View All Humboldt Park Chicago IL Multi-Family Homes Listings

4 Beds ⋅ 2 Baths ⋅ 12753481 MLS ⋅ NEW Status

1512 N Maplewood is a 2-unit building on a 3,024 SF parcel with favorable RT-4 zoning. The 2 Bed / 1 Bath units have central air conditioning, common-area laundry, and generate $48,430 in annual gross revenue. Ownership previously engaged Hanna Architects to design a 3-unit, 3,900 SF building on the site, and drawings are available for review in the additional information tab. The building offers a buyer two distinct paths for value creation: a long-term covered land play or immediate redevelopment. Long-Term Covered Land Play: In-place income reflects $31,487 of NOI, a 4.87 cap rate, and 13.4x GRM. In-place rents are well below the $2,224 market average, a 21.8 percent mark-to-market opportunity. This allows a new owner to stabilize the building at a 6.01 cap rate while awaiting future redevelopment. Redevelopment: The parcel is zoned RT-4, Chicago's low-to-medium-density multiunit zoning. This allows development of a 1.2 FAR building up to 42 feet tall where 25 percent of units are Type A accessible. These entitlements support the development of up to 3 units by right. The land is listed at $179 per buildable SF against an average land sale of $181 per buildable SF. In addition, the 2-unit building produces interim income of $31,631 per year as a developer finalizes architecture and permits.

1512 N Maplewood Avenue, Chicago

$1,074,000

9 Beds ⋅ 3 Baths ⋅ 12751936 MLS ⋅ CONTINGENT Status

Gorgeous 3 unit home with amazing views of Humboldt Park! This beautiful,majestic and updated home feels like a sanctuary and is on a HUGE lot 33x183!! with a tiered deck, amazing lush trees and fantastic gardens in front and back( making it surprisingly quiet.) 3 car masonary garage!Owners unit complete rehabbed 2012, All new (47) quality windows 2020,Top 2 units have SS appliances. owner has granite counters and are super spacious, with central Air and have been updated.Everything is in good shape and well maintained. Gorgeous Hardwood floors . Top floor has a front deck off 2nd bedroom.Seasonal views of the skyline! English garden is tall,bright. Units are below market. leases expire May 31,2027. This is NOT in NW Ordinance. floorplans attached. Deck measurements are 2 rectangular 8x19 each and hexagon shaped 20x12. Plus back porch off top floor. Ceiling heights are 10ft!Laundry in basement. We are getting a list together of all the improvements and dates. HW is common.

1346 N Kedzie Avenue, Chicago

$539,000

7 Beds ⋅ 3 Baths ⋅ 12743183 MLS ⋅ CONTINGENT Status

Brick two-flat plus garden unit, delivered fully vacant. New roof, recent tuckpointing, updated electrical and plumbing, central heat - the expensive work is done. Remaining scope is cosmetic: finishing touches and a washer/dryer. Full control from day one - buy-and-hold, light value-add, or house hack. Minutes from the 606 Trail and bordering Hermosa, one of the strongest pockets of price growth and tenant demand on the Northwest Side.

1508 N Monticello Avenue, Chicago

$575,000

8 Beds ⋅ 3 Baths ⋅ 12741013 MLS ⋅ ACTIVE Status

This spacious 8-bedroom, 3-bath multi-unit offers incredible space and major updates throughout! The first-floor unit features a duplex-down layout, plus the property boasts central air (2021), 200-amp electrical (2024), roof and siding (2020), oversized gutters, tankless water heater (2020), tuck pointing (2024), newer windows (2020/2024), and a new sump pump and support pillars. Enjoy the added bonus of being the only multi-unit on the block with a balcony! Located in a rapidly developing neighborhood surrounded by new construction, this is a great opportunity for an owner-occupant or investor looking to get into an area with exciting growth. Long term tenants and income-producing property generating approximately $4,700 in monthly cash flow. In October applications will open up to potentially buy the double lot right next door for ONLY 10% of purchase price which is $8,000. THIS COULD BE AN AMAZING OPPORTUNITY for an INVESTOR or owner occupy!

1121 N Lawndale Avenue, Chicago

$524,900

6 Beds ⋅ 3 Baths ⋅ 12738231 MLS ⋅ ACTIVE Status

CLASSIC CHICAGO BRICK 2-FLAT WITH GARDEN UNIT - EXCELLENT INVESTMENT OR OWNER-OCCUPANT OPPORTUNITY! This well-maintained brick building in desirable West Humboldt Park features 3 spacious 2-bedroom, 1-bath apartments with large formal dining rooms, generous-sized bedrooms, beautiful hardwood floors, and separate utilities. The finished garden unit offers 2 bedrooms, 1 bathroom, (legality of the garden unit is not warranted), making it ideal for extended family or additional rental income. The property has been carefully maintained with three gas meters, and three separate electrical panels. Conveniently located near CTA transportation, shopping, schools, and neighborhood amenities. The building could benefit from some TLC, but it offers tremendous value, solid cash-flow potential, and long-term appreciation. Taxes do not reflect any exemptions. Don't miss this outstanding investment opportunity!

