$849,900

beds

baths

half bath

2,000

square ft

29 W Chestnut Street #5A

Chicago, Illinois 60610

Contingent / MLS #12786560 / Townhome / Near North Side

Listing information updated 10/19/2026 at 4:03pm

SOLD BEFORE PRINT. Rarely available and full of character, this distinctive three-story, 3-bedroom, 2.5-bath residence at 29 W Chestnut offers a truly unique Gold Coast living experience. Originally built in 1889, the home blends historic charm with a flexible, non-cookie-cutter floor plan and exceptional indoor-outdoor living. The main level features an open layout with kitchen, living area, dining room, and powder room, creating an inviting space for everyday living and entertaining. A separate bedroom and full bath on the first floor provide excellent flexibility for guests, a home office, or a true live/work setup. The top floor includes a spacious primary bedroom, an additional bedroom, and a full bath, offering privacy and separation from the main living spaces. North and east exposures bring in natural light throughout the home. One of the property's most special features is its outdoor setting, including a European-style courtyard and shared garden patio that create a charming, tucked-away atmosphere in the heart of the city. An attached one-car garage adds convenience that is especially rare in this location. With low assessments and outstanding proximity to Michigan Avenue, Oak Street, neighborhood restaurants, shopping, and the lakefront, this is a one-of-a-kind Gold Coast home for someone looking for character, versatility, and something truly different.

Full Features

Exterior Type:

Brick

Basement:

None

Beds Above Grade:

Cooling System:

Central Air

Heating System:

Gas, Forced Air

Appliances:

Range, Microwave, Dishwasher, High End Refrigerator, Stainless Steel Appliance(s)

Main Level Primary Bedroom:

Fireplace:

Yes

Pool:

Age:

100+ Years

Parking Type:

Garage - Garage Door Opener,Yes,Garage Owned,Attached,Garage

Parking Spaces:

Garage:

Attached

Room Count:

Water Front:

Square Feet:

2,000

Internal Features:

Built-in Features, Bookcases

External Features:

Patio/Porch

Room Information

Living Room:

18x11 - Second

Dining Room:

10x12 - Second

Kitchen:

10x9 - Second

Family Room:

N/A

Primary Bedroom:

13x18 - Third Level

2nd Bedroom:

11x10 - Third

3rd Bedroom:

10x10 - Main

4th Bedroom:

N/A

Foyer:

6x5 - Main Level

Laundry:

N/A Level

Taxes & Assessments

Tax Amount:

$12,840

Tax Year:

2025

Assessments:

$150 / month

Location

Zip Code:

60610

City:

Chicago

County:

Cook

Schools

School District(s):

299

Elementary School:

Ogden Elementary

Middle School:

Ogden Elementary

High School:

Wells Community Academy Senior H

Exterior Type:

Brick

Basement:

None

Beds Above Grade:

Cooling System:

Central Air

Heating System:

Gas, Forced Air

Appliances:

Range, Microwave, Dishwasher, High End Refrigerator, Stainless Steel Appliance(s)

Main Level Primary Bedroom:

Fireplace:

Yes

Pool:

Age:

100+ Years

Parking Type:

Garage - Garage Door Opener,Yes,Garage Owned,Attached,Garage

Parking Spaces:

Garage:

Attached

Room Count:

Water Front:

Square Feet:

2,000

Internal Features:

Built-in Features, Bookcases

External Features:

Patio/Porch

Living Room:

18x11 - Second

Dining Room:

10x12 - Second

Kitchen:

10x9 - Second

Family Room:

N/A

Primary Bedroom:

13x18 - Third Level

2nd Bedroom:

11x10 - Third

3rd Bedroom:

10x10 - Main

4th Bedroom:

N/A

Foyer:

6x5 - Main Level

Laundry:

N/A Level

Tax Amount:

$12,840

Tax Year:

2025

Assessments:

$150 / month

Zip Code:

60610

City:

Chicago

County:

Cook

School District(s):

299

Elementary School:

Ogden Elementary

Middle School:

Ogden Elementary

High School:

Wells Community Academy Senior H

Listing Office: Baird & Warner

Listing Office Phone: 773.697.5555

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 10/19/2026 at 4:03pm. 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.

Near North Side, IL

The Near North Side is one of only four areas that make up downtown Chicago. With Lake Michigan to the east and the Chicago River bordering it to the south and west, the Near North Side is one of the most desirable areas in all of Chicago. Six distinct neighborhoods make up the Near North Side, incl...

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$702,038

Average Sale Price

Average Days On The Market

98%

Sales Prices VS. List Price

Data represents the community area’s average over the past 12 months. All information deemed reliable, but not guaranteed.