View 5301 CITRUS LEAF BOULEVARD Winter Garden, FL MLS# O6372658
$6,000
5

Beds

4.1

Baths

3,871

Sq.Ft.

5301 CITRUS LEAF BOULEVARD

Winter Garden, FL

Courtesy of CELEBRITY GLOBAL REALTY 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 5133 CITRUS LEAF BOULEVARD Winter Garden, FL MLS# O6370982
$6,400
4

Beds

3.1

Baths

2,943

Sq.Ft.

5133 CITRUS LEAF BOULEVARD

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 6424 TABEBUIA PARKWAY Winter Garden, FL MLS# O6369962
  • New Construction with Virtual Tour
1 of 25
$2,600
3

Beds

2.1

Baths

1,501

Sq.Ft.

6424 TABEBUIA PARKWAY

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 12572 WESTHAVEN OAK DRIVE Winter Garden, FL MLS# O6369823
$3,000
4

Beds

3.0

Baths

2,148

Sq.Ft.

12572 WESTHAVEN OAK DRIVE

Winter Garden, FL

Courtesy of THE FLORIDA LOUNGE REALTY LLC
View 14549 SPOTTED SANDPIPER BOULEVARD Winter Garden, FL MLS# O6369532
$3,100
4

Beds

3.0

Baths

3,052

Sq.Ft.

14549 SPOTTED SANDPIPER BOULEVARD

Winter Garden, FL

Courtesy of YANG REALTY INC
View 13352 HARBOR SHORE LANE 13352 Winter Garden, FL MLS# O6368717
$2,400
2

Beds

2.1

Baths

1,234

Sq.Ft.

13352 HARBOR SHORE LANE 13352

Winter Garden, FL

Courtesy of FLORIDA PRESTIGIOUS HOMES INC
View 15609 WATER SPRING BOULEVARD Winter Garden, FL MLS# O6368574
$2,850
3

Beds

2.1

Baths

1,755

Sq.Ft.

15609 WATER SPRING BOULEVARD

Winter Garden, FL

Courtesy of JC FLORIDA REALTY LLC
View 7567 GREEN MOUNTAIN WAY Winter Garden, FL MLS# O6368418
$9,500
5

Beds

4.1

Baths

4,929

Sq.Ft.

7567 GREEN MOUNTAIN WAY

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 13519 SAGESTONE DRIVE Winter Garden, FL MLS# O6364941
  • New Construction with Virtual Tour
1 of 37
$2,600
3

Beds

2.1

Baths

1,567

Sq.Ft.

13519 SAGESTONE DRIVE

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 15058 GROVE LAKE DRIVE Winter Garden, FL MLS# O6367981
  • New Construction with Virtual Tour
1 of 28
$3,100
4

Beds

3.1

Baths

1,881

Sq.Ft.

15058 GROVE LAKE DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 304 SOUTHERN PECAN CIRCLE 203 Winter Garden, FL MLS# O6368302
$1,545
1

Beds

1.0

Baths

942

Sq.Ft.

304 SOUTHERN PECAN CIRCLE 203

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 7054 BROOMSHEDGE TRAIL TRAIL Winter Garden, FL MLS# S5139900
$2,280
2

Beds

2.1

Baths

1,200

Sq.Ft.

7054 BROOMSHEDGE TRAIL TRAIL

Winter Garden, FL

Courtesy of LA ROSA REALTY KISSIMMEE
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 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 12664 CHARMED DRIVE Winter Garden, FL MLS# O6358668
  • New Construction
1 of 22
$2,500
3

Beds

2.1

Baths

1,568

Sq.Ft.

12664 CHARMED DRIVE

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 981 VINELAND ROAD Winter Garden, FL MLS# O6364366
  • New Construction with Virtual Tour
1 of 6
$0
8,700

Sq.Ft.

981 VINELAND ROAD

Winter Garden, FL

Courtesy of CORCORAN PREMIER REALTY
View 399 WINTER NELLIS CIRCLE Winter Garden, FL MLS# O6364179
$2,300
3

Beds

2.1

Baths

1,592

Sq.Ft.

399 WINTER NELLIS CIRCLE

Winter Garden, FL

Courtesy of JAMIESON PROPERTIES, INC.
View 11834 SHINE VIEW LANE Winter Garden, FL MLS# O6361356
  • New Construction with Virtual Tour
1 of 22
$3,300
3

Beds

2.1

Baths

2,027

Sq.Ft.

11834 SHINE VIEW LANE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 14340 BRAEMAR STREET Winter Garden, FL MLS# O6359366
$3,500
3

Beds

2.1

Baths

2,062

Sq.Ft.

14340 BRAEMAR STREET

Winter Garden, FL

Courtesy of CORCORAN PREMIER 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

948

Estimated median home price

$591,415
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 4
$100K - 200K 17
$200K - 300K 91
$300K - 400K 79
$400K - 500K 145
$500K - 600K 156
$600K - 700K 111
$700K - 800K 93
$800K - 900K 85
$900K - 1M 65
$1M - Max 102

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 652
Townhouse 133
Condo 127
Commercial 11
Rental 226
Lots and Land 23
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 1
Farms 0

(Data as of 4/3/2026)

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 4/3/2026.