1543 N Avers Avenue, Chicago

$435,000

6 Beds ⋅ 3 Baths ⋅ 12736217 MLS ⋅ ACTIVE Status

Solid brick duplex-down in Humboldt Park positioned for measurable value appreciation. Delivered vacant at closing with 3BD/2BA duplex-down and 2BD/1BA upper. Recent kitchen updates featuring new cabinets and appliances (2 years installed). Generous floor plans and strong structural bones create flexibility for cosmetic upgrades that will meaningfully enhance appeal and income potential. This is a straightforward value-add opportunity in a market with demonstrated momentum. Humboldt Park rents and property values continue to climb alongside active neighborhood investment and Chicago Avenue retail expansion. Transit access and proximity to parks strengthen tenant appeal and long-term appreciation trajectory. Whether positioned for immediate income or staged renovation for rental premium, the fundamentals are solid: strong structure, proven market demand, and clear upside capture in an expanding corridor. Perfect for seasoned portfolio builders seeking below-market entry with near-term equity gain, or discerning first-time investors ready to execute a disciplined value-add strategy. Close to transit and emerging commercial anchors. As-is sale, NOTE PROPERTY NEEDS WORK. What matters is execution, and this asset delivers flexibility to do it your way.

845 N Avers Avenue, Chicago

$239,900

2 Beds ⋅ 1 Baths ⋅ 12737682 MLS ⋅ CONTINGENT Status

Great investment opportunity! This property offers a great opportunity to bring your vision to life. In need of renovation, this home is ideal for those looking to add value and customize to their liking. Spacious layout with strong potential for a full transformation. Being sold as-is.

1003 N Francisco Avenue, Chicago

$1,050,000

8 Beds ⋅ 4 Baths ⋅ 12735942 MLS ⋅ CONTINGENT Status

Ideally located just steps from Humboldt Park, this rare income property features an oversized all-brick building on an extra-wide and extra-deep 30 x 130 lot in one of Chicago's most dynamic neighborhoods, where rents are surging and investment momentum continues to accelerate. This fully leased investment property generates $107K in annual rent delivering strong, reliable cash flow from day one. All units have been extensively renovated within the last 2-7 years, featuring modern kitchens and baths, drywall, copper plumbing, and conduit electrical. Two front units boast fantastic private balconies, while two rear units feature enclosed porches that are ideal for additional storage or flexible living space. All four conforming, have separated utilities, gas forced-air heat, and central AC, & are fully leased. The garden unit is a value-add opportunity. Three-car parking pad on-site, with one space currently unrented allowing for easy additional income. Strong Cash Flow, Quality Bones, & Highly Renovated. This is a rare opportunity to own a high-performing asset in a corridor with genuine momentum, before the market catches up.

3245 W Division Street, Chicago

$314,873

6 Beds ⋅ 3 Baths ⋅ 12727004 MLS ⋅ CONTINGENT Status

Fix up this brick 2-unit building with a finished basement and 2-car garage, sitting on a rare double lot in Humboldt Park! Rent it out and watch your money grow, or live in one unit and let the other help pay your mortgage. Each unit features 3 bedrooms, while the finished basement provides additional space for extended living. Currently, all units are rented, offering immediate income potential. Please note, the price reflects the property's "as-is" condition, but this is a great opportunity for a smart buyer looking to build equity and add value. Schedule your viewing before this opportunity is gone!

1340 N Avers Avenue, Chicago

$875,000

6 Beds ⋅ 2 Baths ⋅ 12735632 MLS ⋅ CONTINGENT Status

Welcome to this beautifully renovated grey stone at 3329 W Pierce, offering classic Chicago charm paired with thoughtful, move-in-ready updates. This turnkey property is ideal for an investor or an owner-occupant looking for strong rental income alongside their own comfortable unit. The top floor unit features 3 generously sized bedrooms and 1 full bath, with a bright, open living and dining layout framed by elegant bay windows that flood the space with natural light. Rich hardwood floors run throughout, complemented by high ceilings and classic millwork that speak to the building's vintage character. The updated bathroom is a standout, with floor-to-ceiling subway tile, a marble accent band with black tile detailing, and a striking black-and-white hexagon custom mosaic floor - a timeless design that never goes out of style. Each bedroom offers comfortable proportions and ample closet space, and the unit's layout flows easily from the front entry through the living and dining rooms to the eat-in kitchen, with direct access to a private extra-large outdoor deck - perfect for morning coffee or evening relaxation. The first floor unit includes two bedrooms and one bathroom with all of the same amazing finishes and amenities as the top floor. The fully finished garden unit (Non-Conforming) offers a spacious studio with an enormous bathroom and walk-in shower, high end stone, custom tile, and radiant heated floors. The kitchen is incredibly cool with reeded wood paneling, natural stone counters/backsplashes, and moody lighting, ideal for owner occupancy, extended family, or additional rental income. Additional improvements include a brand new oversized 2-car garage, extra-large outdoor decks for both upper floor units, basement storage space, community laundry, and a work area with built in tool bench. Outside, the property is fronted by a custom cedar privacy fence and gate with wire mesh trellises and planters, creating a private grotto with established handsome greenery. The building includes a dedicated multi-unit mailbox setup, offering the ease and functionality of a well-managed investment property. Located on a quiet, tree-lined residential block with easy access to Humboldt Park, the 606 trail, dining, and transportation. A rare opportunity to own a piece of Chicago's architectural history with all the modern comforts already in place - nothing to do but move in and enjoy.

3329 W Pierce Avenue, Chicago

$675,000

12 Beds ⋅ 6 Baths ⋅ 12728990 MLS ⋅ CONTINGENT Status

Incredible opportunity to own a 6-unit apartment building that is zoned as a 4-unit. All 6 units are exactly identical, with 8ft clearance and 2 exits, about 800 sqft. Each unit has individual gas and electric meters, and in-unit forced gas furnace and water heaters. All long-term stable tenants of 3+ years. Chance to increase NOI by slightly increasing rents. All units have been updated with new kitchen cabinets, countertops, vanities, paint, flooring, and doors. Brand new porch installed in 2023, vinyl windows, copper plumbing, and updated electrical. I can share all financials and video walkthrough of each unit.

