View 393 Lake Amberleigh Drive Winter Garden, FL MLS# 1221794
  • Recently Listed with Virtual Tour
1 of 53
$635,000
3

Beds

2.1

Baths

2,684

Sq.Ft.

393 Lake Amberleigh Drive

Winter Garden, FL

View 16839 HOBE SOUND COURT Winter Garden, FL MLS# O6374451
  • Recently Listed with Virtual Tour
1 of 18
$673,170
4

Beds

3.1

Baths

2,489

Sq.Ft.

16839 HOBE SOUND COURT

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 1923 JEAN MARIE DRIVE Winter Garden, FL MLS# G5106903
$610,000
4

Beds

3.0

Baths

2,916

Sq.Ft.

1923 JEAN MARIE DRIVE

Winter Garden, FL

Courtesy of EXIT REALTY TRI-COUNTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 7189 SUMMERLAKE GROVES STREET Winter Garden, FL MLS# O6373509
  • Recently Listed with Virtual Tour
1 of 36
$619,999
3

Beds

2.1

Baths

2,138

Sq.Ft.

7189 SUMMERLAKE GROVES STREET

Winter Garden, FL

Courtesy of MAINFRAME REAL ESTATE
View 16098 MANGROVE ROAD Winter Garden, FL MLS# O6373125
  • Recently Listed with Virtual Tour
1 of 40
$595,000
4

Beds

3.1

Baths

2,472

Sq.Ft.

16098 MANGROVE ROAD

Winter Garden, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 393 LAKE AMBERLEIGH DRIVE Winter Garden, FL MLS# O6374079
  • Recently Listed with Virtual Tour
1 of 35
$635,000
3

Beds

2.1

Baths

2,684

Sq.Ft.

393 LAKE AMBERLEIGH DRIVE

Winter Garden, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 8613 BAYVIEW CROSSING DRIVE Winter Garden, FL MLS# O6372749
  • Recently Listed with Virtual Tour
1 of 57
OPEN HOUSE: Sunday 1/18 12:00 PM - 2:00 PM
$645,000
4

Beds

3.1

Baths

2,718

Sq.Ft.

8613 BAYVIEW CROSSING DRIVE

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 2394 BARONSMEDE COURT Winter Garden, FL MLS# O6373715
  • Recently Listed with Virtual Tour
1 of 42
OPEN HOUSE: Sunday 1/18 1:00 PM - 3:00 PM
$745,000
3

Beds

2.0

Baths

2,310

Sq.Ft.

2394 BARONSMEDE COURT

Winter Garden, FL

Courtesy of TEAMCONNECT REALTY LLC
View 6375 WILD PERSIMMON WAY Winter Garden, FL MLS# G5106743
$767,985
4

Beds

3.0

Baths

2,102

Sq.Ft.

6375 WILD PERSIMMON WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 16031 SCARPETTA STREET Winter Garden, FL MLS# O6373345
  • Recently Listed with Virtual Tour
1 of 16
$610,000
4

Beds

3.1

Baths

2,474

Sq.Ft.

16031 SCARPETTA STREET

Winter Garden, FL

Courtesy of VALSTAR REALTY LLC
View 14123 LARKSPUR LAKE DRIVE Winter Garden, FL MLS# O6372991
  • Recently Listed with Virtual Tour
1 of 36
OPEN HOUSE: Sunday 1/18 11:00 AM - 2:00 PM
$775,000
4

Beds

3.1

Baths

3,130

Sq.Ft.

14123 LARKSPUR LAKE DRIVE

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 13067 TOLLCROSS WAY Winter Garden, FL MLS# O6367311
  • Recently Listed with Virtual Tour
1 of 64
$625,000
3

Beds

2.1

Baths

1,906

Sq.Ft.

13067 TOLLCROSS WAY

Winter Garden, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 10170 ATWATER BAY DRIVE Winter Garden, FL MLS# O6372803
  • Recently Listed with Virtual Tour
1 of 57
$775,000
4

Beds

3.1

Baths

3,267

Sq.Ft.

10170 ATWATER BAY DRIVE

Winter Garden, FL

Courtesy of REAL BROKER LLC
View 14525 SABAL CREST WAY Winter Garden, FL MLS# O6371508
$650,000
4

Beds

3.0

Baths

2,527

Sq.Ft.

14525 SABAL CREST WAY

Winter Garden, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 665 BROOKS FIELD DRIVE Winter Garden, FL MLS# O6372524
  • Recently Listed with Virtual Tour
1 of 68
$775,000
5

Beds

3.1

Baths

3,628

Sq.Ft.

665 BROOKS FIELD DRIVE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 16136 WIND VIEW LANE Winter Garden, FL MLS# O6372050
  • Recently Listed with Virtual Tour
1 of 71
$660,000
4

Beds

3.0

Baths

2,291

Sq.Ft.

16136 WIND VIEW LANE

Winter Garden, FL

Courtesy of SPRING REALTY ONE LLC
View 15050 SUMMER HARVEST STREET Winter Garden, FL MLS# O6371639
  • Recently Listed with Virtual Tour
1 of 63
$675,000
2

Beds

3.1

Baths

2,471

Sq.Ft.

15050 SUMMER HARVEST STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 16809 HOBE SOUND COURT Winter Garden, FL MLS# O6372242
  • New Construction with Virtual Tour
1 of 7
$586,190
3

Beds

2.1

Baths

2,216

Sq.Ft.

16809 HOBE SOUND COURT

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 16851 HOBE SOUND COURT Winter Garden, FL MLS# O6372297
  • Recently Listed with Virtual Tour
1 of 18
$634,500
4

Beds

3.1

Baths

2,494

Sq.Ft.

16851 HOBE SOUND COURT

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 8013 BOWERY DRIVE Winter Garden, FL MLS# O6372299
  • Recently Listed with Virtual Tour
1 of 36
$710,000
4

Beds

2.0

Baths

2,115

Sq.Ft.

8013 BOWERY DRIVE

Winter Garden, FL

Courtesy of ALL REAL ESTATE & INVESTMENTS

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

799

Estimated median home price

$590,000
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 - 200K12
$200K - 300K70
$300K - 400K78
$400K - 500K139
$500K - 600K117
$600K - 700K97
$700K - 800K76
$800K - 900K64
$900K - 1M47
$1M - Max92

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family518
Townhouse124
Condo114
Commercial8
Rental239
Lots and Land33
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 1/16/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 1/18/2026.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties 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 1/18/2026.