Date
Details
Price
Change
Source
5/26/2026
Listed
$8,500
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
No photo available
$8,500 Just Listed
Property Description
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 Property Details
Full Property Details for 4444 N Winchester Ave
General
- Rent: $8,500
- Status: Active
- Type: Rental
- Source: MRED
- MLS ID: 12652901
- Updated: 5/26/2026
- Added to Site: 1 day(s) ago
Rental Information
- Lease Includes: Parking
- Date Available: 7/1/2025
Interior
- Basement: Finished, E
- Interior Features: Cathedral Ceiling(s)
- Fireplace: Yes
- Number of Fireplaces: 2
- Fireplace(s): Living Room, Basement, Wood-Burning, Gas Starter
- Appliances: Range, Microwave, Dishwasher, Refrigerator, High-End Refrigerator, Washer, Dryer, Disposal, Stainless Steel Appliance(s), Range Hood
- Furnishings: Yes
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
- Basement Baths: Yes
- Bathroom Features: Separate Shower, Double Sink, Soaking Tub
Bedrooms
- Total Bedrooms: 5
Parking
- Garage: Yes
- Garage Spaces: 2
- Total Spaces: 2
- Parking Features: Garage Door Opener, Yes, Garage Owned, Detached, Garage
Location
- Area: CHI - Lincoln Square
- County: Cook
- Township: Lake View
- Driving Directions: Montrose to Winchester (between Damen and Ravenswood) one way north to property
School Information
- School District: 299
- Elem School District: 299
- Midd School District: 299
- High School District: 299
- Elementary School: Mcpherson Elementary School
- Middle School: Mcpherson Elementary School
- High School: Amundsen High School
- Private School: Amundsen High School
Heating & Cooling
- Cooling Type: Central Air Conditioning, Zoned
- Heating Type: Natural Gas, Forced Air
Utilities
- Sewer: Public Sewer
- Water: Lake Michigan
Structural Information
- Construction: Brick, Limestone
- Exterior Const.: Brick, Limestone
- Basement: Yes
- Basement Desc.: Finished, Exterior Entry, Daylight
- Windows: Screens
- Sub-Flooring: Hardwood
- Square Feet: 3,900
- Sq. Ft. Source: Estimated
- Year Built: 2000
Lot Features
- Lot Dimensions: 25 x 152
Financial Considerations
- Lease Price: $8,500
- Parking Included: Yes
- Security Deposit: $8,500
- Assessment Year: 2000
- Pays Sewer: Public Sewer
Disclosures and Reports
- Special Conditions: List Broker Must Accompany
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Schools
Schools serving 4444 N Winchester Ave
School District:Chicago Public School District 299
| Name | Grades | Distance |
|---|---|---|
McPherson Elementary School 4728 North Wolcott Avenue, Chicago, IL 60640 | K-8 | 0.4 mi |
Amundsen High School 5110 North Damen Avenue, Chicago, IL 60625 | 9-12 | 0.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 4444 N Winchester Ave
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- Rental
- Active
- Updated 1 day ago
- 4Beds
- 3Total Baths
- 3,500Sq. Ft.
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- Rental
- Active
- Updated 5 days ago
- 2Beds
- 2Total Baths
- 3,000Sq. Ft.
- Rental
- Active
- Updated 4 days ago
- 1Total Bath
- 500Sq. Ft.
- Condo
- Active
- Updated 3 days ago
- 2Beds
- 2Total Baths
- 1,400Sq. Ft.
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- Rental
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- Updated 3 days ago
- 2Beds
- 1Total Bath
- 1,000Sq. Ft.
- Condo
- Active
- Updated 21 hours ago
- 1Bed
- 1Total Bath
- Rental
- Active
- Updated 21 hours ago
- 2Beds
- 2Total Baths
- 1,041Sq. Ft.
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4444 N Winchester Avenue, Chicago, IL 60640 (MLS# 12652901) is a Rental property with 5 bedrooms, 3 full bathrooms and 1 partial bathroom. 4444 N Winchester Avenue is currently listed for rent at $8,500 and was received on May 26, 2026. Want to learn more about 4444 N Winchester Avenue? Do you have questions about finding other real estate for sale or rent in Lincoln Square? You can browse all Lincoln Square rentals or contact a Coldwell Banker agent to request more information.