786 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 2472 BARONSMEDE COURT Winter Garden, FL MLS# O6360771
$723,500
5

Beds

3.0

Baths

2,970

Sq.Ft.

2472 BARONSMEDE COURT

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 15262 GROVESIDE ROAD Winter Garden, FL MLS# O6361868
  • New Construction with Virtual Tour
1 of 18
$449,990
3

Beds

2.1

Baths

1,846

Sq.Ft.

15262 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 403 LAKE AMBERLEIGH DRIVE Winter Garden, FL MLS# O6361839
  • Adult Community with Virtual Tour
1 of 18
$455,000
3

Beds

2.0

Baths

1,713

Sq.Ft.

403 LAKE AMBERLEIGH DRIVE

Winter Garden, FL

Courtesy of PINNACLE SIGNATURE REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 14424 ELLERBEE STREET Winter Garden, FL MLS# O6361850
$1,500,000
Studio

Beds

0.0

Baths

14424 ELLERBEE STREET

Winter Garden, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 8007 NAVEL ORANGE LANE Winter Garden, FL MLS# O6361920
$799,000
3

Beds

3.1

Baths

3,039

Sq.Ft.

8007 NAVEL ORANGE LANE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 10067 AUSTRINA OAK LOOP Winter Garden, FL MLS# O6361968
$1,190,000
6

Beds

5.0

Baths

4,305

Sq.Ft.

10067 AUSTRINA OAK LOOP

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 11864 SHINE VIEW LANE Winter Garden, FL MLS# O6361583
  • New Construction with Virtual Tour
1 of 18
OPEN HOUSE: Saturday 1/3 10:00 AM - 5:00 PM
$636,075
4

Beds

3.1

Baths

2,489

Sq.Ft.

11864 SHINE VIEW LANE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 18055 MILLHOUSE WAY Winter Garden, FL MLS# O6361609
  • New Construction with Virtual Tour
1 of 41
$852,001
5

Beds

4.0

Baths

2,866

Sq.Ft.

18055 MILLHOUSE WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 13147 FARO COURT Winter Garden, FL MLS# O6360828
$899,000
5

Beds

4.1

Baths

3,719

Sq.Ft.

13147 FARO COURT

Winter Garden, FL

Courtesy of RE/MAX SELECT GROUP
View 15523 BAY BRIDGE STREET Winter Garden, FL MLS# O6361419
$439,990
3

Beds

2.1

Baths

1,691

Sq.Ft.

15523 BAY BRIDGE STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 9410 BOLSHOI ALLEY Winter Garden, FL MLS# O6361431
  • New Construction
1 of 61
$429,990
3

Beds

2.1

Baths

1,691

Sq.Ft.

9410 BOLSHOI ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 1182 ORANGE SEASON LANE Winter Garden, FL MLS# O6361416
$525,000
3

Beds

2.1

Baths

2,224

Sq.Ft.

1182 ORANGE SEASON LANE

Winter Garden, FL

Courtesy of CLOCK TOWER REALTY
View 16894 WINGSPREAD LOOP Winter Garden, FL MLS# O6362090
$1,270,000
5

Beds

3.1

Baths

3,906

Sq.Ft.

16894 WINGSPREAD LOOP

Winter Garden, FL

Courtesy of THE BRAHMIN GROUP
View 6019 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5104654
$789,344
4

Beds

3.1

Baths

2,688

Sq.Ft.

6019 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 16149 LEYLAND CYPRESS LANE Winter Garden, FL MLS# G5104655
$1,005,995
5

Beds

3.1

Baths

3,764

Sq.Ft.

16149 LEYLAND CYPRESS LANE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6517 SHORE JUNIPER STREET Winter Garden, FL MLS# G5104657
$849,625
4

Beds

3.0

Baths

2,879

Sq.Ft.

6517 SHORE JUNIPER STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 14501 GROVE RESORT AVENUE 3535 Winter Garden, FL MLS# S5138632
$389,990
2

Beds

2.0

Baths

1,434

Sq.Ft.

14501 GROVE RESORT AVENUE 3535

Winter Garden, FL

Courtesy of SACKS REALTY GROUP, INC.
View 15807 SWEET LEMON WAY Winter Garden, FL MLS# O6361039
$752,000
5

Beds

4.0

Baths

2,867

Sq.Ft.

15807 SWEET LEMON WAY

Winter Garden, FL

Courtesy of SUNNY 365 REALTY GROUP
View 15537 HONEYBELL DRIVE Winter Garden, FL MLS# G5104542
  • Adult Community with Virtual Tour
1 of 25
$379,800
3

Beds

2.1

Baths

1,584

Sq.Ft.

15537 HONEYBELL DRIVE

Winter Garden, FL

Courtesy of LUXE PROPERTIES
View 11144 SUSPENSE DRIVE Winter Garden, FL MLS# O6360667
$409,900
3

Beds

2.1

Baths

1,717

Sq.Ft.

11144 SUSPENSE DRIVE

Winter Garden, FL

Courtesy of IAD FLORIDA 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

789

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

PriceCount
$0 - 100K7
$100K - 200K8
$200K - 300K66
$300K - 400K80
$400K - 500K138
$500K - 600K123
$600K - 700K88
$700K - 800K69
$800K - 900K66
$900K - 1M49
$1M - Max95

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family512
Townhouse120
Condo111
Commercial10
Rental230
Lots and Land32
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 12/30/2025)

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 2025 New Smyrna Beach Board 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 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.

Copyright 2025 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 12/31/2025.

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 12/31/2025.