797 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 12378 CLEAR SAPPHIRE DRIVE 262 Winter Garden, FL MLS# O6374226
$812,519
5

Beds

4.0

Baths

3,045

Sq.Ft.

12378 CLEAR SAPPHIRE DRIVE 262

Winter Garden, FL

Courtesy of K HOVNANIAN FLORIDA REALTY
View 18007 MILLHOUSE WAY Winter Garden, FL MLS# O6354969
  • New Construction with Virtual Tour
1 of 48
$811,021
5

Beds

4.1

Baths

3,225

Sq.Ft.

18007 MILLHOUSE WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 1826 JEAN MARIE DRIVE Winter Garden, FL MLS# O6375791
$810,000
5

Beds

4.0

Baths

3,435

Sq.Ft.

1826 JEAN MARIE DRIVE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 11241 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6378044
  • Recently Listed with Virtual Tour
1 of 18
$807,946
4

Beds

3.0

Baths

2,113

Sq.Ft.

11241 HOLLOW BAY DRIVE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 11229 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6375011
  • Recently Listed with Virtual Tour
1 of 48
$807,201
5

Beds

4.1

Baths

3,225

Sq.Ft.

11229 HOLLOW BAY DRIVE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 7883 BOWERY Winter Garden, FL MLS# O6350973
  • Virtual Tour
1 of 44
$800,000
5

Beds

4.0

Baths

3,179

Sq.Ft.

7883 BOWERY

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 17309 MARSH ROAD Winter Garden, FL MLS# O6369367
$800,000
4

Beds

2.0

Baths

1,685

Sq.Ft.

17309 MARSH ROAD

Winter Garden, FL

Courtesy of UPSIDE REAL ESTATE INC
View 17309 MARSH ROAD Winter Garden, FL MLS# O6369686
$800,000
Studio

Beds

0.0

Baths

17309 MARSH ROAD

Winter Garden, FL

Courtesy of UPSIDE REAL ESTATE INC
View 15558 SANDFIELD LOOP Winter Garden, FL MLS# O6352341
$799,999
4

Beds

3.1

Baths

4,307

Sq.Ft.

15558 SANDFIELD LOOP

Winter Garden, FL

Courtesy of ORLANDO HIGHLAND REALTY LLC
View 11112 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6337905
  • New Construction with Virtual Tour
1 of 10
$799,990
4

Beds

3.0

Baths

2,113

Sq.Ft.

11112 HOLLOW BAY DRIVE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 13386 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5105140
  • New Construction with Virtual Tour
1 of 28
$799,990
5

Beds

4.0

Baths

3,065

Sq.Ft.

13386 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 9605 LOST CREEK DRIVE Winter Garden, FL MLS# V4944858
$799,900
4

Beds

3.0

Baths

2,117

Sq.Ft.

9605 LOST CREEK DRIVE

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INTL REALTY
View 2015 SANDY GARDEN LANE Winter Garden, FL MLS# O6370025
  • Virtual Tour
1 of 40
OPEN HOUSE: Saturday 1/31 1:00 PM - 4:00 PM
$799,900
4

Beds

4.1

Baths

3,871

Sq.Ft.

2015 SANDY GARDEN LANE

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 13848 PEACH ORCHARD WAY Winter Garden, FL MLS# O6365304
$799,500
5

Beds

4.0

Baths

3,598

Sq.Ft.

13848 PEACH ORCHARD WAY

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 10759 PETRILLO WAY Winter Garden, FL MLS# O6371897
$799,500
5

Beds

3.1

Baths

3,224

Sq.Ft.

10759 PETRILLO WAY

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 15485 SANDFIELD LOOP Winter Garden, FL MLS# O6355678
$799,000
4

Beds

3.1

Baths

4,010

Sq.Ft.

15485 SANDFIELD LOOP

Winter Garden, FL

Courtesy of LUXE PROPERTIES
View 14372 SUNBRIDGE CIRCLE Winter Garden, FL MLS# O6356579
$799,000
4

Beds

4.1

Baths

3,468

Sq.Ft.

14372 SUNBRIDGE CIRCLE

Winter Garden, FL

Courtesy of STOCKWORTH REALTY GROUP
View 15536 GENTLE RAIN DRIVE Winter Garden, FL MLS# S5136128
$799,000
5

Beds

3.0

Baths

2,961

Sq.Ft.

15536 GENTLE RAIN DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 486 WRANGLER ROAD Winter Garden, FL MLS# O6358965
$799,000
3

Beds

2.1

Baths

2,278

Sq.Ft.

486 WRANGLER ROAD

Winter Garden, FL

Courtesy of HAUS REAL ESTATE
View 8007 NAVEL ORANGE LANE Winter Garden, FL MLS# O6361920
$799,000
3

Beds

3.1

Baths

3,039

Sq.Ft.

8007 NAVEL ORANGE LANE

Winter Garden, FL

Courtesy of REAL BROKER, LLC

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

823

Estimated median home price

$590,000
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 - 200K11
$200K - 300K76
$300K - 400K81
$400K - 500K140
$500K - 600K118
$600K - 700K101
$700K - 800K76
$800K - 900K70
$900K - 1M53
$1M - Max90

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family542
Townhouse124
Condo116
Commercial7
Rental242
Lots and Land32
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 1/29/2026)

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 1/30/2026.

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 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 1/30/2026.

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 1/30/2026.