Portage Park, Chicago IL · Curated MLS Search

2-Flats in Portage Park, Chicago IL

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

Browse Active Listings

Portage Park Market — 2-Flats Comparison

Live MLS data — Portage Park vs. 2-Flats

Portage Park

2-Flats

inventory

Active Listings

Sold (Past 6 Mo.)

169

Under Contract

pricing

Avg. List Price

$670,772

$669,973

Cost / Sq. Ft.

$276

—

typical home

Living Area

2,234 ft²

—

Avg. Beds

4.3

6.5

Avg. Baths

2.9

3.8

Days on Market

110

2-Flats in Portage Park: Market Data

Data as of October 20, 2026 (MLS snapshot; listings below update live)

As of October 20, 2026, Chicago Real Estate Source's review of MLS data shows 4 active listings for Portage Park 2-flats. Listings like these do not come up often in Portage Park. That is about 6% of the 65 active listings in Portage Park across every property type. In addition, 4 listings were under contract, and 20 sold over the past six months. With so few listings, setting up a listing alert is the easiest way to learn of the next one.

2-Flats in Portage Park, Chicago IL, October 20, 2026
Measure	Value
Active listings	4
All active listings in Portage Park, every property type	65
Under contract	4
Sold, past six months	20

2-Flats in other neighborhoods

Chicago: 257 active, median $479,000
Logan Square: 11 active
Jefferson Park: 10 active
West Ridge: 7 active
Belmont Cragin: 6 active

Market questions

How many Portage Park 2-flats are for sale?

There were 4 Portage Park 2-flats for sale as of October 20, 2026, based on Chicago Real Estate Source's review of MLS data.

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

As of October 20, 2026, there were 4 Portage Park 2-flats for sale. 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 Portage Park 2-flats sold in the past six months?

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

How many Portage Park 2-flats are pending?

As of October 20, 2026, 4 Portage Park 2-flats were under contract.

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

As of October 20, 2026, there were 4 Portage Park 2-flats for sale, out of 65 active listings in Portage Park across every property type.

Listing data courtesy of Midwest Real Estate Data LLC.

Next Steps in Portage Park, Chicago IL

Speak with an Agent

Call (312) 788-7079

Local Portage Park, Chicago IL expertise

Data Brief

Full Portage Park, Chicago IL Market Report

Pricing trends & absorption

Browse Everything

All Portage Park, Chicago IL Listings

Every active property

← Back to Portage Park, Chicago IL Homes for Sale

View All Portage Park Chicago IL 2-Flats Listings

$895,000

7 Beds ⋅ 4 Baths ⋅ 12746673 MLS ⋅ NEW Status

A turnkey investment and owner-occupant opportunity in Portage Park! This completely renovated 3-flat spans four levels and has been thoughtfully updated throughout. The property features a spacious duplex 3-bedroom, 2-bath residence, ideal for an owner-occupant, plus two generous 2-bedroom, 1-bath units offering excellent rental potential. Each residence features a modern, cohesive design with gray shaker cabinetry, a full stainless steel appliance package, Carrara marble baths, and the convenience of in-unit laundry. Outside, enjoy a large backyard with plenty of room to relax and entertain, plus a parking pad accommodating up to three cars. Located in the heart of Portage Park near neighborhood shopping, dining, parks, and the Six Corners shopping district. Commuters will appreciate convenient access to CTA bus routes, the CTA Blue Line, Metra service, and the Kennedy Expressway (I-90/94), providing easy connections to downtown, O'Hare, and surrounding neighborhoods. A beautifully renovated multi-unit offering modern finishes, flexible living options, rental income potential, outdoor space, and parking in a well-connected Northwest Side location.