3734 W Iowa Avenue, Chicago

$640,000

8 Beds ⋅ 3 Baths ⋅ 12726877 MLS ⋅ CONTINGENT Status

Great opportunity for a multi-unit building less than a block from the park. 3226 Thomas is an all brick 2 unit plus non-conforming garden situated on a beautifully landscaped 30' wide lot. Units are full of original charm with formal living and dining spaces, original trim and hardwood floors throughout. Ultra serene backyard with a lovely 2 car all brick garage. NOT LOCATED IN THE NORTHWEST SIDE ORDINANCE ZONE makes for a straightforward sale. Building can be delivered vacant making for an easy lease up or project. Located close to the 606 and all that Humbolt park has to offer from new pickle-ball courts to the Humboldt park center.

3226 W Thomas Street, Chicago

$649,900

6 Beds ⋅ 3 Baths ⋅ 12726748 MLS ⋅ CONTINGENT Status

Welcome to 1101 N Lawndale, a newer construction two-flat built in late 2023 that gives you income and a place to live all in one. The first floor is a duplex down unit with 4 bedrooms and 2 bathrooms, currently rented at $3,000 a month, so you have a tenant helping cover your mortgage from day one. The second floor is a 2 bed, 1 bath simplex, ready for you to move right in and live above your investment, or rent it out too if you'd rather hold the whole building. Both units are filled with natural light, a real perk of the corner lot position and the thoughtful newer build. You get the clean lines, efficiency, and low maintenance of construction that's barely two years old, including tankless water heaters for endless hot water and lower utility costs. The seller has an assumable FHA loan at a 5.175 interest rate. For a qualified buyer, that's a chance to step into a rate well below what's out there today. The setup outside is just as strong. This sits on an oversized Chicago lot on a rare cul-de-sac, a quiet pocket you don't find often in the city. There are three exterior parking spaces plus a two-car garage, and the garage comes with two Level 2 EV chargers already installed, ready for whatever you or your tenants drive. The area is on the move, with plenty of new construction coming in nearby, so you're buying into a neighborhood that's still growing.

1101 N Lawndale Avenue, Chicago

$489,900

8 Beds ⋅ 3 Baths ⋅ 12723474 MLS ⋅ PENDING Status

EXCEPTIONAL INVESTMENT AND OWNER OCCUPANT OPPORTUNITY. THIS LEGAL 2 UNIT BUILDING WITH FULL FINISHED BASEMENT. FIRST FLOOR AND 2ND FLOOR HAS 3 BEDROOM, 1 FULL BATH WITH NEW SEPARATE GAS FORCED AIR FURNACE AND CENTRAL AIR CONDITIONER UNIT FOR 1ST FLOOR AND 2ND FLOOR APARTMENT. FINISHED BASEMENT WITH 2 BEDROOM & 1 FULL BATH WITH A SEPARATE GAS FORCED AIR UNIT IS GOOD FOR IN-LAW ARRANGEMENT.REFINISHED HARDWOOD FLOOR FOR 1ST AND 2ND FLOOR APARTMENTS. CERAMIC TILE FLOOR FOR BASEMENT. NEW ROOF, NEW SIDING, GUTTERS. NEW REMODELED BATHROOM & KITCHEN W/ QUARTZ COUNTERTOPS. NEW STAINLESS STEEL ICE MAKER REFRIGERATORS & GAS STOVES.NEW TWO 40 GALLON HOT WATER HEATERS. COIN OPERATING WASHER & DRYER. NEW 27X 45 FEET CONCRETE PARKING SPACE FOR 6 CAR PARKING OR SUMMER FAMILY GATHERING AT THE BACK YARD. MAKE THIS PROPERTY IS YOUR HOME FOR MANY YEARS TO COME.

1237 N Harding Avenue, Chicago

$599,000

7 Beds ⋅ 2 Baths ⋅ 12713282 MLS ⋅ ACTIVE Status

1408 N Central Park Avenue, Chicago

$494,999

5 Beds ⋅ 3 Baths ⋅ 12706496 MLS ⋅ CONTINGENT Status

Prime Humboldt Park investment opportunity! Fully rented solid-brick two-flat offering 5 bedrooms + 2 additional finished lower-level rooms and 3 full bathrooms, providing immediate rental income and excellent long-term potential. The first floor features 2 bedrooms/1 bath, while the second floor offers 3 bedrooms/1 bath. The finished lower level provides two additional approximately 11'10' rooms currently configured as bedrooms, a full bathroom, and front egress, adding valuable living and flex space. Additional highlights include a full finished basement, private rear parking for two vehicles, and classic brick construction. Ideally located near public transportation, shopping, restaurants, parks, and everything thriving Humboldt Park has to offer. A rare opportunity to acquire a fully occupied, income-producing Chicago two-flat with exceptional space, versatility, and future potential.

1040 N Lawndale Avenue, Chicago

$949,000

8 Beds ⋅ 4 Baths ⋅ 12652839 MLS ⋅ ACTIVE Status

Brick 4 unit in Hot Humboldt Park location fully rehabbed in 2015. Rehab included new copper plumbing, new HVAC systems, new electrical systems, separate water tanks, new roof and tuck pointing. All work done with plans and permits. All 2 bedroom units consist of stainless steel appliances, granite countertops and hardwood floors. Private parking spaces, laundry room and storage space. 4th unit used to be a commercial space years ago. Very well maintained building with professional management.

