View 440 TIERRA VERDE LANE Winter Garden, FL MLS# O6412260
  • Recently Listed with Virtual Tour
1 of 50
$1,200,000
4

Beds

3.0

Baths

3,512

Sq.Ft.

440 TIERRA VERDE LANE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 14240 COLONIAL POINTE DRIVE Winter Garden, FL MLS# O6412255
  • Recently Listed with Virtual Tour
1 of 48
$1,275,000
6

Beds

5.1

Baths

4,816

Sq.Ft.

14240 COLONIAL POINTE DRIVE

Winter Garden, FL

Courtesy of BHHS FLORIDA REALTY
View 13822 JOMATT LOOP Winter Garden, FL MLS# O6411926
  • Recently Listed with Virtual Tour
1 of 37
$1,000,000
4

Beds

3.1

Baths

3,828

Sq.Ft.

13822 JOMATT LOOP

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 16104 SANDHILL ROAD Winter Garden, FL MLS# O6411589
$1,020,000
3

Beds

2.0

Baths

1,364

Sq.Ft.

16104 SANDHILL ROAD

Winter Garden, FL

Courtesy of CLOCK TOWER REALTY
View 9586 MEADOW HUNT WAY Winter Garden, FL MLS# S5150536
  • Recently Listed with Virtual Tour
1 of 70
$1,099,000
6

Beds

5.0

Baths

3,942

Sq.Ft.

9586 MEADOW HUNT WAY

Winter Garden, FL

Courtesy of NAIM REAL ESTATE LLC
View 9189 BUSACO PARK WAY Winter Garden, FL MLS# O6410698
  • Recently Listed with Virtual Tour
1 of 74
$1,300,000
4

Beds

4.0

Baths

3,424

Sq.Ft.

9189 BUSACO PARK WAY

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 13181 TOOLCROSS WAY Winter Garden, FL MLS# O6410984
  • Recently Listed with Virtual Tour
1 of 87
$1,100,000
5

Beds

4.0

Baths

3,894

Sq.Ft.

13181 TOOLCROSS WAY

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 16746 TURTLE HATCH DRIVE Winter Garden, FL MLS# O6406556
  • Recently Listed with Virtual Tour
1 of 65
$1,265,000
6

Beds

4.1

Baths

4,451

Sq.Ft.

16746 TURTLE HATCH DRIVE

Winter Garden, FL

Courtesy of CLOCK TOWER REALTY
View 12469 WESTFIELD LAKES CIRCLE Winter Garden, FL MLS# O6409038
$1,039,000
5

Beds

4.0

Baths

3,451

Sq.Ft.

12469 WESTFIELD LAKES CIRCLE

Winter Garden, FL

Courtesy of CLOCK TOWER REALTY
View 9186 BRADLEIGH DRIVE Winter Garden, FL MLS# O6408534
$1,099,000
4

Beds

3.1

Baths

3,090

Sq.Ft.

9186 BRADLEIGH DRIVE

Winter Garden, FL

Courtesy of TALENT REALTY SOLUTIONS
View 16323 BRIGHT LEAF ROAD Winter Garden, FL MLS# O6407909
  • New Construction with Virtual Tour
1 of 38
$998,000
5

Beds

4.1

Baths

3,676

Sq.Ft.

16323 BRIGHT LEAF ROAD

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 16217 LAKE JOHNS CIRCLE Winter Garden, FL MLS# O6409098
$1,200,000
5

Beds

5.0

Baths

4,659

Sq.Ft.

16217 LAKE JOHNS CIRCLE

Winter Garden, FL

Courtesy of HOMEFIRST REAL ESTATE
View 16776 BROADWATER AVENUE Winter Garden, FL MLS# O6407043
  • Recently Listed with Virtual Tour
1 of 75
OPEN HOUSE: Sunday 6/7 1:00 PM - 4:00 PM
$1,299,900
5

Beds

4.1

Baths

3,713

Sq.Ft.

16776 BROADWATER AVENUE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 912 LANDRUM DRIVE Winter Garden, FL MLS# O6407616
$1,300,000
4

Beds

3.0

Baths

2,834

Sq.Ft.

912 LANDRUM DRIVE

Winter Garden, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 14359 MAGNOLIA RIDGE LOOP Winter Garden, FL MLS# O6408165
  • Recently Listed with Virtual Tour
1 of 19
$1,018,000
5

Beds

3.1

Baths

3,881

Sq.Ft.

14359 MAGNOLIA RIDGE LOOP

Winter Garden, FL

Courtesy of BAMYOU REALTY
View 403 WINTER GROVE BOULEVARD Winter Garden, FL MLS# O6405130
  • New Construction with Virtual Tour
1 of 39
$999,961
5

Beds

3.1

Baths

2,681

Sq.Ft.

403 WINTER GROVE BOULEVARD

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 16783 TURTLE HATCH DRIVE Winter Garden, FL MLS# O6404708
$1,199,999
5

Beds

5.1

Baths

3,513

Sq.Ft.

16783 TURTLE HATCH DRIVE

Winter Garden, FL

Courtesy of SIERRA REALTY GROUP LLC
View 642 MEDORA WAY Winter Garden, FL MLS# O6403542
  • New Construction with Virtual Tour
1 of 1
$1,140,150
4

Beds

3.0

Baths

3,109

Sq.Ft.

642 MEDORA WAY

Winter Garden, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 650 MEDORA WAY Winter Garden, FL MLS# O6403543
  • New Construction with Virtual Tour
1 of 1
$1,152,190
4

Beds

3.0

Baths

2,902

Sq.Ft.

650 MEDORA WAY

Winter Garden, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 14001 COUNTRY ESTATE DRIVE Winter Garden, FL MLS# O6403044
$1,175,000
4

Beds

4.0

Baths

3,698

Sq.Ft.

14001 COUNTRY ESTATE DRIVE

Winter Garden, FL

Courtesy of EXP REALTY 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

1,037

Estimated median home price

$609,850
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 - 200K26
$200K - 300K92
$300K - 400K78
$400K - 500K145
$500K - 600K170
$600K - 700K128
$700K - 800K113
$800K - 900K85
$900K - 1M70
$1M - Max129

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family718
Townhouse135
Condo143
Commercial10
Rental210
Lots and Land27
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 6/2/2026)

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 6/3/2026.