View 17207 OCEAN HILL DRIVE Winter Garden, FL MLS# O6392177
$2,490
3

Beds

2.0

Baths

1,692

Sq.Ft.

17207 OCEAN HILL DRIVE

Winter Garden, FL

Courtesy of U KEY REALTY
View 11032 GREAT ROCK STREET Winter Garden, FL MLS# O6391704
$2,600
3

Beds

2.1

Baths

1,567

Sq.Ft.

11032 GREAT ROCK STREET

Winter Garden, FL

Courtesy of LA ROSA REALTY KISSIMMEE
View 14523 BLACK LAKE PRESERVE STREET Winter Garden, FL MLS# O6391877
$4,200
5

Beds

3.0

Baths

3,700

Sq.Ft.

14523 BLACK LAKE PRESERVE STREET

Winter Garden, FL

Courtesy of AGENT GROUP REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 5783 CITRUS PARK DRIVE Winter Garden, FL MLS# O6391947
  • New Construction with Virtual Tour
1 of 42
$2,900
3

Beds

2.1

Baths

1,846

Sq.Ft.

5783 CITRUS PARK DRIVE

Winter Garden, FL

Courtesy of GOLDEN KEY REAL ESTATE SOLUTIONS LLC
View 918 WOODSON HAMMOCK CIR Winter Garden, FL MLS# O6391458
$3,500
4

Beds

2.0

Baths

2,487

Sq.Ft.

918 WOODSON HAMMOCK CIR

Winter Garden, FL

Courtesy of SUNDIAL REAL ESTATE LLC
View 17651 JAPONICA BLOOM DRIVE Winter Garden, FL MLS# O6390876
  • New Construction with Virtual Tour
1 of 23
$2,900
3

Beds

2.0

Baths

1,788

Sq.Ft.

17651 JAPONICA BLOOM DRIVE

Winter Garden, FL

Courtesy of ROMAN'S PRO REALTY LLC
View 15915 MARINA BAY DRIVE Winter Garden, FL MLS# O6390934
$2,600
3

Beds

2.1

Baths

1,804

Sq.Ft.

15915 MARINA BAY DRIVE

Winter Garden, FL

Courtesy of JULIAN PROPERTIES, INC.
View 16917 TESLA ALLEY Winter Garden, FL MLS# O6392623
  • Virtual Tour
1 of 34
$2,500
3

Beds

2.1

Baths

1,568

Sq.Ft.

16917 TESLA ALLEY

Winter Garden, FL

Courtesy of YORK MILLS REALTY LLC
View 705 HENNIS ROAD Winter Garden, FL MLS# O6390677
  • New Construction with Virtual Tour
1 of 18
$52,206
11,865

Sq.Ft.

705 HENNIS ROAD

Winter Garden, FL

Courtesy of ROI AVE LLC
View 14239 AVENUE OF THE GROVES Winter Garden, FL MLS# O6390666
$2,300
2

Beds

2.1

Baths

1,266

Sq.Ft.

14239 AVENUE OF THE GROVES

Winter Garden, FL

Courtesy of INDEPENDENCE REALTY GROUP LLC
View 15489 HAMLIN PARK DRIVE Winter Garden, FL MLS# O6390003
$3,150
3

Beds

3.1

Baths

2,072

Sq.Ft.

15489 HAMLIN PARK DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 7618 LOON AVENUE Winter Garden, FL MLS# O6388840
  • Virtual Tour
1 of 19
$3,800
5

Beds

3.0

Baths

3,295

Sq.Ft.

7618 LOON AVENUE

Winter Garden, FL

Courtesy of REALTY ONE GROUP ESTATES
View 17069 WATER SPRING BOULEVARD Winter Garden, FL MLS# O6389218
$2,600
3

Beds

2.1

Baths

1,654

Sq.Ft.

17069 WATER SPRING BOULEVARD

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 15113 WHITE WAGTAIL LANE Winter Garden, FL MLS# O6388369
$2,900
3

Beds

2.0

Baths

1,765

Sq.Ft.

15113 WHITE WAGTAIL LANE

Winter Garden, FL

Courtesy of MAINFRAME REAL ESTATE
View 6919 PASTURELANDS PLACE Winter Garden, FL MLS# O6387726
$2,100
2

Beds

2.1

Baths

1,209

Sq.Ft.

6919 PASTURELANDS PLACE

Winter Garden, FL

Courtesy of RENT A FLORIDA HOME
View 16507 OUTTER GROVE ALLEY Winter Garden, FL MLS# O6385049
$2,700
3

Beds

2.1

Baths

1,814

Sq.Ft.

16507 OUTTER GROVE ALLEY

Winter Garden, FL

Courtesy of MBR HOMES INTERNATIONAL REALTY LLC
View 15192 CHAPTER WAY Winter Garden, FL MLS# O6387353
  • Virtual Tour
1 of 20
$2,850
4

Beds

3.1

Baths

2,486

Sq.Ft.

15192 CHAPTER WAY

Winter Garden, FL

Courtesy of INTOP PROPERTY MANAGEMENT
View 1450 PORTMOOR WAY Winter Garden, FL MLS# O6388807
  • Virtual Tour
1 of 20
$2,849
3

Beds

2.0

Baths

1,661

Sq.Ft.

1450 PORTMOOR WAY

Winter Garden, FL

Courtesy of KARDOSH REALTY
View 1009 WESTSIDE DRIVE Winter Garden, FL MLS# O6386529
$2,050
3

Beds

2.0

Baths

1,180

Sq.Ft.

1009 WESTSIDE DRIVE

Winter Garden, FL

Courtesy of INDEPENDENCE REALTY GROUP LLC
View 17789 JAPONICA BLOOM DRIVE Winter Garden, FL MLS# O6385892
$2,750
3

Beds

2.1

Baths

1,668

Sq.Ft.

17789 JAPONICA BLOOM DRIVE

Winter Garden, FL

Courtesy of LPT 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

1,020

Estimated median home price

$612,250
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 20
$200K - 300K 101
$300K - 400K 78
$400K - 500K 142
$500K - 600K 155
$600K - 700K 132
$700K - 800K 117
$800K - 900K 85
$900K - 1M 79
$1M - Max 110

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 696
Townhouse 140
Condo 140
Commercial 11
Rental 216
Lots and Land 30
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 2
Farms 0

(Data as of 5/12/2026)

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 5/13/2026.