View 14501 GROVE RESORT AVENUE 3737 Winter Garden, FL MLS# O6400544
$350,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3737

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 5618 WATER ROSE ROAD Winter Garden, FL MLS# O6400788
$375,000
3

Beds

2.1

Baths

1,755

Sq.Ft.

5618 WATER ROSE ROAD

Winter Garden, FL

View 15187 HARROWGATE WAY Winter Garden, FL MLS# TB8497081
$425,000
3

Beds

2.0

Baths

1,296

Sq.Ft.

15187 HARROWGATE WAY

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 15755 WATER SPRING BOULEVARD Winter Garden, FL MLS# O6400420
$420,000
3

Beds

2.1

Baths

1,636

Sq.Ft.

15755 WATER SPRING BOULEVARD

Winter Garden, FL

View 12050 BRACCO STREET Winter Garden, FL MLS# O6398494
$449,000
3

Beds

2.1

Baths

1,770

Sq.Ft.

12050 BRACCO STREET

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 12780 SUNSET WALK DRIVE Winter Garden, FL MLS# O6398355
$465,000
3

Beds

2.1

Baths

1,760

Sq.Ft.

12780 SUNSET WALK DRIVE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 16396 PRAIRIE SCHOOL DRIVE Winter Garden, FL MLS# O6396532
$469,990
3

Beds

2.1

Baths

2,070

Sq.Ft.

16396 PRAIRIE SCHOOL DRIVE

Winter Garden, FL

View 16209 ADMIRALS COVE LANE Winter Garden, FL MLS# S5145675
$409,990
3

Beds

2.1

Baths

1,568

Sq.Ft.

16209 ADMIRALS COVE LANE

Winter Garden, FL

View 10089 SALT POINT DRIVE Winter Garden, FL MLS# O6392385
$465,000
3

Beds

2.1

Baths

1,654

Sq.Ft.

10089 SALT POINT DRIVE

Winter Garden, FL

Courtesy of AUTHENTIC REAL ESTATE TEAM
View 15353 OAK APPLE COURT Winter Garden, FL MLS# O6393663
$347,500
3

Beds

2.1

Baths

1,699

Sq.Ft.

15353 OAK APPLE COURT

Winter Garden, FL

View 6212 ARALIA IVY LANE Winter Garden, FL MLS# O6394386
$400,000
3

Beds

2.1

Baths

1,560

Sq.Ft.

6212 ARALIA IVY LANE

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 680 DUNBAR AVENUE Winter Garden, FL MLS# O6389210
  • New Construction with Virtual Tour
1 of 6
$465,000
4

Beds

2.0

Baths

1,713

Sq.Ft.

680 DUNBAR AVENUE

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 884 KLONDIKE STREET Winter Garden, FL MLS# O6389922
$372,500
4

Beds

2.0

Baths

1,485

Sq.Ft.

884 KLONDIKE STREET

Winter Garden, FL

View Address not provided Winter Garden, FL MLS# O6390273
$350,000
1,700

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of Clermont - WEICHERT, REALTORS® - Hallmark Properties
View 7007 TWILIGHT BAY DRIVE Winter Garden, FL MLS# O6388545
$465,000
3

Beds

2.1

Baths

1,845

Sq.Ft.

7007 TWILIGHT BAY DRIVE

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 14095 TITLE WAY Winter Garden, FL MLS# O6382795
  • Virtual Tour
1 of 38
OPEN HOUSE: Sunday 8/30 1:00 PM - 4:00 PM
$399,000
3

Beds

2.1

Baths

1,628

Sq.Ft.

14095 TITLE WAY

Winter Garden, FL

View 13291 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5108893
  • New Construction with Virtual Tour
1 of 53
$428,405
3

Beds

2.1

Baths

1,644

Sq.Ft.

13291 PEACEFUL MELODY DRIVE

Winter Garden, FL

View 8113 RED STOPPER LANE Winter Garden, FL MLS# O6386525
$434,900
3

Beds

2.1

Baths

1,725

Sq.Ft.

8113 RED STOPPER LANE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 1401 N FULLERS CROSS ROAD Winter Garden, FL MLS# O6385497
$395,000
Studio

Beds

0.0

Baths

1401 N FULLERS CROSS ROAD

Winter Garden, FL

View 16425 PRAIRIE SCHOOL DRIVE Winter Garden, FL MLS# O6383709
$414,900
3

Beds

2.1

Baths

1,662

Sq.Ft.

16425 PRAIRIE SCHOOL DRIVE

Winter Garden, FL

Courtesy of LPT 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

1,023

Estimated median home price

$605,000
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 - 100K1
$100K - 200K22
$200K - 300K90
$300K - 400K78
$400K - 500K153
$500K - 600K167
$600K - 700K109
$700K - 800K113
$800K - 900K110
$900K - 1M62
$1M - Max118

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family709
Townhouse145
Condo133
Commercial9
Rental189
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home1
Farms0

(Data as of 8/30/2026)

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 8/30/2026.