View 6424 TABEBUIA PARKWAY Winter Garden, FL MLS# O6369962
  • Recently Listed with Virtual Tour
1 of 25
$2,700
3

Beds

2.1

Baths

1,501

Sq.Ft.

6424 TABEBUIA PARKWAY

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 15381 HAMLIN PARK DRIVE Winter Garden, FL MLS# O6370054
  • Recently Listed with Virtual Tour
1 of 33
$3,250
3

Beds

3.1

Baths

2,072

Sq.Ft.

15381 HAMLIN PARK DRIVE

Winter Garden, FL

Courtesy of LA ROSA RTY WINTER GARDEN LLC
View 2017 PORTCASTLE CIRCLE Winter Garden, FL MLS# O6370153
$2,600
3

Beds

2.1

Baths

1,857

Sq.Ft.

2017 PORTCASTLE CIRCLE

Winter Garden, FL

Courtesy of LA ROSA REALTY KISSIMMEE
The time to sell is now! THE TIME TO SELL IS NOW!
View 15445 BAY BRIDGE STREET Winter Garden, FL MLS# O6370108
  • Recently Listed with Virtual Tour
1 of 40
$2,900
3

Beds

2.1

Baths

1,684

Sq.Ft.

15445 BAY BRIDGE STREET

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 16436 SILVER BROOK WAY Winter Garden, FL MLS# O6369983
$3,100
3

Beds

2.1

Baths

1,678

Sq.Ft.

16436 SILVER BROOK WAY

Winter Garden, FL

Courtesy of BELLA TRAE REALTY
View 17575 LAKE STAR ROAD Winter Garden, FL MLS# O6369540
  • Recently Listed with Virtual Tour
1 of 53
$4,800
5

Beds

4.1

Baths

3,533

Sq.Ft.

17575 LAKE STAR ROAD

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 12572 WESTHAVEN OAK DRIVE Winter Garden, FL MLS# O6369823
  • Recently Listed with Virtual Tour
1 of 31
$3,500
4

Beds

3.0

Baths

2,148

Sq.Ft.

12572 WESTHAVEN OAK DRIVE

Winter Garden, FL

Courtesy of THE FLORIDA LOUNGE REALTY LLC
View 16013 RIDGE HAVEN ALLEY Winter Garden, FL MLS# O6369628
  • Recently Listed with Virtual Tour
1 of 39
$2,950
3

Beds

2.1

Baths

2,029

Sq.Ft.

16013 RIDGE HAVEN ALLEY

Winter Garden, FL

Courtesy of SHINING OAK REALTY
View 14549 SPOTTED SANDPIPER BOULEVARD Winter Garden, FL MLS# O6369532
$3,395
4

Beds

3.0

Baths

3,052

Sq.Ft.

14549 SPOTTED SANDPIPER BOULEVARD

Winter Garden, FL

Courtesy of YANG REALTY INC
View 11377 PIXIE MANDARIN COURT Winter Garden, FL MLS# O6364793
  • Recently Listed with Virtual Tour
1 of 36
$3,500
3

Beds

2.1

Baths

2,134

Sq.Ft.

11377 PIXIE MANDARIN COURT

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 16381 SILVER BROOK WAY Winter Garden, FL MLS# O6369733
$3,500
4

Beds

3.0

Baths

2,072

Sq.Ft.

16381 SILVER BROOK WAY

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 16268 BRIGHT LEAF ROAD Winter Garden, FL MLS# TB8458908
  • Recently Listed with Virtual Tour
1 of 33
$2,600
3

Beds

2.1

Baths

1,683

Sq.Ft.

16268 BRIGHT LEAF ROAD

Winter Garden, FL

Courtesy of CANVAS REAL ESTATE
View 1458 WAVERUNNER LANE Winter Garden, FL MLS# O6369229
$3,000
4

Beds

3.1

Baths

2,492

Sq.Ft.

1458 WAVERUNNER LANE

Winter Garden, FL

Courtesy of STOCKWORTH REALTY GROUP
View 14645 MAGNOLIA RIDGE LOOP Winter Garden, FL MLS# S5139971
  • Recently Listed with Virtual Tour
1 of 21
$3,200
4

Beds

2.0

Baths

1,915

Sq.Ft.

14645 MAGNOLIA RIDGE LOOP

Winter Garden, FL

Courtesy of LA ROSA REALTY KISSIMMEE
View 7192 WILD STRAWBERRY RUN Winter Garden, FL MLS# O6369278
  • Recently Listed with Virtual Tour
1 of 15
$2,850
3

Beds

2.0

Baths

2,094

Sq.Ft.

7192 WILD STRAWBERRY RUN

Winter Garden, FL

Courtesy of SUNNY 365 REALTY GROUP
View 9640 AMBER CHESTNUT WAY Winter Garden, FL MLS# O6368978
  • Recently Listed with Virtual Tour
1 of 32
$2,950
4

Beds

3.1

Baths

2,303

Sq.Ft.

9640 AMBER CHESTNUT WAY

Winter Garden, FL

Courtesy of PREMIER CAPITAL REALTY LLC
View 14250 BRAEMAR STREET Winter Garden, FL MLS# O6368884
  • Recently Listed with Virtual Tour
1 of 21
$2,875
3

Beds

2.1

Baths

1,788

Sq.Ft.

14250 BRAEMAR STREET

Winter Garden, FL

Courtesy of RIO HOMES AND INVESTMENTS LLC
View 15129 SUMMER HARVEST STREET Winter Garden, FL MLS# O6369574
  • Recently Listed with Virtual Tour
1 of 45
$3,400
4

Beds

3.1

Baths

2,338

Sq.Ft.

15129 SUMMER HARVEST STREET

Winter Garden, FL

Courtesy of TALENT REALTY SOLUTIONS
View 13896 LANYARD WAY Winter Garden, FL MLS# O6368885
  • Recently Listed with Virtual Tour
1 of 25
$4,800
5

Beds

4.0

Baths

3,611

Sq.Ft.

13896 LANYARD WAY

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 13111 FARO COURT Winter Garden, FL MLS# O6368873
  • Recently Listed with Virtual Tour
1 of 29
$4,400
5

Beds

4.0

Baths

3,243

Sq.Ft.

13111 FARO COURT

Winter Garden, FL

Courtesy of JC FLORIDA 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

786

Estimated median home price

$585,000
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 - 100K7
$100K - 200K8
$200K - 300K65
$300K - 400K82
$400K - 500K139
$500K - 600K123
$600K - 700K88
$700K - 800K68
$800K - 900K64
$900K - 1M49
$1M - Max93

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family507
Townhouse122
Condo111
Commercial10
Rental230
Lots and Land32
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 12/31/2025)

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 12/31/2025.