View 1500 BROKEN OAK DRIVE 25B Winter Garden, FL MLS# S5139230
$2,200
3

Beds

2.1

Baths

1,544

Sq.Ft.

1500 BROKEN OAK DRIVE 25B

Winter Garden, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 13817 LUNA HARVEST AVENUE Winter Garden, FL MLS# O6364255
$3,200
4

Beds

3.0

Baths

2,163

Sq.Ft.

13817 LUNA HARVEST AVENUE

Winter Garden, FL

Courtesy of CORCORAN PREMIER REALTY
View 981 VINELAND ROAD Winter Garden, FL MLS# O6364366
  • New Construction with Virtual Tour
1 of 6
$0
8,700

Sq.Ft.

981 VINELAND ROAD

Winter Garden, FL

Courtesy of CORCORAN PREMIER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 6725 MARMALADE ALLEY Winter Garden, FL MLS# S5139516
$2,700
4

Beds

3.0

Baths

1,718

Sq.Ft.

6725 MARMALADE ALLEY

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 399 WINTER NELLIS CIRCLE Winter Garden, FL MLS# O6364179
$2,400
3

Beds

2.1

Baths

1,592

Sq.Ft.

399 WINTER NELLIS CIRCLE

Winter Garden, FL

Courtesy of JAMIESON PROPERTIES, INC.
View 545 FIRST CAPE CORAL DR Winter Garden, FL MLS# O6364291
$3,100
4

Beds

2.1

Baths

2,563

Sq.Ft.

545 FIRST CAPE CORAL DR

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 14174 TITLE WAY Winter Garden, FL MLS# O6363939
$2,850
4

Beds

3.1

Baths

2,556

Sq.Ft.

14174 TITLE WAY

Winter Garden, FL

Courtesy of U S GLORY REALTY
View 9161 CUT SHOT DRIVE Winter Garden, FL MLS# O6363914
$3,200
5

Beds

3.0

Baths

2,461

Sq.Ft.

9161 CUT SHOT DRIVE

Winter Garden, FL

Courtesy of AAA GLOBAL VENTURES PA
View 7711 TANGERINE KNOLL LOOP Winter Garden, FL MLS# O6363824
$3,450
4

Beds

3.1

Baths

2,689

Sq.Ft.

7711 TANGERINE KNOLL LOOP

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 13850 TITLE WAY Winter Garden, FL MLS# O6363734
$2,750
3

Beds

2.1

Baths

1,717

Sq.Ft.

13850 TITLE WAY

Winter Garden, FL

Courtesy of SUNNY 365 REALTY GROUP
View 15189 SUMMER HARVEST STREET Winter Garden, FL MLS# O6361543
$3,800
4

Beds

4.1

Baths

2,927

Sq.Ft.

15189 SUMMER HARVEST STREET

Winter Garden, FL

Courtesy of ALLUX REAL ESTATE LLC
View 316 SOUTHERN PECAN CIRCLE 205 Winter Garden, FL MLS# O6363602
$2,300
3

Beds

2.0

Baths

1,453

Sq.Ft.

316 SOUTHERN PECAN CIRCLE 205

Winter Garden, FL

Courtesy of MBA REALTY GROUP, INC
View 8019 GLENLLOYD AVENUE Winter Garden, FL MLS# O6363583
$2,700
3

Beds

2.1

Baths

1,768

Sq.Ft.

8019 GLENLLOYD AVENUE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 13201 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# O6363080
$2,600
3

Beds

2.1

Baths

1,654

Sq.Ft.

13201 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of DREAM FINDERS REALTY GROUP CORP
View 7736 BOWERY DRIVE Winter Garden, FL MLS# O6363178
$2,700
3

Beds

2.1

Baths

1,840

Sq.Ft.

7736 BOWERY DRIVE

Winter Garden, FL

Courtesy of INNOVATIVE REALTY, LLC
View 13241 TOLLCROSS WAY Winter Garden, FL MLS# O6361758
  • New Construction
1 of 55
$6,000
6

Beds

5.0

Baths

4,551

Sq.Ft.

13241 TOLLCROSS WAY

Winter Garden, FL

Courtesy of THE FLORIDA LOUNGE REALTY LLC
View 16055 SILVER BROOK WAY Winter Garden, FL MLS# O6360264
$3,700
3

Beds

2.1

Baths

2,072

Sq.Ft.

16055 SILVER BROOK WAY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 11834 SHINE VIEW LANE Winter Garden, FL MLS# O6361356
  • New Construction with Virtual Tour
1 of 22
$3,300
3

Beds

2.1

Baths

2,027

Sq.Ft.

11834 SHINE VIEW LANE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 7031 BILLIE COURT Winter Garden, FL MLS# O6362282
$5,000
4

Beds

4.0

Baths

3,487

Sq.Ft.

7031 BILLIE COURT

Winter Garden, FL

Courtesy of CASTRO REALTY GROUP
View 15083 GROVE LAKE DRIVE Winter Garden, FL MLS# S5138965
$2,800
3

Beds

2.1

Baths

1,846

Sq.Ft.

15083 GROVE LAKE DRIVE

Winter Garden, FL

Courtesy of FRONTLINE FLORIDA REALTY, INC.

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

821

Estimated median home price

$590,700
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 - 200K11
$200K - 300K74
$300K - 400K80
$400K - 500K144
$500K - 600K115
$600K - 700K103
$700K - 800K76
$800K - 900K70
$900K - 1M49
$1M - Max92

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family539
Townhouse126
Condo115
Commercial7
Rental243
Lots and Land32
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 1/27/2026)

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 1/27/2026.