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 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 16217 LAKE JOHNS CIRCLE Winter Garden, FL MLS# O6409098
  • Recently Listed with Virtual Tour
1 of 65
$1,200,000
5

Beds

5.0

Baths

4,659

Sq.Ft.

16217 LAKE JOHNS CIRCLE

Winter Garden, FL

Courtesy of HOMEFIRST REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 16776 BROADWATER AVENUE Winter Garden, FL MLS# O6407043
  • Recently Listed with Virtual Tour
1 of 75
$1,324,000
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
  • Recently Listed with Virtual Tour
1 of 68
$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 15554 PANTHER LAKE DRIVE Winter Garden, FL MLS# O6405046
  • Recently Listed with Virtual Tour
1 of 81
$1,399,000
5

Beds

4.1

Baths

4,345

Sq.Ft.

15554 PANTHER LAKE DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 9827 BEACH PORT DRIVE Winter Garden, FL MLS# O6405480
$1,374,990
5

Beds

3.1

Baths

3,910

Sq.Ft.

9827 BEACH PORT DRIVE

Winter Garden, FL

Courtesy of SERHANT
View 16783 TURTLE HATCH DRIVE Winter Garden, FL MLS# O6404708
  • Recently Listed with Virtual Tour
1 of 61
$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
  • Virtual Tour
1 of 75
OPEN HOUSE: Saturday 5/23 1:30 PM - 4:30 PM
$1,175,000
4

Beds

4.0

Baths

3,698

Sq.Ft.

14001 COUNTRY ESTATE DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 15196 LAKE CLAIRE OVERLOOK DRIVE Winter Garden, FL MLS# O6397637
$1,155,000
5

Beds

4.0

Baths

3,505

Sq.Ft.

15196 LAKE CLAIRE OVERLOOK DRIVE

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 12241 ENCORE AT OVATION WAY Winter Garden, FL MLS# O6403198
  • Recently Listed with Virtual Tour
1 of 94
OPEN HOUSE: Saturday 5/23 10:00 AM - 1:00 PM
$1,190,000
5

Beds

4.0

Baths

3,693

Sq.Ft.

12241 ENCORE AT OVATION WAY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 705 GARDEN WEST TERRACE Winter Garden, FL MLS# O6403363
  • Recently Listed with Virtual Tour
1 of 43
$1,350,000
4

Beds

3.0

Baths

2,698

Sq.Ft.

705 GARDEN WEST TERRACE

Winter Garden, FL

Courtesy of REGENCY REAL ESTATE LLC
View 10174 MERRYMEETING BAY DRIVE Winter Garden, FL MLS# O6402434
$1,100,000
4

Beds

3.1

Baths

2,758

Sq.Ft.

10174 MERRYMEETING BAY DRIVE

Winter Garden, FL

Courtesy of LUXE PROPERTIES LLC
View 15200 LAKE CLAIRE OVERLOOK DRIVE Winter Garden, FL MLS# O6401205
$1,325,000
5

Beds

4.0

Baths

3,904

Sq.Ft.

15200 LAKE CLAIRE OVERLOOK DRIVE

Winter Garden, FL

Courtesy of CLOCK TOWER REALTY
View 13536 SUNSET LAKES CIRCLE Winter Garden, FL MLS# O6399227
$1,150,000
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
$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 17425 LAKE INGRAM ROAD Winter Garden, FL MLS# O6397109
$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 14038 JOMATT LOOP Winter Garden, FL MLS# O6394977
$1,059,000
4

Beds

3.1

Baths

4,105

Sq.Ft.

14038 JOMATT LOOP

Winter Garden, FL

Courtesy of INFINITY REALTY GROUP 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

1,050

Estimated median home price

$609,945
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 - 100K2
$100K - 200K22
$200K - 300K100
$300K - 400K81
$400K - 500K142
$500K - 600K169
$600K - 700K128
$700K - 800K120
$800K - 900K86
$900K - 1M75
$1M - Max125

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family722
Townhouse141
Condo146
Commercial10
Rental214
Lots and Land28
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 5/22/2026)

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 5/22/2026.