View 1335 PRIORY CIRCLE Winter Garden, FL MLS# O6388888
$2,790
3

Beds

2.1

Baths

1,898

Sq.Ft.

1335 PRIORY CIRCLE

Winter Garden, FL

View 16870 SANCTUARY DRIVE Winter Garden, FL MLS# O6394261
  • Adult Community with Virtual Tour
1 of 100
$12,950
5

Beds

5.0

Baths

4,038

Sq.Ft.

16870 SANCTUARY DRIVE

Winter Garden, FL

Courtesy of FORTUNE GLOBAL REALTY
View 314 DOUGLAS WAY 900 Winter Garden, FL MLS# O6393613
$1,570
2

Beds

2.0

Baths

930

Sq.Ft.

314 DOUGLAS WAY 900

Winter Garden, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 15267 HONEYBELL DRIVE Winter Garden, FL MLS# S5146372
$675
1

Beds

1.0

Baths

1,000

Sq.Ft.

15267 HONEYBELL DRIVE

Winter Garden, FL

Courtesy of VESTI LLC
View 10030 SALT POINT DRIVE Winter Garden, FL MLS# O6393755
$2,550
3

Beds

2.1

Baths

1,568

Sq.Ft.

10030 SALT POINT DRIVE

Winter Garden, FL

Courtesy of CT HOMES REALTY CORPORATION
View 165 WINDTREE LANE U Winter Garden, FL MLS# O6392506
$1,700
2

Beds

2.0

Baths

918

Sq.Ft.

165 WINDTREE LANE U

Winter Garden, FL

Courtesy of ZEAL REALTY
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 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
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 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 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
View 15146 WINDFLOWER ALLEY Winter Garden, FL MLS# O6386816
$2,450
3

Beds

2.1

Baths

1,536

Sq.Ft.

15146 WINDFLOWER ALLEY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 16258 MERRY ALLEY Winter Garden, FL MLS# O6383652
  • New Construction with Virtual Tour
1 of 24
$2,550
3

Beds

2.1

Baths

1,683

Sq.Ft.

16258 MERRY ALLEY

Winter Garden, FL

Courtesy of POINTON REALTY INC
View 336 E PLANT STREET Winter Garden, FL MLS# O6381842
$784
1,232

Sq.Ft.

336 E PLANT STREET

Winter Garden, FL

Courtesy of WINTER GARDEN REAL ESTATE
View 1519 PRIORY CIRCLE Winter Garden, FL MLS# O6382465
$2,775
3

Beds

2.1

Baths

1,956

Sq.Ft.

1519 PRIORY CIRCLE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 15704 MARINA BAY DRIVE Winter Garden, FL MLS# O6380878
$11,500
5

Beds

5.1

Baths

5,005

Sq.Ft.

15704 MARINA BAY DRIVE

Winter Garden, FL

Courtesy of DOUBLE M GROUP COMPANY
View 15481 BAY BRIDGE STREET Winter Garden, FL MLS# O6380391
  • New Construction with Virtual Tour
1 of 30
$2,850
3

Beds

2.1

Baths

1,670

Sq.Ft.

15481 BAY BRIDGE STREET

Winter Garden, FL

Courtesy of GLASSTONE GROUP INC
View 15010 SUMMER HARVEST STREET Winter Garden, FL MLS# O6371081
  • New Construction with Virtual Tour
1 of 35
$3,200
4

Beds

3.1

Baths

2,322

Sq.Ft.

15010 SUMMER HARVEST STREET

Winter Garden, FL

View 7556 JOHN HANCOCK DRIVE Winter Garden, FL MLS# O6380128
  • New Construction with Virtual Tour
1 of 95
$18,000
5

Beds

6.1

Baths

5,108

Sq.Ft.

7556 JOHN HANCOCK DRIVE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View Address not provided Winter Garden, FL MLS# O6378945
$1,995
2

Beds

2.0

Baths

1,152

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of MARTI PURDY PROPERTIES INC

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

1,073

Estimated median home price

$614,000
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

PriceCount
$0 - 100K1
$100K - 200K24
$200K - 300K95
$300K - 400K77
$400K - 500K141
$500K - 600K188
$600K - 700K123
$700K - 800K114
$800K - 900K100
$900K - 1M75
$1M - Max135

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family758
Townhouse133
Condo145
Commercial11
Rental204
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 7/1/2026)

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 7/2/2026.