234 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 17326 WILD DAISY DRIVE Winter Garden, FL MLS# G5118742
  • New Construction with Virtual Tour
1 of 22
$722,222
4

Beds

2.1

Baths

2,235

Sq.Ft.

17326 WILD DAISY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 939 KYLEE ALLEY Winter Garden, FL MLS# O6447293
  • Virtual Tour
1 of 39
$624,800
3

Beds

2.1

Baths

1,772

Sq.Ft.

939 KYLEE ALLEY

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 923 COLIE ALLEY Winter Garden, FL MLS# O6445624
  • Virtual Tour
1 of 27
$595,000
3

Beds

2.1

Baths

1,786

Sq.Ft.

923 COLIE ALLEY

Winter Garden, FL

Courtesy of CFRP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 16387 TALIESIN STREET Winter Garden, FL MLS# O6445800
$620,000
3

Beds

2.1

Baths

2,130

Sq.Ft.

16387 TALIESIN STREET

Winter Garden, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 13211 LAKESHORE GROVE DRIVE Winter Garden, FL MLS# O6446698
$699,000
4

Beds

3.1

Baths

3,171

Sq.Ft.

13211 LAKESHORE GROVE DRIVE

Winter Garden, FL

Courtesy of CHARISMA REALTY CORP
View 13557 PARKFIELD WAY Winter Garden, FL MLS# O6444500
  • Virtual Tour
1 of 45
OPEN HOUSE: Sunday 11/15 1:00 PM - 3:00 PM
$640,000
4

Beds

3.0

Baths

2,350

Sq.Ft.

13557 PARKFIELD WAY

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 517 GARDEN HEIGHTS DRIVE Winter Garden, FL MLS# O6446560
$589,900
4

Beds

2.0

Baths

1,960

Sq.Ft.

517 GARDEN HEIGHTS DRIVE

Winter Garden, FL

Courtesy of LOKATION
View 17602 JAPONICA BLOOM DRIVE Winter Garden, FL MLS# O6446644
  • New Construction with Virtual Tour
1 of 66
OPEN HOUSE: Thursday 11/12 10:00 AM - 6:00 PM
$785,000
5

Beds

4.0

Baths

2,823

Sq.Ft.

17602 JAPONICA BLOOM DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 12349 WESTFIELD LAKES CIRCLE Winter Garden, FL MLS# O6445527
$729,000
5

Beds

3.0

Baths

2,777

Sq.Ft.

12349 WESTFIELD LAKES CIRCLE

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 16283 HONEY HARVEST STREET Winter Garden, FL MLS# O6446119
$635,000
4

Beds

4.1

Baths

2,927

Sq.Ft.

16283 HONEY HARVEST STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 15007 NIGHT HERON DRIVE Winter Garden, FL MLS# O6438331
$779,000
5

Beds

3.1

Baths

3,874

Sq.Ft.

15007 NIGHT HERON DRIVE

Winter Garden, FL

Courtesy of TALENT REALTY SOLUTIONS
View 6117 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5118331
  • New Construction with Virtual Tour
1 of 23
$754,990
4

Beds

2.1

Baths

2,235

Sq.Ft.

6117 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13356 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5118295
  • New Construction with Virtual Tour
1 of 23
OPEN HOUSE: Sunday 11/15 1:00 PM - 5:00 PM
$674,990
4

Beds

3.0

Baths

2,235

Sq.Ft.

13356 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13326 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5118296
  • New Construction with Virtual Tour
1 of 25
$759,990
5

Beds

4.0

Baths

3,076

Sq.Ft.

13326 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13344 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5118297
  • New Construction with Virtual Tour
1 of 24
OPEN HOUSE: Sunday 11/15 1:00 PM - 5:00 PM
$729,990
5

Beds

4.0

Baths

3,065

Sq.Ft.

13344 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6345 WILD PERSIMMON WAY Winter Garden, FL MLS# G5118304
  • New Construction with Virtual Tour
1 of 13
OPEN HOUSE: Sunday 11/15 1:00 PM - 5:00 PM
$599,990
3

Beds

2.0

Baths

1,767

Sq.Ft.

6345 WILD PERSIMMON WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 5954 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5118305
  • New Construction with Virtual Tour
1 of 5
$697,990
4

Beds

2.1

Baths

2,802

Sq.Ft.

5954 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 707 CHASE OAKS COURT Winter Garden, FL MLS# O6443950
$669,000
4

Beds

3.0

Baths

2,560

Sq.Ft.

707 CHASE OAKS COURT

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 13368 PEACEFUL MELODY DRIVES Winter Garden, FL MLS# G5118291
  • New Construction with Virtual Tour
1 of 19
OPEN HOUSE: Sunday 11/15 1:00 PM - 5:00 PM
$724,990
4

Beds

3.0

Baths

3,038

Sq.Ft.

13368 PEACEFUL MELODY DRIVES

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 14180 TITLE WAY Winter Garden, FL MLS# O6444490
  • Virtual Tour
1 of 30
$589,990
4

Beds

3.1

Baths

2,481

Sq.Ft.

14180 TITLE WAY

Winter Garden, FL

Courtesy of SUNSTAR REALTY FL 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

947

Estimated median home price

$615,000
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

Price Count
$0 - 100K 1
$100K - 200K 37
$200K - 300K 73
$300K - 400K 67
$400K - 500K 143
$500K - 600K 146
$600K - 700K 115
$700K - 800K 102
$800K - 900K 103
$900K - 1M 54
$1M - Max 106

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 648
Townhouse 142
Condo 116
Commercial 5
Rental 249
Lots and Land 28
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 1
Farms 0

(Data as of 11/12/2026)

Information deemed reliable but not guaranteed.

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 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 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 11/12/2026.