671 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 18386 OLIVER TWIST WAY Winter Garden, FL MLS# O6388830
$724,900
4

Beds

3.0

Baths

2,924

Sq.Ft.

18386 OLIVER TWIST WAY

Winter Garden, FL

Courtesy of REALTY HUB
View 17446 SUNSET PRAIRIE DRIVE Winter Garden, FL MLS# G5109788
$723,200
4

Beds

2.1

Baths

2,688

Sq.Ft.

17446 SUNSET PRAIRIE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 7187 WILD STRAWBERRY RUN Winter Garden, FL MLS# O6403837
  • Recently Listed with Virtual Tour
1 of 56
$723,000
5

Beds

4.0

Baths

3,602

Sq.Ft.

7187 WILD STRAWBERRY RUN

Winter Garden, FL

Courtesy of RE/MAX EXCLUSIVE COLLECTION
The time to sell is now! THE TIME TO SELL IS NOW!
View 15061 VALVERSE ALLEY Winter Garden, FL MLS# O6384956
$720,000
5

Beds

3.1

Baths

2,934

Sq.Ft.

15061 VALVERSE ALLEY

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 1349 CASTLEPORT ROAD Winter Garden, FL MLS# O6377923
$720,000
5

Beds

3.1

Baths

3,673

Sq.Ft.

1349 CASTLEPORT ROAD

Winter Garden, FL

Courtesy of DOUGLAS ELLIMAN
View 721 FOSTER AVENUE Winter Garden, FL MLS# O6388329
$719,000
7

Beds

3.0

Baths

2,293

Sq.Ft.

721 FOSTER AVENUE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 17006 SEVILLE ORANGE ROAD Winter Garden, FL MLS# TB8493597
  • New Construction with Virtual Tour
1 of 11
$718,799
4

Beds

3.0

Baths

2,224

Sq.Ft.

17006 SEVILLE ORANGE ROAD

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 13706 WERRINGTON DRIVE Winter Garden, FL MLS# S5138020
$715,000
4

Beds

3.1

Baths

2,807

Sq.Ft.

13706 WERRINGTON DRIVE

Winter Garden, FL

Courtesy of USA DREAMS REALTY CORP.
View 1751 HIGHBANKS CIRCLE Winter Garden, FL MLS# O6383337
$715,000
3

Beds

2.0

Baths

2,037

Sq.Ft.

1751 HIGHBANKS CIRCLE

Winter Garden, FL

Courtesy of PREFERRED RE BROKERS III
View 6050 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5111051
$712,634
3

Beds

3.1

Baths

2,515

Sq.Ft.

6050 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 7661 SILVER MEADOW STREET Winter Garden, FL MLS# G5108705
$711,055
5

Beds

4.1

Baths

3,122

Sq.Ft.

7661 SILVER MEADOW STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6309 WILD PERSIMMON WAY Winter Garden, FL MLS# G5102289
$709,990
4

Beds

3.1

Baths

2,515

Sq.Ft.

6309 WILD PERSIMMON WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 16271 HONEY HARVEST STREET Winter Garden, FL MLS# O6386199
$705,990
5

Beds

4.1

Baths

2,812

Sq.Ft.

16271 HONEY HARVEST STREET

Winter Garden, FL

Courtesy of SALVAMERICA, LLC
View 15197 BLUE PEACOCK LANE Winter Garden, FL MLS# O6390611
$704,900
3

Beds

2.1

Baths

2,440

Sq.Ft.

15197 BLUE PEACOCK LANE

Winter Garden, FL

Courtesy of KICANTO REALTY
View 7550 SPRING VALLEY STREET Winter Garden, FL MLS# G5110990
$701,340
4

Beds

3.1

Baths

2,515

Sq.Ft.

7550 SPRING VALLEY STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 14780 FIELD DAISY DRIVE Winter Garden, FL MLS# O6391463
  • New Construction with Virtual Tour
1 of 46
$700,000
4

Beds

4.1

Baths

2,441

Sq.Ft.

14780 FIELD DAISY DRIVE

Winter Garden, FL

Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC
View 16760 HARPER COVE DRIVE Winter Garden, FL MLS# O6403109
$700,000
4

Beds

3.0

Baths

2,909

Sq.Ft.

16760 HARPER COVE DRIVE

Winter Garden, FL

Courtesy of WEMERT GROUP REALTY LLC
View 17162 INGRAM BLUFF DRIVE Winter Garden, FL MLS# G5110993
$699,970
5

Beds

4.1

Baths

3,122

Sq.Ft.

17162 INGRAM BLUFF DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 8018 BOWERY DRIVE Winter Garden, FL MLS# O6325853
$699,900
5

Beds

3.0

Baths

3,075

Sq.Ft.

8018 BOWERY DRIVE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 6159 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5111054
$699,745
4

Beds

2.1

Baths

2,235

Sq.Ft.

6159 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC

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

1,039

Estimated median home price

$609,990
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 - 200K21
$200K - 300K100
$300K - 400K81
$400K - 500K140
$500K - 600K167
$600K - 700K127
$700K - 800K120
$800K - 900K84
$900K - 1M79
$1M - Max119

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family714
Townhouse141
Condo142
Commercial10
Rental218
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 5/19/2026)

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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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.

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Data is updated as of 5/19/2026.

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.

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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 5/19/2026.

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 5/19/2026.