Humboldt Park, Chicago IL · Curated MLS Search

2-Flats in Humboldt Park, Chicago IL

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

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Humboldt Park Market — 2-Flats Comparison

Live MLS data — Humboldt Park vs. 2-Flats

Humboldt Park
2-Flats
inventory
Active Listings
72
7
Sold (Past 6 Mo.)
196
23
Under Contract
41
6
pricing
Avg. List Price
$872,052
$808,214
Cost / Sq. Ft.
$318
—
typical home
Living Area
1,886 ft²
—
Avg. Beds
4.0
6.3 ↑ 55%
Avg. Baths
2.7
3.4 ↑ 29%
Days on Market
96
12 ↓ 87%

2-Flats in Humboldt Park: 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 7 active listings for Humboldt Park 2-flats. That is about 10% of the 72 active listings in Humboldt Park across every property type. In addition, 6 listings were under contract, and 23 sold over the past six months.

2-Flats in Humboldt Park, Chicago IL, October 20, 2026
MeasureValue
Active listings7
All active listings in Humboldt Park, every property type72
Under contract6
Sold, past six months23

2-Flats in other neighborhoods

Market questions

How many Humboldt Park 2-flats are on the market?

There were 7 Humboldt Park 2-flats for sale as of October 20, 2026, based on Chicago Real Estate Source's review of MLS data.

How do Humboldt Park 2-flats stack up against other neighborhoods?

As of October 20, 2026, there were 7 Humboldt Park 2-flats for sale. In the same search, Chicago had 257 2-flats for sale at a median list price of $479,000, North Lawndale had 19 2-flats for sale at a median list price of $475,000 and Austin had 12 2-flats for sale at a median list price of $439,500.

How many Humboldt Park 2-flats sold recently?

23 Humboldt Park 2-flats sold in the six months before October 20, 2026.

How many Humboldt Park 2-flats are pending?

As of October 20, 2026, 6 Humboldt Park 2-flats were under contract.

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

As of October 20, 2026, there were 7 Humboldt Park 2-flats for sale, out of 72 active listings in Humboldt Park across every property type.

Listing data courtesy of Midwest Real Estate Data LLC.

Next Steps in Humboldt Park, Chicago IL

View All Humboldt Park Chicago IL 2-Flats Listings

3244 W Potomac Avenue, Chicago
$1,199,000
5 Beds ⋅ 3 Baths ⋅ 12773705 MLS ⋅ ACTIVE Status
Stunning Chicago jumbo 2 flat greystone just steps from Humboldt Park! Set on an oversized lot, this impressive greystone is exceptionally wide itself, taking advantage of the additional lot width and creating unusually spacious, open residences throughout. This truly special property offers an exceptional combination of classic character, generous living space, and thoughtful amenities. The spacious former owner's unit features beautiful hardwood floors throughout, an extra-wide open floor plan, an oversized bathroom, and the convenience of in-unit laundry. With its impressive greystone facade, oversized lot, exceptionally wide and spacious apartments, and prime location, this property offers a rare combination of character, scale, and location. The width of the units creates for expansive living and dining spaces with an open, feel that sets these apartments apart. An outstanding opportunity for an owner-occupant or investor seeking a distinctive multi-unit property in one of Chicago's most vibrant neighborhoods. Also ideal for someone looking to convert into a spectacular single family residence. Outside, a beautifully manicured lawn adds rare green space and wonderful curb appeal. The property also offers a common laundry room in the basement, three dedicated tenant storage areas, and a three-car garage. A truly special property that must be seen to fully appreciate its exceptional size, and character. Rent increases have been provided to tenants, with new rents scheduled to be in effect January 2027. New monthly rents: Unit 1 - $2,600; Unit 2 - $2,700; Garden Unit - $1,800, for total scheduled rental income of $7,100/month or $85,200 annually. Each apartment gets one designated garage spot included. Property also generates approximately $1,600/year in coin laundry income, bringing total projected annual income to approximately $86,800. **Second-floor dining room light fixture and bedroom fixture is owned by the tenant and is excluded from the sale. Seller and listing broker make no representation as to the legality of the basement apartment.

3244 W Potomac Avenue, Chicago

1017 N Richmond Street, Chicago
$750,000
5 Beds ⋅ 2 Baths ⋅ 12658321 MLS ⋅ CLOSED Status
Experience the perfect harmony of 19th-century craftsmanship and modern living in this stately brick two-flat in the heart of Humboldt Park. The first floor 3 bed apartment showcases a soulful blend of historical character and contemporary comfort, featuring original wood built-ins, arched doorways, an updated kitchen with classic farmhouse sink and walk-in pantry, and fully gutted bath with charming tiles. The primary bedroom has a lounging area with a walk-in closet. The 2nd floor 2 bed apartment shines with an updated kitchen, walk-in pantry and ample storage space. Abundant natural light throughout, both apartments have proper living and dining areas, quartz kitchen countertops, central air/heat, in-unit laundry and enclosed porches. The unfinished basement offers plenty of storage and future potential for a duplex down, or possible third unit with beautiful tin tile, 7'5" ceilings. Full roof and gutter replacement on the home and garage in 2021. All plumbing replaced. Outdoor living is redefined by the professionally landscaped yard with privacy birch trees illuminated by FX Luminaire lighting system, maintenance-free astroturf, a paver walkway, custom built seating and vibrant, established perennial gardens. This home offers a front-row seat to the scenic Humboldt Park, an urban oasis of nearly 200 acres. Enjoy a peaceful walk or run on endless trails, drift across the lagoon in a swan boat, picnic in the formal gardens, watch a thrilling soccer game, or cool off at the beach. The excitement continues just around the corner to the neighborhood's acclaimed culinary scene; enjoy a glass of wine at Rootstock, a refreshing cocktail at the California Clipper & Hi-Lo, or a morning pastry at local favorites like Spinning J, La Boulangerie, and Cafe Colao. With close proximity to public transit hubs and the city's best dining and entertainment, this home is a rare sanctuary that captures the heartbeat of Chicago. Step inside and see why this lifestyle is truly unique!

