252 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 14739 GLADE HILL PARK WAY Winter Garden, FL MLS# O6432976
$750,000
4

Beds

3.1

Baths

2,935

Sq.Ft.

14739 GLADE HILL PARK WAY

Winter Garden, FL

View 11168 GREAT ROCK STREET Winter Garden, FL MLS# O6432172
$650,000
4

Beds

2.1

Baths

2,662

Sq.Ft.

11168 GREAT ROCK STREET

Winter Garden, FL

Courtesy of PREFERRED RE BROKERS III
View 13350 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5116259
  • New Construction with Virtual Tour
1 of 26
$766,100
5

Beds

4.0

Baths

3,076

Sq.Ft.

13350 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 13993 TITLE WAY Winter Garden, FL MLS# O6432039
$840,000
4

Beds

3.0

Baths

3,072

Sq.Ft.

13993 TITLE WAY

Winter Garden, FL

View 16192 HONEY HARVEST STREET Winter Garden, FL MLS# O6432479
  • New Construction with Virtual Tour
1 of 94
$699,000
5

Beds

4.1

Baths

2,725

Sq.Ft.

16192 HONEY HARVEST STREET

Winter Garden, FL

View 13527 FOX GLOVE STREET Winter Garden, FL MLS# O6431043
$699,000
4

Beds

3.0

Baths

3,255

Sq.Ft.

13527 FOX GLOVE STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 11881 SHINE VIEW LANE Winter Garden, FL MLS# O6431397
  • New Construction with Virtual Tour
1 of 7
$860,511
5

Beds

4.0

Baths

2,866

Sq.Ft.

11881 SHINE VIEW LANE

Winter Garden, FL

View 12940 HARVEST RAIN AVENUE Winter Garden, FL MLS# O6430978
  • New Construction with Virtual Tour
1 of 24
$812,285
4

Beds

4.1

Baths

2,837

Sq.Ft.

12940 HARVEST RAIN AVENUE

Winter Garden, FL

View 15993 HONEY HARVEST STREET Winter Garden, FL MLS# O6431045
  • New Construction with Virtual Tour
1 of 21
$833,771
5

Beds

4.1

Baths

3,400

Sq.Ft.

15993 HONEY HARVEST STREET

Winter Garden, FL

View 11911 SHINE VIEW LANE Winter Garden, FL MLS# O6431063
  • New Construction with Virtual Tour
1 of 7
$784,991
5

Beds

4.0

Baths

2,866

Sq.Ft.

11911 SHINE VIEW LANE

Winter Garden, FL

View 11905 SHINE VIEW LANE Winter Garden, FL MLS# O6431079
  • New Construction with Virtual Tour
1 of 27
$823,176
5

Beds

4.1

Baths

3,225

Sq.Ft.

11905 SHINE VIEW LANE

Winter Garden, FL

View 11893 SHINE VIEW LANE Winter Garden, FL MLS# O6431103
  • New Construction with Virtual Tour
1 of 40
$798,391
4

Beds

3.0

Baths

2,113

Sq.Ft.

11893 SHINE VIEW LANE

Winter Garden, FL

View 426 DUFF DRIVE Winter Garden, FL MLS# G5116118
  • Virtual Tour
1 of 48
$815,000
4

Beds

4.0

Baths

3,680

Sq.Ft.

426 DUFF DRIVE

Winter Garden, FL

View 11923 SHINE VIEW LANE Winter Garden, FL MLS# O6430277
  • New Construction with Virtual Tour
1 of 40
$769,076
4

Beds

3.0

Baths

2,113

Sq.Ft.

11923 SHINE VIEW LANE

Winter Garden, FL

View 6189 FLOWERING CHERRY BEND DRIVE Winter Garden, FL MLS# G5116016
$818,730
6

Beds

4.1

Baths

3,412

Sq.Ft.

6189 FLOWERING CHERRY BEND DRIVE

Winter Garden, FL

View 644 AUTUMN OAKS LOOP Winter Garden, FL MLS# O6429028
$749,995
5

Beds

3.0

Baths

3,102

Sq.Ft.

644 AUTUMN OAKS LOOP

Winter Garden, FL

View 18321 OLIVER TWIST WAY Winter Garden, FL MLS# S5155024
$795,000
4

Beds

3.1

Baths

3,327

Sq.Ft.

18321 OLIVER TWIST WAY

Winter Garden, FL

Courtesy of NORTHGROUP REAL ESTATE, INC
View 10169 SHALLOW WATER DRIVE Winter Garden, FL MLS# O6427771
$829,000
4

Beds

3.1

Baths

3,267

Sq.Ft.

10169 SHALLOW WATER DRIVE

Winter Garden, FL

View 12776 SUNSET WALK DRIVE Winter Garden, FL MLS# O6429992
  • New Construction with Virtual Tour
1 of 7
$660,000
4

Beds

4.0

Baths

2,593

Sq.Ft.

12776 SUNSET WALK DRIVE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 17314 WILD DAISY DRIVE Winter Garden, FL MLS# G5115847
  • New Construction with Virtual Tour
1 of 32
$845,957
6

Beds

4.1

Baths

3,412

Sq.Ft.

17314 WILD DAISY 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

998

Estimated median home price

$606,720
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 - 200K21
$200K - 300K90
$300K - 400K70
$400K - 500K147
$500K - 600K167
$600K - 700K104
$700K - 800K110
$800K - 900K112
$900K - 1M62
$1M - Max114

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family698
Townhouse136
Condo129
Commercial7
Rental183
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home1
Farms0

(Data as of 9/5/2026)

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

The data relating to real estate for sale/lease on this web site come in part from the New Smyrna Beach Board of REALTORS® Multiple Listing Service (MLS) in which this real estate firm (Broker) participates. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with the Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with the MLS IDX logo. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein or for their use or interpretation by the user. Federal law prohibits discrimination on the basis of race, color, sex, religion, handicap, familial status or national origin in the sale, rental or financing of housing.

This data updated periodically, at an interval not to exceed 7 days.

IDX information 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.

Some properties which appear for sale on this website may subsequently have sold and may no longer be available.

© Copyright 2026 New Smyrna Beach Board of REALTORS, Inc. All rights Reserved.

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 9/5/2026.