3741 W Le Moyne Street, Chicago

$650,000

8 Beds ⋅ 3 Baths ⋅ 12709857 MLS ⋅ PENDING Status

852 N Springfield Avenue, Chicago

$675,000

5 Beds ⋅ 3 Baths ⋅ 12705937 MLS ⋅ PRICE CHANGE Status

Humboldt Park Vintage Two-flat brick Victorian building with additional living space in full finished basement. . This corner property gets lots of natural light. 10-ft ceilings on first floor. Hardwood floors throughout . Original vintage woodwork and original fireplace . Live in unit & rent to help with mortgage or convert to huge single family home. Selling as-is. Zoning Rs-3.

1257 N Rockwell Street, Chicago

$325,000

4 Beds ⋅ 2 Baths ⋅ 12699251 MLS ⋅ ACTIVE Status

Great opportunity in Humboldt Park! Solid brick multi-unit located on a desirable residential block with convenient access to Humboldt Park, the 606 Trail, and public transportation. Property includes architectural plans already approved by the City of Chicago, allowing a buyer to move forward with the project without delay after closing. Clean title, no liens, privately owned, and offering significant upside potential for buyers seeking their next project in a high demand area!

1328 N Avers Avenue, Chicago

$675,000

6 Beds ⋅ 3 Baths ⋅ 12699656 MLS ⋅ CLOSED Status

All brick 2 unit building with 2-Bedrm/1-Bath high Garden apartment in sought- after Ukrainian Village neighborhood. Each of 3 units has individual furnace, hot water tank and central A/C. Garden unit does not have central A/C. Tenants pay their own utilities. The property features: top two 2-Bedrm/ 1-Bath apartments have a large eat-in kitchens w/ Stainless Steel appliances, dishwasher, and walk-in pantry, grand Living/ Family Rm and hardwood floors throughout. Each apartment has also convenient in- unit washer & dryer and storage area. Both top units have attached enclosed back porches. Some updates were done to kitchens and baths in 2019-2020. Recent improvements include: Roof redone (2020). All windows were replaced new (Appx.2018). New brick firewall (Appx.2019-2020). Newer Hot Water tanks (all 3 high efficiency tanks replaced between 2023-2025). Situated on regular lot 25' x 125. 2-car garage brings additional income. Total gross annual income roughly 64,200. An additional $400 per month generated from 2 spots in garage to outside people. Low owner's expenses: water & trash bill combined about $230 every 2 months. $ 64200 gross yearly Income less $12059 expenses. 7.20% CAP!

2507 W Walton Street, Chicago

$600,000

4 Beds ⋅ 3 Baths ⋅ 12693321 MLS ⋅ CONTINGENT Status

Beautiful home located in Hot West Humboldt Park Neighborhood is awaiting its new owner. Completely rehabbed in 2024 with stunning condo quality finishes in both units and a new built garage. This luxury property features a 1 bedroom top floor apartment currently rented, and a 3 bedrooms and 2 bathrooms in the duplex down first floor with a family room on the lower level. New hardwood floors in both units, spacious open layout, floor to ceiling windows and gourmet kitchens with large islands, sleek quartz countertops, stainless steel appliances and custom made cabinets with soft close doors and drawers. Electric blinds with remote control, Laundry hook up for each unit. Each unit has 1 garage spot. Drain tile system. Secure fenced in yard. Nothing to do but move in and enjoy!

1034 N Drake Avenue, Chicago

$650,000

7 Beds ⋅ 5 Baths ⋅ 12690577 MLS ⋅ CLOSED Status

Do not miss an opportunity to own a beautifully TURNKEY brick legal 2 Flat plus nonconforming garden unit in hot Humboldt Park! Completely renovated with a rear addition in 2019 by the previous owner, both above-grade units offer wide plank hardwood floors, soaring 10' ceilings, large primary suites, two bathrooms, granite countertops with breakfast bar seating, 42" cabinets, stainless steel appliances, in unit laundry, and open concept living. The lower level unit offers 7' ceilings with a functional floor plan, vinyl plank flooring, updated kitchen, and private washer and dryer. Outside you'll find a smaller back porch, sizable yard space, and a large parking pad for 3 cars. The building features copper water lines, 200 amp electrical service, HVAC with Central AC in each unit, vinyl windows, separate utilities, and recently maintained roof. Amazing location within walking distance to Humboldt Park, the 606 trail, coffee shops and other shops/restaurants on North Avenue.

3505 W Le Moyne Street, Chicago

$162,000

4 Beds ⋅ 2 Baths ⋅ 12683353 MLS ⋅ CLOSED Status

Ready to own a classic Dutch Colonial home? This spacious property is full of character and potential, featuring a distinctive gambrel roof and timeless brick exterior. The home requires a full renovation, making it an excellent opportunity for investors, rehabbers, or buyers looking to customize their dream home from the ground up. With generous living space and room to add value, the possibilities are endless. Conveniently located near schools, parks, public transportation, and major expressways. Bring your vision and transform this property into something truly special. Sold as-is.

912 N Trumbull Avenue, Chicago

$607,500

7 Beds ⋅ 3 Baths ⋅ 12689316 MLS ⋅ CLOSED Status

Beautifully updated two-flat with an additional garden unit on a quiet residential street, offering an excellent opportunity for both investors and owner-occupants. Ideally located within walking distance of Humboldt Park, the 606/Bloomingdale Trail, public transportation, and neighborhood schools. The first and second-floor units feature bright, open layouts with formal living and dining rooms, three spacious bedrooms, full bathrooms, updated kitchens, and private rear decks. The finished garden unit includes one bedroom and one bathroom, providing additional rental income potential. Additional amenities include a shared laundry area, two rear parking spaces, and generous outdoor living space. Ask about the attractive 2.7% FHA assumable mortgage for qualified buyers!

