View 1761 DELAFIELD DRIVE Winter Garden, FL MLS# O6407604
$3,000
3

Beds

2.0

Baths

2,400

Sq.Ft.

1761 DELAFIELD DRIVE

Winter Garden, FL

Courtesy of UPSIDE REAL ESTATE INC
View 16039 JUNIPER INLET ALLEY Winter Garden, FL MLS# O6408214
$2,500
3

Beds

2.1

Baths

1,568

Sq.Ft.

16039 JUNIPER INLET ALLEY

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 13335 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# O6406919
$2,800
3

Beds

3.0

Baths

1,715

Sq.Ft.

13335 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of GLASSTONE GROUP INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1066 DOLPHIN DRIVE Winter Garden, FL MLS# O6407929
  • Recently Listed with Virtual Tour
1 of 25
$1,850
3

Beds

2.0

Baths

1,440

Sq.Ft.

1066 DOLPHIN DRIVE

Winter Garden, FL

Courtesy of BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P
View 1000 DOLPHIN DRIVE Winter Garden, FL MLS# S5149912
  • Recently Listed with Virtual Tour
1 of 18
$2,100
3

Beds

2.0

Baths

984

Sq.Ft.

1000 DOLPHIN DRIVE

Winter Garden, FL

Courtesy of LA ROSA REALTY KISSIMMEE
View 11061 VIGNETTE ALLEY Winter Garden, FL MLS# O6408019
  • Recently Listed with Virtual Tour
1 of 29
$3,000
4

Beds

3.1

Baths

2,673

Sq.Ft.

11061 VIGNETTE ALLEY

Winter Garden, FL

Courtesy of RATIO REAL ESTATE, LLC
View 13293 DANIELS LANDING CIRCLE Winter Garden, FL MLS# A4693581
  • Recently Listed with Virtual Tour
1 of 15
$2,400
3

Beds

2.1

Baths

1,347

Sq.Ft.

13293 DANIELS LANDING CIRCLE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 15602 SUNQUAT DRIVE Winter Garden, FL MLS# O6407044
  • Recently Listed with Virtual Tour
1 of 26
$3,800
4

Beds

3.1

Baths

2,690

Sq.Ft.

15602 SUNQUAT DRIVE

Winter Garden, FL

Courtesy of RIO HOMES AND INVESTMENTS LLC
View 16226 ROCK COAST DRIVE Winter Garden, FL MLS# O6401365
  • Recently Listed with Virtual Tour
1 of 23
$3,500
4

Beds

3.0

Baths

2,098

Sq.Ft.

16226 ROCK COAST DRIVE

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 8160 WOOD SAGE DRIVE Winter Garden, FL MLS# S5149760
  • Recently Listed with Virtual Tour
1 of 48
$2,800
3

Beds

2.1

Baths

1,713

Sq.Ft.

8160 WOOD SAGE DRIVE

Winter Garden, FL

Courtesy of MBT REALTY LLC
View 1021 TEMPLE GROVE PLACE Winter Garden, FL MLS# O6407353
  • Recently Listed with Virtual Tour
1 of 66
$8,500
4

Beds

4.1

Baths

3,185

Sq.Ft.

1021 TEMPLE GROVE PLACE

Winter Garden, FL

Courtesy of MAINFRAME REAL ESTATE
View 18001 PHIL C PETERS ROAD Winter Garden, FL MLS# O6407385
  • Recently Listed with Virtual Tour
1 of 14
$3,200
3

Beds

2.0

Baths

936

Sq.Ft.

18001 PHIL C PETERS ROAD

Winter Garden, FL

Courtesy of AAA GLOBAL VENTURES PA
View 6072 GLORY BOWER DRIVE Winter Garden, FL MLS# S5149759
  • Recently Listed with Virtual Tour
1 of 21
$2,750
3

Beds

2.1

Baths

2,128

Sq.Ft.

6072 GLORY BOWER DRIVE

Winter Garden, FL

Courtesy of MULTI CHOICE REALTY LLC
View 14640 SPOTTED SANDPIPER BOULEVARD Winter Garden, FL MLS# O6406661
  • Recently Listed with Virtual Tour
1 of 19
$3,200
3

Beds

2.0

Baths

2,394

Sq.Ft.

14640 SPOTTED SANDPIPER BOULEVARD

Winter Garden, FL

Courtesy of MAY HO REALTY
View 1408 ROXY LANE Winter Garden, FL MLS# O6406839
  • Recently Listed
1 of 34
$3,150
4

Beds

3.1

Baths

2,492

Sq.Ft.

1408 ROXY LANE

Winter Garden, FL

Courtesy of RATIO REAL ESTATE, LLC
View 7972 MINUTEMAN LOOP Winter Garden, FL MLS# O6406618
  • Recently Listed with Virtual Tour
1 of 5
$2,950
4

Beds

2.0

Baths

1,977

Sq.Ft.

7972 MINUTEMAN LOOP

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 18066 ADRIFT ROAD Winter Garden, FL MLS# O6406455
  • Recently Listed with Virtual Tour
1 of 29
$3,700
4

Beds

3.0

Baths

2,183

Sq.Ft.

18066 ADRIFT ROAD

Winter Garden, FL

Courtesy of AMG INTERNATIONAL REALTY
View 14154 SHOCKLACH DRIVE Winter Garden, FL MLS# O6406481
  • Recently Listed with Virtual Tour
1 of 36
$3,000
3

Beds

2.1

Baths

2,195

Sq.Ft.

14154 SHOCKLACH DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 7019 TWILIGHT BAY DRIVE Winter Garden, FL MLS# S5149388
  • Recently Listed with Virtual Tour
1 of 21
$2,750
3

Beds

2.1

Baths

1,710

Sq.Ft.

7019 TWILIGHT BAY DRIVE

Winter Garden, FL

Courtesy of RIVA REALTY GROUP LLC
View 6331 BREEZE FILLED LANE Winter Garden, FL MLS# O6406244
  • Recently Listed with Virtual Tour
1 of 15
$2,650
3

Beds

2.1

Baths

1,683

Sq.Ft.

6331 BREEZE FILLED LANE

Winter Garden, FL

Courtesy of CFL REAL ESTATE 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

1,029

Estimated median home price

$609,999
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 - 200K20
$200K - 300K100
$300K - 400K78
$400K - 500K141
$500K - 600K163
$600K - 700K131
$700K - 800K118
$800K - 900K83
$900K - 1M80
$1M - Max114

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family708
Townhouse140
Condo138
Commercial10
Rental214
Lots and Land30
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 5/15/2026)

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 5/15/2026.