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3 Beds
2 Baths
1,800 sqft

$499,900

5853 N GLENWOOD Avenue Unit: 2S, Chicago IL, 60660

Price per sqft$277.72
Built in1917
Property size1,800 sqft
Property typeCondominium
Listed by Todd Szwajkowski with Baird & Warner 773-326-6500

Overview

Active

New

Listed Oct 9, 2026

Updated 6h ago

Welcome home to this exceptionally spacious 3-bedroom, 1.5-bath corner residence, where abundant southern, western, and eastern exposures fill the home with natural light throughout the day. Nestled beneath the mature tree canopy of Glenwood Avenue in sought-after Edgewater Glen, this approximately 1,800-square-foot home combines timeless vintage character with generous living spaces and a wonderful indoor-outdoor connection. Located in a classic vintage 6-flat, the home welcomes you through a gracious foyer that opens into an oversized living room, complete with a cozy fireplace and a wall of south and west-facing windows overlooking the leafy surroundings. An expansive adjoining sunroom provides the perfect spot for morning coffee, reading, or simply enjoying the beautiful, park-like vista. The home's original character shines in the separate formal dining room, generously sized to accommodate substantial dining furniture and effortless entertaining. A short hallway features a beautiful original built-in hutch and leads to the large, stainless-steel chef's kitchen, equipped with a 5-burner range and exhaust hood, honed black granite countertops, abundant cabinetry, and ample shelving. And then there's the breakfast room-truly a room, not a nook! From here, step outside to the home's remarkable huge, completely private screened porch, an exceptional extension of the living space and an ideal setting for relaxing or entertaining.All three bedrooms are generously proportioned. The third bedroom features a convenient half bath and is currently used as an office. Others in the building have incorporated this space into the adjacent bedroom, creating an impressive ensuite with a full bath and laundry-an option worth exploring for future customization.Additional highlights include abundant in-unit storage, large and deep closets, original hardwood floors, gorgeous crown molding throughout, and 22 thermal-pane windows installed approximately five years ago. The basement offers additional open storage as well as free laundry, with new machines installed in 2025. Location is hard to beat, with the very best of Andersonville and Edgewater right outside your door-independent shops and businesses, grocery stores, acclaimed restaurants, shopping, entertainment, and the new public library. Easy street parking and rental parking options available. Enjoy a short walk to the Metra, the Red Line, Broadway and Clark Street buses, plus easy access to Lake Shore Drive. A rare combination of space, sunlight, vintage charm, storage, and an exceptional private outdoor retreat, all in one of Chicago's most vibrant and walkable neighborhoods.

$3,326/mo

Est. mortgage payment based on a $499,900 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
12777286

Interior Features

Bedrooms
3
Bathrooms
2
Fireplace
Yes
Cooling
Yes
Heating
Yes
Basement
No

Other Property Details

Taxes
$7,413
Tax Frequency
Annually
Association Fee Frequency
Monthly
Garage
Yes
Pets Allowed
Yes
MLS provider logo

Listed by Todd Szwajkowski with Baird & Warner 773-326-6500

The data relating to real estate for sale on this website comes in part from the Broker ReciprocitySM Program of Midwest Real Estate Data. Real estate listings held by brokerage firms other than The Tamara OConnor Team are marked with the Broker ReciprocitySM logo or the Broker ReciprocitySM thumbnail logo (a little black house) and detailed information about them includes the name of the listing brokers.

Based on information submitted to the  MLS GRID for MRED 10/10/2026. 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. IDX information is provided exclusively for consumers’ personal non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed by MTP or MRED. The use of the MRED Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time. Properties displayed may be listed or sold by various participants in the MLS. Properties displayed may be listed or sold by various participants in the MLS.

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Data is refreshed every 3 hours. Listing last updated 6:37 AM UTC on 10/10/2026. 

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