3402 W Beach Avenue, Chicago

$625,000

7 Beds ⋅ 5 Baths ⋅ 12685221 MLS ⋅ CLOSED Status

Welcome to 3434 W Potomac Ave, a charming legal 3-unit property nestled in a prime Chicago location. This classic 2-flat features two spacious above-grade units and a legal basement/garden apartment, offering versatile living options. Beautiful Brick Exterior: Timeless curb appeal with original architectural details. Spacious Units: Each above-grade unit boasts generous living spaces, hardwood floors, and ample natural light. Legal Basement/Garden Unit: Fully permitted, providing additional rental income potential. Prime Location: Enjoy proximity to Humboldt Park, local shops, and public transportation. Investment Opportunity: Perfect for owner-occupants or investors seeking rental income. This property is a rare find, combining the charm of a traditional Chicago 2-flat with the flexibility of a legal third unit. Don't miss your chance to own a piece of Chicago history! Photos are from the first floor only. Second floor is identical with an additional bedroom in the front. Garden unit had not been updated.

3434 W Potomac Avenue, Chicago

$485,000

6 Beds ⋅ 2 Baths ⋅ 12682301 MLS ⋅ CLOSED Status

Welcome to this newly rehabbed, classic 2-Flat in rapidly appreciating Humboldt Park. Live in one unit and rent the other, or perhaps this could be your new investment property! This updated property offers new electrical, plumbing, windows, back porch and front porch. Beautiful interiors boast refinished hardwood floors, modern bathrooms, new kitchens featuring contemporary grey cabinets, quartz countertops, and stainless steel appliances. Separate utilities for each unit, so tenant responsible for own utility payments. Both units offer 3 bedrooms, 1 bath with generous living spaces, separate dining rooms, bay windows and sizable kitchens. Great back deck and yard to enjoy summer weather. Unfinished basement offers possibility for an ADU. Laundry in basement. Newer large 2 car garage completes this property and adds to income potential. Walking distance to Humboldt Park, the new HPH Wellness Center, restaurants and more!

1033 N Lawndale Avenue, Chicago

$340,000

6 Beds ⋅ 2 Baths ⋅ 12680314 MLS ⋅ CLOSED Status

This property features six rooms; living dinning combo, a kitchen, and 3 bedrooms at each level. A two car detached garage (eight yrs old). The main roof was also install (flat rubber membrane) eight years ago, and recent installed furnaces at each level in June 2026. Come show it, you and your clients will love it. Do not disturb the occupants at first floor level. The second floor is available to show now, and upon a serious offers we can arrange an entire viewing. The seller is marketing this property "AS IS" and "WHERE IS", and prefer NO haggling.

846 N Saint Louis Avenue, Chicago

$415,000

6 Beds ⋅ 2 Baths ⋅ 12652082 MLS ⋅ CLOSED Status

HIGHEST AND BEST DUE FRI JUNE 19, 1PM! Solid brick 2-flat offering a great opportunity for both investors and owner-occupants! The recently renovated first-floor unit features 3 bedrooms, an enclosed rear porch, updated finishes, and a spacious kitchen. The second-floor unit offers 3 bedrooms plus a flexible den/home office space off the kitchen. Both units feature central heat and functional layouts with plenty of living space. Other recent updates include a new concrete parking pad and a gated yard. Full unfinished basement provides excellent storage, laundry and future potential. Whether you're looking to build equity, generate rental income, or reduce your housing expenses through house hacking, this property offers outstanding value and opportunity.

852 N Christiana Avenue, Chicago

$750,000

5 Beds ⋅ 3 Baths ⋅ 12675747 MLS ⋅ CLOSED Status

Located in the heart of East Humboldt Park, just steps from the energy of Wicker Park and Bucktown, this well-maintained brick two-flat offers an exceptional opportunity for both investors and owner-occupants. The property features a spacious duplex-down owner's unit with 3 bedrooms and 2 full baths along with a bright and functional second-floor simplex offering 2 bedrooms and 1 bath. Both units feature hardwood floors, central heat & air, generous living spaces, and thoughtful layouts that balance character and functionality. A backyard oasis with turfed lawn and brick paver patio provides a relaxing space to enjoy the warmer months. Shared basement laundry and a two-car garage round out the conveniences that an owner or tenants will appreciate. Recent improvements include newer furnaces and AC systems (2021), new water heater (2024), lead service line replacement (2025), updated front brick pavers (2025), backyard turf (2019), and new garage roof (2026). Situated on a tree-lined street just steps to Humboldt Park's Paseo Boricua and namesake park, this location offers great access to dining, shopping and public transportation making it a desirable rental market.

