View 851 9TH STREET Winter Garden, FL MLS# O6306969
$1,000,000
0.0

Baths

851 9TH STREET

Winter Garden, FL

Courtesy of HOME WISE REALTY GROUP, INC.
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
View 206 N HIGHLAND AVENUE Winter Garden, FL MLS# O6444632
$999,999
3

Beds

2.1

Baths

1,880

Sq.Ft.

206 N HIGHLAND AVENUE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
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 1711 AMSEL FALLS PARK TERRACE Winter Garden, FL MLS# G5114517
$999,990
5

Beds

4.0

Baths

3,863

Sq.Ft.

1711 AMSEL FALLS PARK TERRACE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
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 14825 ELLINGSWORTH LANE Winter Garden, FL MLS# O6430917
$999,000
5

Beds

4.1

Baths

4,732

Sq.Ft.

14825 ELLINGSWORTH LANE

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 17336 LAKE STAR ROAD Winter Garden, FL MLS# O6435581
  • Virtual Tour
1 of 52
OPEN HOUSE: Saturday 11/14 1:00 PM - 3:00 PM
$997,500
4

Beds

3.1

Baths

3,101

Sq.Ft.

17336 LAKE STAR ROAD

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 15579 HAMLIN BLOSSOM AVENUE Winter Garden, FL MLS# O6455492
  • Recently Listed with Virtual Tour
1 of 98
OPEN HOUSE: Sunday 11/15 12:00 PM - 3:30 PM
$995,000
5

Beds

4.0

Baths

3,577

Sq.Ft.

15579 HAMLIN BLOSSOM AVENUE

Winter Garden, FL

Courtesy of PRISTINE INTERNATIONAL REALTY LLC
View 9493 EMERALD BERRY DRIVE Winter Garden, FL MLS# O6325653
$989,000
4

Beds

3.1

Baths

3,211

Sq.Ft.

9493 EMERALD BERRY DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 20 E DIVISION STREET Winter Garden, FL MLS# O6413659
$985,000
4

Beds

3.0

Baths

2,729

Sq.Ft.

20 E DIVISION STREET

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 6267 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5108489
$980,295
6

Beds

4.0

Baths

4,236

Sq.Ft.

6267 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 12866 EUREKA LEMON DRIVE Winter Garden, FL MLS# TB8560772
  • New Construction with Virtual Tour
1 of 34
$980,095
5

Beds

4.1

Baths

3,736

Sq.Ft.

12866 EUREKA LEMON DRIVE

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 17701 SEIDNER ROAD Winter Garden, FL MLS# O6447065
  • Virtual Tour
1 of 39
$980,000
0.0

Baths

17701 SEIDNER ROAD

Winter Garden, FL

Courtesy of SOUTHERN REALTY ENTERPRISES
View 15365 MARITIME PINE DRIVE Winter Garden, FL MLS# G5114967
$975,060
5

Beds

4.1

Baths

4,024

Sq.Ft.

15365 MARITIME PINE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17144 PHIL C PETERS ROAD Winter Garden, FL MLS# O6260547
$975,000
0.0

Baths

17144 PHIL C PETERS ROAD

Winter Garden, FL

Courtesy of HAMLIN REALTY
View 17242 LAKE STAR ROAD Winter Garden, FL MLS# O6419512
$975,000
4

Beds

3.1

Baths

3,101

Sq.Ft.

17242 LAKE STAR ROAD

Winter Garden, FL

Courtesy of SANMO REALTY, INC
View 9228 BRADLEIGH DRIVE Winter Garden, FL MLS# O6455786
  • Recently Listed with Virtual Tour
1 of 99
$975,000
5

Beds

4.1

Baths

3,602

Sq.Ft.

9228 BRADLEIGH DRIVE

Winter Garden, FL

Courtesy of LAKEFIELD REALTY GROUP LLC
View 231 TBD DRIVE Winter Garden, FL MLS# O6455929
  • Recently Listed with Virtual Tour
1 of 11
$973,550
5

Beds

4.1

Baths

3,894

Sq.Ft.

231 TBD DRIVE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 14140 COUNTRY ESTATE DRIVE Winter Garden, FL MLS# O6397262
$969,000
3

Beds

3.0

Baths

2,346

Sq.Ft.

14140 COUNTRY ESTATE DRIVE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

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

953

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

Price Count
$0 - 100K 1
$100K - 200K 36
$200K - 300K 75
$300K - 400K 68
$400K - 500K 144
$500K - 600K 146
$600K - 700K 116
$700K - 800K 104
$800K - 900K 103
$900K - 1M 54
$1M - Max 106

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 651
Townhouse 143
Condo 117
Commercial 5
Rental 247
Lots and Land 28
Condo/Town/CoOp 0
CoOp 0
Multi Family 5
Mobile Home 1
Farms 0

(Data as of 11/13/2026)

Information deemed reliable but not guaranteed.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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 11/14/2026.