View 17452 SUNSET PRAIRIE DRIVE Winter Garden, FL MLS# G5108833
$732,345
4

Beds

2.1

Baths

2,688

Sq.Ft.

17452 SUNSET PRAIRIE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 7685 SILVER MEADOW STREET Winter Garden, FL MLS# G5108447
$732,070
5

Beds

4.1

Baths

3,122

Sq.Ft.

7685 SILVER MEADOW STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 7579 SPRING VALLEY STREET Winter Garden, FL MLS# G5108556
$731,055
5

Beds

4.1

Baths

3,122

Sq.Ft.

7579 SPRING VALLEY STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 7549 SPRING VALLEY STREET Winter Garden, FL MLS# G5112279
$730,791
4

Beds

3.1

Baths

2,515

Sq.Ft.

7549 SPRING VALLEY STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6357 WILD PERSIMMON WAY Winter Garden, FL MLS# G5105172
$730,184
3

Beds

3.1

Baths

2,515

Sq.Ft.

6357 WILD PERSIMMON WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15591 GENTLE RAIN DRIVE Winter Garden, FL MLS# O6411803
$730,000
5

Beds

4.0

Baths

2,896

Sq.Ft.

15591 GENTLE RAIN DRIVE

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 6177 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5111566
$729,385
4

Beds

3.1

Baths

2,688

Sq.Ft.

6177 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 8114 SAYINGS DRIVE Winter Garden, FL MLS# O6401941
$729,000
5

Beds

3.0

Baths

3,284

Sq.Ft.

8114 SAYINGS DRIVE

Winter Garden, FL

View 15607 SYLVESTER PALM DRIVE Winter Garden, FL MLS# O6410558
$729,000
3

Beds

2.0

Baths

2,092

Sq.Ft.

15607 SYLVESTER PALM DRIVE

Winter Garden, FL

View 18344 OLIVER TWIST WAY Winter Garden, FL MLS# S5140531
$725,000
4

Beds

3.0

Baths

2,924

Sq.Ft.

18344 OLIVER TWIST WAY

Winter Garden, FL

View 18309 OLIVER TWIST WAY Winter Garden, FL MLS# O6386008
$725,000
5

Beds

4.0

Baths

2,832

Sq.Ft.

18309 OLIVER TWIST WAY

Winter Garden, FL

View 1830 BURDOCK DRIVE Winter Garden, FL MLS# O6419559
  • Recently Listed with Virtual Tour
1 of 32
$725,000
5

Beds

4.0

Baths

3,435

Sq.Ft.

1830 BURDOCK DRIVE

Winter Garden, FL

View 11045 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6394192
$724,900
4

Beds

3.0

Baths

2,113

Sq.Ft.

11045 HOLLOW BAY DRIVE

Winter Garden, FL

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 Address not provided Winter Garden, FL MLS# G5114108
$723,200
4

Beds

2.1

Baths

2,688

Sq.Ft.

Address not provided

Winter Garden, FL

View 17127 INGRAM BLUFF DRIVE Winter Garden, FL MLS# G5113973
$721,820
4

Beds

2.1

Baths

2,235

Sq.Ft.

17127 INGRAM BLUFF DRIVE

Winter Garden, FL

View 15061 VALVERSE ALLEY Winter Garden, FL MLS# O6384956
$720,000
5

Beds

3.1

Baths

2,934

Sq.Ft.

15061 VALVERSE ALLEY

Winter Garden, FL

View 1349 CASTLEPORT ROAD Winter Garden, FL MLS# O6377923
$720,000
5

Beds

3.1

Baths

3,673

Sq.Ft.

1349 CASTLEPORT ROAD

Winter Garden, FL

View 552 EGRET PLACE DRIVE Winter Garden, FL MLS# O6416734
$719,000
5

Beds

3.0

Baths

3,395

Sq.Ft.

552 EGRET PLACE DRIVE

Winter Garden, FL

View 2045 SANDY GARDEN LANE Winter Garden, FL MLS# O6422461
  • Recently Listed with Virtual Tour
1 of 45
$719,000
4

Beds

3.1

Baths

2,742

Sq.Ft.

2045 SANDY GARDEN LANE

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

937

Estimated median home price

$599,990
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 - 200K21
$200K - 300K89
$300K - 400K64
$400K - 500K134
$500K - 600K163
$600K - 700K103
$700K - 800K94
$800K - 900K87
$900K - 1M63
$1M - Max118

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family638
Townhouse130
Condo135
Commercial11
Rental198
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 7/12/2026)

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 7/12/2026.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

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.

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 7/12/2026.