View 204 SUNSET GARDEN LANE Winter Garden, FL MLS# O6400441
$693,270
5

Beds

4.0

Baths

2,686

Sq.Ft.

204 SUNSET GARDEN LANE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 13259 SERENE GLADE ROAD Winter Garden, FL MLS# G5111211
  • New Construction with Virtual Tour
1 of 19
$778,531
4

Beds

3.1

Baths

2,689

Sq.Ft.

13259 SERENE GLADE ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 5715 ORANGE ORCHARD DRIVE Winter Garden, FL MLS# O6400221
$730,000
4

Beds

3.0

Baths

2,240

Sq.Ft.

5715 ORANGE ORCHARD DRIVE

Winter Garden, FL

Courtesy of COMPASS FLORIDA, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 7692 GREEN MOUNTAIN WAY Winter Garden, FL MLS# O6401130
$875,000
5

Beds

4.0

Baths

3,855

Sq.Ft.

7692 GREEN MOUNTAIN WAY

Winter Garden, FL

Courtesy of FIRST REGION REALTY
View 14626 BLACK QUILL DRIVE Winter Garden, FL MLS# O6399975
$799,900
4

Beds

2.1

Baths

2,907

Sq.Ft.

14626 BLACK QUILL DRIVE

Winter Garden, FL

Courtesy of BHHS FLORIDA REALTY
View 15142 TEA TREE DRIVE Winter Garden, FL MLS# G5111049
$858,120
4

Beds

3.1

Baths

3,498

Sq.Ft.

15142 TEA TREE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6050 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5111051
$712,634
3

Beds

3.1

Baths

2,515

Sq.Ft.

6050 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6159 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5111054
$699,745
4

Beds

2.1

Baths

2,235

Sq.Ft.

6159 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13043 SANDCASTLE DRIVE Winter Garden, FL MLS# O6399529
  • Adult Community with Virtual Tour
1 of 41
$899,000
3

Beds

2.0

Baths

1,943

Sq.Ft.

13043 SANDCASTLE DRIVE

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 15563 ORCHID ROSE COURT Winter Garden, FL MLS# O6399638
  • Adult Community with Virtual Tour
1 of 35
$799,000
3

Beds

3.1

Baths

2,808

Sq.Ft.

15563 ORCHID ROSE COURT

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 7550 SPRING VALLEY STREET Winter Garden, FL MLS# G5110990
$701,340
4

Beds

3.1

Baths

2,515

Sq.Ft.

7550 SPRING VALLEY STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17162 INGRAM BLUFF DRIVE Winter Garden, FL MLS# G5110993
$699,970
5

Beds

4.1

Baths

3,122

Sq.Ft.

17162 INGRAM BLUFF DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15359 MARITIME PINE DRIVE Winter Garden, FL MLS# G5110994
$828,105
4

Beds

3.0

Baths

2,740

Sq.Ft.

15359 MARITIME PINE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 11217 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6399115
  • New Construction with Virtual Tour
1 of 32
$849,990
4

Beds

3.1

Baths

3,327

Sq.Ft.

11217 HOLLOW BAY DRIVE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 3518 TURNINGWIND LANE Winter Garden, FL MLS# S5147067
$810,000
4

Beds

3.0

Baths

2,744

Sq.Ft.

3518 TURNINGWIND LANE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 10693 PETRILLO WAY Winter Garden, FL MLS# O6399081
$799,000
4

Beds

3.1

Baths

3,149

Sq.Ft.

10693 PETRILLO WAY

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 7720 SUMMERLAKE POINTE BOULEVARD Winter Garden, FL MLS# O6399030
$800,000
5

Beds

4.0

Baths

3,893

Sq.Ft.

7720 SUMMERLAKE POINTE BOULEVARD

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 940 MARSH REED DRIVE Winter Garden, FL MLS# O6397274
  • Virtual Tour
1 of 60
OPEN HOUSE: Saturday 6/6 11:00 AM - 2:00 PM
$779,990
5

Beds

3.0

Baths

3,493

Sq.Ft.

940 MARSH REED DRIVE

Winter Garden, FL

Courtesy of BHHS FLORIDA REALTY
View 11243 PIXIE MANDARIN COURT Winter Garden, FL MLS# O6399101
$849,000
4

Beds

3.0

Baths

2,122

Sq.Ft.

11243 PIXIE MANDARIN COURT

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 13393 SUNSET LAKES CIRCLE Winter Garden, FL MLS# O6398468
$867,000
4

Beds

3.0

Baths

2,186

Sq.Ft.

13393 SUNSET LAKES CIRCLE

Winter Garden, FL

Courtesy of VALSTAR 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

1,037

Estimated median home price

$609,850
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 - 200K26
$200K - 300K92
$300K - 400K78
$400K - 500K145
$500K - 600K170
$600K - 700K128
$700K - 800K113
$800K - 900K85
$900K - 1M70
$1M - Max129

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family718
Townhouse135
Condo143
Commercial10
Rental210
Lots and Land27
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 6/2/2026)

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 6/2/2026.