View 16754 OAKBORO STREET Winter Garden, FL MLS# O6404652
  • Virtual Tour
1 of 85
OPEN HOUSE: Sunday 7/26 2:00 PM - 5:00 PM
$520,000
4

Beds

3.1

Baths

2,477

Sq.Ft.

16754 OAKBORO STREET

Winter Garden, FL

View 15157 AQUA SOL LANE Winter Garden, FL MLS# S5149095
  • Adult Community with Virtual Tour
1 of 39
$429,000
2

Beds

2.0

Baths

1,574

Sq.Ft.

15157 AQUA SOL LANE

Winter Garden, FL

Courtesy of RE/MAX SELECT GROUP
View 12362 BRACCO STREET Winter Garden, FL MLS# O6404125
$495,000
4

Beds

2.1

Baths

2,094

Sq.Ft.

12362 BRACCO STREET

Winter Garden, FL

Courtesy of ELITE INTERNATIONAL REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 5755 CYPRESS HILL ROAD Winter Garden, FL MLS# O6404161
$455,000
3

Beds

2.1

Baths

1,797

Sq.Ft.

5755 CYPRESS HILL ROAD

Winter Garden, FL

View 15419 UGLIS ALLEY Winter Garden, FL MLS# O6403047
$549,900
3

Beds

2.1

Baths

2,270

Sq.Ft.

15419 UGLIS ALLEY

Winter Garden, FL

View 14099 LOCHEND WAY Winter Garden, FL MLS# O6404015
$468,000
3

Beds

2.1

Baths

1,720

Sq.Ft.

14099 LOCHEND WAY

Winter Garden, FL

View 12003 HOLYSTONE STREET Winter Garden, FL MLS# L4961121
$445,000
3

Beds

2.1

Baths

1,814

Sq.Ft.

12003 HOLYSTONE STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY Y
View 16570 BARBOURS CREEK WAY Winter Garden, FL MLS# O6403257
  • New Construction with Virtual Tour
1 of 15
$414,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

16570 BARBOURS CREEK WAY

Winter Garden, FL

View 113 W DIVISION STREET Winter Garden, FL MLS# S5148787
$525,990
3

Beds

2.0

Baths

1,487

Sq.Ft.

113 W DIVISION STREET

Winter Garden, FL

View 9354 MEADOW HUNT WAY Winter Garden, FL MLS# O6400695
$525,000
3

Beds

2.1

Baths

2,079

Sq.Ft.

9354 MEADOW HUNT WAY

Winter Garden, FL

View 2281 OAKINGTON STREET Winter Garden, FL MLS# S5148475
$465,000
3

Beds

2.0

Baths

1,628

Sq.Ft.

2281 OAKINGTON STREET

Winter Garden, FL

View 776 RAINFALL DRIVE Winter Garden, FL MLS# O6400904
$519,000
3

Beds

2.0

Baths

2,238

Sq.Ft.

776 RAINFALL DRIVE

Winter Garden, FL

View 7036 BOLANZO ALLEY Winter Garden, FL MLS# O6401429
$470,000
4

Beds

3.1

Baths

1,920

Sq.Ft.

7036 BOLANZO ALLEY

Winter Garden, FL

Courtesy of SERHANT
View 8012 BLUEJACK OAK DRIVE Winter Garden, FL MLS# FC317938
$499,000
4

Beds

3.1

Baths

2,222

Sq.Ft.

8012 BLUEJACK OAK DRIVE

Winter Garden, FL

Courtesy of Palm Coast - WEICHERT, REALTORS® - Hallmark Properties
View 14280 BRAEMAR STREET Winter Garden, FL MLS# TB8500322
$499,000
3

Beds

2.1

Baths

1,964

Sq.Ft.

14280 BRAEMAR STREET

Winter Garden, FL

View 13026 SUNSET GARDEN LANE Winter Garden, FL MLS# O6400188
  • New Construction with Virtual Tour
1 of 6
$547,160
3

Beds

2.1

Baths

1,908

Sq.Ft.

13026 SUNSET GARDEN LANE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 12788 SUNSET WALK DRIVE Winter Garden, FL MLS# O6400288
  • New Construction with Virtual Tour
1 of 10
$529,025
4

Beds

3.0

Baths

2,031

Sq.Ft.

12788 SUNSET WALK DRIVE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 15935 GRAFTON WAY Winter Garden, FL MLS# O6400426
$510,000
3

Beds

2.1

Baths

1,833

Sq.Ft.

15935 GRAFTON WAY

Winter Garden, FL

Courtesy of AUTHENTIC REAL ESTATE TEAM
View 2202 ROMANUM DRIVE Winter Garden, FL MLS# O6398743
$554,900
3

Beds

2.0

Baths

1,889

Sq.Ft.

2202 ROMANUM DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 8170 BLUEJACK OAK DRIVE Winter Garden, FL MLS# O6399484
$445,000
3

Beds

2.1

Baths

1,853

Sq.Ft.

8170 BLUEJACK OAK DRIVE

Winter Garden, FL

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

1,078

Estimated median home price

$615,033
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 - 200K23
$200K - 300K95
$300K - 400K67
$400K - 500K157
$500K - 600K185
$600K - 700K114
$700K - 800K130
$800K - 900K104
$900K - 1M67
$1M - Max135

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family764
Townhouse142
Condo139
Commercial10
Rental221
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 7/25/2026)

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.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective 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 7/26/2026.