4427 S Oakenwald Avenue #4, Chicago IL 60653
$589,000

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Property Description

Experience exceptional space, light and skyline views in the heart of historic North Kenwood. This impressive top-floor duplex-up offers approximately 3,000 square feet and is currently configured as 3 bedrooms and 2 full baths, with three expansive living and entertaining areas-one offering the flexibility to become a 4th bedroom, home office or media room. Set within an intimate Greystone building designed to complement the neighborhood's historic architecture, this residence is filled with natural light from multiple skylights and oversized windows. The chef-inspired kitchen features 42-inch cherry cabinetry, granite countertops, an oversized island and JennAir appliances. Enjoy the luxury amenities which include two private balcony, custom stainless-steel handrails, views toward the Chicago skyline, DuSable Lake Shore Drive, plus one-car garage parking. Minutes from Downtown Chicago, the lakefront, historic universities, McCormick Place, the Museum of Science and Industry, Shedd Aquarium and five star dining/entertainment. If you've been searching for the space of a single-family home with the convenience of condominium living, this distinctive North Kenwood residence delivers a rare combination of space, architecture, location and flexibility.

Features & Information

Key Details

  • List Price $589,000
  • Property Taxes $5,068
  • Assessments/HOA $350
  • Assessments/HOA frequency Monthly
  • Assessments/HOA Fee Includes Water, Parking, Insurance, Exterior Maintenance, Lawn Care, Scavenger, Snow Removal
  • Square Feet 0
  • Year Built 2005
  • Listing Market Time 3
  • Status New

Rooms

  • Total Rooms 9
  • Number of Bedrooms 3
  • Number of Bathrooms 2
  • Primary Bedroom

  • Room Size 24X17
  • Floor Level Second
  • Flooring Hardwood
  • Primary Bathroom Full,Double Sink,34 Inch or Lower Vanity,Whirlpool & Sep Shwr
  • Bedroom 2

  • Room Size 13X13
  • Floor Level Main
  • Flooring Hardwood
  • Bedroom 3

  • Room Size 13X12
  • Floor Level Main
  • Flooring Hardwood
  • Living Room

  • Room Size 25X25
  • Floor Level Main
  • Flooring Hardwood
  • Family Room

  • Room Size 23X17
  • Floor Level Main
  • Flooring Hardwood
  • Dining Room

  • Room Size COMBO
  • Floor Level Main
  • Flooring Hardwood
  • Kitchen

  • Room Size 14X9
  • Floor Level Main
  • Flooring Hardwood

Additional Rooms

  • Eating Area

  • Room Size 9X8
  • Floor Level Main
  • Flooring Hardwood
  • Recreation Room

  • Room Size 24X21
  • Floor Level Second
  • Flooring Hardwood
  • Balcony/Porch/Lanai

  • Room Size 11X8
  • Floor Level Main
  • Utility Room-1st Floor

  • Room Size 4X4
  • Floor Level Main
  • Flooring Ceramic Tile
  • Laundry

  • Room Size 6X4
  • Floor Level Main
  • Flooring Ceramic Tile

Interior Features

  • Appliances

  • Appliances Included Range, Microwave, Dishwasher, High End Refrigerator, Washer, Dryer, Stainless Steel Appliance(s), Gas Oven, Range Hood
  • Heating & Cooling

  • Heating Type Natural Gas, Forced Air, Radiant Floor
  • Air Conditioning Central Air, Gas
  • Fireplace

  • # of Fireplaces 2
  • Type of Fireplace Family Room,Master Bedroom

Exterior Features

  • Parking

  • # of Cars 1

Building Information

  • Number of Units 4
  • Age of Building 21-25 Years
  • Exposure North,East,City,Lake/Water
  • Pets

  • Pets Allowed? Cats OK, Dogs OK, Size Limit

Location

  • County Cook
  • Township Hyde Park
  • Corporate Limits Chicago
  • Directions to Property 47th E Or W To Lake Park, N On Lake Park To Oakenwald. Turn E On Oakenwald, Proceed To Address.
  • Schools

  • Elementary School District 299
  • Junior High District 299
  • High School District 299
  • Property Taxes

  • Tax 5067.51
  • Tax Year 2025
  • Tax Exemptions Homeowner
  • Parcel Identification Number 20024050751004

Listed by Paulette Edwards for Coldwell Banker Realty | Source: MRED as distributed by MLS GRID

Based on information submitted to the MLS GRID as of 9/27/2026 10:32 PM. 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.

Explore North Kenwood

This classy south side Chicago neighborhood is rapidly reviving itself to its former glory. Once coined the “Lake Forest of the South Side,” Kenwood is flanked with landmark buildings and breathtaking homes designed by influential architects such as Frank Lloyd Wright. Kenwood is associated with another name that has gained worldwide recognition in recent years, Barack Obama. He and his family live in the upscale section of the neighborhood where million-dollar properties are the norm. Other areas of Kenwood offer more affordable real estate in the way of condominiums and three-bedroom single-family houses. Along with a growing commercial district, Kenwood has established itself as a center for the arts. A couple design and art galleries are located in the community, supplying residents and other Chicagoans with venues to exhibit their creative talents and educational opportunities to fine tune those artistic skills.

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