4908 W Byron Street, Chicago

$647,555

6 Beds ⋅ 3 Baths ⋅ 12785787 MLS ⋅ ACTIVE Status

LOCATION! LOCATION! LOCATION! Welcome to this well maintained over-sized brick 3-flat in the great Portage Park neighborhood. Located on a peaceful, tree-lined street. Long term owner with long term tenants. 1st & 2nd units are over-sized with full living room & dining room, both units have 2 beds and 1 bath with eat-in kitchen. 2nd floor unit is lager with a bonus room which could be used for an office. Garden unit is also a 2 bed, 1 bath with large living space. Upgrades done include new copper plumbing, electrical and rubber roof with silver coating. Each unit has its own individual heat, with new Weil McLane boilers for 1st & 2nd floor units. Garden unit has electrical heat tenants pay heat and electrical. Coin washer & dryer located in basement which generates additional income. Detached garage also rented out for additional income. 48 hour notice required required for showings as building is tenant occupied. Don't miss out on this great opportunity to own a wonderful investment property! Please make all showing requests between 12pm to 2pm Saturday October 31st

4923 W Cullom Avenue, Chicago

$679,900

7 Beds ⋅ 6 Baths ⋅ 12787653 MLS ⋅ CONTINGENT Status

HIGHEST & BEST CALLED FOR on WEDNESDAY OCT 21 at 6 pm. This is the perfect two flat on a CHICAGO DOUBLE LOT (it has 2 tax pins-lucky owner will get 2 lots for one price) has been in the family since 1994 but now it's time to move on. Outside and inside, pride of ownership definitely shines through. The primary main floor is still occupied by a family member who will move out soon. For families, this is your chance to own a nice home, renovated with a garden in law unit in the basement. The second floor & garden units are currently rented. The owner's unit on the main floor with 2 BR and 2 baths has been fully remodeled w a designer's chef's kitchen, w quartz counters, new cabinets, artsy backsplash, SS appliances & vent hood. Beautifully finished dark hardwood flooring in the living & dining areas, new plank vinyl flooring in kitchen plus modern light fixtures add sophistication with the right blend of character & style. Both full baths have new fixtures, lights. The 2nd floor unit has been freshly painted, some parts like both baths have been remodeled. There are 3 good sized BRs with a small den or storage in the back of the unit including storage, whole unit has natural hardwood flooring. The garden or basement unit was used by another sibling, so the second floor & garden units share one electric bill. The garden unit has also been fully remodeled with an all new kitchen, with new 2 BR and 2 full baths. The boiler is less than 15 years old, work is being done on all the windows, limited to the mechanism. The 2 car detached garage just underwent extensive repair and has new siding & a new roof. There is a huge patio in the back, a garden and a grassy area for summertime fun. The brick has been well maintained with tuckpointing, and the large front porch overlooks a tree lined street in a great neighborhood. Owner has retired and is selling the property strictly "AS IS". Appointment 24 hours notice please, current family member will allow access to all units when available.

5834 W Dakin Street, Chicago

$700,000

9 Beds ⋅ 3 Baths ⋅ 12786710 MLS ⋅ CONTINGENT Status

They don't make them like this anymore! Built in 1909 and extremely well maintained by the same owner for over 30 years, this classic brick 2-flat sits on an oversized 35' wide Chicago lot in the heart of vibrant Six Corners Portage Park, just steps from Old Irving Park. Each unit offers 3 bed/1 bath, a formal dining room, an eat-in kitchen with peninsula, and a sunny bay window, along with the vintage charm buyers love: high ceilings, natural oak trim, and solid wood doors. The 1st floor shines with gleaming hardwood floors throughout. The full finished basement offers front and rear entrances, 3 bedrooms, 2 storage rooms, a full bath, a laundry room, new flooring, and the potential to duplex down. The 2nd floor unit has its own separate entrance, in-unit laundry, new 2026 carpet, and an updated bath vanity. Central air throughout, including the finished basement, and recessed lighting throughout. Each unit has its own furnace, A/C, and water heater, with separately metered gas and electric. The entire property has been freshly painted and is exceptionally clean and move-in ready. Outside, enjoy a beautiful garden, a 2-car brick garage with 220V power ready for EV charger installation or a workshop, and exterior apron parking. A perfect house hack: live in one unit and rent the other, or add a solid investment to your portfolio. Minutes from Six Corners shopping and dining, the Portage Theater, Portage Park, the Mayfair Metra, the Montrose Blue Line, and the Jefferson Park Transit Center, with quick access to I-90/94 for O'Hare or downtown. A rare blend of character, location, and opportunity.

