$8,500

beds

baths

half bath

3,900

square ft

4444 N Winchester Avenue

Chicago, Illinois 60640

New / MLS #12652901 / Rental / Lincoln Square

Listing information updated 5/26/2026 at 6:43pm

Move right into the spectacular extra-wide single family home on an oversized lot in an ideal Ravenswood location. Built in 2000, this all-brick home offers a terrific layout, generous room sizes, and rare space both inside and out. The main level features a large newer kitchen that opens to the family room and deck overlooking the deep backyard. The kitchen offers custom cabinetry, Viking and Bosch appliances, a deep sink, excellent storage, and a long breakfast bar perfect for everyday living and entertaining. The spacious family room includes room for casual living and dining, plus a nearby small office area that can be closed off or used for additional pantry or coat storage. The front living and dining room offers a fireplace, tray ceilings, and space for a large dining setup or grand piano. A center staircase, crown molding, hardwood floors, and powder room complete the main floor. Upstairs, the oversized primary suite features a tray ceiling, two walk-in closets, and a beautifully redone bath with floating vanity, walk-in shower, Victoria & Albert soaking tub, stone finishes, and skylight. Two additional bedrooms share a newer hall bath, including a large front bedroom with vaulted ceiling and plantation shutters. The second-floor laundry room includes a utility sink and newer front-loading washer and dryer. The lower level offers a huge recreation room with fireplace, plus two additional bedrooms and a full bath, ideal for guests, nanny, office, workout space, or extended living. Extra-deep lot with large backyard, sport court, two-car garage with great storage, and two separate furnace and air conditioning systems. Walk to the Brown Line, Metra, restaurants, shops, Lycee Francais, Welles Park, Lincoln Square, and more. Select furniture pieces may remain for added convenience, including the baby grand piano in the living room, a beautiful addition even if you do not play. This is a rare opportunity to rent a spacious, move-in ready single-family home in a prime Ravenswood location, don't miss it!

Full Features

Exterior Type:

Brick,Limestone

Basement:

Finished,Exterior Entry,Daylight

Heating System:

Natural Gas, Forced Air

Appliances:

Range, Microwave, Dishwasher, Refrigerator, High End Refrigerator, Washer, Dryer, Disposal, Stainless Steel Appliance(s), Range Hood

Age:

26-30 Years

Parking Type:

Garage - Garage Door Opener,Yes,Garage Owned,Detached,Garage

Parking Spaces:

Garage:

Detached

Room Count:

Water Front:

Square Feet:

3,900

Internal Features:

Cathedral Ceiling(s)

External Features:

Patio/Porch

Monthly Rental Includes:

Parking

Room Information

Living Room:

18x27 - Main

Dining Room:

combo - Main

Kitchen:

18x12 - Main

Family Room:

15x17 - Main

Primary Bedroom:

18x16 - Second Level

2nd Bedroom:

18x12 - Second

3rd Bedroom:

12x10 - Second

4th Bedroom:

14x10 - Lower

Bedroom 5:

14x10 - Lower Level

Study:

6x4 - Main Level

Recreation Room:

18x27 - Lower Level

Foyer:

6x3 - Main Level

Walk In Closet:

6x6 - Second Level

Rental Information

Security Deposit:

$8,500

Pet Info:

Furnished:

Yes

Location

Zip Code:

60640

City:

Chicago

County:

Cook

Schools

School District(s):

299

Elementary School:

Mcpherson Elementary School

Middle School:

Mcpherson Elementary School

High School:

Amundsen High School

Exterior Type:

Brick,Limestone

Basement:

Finished,Exterior Entry,Daylight

Heating System:

Natural Gas, Forced Air

Appliances:

Range, Microwave, Dishwasher, Refrigerator, High End Refrigerator, Washer, Dryer, Disposal, Stainless Steel Appliance(s), Range Hood

Age:

26-30 Years

Parking Type:

Garage - Garage Door Opener,Yes,Garage Owned,Detached,Garage

Parking Spaces:

Garage:

Detached

Room Count:

Water Front:

Square Feet:

3,900

Internal Features:

Cathedral Ceiling(s)

External Features:

Patio/Porch

Monthly Rental Includes:

Parking

Living Room:

18x27 - Main

Dining Room:

combo - Main

Kitchen:

18x12 - Main

Family Room:

15x17 - Main

Primary Bedroom:

18x16 - Second Level

2nd Bedroom:

18x12 - Second

3rd Bedroom:

12x10 - Second

4th Bedroom:

14x10 - Lower

Bedroom 5:

14x10 - Lower Level

Study:

6x4 - Main Level

Recreation Room:

18x27 - Lower Level

Foyer:

6x3 - Main Level

Walk In Closet:

6x6 - Second Level

Security Deposit:

$8,500

Pet Info:

Furnished:

Yes

Zip Code:

60640

City:

Chicago

County:

Cook

School District(s):

299

Elementary School:

Mcpherson Elementary School

Middle School:

Mcpherson Elementary School

High School:

Amundsen High School

Listing Office: @PROPERTIES

Listing Office Phone: 773.472.0200

Disclaimer: The data relating to real estate for sale on this website comes courtesy of Midwest Real Estate Data, LLC as distributed by MLS GRID. Real estate listings held by brokerage firms other than @properties are marked with the Broker Reciprocity thumbnail logo and detailed information about them includes the name of the listing brokers. Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 5/26/2026 at 6:43pm. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some listings have been excluded from this website.