29 W Chestnut Street #5A
Chicago, IL, 60610
$849,900
3 Beds
3 Baths
2,000 SqFt
0 Acres
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$849,900
29 W Chestnut Street #5A
Chicago, IL, 60610
MLS #MRD12786560 image #0MLS #MRD12786560 image #1MLS #MRD12786560 image #2MLS #MRD12786560 image #3MLS #MRD12786560 image #4MLS #MRD12786560 image #5MLS #MRD12786560 image #6MLS #MRD12786560 image #7MLS #MRD12786560 image #8MLS #MRD12786560 image #9MLS #MRD12786560 image #10MLS #MRD12786560 image #11MLS #MRD12786560 image #12MLS #MRD12786560 image #13MLS #MRD12786560 image #14MLS #MRD12786560 image #15MLS #MRD12786560 image #16MLS #MRD12786560 image #17MLS #MRD12786560 image #18MLS #MRD12786560 image #19MLS #MRD12786560 image #20MLS #MRD12786560 image #21MLS #MRD12786560 image #22MLS #MRD12786560 image #23MLS #MRD12786560 image #24MLS #MRD12786560 image #25MLS #MRD12786560 image #26MLS #MRD12786560 image #27MLS #MRD12786560 image #28MLS #MRD12786560 image #29MLS #MRD12786560 image #30MLS #MRD12786560 image #31MLS #MRD12786560 image #32MLS #MRD12786560 image #33
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.

Property Details

Price:
$849,900
MLS #:
MRD12786560
Status:
Active Under Contract
Beds:
3
Baths:
3
Type:
Condo
Neighborhood:
chinearnorthside
Listed Date:
Oct 19, 2026
Finished Sq Ft:
2,000
Year Built:
1889
Parking TotalChi – Near North SideChinearnorthsideOgden ElementaryOgden ElementaryWells Community Academy Senior H

Schools

School District:
299
Elementary School:
Ogden Elementary
Middle School:
Ogden Elementary
High School:
Wells Community Academy Senior H

Interior

Appliances
Range, Microwave, Dishwasher, High End Refrigerator, Stainless Steel Appliance(s)
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Fireplaces Total
1
Flooring
Hardwood
Heating
Gas, Forced Air
Interior Features
Built-in Features, Bookcases
Laundry Features
In Unit

Exterior

Construction Materials
Brick
Garage Spaces
1
Parking Features
Garage Door Opener, Yes, Garage Owned, Attached, Garage
Parking Spots
1
Parking Total
1
Patio And Porch Features
Patio
Window Features
Window Treatments

Financial

HOA Fee
$150
HOA Fee Frequency
Monthly
HOA Includes
Water, Insurance, Security, Scavenger
Tax Year
2025
Taxes
$12,841
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Debra Dobbs is one of Chicago’s top realtors with more than 42 years in the real estate business.

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Current real estate data for Condo in Chicago as of Oct 20, 2026
3,175
Condo Listed
65
Avg DOM
375
Avg $ / SqFt
$638,181
Avg List Price

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Property Summary

    29 W Chestnut Street #5A Chicago IL is a Condo for sale in Chicago, IL, 60610. It is listed for $849,900 and features 3 beds, 3 baths, and has approximately 2,000 square feet of living space, and was originally constructed in 1889. The current price per square foot is $425. The average price per square foot for Condo listings in Chicago is $375. The average listing price for Condo in Chicago is $638,181. To schedule a showing of MLS#mrd12786560 at 29 W Chestnut Street #5A in Chicago, IL, contact your Compass | Debra Dobbs | The Dobbs Group agent at 3123074909.
29 W Chestnut Street #5A
Chicago, IL