Back to searchdwelloSaveShareHideMore
Video tour View all 16 photos
Two to Four Units · Chicago, IL
$475,000
4 beds · 3 baths
2037 N Tripp Avenue, Chicago, IL, 60639
A brick-and-mortar place to make your own — room to make it home.
Active

What’s special

Turnkey investment opportunity in the Hermosa Neighborhood! This fully rented, income-producing property includes a finished 1-bedroom basement apartment, offering three total spaces and immediate cash flow. The top-floor unit features new hardwood flooring throughout, including the bedrooms, a spacious living and dining area, and a newly renovated bathroom. The main-level unit also offers hardwood floors and a modern kitchen with abundant cabinet and countertop space for cooking and meal preparation. Both units are filled with natural sunlight and overlook charming tree-lined streets. The finished basement apartment includes tile flooring, recessed lighting, and a renovated kitchen, creating a comfortable additional living space. Each unit also has convenient extra storage located just outside the unit doors-perfect for seasonal or personal items. The property offers on-site laundry, two separate hot water tanks and Comed electrical meters, and three gated parking spaces. In the rear, residents can enjoy a large fenced-in communal yard. Located just a few blocks south of the childhood home of Walt Disney, this property sits in the vibrant Hermosa neighborhood and is an excellent addition to any investment portfolio.
— the listing agent’s description

The home

4 beds
3 baths
Built in 1890
Lot 25X125
Two to Four Units

What it’ll cost

$5,241 taxes / yr
No HOA
3 days on dwello

Estimated monthly payment

$3,102/mo
Principal & interest$2,526
Property taxes$437
Homeowners insurance$139
Get pre-qualified →Connect with a licensed lender in the dwello network.
Estimate only — not a loan offer. Example rate; taxes and insurance estimated; your actual rate, payment, taxes, and insurance will vary. dwello is not a lender. Equal Housing Opportunity.
Tour it with a real dwello agent
The agent who meets you here is an actual dwello Home Group team member who knows these streets — not a stranger who bought your name from a portal. You get straight answers on the spot, and the same person stays with you through closing.
On our team, vettedYour info is never soldWith you through closing

Tour this home

In person, on your schedule — a dwello agent meets you there.
WED
Jun 3
THU
Jun 4
FRI
Jun 5
SAT
Jun 6
11:00 am
Schedule a tour
3 days on dwello
Price history
Listed for sale
Jun 17, 2026
$475,000
Earlier records
Listed
Mar 10, 2026
$449,900
From MLS records — independently verify.
Property taxes
2025
Annual tax bill (MLS)
$5,241/yr
Assessed value
2025
County assessor
$22,920~$229,200 mkt
2024
$26,001~$260,010 mkt
2023
$18,000~$180,000 mkt
2022
$18,000~$180,000 mkt
2021
$18,000~$180,000 mkt
2020
$14,669~$146,690 mkt
2019
$16,483~$164,830 mkt
2018
$16,483~$164,830 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 GasVinyl SidingBrickPublic SewerOff AlleyYes
Neighborhood
Loading map…
Nearby places via OpenStreetMap — approximate; verify what matters to you. Map © Mapbox © OpenStreetMap.
MLS listing dataMRED
Listed by Giuseppe Zerillo · Zerillo Realty Inc.
Listing last updated Jun 18, 2026 · data refreshed from the MLS Jun 18, 2026, 7:43 AM CT
Based on information submitted to the MLS GRID as of Jun 18, 2026, 7:43 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.
See it in personA real dwello agent on our team — never a sold lead.
Schedule a tour Message
No pressure — reach out whenever you’re ready.
Similar homes nearby
MessageSchedule a tour