View 8067 POND APPLE DRIVE Winter Garden, FL MLS# S5143857
$3,195
4

Beds

2.1

Baths

3,258

Sq.Ft.

8067 POND APPLE DRIVE

Winter Garden, FL

Courtesy of MULTI CHOICE REALTY LLC
View 17049 SEVILLE ORANGE ROAD Winter Garden, FL MLS# L4959570
  • Recently Listed with Virtual Tour
1 of 28
$3,995
4

Beds

3.0

Baths

2,048

Sq.Ft.

17049 SEVILLE ORANGE ROAD

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY SMART
View 15784 SWEET LIMETTA DRIVE Winter Garden, FL MLS# O6378629
  • Recently Listed with Virtual Tour
1 of 60
$4,600
5

Beds

4.1

Baths

3,635

Sq.Ft.

15784 SWEET LIMETTA DRIVE

Winter Garden, FL

Courtesy of REALTY HUB
The time to sell is now! THE TIME TO SELL IS NOW!
View 467 SAND LIME ROAD Winter Garden, FL MLS# O6383396
  • Recently Listed with Virtual Tour
1 of 8
$1,950
2

Beds

1.1

Baths

1,281

Sq.Ft.

467 SAND LIME ROAD

Winter Garden, FL

Courtesy of ACTION PLUS REALTY SERVICES
View 13362 DANIELS LANDING CIRCLE 13362 Winter Garden, FL MLS# O6383822
  • Recently Listed with Virtual Tour
1 of 39
$2,200
2

Beds

2.1

Baths

1,293

Sq.Ft.

13362 DANIELS LANDING CIRCLE 13362

Winter Garden, FL

Courtesy of LAIN REALTY & PROPERTY MANAGEMENT
View 12763 CHARMED DRIVE Winter Garden, FL MLS# O6384328
  • Recently Listed with Virtual Tour
1 of 26
$4,100
5

Beds

4.0

Baths

2,587

Sq.Ft.

12763 CHARMED DRIVE

Winter Garden, FL

Courtesy of PRISTINE INTERNATIONAL REALTY LLC
View 14115 FRASIER STREET Winter Garden, FL MLS# O6384087
  • Recently Listed with Virtual Tour
1 of 35
$3,100
4

Beds

2.1

Baths

2,114

Sq.Ft.

14115 FRASIER STREET

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 1165 E PLANT STREET Winter Garden, FL MLS# O6384089
  • Recently Listed with Virtual Tour
1 of 9
$27,480
1,200

Sq.Ft.

1165 E PLANT STREET

Winter Garden, FL

Courtesy of LOKATION
View 12144 STONELEIGH ALLEY Winter Garden, FL MLS# O6384252
  • Recently Listed with Virtual Tour
1 of 30
$2,850
3

Beds

2.0

Baths

1,588

Sq.Ft.

12144 STONELEIGH ALLEY

Winter Garden, FL

Courtesy of TALENT REALTY SOLUTIONS
View 15342 OAK APPLE COURT Winter Garden, FL MLS# S5144129
  • Recently Listed with Virtual Tour
1 of 25
$2,195
3

Beds

2.1

Baths

1,699

Sq.Ft.

15342 OAK APPLE COURT

Winter Garden, FL

Courtesy of YELLOW MOUNTAIN REALTY, LLC
View 17082 WATER SPRING BOULEVARD Winter Garden, FL MLS# O6383549
  • Recently Listed with Virtual Tour
1 of 47
$3,300
4

Beds

3.1

Baths

2,298

Sq.Ft.

17082 WATER SPRING BOULEVARD

Winter Garden, FL

Courtesy of TALENT REALTY SOLUTIONS
View 15517 BAY BRIDGE STREET Winter Garden, FL MLS# O6384051
  • Recently Listed with Virtual Tour
1 of 27
$2,900
3

Beds

2.1

Baths

1,691

Sq.Ft.

15517 BAY BRIDGE STREET

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 336 E PLANT STREET Winter Garden, FL MLS# O6381842
  • Recently Listed with Virtual Tour
1 of 18
$784
1,232

Sq.Ft.

336 E PLANT STREET

Winter Garden, FL

Courtesy of WINTER GARDEN REAL ESTATE
View 5395 BOWMAN DRIVE Winter Garden, FL MLS# S5143992
  • Recently Listed with Virtual Tour
1 of 42
$3,350
4

Beds

3.0

Baths

2,768

Sq.Ft.

5395 BOWMAN DRIVE

Winter Garden, FL

Courtesy of TRANSCEND REALTY
View 10360 AUSTRINA OAK LOOP Winter Garden, FL MLS# O6383063
  • Recently Listed with Virtual Tour
1 of 51
$2,800
3

Beds

2.1

Baths

2,204

Sq.Ft.

10360 AUSTRINA OAK LOOP

Winter Garden, FL

Courtesy of SPRING REALTY ONE LLC
View 9014 SONOMA COAST DRIVE Winter Garden, FL MLS# O6383077
  • Recently Listed with Virtual Tour
1 of 40
$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 9014 PINCH SHOT DRIVE Winter Garden, FL MLS# O6382871
$3,500
3

Beds

2.0

Baths

2,089

Sq.Ft.

9014 PINCH SHOT DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 16236 OUTLOOK SHORE Winter Garden, FL MLS# S5144009
  • Recently Listed with Virtual Tour
1 of 21
$3,300
4

Beds

3.1

Baths

2,489

Sq.Ft.

16236 OUTLOOK SHORE

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 9377 MEADOW HUNT WAY Winter Garden, FL MLS# O6382869
  • Recently Listed with Virtual Tour
1 of 16
$2,850
4

Beds

2.1

Baths

2,072

Sq.Ft.

9377 MEADOW HUNT WAY

Winter Garden, FL

Courtesy of GLASSTONE GROUP INC
View 16375 HAMLIN HILLS ROAD Winter Garden, FL MLS# O6383286
  • Recently Listed with Virtual Tour
1 of 13
$3,075
4

Beds

3.0

Baths

1,715

Sq.Ft.

16375 HAMLIN HILLS ROAD

Winter Garden, FL

Courtesy of EXP 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

877

Estimated median home price

$594,990
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 - 100K6
$100K - 200K12
$200K - 300K84
$300K - 400K77
$400K - 500K144
$500K - 600K136
$600K - 700K103
$700K - 800K83
$800K - 900K71
$900K - 1M62
$1M - Max99

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family589
Townhouse127
Condo122
Commercial9
Rental241
Lots and Land28
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 2/23/2026)

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 2/23/2026.