View 15155 CANOE PLACE Winter Garden, FL MLS# O6394636
$6,000
5

Beds

4.1

Baths

4,045

Sq.Ft.

15155 CANOE PLACE

Winter Garden, FL

Courtesy of ALL CENTRAL FLORIDA REALTY LLC
View 80 WINDTREE LANE 203 Winter Garden, FL MLS# O6394220
$1,650
2

Beds

2.0

Baths

918

Sq.Ft.

80 WINDTREE LANE 203

Winter Garden, FL

Courtesy of ROMAN REALTY GROUP, LLC
View 1335 PRIORY CIRCLE Winter Garden, FL MLS# O6388888
$2,790
3

Beds

2.1

Baths

1,898

Sq.Ft.

1335 PRIORY CIRCLE

Winter Garden, FL

Courtesy of FOLIO REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 13251 PONTOON ROAD Winter Garden, FL MLS# O6394481
$2,800
3

Beds

2.1

Baths

1,814

Sq.Ft.

13251 PONTOON ROAD

Winter Garden, FL

Courtesy of FORTRESS REAL ESTATE TEAM LLC
View 14155 LAKEVIEW PARK ROAD Winter Garden, FL MLS# O6393788
  • Adult Community with Virtual Tour
1 of 26
$3,200
4

Beds

3.0

Baths

2,088

Sq.Ft.

14155 LAKEVIEW PARK ROAD

Winter Garden, FL

Courtesy of MY REALTY GROUP, LLC.
View 16870 SANCTUARY DRIVE Winter Garden, FL MLS# O6394261
  • Recently Listed with Virtual Tour
1 of 100
$12,950
5

Beds

5.0

Baths

4,038

Sq.Ft.

16870 SANCTUARY DRIVE

Winter Garden, FL

Courtesy of FORTUNE GLOBAL REALTY
View 314 DOUGLAS WAY 900 Winter Garden, FL MLS# O6393613
$1,570
2

Beds

2.0

Baths

930

Sq.Ft.

314 DOUGLAS WAY 900

Winter Garden, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 1226 PORTMOOR WAY Winter Garden, FL MLS# O6393825
$3,700
5

Beds

3.0

Baths

2,856

Sq.Ft.

1226 PORTMOOR WAY

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 15327 OAK APPLE COURT 8B Winter Garden, FL MLS# S5146415
$2,200
3

Beds

2.1

Baths

1,544

Sq.Ft.

15327 OAK APPLE COURT 8B

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 6400 TABEBUIA PARKWAY Winter Garden, FL MLS# O6393784
  • New Construction with Virtual Tour
1 of 19
$2,650
3

Beds

2.1

Baths

1,683

Sq.Ft.

6400 TABEBUIA PARKWAY

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 13465 SAGESTONE DRIVE Winter Garden, FL MLS# O6393123
$2,650
3

Beds

2.1

Baths

1,567

Sq.Ft.

13465 SAGESTONE DRIVE

Winter Garden, FL

Courtesy of DOUBLE M GROUP COMPANY
View 15267 HONEYBELL DRIVE Winter Garden, FL MLS# S5146372
$750
1

Beds

1.0

Baths

1,000

Sq.Ft.

15267 HONEYBELL DRIVE

Winter Garden, FL

Courtesy of VESTI LLC
View 10030 SALT POINT DRIVE Winter Garden, FL MLS# O6393755
$2,550
3

Beds

2.1

Baths

1,568

Sq.Ft.

10030 SALT POINT DRIVE

Winter Garden, FL

Courtesy of CT HOMES REALTY CORPORATION
View 15060 ANDREW ALY Winter Garden, FL MLS# O6392746
$3,300
3

Beds

3.1

Baths

2,124

Sq.Ft.

15060 ANDREW ALY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 15823 TOLLINGTON ALLEY Winter Garden, FL MLS# O6392920
$2,795
3

Beds

2.1

Baths

1,850

Sq.Ft.

15823 TOLLINGTON ALLEY

Winter Garden, FL

Courtesy of FUSILIER MANAGEMENT GROUP
View 165 WINDTREE LANE U Winter Garden, FL MLS# O6392506
$1,750
2

Beds

2.0

Baths

918

Sq.Ft.

165 WINDTREE LANE U

Winter Garden, FL

Courtesy of ZEAL REALTY
View Address not provided Winter Garden, FL MLS# R4910917
$3,900
4

Beds

3.1

Baths

3,341

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of BHM PROPERTIES II, LLC
View 1404 SCARLET OAK LOOP Winter Garden, FL MLS# S5146208
$2,250
3

Beds

2.1

Baths

1,600

Sq.Ft.

1404 SCARLET OAK LOOP

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 12154 PLUMPTON DRIVE Winter Garden, FL MLS# S5146362
$2,800
3

Beds

2.1

Baths

1,688

Sq.Ft.

12154 PLUMPTON DRIVE

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 16587 BARBOURS CREEK WAY Winter Garden, FL MLS# S5146245
  • New Construction with Virtual Tour
1 of 55
$2,590
3

Beds

2.1

Baths

1,567

Sq.Ft.

16587 BARBOURS CREEK WAY

Winter Garden, FL

Courtesy of WATSON REALTY CORP.

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

1,017

Estimated median home price

$614,900
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 - 300K101
$300K - 400K77
$400K - 500K140
$500K - 600K155
$600K - 700K131
$700K - 800K118
$800K - 900K85
$900K - 1M79
$1M - Max110

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family695
Townhouse140
Condo139
Commercial10
Rental219
Lots and Land30
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 5/13/2026)

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 5/13/2026.