Montclare, Chicago IL · Curated MLS Search

2-Flats in Montclare, Chicago IL

An editorially curated view of every active 2-flats listing in Montclare, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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Montclare Market — 2-Flats Comparison

Live MLS data — Montclare vs. 2-Flats

Montclare
2-Flats
inventory
Active Listings
28
1
Sold (Past 6 Mo.)
59
1
Under Contract
9
0
pricing
Avg. List Price
$646,200
$549,000
Cost / Sq. Ft.
$251
—
typical home
Living Area
1,566 ft²
—
Avg. Beds
3.6
4.0
Avg. Baths
2.5
3.0
Days on Market
125
89

2-Flats in Montclare: Market Data

Data as of (MLS snapshot; listings below update live)

Chicago Real Estate Source's review of MLS data as of October 20, 2026 shows 1 active listing for Montclare 2-flats. Listings like these do not come up often in Montclare. These listings made up about 4% of the 28 active listings in Montclare, across every property type. Over the past six months, 1 listing in this search sold. In a market this small, a listing alert is the most reliable way to hear about the next one.

2-Flats in Montclare, Chicago IL, October 20, 2026
MeasureValue
Active listings1
All active listings in Montclare, every property type28
Sold, past six months1

2-Flats in other neighborhoods

Market questions

How many Montclare 2-flats are on the market?

There was 1 active listing for Montclare 2-flats as of October 20, 2026, based on Chicago Real Estate Source's review of MLS data.

How do Montclare 2-flats stack up against other neighborhoods?

As of October 20, 2026, there was 1 active listing for Montclare 2-flats. In the same search, Chicago had 257 2-flats for sale at a median list price of $479,000, Logan Square had 11 2-flats for sale and Jefferson Park had 10 2-flats for sale.

How many Montclare 2-flats sold in the past six months?

There was 1 sale of Montclare 2-flats in the six months before October 20, 2026.

How do Montclare 2-flats compare with all active listings in Montclare?

As of October 20, 2026, there was 1 active listing for Montclare 2-flats, out of 28 active listings in Montclare across every property type.

Listing data courtesy of Midwest Real Estate Data LLC.

Next Steps in Montclare, Chicago IL

View All Montclare Chicago IL 2-Flats Listings

3145 N Natchez Avenue, Chicago
$540,000
6 Beds ⋅ 3 Baths ⋅ 12510997 MLS ⋅ CLOSED Status
Classic Chicago yellow-brick jumbo 2-flat, built in 1927, situated on an oversized 38 ft wide lot in the sought-after Dunning/Montclare neighborhood. This solid masonry building offers two large units each with 2 bedrooms + tandem room, spacious living rooms, formal dining rooms, and eat-in kitchens. The lower level is fully finished with 2 additional bedrooms and a full bathroom, and plumbing is already behind the walls for an optional kitchen, perfect for extended family or extra rental income. Built during the boom of Chicago's multi-family construction era in the late 1920s, this property reflects the era's enduring architecture and investor-friendly design. Its wide lot depth and two-car detached garage with alley access tie together historic charm with practical modern income (or owner-use) potential. Outside, the rare extra-wide backyard invites entertaining, relaxing or future upgrades. Enjoy the ideal blend of city living and suburban feel: minutes to Bell Park, Shabbona Park, Locke Elementary and Steinmetz College Prep, plus excellent transit access via CTA bus lines, Montclare Metra station and the Kennedy Expressway. Whether you're an investor seeking solid rental returns or an owner-occupant looking to offset mortgage with rental income, this brick 2-flat offers the rare trifecta of size * lot * location in a Northwest Side multi-family hotspot. Recent comparable 2-bed rental unit (unit 1 at 2954 N Mango) leased for $1,800 in just one day (MLS #12356870). Don't miss the opportunity to own a true Chicago gem with heritage and upside.

3145 N Natchez Avenue, Chicago

2443 N Oak Park Avenue, Chicago
$615,000
5 Beds ⋅ 3 Baths ⋅ 12061056 MLS ⋅ CLOSED Status
LEGAL 2 FLAT! Impressive property, outstanding condition and exceptional 2-unit building for sale. Traditional and timeless front porch with a formal grand entrance foyer; giving it the right amount of classic Chicago style, feel and look. First floor unit truly lives like a single-family home with three bedrooms and one and a half bathrooms. Primary bedroom easily fits king sized bed, with walk-in closet. Second bedroom on the same level also generously sized with big closet. Large kitchen with island, stainless steel appliances and plenty of counter space and cabinets for food prep and storage. There is a spacious separate dining room, and the living room includes custom built-in shelves with fireplace. Lower level has a custom-built movie room with built-in sound system, cabinets and lighting. There is also a rec room which includes professional full sized pool table with 3 TVs all included in purchase price. Additional bedroom in basement, half bath, laundry room and walk-out basement. Second unit upstairs is bright, sunny and spacious with two bedrooms, den/office, full bath and storage! Second floor has two separate entrances and an outdoor private deck, separate water heater, HVAC, AC with utility closets. Hardwood floors in each unit. The real gem of this property lies in the back yard! ALL beautifully laid-out brick paver patio, custom built-in basketball hoop, additional parking pad, two car garage, fully functional and running side water garden, huge built-in additional storage- just a great place to entertain family, friends and neighbors! Property can be purchased with all furniture, and it includes all sound systems and TVs! Perfect for someone who wants to live and have their payments subsidized by the upstairs unit!

2443 N Oak Park Avenue, Chicago

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