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$569,900 Just Listed

  • For Sale
  • Active
  • Townhouse
  • 3 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 2,394 Sq. Ft.
  • 2 Car Garage
  • Updated 10 hours ago
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Welcome to this highly upgraded townhome in the sought-after Madison Square community of historic Oak Park. Built in 2004, this well maintained residence offers a true 3 bedroom, 3.5 bath layout plus a first floor family room with custom built-ins, providing exceptional space and flexibility throughout. The fourth floor serves as a stunning suite that is truly a game changer, featuring vaulted ceilings, an ensuite bathroom, and a large private rooftop deck facing west-perfect for watching breathtaking sunsets. Situated in the best location within the development, this home opens to the inner courtyard and offers serene private views. The large open-plan layout seamlessly connects living spaces, while the gourmet kitchen impresses with stainless steel appliances, granite countertops, 42" maple cabinets, a beverage refrigerator, center island, long counter with seating and a stylish tile backsplash. Crown molding throughout and custom California Closets add refined touches to every room. Additional highlights include a two-car attached garage with storage, one additional parking space, and a private deck off the kitchen ideal for a cross breeze and outdoor cooking. Located in Oak Park's top-rated school district and just a short commute to downtown Chicago, this home is walking distance to public transportation, dining, shopping, parks, and all the charm this beautiful village has to offer.

Full Property Details for 422 Pennsylvania Way

General

  • Price: $569,900
  • HOA FEE: $410/month
  • Taxes: $13,046 (2024)
  • Status: Active
  • Type: Townhouse
  • Source: MRED
  • MLS ID: 12559485
  • Updated: Today (2/19/2026)
  • Added to Site: Today

Interior

  • Basement: None
  • Interior Features: Cathedral Ceiling(s)
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Living Room, Gas Log, Gas Starter
  • Appliances: Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal, Stainless Steel Appliance(s), Wine Refrigerator, Humidifier
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Bathroom Features: Whirlpool, Separate Shower

Bedrooms

  • Total Bedrooms: 3

Additional Information

  • Shared Amenities: None
  • Equipment: Carbon Monoxide Detectors, Ceiling Fan(s)

Exterior

  • Exterior Features: Balcony

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 2
  • Parking Features: Garage Door Opener, Yes, Garage Owned, Attached, Garage

Location

  • Area: Oak Park
  • County: Cook
  • Township: Oak Park
  • Subdivision: Madison Square
  • Driving Directions: The Madison Square townhomes are located between Washington and Madison. Pennsylvania Way runs north to south and along the west side of the development.

School Information

  • School District: 97
  • Elem School District: 97
  • Midd School District: 97
  • High School District: 200
  • Elementary School: Abraham Lincoln Elementary Schoo
  • Middle School: Gwendolyn Brooks Middle School
  • High School: Oak Park & River Forest High Sch
  • Private School: Oak Park & River Forest High Sch

Community

  • Assoc. Fees Include: Insurance, Exterior Maintenance, Lawn Care, Scavenger, Snow Removal
  • Pets Allowed: Yes
  • Pets: Cats OK, Dogs OK
  • Pet Restrictions: Cats OK, Dogs OK, / 999lbs.
  • Mgmt. Company: Jack Carpenter Realty

Heating & Cooling

  • Cooling Type: Central Air Conditioning, Zoned
  • Heating Type: Natural Gas, Forced Air, Zoned

Utilities

  • Sewer: Public Sewer
  • Water: Lake Michigan

Structural Information

  • Structure Type: T3 Townhouse (3 or More Stories)
  • Construction: Brick
  • Exterior Const.: Brick
  • Basement Desc.: None
  • Sub-Flooring: Hardwood
  • Entry Floor Number: 1
  • Stories/Levels: 4
  • Square Feet: 2,394
  • Sq. Ft. Source: Assessor
  • Year Built: 2004

Unit Information

  • Units in Building: 36

Lot Features

  • Lot Dimensions: 21 x 62

Animals

  • Animals Allowed: Cats OK, Dogs OK

Financial Considerations

  • Association Fee: $410
  • Assoc Fee Freq.: Monthly
  • Parking Included: Yes
  • Assessment Year: 2004
  • Tax Amount: $13,046.48
  • Tax Year: 2024
  • Pays Sewer: Public Sewer

Disclosures and Reports

  • Ownership: Fee Simple with Homeowners Association
  • Property ID: 16073230780000

Listed by Baird & Warner

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— 422 Pennsylvania Way —

  • Baird & Warner

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NMLS#: 1598647

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NMLS#: 1598647

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Save up to an additional 20% by bundling your home and auto together!

Schools serving 422 Pennsylvania Way

School Districts:Oak Park and River Forest District 200, Oak Park Elementary School District 97
NameGradesDistance
Abraham Lincoln Elementary School, Oak Park, IL
1111 South Grove Avenue, Oak Park, IL 60304
K-50.9 mi
Gwendolyn Brooks Middle School
325 South Kenilworth Avenue, Oak Park, IL 60302
6-80.2 mi
Oak Park & River Forest High School
201 North Scoville Avenue, Oak Park, IL 60302
9-120.9 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 422 Pennsylvania Way Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/19/2026
Listed
$569,900
35.05%
MLS
5/10/2016
Sold
$422,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 422 Pennsylvania Way

Year
Property Taxes
Change
Tax Assessment
Change
2023
$12,497
-2%
$41,649
14%
2022
$12,711
2%
$36,521
—
2021
$12,420
2%
$36,521
—
2020
$12,200
-5%
$36,521
-1%
2019
$12,792
4%
$36,772
—
2018
$12,310
2%
$36,772
—
2017
$12,062
-9%
$36,772
3%
2016
$13,297
12%
$35,534
—
2015
$11,868
7%
$35,534
—
2014
$11,047
4%
$35,534
1%
2013
$10,611
—
$35,234
—
2012
$10,651
—
$35,234
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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422 Pennsylvania Way, Oak Park, IL 60302 (MLS# 12559485) is a Townhouse property with 3 bedrooms, 3 full bathrooms and 1 partial bathroom. 422 Pennsylvania Way is currently listed for $569,900 and was received on February 19, 2026. Want to learn more about 422 Pennsylvania Way? Do you have questions about finding other Townhouse real estate for sale in Oak Park? You can browse all Oak Park real estate or contact a Coldwell Banker agent to request more information.

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