587 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 15862 CITRUS GROVE LOOP Winter Garden, FL MLS# O6386634
$629,999
4

Beds

2.0

Baths

2,043

Sq.Ft.

15862 CITRUS GROVE LOOP

Winter Garden, FL

Courtesy of KENNEDY REALTY GROUP LLC
View 7931 Winter Wren STREET Winter Garden, FL MLS# O6186186
$629,000
5

Beds

2.1

Baths

2,774

Sq.Ft.

7931 Winter Wren STREET

Winter Garden, FL

Courtesy of COMPASS FLORIDA, LLC
View 14680 BLACK CHERRY TRAIL Winter Garden, FL MLS# O6394614
$629,000
3

Beds

2.1

Baths

2,233

Sq.Ft.

14680 BLACK CHERRY TRAIL

Winter Garden, FL

Courtesy of REVEL REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 6226 MANUSCRIPT STREET Winter Garden, FL MLS# O6359078
$627,900
4

Beds

3.1

Baths

2,849

Sq.Ft.

6226 MANUSCRIPT STREET

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 15456 GILLIGAN COURT Winter Garden, FL MLS# A4660262
$625,000
3

Beds

3.0

Baths

2,571

Sq.Ft.

15456 GILLIGAN COURT

Winter Garden, FL

Courtesy of NEXTHOME CASA BELLA ELITE
View 634 BURCH AVENUE Winter Garden, FL MLS# O6371342
  • Virtual Tour
1 of 43
$625,000
4

Beds

3.1

Baths

2,351

Sq.Ft.

634 BURCH AVENUE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 393 LAKE AMBERLEIGH DRIVE Winter Garden, FL MLS# O6374079
$625,000
3

Beds

2.1

Baths

2,684

Sq.Ft.

393 LAKE AMBERLEIGH DRIVE

Winter Garden, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 393 Lake Amberleigh Drive Winter Garden, FL MLS# 1221794
$625,000
3

Beds

2.1

Baths

2,684

Sq.Ft.

393 Lake Amberleigh Drive

Winter Garden, FL

View 5531 CYPRESS HILL ROAD Winter Garden, FL MLS# O6378167
$625,000
4

Beds

3.0

Baths

2,204

Sq.Ft.

5531 CYPRESS HILL ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 1075 CHASE DRIVE Winter Garden, FL MLS# O6386607
  • Virtual Tour
1 of 63
$625,000
4

Beds

2.0

Baths

2,125

Sq.Ft.

1075 CHASE DRIVE

Winter Garden, FL

Courtesy of MAINFRAME REAL ESTATE
View 5367 GOLDEN APPLE DRIVE Winter Garden, FL MLS# O6380252
$624,900
4

Beds

3.0

Baths

2,270

Sq.Ft.

5367 GOLDEN APPLE DRIVE

Winter Garden, FL

Courtesy of AREATE REALTY
View 15442 ENCHANTED MELODY WAY Winter Garden, FL MLS# S5146095
  • Recently Listed with Virtual Tour
1 of 37
$624,900
4

Beds

3.0

Baths

2,420

Sq.Ft.

15442 ENCHANTED MELODY WAY

Winter Garden, FL

Courtesy of A & V FLORIDA REALTY GROUP LLC
View 5439 ORANGE ORCHARD DRIVE Winter Garden, FL MLS# L4957156
$620,000
4

Beds

3.0

Baths

2,240

Sq.Ft.

5439 ORANGE ORCHARD DRIVE

Winter Garden, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 11864 SHINE VIEW LANE Winter Garden, FL MLS# O6361583
  • New Construction with Virtual Tour
1 of 18
$619,990
4

Beds

3.1

Baths

2,489

Sq.Ft.

11864 SHINE VIEW LANE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 4624 PRAIRIE CREEK STREET Winter Garden, FL MLS# S5145370
$619,900
4

Beds

3.1

Baths

2,459

Sq.Ft.

4624 PRAIRIE CREEK STREET

Winter Garden, FL

Courtesy of FLORIDA SPIRIT HOMES
View 1110 VINSETTA CIRCLE Winter Garden, FL MLS# O6375070
  • Virtual Tour
1 of 31
OPEN HOUSE: Saturday 4/4 1:00 PM - 3:00 PM
$619,000
4

Beds

2.1

Baths

2,276

Sq.Ft.

1110 VINSETTA CIRCLE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 7532 SPRING VALLEY STREET Winter Garden, FL MLS# G5109790
$615,990
4

Beds

3.1

Baths

2,520

Sq.Ft.

7532 SPRING VALLEY STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15196 NEWTONIA STREET Winter Garden, FL MLS# O6387201
$615,000
3

Beds

3.1

Baths

2,326

Sq.Ft.

15196 NEWTONIA STREET

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 13041 TRANQUIL WATER ALLEY Winter Garden, FL MLS# G5105041
  • New Construction with Virtual Tour
1 of 30
$614,990
3

Beds

2.1

Baths

2,078

Sq.Ft.

13041 TRANQUIL WATER ALLEY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 636 SIGLER DRIVE Winter Garden, FL MLS# O6387125
  • New Construction with Virtual Tour
1 of 12
$614,500
3

Beds

2.1

Baths

1,634

Sq.Ft.

636 SIGLER DRIVE

Winter Garden, FL

Courtesy of NOVA REAL ESTATE SERVICES 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

948

Estimated median home price

$591,415
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 4
$100K - 200K 17
$200K - 300K 91
$300K - 400K 79
$400K - 500K 145
$500K - 600K 156
$600K - 700K 111
$700K - 800K 93
$800K - 900K 85
$900K - 1M 65
$1M - Max 102

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 652
Townhouse 133
Condo 127
Commercial 11
Rental 226
Lots and Land 23
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 1
Farms 0

(Data as of 4/3/2026)

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 4/3/2026.

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 4/3/2026.

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 4/3/2026.