View 16186 HONEY HARVEST STREET Winter Garden, FL MLS# O6411495
$610,000
4

Beds

3.1

Baths

2,445

Sq.Ft.

16186 HONEY HARVEST STREET

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 5040 BREEZY ACRES STREET Winter Garden, FL MLS# O6409467
$670,000
4

Beds

3.1

Baths

2,724

Sq.Ft.

5040 BREEZY ACRES STREET

Winter Garden, FL

View 17422 HONEYBELL TANGELO COURT Winter Garden, FL MLS# O6409619
  • New Construction with Virtual Tour
1 of 42
OPEN HOUSE: Tuesday 7/28 10:00 AM - 6:00 PM
$775,000
5

Beds

4.0

Baths

2,670

Sq.Ft.

17422 HONEYBELL TANGELO COURT

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 11803 SHINE VIEW LANE Winter Garden, FL MLS# O6407993
  • New Construction with Virtual Tour
1 of 18
$781,186
4

Beds

3.0

Baths

2,113

Sq.Ft.

11803 SHINE VIEW LANE

Winter Garden, FL

View 4918 WILDWOOD POINTE ROAD Winter Garden, FL MLS# S5150274
$680,000
5

Beds

3.1

Baths

2,868

Sq.Ft.

4918 WILDWOOD POINTE ROAD

Winter Garden, FL

View 14246 CREEKBED CIRCLE Winter Garden, FL MLS# O6409378
$640,000
4

Beds

3.0

Baths

2,418

Sq.Ft.

14246 CREEKBED CIRCLE

Winter Garden, FL

View 1692 HIGHBANKS CIRCLE Winter Garden, FL MLS# O6408620
$749,900
4

Beds

3.1

Baths

2,848

Sq.Ft.

1692 HIGHBANKS CIRCLE

Winter Garden, FL

View 12410 ENCORE AT OVATION WAY Winter Garden, FL MLS# O6409937
$639,990
3

Beds

2.0

Baths

1,860

Sq.Ft.

12410 ENCORE AT OVATION WAY

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 15111 DRIFTWOOD BEND STREET Winter Garden, FL MLS# O6408574
$618,000
4

Beds

3.1

Baths

2,573

Sq.Ft.

15111 DRIFTWOOD BEND STREET

Winter Garden, FL

View 14784 FIELD DAISY DRIVE Winter Garden, FL MLS# O6408277
  • New Construction with Virtual Tour
1 of 45
$635,699
4

Beds

4.1

Baths

2,841

Sq.Ft.

14784 FIELD DAISY 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 7549 SPRING VALLEY STREET Winter Garden, FL MLS# G5112279
$730,791
4

Beds

3.1

Baths

2,515

Sq.Ft.

7549 SPRING VALLEY STREET

Winter Garden, FL

View 17422 SUNSET PRAIRIE DRIVE Winter Garden, FL MLS# G5112284
$671,415
4

Beds

2.1

Baths

2,235

Sq.Ft.

17422 SUNSET PRAIRIE DRIVE

Winter Garden, FL

View 5960 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5112227
  • New Construction with Virtual Tour
1 of 5
$597,996
3

Beds

2.0

Baths

1,772

Sq.Ft.

5960 FLOWERING CHERRY BEND

Winter Garden, FL

View 5978 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5112233
  • New Construction with Virtual Tour
1 of 5
$681,240
4

Beds

2.1

Baths

2,802

Sq.Ft.

5978 FLOWERING CHERRY BEND

Winter Garden, FL

View 7922 WINTER WREN STREET Winter Garden, FL MLS# O6406681
$765,900
4

Beds

3.1

Baths

3,391

Sq.Ft.

7922 WINTER WREN STREET

Winter Garden, FL

Courtesy of YORK MILLS REALTY LLC
View 6153 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5112171
$680,030
4

Beds

2.1

Baths

2,235

Sq.Ft.

6153 FLOWERING CHERRY BEND

Winter Garden, FL

View 921 Westcliffe Drive Winter Garden, FL MLS# B26027811
$599,000
4

Beds

2.1

Baths

2,354

Sq.Ft.

921 Westcliffe Drive

Winter Garden, FL

View 7519 SPRING VALLEY STREET Winter Garden, FL MLS# G5111997
$640,050
4

Beds

3.1

Baths

2,515

Sq.Ft.

7519 SPRING VALLEY STREET

Winter Garden, FL

View 7649 SILVER MEADOW STREET Winter Garden, FL MLS# G5112006
$642,745
5

Beds

4.0

Baths

2,705

Sq.Ft.

7649 SILVER MEADOW STREET

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

1,063

Estimated median home price

$610,000
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 - 300K93
$300K - 400K68
$400K - 500K154
$500K - 600K184
$600K - 700K111
$700K - 800K128
$800K - 900K103
$900K - 1M66
$1M - Max131

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family751
Townhouse140
Condo139
Commercial10
Rental218
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 7/28/2026)

Information deemed reliable but not guaranteed.

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 7/29/2026.