815 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 11265 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6405351
  • New Construction with Virtual Tour
1 of 7
$870,331
5

Beds

4.1

Baths

3,225

Sq.Ft.

11265 HOLLOW BAY DRIVE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 17606 LAKE STAR ROAD Winter Garden, FL MLS# O6382909
$870,000
4

Beds

3.1

Baths

2,605

Sq.Ft.

17606 LAKE STAR ROAD

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 11271 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6403252
  • New Construction with Virtual Tour
1 of 7
$869,996
5

Beds

4.0

Baths

2,866

Sq.Ft.

11271 HOLLOW BAY DRIVE

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 12595 GOLD HONEYSUCKLE STREET 284 Winter Garden, FL MLS# O6393961
$869,990
4

Beds

3.1

Baths

3,338

Sq.Ft.

12595 GOLD HONEYSUCKLE STREET 284

Winter Garden, FL

Courtesy of K HOVNANIAN FLORIDA REALTY
View 12529 DALLINGTON TERRACE Winter Garden, FL MLS# O6400678
$869,990
5

Beds

3.1

Baths

3,519

Sq.Ft.

12529 DALLINGTON TERRACE

Winter Garden, FL

Courtesy of BHHS FLORIDA REALTY
View 15518 HONEY MANDARIN WAY Winter Garden, FL MLS# O6396204
$869,900
5

Beds

4.1

Baths

3,640

Sq.Ft.

15518 HONEY MANDARIN WAY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 9414 EMERALD BERRY DRIVE Winter Garden, FL MLS# O6348107
$867,000
4

Beds

3.1

Baths

2,921

Sq.Ft.

9414 EMERALD BERRY DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 13393 SUNSET LAKES CIRCLE Winter Garden, FL MLS# O6398468
$867,000
4

Beds

3.0

Baths

2,186

Sq.Ft.

13393 SUNSET LAKES CIRCLE

Winter Garden, FL

Courtesy of VALSTAR REALTY LLC
View 907 EASLEY AVENUE Winter Garden, FL MLS# O6406147
  • Recently Listed
1 of 67
$865,000
3

Beds

2.1

Baths

2,252

Sq.Ft.

907 EASLEY AVENUE

Winter Garden, FL

Courtesy of BHHS FLORIDA REALTY
View 15672 SHOREBIRD LANE Winter Garden, FL MLS# O6375411
$859,900
4

Beds

3.1

Baths

2,800

Sq.Ft.

15672 SHOREBIRD LANE

Winter Garden, FL

Courtesy of RE/MAX SELECT GROUP
View 6039 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5109534
$859,460
5

Beds

4.1

Baths

3,076

Sq.Ft.

6039 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15142 TEA TREE DRIVE Winter Garden, FL MLS# G5111049
$858,120
4

Beds

3.1

Baths

3,498

Sq.Ft.

15142 TEA TREE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 16545 BROADWATER AVENUE Winter Garden, FL MLS# O6389243
$854,900
4

Beds

3.0

Baths

3,036

Sq.Ft.

16545 BROADWATER AVENUE

Winter Garden, FL

Courtesy of REAL ESTATE FIRM OF ORLANDO
View 13813 PEACH ORCHARD WAY Winter Garden, FL MLS# O6392351
$850,000
5

Beds

4.1

Baths

3,793

Sq.Ft.

13813 PEACH ORCHARD WAY

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 3421 REX DRIVE Winter Garden, FL MLS# O6410341
  • Recently Listed
1 of 3
$850,000
Studio

Beds

0.0

Baths

3421 REX DRIVE

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 14711 WINTER STAY DRIVE Winter Garden, FL MLS# O6294212
$849,999
4

Beds

3.0

Baths

2,662

Sq.Ft.

14711 WINTER STAY DRIVE

Winter Garden, FL

Courtesy of THE FLORIDA LOUNGE REALTY LLC
View 11217 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6399115
  • New Construction with Virtual Tour
1 of 32
$849,990
4

Beds

3.1

Baths

3,327

Sq.Ft.

11217 HOLLOW BAY DRIVE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 5971 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5107163
$849,970
5

Beds

4.1

Baths

3,076

Sq.Ft.

5971 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 615 LAKE COVE POINTE CIRCLE Winter Garden, FL MLS# O6402551
$849,950
4

Beds

2.0

Baths

2,465

Sq.Ft.

615 LAKE COVE POINTE CIRCLE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 13412 FOX GLOVE STREET Winter Garden, FL MLS# G5110319
$849,900
5

Beds

2.1

Baths

3,954

Sq.Ft.

13412 FOX GLOVE STREET

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

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

1,041

Estimated median home price

$609,900
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 - 100K2
$100K - 200K21
$200K - 300K98
$300K - 400K83
$400K - 500K141
$500K - 600K168
$600K - 700K124
$700K - 800K118
$800K - 900K87
$900K - 1M74
$1M - Max125

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family713
Townhouse141
Condo145
Commercial10
Rental211
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 5/24/2026)

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.

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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 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 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 5/25/2026.

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.

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 5/25/2026.

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 5/25/2026.