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
  • Recently Listed with Virtual Tour
1 of 58
$4,500
3

Beds

2.1

Baths

2,178

Sq.Ft.

2827 SANCTUARY LANE

Winter Garden, FL

Courtesy of GARCIA REALTY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 2227 OAKINGTON STREET Winter Garden, FL MLS# O6403884
  • Recently Listed with Virtual Tour
1 of 43
$2,995
4

Beds

2.0

Baths

1,867

Sq.Ft.

2227 OAKINGTON STREET

Winter Garden, FL

Courtesy of REALTY ONE GROUP EVOLUTION
View 12067 HOLYSTONE STREET Winter Garden, FL MLS# O6403881
  • Recently Listed with Virtual Tour
1 of 14
$2,650
3

Beds

2.1

Baths

1,654

Sq.Ft.

12067 HOLYSTONE STREET

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
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
  • Recently Listed with Virtual Tour
1 of 17
$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
View 13071 INKWELL ALLEY Winter Garden, FL MLS# S5148709
$2,750
4

Beds

3.0

Baths

2,042

Sq.Ft.

13071 INKWELL ALLEY

Winter Garden, FL

Courtesy of MULTI CHOICE REALTY LLC
View 6460 MAKRUT LIME DRIVE Winter Garden, FL MLS# O6402389
$4,250
4

Beds

3.1

Baths

3,103

Sq.Ft.

6460 MAKRUT LIME DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 16435 PARABLE WAY Winter Garden, FL MLS# O6402360
  • Recently Listed with Virtual Tour
1 of 35
$2,900
4

Beds

3.0

Baths

2,030

Sq.Ft.

16435 PARABLE WAY

Winter Garden, FL

Courtesy of INTEREALTY SERVICE
View 9131 CUT SHOT DRIVE Winter Garden, FL MLS# O6402316
$3,150
5

Beds

3.0

Baths

2,638

Sq.Ft.

9131 CUT SHOT DRIVE

Winter Garden, FL

Courtesy of BLUE CHIP INTERNATIONAL REALTY LLC
View 15141 SUMMER HARVEST STREET Winter Garden, FL MLS# O6401976
$3,500
4

Beds

3.1

Baths

2,278

Sq.Ft.

15141 SUMMER HARVEST STREET

Winter Garden, FL

Courtesy of GARCIA REALTY GROUP
View 17877 PHIL C PETERS RD Winter Garden, FL MLS# O6402176
$4,299
3

Beds

2.0

Baths

2,501

Sq.Ft.

17877 PHIL C PETERS RD

Winter Garden, FL

Courtesy of REIS E SILVA REALTY GROUP 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

1,039

Estimated median home price

$609,990
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 - 100K1
$100K - 200K21
$200K - 300K100
$300K - 400K81
$400K - 500K140
$500K - 600K167
$600K - 700K127
$700K - 800K120
$800K - 900K84
$900K - 1M79
$1M - Max119

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family714
Townhouse141
Condo142
Commercial10
Rental218
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 5/19/2026)

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 5/20/2026.