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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.
| DAYS ON MARKET | 2 | LAST UPDATED | 10/19/2026 |
|---|---|---|---|
| YEAR BUILT | 1889 | COMMUNITY | CHI - Near North Side |
| GARAGE SPACES | 1.0 | COUNTY | Cook |
| STATUS | Conditional | PROPERTY TYPE(S) | Condo/Townhouse/Co-Op |
| School District | Wells Community Academy Senior H |
|---|---|
| Elementary School | Ogden Elementary |
| Jr. High School | Ogden Elementary |
| High School | Wells Community Academy Senior H |
| ADDITIONAL DETAILS | |
| AIR | Ceiling Fan(s), Central Air |
|---|---|
| AIR CONDITIONING | Yes |
| AMENITIES | Insurance, Security, Water |
| APPLIANCES | Dishwasher, Microwave, Range, Stainless Steel Appliance(s) |
| AREA | CHI - Near North Side |
| BASEMENT | None |
| CONSTRUCTION | Brick |
| FIREPLACE | Yes |
| GARAGE | Attached Garage, Yes |
| HEAT | Forced Air |
| HOA DUES | 150 |
| INTERIOR | Bookcases, Built-in Features, Entrance Foyer |
| LOT | 0 |
| LOT DIMENSIONS | Common |
| PARKING | Garage Door Opener, Attached, Garage |
| SEWER | Public Sewer |
| STORIES | 3 |
| TAXES | 12840.78 |
| WATER | Public |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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*Estimate only
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Listed with Baird & Warner
The data relating to real estate for sale on this web site comes in part from the Broker ReciprocitySM Program of MRED. All real estate listings are marked with the Broker ReciprocitySM logo or the MRED Broker ReciprocitySM thumbnail logo (a little black house) and detailed information about them includes the name of the listing brokers.
The broker providing these data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision.
Copyright 2026 MRED. All rights reserved.
The broker providing these data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision.
Copyright 2026 MRED. All rights reserved.
This IDX solution is (c) Diverse Solutions 2026.