2621 W Haddon Street, Chicago

$275,000

4 Beds ⋅ 2 Baths ⋅ 12673950 MLS ⋅ CLOSED Status

*** MULTIPLE OFFERS *** NO MORE SHOWINGS ***Ideal opportunity in Humboldt Park on a quiet residential street for investors, rehabbers and owner occupants! This brick two-flat building is ready and available for the new owners to start working on thier new project asap. Each floor offers formal living room and dining rooms, 2 bedrooms, good size kitchen and decent size bathroom. Priced to move quickly and seller ready to close fast! Waiting on zoning as it could be a legal 3 as it has high enough basement cielings, front and back entrance and 3 gas & electric meters. Several new developments in the area. Near parks schools, shopping & restaurants. Sold as-is Where is. Needs full rehab

830 N Drake Avenue, Chicago

$679,900

6 Beds ⋅ 3 Baths ⋅ 12669853 MLS ⋅ ACTIVE Status

Don't miss out on this gorgeous 2 unit 1 year old newer construction on a double lot with one PIN. Possibility to potentially add another structure or coach house later.First floor unit featuring 4 spacious bedrooms and 2 bathrooms in the down duplex. The 2nd floor features 2 bedrooms and 1 bath. Both units have designer shaker kitchen cabinets, a large peninsula, quartz countertops, stainless steel appliances and hardwood floors throughout. There is a newer 2-car garage with pad for 3 vehicles and another pad for an additional 6, 2-story back porch, in unit laundry and much more. Great investment opportunity! 1st floor duplexed unit leased month to month.Second floor unit is month to month. Tenants are looking to stay.Need 48 hour notice to show

1051 N Springfield Avenue, Chicago

$699,000

4 Beds ⋅ 2 Baths ⋅ 12657434 MLS ⋅ CLOSED Status

Owner occupied 2 flat in a prime location, updated, easy access to the best of Wicker Park, Division street and west town! These desirable units are easy to rent and the top floor currently has a great tenant in place (lease through October 2026). Open floor plans, an over sized 2+ car garage. Separate utilities, laundries. Each unit has two bedrooms and an office space, lots of windows and a nice sized backyard outdoor space. If you are looking for a move in ready 2 flat where you can build equity and enjoy city living, this one might be just right for you. This property has an assumable loan under four!

2441 W Augusta Boulevard, Chicago

$722,500

2 Beds ⋅ 2 Baths ⋅ 12642078 MLS ⋅ CLOSED Status

Exceptional brick two-flat in the heart of Humboldt Park offering strong income potential and flexible living space. This well-maintained property features spacious units with large living and dining rooms, hardwood flooring, newly remodeled kitchens on every floor, and updated mechanicals including newer furnaces, central air units, hot water heater, copper plumbing, recent tuckpointing, and washer and dryer hookups on every level. The finished basement includes additional living space with bedrooms, bath, kitchen, and living area. Fenced yard and detached 2-car garage complete the property. Conveniently located near Humboldt Park, public transportation, restaurants, shopping, and major expressways. Ideal for owner-occupants, investors, or multi-generational living.

3237 W Cortez Street, Chicago

$665,000

8 Beds ⋅ 3 Baths ⋅ 12662901 MLS ⋅ CLOSED Status

Perfectly located on quiet one-way street in Humboldt Park and meticulously updated throughout on an oversized lot with updated plumbing, electricals, and HVAC. Three generous sized units with separate utilities. The living rooms boast oversized windows with abundance of natural light. Open kitchen layout with new cabinetry, oak floors, and appliances. Steps to dining, shopping, and public transportation. This one of kind Humboldt Park beauty is eager for the refined buyer or investor.

1427 N Lawndale Avenue, 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

$659,999

6 Beds ⋅ 3 Baths ⋅ 12657467 MLS ⋅ CONTINGENT Status

Discover a true value add opportunity right here in Humboldt Park. This is a legal 3-unit brick building paired with a separately-deeded and fenced lot next door at 822 N. Monticello Avenue. This property boasts a new, oversized, tandem parking garage and loft. The garage and loft are spray foam insulated, making it the perfect all-weather living space. Unit layout, long-term income potential, and the next door lot means you are not just buying a property, you're buying options. Whether your strategy includes full occupancy, investment, or future expansion, this asset delivers. Don't miss the chance to own a multi-unit in a sought-after neighborhood, with parking, loft space, and a buildable lot. Schedule your viewing today! The property is currently fully occupied and will require listing agent to accompany on showings.

820 N Monticello Avenue, Chicago

$1,105,000

9 Beds ⋅ 6 Baths ⋅ 12640304 MLS ⋅ CLOSED Status

This is the perfect home for an owner-occupant to live in one unit and have the income from the other 2 units help with the mortgage! Fantastic West Town legal three unit building in great location one block west of western and one block north of Chicago Avenue. Mere blocks to Smith Park, two playlots, Mariano's, Dark Matter coffee, Chicago and Western busses, Grand Avenue Metra Station and so much more! Recent improvements include: windows, roof with new alumicoat, electric, plumbing, entire exterior freshly painted. All units are condo quality with separate utilities and HVAC, in-unit washer & dryers, stainless steel appliances, quartz countertops and en suite primary bedroom bath with shower/tub combo and second full hall bath with shower. Exterior features include a two car garage that fits two mid sized SUVs, gated perimeter with security/buzzer system and a large grassy yard with patio for entertaining.

2451 W Rice 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

$865,000

8 Beds ⋅ 3 Baths ⋅ 12641248 MLS ⋅ CLOSED Status

Gorgeous, sun-filled Humboldt Park Greystone 2-Flat with a fully finished garden unit, located at 3251 W Evergreen Ave. This turnkey property seamlessly blends classic Chicago character with modern finishes and strong income potential. Each main unit features 3 spacious bedrooms and 1 full bath, with expansive open-concept living and dining areas, high ceilings, and beautifully finished hardwood floors throughout. Designer kitchens offer quartz countertops, porcelain tile backsplash, and a full suite of stainless steel appliances, including dishwasher and over-the-range microwave hood vent. Each unit is independently equipped with in-unit washer and dryer, separate electrical panel, high-efficiency furnace, central A/C, and water heater-providing true condo-quality living. The fully finished garden unit offers 2 bedrooms and 1 bath, ideal for owner occupancy, extended family, or additional rental income. Additional improvements include newly enclosed rear porches for added living space, a brand new oversized 2-car garage, and a professionally finished concrete patio-perfect for outdoor entertaining. Situated on a quiet residential block just steps from Humboldt Park and minutes from 606 Trail, with convenient access to transportation, dining, and neighborhood amenities. A true turnkey investment or owner-occupant opportunity-nothing to do but move in and enjoy. Welcome home!

