Chicago, IL 60640 4444 N Winchester Avenue

4444 N Winchester Avenue Chicago, IL - Image 14444 N Winchester Avenue Chicago, IL - Image 24444 N Winchester Avenue Chicago, IL - Image 3
31 more
4444 N Winchester Avenue Chicago, IL - Image 44444 N Winchester Avenue Chicago, IL - Image 54444 N Winchester Avenue Chicago, IL - Image 64444 N Winchester Avenue Chicago, IL - Image 74444 N Winchester Avenue Chicago, IL - Image 84444 N Winchester Avenue Chicago, IL - Image 94444 N Winchester Avenue Chicago, IL - Image 104444 N Winchester Avenue Chicago, IL - Image 114444 N Winchester Avenue Chicago, IL - Image 124444 N Winchester Avenue Chicago, IL - Image 134444 N Winchester Avenue Chicago, IL - Image 144444 N Winchester Avenue Chicago, IL - Image 154444 N Winchester Avenue Chicago, IL - Image 164444 N Winchester Avenue Chicago, IL - Image 174444 N Winchester Avenue Chicago, IL - Image 184444 N Winchester Avenue Chicago, IL - Image 194444 N Winchester Avenue Chicago, IL - Image 204444 N Winchester Avenue Chicago, IL - Image 214444 N Winchester Avenue Chicago, IL - Image 224444 N Winchester Avenue Chicago, IL - Image 234444 N Winchester Avenue Chicago, IL - Image 244444 N Winchester Avenue Chicago, IL - Image 254444 N Winchester Avenue Chicago, IL - Image 264444 N Winchester Avenue Chicago, IL - Image 274444 N Winchester Avenue Chicago, IL - Image 284444 N Winchester Avenue Chicago, IL - Image 294444 N Winchester Avenue Chicago, IL - Image 304444 N Winchester Avenue Chicago, IL - Image 314444 N Winchester Avenue Chicago, IL - Image 324444 N Winchester Avenue Chicago, IL - Image 334444 N Winchester Avenue Chicago, IL - Image 344444 N Winchester Avenue Chicago, IL - Image 35
Presented By: @properties Christie's International Real Estate
  • MLS# 12652901
  • 05/26/2026
  • Request Tour
  • Request Info
  • Beds • 5
  • Full/Half Baths • 3 / 1
  • SQFT • 3,900
  • Garage • 2

Home Details

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!
Presented By: @properties Christie's International Real Estate

Interior Features for 4444 N Winchester Avenue

Bedrooms

Bedrooms Possible5
Total Bedrooms5

Bathrooms

BathroomSeparate Shower, Double Sink, Soaking Tub
Half Baths1
Total Baths4

Other Interior Features

LivingAreaSourceEstimated
BasementFinished, Exterior Entry, Daylight
Fireplace FeaturesWood Burning, Gas Starter
FlooringHardwood
Furnished Y/NYes
Interior AmenitiesCathedral Ceiling(s)
Laundry FeaturesUpper Level, Gas Dryer Hookup, Sink
Total Fireplaces2

Other Rooms

Room TypeBedroom 5, Study, Recreation Room, Foyer, Walk In Closet, Deck, Balcony/Porch/Lanai

General for 4444 N Winchester Avenue

AppliancesRange, Microwave, Dishwasher, Refrigerator, High End Refrigerator, Washer, Dryer, Disposal, Stainless Steel Appliance(s), Range Hood
Availability Date2025-07-01
CityChicago
Construction MaterialsBrick, Limestone
CoolingCentral Air, Zoned
CountyCook
DirectionsMontrose to Winchester (between Damen and Ravenswood) one way north to property
ElectricCircuit Breakers, 200+ Amp Service
Elementary SchoolMcpherson Elementary School
Elementary School District299
Full Baths3
Garage Spaces2
HeatingNatural Gas, Forced Air
High SchoolAmundsen High School
High School District299
Living Area3900
MLS AreaCHI - Lincoln Square
Middle/Junior High SchoolMcpherson Elementary School
Middle/Junior School District299
PossessionTenant's Rights
Property TypeResidential Lease
Property TypeResidential Lease
Rent IncludesWater, Parking
SewerPublic Sewer
Standard StatusActive
StatusActive
Total Rooms11
TownshipLake View
Year Built2000

Exterior for 4444 N Winchester Avenue

Lot Dimensions25 X 152
Parking FeaturesGarage Door Opener, Yes, Garage Owned, Detached, Garage
Total Parking2
Water SourceLake Michigan
Waterfront Y/NNo

Additional Details

Price History

Schools

Middle School Mcpherson Elementary School
High School Amundsen High School

Client Care

Price $8,500
MLS#12652901
List Date 05/26/2026
Property Type Rentals
Phone 847.485.2500
Request Tour
Request Info
Visit My Website

Similar Properties to 4444 N Winchester Avenue