View 15078 CANOPY COVER DRIVE Winter Garden, FL MLS# O6404208
  • Adult Community with Virtual Tour
1 of 35
$969,000
3

Beds

2.1

Baths

2,270

Sq.Ft.

15078 CANOPY COVER DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 5150 CITRUS LEAF BOULEVARD Winter Garden, FL MLS# O6404827
$950,000
5

Beds

4.1

Baths

3,461

Sq.Ft.

5150 CITRUS LEAF BOULEVARD

Winter Garden, FL

Courtesy of MS LAND & BUILDING LLC
View 17085 HAGGERTY HOLLOW DRIVE Winter Garden, FL MLS# G5111738
$939,880
5

Beds

4.1

Baths

3,409

Sq.Ft.

17085 HAGGERTY HOLLOW DRIVE

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 461 GERANIUM PARK WAY Winter Garden, FL MLS# O6403758
$850,000
3

Beds

3.1

Baths

2,432

Sq.Ft.

461 GERANIUM PARK WAY

Winter Garden, FL

View 10174 MERRYMEETING BAY DRIVE Winter Garden, FL MLS# O6402434
$974,000
4

Beds

3.1

Baths

2,758

Sq.Ft.

10174 MERRYMEETING BAY DRIVE

Winter Garden, FL

View 17406 HONEYBELL TANGELO COURT Winter Garden, FL MLS# O6402286
  • New Construction with Virtual Tour
1 of 71
OPEN HOUSE: Monday 8/24 10:00 AM - 6:00 PM
$845,000
5

Beds

4.1

Baths

3,427

Sq.Ft.

17406 HONEYBELL TANGELO COURT

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 9942 SUMMERLAKE GROVES STREET Winter Garden, FL MLS# O6402319
$849,000
4

Beds

3.1

Baths

2,935

Sq.Ft.

9942 SUMMERLAKE GROVES STREET

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 12513 SCARLETT SAGE COURT Winter Garden, FL MLS# O6393138
$839,000
5

Beds

3.0

Baths

3,570

Sq.Ft.

12513 SCARLETT SAGE COURT

Winter Garden, FL

Courtesy of KARDOSH REALTY
View 12928 WESTHAVEN OAK DRIVE Winter Garden, FL MLS# O6400451
  • New Construction with Virtual Tour
1 of 7
$929,000
5

Beds

4.1

Baths

3,626

Sq.Ft.

12928 WESTHAVEN OAK DRIVE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 13536 SUNSET LAKES CIRCLE Winter Garden, FL MLS# O6399227
$999,900
5

Beds

4.0

Baths

3,389

Sq.Ft.

13536 SUNSET LAKES CIRCLE

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 15142 TEA TREE DRIVE Winter Garden, FL MLS# G5111049
$858,120
4

Beds

3.1

Baths

3,498

Sq.Ft.

15142 TEA TREE DRIVE

Winter Garden, FL

View 6249 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5111078
$941,015
6

Beds

4.0

Baths

4,236

Sq.Ft.

6249 FLOWERING CHERRY BEND

Winter Garden, FL

View 13043 SANDCASTLE DRIVE Winter Garden, FL MLS# O6399529
  • Adult Community with Virtual Tour
1 of 41
$899,000
3

Beds

2.0

Baths

1,943

Sq.Ft.

13043 SANDCASTLE DRIVE

Winter Garden, FL

View 15359 MARITIME PINE DRIVE Winter Garden, FL MLS# G5110994
$828,105
4

Beds

3.0

Baths

2,740

Sq.Ft.

15359 MARITIME PINE DRIVE

Winter Garden, FL

View 11243 PIXIE MANDARIN COURT Winter Garden, FL MLS# O6399101
$849,000
4

Beds

3.0

Baths

2,122

Sq.Ft.

11243 PIXIE MANDARIN COURT

Winter Garden, FL

View 14140 COUNTRY ESTATE DRIVE Winter Garden, FL MLS# O6397262
$975,000
3

Beds

3.0

Baths

2,346

Sq.Ft.

14140 COUNTRY ESTATE DRIVE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 15518 HONEY MANDARIN WAY Winter Garden, FL MLS# O6396204
$839,500
5

Beds

4.1

Baths

3,640

Sq.Ft.

15518 HONEY MANDARIN WAY

Winter Garden, FL

View 17465 SUNSET PRAIRIE DRIVE Winter Garden, FL MLS# G5110441
$849,358
6

Beds

4.0

Baths

4,236

Sq.Ft.

17465 SUNSET PRAIRIE DRIVE

Winter Garden, FL

View 17362 WILD DAISY DRIVE Winter Garden, FL MLS# G5110442
$829,953
6

Beds

4.0

Baths

4,236

Sq.Ft.

17362 WILD DAISY DRIVE

Winter Garden, FL

View 17368 WILD DAISY DRIVE Winter Garden, FL MLS# G5110440
$909,778
6

Beds

4.0

Baths

4,236

Sq.Ft.

17368 WILD DAISY DRIVE

Winter Garden, FL

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

1,016

Estimated median home price

$614,995
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 - 300K86
$300K - 400K78
$400K - 500K151
$500K - 600K160
$600K - 700K113
$700K - 800K112
$800K - 900K109
$900K - 1M65
$1M - Max119

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family700
Townhouse146
Condo133
Commercial9
Rental179
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home1
Farms0

(Data as of 8/24/2026)

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 8/24/2026.