3251 W Evergreen Avenue, Chicago

$790,000

3 Beds ⋅ 3 Baths ⋅ 12547340 MLS ⋅ CLOSED Status

Gorgeous, super sunny modern-industrial 2-unit property offering a truly unique and fabulous living experience. The incredible owner's duplex-up is filled with character, featuring extra-tall and vaulted ceilings, exposed brick walls, and striking exposed beams. The open staircase enhances the airy feel, while new skylights make the unit incredibly sunny. The fabulous open kitchen showcases industrial concrete counter-tops, stainless steel appliances, a vented hood, and tons of cabinetry, including open and glass-front cabinets. French doors lead from the kitchen to a gorgeous private deck overlooking a a great size yard-perfect for entertaining. This unit offers hardwood floors throughout, a powder room on the main level, in-unit washer and dryer, a built-in office area on the main level and a flexible second office space upstairs. The property has a brand new roof with skylights and a newly painted exterior along with a large 2-car garage. The first-floor unit is equally appealing with a super cool, open layout, high ceilings, exposed brick, concrete counter tops, and hardwood floors throughout. The 1st floor With its private entrance has great income potential as Airbnb or use as home office/guest space or as a long term rental. A truly unique and gorgeous property that perfectly blends character, style, and functionality.

1011 N Mozart Street, Chicago

$925,000

6 Beds ⋅ 4 Baths ⋅ 12630711 MLS ⋅ ACTIVE Status

Great investment opportunity a true legal fully leased 3 story apartment building rents below market. Great for rental income or live in owner by booming West Town area on 'California Corridor' features 3 impressive units for a total of 6 bedrooms & 4 bathrooms with a first floor duplex down & 3 remote controlls for the gated parking with 3 spots. unit features include hardwood floors, in unit full size washer dryers, kitchens, baths, appliances, microwaves, tuckpointing, dishwasher 3 separate hot water tanks for each unit, separate furnaces and central ac for each unit. No gas or electric bills. Located close to the park, Ukrainian Village, & Division St. eatery & shops. New development everywhere- don't miss out!

948 N California Avenue, Chicago

$470,000

7 Beds ⋅ 3 Baths ⋅ 12619145 MLS ⋅ CLOSED Status

"Multiple offers received. Highest and best called for by Wednesday May 27, at 12 pm. Don't miss this multi-unit property in red hot Humboldt Park! This is a huge Greystone 2-flat property with 2/3 bedrooms 1 bathroom apartments and includes an unfinished garden apartment! This beautiful multi-unit is located on a large corner lot with a private fence enclosed backyard and 2-car garage! Excellent opportunity for a buyer looking to "house hack" or "live for free" by living in one unit, finish the garden unit and have 2 units rented for big cash flow and equity upsides! Hardwood floors throughout, with huge dining/living room combo, 42 inch kitchen cabinets with stainless steel appliances, granite countertop and HVAC. Each unit has in-unit washer/dryer as well. Both 3-bedroom apartments can rent for up to $1,900 per month in Humboldt Park and the 1-bedroom garden apartment can rent for up to $1,200 per month! This is a great investment property in the fast changing Humboldt Park area. Unit #3 will be vacant at closing while unit #2 is listed for rent at $1800/month. Convenient West Humboldt Park location near public transportation and neighborhood amenities.

856 N Lawndale Avenue, Chicago

$590,000

6 Beds ⋅ 2 Baths ⋅ 12627373 MLS ⋅ CLOSED Status

2-Unit Investment Opportunity | Humboldt Park / West Wicker Park. Discover the perfect blend of modern upgrades and versatile potential. This two-flat is located at the intersection of Humboldt Park and West Wicker Park. This building is a gem; whether you are looking for a rental property or a spacious "owner's unit". Fully rehabbed in 2013 with significant unit upgrades in 2016. The two units both feature beautifully refinished hardwood floors. Completely separate utilities (gas and electric) with dedicated forced-air furnaces and water heaters for each unit. No more trips to the basement-enjoy dedicated laundry rooms on every level. Updated bathrooms (2016) and a full suite of updated appliances make these units move-in ready for high-quality tenants. The second-floor unit is bright, airy, and perfectly suited for an occupant seeking a premium living space. Situated in one of Chicago's most sought-after pockets, you are steps away from the lush 219 acres of Humboldt Park and the vibrant dining and nightlife scene of Wicker Park. This is a rare chance to secure a solid asset in a neighborhood seeing consistent growth and demand.

1340 N Rockwell Street, Chicago

$690,000

4 Beds ⋅ 2 Baths ⋅ 12622707 MLS ⋅ CLOSED Status

Beautifully updated 2-flat on a 25x125 lot just 1 block from Humboldt Park. First-floor unit offers 6 rooms, 2 bedrooms, living room, dining room, kitchen, and sunroom. Second-floor unit features 5 rooms and 2 bedrooms. Full finished basement and 2-car garage. Newly sanded hardwood floors, freshly painted walls, updated kitchens with painted cabinets, and brand-new baths. Artistic details throughout include mosaic tile, creative bath flooring, unique light fixtures, stained glass accents, barn doors, pantry, and concrete countertops in one kitchen. Separate entrances, separate GFA heat and central air, large backyard, and fantastic location near tennis courts, soccer fields, trails, fishing, and playgrounds.

