View 12513 ENCORE AT OVATION WAY Winter Garden, FL MLS# O6397713
$658,000
4

Beds

3.1

Baths

2,807

Sq.Ft.

12513 ENCORE AT OVATION WAY

Winter Garden, FL

Courtesy of YORK MILLS REALTY LLC
View 14006 FRASIER STREET Winter Garden, FL MLS# O6398760
$658,000
4

Beds

2.1

Baths

2,098

Sq.Ft.

14006 FRASIER STREET

Winter Garden, FL

View 17379 CHANNEL WAY Winter Garden, FL MLS# O6412749
$658,000
4

Beds

3.0

Baths

2,782

Sq.Ft.

17379 CHANNEL WAY

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 8878 BISMARCK PALM DRIVE Winter Garden, FL MLS# O6418128
$656,500
4

Beds

3.1

Baths

2,581

Sq.Ft.

8878 BISMARCK PALM DRIVE

Winter Garden, FL

View 14780 FIELD DAISY DRIVE Winter Garden, FL MLS# O6391463
  • New Construction with Virtual Tour
1 of 43
$653,118
4

Beds

4.1

Baths

2,441

Sq.Ft.

14780 FIELD DAISY DRIVE

Winter Garden, FL

View 18339 OLIVER TWIST WAY Winter Garden, FL MLS# O6280496
$650,000
4

Beds

3.0

Baths

2,931

Sq.Ft.

18339 OLIVER TWIST WAY

Winter Garden, FL

View 14008 JOMATT LOOP Winter Garden, FL MLS# O6376903
$650,000
4

Beds

3.0

Baths

2,952

Sq.Ft.

14008 JOMATT LOOP

Winter Garden, FL

Courtesy of THE AGENCY FL
View 5091 PALMETTO PARK DRIVE Winter Garden, FL MLS# G5114001
$650,000
4

Beds

3.0

Baths

2,224

Sq.Ft.

5091 PALMETTO PARK DRIVE

Winter Garden, FL

View 14048 LAKE ABBOTTS DRIVE Winter Garden, FL MLS# O6429316
  • Recently Listed
1 of 47
OPEN HOUSE: Sunday 8/2 12:00 PM - 3:00 PM
$650,000
3

Beds

2.0

Baths

1,975

Sq.Ft.

14048 LAKE ABBOTTS DRIVE

Winter Garden, FL

View 16185 TALIESIN STREET Winter Garden, FL MLS# O6407177
  • Virtual Tour
1 of 43
OPEN HOUSE: Saturday 8/1 1:00 PM - 3:00 PM
$649,990
4

Beds

3.0

Baths

2,372

Sq.Ft.

16185 TALIESIN STREET

Winter Garden, FL

View 5679 ORANGE ORCHARD DRIVE Winter Garden, FL MLS# O6389469
$649,900
4

Beds

2.1

Baths

2,235

Sq.Ft.

5679 ORANGE ORCHARD DRIVE

Winter Garden, FL

Courtesy of RE/MAX SELECT GROUP
View 16131 HAMPTON CROSSING DRIVE Winter Garden, FL MLS# O6417701
$649,900
4

Beds

3.0

Baths

2,117

Sq.Ft.

16131 HAMPTON CROSSING DRIVE

Winter Garden, FL

View 2107 REDMARK LANE Winter Garden, FL MLS# O6423037
$649,900
4

Beds

3.0

Baths

2,826

Sq.Ft.

2107 REDMARK LANE

Winter Garden, FL

View 1608 HIGHBANKS CIRCLE Winter Garden, FL MLS# O6367937
$649,000
3

Beds

2.1

Baths

2,278

Sq.Ft.

1608 HIGHBANKS CIRCLE

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 16622 PARABLE WAY Winter Garden, FL MLS# O6376696
$649,000
4

Beds

3.0

Baths

2,136

Sq.Ft.

16622 PARABLE WAY

Winter Garden, FL

View 15403 MURCOTT HARVEST LOOP Winter Garden, FL MLS# O6386748
$649,000
5

Beds

3.0

Baths

2,834

Sq.Ft.

15403 MURCOTT HARVEST LOOP

Winter Garden, FL

View 12732 SUNSET WALK DRIVE Winter Garden, FL MLS# O6415777
  • New Construction with Virtual Tour
1 of 13
$649,000
4

Beds

4.0

Baths

2,593

Sq.Ft.

12732 SUNSET WALK DRIVE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 12537 GRAPE CHARDONNAY ALLEY Winter Garden, FL MLS# O6411681
$647,172
3

Beds

3.0

Baths

2,200

Sq.Ft.

12537 GRAPE CHARDONNAY ALLEY

Winter Garden, FL

View 11165 GREEN CITRON ALLEY Winter Garden, FL MLS# O6413226
$647,000
4

Beds

3.0

Baths

2,043

Sq.Ft.

11165 GREEN CITRON ALLEY

Winter Garden, FL

View 17031 HAGGERTY HOLLOW DRIVE Winter Garden, FL MLS# G5110934
$646,090
5

Beds

4.0

Baths

2,680

Sq.Ft.

17031 HAGGERTY HOLLOW 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

1,057

Estimated median home price

$615,065
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 - 300K89
$300K - 400K68
$400K - 500K156
$500K - 600K179
$600K - 700K115
$700K - 800K128
$800K - 900K102
$900K - 1M65
$1M - Max130

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family747
Townhouse140
Condo136
Commercial9
Rental219
Lots and Land21
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 7/30/2026)

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 7/30/2026.