View 14931 LEBEAU LOOP Winter Garden, FL MLS# O6376599
  • Virtual Tour
1 of 57
$5,400
4

Beds

3.1

Baths

2,832

Sq.Ft.

14931 LEBEAU LOOP

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 16324 SILVER GROVE BOULEVARD Winter Garden, FL MLS# O6358862
$5,000
5

Beds

4.1

Baths

3,743

Sq.Ft.

16324 SILVER GROVE BOULEVARD

Winter Garden, FL

Courtesy of WINDERMERE INTERNATIONAL REALTY
View 455 WINTER GROVE BOULEVARD Winter Garden, FL MLS# O6397196
  • New Construction with Virtual Tour
1 of 47
$5,000
5

Beds

3.1

Baths

2,631

Sq.Ft.

455 WINTER GROVE BOULEVARD

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 11163 GREAT ROCK STREET Winter Garden, FL MLS# O6364381
$4,999
5

Beds

3.0

Baths

3,393

Sq.Ft.

11163 GREAT ROCK STREET

Winter Garden, FL

Courtesy of MANAGER PROP
View 17822 ADRIFT ROAD Winter Garden, FL MLS# O6405193
  • Recently Listed with Virtual Tour
1 of 26
$4,900
5

Beds

4.0

Baths

2,832

Sq.Ft.

17822 ADRIFT ROAD

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 6154 HAMLIN RESERVE BOULEVARD Winter Garden, FL MLS# O6395397
$4,800
4

Beds

3.1

Baths

3,087

Sq.Ft.

6154 HAMLIN RESERVE BOULEVARD

Winter Garden, FL

Courtesy of ALLUX REAL ESTATE LLC
View 9354 LAKE HICKORY NUT DRIVE Winter Garden, FL MLS# O6408572
$4,750
3

Beds

3.1

Baths

2,278

Sq.Ft.

9354 LAKE HICKORY NUT DRIVE

Winter Garden, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 17670 JAPONICA BLOOM DRIVE Winter Garden, FL MLS# O6372002
  • New Construction with Virtual Tour
1 of 80
$4,650
5

Beds

4.1

Baths

3,542

Sq.Ft.

17670 JAPONICA BLOOM DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 14957 WINTER STAY DRIVE Winter Garden, FL MLS# O6402873
$4,600
5

Beds

4.0

Baths

3,784

Sq.Ft.

14957 WINTER STAY DRIVE

Winter Garden, FL

Courtesy of AAA GLOBAL VENTURES PA
View 17552 LAKE STAR ROAD Winter Garden, FL MLS# O6315084
$4,500
4

Beds

3.1

Baths

2,605

Sq.Ft.

17552 LAKE STAR ROAD

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 16771 TURTLE HATCH DRIVE D Winter Garden, FL MLS# O6365612
$4,500
4

Beds

3.1

Baths

2,954

Sq.Ft.

16771 TURTLE HATCH DRIVE D

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 15713 SWEET LIMETTA DRIVE Winter Garden, FL MLS# O6397517
$4,500
4

Beds

4.1

Baths

3,377

Sq.Ft.

15713 SWEET LIMETTA DRIVE

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 2827 SANCTUARY LANE Winter Garden, FL MLS# O6403747
$4,500
3

Beds

2.1

Baths

2,178

Sq.Ft.

2827 SANCTUARY LANE

Winter Garden, FL

Courtesy of GARCIA REALTY GROUP
View 17877 PHIL C PETERS RD Winter Garden, FL MLS# O6402176
$4,299
3

Beds

2.0

Baths

2,501

Sq.Ft.

17877 PHIL C PETERS RD

Winter Garden, FL

Courtesy of REIS E SILVA REALTY GROUP LLC
View 6460 MAKRUT LIME DRIVE Winter Garden, FL MLS# O6402389
$4,250
4

Beds

3.1

Baths

3,103

Sq.Ft.

6460 MAKRUT LIME DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 14523 BLACK LAKE PRESERVE STREET Winter Garden, FL MLS# O6391877
$4,200
5

Beds

3.0

Baths

3,700

Sq.Ft.

14523 BLACK LAKE PRESERVE STREET

Winter Garden, FL

Courtesy of AGENT GROUP REALTY
View 17582 LAKE STAR ROAD Winter Garden, FL MLS# O6333727
$4,100
4

Beds

3.1

Baths

2,605

Sq.Ft.

17582 LAKE STAR ROAD

Winter Garden, FL

Courtesy of SUNNY 365 REALTY GROUP
View 7816 Summerlake Pointe BOULEVARD Winter Garden, FL MLS# O6203136
  • Recently Listed with Virtual Tour
1 of 17
$4,000
4

Beds

2.1

Baths

3,484

Sq.Ft.

7816 Summerlake Pointe BOULEVARD

Winter Garden, FL

Courtesy of FOURSQUARE REAL ESTATE
View 8325 TOPSAIL PLACE Winter Garden, FL MLS# O6409999
  • Recently Listed with Virtual Tour
1 of 74
$4,000
3

Beds

2.0

Baths

2,170

Sq.Ft.

8325 TOPSAIL PLACE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 16822 WINGSPREAD LOOP Winter Garden, FL MLS# O6402231
$3,950
4

Beds

3.0

Baths

2,470

Sq.Ft.

16822 WINGSPREAD LOOP

Winter Garden, FL

Courtesy of ASSURANCE FLORIDA REALTY

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

1,042

Estimated median home price

$609,945
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

Price Count
$0 - 100K 2
$100K - 200K 21
$200K - 300K 98
$300K - 400K 83
$400K - 500K 138
$500K - 600K 170
$600K - 700K 126
$700K - 800K 118
$800K - 900K 87
$900K - 1M 74
$1M - Max 125

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 716
Townhouse 139
Condo 145
Commercial 10
Rental 212
Lots and Land 29
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 2
Farms 0

(Data as of 5/23/2026)

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 5/23/2026.