View 12438 CLEAR SAPPHIRE DRIVE 223 Winter Garden, FL MLS# O6393877
$689,990
4

Beds

4.0

Baths

3,460

Sq.Ft.

12438 CLEAR SAPPHIRE DRIVE 223

Winter Garden, FL

Courtesy of K HOVNANIAN FLORIDA REALTY
View 12410 ENCORE AT OVATION WAY Winter Garden, FL MLS# O6393606
  • Recently Listed with Virtual Tour
1 of 54
$639,900
3

Beds

2.0

Baths

1,860

Sq.Ft.

12410 ENCORE AT OVATION WAY

Winter Garden, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 15558 SANDFIELD LOOP Winter Garden, FL MLS# O6393987
  • Recently Listed
1 of 20
$795,000
4

Beds

3.1

Baths

4,307

Sq.Ft.

15558 SANDFIELD LOOP

Winter Garden, FL

Courtesy of ORLANDO HIGHLAND REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 14050 FAIRWAY WILLOW LANE Winter Garden, FL MLS# O6392994
  • Recently Listed with Virtual Tour
1 of 52
$795,000
3

Beds

2.0

Baths

2,027

Sq.Ft.

14050 FAIRWAY WILLOW LANE

Winter Garden, FL

Courtesy of LAKEFIELD REALTY GROUP LLC
View 17308 WILD DAISY DRIVE Winter Garden, FL MLS# G5110060
$740,205
6

Beds

4.1

Baths

3,412

Sq.Ft.

17308 WILD DAISY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 5948 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5110067
$680,435
3

Beds

3.1

Baths

2,515

Sq.Ft.

5948 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 14568 SPOTTED SANDPIPER BOULEVARD Winter Garden, FL MLS# O6392928
  • Recently Listed with Virtual Tour
1 of 37
OPEN HOUSE: Saturday 3/28 1:00 PM - 3:00 PM
$599,900
3

Beds

2.0

Baths

1,997

Sq.Ft.

14568 SPOTTED SANDPIPER BOULEVARD

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 16277 HONEY HARVEST STREET Winter Garden, FL MLS# O6392350
  • Recently Listed with Virtual Tour
1 of 41
$698,000
4

Beds

4.1

Baths

2,930

Sq.Ft.

16277 HONEY HARVEST STREET

Winter Garden, FL

Courtesy of ROMAN'S PRO REALTY LLC
View 15442 ENCHANTED MELODY WAY Winter Garden, FL MLS# S5146095
  • Recently Listed with Virtual Tour
1 of 37
$639,000
4

Beds

3.0

Baths

2,420

Sq.Ft.

15442 ENCHANTED MELODY WAY

Winter Garden, FL

Courtesy of A & V FLORIDA REALTY GROUP LLC
View 14735 SETON CREEK BOULEVARD Winter Garden, FL MLS# O6392489
  • Recently Listed with Virtual Tour
1 of 87
OPEN HOUSE: Sunday 3/29 1:00 PM - 3:00 PM
$719,900
4

Beds

3.1

Baths

2,665

Sq.Ft.

14735 SETON CREEK BOULEVARD

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 337 SUNSET OAKS RD Winter Garden, FL MLS# O6391526
  • Virtual Tour
1 of 45
$599,900
4

Beds

3.0

Baths

2,186

Sq.Ft.

337 SUNSET OAKS RD

Winter Garden, FL

Courtesy of REAL LIVING R E SOLUTIONS
View 650 SETTING SUN DRIVE Winter Garden, FL MLS# O6390644
  • Recently Listed with Virtual Tour
1 of 60
OPEN HOUSE: Saturday 3/28 11:00 AM - 2:00 PM
$740,000
5

Beds

3.0

Baths

3,605

Sq.Ft.

650 SETTING SUN DRIVE

Winter Garden, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 17440 SUNSET PRAIRIE DRIVE Winter Garden, FL MLS# G5109764
$688,324
4

Beds

2.1

Baths

2,235

Sq.Ft.

17440 SUNSET PRAIRIE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17446 SUNSET PRAIRIE DRIVE Winter Garden, FL MLS# G5109788
$723,200
4

Beds

2.1

Baths

2,688

Sq.Ft.

17446 SUNSET PRAIRIE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 7532 SPRING VALLEY STREET Winter Garden, FL MLS# G5109790
$615,990
4

Beds

3.1

Baths

2,520

Sq.Ft.

7532 SPRING VALLEY STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17156 INGRAM BLUFF DRIVE Winter Garden, FL MLS# G5109791
$606,440
4

Beds

3.0

Baths

2,102

Sq.Ft.

17156 INGRAM BLUFF DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13001 HARVEST RAIN AVENUE Winter Garden, FL MLS# O6391387
  • Recently Listed with Virtual Tour
1 of 55
$750,000
4

Beds

3.1

Baths

2,858

Sq.Ft.

13001 HARVEST RAIN AVENUE

Winter Garden, FL

Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC
View 14748 FIELD DAISY DRIVE Winter Garden, FL MLS# O6391410
  • Recently Listed with Virtual Tour
1 of 44
$600,000
4

Beds

4.1

Baths

2,149

Sq.Ft.

14748 FIELD DAISY DRIVE

Winter Garden, FL

Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC
View 14736 FIELD DAISY DRIVE Winter Garden, FL MLS# O6391435
  • Recently Listed with Virtual Tour
1 of 43
$596,832
3

Beds

3.1

Baths

2,149

Sq.Ft.

14736 FIELD DAISY DRIVE

Winter Garden, FL

Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC
View 14780 FIELD DAISY DRIVE Winter Garden, FL MLS# O6391463
  • Recently Listed with Virtual Tour
1 of 46
OPEN HOUSE: Saturday 3/28 12:00 PM - 5:00 PM
$700,000
4

Beds

4.1

Baths

2,441

Sq.Ft.

14780 FIELD DAISY DRIVE

Winter Garden, FL

Courtesy of TAYLOR MORRISON REALTY OF FLORIDA 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

947

Estimated median home price

$589,000
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

Price Count
$0 - 100K 4
$100K - 200K 14
$200K - 300K 92
$300K - 400K 79
$400K - 500K 157
$500K - 600K 156
$600K - 700K 111
$700K - 800K 90
$800K - 900K 78
$900K - 1M 58
$1M - Max 108

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 641
Townhouse 143
Condo 126
Commercial 12
Rental 228
Lots and Land 23
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 1
Farms 0

(Data as of 3/24/2026)

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 3/26/2026.

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 3/26/2026.