View 417 SOUTHERN PECAN CIRCLE 205 Winter Garden, FL MLS# O6403943
  • Recently Listed with Virtual Tour
1 of 15
$1,995
2

Beds

2.0

Baths

1,264

Sq.Ft.

417 SOUTHERN PECAN CIRCLE 205

Winter Garden, FL

Courtesy of AFT PROPERTY LLC
View 7699 TANGERINE KNOLL LOOP Winter Garden, FL MLS# O6404238
$3,350
4

Beds

3.1

Baths

2,697

Sq.Ft.

7699 TANGERINE KNOLL LOOP

Winter Garden, FL

Courtesy of TRUVISION REAL ESTATE LLC
View 16276 MERRY ALLEY Winter Garden, FL MLS# O6404597
  • New Construction with Virtual Tour
1 of 22
$3,000
4

Beds

2.1

Baths

1,770

Sq.Ft.

16276 MERRY ALLEY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 15178 GROVERSIDE ROAD Winter Garden, FL MLS# O6404474
  • Recently Listed with Virtual Tour
1 of 32
$3,150
3

Beds

2.1

Baths

1,800

Sq.Ft.

15178 GROVERSIDE ROAD

Winter Garden, FL

Courtesy of PAK HOME REALTY
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 16440 HAMLIN HILLS ROAD Winter Garden, FL MLS# O6404052
$2,700
3

Beds

2.1

Baths

1,624

Sq.Ft.

16440 HAMLIN HILLS ROAD

Winter Garden, FL

Courtesy of KICANTO REALTY
View 14384 BRAEMAR STREET Winter Garden, FL MLS# O6400691
$2,800
3

Beds

2.1

Baths

2,000

Sq.Ft.

14384 BRAEMAR STREET

Winter Garden, FL

Courtesy of SPECIALIZED PROPERTY MANAGEMENT
View 6224 ARALIA IVY LANE Winter Garden, FL MLS# O6404181
$2,800
3

Beds

2.1

Baths

1,560

Sq.Ft.

6224 ARALIA IVY LANE

Winter Garden, FL

Courtesy of ALL REAL ESTATE & INVESTMENTS
View 16347 PRAIRIE SCHOOL DRIVE Winter Garden, FL MLS# S5149540
  • Recently Listed with Virtual Tour
1 of 29
$2,600
3

Beds

2.1

Baths

1,793

Sq.Ft.

16347 PRAIRIE SCHOOL DRIVE

Winter Garden, FL

Courtesy of DEFINITIVE GROUP LLC
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 2227 OAKINGTON STREET Winter Garden, FL MLS# O6403884
$2,995
4

Beds

2.0

Baths

1,867

Sq.Ft.

2227 OAKINGTON STREET

Winter Garden, FL

Courtesy of REALTY ONE GROUP EVOLUTION
View 15190 GROVESIDE ROAD Winter Garden, FL MLS# O6404084
  • New Construction with Virtual Tour
1 of 23
$3,150
4

Beds

3.1

Baths

1,881

Sq.Ft.

15190 GROVESIDE ROAD

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 750 HOME GROVE DRIVE Winter Garden, FL MLS# S5148998
  • Recently Listed with Virtual Tour
1 of 12
$2,800
4

Beds

2.0

Baths

1,705

Sq.Ft.

750 HOME GROVE DRIVE

Winter Garden, FL

Courtesy of ALTIS REALTY
View 5417 NEW INDEPENDENCE PARKWAY Winter Garden, FL MLS# O6403708
  • Recently Listed with Virtual Tour
1 of 10
$2,650
3

Beds

2.1

Baths

1,506

Sq.Ft.

5417 NEW INDEPENDENCE PARKWAY

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 16292 BRIGHT LEAF ROAD Winter Garden, FL MLS# S5148798
  • New Construction with Virtual Tour
1 of 44
$2,620
3

Beds

2.1

Baths

1,553

Sq.Ft.

16292 BRIGHT LEAF ROAD

Winter Garden, FL

Courtesy of GLASSTONE GROUP INC
View 12112 ENCORE AT OVATION WAY Winter Garden, FL MLS# O6403110
$3,180
4

Beds

3.1

Baths

2,781

Sq.Ft.

12112 ENCORE AT OVATION WAY

Winter Garden, FL

Courtesy of SPRING REALTY ONE LLC
View 9158 SONOMA COAST DRIVE Winter Garden, FL MLS# TB8502828
$3,495
4

Beds

3.0

Baths

2,117

Sq.Ft.

9158 SONOMA COAST DRIVE

Winter Garden, FL

Courtesy of 7 BLUE LLC
View 502 S HIGHLAND AVENUE Winter Garden, FL MLS# O6403053
$2,800
3

Beds

1.0

Baths

2,102

Sq.Ft.

502 S HIGHLAND AVENUE

Winter Garden, FL

Courtesy of NEW SOLUTIONS REALTY INC
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 1570 SCARLET OAK LOOP C Winter Garden, FL MLS# O6402586
$2,400
3

Beds

2.1

Baths

1,696

Sq.Ft.

1570 SCARLET OAK LOOP C

Winter Garden, FL

Courtesy of REALSOURCE PROPERTY MANGNT 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

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

PriceCount
$0 - 100K2
$100K - 200K21
$200K - 300K98
$300K - 400K83
$400K - 500K138
$500K - 600K170
$600K - 700K126
$700K - 800K118
$800K - 900K87
$900K - 1M74
$1M - Max125

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family716
Townhouse139
Condo145
Commercial10
Rental212
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(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.