4908 W Berteau Avenue, Chicago

$625,000

5 Beds ⋅ 3 Baths ⋅ 12774578 MLS ⋅ CONTINGENT Status

Rarely available and meticulously maintained by the same owners for over 25 years, this all-brick 2-flat with a finished in-law suite/garden unit in a highly sought-after Portage Park location offers an incredible turnkey opportunity for smart investors or live-in buyers. Boasting exceptional curb appeal on a generous 30 X 125 lot, this property radiates pride of ownership and lucrative investment potential. The first-floor unit (leased through 12/31/26) features a classic Chicago layout with a large living room, a separate formal dining room with gleaming hardwood floors, and a spacious eat-in kitchen equipped with stainless steel appliances, a gas stove, a dishwasher, and a large walk-in pantry. It also includes two bedrooms (with hardwood under the carpet), a dedicated office space, and a full bathroom. The top-floor unit (leased through 06/30/27) underwent a complete gut rehab in 2001 and is filled with abundance of natural light. It features beautiful hardwood floors throughout the extra-large living room, a separate formal dining room, and a modern, updated kitchen with custom cabinetry, stainless steel appliances, and a pantry. It also includes two bedrooms, a versatile bonus room perfect for a nursery, office or den, and an updated bathroom. The lower level includes the non-conforming finished in-law suite/garden unit featuring hardwood floors, a spacious living room, and a large eat-in kitchen - perfect for additional rental income (currently vacant). The shared basement area offers separate mechanical infrastructure with three individual electric panels, a 7-to-8-year-old hot water heater, radiator heating, and a common laundry area complete with two washers, two dryers, and a utility sink. Additional features include a beautifully manicured backyard ideal for summer entertaining, a detached two-car garage, and new windows (2000) with a lifetime warranty. Perfectly situated in a prime, highly sought-after location, this property offers unbeatable transit access, minutes to the Jefferson Park CTA Depot, Metra stop, and I-90/94 for effortless commutes to both O'Hare and downtown. Enjoy being steps away from iconic Portage Park, boasting its Olympic-sized pool, tennis courts, playgrounds, a dog park, and bike paths, alongside fantastic local restaurants and shopping. While currently generating reliable income, current rents are well below market value, presenting a massive value-add opportunity to capture the significantly higher rental rates this booming area commands. This property offers incredible flexibility for owner-occupants and investors alike. Neither the agent nor the seller represent the legality of the garden unit. Buyer to verify local zoning ordinances and building compliance. Don't miss your chance to own a well-maintained income-producing gem in Portage Park!

5316 W Pensacola Avenue, Chicago

$749,990

7 Beds ⋅ 3 Baths ⋅ 12754455 MLS ⋅ ACTIVE Status

An amazing large Victorian 2-flat with finished basement sitting on a TRIPLE LOT 75x125 !! It is a true value; an owner-occupied home + income or as a 2-3 units income investment. The building has large units: 3bdr/1bth, 2bdr/1bth and the full high finished garden unit with 1bdr/1bth.Each unit is having their own furnaces and central air conditioning, big kitchens and hardwood floors. Tenants pay their own utilities (except water).Nice, huge and fenced yard for summer fun. An enclosed porch, a two car garage plus parking pad to fit 3 more cars. Property sold "AS IS" but it has great bones. Located in amazing location: just steps from CTA busses and close to expressway. This building is in a very hot neighborhood where opportunities like this rarely arise!

6042 W Addison Street, Chicago

$550,000

3 Beds ⋅ 3 Baths ⋅ 12773164 MLS ⋅ ACTIVE Status

Beautifully maintained 2-flat on Chicago's Northwest Side. This home offers space, character and real value for owner-occupants or investors alike. The first floor features large, well-proportioned rooms with hardwood floors and natural woodwork throughout. The bathroom has been updated, and the kitchen offers a family-style layout with plenty of room to cook and gather. A spacious family room rounds out the main level. The second floor includes 1 bedroom, offering flexible living space or strong income potential as a rental unit. The basement is fully finished adding valuable extra living space to the home. Outside, you'll find a 2 car garage plus a side drive, offering plenty of off street parking. This is a must see property for buyers looking for space, character and long term value. Schedule your showing today.

5023 W Eddy Street, Chicago

$585,000

7 Beds ⋅ 3 Baths ⋅ 12754929 MLS ⋅ CONTINGENT Status

Beautiful, solid brick two-flat that has been very well maintained and cared for. Both units are spacious and bright, featuring 2 bedrooms, huge living rooms, formal dining rooms, and beautiful hardwood floors throughout. The second-floor unit also features central A/C for added comfort. A full finished basement with an additional bathroom offers even more living and storage space. The property includes a two-car garage and a beautiful backyard, perfect for relaxing or entertaining. Conveniently located close to stores, restaurants, and public transportation. A great opportunity for an owner-occupant or investor looking for a well-kept property with plenty of space and potential.

