View 15002 WINDFLOWER ALLEY Winter Garden, FL MLS# O6360807
$2,350
3

Beds

2.1

Baths

1,536

Sq.Ft.

15002 WINDFLOWER ALLEY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 186 S MAIN STREET Winter Garden, FL MLS# O6359871
  • New Construction with Virtual Tour
1 of 7
$0
16,000

Sq.Ft.

186 S MAIN STREET

Winter Garden, FL

Courtesy of CORCORAN PREMIER REALTY
View 16324 SILVER GROVE BOULEVARD Winter Garden, FL MLS# O6358862
$4,700
5

Beds

4.1

Baths

3,743

Sq.Ft.

16324 SILVER GROVE BOULEVARD

Winter Garden, FL

Courtesy of WINDERMERE INTERNATIONAL REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 17865 ADRIFT ROAD Winter Garden, FL MLS# O6359041
$3,300
4

Beds

3.1

Baths

2,484

Sq.Ft.

17865 ADRIFT ROAD

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 950 S DILLARD STREET Winter Garden, FL MLS# O6359585
  • New Construction with Virtual Tour
1 of 7
$552,900
4,909

Sq.Ft.

950 S DILLARD STREET

Winter Garden, FL

Courtesy of CORCORAN PREMIER REALTY
View 12927 CANOPY WOODS WAY Winter Garden, FL MLS# S5136184
$9,250
5

Beds

4.1

Baths

4,671

Sq.Ft.

12927 CANOPY WOODS WAY

Winter Garden, FL

Courtesy of B LIVE COMMERCIAL AND RESIDENT
View 17582 LAKE STAR ROAD Winter Garden, FL MLS# O6333727
$4,100
4

Beds

3.1

Baths

2,605

Sq.Ft.

17582 LAKE STAR ROAD

Winter Garden, FL

Courtesy of SUNNY 365 REALTY GROUP
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 15000 STRATUS LOOP C1 Winter Garden, FL MLS# O6308729
$2,595
3

Beds

2.0

Baths

1,324

Sq.Ft.

15000 STRATUS LOOP C1

Winter Garden, FL

Courtesy of THE APARTMENT BROTHERS LLC
View 15000 STRATUS LOOP A2 Winter Garden, FL MLS# O6308743
$1,912
1

Beds

1.0

Baths

873

Sq.Ft.

15000 STRATUS LOOP A2

Winter Garden, FL

Courtesy of THE APARTMENT BROTHERS LLC
View 15000 STRATUS LOOP B2 Winter Garden, FL MLS# O6308749
$2,546
2

Beds

2.0

Baths

1,130

Sq.Ft.

15000 STRATUS LOOP B2

Winter Garden, FL

Courtesy of THE APARTMENT BROTHERS LLC
View 17061 WATER SPRING BOULEVARD Winter Garden, FL MLS# O6304776
$2,700
3

Beds

2.1

Baths

1,568

Sq.Ft.

17061 WATER SPRING BOULEVARD

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 15467 SUGAR CITRUS DRIVE Winter Garden, FL MLS# S5121940
$2,700
4

Beds

3.0

Baths

1,853

Sq.Ft.

15467 SUGAR CITRUS DRIVE

Winter Garden, FL

Courtesy of MD3 HOMES LLC
View 776 BUSINESS PARK BOULEVARD Winter Garden, FL MLS# G5092094
$155,100
10,340

Sq.Ft.

776 BUSINESS PARK BOULEVARD

Winter Garden, FL

Courtesy of ENGEL & VOLKERS CLERMONT
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 14075 FRASIER STREET Winter Garden, FL MLS# S5117084
  • New Construction with Virtual Tour
1 of 14
$2,799
4

Beds

2.1

Baths

2,082

Sq.Ft.

14075 FRASIER STREET

Winter Garden, FL

Courtesy of JASON MITCHELL REAL ESTATE FLO
View 7816 Summerlake Pointe BOULEVARD Winter Garden, FL MLS# O6203136
  • Recently Listed with Virtual Tour
1 of 17
$4,000
4

Beds

2.1

Baths

3,484

Sq.Ft.

7816 Summerlake Pointe BOULEVARD

Winter Garden, FL

Courtesy of FOURSQUARE REAL ESTATE

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

1,052

Estimated median home price

$615,000
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

PriceCount
$0 - 100K1
$100K - 200K24
$200K - 300K87
$300K - 400K80
$400K - 500K145
$500K - 600K174
$600K - 700K130
$700K - 800K117
$800K - 900K91
$900K - 1M73
$1M - Max130

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family736
Townhouse138
Condo138
Commercial11
Rental199
Lots and Land26
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 6/6/2026)

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 6/7/2026.