View 13536 SUNSET LAKES CIRCLE Winter Garden, FL MLS# O6399227
  • Recently Listed with Virtual Tour
1 of 68
$1,200,000
5

Beds

4.0

Baths

3,389

Sq.Ft.

13536 SUNSET LAKES CIRCLE

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 15161 CANOE PLACE Winter Garden, FL MLS# O6398949
  • Recently Listed with Virtual Tour
1 of 63
$1,200,000
5

Beds

4.1

Baths

3,816

Sq.Ft.

15161 CANOE PLACE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 5401 BOWMAN DRIVE Winter Garden, FL MLS# O6390128
$1,250,000
4

Beds

3.1

Baths

4,044

Sq.Ft.

5401 BOWMAN DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
The time to sell is now! THE TIME TO SELL IS NOW!
View 17425 LAKE INGRAM ROAD Winter Garden, FL MLS# O6397109
  • Recently Listed with Virtual Tour
1 of 38
$1,199,999
4

Beds

1.1

Baths

2,246

Sq.Ft.

17425 LAKE INGRAM ROAD

Winter Garden, FL

Courtesy of THE PROPERTY PROS REAL ESTATE, INC
View 15594 SHOREBIRD LANE Winter Garden, FL MLS# S5147208
  • Recently Listed with Virtual Tour
1 of 84
OPEN HOUSE: Friday 4/17 4:00 PM - 6:00 PM
$1,258,000
4

Beds

3.1

Baths

3,022

Sq.Ft.

15594 SHOREBIRD LANE

Winter Garden, FL

Courtesy of PREMIUM PROPERTIES R.E SERVICE
View 12025 ENCORE AT OVATION WAY Winter Garden, FL MLS# O6395850
  • Recently Listed with Virtual Tour
1 of 98
$1,325,000
5

Beds

4.0

Baths

4,321

Sq.Ft.

12025 ENCORE AT OVATION WAY

Winter Garden, FL

Courtesy of NONA LEGACY POWERED BY LA ROSA
View 706 CANOPY ESTATES DRIVE Winter Garden, FL MLS# O6394059
  • Recently Listed with Virtual Tour
1 of 49
$1,337,000
5

Beds

5.2

Baths

4,019

Sq.Ft.

706 CANOPY ESTATES DRIVE

Winter Garden, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 14255 HAMPSHIRE BAY CIRCLE Winter Garden, FL MLS# O6395612
  • Recently Listed with Virtual Tour
1 of 73
$1,300,000
4

Beds

4.1

Baths

4,625

Sq.Ft.

14255 HAMPSHIRE BAY CIRCLE

Winter Garden, FL

Courtesy of WEMERT GROUP REALTY LLC
View 8978 SONOMA COAST DRIVE Winter Garden, FL MLS# O6393744
  • Recently Listed with Virtual Tour
1 of 76
$1,299,500
5

Beds

3.1

Baths

3,911

Sq.Ft.

8978 SONOMA COAST DRIVE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 743 CANOPY ESTATES DRIVE Winter Garden, FL MLS# O6392705
$1,499,999
5

Beds

5.2

Baths

4,283

Sq.Ft.

743 CANOPY ESTATES DRIVE

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 243 ZACHARY WADE STREET Winter Garden, FL MLS# O6391909
$1,398,500
5

Beds

3.1

Baths

3,097

Sq.Ft.

243 ZACHARY WADE STREET

Winter Garden, FL

Courtesy of REGENCY REAL ESTATE LLC
View 12934 CANOPY WOODS WAY WAY Winter Garden, FL MLS# O6390704
$1,370,000
4

Beds

4.1

Baths

3,665

Sq.Ft.

12934 CANOPY WOODS WAY WAY

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 15195 LAKE CLAIRE OVERLOOK DRIVE Winter Garden, FL MLS# O6389732
$1,295,000
4

Beds

3.0

Baths

3,844

Sq.Ft.

15195 LAKE CLAIRE OVERLOOK DRIVE

Winter Garden, FL

Courtesy of CLOCK TOWER REALTY
View 15686 PANTHER LAKE DRIVE Winter Garden, FL MLS# O6390015
$1,300,000
4

Beds

3.2

Baths

3,094

Sq.Ft.

15686 PANTHER LAKE DRIVE

Winter Garden, FL

Courtesy of JOHN SILVA REALTY & ASSOCIATES
View 617 CANOPY ESTATES DRIVE Winter Garden, FL MLS# O6389100
$1,200,000
4

Beds

4.1

Baths

3,624

Sq.Ft.

617 CANOPY ESTATES DRIVE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 17588 LAKE STAR ROAD Winter Garden, FL MLS# O6387269
$1,195,000
5

Beds

4.0

Baths

4,026

Sq.Ft.

17588 LAKE STAR ROAD

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 671 CANOPY ESTATES DRIVE Winter Garden, FL MLS# O6383438
$1,325,000
5

Beds

4.1

Baths

4,490

Sq.Ft.

671 CANOPY ESTATES DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 156 STANTON ESTATES CIRCLE Winter Garden, FL MLS# O6384801
$1,200,000
4

Beds

4.0

Baths

3,170

Sq.Ft.

156 STANTON ESTATES CIRCLE

Winter Garden, FL

Courtesy of FATHOM REALTY FL LLC
View 441 COURTLEA OAKS BOULEVARD Winter Garden, FL MLS# O6385964
$1,199,900
5

Beds

4.1

Baths

4,001

Sq.Ft.

441 COURTLEA OAKS BOULEVARD

Winter Garden, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 14501 WABASSO LOOP Winter Garden, FL MLS# O6386968
  • Virtual Tour
1 of 99
$1,399,000
5

Beds

4.1

Baths

4,030

Sq.Ft.

14501 WABASSO LOOP

Winter Garden, FL

Courtesy of NEXTHOME LOTT PREMIER 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

973

Estimated median home price

$595,000
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 1
$100K - 200K 19
$200K - 300K 95
$300K - 400K 81
$400K - 500K 148
$500K - 600K 156
$600K - 700K 118
$700K - 800K 98
$800K - 900K 85
$900K - 1M 65
$1M - Max 107

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 672
Townhouse 134
Condo 129
Commercial 12
Rental 232
Lots and Land 24
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 1
Farms 0

(Data as of 4/15/2026)

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 4/16/2026.