975 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 12349 WESTFIELD LAKES CIRCLE Winter Garden, FL MLS# O6445527
  • Recently Listed with Virtual Tour
1 of 36
$740,500
5

Beds

3.0

Baths

2,777

Sq.Ft.

12349 WESTFIELD LAKES CIRCLE

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 9766 AMBER CHESTNUT WAY Winter Garden, FL MLS# L4965505
  • Recently Listed with Virtual Tour
1 of 21
$429,900
3

Beds

2.1

Baths

1,937

Sq.Ft.

9766 AMBER CHESTNUT WAY

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 1323 AZALEA WAY Winter Garden, FL MLS# OM733255
  • Recently Listed with Virtual Tour
1 of 10
$189,000
3

Beds

2.0

Baths

1,216

Sq.Ft.

1323 AZALEA WAY

Winter Garden, FL

Courtesy of BLACKHORSE REAL ESTATE LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 2020 PORTCASTLE CIRCLE Winter Garden, FL MLS# O6446086
  • Recently Listed with Virtual Tour
1 of 36
$455,000
3

Beds

2.1

Baths

1,857

Sq.Ft.

2020 PORTCASTLE CIRCLE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 923 ALLENHURST STREET Winter Garden, FL MLS# O6444634
$789,000
3

Beds

2.0

Baths

1,978

Sq.Ft.

923 ALLENHURST STREET

Winter Garden, FL

Courtesy of FLORIDA REALTY MARKETPLACE
View 2548 BALFORN TOWER WAY Winter Garden, FL MLS# TB8552283
  • Recently Listed with Virtual Tour
1 of 19
$449,000
3

Beds

2.0

Baths

1,825

Sq.Ft.

2548 BALFORN TOWER WAY

Winter Garden, FL

Courtesy of OFFERPAD BROKERAGE FL, LLC
View 15515 CAMPDEN STREET Winter Garden, FL MLS# O6444349
  • Recently Listed with Virtual Tour
1 of 48
$359,900
3

Beds

2.1

Baths

1,956

Sq.Ft.

15515 CAMPDEN STREET

Winter Garden, FL

Courtesy of CLOCK TOWER REALTY
View 7747 GREEN MOUNTAIN WAY Winter Garden, FL MLS# O6445847
  • Recently Listed with Virtual Tour
1 of 33
$2,400,000
6

Beds

6.1

Baths

5,572

Sq.Ft.

7747 GREEN MOUNTAIN WAY

Winter Garden, FL

Courtesy of BELLA VIEW REALTY LLC
View 4780 TERRACE BLUFF STREET Winter Garden, FL MLS# O6446681
  • Recently Listed with Virtual Tour
1 of 38
$569,900
4

Beds

3.1

Baths

2,342

Sq.Ft.

4780 TERRACE BLUFF STREET

Winter Garden, FL

Courtesy of COMPASS FLORIDA LLC
View 261 ZACHARY WADE STREET Winter Garden, FL MLS# O6446065
  • Recently Listed with Virtual Tour
1 of 68
$1,500,000
4

Beds

3.1

Baths

3,728

Sq.Ft.

261 ZACHARY WADE STREET

Winter Garden, FL

Courtesy of BALDWIN PARK REALTY LLC
View 995 SADIE LANE Winter Garden, FL MLS# O6445793
  • Recently Listed with Virtual Tour
1 of 33
$575,000
4

Beds

2.0

Baths

2,005

Sq.Ft.

995 SADIE LANE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15007 NIGHT HERON DRIVE Winter Garden, FL MLS# O6438331
  • Recently Listed with Virtual Tour
1 of 65
$790,000
5

Beds

3.1

Baths

3,874

Sq.Ft.

15007 NIGHT HERON DRIVE

Winter Garden, FL

Courtesy of TALENT REALTY SOLUTIONS
View 6329 MANUSCRIPT STREET Winter Garden, FL MLS# O6445557
  • Recently Listed with Virtual Tour
1 of 24
$515,000
5

Beds

3.1

Baths

2,379

Sq.Ft.

6329 MANUSCRIPT STREET

Winter Garden, FL

Courtesy of CARDINAL REALTY GROUP, LLC.
View 2308 AXEL STREET Winter Garden, FL MLS# G5118413
  • New Construction with Virtual Tour
1 of 23
$577,063
4

Beds

2.1

Baths

2,235

Sq.Ft.

2308 AXEL STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 206 N HIGHLAND AVENUE Winter Garden, FL MLS# O6444632
  • Recently Listed with Virtual Tour
1 of 45
OPEN HOUSE: Saturday 10/10 12:00 PM - 2:00 PM
$1,100,000
3

Beds

2.1

Baths

1,880

Sq.Ft.

206 N HIGHLAND AVENUE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 15207 GROVESIDE ROAD Winter Garden, FL MLS# O6445574
  • Recently Listed with Virtual Tour
1 of 5
$489,140
3

Beds

2.1

Baths

1,881

Sq.Ft.

15207 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 15614 ESPALIER WAY Winter Garden, FL MLS# O6445414
  • Recently Listed with Virtual Tour
1 of 37
$4,300,000
6

Beds

6.1

Baths

6,601

Sq.Ft.

15614 ESPALIER WAY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 313 MERIN COURT Winter Garden, FL MLS# O6444052
  • Recently Listed with Virtual Tour
1 of 33
OPEN HOUSE: Saturday 10/10 2:30 PM - 4:00 PM
$925,000
4

Beds

3.0

Baths

2,860

Sq.Ft.

313 MERIN COURT

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1021 HUNTSPOINT STREET Winter Garden, FL MLS# O6445538
$865,000
4

Beds

3.1

Baths

2,445

Sq.Ft.

1021 HUNTSPOINT STREET

Winter Garden, FL

Courtesy of BHHS FLORIDA REALTY
View 15375 AVENUE OF THE ARBORS Winter Garden, FL MLS# O6445895
  • Recently Listed with Virtual Tour
1 of 35
$449,900
3

Beds

2.1

Baths

1,751

Sq.Ft.

15375 AVENUE OF THE ARBORS

Winter Garden, FL

Courtesy of CANI PROPERTY MANAGEMENT

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

979

Estimated median home price

$595,000
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 - 100K1
$100K - 200K34
$200K - 300K70
$300K - 400K77
$400K - 500K157
$500K - 600K160
$600K - 700K104
$700K - 800K113
$800K - 900K101
$900K - 1M60
$1M - Max102

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family668
Townhouse152
Condo120
Commercial6
Rental222
Lots and Land27
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home0
Farms0

(Data as of 10/8/2026)

Information deemed reliable but not guaranteed.

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 10/9/2026.

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Weichert Realtors are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. 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.

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Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Copyright © 2026 Midwest Real Estate Data LLC.

Data is updated as of 10/9/2026.

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 data relating to real estate for sale on this web site comes in part from the BROKER RECIPROCITY Program of M.L.S. of Naples, Inc. Real estate listings held by brokerage firms other than Weichert Realtors are marked with the BROKER RECIPROCITY logo (little black house) and detailed information about them includes the name of the listing brokerage.

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. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

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

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 10/9/2026.