View 15056 WINDFLOWER ALLEY Winter Garden, FL MLS# O6368600
$2,600
3

Beds

2.1

Baths

1,536

Sq.Ft.

15056 WINDFLOWER ALLEY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 14543 MAGNOLIA RIDGE LOOP Winter Garden, FL MLS# O6368053
  • Recently Listed with Virtual Tour
1 of 16
$3,200
4

Beds

3.0

Baths

2,735

Sq.Ft.

14543 MAGNOLIA RIDGE LOOP

Winter Garden, FL

Courtesy of TOP LINE REALTY
View 7567 GREEN MOUNTAIN WAY Winter Garden, FL MLS# O6368418
  • Recently Listed with Virtual Tour
1 of 55
$10,500
5

Beds

4.1

Baths

4,929

Sq.Ft.

7567 GREEN MOUNTAIN WAY

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
The time to sell is now! THE TIME TO SELL IS NOW!
View 15524 WATER SPRING BOULEVARD Winter Garden, FL MLS# O6365575
  • Recently Listed with Virtual Tour
1 of 33
$3,200
4

Beds

3.0

Baths

2,030

Sq.Ft.

15524 WATER SPRING BOULEVARD

Winter Garden, FL

Courtesy of DELUX MIAMI GROUP, LLC.
View 13519 SAGESTONE DRIVE Winter Garden, FL MLS# O6364941
  • Recently Listed with Virtual Tour
1 of 37
$2,700
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
  • Recently Listed with Virtual Tour
1 of 28
$3,390
4

Beds

3.1

Baths

1,881

Sq.Ft.

15058 GROVE LAKE DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 7292 CANALI WAY Winter Garden, FL MLS# O6367857
  • Recently Listed with Virtual Tour
1 of 23
$2,850
3

Beds

2.1

Baths

1,860

Sq.Ft.

7292 CANALI WAY

Winter Garden, FL

Courtesy of THE FLORIDA LOUNGE REALTY LLC
View 1150 CHASE DRIVE Winter Garden, FL MLS# O6367573
  • Recently Listed with Virtual Tour
1 of 23
$2,375
4

Beds

2.0

Baths

1,852

Sq.Ft.

1150 CHASE DRIVE

Winter Garden, FL

Courtesy of PREMIER MANAGEMENT GROUP INC
View 14783 MAGNOLIA RIDGE LOOP Winter Garden, FL MLS# O6367680
$3,250
3

Beds

2.1

Baths

2,680

Sq.Ft.

14783 MAGNOLIA RIDGE LOOP

Winter Garden, FL

Courtesy of SERHANT
View 14612 GLADE HILL PARK WAY Winter Garden, FL MLS# S5140299
  • Recently Listed with Virtual Tour
1 of 79
$5,900
5

Beds

4.1

Baths

3,892

Sq.Ft.

14612 GLADE HILL PARK WAY

Winter Garden, FL

Courtesy of LA ROSA REALTY INTERNACIONAL L
View 304 SOUTHERN PECAN CIRCLE 203 Winter Garden, FL MLS# O6368302
  • Recently Listed with Virtual Tour
1 of 13
$1,645
1

Beds

1.0

Baths

942

Sq.Ft.

304 SOUTHERN PECAN CIRCLE 203

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 15475 BAY BRIDGE STREET Winter Garden, FL MLS# S5140307
  • Recently Listed with Virtual Tour
1 of 25
$2,900
3

Beds

2.1

Baths

1,835

Sq.Ft.

15475 BAY BRIDGE STREET

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 1268 PORTMOOR Winter Garden, FL MLS# S5140263
  • Adult Community with Virtual Tour
1 of 12
$3,200
4

Beds

2.0

Baths

2,197

Sq.Ft.

1268 PORTMOOR

Winter Garden, FL

Courtesy of LA ROSA REALTY KISSIMMEE
View 418 WESTPOINT GARDEN CIRCLE Winter Garden, FL MLS# O6369108
  • Recently Listed with Virtual Tour
1 of 5
$2,250
3

Beds

2.1

Baths

1,588

Sq.Ft.

418 WESTPOINT GARDEN CIRCLE

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 10672 WORDS DRIVE Winter Garden, FL MLS# O6367340
  • Recently Listed with Virtual Tour
1 of 30
$2,850
3

Beds

2.1

Baths

1,755

Sq.Ft.

10672 WORDS DRIVE

Winter Garden, FL

Courtesy of JC FLORIDA REALTY LLC
View 9753 LOST CREEK DRIVE Winter Garden, FL MLS# O6367318
  • Recently Listed with Virtual Tour
1 of 64
$3,650
4

Beds

3.1

Baths

2,929

Sq.Ft.

9753 LOST CREEK DRIVE

Winter Garden, FL

Courtesy of SPRING REALTY ONE LLC
View 17415 BAL HARBOUR DRIVE Winter Garden, FL MLS# O6367321
  • Recently Listed with Virtual Tour
1 of 49
$3,590
5

Beds

3.0

Baths

3,261

Sq.Ft.

17415 BAL HARBOUR DRIVE

Winter Garden, FL

Courtesy of SPRING REALTY ONE LLC
View 7512 SUMMERLAKE GROVES STREET Winter Garden, FL MLS# O6367252
  • Recently Listed with Virtual Tour
1 of 9
$2,750
3

Beds

2.1

Baths

2,175

Sq.Ft.

7512 SUMMERLAKE GROVES STREET

Winter Garden, FL

Courtesy of INTOP PROPERTY MANAGEMENT
View 15236 TRIBUTE OVATION WAY Winter Garden, FL MLS# O6367006
  • Recently Listed with Virtual Tour
1 of 29
$3,250
3

Beds

2.1

Baths

1,850

Sq.Ft.

15236 TRIBUTE OVATION WAY

Winter Garden, FL

Courtesy of DALTON WADE INC
View 12748 SW Brodlove LN 12748 Winter Garden, FL MLS# A11930112
$2,900
3

Beds

2.1

Baths

1,796

Sq.Ft.

12748 SW Brodlove LN 12748

Winter Garden, FL

Courtesy of CASA SOL 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

774

Estimated median home price

$589,000
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 - 100K6
$100K - 200K8
$200K - 300K64
$300K - 400K82
$400K - 500K132
$500K - 600K123
$600K - 700K85
$700K - 800K68
$800K - 900K63
$900K - 1M49
$1M - Max94

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family502
Townhouse117
Condo110
Commercial9
Rental224
Lots and Land32
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 1/3/2026)

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 1/3/2026.