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 15609 WATER SPRING BOULEVARD Winter Garden, FL MLS# O6368574
$2,725
3

Beds

2.1

Baths

1,755

Sq.Ft.

15609 WATER SPRING BOULEVARD

Winter Garden, FL

Courtesy of JC FLORIDA REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
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
$3,050
4

Beds

3.1

Baths

1,881

Sq.Ft.

15058 GROVE LAKE DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
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 7121 BLUE INDIGO CRESCENT Winter Garden, FL MLS# O6357690
$1,800
Studio

Beds

1.0

Baths

750

Sq.Ft.

7121 BLUE INDIGO CRESCENT

Winter Garden, FL

Courtesy of THE FLORIDA LOUNGE REALTY LLC
View 15002 WINDFLOWER ALLEY Winter Garden, FL MLS# O6360807
$2,350
3

Beds

2.1

Baths

1,536

Sq.Ft.

15002 WINDFLOWER ALLEY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 186 S MAIN STREET Winter Garden, FL MLS# O6359871
  • New Construction with Virtual Tour
1 of 7
$0
16,000

Sq.Ft.

186 S MAIN STREET

Winter Garden, FL

Courtesy of CORCORAN PREMIER REALTY
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 17865 ADRIFT ROAD Winter Garden, FL MLS# O6359041
$3,300
4

Beds

3.1

Baths

2,484

Sq.Ft.

17865 ADRIFT ROAD

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 950 S DILLARD STREET Winter Garden, FL MLS# O6359585
  • New Construction with Virtual Tour
1 of 7
$552,900
4,909

Sq.Ft.

950 S DILLARD STREET

Winter Garden, FL

Courtesy of CORCORAN PREMIER REALTY
View 12927 CANOPY WOODS WAY Winter Garden, FL MLS# S5136184
$9,250
5

Beds

4.1

Baths

4,671

Sq.Ft.

12927 CANOPY WOODS WAY

Winter Garden, FL

Courtesy of B LIVE COMMERCIAL AND RESIDENT
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

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

1,041

Estimated median home price

$609,900
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 - 100K2
$100K - 200K21
$200K - 300K98
$300K - 400K83
$400K - 500K141
$500K - 600K168
$600K - 700K124
$700K - 800K118
$800K - 900K87
$900K - 1M74
$1M - Max125

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family713
Townhouse141
Condo145
Commercial10
Rental211
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 5/24/2026)

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 5/24/2026.