748 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
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 16363 DAVENPORT ROAD Winter Garden, FL MLS# O6307604
$989,000
1,500

Sq.Ft.

16363 DAVENPORT ROAD

Winter Garden, FL

Courtesy of MAINFRAME REAL ESTATE
View 2009 RICKOVER PLACE Winter Garden, FL MLS# V4945562
$985,000
5

Beds

5.0

Baths

4,308

Sq.Ft.

2009 RICKOVER PLACE

Winter Garden, FL

Courtesy of GOLDEN SAPPHIRE REAL ESTATE LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 243 ZACHARY WADE STREET Winter Garden, FL MLS# O6368057
$984,900
4

Beds

2.1

Baths

3,097

Sq.Ft.

243 ZACHARY WADE STREET

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
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
$980,000
4

Beds

4.0

Baths

2,755

Sq.Ft.

8289 TOPSAIL PLACE

Winter Garden, FL

Courtesy of MIAMI BRAZIL INVESTMENTS, LLC
View 15084 CANOPY COVER DRIVE Winter Garden, FL MLS# O6328280
$979,000
3

Beds

2.1

Baths

2,270

Sq.Ft.

15084 CANOPY COVER DRIVE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 14913 ARRENA ROAD Winter Garden, FL MLS# P4926807
$975,000
Studio

Beds

0.0

Baths

14913 ARRENA ROAD

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 8768 SONOMA COAST DRIVE Winter Garden, FL MLS# O6303386
$975,000
5

Beds

5.0

Baths

3,416

Sq.Ft.

8768 SONOMA COAST DRIVE

Winter Garden, FL

Courtesy of MIHOUSE REALTY LLC
View 8013 GRAY KINGBIRD DRIVE Winter Garden, FL MLS# O6339629
$975,000
4

Beds

5.0

Baths

3,861

Sq.Ft.

8013 GRAY KINGBIRD DRIVE

Winter Garden, FL

Courtesy of THE C SMITH REAL ESTATE GROUP LLC
View 17401 HONEYBELL TANGELO COURT Winter Garden, FL MLS# TB8451532
  • New Construction with Virtual Tour
1 of 57
$974,990
5

Beds

4.1

Baths

3,542

Sq.Ft.

17401 HONEYBELL TANGELO COURT

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 15292 MARITIME PINE DRIVE Winter Garden, FL MLS# G5104771
$971,815
4

Beds

3.0

Baths

3,108

Sq.Ft.

15292 MARITIME PINE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6529 SHORE JUNIPER STREET Winter Garden, FL MLS# G5104187
$970,460
4

Beds

3.0

Baths

3,108

Sq.Ft.

6529 SHORE JUNIPER STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15268 MARITIME PINE DRIVE Winter Garden, FL MLS# G5102318
$965,855
5

Beds

4.0

Baths

3,675

Sq.Ft.

15268 MARITIME PINE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 10732 PETRILLO WAY Winter Garden, FL MLS# G5099434
$960,000
5

Beds

5.1

Baths

4,014

Sq.Ft.

10732 PETRILLO WAY

Winter Garden, FL

Courtesy of Clermont - WEICHERT, REALTORS® - Hallmark Properties
View 626 DUFF DRIVE Winter Garden, FL MLS# O6343772
  • Virtual Tour
1 of 36
$960,000
5

Beds

4.1

Baths

3,419

Sq.Ft.

626 DUFF DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 10551 PETRILLO WAY Winter Garden, FL MLS# O6368778
  • Recently Listed with Virtual Tour
1 of 91
$960,000
5

Beds

4.1

Baths

3,358

Sq.Ft.

10551 PETRILLO WAY

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 9988 BEACH PORT DRIVE Winter Garden, FL MLS# O6353604
$958,000
4

Beds

4.1

Baths

3,408

Sq.Ft.

9988 BEACH PORT DRIVE

Winter Garden, FL

Courtesy of U KEY REALTY
View 14955 LEBEAU LOOP Winter Garden, FL MLS# O6362955
$950,000
5

Beds

4.0

Baths

3,224

Sq.Ft.

14955 LEBEAU LOOP

Winter Garden, FL

Courtesy of IAD FLORIDA LLC
View 15060 BRODIE LANE Winter Garden, FL MLS# O6292102
  • New Construction with Virtual Tour
1 of 79
$949,900
5

Beds

3.1

Baths

3,256

Sq.Ft.

15060 BRODIE LANE

Winter Garden, FL

Courtesy of HORIZON WEST REALTY

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

767

Estimated median home price

$587,000
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 - 300K64
$300K - 400K82
$400K - 500K131
$500K - 600K121
$600K - 700K85
$700K - 800K67
$800K - 900K61
$900K - 1M49
$1M - Max92

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family496
Townhouse117
Condo110
Commercial10
Rental223
Lots and Land30
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 1/2/2026)

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.

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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 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 1/3/2026.

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 1/3/2026.