View 2640 GROVE VIEW DRIVE Winter Garden, FL MLS# O6401215
$784,900
5

Beds

3.0

Baths

3,738

Sq.Ft.

2640 GROVE VIEW DRIVE

Winter Garden, FL

View 17434 SUNSET PRAIRIE DRIVE Winter Garden, FL MLS# G5111523
$749,360
6

Beds

4.1

Baths

3,412

Sq.Ft.

17434 SUNSET PRAIRIE DRIVE

Winter Garden, FL

View 12513 SCARLETT SAGE COURT Winter Garden, FL MLS# O6393138
$839,000
5

Beds

3.0

Baths

3,570

Sq.Ft.

12513 SCARLETT SAGE COURT

Winter Garden, FL

Courtesy of KARDOSH REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 14014 LANYARD WAY Winter Garden, FL MLS# G5111358
  • New Construction
1 of 3
$778,206
5

Beds

3.1

Baths

3,076

Sq.Ft.

14014 LANYARD WAY

Winter Garden, FL

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 12928 WESTHAVEN OAK DRIVE Winter Garden, FL MLS# O6400451
  • New Construction with Virtual Tour
1 of 7
$929,000
5

Beds

4.1

Baths

3,626

Sq.Ft.

12928 WESTHAVEN OAK DRIVE

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

View 15142 TEA TREE DRIVE Winter Garden, FL MLS# G5111049
$858,120
4

Beds

3.1

Baths

3,498

Sq.Ft.

15142 TEA TREE DRIVE

Winter Garden, FL

View 6249 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5111078
$941,015
6

Beds

4.0

Baths

4,236

Sq.Ft.

6249 FLOWERING CHERRY BEND

Winter Garden, FL

View 13043 SANDCASTLE DRIVE Winter Garden, FL MLS# O6399529
  • Adult Community with Virtual Tour
1 of 41
$899,000
3

Beds

2.0

Baths

1,943

Sq.Ft.

13043 SANDCASTLE DRIVE

Winter Garden, FL

View 15359 MARITIME PINE DRIVE Winter Garden, FL MLS# G5110994
$828,105
4

Beds

3.0

Baths

2,740

Sq.Ft.

15359 MARITIME PINE DRIVE

Winter Garden, FL

View 11217 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6399115
  • New Construction with Virtual Tour
1 of 32
$849,990
4

Beds

3.1

Baths

3,327

Sq.Ft.

11217 HOLLOW BAY DRIVE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 7720 SUMMERLAKE POINTE BOULEVARD Winter Garden, FL MLS# O6399030
$800,000
5

Beds

4.0

Baths

3,893

Sq.Ft.

7720 SUMMERLAKE POINTE BOULEVARD

Winter Garden, FL

View 14140 COUNTRY ESTATE DRIVE Winter Garden, FL MLS# O6397262
  • Virtual Tour
1 of 71
OPEN HOUSE: Sunday 7/26 1:00 PM - 4:00 PM
$996,975
3

Beds

3.0

Baths

2,346

Sq.Ft.

14140 COUNTRY ESTATE DRIVE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 13813 PEACH ORCHARD WAY Winter Garden, FL MLS# O6392351
$850,000
5

Beds

4.1

Baths

3,793

Sq.Ft.

13813 PEACH ORCHARD WAY

Winter Garden, FL

View 14038 JOMATT LOOP Winter Garden, FL MLS# O6394977
$999,000
4

Beds

3.1

Baths

4,105

Sq.Ft.

14038 JOMATT LOOP

Winter Garden, FL

View 15518 HONEY MANDARIN WAY Winter Garden, FL MLS# O6396204
$869,900
5

Beds

4.1

Baths

3,640

Sq.Ft.

15518 HONEY MANDARIN WAY

Winter Garden, FL

View 17465 SUNSET PRAIRIE DRIVE Winter Garden, FL MLS# G5110441
$849,358
6

Beds

4.0

Baths

4,236

Sq.Ft.

17465 SUNSET PRAIRIE DRIVE

Winter Garden, FL

View 17362 WILD DAISY DRIVE Winter Garden, FL MLS# G5110442
$829,953
6

Beds

4.0

Baths

4,236

Sq.Ft.

17362 WILD DAISY DRIVE

Winter Garden, FL

View 17368 WILD DAISY DRIVE Winter Garden, FL MLS# G5110440
$909,778
6

Beds

4.0

Baths

4,236

Sq.Ft.

17368 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

1,075

Estimated median home price

$615,000
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 - 200K23
$200K - 300K95
$300K - 400K67
$400K - 500K156
$500K - 600K185
$600K - 700K114
$700K - 800K129
$800K - 900K104
$900K - 1M66
$1M - Max135

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family762
Townhouse141
Condo139
Commercial10
Rental226
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 7/26/2026)

Information deemed reliable but not guaranteed.

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 7/26/2026.