View 16950 ARROWHEAD BOULEVARD Winter Garden, FL MLS# S5152294
$620,000
2

Beds

2.0

Baths

1,514

Sq.Ft.

16950 ARROWHEAD BOULEVARD

Winter Garden, FL

Courtesy of FLORIDA REALTY RESULTS LLC
View 17059 HARBOR OAK PARKWAY Winter Garden, FL MLS# G5114379
$620,000
4

Beds

3.0

Baths

2,692

Sq.Ft.

17059 HARBOR OAK PARKWAY

Winter Garden, FL

Courtesy of ERA GRIZZARD REAL ESTATE
View 8060 BOWERY DRIVE Winter Garden, FL MLS# O6421395
$620,000
5

Beds

3.0

Baths

3,013

Sq.Ft.

8060 BOWERY DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS LEGACY REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 15587 HAMLIN BLOSSOM AVENUE Winter Garden, FL MLS# O6418163
$619,900
3

Beds

2.0

Baths

1,860

Sq.Ft.

15587 HAMLIN BLOSSOM AVENUE

Winter Garden, FL

View 932 LOST GROVE CIRCLE Winter Garden, FL MLS# O6424937
$619,000
4

Beds

2.1

Baths

2,891

Sq.Ft.

932 LOST GROVE CIRCLE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 6441 WILD PERSIMMON WAY Winter Garden, FL MLS# G5111080
$617,990
4

Beds

3.1

Baths

2,515

Sq.Ft.

6441 WILD PERSIMMON WAY

Winter Garden, FL

View 7532 SPRING VALLEY STREET Winter Garden, FL MLS# G5109790
$615,990
4

Beds

3.1

Baths

2,520

Sq.Ft.

7532 SPRING VALLEY STREET

Winter Garden, FL

View 7556 SPRING VALLEY STREET Winter Garden, FL MLS# G5114928
$615,065
4

Beds

3.1

Baths

2,515

Sq.Ft.

7556 SPRING VALLEY STREET

Winter Garden, FL

View 16466 OLIVE HILL DRIVE Winter Garden, FL MLS# O6409922
$615,000
3

Beds

2.1

Baths

2,020

Sq.Ft.

16466 OLIVE HILL DRIVE

Winter Garden, FL

View 13877 EASDALE ALLEY Winter Garden, FL MLS# O6415763
  • New Construction with Virtual Tour
1 of 15
$615,000
4

Beds

4.0

Baths

2,593

Sq.Ft.

13877 EASDALE ALLEY

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 12706 GROVEHURST AVENUE Winter Garden, FL MLS# O6424010
$615,000
5

Beds

3.0

Baths

3,382

Sq.Ft.

12706 GROVEHURST AVENUE

Winter Garden, FL

View 1339 HUNTERMAN LANE Winter Garden, FL MLS# O6429431
  • Recently Listed with Virtual Tour
1 of 46
$615,000
4

Beds

3.0

Baths

2,657

Sq.Ft.

1339 HUNTERMAN LANE

Winter Garden, FL

Courtesy of REAL ESTATE HOUSE FL INC
View 14827 MASTHEAD LANDING CIRCLE Winter Garden, FL MLS# O6429897
$615,000
4

Beds

2.1

Baths

2,648

Sq.Ft.

14827 MASTHEAD LANDING CIRCLE

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 5960 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5112227
  • New Construction with Virtual Tour
1 of 5
$614,990
3

Beds

2.0

Baths

1,772

Sq.Ft.

5960 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 8031 NAVEL ORANGE LANE Winter Garden, FL MLS# O6399594
$612,000
4

Beds

2.0

Baths

2,298

Sq.Ft.

8031 NAVEL ORANGE LANE

Winter Garden, FL

Courtesy of BUYER REBATES REALTY
View 636 SIGLER DRIVE Winter Garden, FL MLS# O6431622
  • Recently Listed with Virtual Tour
1 of 13
$611,610
3

Beds

2.1

Baths

1,634

Sq.Ft.

636 SIGLER DRIVE

Winter Garden, FL

Courtesy of DAVILA HOMES
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 7542 SUMMERLAKE GROVES STREET Winter Garden, FL MLS# O6411397
$610,000
5

Beds

3.0

Baths

2,638

Sq.Ft.

7542 SUMMERLAKE GROVES STREET

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 8111 PACIFIC LOON STREET Winter Garden, FL MLS# O6433324
  • Recently Listed with Virtual Tour
1 of 41
$610,000
5

Beds

2.1

Baths

2,668

Sq.Ft.

8111 PACIFIC LOON STREET

Winter Garden, FL

View 14699 MAGNOLIA RIDGE LOOP Winter Garden, FL MLS# O6430180
  • Recently Listed with Virtual Tour
1 of 52
$608,000
3

Beds

3.0

Baths

2,466

Sq.Ft.

14699 MAGNOLIA RIDGE LOOP

Winter Garden, FL

Courtesy of YORK MILLS 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

1,025

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 - 100K2
$100K - 200K21
$200K - 300K90
$300K - 400K78
$400K - 500K150
$500K - 600K166
$600K - 700K112
$700K - 800K115
$800K - 900K108
$900K - 1M64
$1M - Max119

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family706
Townhouse144
Condo137
Commercial9
Rental175
Lots and Land24
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home1
Farms0

(Data as of 8/21/2026)

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 8/21/2026.