1017 N Richmond Street, Chicago

1449 N Fairfield Street, Chicago
$806,000
5 Beds ⋅ 2 Baths ⋅ 12638908 MLS ⋅ CLOSED Status
Turnkey, all-brick 2-flat on a quiet, tree-lined street, ideally positioned where Wicker Park, Bucktown, Logan Square, and East Humboldt Park meet. This thoughtfully updated property offers flexible living options for investors and owner-occupants alike. The building features two units: a 2 bed / 1 bath on the first floor with hardwood floors throughout, separate living and dining spaces, an updated kitchen, and a dedicated laundry room with side-by-side washer/dryer and built-in storage; and a spacious 3 bed / 1 bath top-floor owner's unit with large skylights flooding the living and dining areas with natural light, an oversized primary bedroom with sitting area, a recently updated bath with dual vanity, and a bright rear sunroom with side-by-side laundry. The kitchen includes updated cabinetry, counters, and dedicated breakfast seating, while a large private deck has space for both dining and lounging. Each unit features individual gas forced heat and central air. Plenty of storage space in unfinished basement. Outside, enjoy a fully fenced, landscaped backyard with mature trees and a 2-car garage. Located just west of Western Ave, near the 606/Bloomingdale Trail, Maplewood Park, and Humboldt Park, with easy access to I-90/94, Blue Line stations at Western & Damen, and the North Ave bus. A rare opportunity with multiple paths: live in one unit while generating income from the other, operate as a fully rented investment, or convert to a single-family home.

1449 N Fairfield Street, Chicago

3330 W Evergreen Avenue, Chicago
$585,000
6 Beds ⋅ 3 Baths ⋅ 12590057 MLS ⋅ CLOSED Status
Whether you're a savvy investor or looking for the perfect live-in owner opportunity, this beautifully maintained 2-flat delivers space, style, and income potential in one of Chicago's most dynamic neighborhoods. Step inside and you'll find the character you've been craving-original woodwork, hardwood floors, and a classic built-in hutch that nods to the home's rich architectural history. But don't let the vintage charm fool you-this property has been thoughtfully updated with newer windows, and modern systems throughout. The first-floor duplex-down lives like a single-family home with 4 bedrooms, 2 full baths, and plenty of room to stretch out. The spacious layout includes a formal dining room, a crisp white kitchen with quartz countertops, a center island for entertaining, and direct access to an outdoor deck. The lower level features ceramic tile floors-perfect for durability and easy maintenance. Upstairs, the sun-filled second-floor unit offers 2 bedrooms, 1 bath, a newly installed A/C system, an enclosed back porch, and its own updated kitchen with stainless steel appliances and recessed lighting. It's the ideal setup for a long-term tenant or in-law arrangement. Outside, enjoy a cozy fenced-in backyard, 2-car garage, and low-maintenance landscaping. Separate utilities and gas-forced air heating in both units round out this flexible and income-generating property. Live in one unit and rent out the other-or add a solid, turn-key asset to your portfolio. With its blend of historic character and modern convenience, this Humboldt Park gem is full of possibility.

3330 W Evergreen Avenue, Chicago

3538 W Le Moyne Street, Chicago
$745,000
5 Beds ⋅ 4 Baths ⋅ 12542684 MLS ⋅ CLOSED Status
NEWLY BUILT Expansively re-built PLUS significant addition added to classic Chicago brick two flat. Down to the existing outer brick walls (to retain the wide footprint), the accomplished builder rebuilt the foundation, exterior brick, and added significant square footage to allow for a superior floorplan. UPPER UNIT 1 features: Three bedrooms and two full bathrooms (the desired 3/2!) upstairs and laundry room. Master bedroom has a walk-in closet almost the size of a small bedroom. All baths feature cool style with large format porcelain tile and quartz countertops. The main level has a living/dining room with an additional family room, all centered around a bright kitchen space with an 8' island and tiled backsplash. Also a pantry closet, a sleek half bath, and all new large windows take in light from all four exposures. Step out back to the rear deck, spacious fenced yard, and rebuilt garage. UNIT 2 features a full height legal two bedroom one bathroom related living or income apartment. Completely separate for access, mechanicals, and utilities, this one is built to the same quality as the upper unit. Rebuilt and newly added everything nestled in spray foam insulation, a quality additional space. Construction is in the final phases now and the whole property is available for showings as work completes. Single Family alternative PLUS separate income apartment or related living. BRAND NEW never lived in, both units vacant and ready to occupy. *Property is in the Community Lending Area and may qualify for below market interest rates*

3538 W Le Moyne Street, Chicago

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