2244 N Maplewood Avenue
Chicago, IL, 60647
$874,900
4 Beds
2 Baths
2,000 SqFt
0 Acres
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$874,900
2244 N Maplewood Avenue
Chicago, IL, 60647
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A rare chance to make your mark in the heart of Logan Square…one of Chicago’s most sought-after, high-demand neighborhoods for developers, rehabbers, and savvy investors. This one-of-a-kind historic property sits on a premium lot with a two car detached garage and carries a story no new construction can replicate. Originally built as a schoolhouse when this part of Chicago was still finding its identity, the property has grown alongside the city. And now sits firmly at the center of one of its most vibrant, high value corridors. Inside, the craftsmanship speaks for itself. Custom woodwork rarely found in today’s builds. Architectural details that took generations to develop. And tucked in the basement…wait for it… an original confessional!!! A one-of-a-kind feature that speaks to the depth of history living within these walls. For the right rehabber or developer, this is more than a property, it’s a legacy opportunity. Preserve the character. Maximize the footprint. Or reimagine it entirely. The bones, the location, and the lot support every vision. Logan Square continues to be one of Chicago’s strongest appreciating neighborhoods, with consistent demand from buyers, renters, and developers alike. Properties with this combination of historic integrity, location, and development potential rarely come to market at any price point. This is truly a rare opportunity! Add in the 2 car detached garage on a premium Chicago lot, makes this a no brainer. This is the kind of asset that defines a portfolio…not just fills it. Are you ready to make your mark in this great neighborhood?

Property Details

Price:
$874,900
MLS #:
MRD12618609
Status:
Active
Beds:
4
Baths:
2
Type:
Single Family
Neighborhood:
chilogansquare
Listed Date:
May 1, 2026
Finished Sq Ft:
2,000
Year Built:
1904
Chi – Logan SquareChilogansquare

Schools

School District:
299

Interior

Appliances
Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Stainless Steel Appliance(s)
Bathrooms
2 Full Bathrooms
Cooling
Window Unit(s)
Flooring
Hardwood
Heating
Steam, Radiator(s)
Interior Features
1st Floor Bedroom, Built-in Features, High Ceilings, Historic/Period Mlwk, Open Floorplan, Granite Counters, Separate Dining Room, Pantry

Exterior

Community Features
Sidewalks, Street Lights, Street Paved
Construction Materials
Frame, Block
Garage Spaces
2
Parking Features
Garage Door Opener, Yes, Detached, Garage
Parking Spots
2
Parking Total
2

Financial

HOA Fee Frequency
Not Applicable
HOA Includes
None
Tax Year
2024
Taxes
$11,229
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Debra Dobbs is one of Chicago’s top realtors with more than 41 years in the real estate business.

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Current real estate data for Single Family in Chicago as of May 24, 2026
2,796
Single Family Listed
68
Avg DOM
241
Avg $ / SqFt
$597,849
Avg List Price

Community

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Property Summary

    2244 N Maplewood Avenue Chicago IL is a Single Family for sale in Chicago, IL, 60647. It is listed for $874,900 and features 4 beds, 2 baths, and has approximately 2,000 square feet of living space, and was originally constructed in 1904. The current price per square foot is $437. The average price per square foot for Single Family listings in Chicago is $241. The average listing price for Single Family in Chicago is $597,849. To schedule a showing of MLS#mrd12618609 at 2244 N Maplewood Avenue in Chicago, IL, contact your Compass | Debra Dobbs | The Dobbs Group agent at 3123074909.
2244 N Maplewood Avenue
Chicago, IL