520 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
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 915 WESTCLIFFE DRIVE Winter Garden, FL MLS# G5107429
$620,000
5

Beds

3.1

Baths

2,868

Sq.Ft.

915 WESTCLIFFE DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 12731 GROVEHURST AVENUE Winter Garden, FL MLS# O6379203
$620,000
5

Beds

3.0

Baths

3,474

Sq.Ft.

12731 GROVEHURST AVENUE

Winter Garden, FL

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 15518 SUNQUAT DRIVE Winter Garden, FL MLS# O6402110
$620,000
4

Beds

3.1

Baths

2,502

Sq.Ft.

15518 SUNQUAT DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
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 16029 TOLLINGTON ALLEY Winter Garden, FL MLS# P4938378
  • Recently Listed with Virtual Tour
1 of 55
$619,500
3

Beds

2.1

Baths

2,341

Sq.Ft.

16029 TOLLINGTON ALLEY

Winter Garden, FL

Courtesy of IAD FLORIDA LLC
View 1110 VINSETTA CIRCLE Winter Garden, FL MLS# O6375070
$619,000
4

Beds

2.1

Baths

2,276

Sq.Ft.

1110 VINSETTA CIRCLE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View Address not provided Winter Garden, FL MLS# O6399369
  • Recently Listed with Virtual Tour
1 of 18
$619,000
3

Beds

2.0

Baths

1,827

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of RAVENSCROFT REALTY GROUP
View 5596 THOMAS SQUARE DR Winter Garden, FL MLS# O6386791
  • Recently Listed
1 of 35
$618,000
4

Beds

3.1

Baths

2,458

Sq.Ft.

5596 THOMAS SQUARE DR

Winter Garden, FL

Courtesy of XCELLENCE
View 6441 WILD PERSIMMON WAY Winter Garden, FL MLS# G5111080
  • New Construction
1 of 2
$617,990
4

Beds

3.1

Baths

2,515

Sq.Ft.

6441 WILD PERSIMMON WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 14788 FIELD DAISY DRIVE Winter Garden, FL MLS# O6398754
  • Recently Listed
1 of 50
$617,500
3

Beds

3.1

Baths

1,992

Sq.Ft.

14788 FIELD DAISY DRIVE

Winter Garden, FL

Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC
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 393 LAKE AMBERLEIGH DRIVE Winter Garden, FL MLS# O6374079
$615,000
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
$615,000
3

Beds

2.1

Baths

2,684

Sq.Ft.

393 Lake Amberleigh Drive

Winter Garden, FL

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 17005 ARROWHEAD BOULEVARD Winter Garden, FL MLS# O6401039
  • Recently Listed with Virtual Tour
1 of 53
$615,000
3

Beds

2.0

Baths

1,655

Sq.Ft.

17005 ARROWHEAD BOULEVARD

Winter Garden, FL

Courtesy of Orlando - WEICHERT, REALTORS® - Hallmark Properties
View 4624 PRAIRIE CREEK STREET Winter Garden, FL MLS# S5145370
$614,900
4

Beds

3.1

Baths

2,459

Sq.Ft.

4624 PRAIRIE CREEK STREET

Winter Garden, FL

Courtesy of FLORIDA SPIRIT HOMES
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
View 16031 SCARPETTA STREET Winter Garden, FL MLS# O6373345
$610,000
4

Beds

3.1

Baths

2,474

Sq.Ft.

16031 SCARPETTA STREET

Winter Garden, FL

Courtesy of VALSTAR REALTY LLC
View 5531 CYPRESS HILL ROAD Winter Garden, FL MLS# O6378167
$610,000
4

Beds

3.0

Baths

2,204

Sq.Ft.

5531 CYPRESS HILL ROAD

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

988

Estimated median home price

$609,731
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 17
$200K - 300K 100
$300K - 400K 79
$400K - 500K 138
$500K - 600K 153
$600K - 700K 127
$700K - 800K 113
$800K - 900K 85
$900K - 1M 68
$1M - Max 107

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 680
Townhouse 130
Condo 139
Commercial 11
Rental 218
Lots and Land 26
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 1
Farms 0

(Data as of 5/2/2026)

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 5/2/2026.

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 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 5/2/2026.

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 5/2/2026.