3254 W Hirsch Avenue, Chicago

$645,000

9 Beds ⋅ 4 Baths ⋅ 12618811 MLS ⋅ CLOSED Status

**MULTIPLE OFFERS RECEIVED**Beautiful legal 3-unit building located in the highly desirable Humboldt Park neighborhood. This well-maintained property offers an exceptional opportunity for both owner-occupants and investors seeking strong rental potential in a high-demand area. The building consists of three units, including a garden-level Unit 1 and two above-grade units (Units 2 and 3). Unit 1 (garden) stands out with a thoughtfully designed 3-BEDROOM, 2-BATH open concept layout offering significantly more space and functionality than a typical garden unit. The spacious kitchen features ample cabinetry, generous counter space, and a seamless flow into the living area, ideal for everyday living and entertaining. The unit offers great ceiling height, recessed lighting, and a bright, comfortable living room, along with modern finishes, updated flooring, and well-proportioned bedrooms. Units 2 and 3 each feature spacious 3-BEDROOMS, 1-BATH layouts with expansive living and dining areas, abundant natural light, and charming original woodwork throughout. Large windows create a bright, inviting atmosphere, while in-unit washer and dryer hookups add everyday convenience. UNIT 2 has been recently refreshed, professionally cleaned, and is truly move-in ready. Additional highlights include a 2-car garage, separately metered utilities, and efficient layouts designed to maximize rental income. Conveniently located just steps from Humboldt Park, and close to grocery stores, restaurants, local shops, and public transportation. The neighborhood continues to experience significant new construction and redevelopment, further driving demand and long-term appreciation, making this an especially strong investment opportunity.

3240 W Cortez Street, Chicago

$973,000

11 Beds ⋅ 4 Baths ⋅ 12598611 MLS ⋅ CLOSED Status

Phenom West Bucktown/Humboldt Park Location! Brick, Legal 3-flat. Three, 3 Bed/1 bath units plus a non-conforming basement with 2 beds/1 bath. Central Heat & Air on all levels. Fully fenced, Northwest Corner lot. Property has been maintained. Fully occupied with MTM leases. Tenants willing to stay at increased rent rates. Owner occupied 1st floor unit. Private decks on each level, plus a large common deck for entertainment. Basement Laundry and storage. Ask for the Rent Roll, Expense and Update Lists. Sale must adhere to the Northwest Side Preservation Ordinance. Check out the photos & Make your appointment today!

1400 N Artesian Avenue, Chicago

$400,000

4 Beds ⋅ 2 Baths ⋅ 12609234 MLS ⋅ CLOSED Status

Excellent investment opportunity on a corner lot in Chicago's Humboldt Park area. This well maintained brick two flat offers strong income potential. Both units feature an open flow between the living and dining rooms filled with great natural light, along with classic built in hutches, spacious eat in kitchens, two generously sized bedrooms, and updated full baths remodeled in 2020. Individual heating units were installed in 2021 for added efficiency along with a new roof. The unfinished basement provides additional storage and includes a shared laundry area. Outside, enjoy a large fenced yard and a detached two car garage. Ideal for investors or owner occupants looking to offset their mortgage with rental income.

956 N Trumbull Avenue, Chicago

$475,000

6 Beds ⋅ 3 Baths ⋅ 12615133 MLS ⋅ CLOSED Status

Solid legal red brick 2-unit building located in Humboldt Park! Both Unit 1 and Unit 2 offer 3 bedrooms, spacious living and dining rooms, and hardwood floors throughout, providing comfortable layouts ideal for owner-occupants or investors alike. Recent updates include a roof approximately 6 years old, a new boiler system installed December 2025, and a newer garage, offering added value and peace of mind. The basement level features front and rear exits, along with a bedroom, full bathroom, and kitchenette area, perfect for related living or extended family arrangements. Conveniently located just minutes from the 606 Trail, with easy access to local restaurants, public transportation, and major highways. Only a short drive to Interstate 290, the Western Avenue Metra Station, and the CTA Blue Line, making commuting a breeze. Surrounded by ongoing and recent new construction projects, this property offers strong upside potential in a rapidly developing area. Property offers solid bones and is being sold as-is, presenting a great opportunity to add value and customize to your vision. Ideal for house hacking-live in one unit while generating rental income from the other!

1443 N Hamlin Avenue, Chicago

$1,200,000

7 Beds ⋅ 5 Baths ⋅ 12614774 MLS ⋅ CLOSED Status

THIS WELL-MAINTAINED 3-UNIT BUILDING WAS FULLY REHABBED IN 2022. EACH SPACIOUS UNIT FEATURES 9-FOOT CEILINGS, PRIVATE FRONT AND REAR ENTRANCES, AND IN-UNIT LAUNDRY. THE GARDEN UNIT OFFERS 3 BEDROOMS AND 1 BATH, WHILE THE SECOND AND THIRD FLOORS EACH INCLUDE 2 BEDROOMS AND 1.5 BATHS. MAJOR IMPROVEMENTS INCLUDE A NEWLY CONSTRUCTED GARAGE AND A RECENTLY BUILT DECK ABOVE. IDEALLY LOCATED NEAR RESTAURANTS, SHOPPING, AND , WITH EASY ACCESS TO PUBLIC TRANSPORTATION AND MAJOR HIGHWAYS, MAKING COMMUTING TO DOWNTOWN AND SURROUNDING NEIGHBORHOODS QUICK AND CONVENIENT.

1239 N Rockwell Street, Chicago

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