5118 W Byron Street, Chicago

$495,000

4 Beds ⋅ 3 Baths ⋅ 12764945 MLS ⋅ CONTINGENT Status

Beautiful, Legal 2 Flat with Finished Basement in the heart of Dunning, Chicago. Excellent building includes top floor unit 2 Bed 1 Bath. First floor unit 2 Bed 1 Bath and a full finished basement for an additional living area and 3rd Full Bath. Bright open units each feature private rear porches and rear exterior deck. Long time owner, solid and well maintained building. Water heater 2023, 1st floor shower 2025, and washer/dryer 2022. Each unit comes equipped with refrigerator, stove, and dishwasher. Excellent location, located on a quiet street close to restaurants, shopping, parks, schools, train and highway! Just a short drive to the Harlem Irving Plaza shopping center. This home has it all! Don't miss out! HURRY!!

6206 W Grace Street, Chicago

$600,000

4 Beds ⋅ 3 Baths ⋅ 12748911 MLS ⋅ CLOSED Status

Amazing brick 2-flat opportunity in Portage Park, situated on an oversized 35' x 125' lot. This property offers excellent upside potential by duplexing the first-floor unit into the lower level, which features good ceiling height and an existing bathroom. The front stairwell is configured to allow for a straightforward entryway modification, seamlessly connecting the two levels. Once completed, the duplex-down unit could offer either 3 beds / 2 baths or 4 beds / 2 baths. Both units are currently configured with 2 bedrooms and 1 bathroom. The second-floor unit features an enclosed rear porch that has been incorporated into the living space and works perfectly as an office or den. Additional highlights include basement laundry, a two-car detached garage, and a separate parking pad for a third vehicle. This property is an excellent alternative to a single-family home, with the added benefit of rental income to help balance ownership costs. The first-floor tenant will vacate at the end of September. Please refer to the showing schedule for prearranged showing times.

5051 W Berenice Avenue, Chicago

$695,000

6 Beds ⋅ 3 Baths ⋅ 12709724 MLS ⋅ CLOSED Status

Great 2 flat plus In-law in Portage Park. Every unit has been updated with fresh paint top to bottom, 2 New forced air Hvac systems with new AC condensers, New Bathrooms in 2 upper units, New kitchen appliances, All new lighting fixtures, New Main Breaker boxes, New front lawn and garden, New Quartz countertops in all 3 units. In-law unit has 2 beds 1 bath. Oversized height in garage. This place is good as new. Bring you clients this wont last long!!! Agent owned interest

4140 N Marmora Avenue, Chicago

$571,000

3 Beds ⋅ 2 Baths ⋅ 12735726 MLS ⋅ CLOSED Status

WOW! amazing Well-maintained legal 2-flat in desirable Portage Park! Come see the classic charm of this 2 unit that has stained glass, built-ins original woodwork with crown molding. Also features forced heating and Central air for both units which is rare for this type of buildings The main floor has all beautiful hardwood floors, a spacious Spacious living room, formal dining room, also has additional sunroom that was finished and insulated which can be used for Den or Office! 1st floor has eat in kitchen with back porch that can be used for extra storage. The bright second-floor unit features large kitchen formal living and dining rooms all hardwood floors. Bathroom features beautiful bath tub and standup shower! Each unit has a separate forced air furnace and AC unit along with its own hot water heater! Outside, you'll find a good-sized yard with plenty of green space along with garage with o the yard-perfect for outdoor entertaining and gatherings. Building has all newer windows copper plumbing mechanicals are in good shape as well. This corner 2 unit is on a great block Conveniently located near shopping, public transportation, restaurants, parks, and more.

