
$5,400
4

Beds

3.1

Baths

2,832

Sq.Ft.

14931 LEBEAU LOOP

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS

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

941

Estimated median home price

$588,900
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 4
$100K - 200K 12
$200K - 300K 92
$300K - 400K 79
$400K - 500K 153
$500K - 600K 160
$600K - 700K 111
$700K - 800K 91
$800K - 900K 74
$900K - 1M 60
$1M - Max 105

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 644
Townhouse 135
Condo 126
Commercial 11
Rental 229
Lots and Land 23
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 1
Farms 0

(Data as of 3/18/2026)

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 3/20/2026.