View 851 9TH STREET Winter Garden, FL MLS# O6306969
$1,000,000
Studio

Beds

0.0

Baths

851 9TH STREET

Winter Garden, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 1711 AMSEL FALLS PARK TERRACE Winter Garden, FL MLS# O6346377
$1,000,000
5

Beds

4.0

Baths

3,863

Sq.Ft.

1711 AMSEL FALLS PARK TERRACE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 9207 BUSACO PARK WAY Winter Garden, FL MLS# O6366636
$1,000,000
5

Beds

4.0

Baths

3,291

Sq.Ft.

9207 BUSACO PARK WAY

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 13822 JOMATT LOOP Winter Garden, FL MLS# O6411926
  • Recently Listed
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
View 10007 LITTLE ALCOVE LOOP Winter Garden, FL MLS# S5132434
$999,990
4

Beds

3.1

Baths

2,921

Sq.Ft.

10007 LITTLE ALCOVE LOOP

Winter Garden, FL

Courtesy of MBT REALTY LLC
View 6394 WILD PERSIMMON WAY Winter Garden, FL MLS# G5107546
$999,990
6

Beds

4.0

Baths

4,236

Sq.Ft.

6394 WILD PERSIMMON WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
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 6352 WILD PERSIMMON WAY Winter Garden, FL MLS# G5107315
$999,914
6

Beds

4.0

Baths

4,236

Sq.Ft.

6352 WILD PERSIMMON WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15377 MARITIME PINE DRIVE Winter Garden, FL MLS# G5109533
$999,315
6

Beds

4.0

Baths

4,222

Sq.Ft.

15377 MARITIME PINE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 9493 EMERALD BERRY DRIVE Winter Garden, FL MLS# O6325653
$999,000
4

Beds

3.1

Baths

3,211

Sq.Ft.

9493 EMERALD BERRY DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 17552 LAKE STAR ROAD Winter Garden, FL MLS# O6344668
$999,000
4

Beds

3.1

Baths

2,605

Sq.Ft.

17552 LAKE STAR ROAD

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 6523 SHORE JUNIPER STREET Winter Garden, FL MLS# G5102345
$998,535
6

Beds

4.0

Baths

4,222

Sq.Ft.

6523 SHORE JUNIPER STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15219 MARITIME PINE DRIVE Winter Garden, FL MLS# G5107311
$998,124
6

Beds

4.0

Baths

4,236

Sq.Ft.

15219 MARITIME PINE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 16827 SANCTUARY DRIVE Winter Garden, FL MLS# S5148416
$998,000
4

Beds

3.0

Baths

2,281

Sq.Ft.

16827 SANCTUARY DRIVE

Winter Garden, FL

Courtesy of EASY REALTY SERVICES INC
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 9549 BOLERO ROAD Winter Garden, FL MLS# O6340193
$997,000
5

Beds

3.1

Baths

3,910

Sq.Ft.

9549 BOLERO ROAD

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 14140 COUNTRY ESTATE DRIVE Winter Garden, FL MLS# O6397262
$996,975
4

Beds

3.0

Baths

2,346

Sq.Ft.

14140 COUNTRY ESTATE DRIVE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 9319 BRADLEIGH DRIVE Winter Garden, FL MLS# O6362694
$995,000
5

Beds

4.1

Baths

3,602

Sq.Ft.

9319 BRADLEIGH DRIVE

Winter Garden, FL

Courtesy of THE PROPERTY STOP LLC
View 5150 CITRUS LEAF BOULEVARD Winter Garden, FL MLS# O6404827
$995,000
5

Beds

4.1

Baths

3,461

Sq.Ft.

5150 CITRUS LEAF BOULEVARD

Winter Garden, FL

Courtesy of MS LAND & BUILDING LLC
View 13037 SANDCASTLE DRIVE Winter Garden, FL MLS# O6387932
  • Adult Community with Virtual Tour
1 of 50
$994,295
3

Beds

3.0

Baths

2,902

Sq.Ft.

13037 SANDCASTLE DRIVE

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA 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

1,040

Estimated median home price

$609,306
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 - 200K25
$200K - 300K96
$300K - 400K79
$400K - 500K142
$500K - 600K172
$600K - 700K127
$700K - 800K114
$800K - 900K87
$900K - 1M72
$1M - Max125

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family718
Townhouse136
Condo143
Commercial10
Rental214
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 5/29/2026)

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 5/29/2026.