868 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 10007 LITTLE ALCOVE LOOP Winter Garden, FL MLS# S5132434
$999,990
4

Beds

3.1

Baths

2,921

Sq.Ft.

10007 LITTLE ALCOVE LOOP

Winter Garden, FL

Courtesy of MBT REALTY LLC
View 6394 WILD PERSIMMON WAY Winter Garden, FL MLS# G5107546
$999,990
6

Beds

4.0

Baths

4,236

Sq.Ft.

6394 WILD PERSIMMON WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15178 TEA TREE DRIVE Winter Garden, FL MLS# G5108504
$999,990
4

Beds

3.0

Baths

3,108

Sq.Ft.

15178 TEA TREE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 6352 WILD PERSIMMON WAY Winter Garden, FL MLS# G5107315
$999,914
6

Beds

4.0

Baths

4,236

Sq.Ft.

6352 WILD PERSIMMON WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13343 SUNNY RETREAT LANE Winter Garden, FL MLS# O6379591
  • Recently Listed with Virtual Tour
1 of 46
$999,900
3

Beds

2.0

Baths

2,214

Sq.Ft.

13343 SUNNY RETREAT LANE

Winter Garden, FL

Courtesy of ENGEL & VOLKERS ORLANDO DR PHILLIPS
View 626 OXFORD CHASE DRIVE Winter Garden, FL MLS# O6356804
  • Virtual Tour
1 of 72
OPEN HOUSE: Saturday 2/21 11:00 AM - 3:00 PM
$999,000
5

Beds

4.1

Baths

4,478

Sq.Ft.

626 OXFORD CHASE DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 6523 SHORE JUNIPER STREET Winter Garden, FL MLS# G5102345
$998,535
6

Beds

4.0

Baths

4,222

Sq.Ft.

6523 SHORE JUNIPER STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15219 MARITIME PINE DRIVE Winter Garden, FL MLS# G5107311
$998,124
6

Beds

4.0

Baths

4,236

Sq.Ft.

15219 MARITIME PINE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 9549 BOLERO ROAD Winter Garden, FL MLS# O6340193
$997,000
5

Beds

3.1

Baths

3,910

Sq.Ft.

9549 BOLERO ROAD

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 9319 BRADLEIGH DRIVE Winter Garden, FL MLS# O6362694
$995,000
5

Beds

4.1

Baths

3,602

Sq.Ft.

9319 BRADLEIGH DRIVE

Winter Garden, FL

Courtesy of THE PROPERTY STOP 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 17952 LOOKOUT HILL ROAD Winter Garden, FL MLS# O6373477
$995,000
Studio

Beds

0.0

Baths

17952 LOOKOUT HILL ROAD

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 8708 SONOMA COAST DRIVE Winter Garden, FL MLS# O6380719
  • Recently Listed with Virtual Tour
1 of 51
$995,000
4

Beds

3.1

Baths

2,758

Sq.Ft.

8708 SONOMA COAST DRIVE

Winter Garden, FL

Courtesy of LONDON FOSTER REALTY
View 9849 LOST CREEK DRIVE Winter Garden, FL MLS# O6258009
$990,000
5

Beds

3.1

Baths

3,910

Sq.Ft.

9849 LOST CREEK DRIVE

Winter Garden, FL

Courtesy of REAL BROKER, LLC.
View 15280 MARITIME PINE DRIVE Winter Garden, FL MLS# G5102291
$981,325
5

Beds

3.0

Baths

3,550

Sq.Ft.

15280 MARITIME PINE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 8289 TOPSAIL PLACE Winter Garden, FL MLS# S5121526
  • Virtual Tour
1 of 53
$980,000
4

Beds

4.0

Baths

2,755

Sq.Ft.

8289 TOPSAIL PLACE

Winter Garden, FL

Courtesy of MIAMI BRAZIL INVESTMENTS, LLC
View 15327 HERON HIDEAWAY CIRCLE Winter Garden, FL MLS# G5107891
  • Recently Listed with Virtual Tour
1 of 96
$980,000
7

Beds

4.0

Baths

4,267

Sq.Ft.

15327 HERON HIDEAWAY CIRCLE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17389 HONEYBELL TANGELO COURT Winter Garden, FL MLS# TB8460357
  • New Construction with Virtual Tour
1 of 53
$979,990
5

Beds

4.1

Baths

3,711

Sq.Ft.

17389 HONEYBELL TANGELO COURT

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 14645 SCOTT KEY DRIVE Winter Garden, FL MLS# G5106818
$977,000
4

Beds

3.1

Baths

3,427

Sq.Ft.

14645 SCOTT KEY DRIVE

Winter Garden, FL

Courtesy of RIVA REALTY GROUP LLC
View 15391 LEBEAU LOOP Winter Garden, FL MLS# O6375228
  • Virtual Tour
1 of 35
$975,000
4

Beds

3.1

Baths

3,042

Sq.Ft.

15391 LEBEAU LOOP

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY 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

864

Estimated median home price

$590,350
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 13
$200K - 300K 86
$300K - 400K 77
$400K - 500K 141
$500K - 600K 134
$600K - 700K 105
$700K - 800K 79
$800K - 900K 68
$900K - 1M 57
$1M - Max 98

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 574
Townhouse 128
Condo 123
Commercial 9
Rental 243
Lots and Land 28
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 1
Farms 0

(Data as of 2/19/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of Georgia MLS. Real estate listings held by brokerage firms other than Weichert's are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers.

© 2026 Georgia MLS. All rights reserved

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 2/20/2026.

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 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.

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

Copyright 2026 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

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 2/20/2026.

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 2/20/2026.