View 16379 SILVER GROVE BOULEVARD Winter Garden, FL MLS# O6411552
$950,000
5

Beds

4.1

Baths

3,823

Sq.Ft.

16379 SILVER GROVE BOULEVARD

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 6100 CYPRESS HILL ROAD Winter Garden, FL MLS# O6412033
$950,000
5

Beds

3.0

Baths

3,777

Sq.Ft.

6100 CYPRESS HILL ROAD

Winter Garden, FL

View 16043 SILVER BROOK WAY Winter Garden, FL MLS# O6417421
$950,000
5

Beds

4.1

Baths

3,899

Sq.Ft.

16043 SILVER BROOK WAY

Winter Garden, FL

Courtesy of REAL BROKER, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 14301 WHITE MOSS WAY Winter Garden, FL MLS# G5114391
  • Recently Listed with Virtual Tour
1 of 60
$949,999
5

Beds

3.1

Baths

4,053

Sq.Ft.

14301 WHITE MOSS WAY

Winter Garden, FL

View 8216 TOPSAIL PLACE Winter Garden, FL MLS# O6391155
$949,900
4

Beds

3.1

Baths

3,055

Sq.Ft.

8216 TOPSAIL PLACE

Winter Garden, FL

View 14187 JOMATT LOOP Winter Garden, FL MLS# O6393373
$949,900
6

Beds

3.1

Baths

4,181

Sq.Ft.

14187 JOMATT LOOP

Winter Garden, FL

View 17222 DANCY ORANGE COURT Winter Garden, FL MLS# O6383910
$949,000
5

Beds

4.1

Baths

3,787

Sq.Ft.

17222 DANCY ORANGE COURT

Winter Garden, FL

View 6243 FLOWERIND CHERRY BEND Winter Garden, FL MLS# G5109529
$946,950
6

Beds

4.0

Baths

4,236

Sq.Ft.

6243 FLOWERIND CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
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

Courtesy of OLYMPUS EXECUTIVE REALTY INC
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

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13665 KILLEBREW WAY Winter Garden, FL MLS# O6376754
$935,000
4

Beds

3.1

Baths

3,909

Sq.Ft.

13665 KILLEBREW WAY

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 16304 WIND VIEW LANE Winter Garden, FL MLS# O6418695
  • Recently Listed with Virtual Tour
1 of 44
$935,000
4

Beds

3.1

Baths

2,956

Sq.Ft.

16304 WIND VIEW LANE

Winter Garden, FL

View 12570 GOLD HONEYSUCKLE STREET Winter Garden, FL MLS# O6414289
$932,892
5

Beds

4.1

Baths

3,636

Sq.Ft.

12570 GOLD HONEYSUCKLE STREET

Winter Garden, FL

View 6221 ARGENT WOOD DRIVE Winter Garden, FL MLS# O6388355
  • New Construction with Virtual Tour
1 of 54
$930,000
5

Beds

4.1

Baths

3,878

Sq.Ft.

6221 ARGENT WOOD DRIVE

Winter Garden, FL

Courtesy of MS LAND & BUILDING LLC
View 5079 PALMETTO PARK DRIVE Winter Garden, FL MLS# G5114492
$930,000
5

Beds

3.1

Baths

3,866

Sq.Ft.

5079 PALMETTO PARK DRIVE

Winter Garden, FL

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 15130 TEA TREE DRIVE Winter Garden, FL MLS# G5112226
$926,582
4

Beds

3.0

Baths

2,740

Sq.Ft.

15130 TEA TREE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15184 TEA TREE DRIVE Winter Garden, FL MLS# G5108559
$925,990
4

Beds

3.1

Baths

3,498

Sq.Ft.

15184 TEA TREE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15255 MARITIME PINE DRIVE Winter Garden, FL MLS# G5110443
$923,250
4

Beds

3.1

Baths

3,498

Sq.Ft.

15255 MARITIME PINE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 12940 WESTHAVEN OAK DRIVE Winter Garden, FL MLS# O6381140
$919,000
5

Beds

4.1

Baths

3,894

Sq.Ft.

12940 WESTHAVEN OAK DRIVE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC

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

957

Estimated median home price

$609,611
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 - 300K91
$300K - 400K65
$400K - 500K137
$500K - 600K160
$600K - 700K101
$700K - 800K103
$800K - 900K89
$900K - 1M63
$1M - Max126

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family653
Townhouse134
Condo135
Commercial11
Rental201
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 7/15/2026)

Information deemed reliable but not guaranteed.

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 7/15/2026.