View 455 WINTER GROVE BOULEVARD Winter Garden, FL MLS# O6397196
  • Recently Listed with Virtual Tour
1 of 47
$5,690
5

Beds

3.1

Baths

2,631

Sq.Ft.

455 WINTER GROVE BOULEVARD

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 5229 CITRUS LEAF BOULEVARD Winter Garden, FL MLS# O6357630
  • New Construction with Virtual Tour
1 of 69
$5,600
4

Beds

3.1

Baths

3,300

Sq.Ft.

5229 CITRUS LEAF BOULEVARD

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 9240 WOODCRANE DRIVE Winter Garden, FL MLS# O6396748
  • Recently Listed with Virtual Tour
1 of 31
$5,499
5

Beds

4.0

Baths

3,760

Sq.Ft.

9240 WOODCRANE DRIVE

Winter Garden, FL

Courtesy of HAMPTON & HAMPTON MGMT LEASING
The time to sell is now! THE TIME TO SELL IS NOW!
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 149 S PARK AVENUE Winter Garden, FL MLS# O6397983
  • Recently Listed with Virtual Tour
1 of 20
$5,200
3

Beds

2.1

Baths

2,938

Sq.Ft.

149 S PARK AVENUE

Winter Garden, FL

Courtesy of GECKO REALTY, INC
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 15784 SWEET LIMETTA DRIVE Winter Garden, FL MLS# O6378629
$5,000
5

Beds

4.1

Baths

3,635

Sq.Ft.

15784 SWEET LIMETTA DRIVE

Winter Garden, FL

Courtesy of REALTY HUB
View 6154 HAMLIN RESERVE BOULEVARD Winter Garden, FL MLS# O6395397
  • Recently Listed with Virtual Tour
1 of 66
$5,000
4

Beds

3.1

Baths

3,087

Sq.Ft.

6154 HAMLIN RESERVE BOULEVARD

Winter Garden, FL

Courtesy of ALLUX REAL ESTATE LLC
View 15713 SWEET LIMETTA DRIVE Winter Garden, FL MLS# O6397517
$5,000
4

Beds

4.1

Baths

3,377

Sq.Ft.

15713 SWEET LIMETTA DRIVE

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
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 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 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 15512 SUNQUAT DRIVE Winter Garden, FL MLS# O6397578
  • Recently Listed with Virtual Tour
1 of 40
$4,490
3

Beds

2.0

Baths

1,979

Sq.Ft.

15512 SUNQUAT DRIVE

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 17834 ADRIFT ROAD Winter Garden, FL MLS# O6380850
  • Virtual Tour
1 of 36
$4,300
4

Beds

3.0

Baths

2,674

Sq.Ft.

17834 ADRIFT ROAD

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 8138 SOLDIERWOOD STREET Winter Garden, FL MLS# O6392308
  • Recently Listed with Virtual Tour
1 of 50
$4,300
4

Beds

3.0

Baths

3,075

Sq.Ft.

8138 SOLDIERWOOD STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 9014 SONOMA COAST DRIVE Winter Garden, FL MLS# O6383077
$4,200
4

Beds

4.1

Baths

3,426

Sq.Ft.

9014 SONOMA COAST DRIVE

Winter Garden, FL

Courtesy of BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P
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 12763 CHARMED DRIVE Winter Garden, FL MLS# O6384328
$4,100
5

Beds

4.0

Baths

2,587

Sq.Ft.

12763 CHARMED DRIVE

Winter Garden, FL

Courtesy of PRISTINE INTERNATIONAL 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

973

Estimated median home price

$595,000
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

Price Count
$0 - 100K 1
$100K - 200K 19
$200K - 300K 95
$300K - 400K 81
$400K - 500K 148
$500K - 600K 156
$600K - 700K 118
$700K - 800K 98
$800K - 900K 85
$900K - 1M 65
$1M - Max 107

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 672
Townhouse 134
Condo 129
Commercial 12
Rental 232
Lots and Land 24
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 1
Farms 0

(Data as of 4/15/2026)

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 4/15/2026.