918 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 2450 DAHLGREN WAY Winter Garden, FL MLS# TB8481106
  • Recently Listed with Virtual Tour
1 of 68
$1,950,000
5

Beds

5.0

Baths

4,365

Sq.Ft.

2450 DAHLGREN WAY

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 68 N PARK AVENUE Winter Garden, FL MLS# O6382300
$1,899,000
4

Beds

3.2

Baths

3,555

Sq.Ft.

68 N PARK AVENUE

Winter Garden, FL

Courtesy of CORCORAN PREMIER REALTY
View 720 LAKE BRIM DRIVE Winter Garden, FL MLS# O6387519
$1,899,000
4

Beds

4.0

Baths

3,781

Sq.Ft.

720 LAKE BRIM DRIVE

Winter Garden, FL

Courtesy of BHHS FLORIDA REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 15198 E OAKLAND AVENUE Winter Garden, FL MLS# O6386910
$1,850,000
4

Beds

4.0

Baths

3,616

Sq.Ft.

15198 E OAKLAND AVENUE

Winter Garden, FL

Courtesy of IAD FLORIDA LLC
View 7766 MINUTEMEN LOOP Winter Garden, FL MLS# O6328707
$1,824,888
5

Beds

4.1

Baths

4,716

Sq.Ft.

7766 MINUTEMEN LOOP

Winter Garden, FL

Courtesy of FL SUNSHINE STATE REALTY
View 1211 E MAPLE STREET Winter Garden, FL MLS# O6153590
$1,800,000
Studio

Beds

0.0

Baths

1211 E MAPLE STREET

Winter Garden, FL

Courtesy of SOUTHERN HERITAGE REALTY, INC
View 770 W BAY STREET Winter Garden, FL MLS# O6380207
$1,795,000
13,580

Sq.Ft.

770 W BAY STREET

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 261 ZACHARY WADE STREET Winter Garden, FL MLS# O6357233
$1,785,000
4

Beds

3.1

Baths

3,728

Sq.Ft.

261 ZACHARY WADE STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS EAGLE REALTY
View 906 ALLENDALE LANE Winter Garden, FL MLS# G5107489
$1,785,000
4

Beds

4.0

Baths

3,784

Sq.Ft.

906 ALLENDALE LANE

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 241 N DILLARD STREET Winter Garden, FL MLS# O6353975
$1,750,000
3

Beds

2.1

Baths

3,507

Sq.Ft.

241 N DILLARD STREET

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 15120 SHONAN GOLD DRIVE Winter Garden, FL MLS# O6386104
$1,745,000
4

Beds

4.0

Baths

3,487

Sq.Ft.

15120 SHONAN GOLD DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 15606 SHOREBIRD LANE Winter Garden, FL MLS# O6367956
$1,699,000
5

Beds

4.1

Baths

4,300

Sq.Ft.

15606 SHOREBIRD LANE

Winter Garden, FL

Courtesy of ALIGN REAL ESTATE LLC
View 5526 TINY ROAD Winter Garden, FL MLS# O6334009
  • Virtual Tour
1 of 39
$1,675,000
3

Beds

2.2

Baths

2,474

Sq.Ft.

5526 TINY ROAD

Winter Garden, FL

Courtesy of BUYER REBATES REALTY
View 16768 SANCTUARY DRIVE Winter Garden, FL MLS# O6374904
$1,610,000
5

Beds

4.1

Baths

4,258

Sq.Ft.

16768 SANCTUARY DRIVE

Winter Garden, FL

Courtesy of GALLOWAY REAL ESTATE
View 16788 MUSKGRASS DRIVE Winter Garden, FL MLS# O6388174
  • Recently Listed with Virtual Tour
1 of 77
$1,600,000
4

Beds

4.1

Baths

4,733

Sq.Ft.

16788 MUSKGRASS DRIVE

Winter Garden, FL

Courtesy of MS LAND & BUILDING LLC
View 16826 BROADWATER AVENUE Winter Garden, FL MLS# O6387379
  • Recently Listed with Virtual Tour
1 of 58
$1,590,000
6

Beds

5.1

Baths

4,451

Sq.Ft.

16826 BROADWATER AVENUE

Winter Garden, FL

Courtesy of ONE STOP SERVICE REALTY INC
View 15722 E OAKLAND AVENUE Winter Garden, FL MLS# O6383983
$1,495,000
3

Beds

2.0

Baths

3,340

Sq.Ft.

15722 E OAKLAND AVENUE

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 14126 LAKE TILDEN BOULEVARD Winter Garden, FL MLS# O6386648
$1,490,000
4

Beds

4.2

Baths

3,517

Sq.Ft.

14126 LAKE TILDEN BOULEVARD

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 16548 RAVEN ROCK PLACE Winter Garden, FL MLS# S5144064
  • Virtual Tour
1 of 36
OPEN HOUSE: Saturday 3/28 12:00 PM - 2:00 PM
$1,459,900
5

Beds

4.1

Baths

4,263

Sq.Ft.

16548 RAVEN ROCK PLACE

Winter Garden, FL

Courtesy of NAIM REAL ESTATE LLC
View 16115 JOHNS LAKE OVERLOOK DRIVE Winter Garden, FL MLS# O6376626
$1,420,000
5

Beds

4.1

Baths

4,965

Sq.Ft.

16115 JOHNS LAKE OVERLOOK DRIVE

Winter Garden, FL

Courtesy of POWERHOUSE REAL ESTATE NETWORK

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

941

Estimated median home price

$588,900
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 - 100K4
$100K - 200K12
$200K - 300K92
$300K - 400K79
$400K - 500K153
$500K - 600K160
$600K - 700K111
$700K - 800K91
$800K - 900K74
$900K - 1M60
$1M - Max105

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family644
Townhouse135
Condo126
Commercial11
Rental229
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 3/18/2026)

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 3/23/2026.

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 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 3/23/2026.

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 3/23/2026.