5258 W Dakin Avenue, Chicago

$760,000

5 Beds ⋅ 3 Baths ⋅ 12714975 MLS ⋅ CLOSED Status

Portage Park and Six Corners turnkey brick 2 flat with additional finished garden unit and detached 2.5 car garage with storage. The building has been impeccably cared for creating a low maintenance investment for the next owner. Large fenced lot and landscaped backyard and additional side yard with paver patio. Fully leased with excellent tenants and 6.1 cap rate (could easily be 7). Unit 1 is a bright garden 2 bedroom/1 bath, Unit 2 is a high first floor with 2 beds/1 bath (and opportunity to add 3rd bed), and Unit 3 is a top floor 3 bed/1 bath. So many updates! Key building features including a brand new roof in June 2026 on building and garage, two new hot water heaters, one newer boiler (and both perfectly maintained). Updated street facing windows past few years and newer windows throughout (past 10). Updated bathrooms and kitchens along with much of the electrical and plumbing throughout. All units have new stainless refrigerators and include dishwashers. Hardwood floors (laminate kitchens) in upper two units and wood laminate floors in garden unit. Brand new garage door opening system. Middle unit has opportunity to add 3rd bedroom (dining are could be converted). Coin-op laundry in basement for added income. Unbeatable location with easy access to the highway, Metra and Blue line. Walk to charming shops, cafes and restaurants, Jewel, Aldi, Chipotle, Starbucks and more.

4912 W Berteau Avenue, Chicago

$850,000

21 Beds ⋅ 8 Baths ⋅ 12697863 MLS ⋅ CLOSED Status

Rare opportunity in highly desirable Portage Park! Set on an impressive 58' x 300' private lot, this one-of-a-kind property offers exceptional versatility for investors, owner-occupants, or multigenerational living.The front building is a legal two-flat featuring separate utilities for each unit. The first-floor unit offers 2 bedrooms, while the second-floor unit features 2 bedrooms, 2 full bathrooms, plus a dedicated office and central air conditioning. Both units have their own washer and dryer and storage space in the basement.The rear building is a separate single-family home offering flexible living arrangements. The main level features 3 bedrooms and 1 full bathroom, while the second floor includes a private 1-bedroom unit with its own entrance-ideal for extended family, guests, or related living. The home is equipped with two independently controlled furnaces and two central A/C units, all serviced by a single gas and electric meter. The basement includes a washer, dryer, and additional storage. A deck off the first-floor bedroom overlooks the expansive backyard.Completing the property is a rare side drive leading to a 4-car garage plus additional off-street parking. Conveniently located within walking distance to Wright College, shopping, parks, and public transportation, with easy access to I-90. A truly unique property offering endless posibilities in outstanding location.

4141 N Mobile Avenue, Chicago

$600,000

5 Beds ⋅ 3 Baths ⋅ 12682175 MLS ⋅ CLOSED Status

Portage Park Legal 2-Flat with Finished Basement - Ideal for Extended Family or Additional Income Well-maintained legal 2-flat in desirable Portage Park featuring a finished basement with a full bath and two bonus rooms, offering excellent flexibility for extended family living, guest space, or potential additional income opportunities. The main floor showcases beautiful hardwood floors, a spacious eat-in kitchen with dinette area, formal dining room, granite countertops, and stainless-steel appliances. Freshly painted throughout and truly move-in ready. The bright and sunny second-floor unit features an open-concept kitchen and great room area, creating a comfortable and inviting living space. Outside, you'll find a 2-car garage with overhead doors on both the front and rear, providing convenient access to the yard-perfect for outdoor entertaining and gatherings. Conveniently located near shopping, public transportation, restaurants, parks, and more. Don't miss this versatile investment or owner-occupant opportunity in the heart of Portage Park!

5107 W Berenice Avenue, Chicago

$577,000

6 Beds ⋅ 2 Baths ⋅ 12679639 MLS ⋅ CLOSED Status

2 flat in desirable Portage Park, with units substantial enough for an owner occupant, and 6.5 capitalization rate for investors. Rare opportunity to own this move in ready 2 flat, each boasts 3 bedrooms, 1 bathroom, central heat/air, generous kitchen size and storage. 1st floor has sleek granite chef's kitchen, luxe cabinetry, and two flex living/dining spaces, in unit laundry, with formal entryway/closet, and hardwood floors. 2nd floor has a large eat in kitchen, pantry, parquet and hardwood. Each unit has one bedroom that can fit king bed, one bedroom that will fit a queen bed, and updated bathrooms with shower/tub combo. 2 car garage with sunny yard, fresh landscaping out front. Proper stairway to unfinished attic, unfinished dry basement. Furnace/AC compressor, washer/dryer and most kitchen appliances have been replaced 2022-2025. Tenants pay all utilities, $4,350 monthly rent, tenants would like to stay. Amazing location close to the expressway, Metra Mayfair, and El Montrose blue line! Portage Park/Schurz neighborhood schools.

