View 16207 POINT ROCK DRIVE Winter Garden, FL MLS# O6453646
  • Recently Listed with Virtual Tour
1 of 42
$4,950
5

Beds

4.1

Baths

3,229

Sq.Ft.

16207 POINT ROCK DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 16570 BARBOURS CREEK WAY Winter Garden, FL MLS# O6457203
  • Recently Listed with Virtual Tour
1 of 93
$2,600
3

Beds

2.1

Baths

1,567

Sq.Ft.

16570 BARBOURS CREEK WAY

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 12578 ENCORE AT OVATION WAY Winter Garden, FL MLS# O6456883
  • Recently Listed with Virtual Tour
1 of 30
$3,300
4

Beds

3.1

Baths

2,582

Sq.Ft.

12578 ENCORE AT OVATION WAY

Winter Garden, FL

Courtesy of TOPSKY REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 6026 FLOWERING CHERRY BEND UNIT #A Winter Garden, FL MLS# O6455151
$3,300
4

Beds

2.1

Baths

2,515

Sq.Ft.

6026 FLOWERING CHERRY BEND UNIT #A

Winter Garden, FL

Courtesy of MANAGER PROP
View 9450 KOMIKA LANE Winter Garden, FL MLS# O6457318
  • Recently Listed with Virtual Tour
1 of 24
$2,995
4

Beds

3.1

Baths

2,477

Sq.Ft.

9450 KOMIKA LANE

Winter Garden, FL

Courtesy of INTOP PROPERTY MANAGEMENT
View 6026 FLOWERING CHERRY BEND UNIT #B Winter Garden, FL MLS# O6457345
$1,550
1

Beds

1.0

Baths

600

Sq.Ft.

6026 FLOWERING CHERRY BEND UNIT #B

Winter Garden, FL

Courtesy of MANAGER PROP
View 16085 PEBBLE BLUFF LOOP Winter Garden, FL MLS# O6455400
  • Recently Listed with Virtual Tour
1 of 48
$3,200
3

Beds

2.1

Baths

1,815

Sq.Ft.

16085 PEBBLE BLUFF LOOP

Winter Garden, FL

Courtesy of ON ME REALTY
View 519 HEARTHGLEN BOULEVARD Winter Garden, FL MLS# O6456605
  • Recently Listed with Virtual Tour
1 of 30
$3,200
4

Beds

3.0

Baths

3,009

Sq.Ft.

519 HEARTHGLEN BOULEVARD

Winter Garden, FL

Courtesy of KN PREMIER REALTY, INC
View 1105 LINCOLN TERRACE Winter Garden, FL MLS# O6455083
  • Recently Listed with Virtual Tour
1 of 23
$1,650
3

Beds

1.0

Baths

814

Sq.Ft.

1105 LINCOLN TERRACE

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 9378 MCLAREN ALLEY Winter Garden, FL MLS# O6456729
  • Recently Listed with Virtual Tour
1 of 35
$3,200
4

Beds

3.1

Baths

2,477

Sq.Ft.

9378 MCLAREN ALLEY

Winter Garden, FL

Courtesy of EAST PEARL REALTY
View 16594 BARBOURS CREEK WAY Winter Garden, FL MLS# O6456726
  • Recently Listed with Virtual Tour
1 of 29
$2,800
3

Beds

2.1

Baths

1,817

Sq.Ft.

16594 BARBOURS CREEK WAY

Winter Garden, FL

Courtesy of THE REALTY MEDICS
View 16512 BROOK SPRINGS ALLEY Winter Garden, FL MLS# G5120160
  • Recently Listed with Virtual Tour
1 of 20
$2,600
3

Beds

2.1

Baths

1,568

Sq.Ft.

16512 BROOK SPRINGS ALLEY

Winter Garden, FL

Courtesy of BRAZA HOMES
View 15501 HONEYBELL DRIVE Winter Garden, FL MLS# S5161232
  • Recently Listed with Virtual Tour
1 of 15
$2,850
3

Beds

2.1

Baths

1,611

Sq.Ft.

15501 HONEYBELL DRIVE

Winter Garden, FL

Courtesy of MBT REALTY LLC
View 11109 LIME FLOWER DRIVE Winter Garden, FL MLS# O6455607
  • Recently Listed with Virtual Tour
1 of 43
$2,750
3

Beds

2.1

Baths

1,675

Sq.Ft.

11109 LIME FLOWER DRIVE

Winter Garden, FL

Courtesy of TALENT REALTY SOLUTIONS
View 16345 INGRAM HILLS ALLEY Winter Garden, FL MLS# O6456553
  • Recently Listed with Virtual Tour
1 of 25
$2,925
4

Beds

3.0

Baths

1,724

Sq.Ft.

16345 INGRAM HILLS ALLEY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 1721 JUNIPER HAMMOCK STREET Winter Garden, FL MLS# O6454317
  • Recently Listed with Virtual Tour
1 of 35
$4,700
5

Beds

4.0

Baths

4,204

Sq.Ft.

1721 JUNIPER HAMMOCK STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 15423 HAMLIN PARK DRIVE Winter Garden, FL MLS# O6456057
  • Recently Listed with Virtual Tour
1 of 35
$2,950
3

Beds

3.1

Baths

2,072

Sq.Ft.

15423 HAMLIN PARK DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 16846 ARROWHEAD BOULEVARD Winter Garden, FL MLS# O6456153
  • Recently Listed with Virtual Tour
1 of 21
$3,200
3

Beds

2.0

Baths

1,400

Sq.Ft.

16846 ARROWHEAD BOULEVARD

Winter Garden, FL

Courtesy of LARTOK LLC
View 5717 HAMLIN GROVES TRL Winter Garden, FL MLS# TB8564882
  • Recently Listed with Virtual Tour
1 of 69
$3,395
4

Beds

2.1

Baths

2,328

Sq.Ft.

5717 HAMLIN GROVES TRL

Winter Garden, FL

Courtesy of DOUGLAS ELLIMAN
View 12680 CLEAR SAPPHIRE DRIVE Winter Garden, FL MLS# S5160914
$3,100
4

Beds

3.0

Baths

2,148

Sq.Ft.

12680 CLEAR SAPPHIRE DRIVE

Winter Garden, FL

Courtesy of MBT 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

948

Estimated median home price

$615,033
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 - 200K36
$200K - 300K76
$300K - 400K68
$400K - 500K140
$500K - 600K144
$600K - 700K118
$700K - 800K104
$800K - 900K103
$900K - 1M52
$1M - Max106

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family649
Townhouse140
Condo117
Commercial5
Rental244
Lots and Land28
Condo/Town/CoOp0
CoOp0
Multi Family5
Mobile Home1
Farms0

(Data as of 11/14/2026)

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 11/14/2026.