View 17453 SUNSET PRAIRIE DRIVE Winter Garden, FL MLS# G5111222
$757,990
4

Beds

3.0

Baths

2,740

Sq.Ft.

17453 SUNSET PRAIRIE DRIVE

Winter Garden, FL

View 13062 SUNSET GARDEN LANE Winter Garden, FL MLS# O6400441
  • New Construction with Virtual Tour
1 of 7
$693,270
5

Beds

4.0

Baths

2,686

Sq.Ft.

13062 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

The time to sell is now! THE TIME TO SELL IS NOW!
View 14005 ALDFORD DRIVE Winter Garden, FL MLS# O6401397
$639,000
3

Beds

2.1

Baths

2,334

Sq.Ft.

14005 ALDFORD DRIVE

Winter Garden, FL

View 15033 LAKE BESSIE LOOP Winter Garden, FL MLS# A12001224
$619,900
4

Beds

3.0

Baths

2,240

Sq.Ft.

15033 LAKE BESSIE LOOP

Winter Garden, FL

Courtesy of LOKATION
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

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

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 8031 NAVEL ORANGE LANE Winter Garden, FL MLS# O6399594
$614,000
4

Beds

2.0

Baths

2,298

Sq.Ft.

8031 NAVEL ORANGE LANE

Winter Garden, FL

Courtesy of BUYER REBATES REALTY
View 13212 SOCIAL LANE Winter Garden, FL MLS# O6398708
$595,000
4

Beds

2.1

Baths

2,526

Sq.Ft.

13212 SOCIAL LANE

Winter Garden, FL

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

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

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 17428 SUNSET PRAIRIE DRIVE Winter Garden, FL MLS# G5110933
$740,205
6

Beds

4.1

Baths

3,412

Sq.Ft.

17428 SUNSET PRAIRIE DRIVE

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

View 13008 SUNSET GARDEN LANE Winter Garden, FL MLS# O6398339
  • New Construction with Virtual Tour
1 of 7
$644,000
4

Beds

3.1

Baths

2,460

Sq.Ft.

13008 SUNSET GARDEN LANE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 13014 SUNSET GARDEN LANE Winter Garden, FL MLS# O6398349
  • New Construction with Virtual Tour
1 of 7
$584,000
4

Beds

3.0

Baths

2,143

Sq.Ft.

13014 SUNSET GARDEN LANE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
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 17458 SUNSET PRAIRIE DRIVE Winter Garden, FL MLS# G5110835
$625,580
4

Beds

2.1

Baths

2,235

Sq.Ft.

17458 SUNSET PRAIRIE DRIVE

Winter Garden, FL

View Address not provided Winter Garden, FL MLS# G5110452
$688,789
5

Beds

4.1

Baths

3,117

Sq.Ft.

Address not provided

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.