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Two to Four Units · Chicago, IL
$375,000
8 beds · 2 baths
4225 W Jackson Boulevard, Chicago, IL, 60624
A brick-and-mortar place to make your own — room to make it home.
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What’s special

Historic jumbo Chicago Greystone in West Garfield Park, recently operating at a 9.5-10 percent cap rate. This spacious 2-unit property is zoned RT-4 and eligible for the City of Chicago's ADU Program, offering strong current income, a vacant unit ready for immediate market-rate rental, and compelling value-add potential for investors looking to increase long-term returns. The first-floor unit features 3 bedrooms and 1 bathroom. The second-floor unit features 5 bedrooms and 1 bathroom. All bedrooms are generous in size, and both units offer huge living rooms, large dining rooms, and expansive enclosed rear porches. Both units went through extensive cosmetic renovations in 2024, including new bathrooms, lighting, flooring, paint, and stainless steel stove and refrigerator appliances. Unit 1 received copper plumbing and electrical updates, as well as a new furnace and water heater in 2024. Unit 2 received copper plumbing, electrical updates, and a furnace replacement in 2021, along with a new water heater in 2023. Additional improvements include a new basement furnace in 2024, several new windows in 2024, roof maintenance and repairs in 2024, and a new sump pump installed in March 2026. Unit 1 is currently rented to a CHA tenant for $1,600/month, with 89% paid by CHA. Unit 2 is currently vacant and ready for immediate market-rate rental. It was recently rented for $2,519/month through CHA, and the seller has active interest from new CHA tenants at $2,850/month. Tenants pay heat, gas, and electric. With much of the framework already in place, the basement provides a unique opportunity to further maximize the property's long-term income potential. The basement offers 8-foot ceilings, three separate entrance/exit points, and is currently framed out as a spacious 1-bedroom unit. Prior kitchen plumbing locations are visible, and the bathroom area is framed out with prior drain locations visible for a sink, toilet, and shower. The layout also allows for separate access to storage, mechanicals, and a future laundry area. The rear of the property includes a concrete parking pad inside a fully fenced yard. This is a solid investment opportunity with size, character, recent updates, existing rental income, separate utilities, and room to add future value.
— the listing agent’s description

The home

8 beds
2 baths
Built in 1895
Lot 25x125
Two to Four Units
Greystone

What it’ll cost

$4,840 taxes / yr
No HOA
7 days on dwello

Estimated monthly payment

$2,506/mo
Principal & interest$1,994
Property taxes$403
Homeowners insurance$109
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7 days on dwello
Price history
Listed for sale
Aug 6, 2026
$375,000
Property taxes
2025
Annual tax bill (MLS)
$4,840/yr
Assessed value
2026
County assessor
$24,000~$240,000 mkt
2025
$24,000~$240,000 mkt
2024
$24,000~$240,000 mkt
2023
$8,500~$85,000 mkt
2022
$8,500~$85,000 mkt
2021
$8,500~$85,000 mkt
2020
$14,291~$142,910 mkt
2019
$16,240~$162,400 mkt
Assessed value from the Cook County Assessor (open records). Estimated market ≈ assessed × 10 for residential; not an appraisal — verify with the assessor.

Features

Natural GasForced AirVinyl SidingBrickPublic SewerYesOwned
Neighborhood
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MLS listing dataMRED
Listed by Ashley Dirks · Fathom Realty IL LLC
Listing last updated Aug 12, 2026 · data refreshed from the MLS Aug 12, 2026, 5:07 AM CT
Based on information submitted to the MLS GRID as of Aug 12, 2026, 5:07 AM CT. Listing data © MRED LLC, distributed by MLS GRID — deemed reliable but not guaranteed; independently verify. Anything shown below this point is not MLS listing data.
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