View 515 N BOYD STREET Winter Garden, FL MLS# O6222919
$900,000
5

Beds

4.0

Baths

3,152

Sq.Ft.

515 N BOYD STREET

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 17561 SEIDNER ROAD Winter Garden, FL MLS# G5105438
$900,000
4

Beds

4.0

Baths

2,850

Sq.Ft.

17561 SEIDNER ROAD

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 11224 PIXIE MANDARIN COURT Winter Garden, FL MLS# O6359210
$899,999
4

Beds

3.1

Baths

3,101

Sq.Ft.

11224 PIXIE MANDARIN COURT

Winter Garden, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
The time to sell is now! THE TIME TO SELL IS NOW!
View 15213 MARITIME PINE DRIVE Winter Garden, FL MLS# G5102285
$899,360
4

Beds

3.0

Baths

2,879

Sq.Ft.

15213 MARITIME PINE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15916 CITRUS KNOLL DRIVE Winter Garden, FL MLS# O6341843
$899,000
5

Beds

3.1

Baths

2,843

Sq.Ft.

15916 CITRUS KNOLL DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 13147 FARO COURT Winter Garden, FL MLS# O6360828
$899,000
5

Beds

4.1

Baths

3,719

Sq.Ft.

13147 FARO COURT

Winter Garden, FL

Courtesy of RE/MAX SELECT GROUP
View 5217 CITRUS LEAF BOULEVARD Winter Garden, FL MLS# O6363382
$899,000
4

Beds

3.1

Baths

3,144

Sq.Ft.

5217 CITRUS LEAF BOULEVARD

Winter Garden, FL

Courtesy of MS LAND & BUILDING LLC
View 16137 LEYLAND CYPRESS LANE Winter Garden, FL MLS# G5102317
$895,620
4

Beds

3.0

Baths

2,726

Sq.Ft.

16137 LEYLAND CYPRESS LANE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 4940 PALMETTO PARK DRIVE Winter Garden, FL MLS# O6356578
$895,000
5

Beds

3.1

Baths

4,497

Sq.Ft.

4940 PALMETTO PARK DRIVE

Winter Garden, FL

Courtesy of BHHS FLORIDA REALTY
View 327 S LAKEVIEW AVENUE Winter Garden, FL MLS# G5100180
$894,900
3

Beds

3.0

Baths

2,225

Sq.Ft.

327 S LAKEVIEW AVENUE

Winter Garden, FL

Courtesy of Clermont - WEICHERT, REALTORS® - Hallmark Properties
View 1669 MARKEL DRIVE Winter Garden, FL MLS# O6256295
  • New Construction with Virtual Tour
1 of 14
$894,544
3

Beds

3.1

Baths

2,262

Sq.Ft.

1669 MARKEL DRIVE

Winter Garden, FL

Courtesy of Q BOUTIQUE SPECIALTY REALTY INC
View 18025 MILLHOUSE WAY Winter Garden, FL MLS# O6358137
  • New Construction with Virtual Tour
1 of 10
$890,321
5

Beds

4.1

Baths

3,225

Sq.Ft.

18025 MILLHOUSE WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 16630 BROADWATER AVENUE Winter Garden, FL MLS# O6337568
$890,000
4

Beds

3.0

Baths

3,017

Sq.Ft.

16630 BROADWATER AVENUE

Winter Garden, FL

Courtesy of RE/MAX INNOVATION
View 9182 HOLLISTON CREEK PLACE Winter Garden, FL MLS# O6343171
$890,000
4

Beds

3.1

Baths

2,733

Sq.Ft.

9182 HOLLISTON CREEK PLACE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 18049 MILLHOUSE WAY Winter Garden, FL MLS# O6367428
  • Recently Listed with Virtual Tour
1 of 31
$889,091
4

Beds

3.1

Baths

3,327

Sq.Ft.

18049 MILLHOUSE WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 15231 MARITIME PINE DRIVE Winter Garden, FL MLS# G5102315
$885,385
5

Beds

4.0

Baths

3,675

Sq.Ft.

15231 MARITIME PINE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 18043 MILLHOUSE WAY Winter Garden, FL MLS# O6359652
  • New Construction with Virtual Tour
1 of 48
$885,121
5

Beds

4.1

Baths

3,225

Sq.Ft.

18043 MILLHOUSE WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 13900 LANYARD WAY Winter Garden, FL MLS# O6353670
$885,000
5

Beds

5.0

Baths

3,687

Sq.Ft.

13900 LANYARD WAY

Winter Garden, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 15372 GILLIGAN COURT Winter Garden, FL MLS# O6367059
  • Recently Listed with Virtual Tour
1 of 34
$884,500
4

Beds

3.1

Baths

2,781

Sq.Ft.

15372 GILLIGAN COURT

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 15859 SHOREBIRD LANE Winter Garden, FL MLS# O6363321
$880,000
4

Beds

3.1

Baths

2,812

Sq.Ft.

15859 SHOREBIRD LANE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE

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

794

Estimated median home price

$589,990
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 - 100K7
$100K - 200K7
$200K - 300K66
$300K - 400K81
$400K - 500K138
$500K - 600K125
$600K - 700K90
$700K - 800K69
$800K - 900K66
$900K - 1M49
$1M - Max96

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family515
Townhouse123
Condo110
Commercial10
Rental229
Lots and Land32
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 12/29/2025)

Information deemed reliable but 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.

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 2025 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 12/29/2025.

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 12/29/2025.