618 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 16271 SILVER GROVE BLVD Winter Garden, FL MLS# O6299810
  • New Construction with Virtual Tour
1 of 46
$680,000
4

Beds

2.1

Baths

2,093

Sq.Ft.

16271 SILVER GROVE BLVD

Winter Garden, FL

Courtesy of CELEBRITY GLOBAL REALTY LLC
View 8060 BOWERY DRIVE Winter Garden, FL MLS# O6359786
$680,000
5

Beds

3.0

Baths

3,013

Sq.Ft.

8060 BOWERY DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS LEGACY REALTY
View 5526 NEW INDEPENDENCE PARKWAY Winter Garden, FL MLS# O6365476
$680,000
5

Beds

3.0

Baths

2,240

Sq.Ft.

5526 NEW INDEPENDENCE PARKWAY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 2425 PRAIRIE VIEW DRIVE Winter Garden, FL MLS# O6376886
$680,000
5

Beds

3.0

Baths

3,524

Sq.Ft.

2425 PRAIRIE VIEW DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 16863 HOBE SOUND COURT Winter Garden, FL MLS# O6367174
  • New Construction with Virtual Tour
1 of 18
$679,990
4

Beds

3.1

Baths

2,489

Sq.Ft.

16863 HOBE SOUND COURT

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 6333 WILD PERSIMMON WAY Winter Garden, FL MLS# G5102272
$677,702
3

Beds

3.1

Baths

2,515

Sq.Ft.

6333 WILD PERSIMMON WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 10031 BEDTIME STORY DRIVE Winter Garden, FL MLS# O6329801
  • Virtual Tour
1 of 38
OPEN HOUSE: Saturday 3/28 12:00 PM - 2:00 PM
$675,000
4

Beds

4.0

Baths

2,722

Sq.Ft.

10031 BEDTIME STORY DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 8256 BAYVIEW CROSSING DRIVE Winter Garden, FL MLS# O6346538
  • Virtual Tour
1 of 64
OPEN HOUSE: Saturday 3/28 10:00 AM - 12:00 PM
$675,000
4

Beds

3.1

Baths

2,557

Sq.Ft.

8256 BAYVIEW CROSSING DRIVE

Winter Garden, FL

Courtesy of INFINITY REALTY GROUP LLC
View 13846 FRESH IVY STREET Winter Garden, FL MLS# O6346706
  • Adult Community with Virtual Tour
1 of 51
$675,000
2

Beds

2.1

Baths

2,108

Sq.Ft.

13846 FRESH IVY STREET

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 1474 JUNIPER HAMMOCK STREET Winter Garden, FL MLS# O6369501
$675,000
5

Beds

4.0

Baths

3,141

Sq.Ft.

1474 JUNIPER HAMMOCK STREET

Winter Garden, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 936 KYLEE ALY Winter Garden, FL MLS# O6393910
  • Recently Listed with Virtual Tour
1 of 60
$675,000
3

Beds

2.1

Baths

1,772

Sq.Ft.

936 KYLEE ALY

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 1674 VICTORIA WAY Winter Garden, FL MLS# O6357191
$674,990
4

Beds

2.1

Baths

2,239

Sq.Ft.

1674 VICTORIA WAY

Winter Garden, FL

Courtesy of RE/MAX DOWNTOWN
View 11189 GREEN CITRON ALLEY Winter Garden, FL MLS# TB8460312
  • New Construction with Virtual Tour
1 of 55
$674,990
3

Beds

2.1

Baths

2,134

Sq.Ft.

11189 GREEN CITRON ALLEY

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 503 MINNOW CREEK COURT Winter Garden, FL MLS# G5109093
$674,990
4

Beds

3.0

Baths

2,663

Sq.Ft.

503 MINNOW CREEK COURT

Winter Garden, FL

Courtesy of RE/MAX TITANIUM GROUP
View 1209 CASTLEPORT ROAD Winter Garden, FL MLS# O6390760
  • Recently Listed with Virtual Tour
1 of 36
$674,990
5

Beds

3.0

Baths

2,812

Sq.Ft.

1209 CASTLEPORT ROAD

Winter Garden, FL

Courtesy of THE PROPERTY STOP LLC
View 5937 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5102276
  • New Construction
1 of 2
OPEN HOUSE: Saturday 3/28 1:00 PM - 4:00 PM
$674,475
4

Beds

2.1

Baths

2,235

Sq.Ft.

5937 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6007 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5105905
$674,475
4

Beds

2.1

Baths

2,235

Sq.Ft.

6007 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 12919 WESTHAVEN OAK DRIVE Winter Garden, FL MLS# O6381746
$674,000
4

Beds

3.1

Baths

2,508

Sq.Ft.

12919 WESTHAVEN OAK DRIVE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 16839 HOBE SOUND COURT Winter Garden, FL MLS# O6374451
  • New Construction with Virtual Tour
1 of 18
$673,170
4

Beds

3.1

Baths

2,489

Sq.Ft.

16839 HOBE SOUND COURT

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 11012 ROBERT FROST DRIVE Winter Garden, FL MLS# O6379584
$669,997
4

Beds

2.1

Baths

2,683

Sq.Ft.

11012 ROBERT FROST DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE

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

953

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 - 100K4
$100K - 200K15
$200K - 300K96
$300K - 400K81
$400K - 500K155
$500K - 600K155
$600K - 700K112
$700K - 800K92
$800K - 900K79
$900K - 1M62
$1M - Max102

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family646
Townhouse144
Condo128
Commercial11
Rental221
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 3/27/2026)

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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© 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 3/27/2026.

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

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 3/27/2026.

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.

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 3/27/2026.