129 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 15713 SWEET LIMETTA DRIVE Winter Garden, FL MLS# O6372157
  • Recently Listed with Virtual Tour
1 of 32
$850,000
4

Beds

4.1

Baths

3,377

Sq.Ft.

15713 SWEET LIMETTA DRIVE

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 11187 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6372260
  • Recently Listed with Virtual Tour
1 of 41
$814,566
5

Beds

4.0

Baths

2,866

Sq.Ft.

11187 HOLLOW BAY DRIVE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 11211 HOLLOW BAY COURT Winter Garden, FL MLS# O6372286
  • Recently Listed with Virtual Tour
1 of 48
$959,741
5

Beds

4.1

Baths

3,225

Sq.Ft.

11211 HOLLOW BAY COURT

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 10759 PETRILLO WAY Winter Garden, FL MLS# O6371897
  • Recently Listed with Virtual Tour
1 of 49
$830,000
5

Beds

3.1

Baths

3,224

Sq.Ft.

10759 PETRILLO WAY

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 14423 WABASSO LOOP Winter Garden, FL MLS# O6368408
  • Recently Listed
1 of 63
$954,000
5

Beds

4.0

Baths

3,630

Sq.Ft.

14423 WABASSO LOOP

Winter Garden, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 2320 WINTERMERE POINTE DRIVE Winter Garden, FL MLS# O6372006
  • Recently Listed with Virtual Tour
1 of 46
OPEN HOUSE: Saturday 1/10 12:00 PM - 3:00 PM
$875,000
5

Beds

3.0

Baths

3,290

Sq.Ft.

2320 WINTERMERE POINTE DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 5128 BREEZY ACRES STREET Winter Garden, FL MLS# O6371382
  • Recently Listed with Virtual Tour
1 of 36
$839,000
5

Beds

3.1

Baths

3,631

Sq.Ft.

5128 BREEZY ACRES STREET

Winter Garden, FL

Courtesy of REALSTOCK ELITE PROPERTIES
View 2069 NERVA ROAD Winter Garden, FL MLS# O6371542
  • Recently Listed with Virtual Tour
1 of 41
$925,000
6

Beds

4.0

Baths

4,280

Sq.Ft.

2069 NERVA ROAD

Winter Garden, FL

Courtesy of CASTRO REALTY GROUP
View 16394 TALIESIN STREET Winter Garden, FL MLS# O6371718
  • Recently Listed with Virtual Tour
1 of 53
$910,000
5

Beds

4.1

Baths

3,093

Sq.Ft.

16394 TALIESIN STREET

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 15755 SWEET LIMETTA DRIVE Winter Garden, FL MLS# O6370049
  • Recently Listed
1 of 36
OPEN HOUSE: Sunday 1/11 12:00 PM - 2:00 PM
$860,000
5

Beds

4.1

Baths

3,633

Sq.Ft.

15755 SWEET LIMETTA DRIVE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 17389 HONEYBELL TANGELO COURT Winter Garden, FL MLS# TB8460357
  • Recently Listed with Virtual Tour
1 of 53
$999,990
5

Beds

4.1

Baths

3,711

Sq.Ft.

17389 HONEYBELL TANGELO COURT

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 7650 TANGERINE KNOLL LOOP Winter Garden, FL MLS# O6368043
$995,000
5

Beds

4.1

Baths

3,578

Sq.Ft.

7650 TANGERINE KNOLL LOOP

Winter Garden, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 5074 BREEZY ACRES STREET Winter Garden, FL MLS# O6369788
  • Recently Listed with Virtual Tour
1 of 59
$900,000
7

Beds

4.1

Baths

4,720

Sq.Ft.

5074 BREEZY ACRES STREET

Winter Garden, FL

Courtesy of NEW HEIGHTS REALTY GROUP
View 873 GAYLE MILL DRIVE Winter Garden, FL MLS# O6368964
$940,000
4

Beds

3.1

Baths

2,677

Sq.Ft.

873 GAYLE MILL DRIVE

Winter Garden, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 10551 PETRILLO WAY Winter Garden, FL MLS# O6368778
  • Recently Listed with Virtual Tour
1 of 91
$960,000
5

Beds

4.1

Baths

3,358

Sq.Ft.

10551 PETRILLO WAY

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 1608 HIGHBANKS CIRCLE Winter Garden, FL MLS# O6367937
$810,000
3

Beds

2.1

Baths

2,278

Sq.Ft.

1608 HIGHBANKS CIRCLE

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 18049 MILLHOUSE WAY Winter Garden, FL MLS# O6367428
  • New Construction with Virtual Tour
1 of 31
$882,200
4

Beds

3.1

Baths

3,327

Sq.Ft.

18049 MILLHOUSE WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 11145 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6367437
  • New Construction with Virtual Tour
1 of 31
$914,271
4

Beds

3.2

Baths

3,327

Sq.Ft.

11145 HOLLOW BAY DRIVE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 17561 SEIDNER ROAD Winter Garden, FL MLS# G5105438
  • Virtual Tour
1 of 40
$900,000
4

Beds

4.0

Baths

2,850

Sq.Ft.

17561 SEIDNER ROAD

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 14505 BREAKWATER WAY Winter Garden, FL MLS# O6362926
$859,900
6

Beds

3.1

Baths

3,942

Sq.Ft.

14505 BREAKWATER WAY

Winter Garden, FL

Courtesy of EXP 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

783

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 6
$100K - 200K 11
$200K - 300K 67
$300K - 400K 78
$400K - 500K 138
$500K - 600K 117
$600K - 700K 89
$700K - 800K 71
$800K - 900K 68
$900K - 1M 48
$1M - Max 90

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 504
Townhouse 123
Condo 111
Commercial 9
Rental 236
Lots and Land 32
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 1
Farms 0

(Data as of 1/9/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale/lease on this web site come in part from the New Smyrna Beach Board of REALTORS® Multiple Listing Service (MLS) in which this real estate firm (Broker) participates. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with the Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with the MLS IDX logo. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein or for their use or interpretation by the user. Federal law prohibits discrimination on the basis of race, color, sex, religion, handicap, familial status or national origin in the sale, rental or financing of housing.

This data updated periodically, at an interval not to exceed 7 days.

IDX information 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.

Some properties which appear for sale on this website may subsequently have sold and may no longer be available.

© Copyright 2026 New Smyrna Beach Board of REALTORS, Inc. All rights Reserved.

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 1/9/2026.