4825 W Hutchinson Street, Chicago

$680,000

4 Beds ⋅ 2 Baths ⋅ 12677930 MLS ⋅ CLOSED Status

***Multiple Offers Received. Highest & Best Offers Due Sunday 6/21/2026 @ 5pm*** Welcome to this Portage Park two-flat gem situated on an oversized lot! This beautifully maintained building features two spacious 2-bedroom, 1-bath apartments, each with newly installed in-unit laundry. The units offer nearly identical layouts and finishes, with a few unique touches: the second-floor unit includes an additional closet, while the first-floor unit features a charming built-in dining room hutch. Both apartments showcase beautiful hardwood floors, generous living spaces, a formal living room with decorative fireplaces, and a separate dining room. The fully remodeled kitchens feature white shaker cabinets, stainless steel appliances, subway tile backsplashes, and updated lighting. The updated bathrooms have been completely renovated with new tile, vanities, toilets, mirrors, lighting, and fixtures. Additional improvements include new windows throughout the entire building. All new wiring - replaced the old cloth wires - 100 AMP service. New light fixtures throughout. Freshly painted. Private deck areas overlook the large backyard, offering great outdoor space for relaxing or entertaining. Gas and electric utilities are separately metered, and while the property is currently owner-occupied, it is truly turnkey and ready for rental income after closing. Ideally located in one of the city's most sought-after neighborhoods, you'll enjoy easy access to I-90/94, the Metra, Blue Line, Six Corners, and Portage Park, along with an abundance of shopping, dining, and entertainment options. Whether you're an investor looking for a fantastic income property or a buyer seeking the perfect multi-generational home, this exceptional opportunity checks all the boxes. Don't miss your chance to make it yours-this one won't last long!

4908 W Pensacola Avenue, Chicago

$610,000

6 Beds ⋅ 3 Baths ⋅ 12670781 MLS ⋅ CLOSED Status

Investment or Conversion Opportunity in Portage Park This meticulously maintained and super clean 2-flat home in Portage Park is ready for immediate tenant occupancy OR unlimited potential to convert this to a combined spacious detached home. Located on a quiet one-way street, this sunny, 2-unit home sits on an extra-wide 30' x 125' lot, offering space to breathe both inside and out, along with a detached two-car garage for added income potential. The main floor unit features solid hardwood flooring, 3 bedrooms and 1 full bath. The upstairs unit, with two generously sized bedrooms and a full bath - features a walk-in pantry, large mudroom, plus new carpet for noise reduction - wood flooring protected below! Each unit has it's own water heater, electrical panel & central air compressor. Both units have interior access to shared laundry & additional basement storage that includes 1 additional full bath. Within blocks to Gray Elementary School and Portage Park, and minutes from Six Corners, I-90/94, and the Grayland Metra station. Enjoy easy access to coffee shops, farmer's market, tennis courts, baseball fields, swimming pool, playground, dog park, and more.

5337 W Berenice Avenue, Chicago

$603,000

6 Beds ⋅ 2 Baths ⋅ 12674536 MLS ⋅ CLOSED Status

Hot Portage Park Opportunity! Exceptionally well-maintained brick 2-flat situated on an oversized lot in a prime location close to shopping, dining, parks, public transportation, and more. Each spacious unit features 3 bedrooms, hardwood floors throughout, freshly painted interiors, central air conditioning, and generously sized rooms. Enjoy king-sized primary bedrooms, large eat-in kitchens, and expansive rear decks perfect for outdoor entertaining. The oversized backyard offers ample space for recreation, gardening, or future possibilities. Attached two car garage. A fantastic opportunity for investors or owner-occupants alike in one of Chicago's most desirable neighborhoods!

4036 N Austin Avenue, Chicago

$625,000

6 Beds ⋅ 3 Baths ⋅ 12599513 MLS ⋅ CLOSED Status

Well-maintained legal 3-unit property offering a truly low-maintenance ownership opportunity. The property features a two-flat in the front and a separate coach house in the rear, equipped with its own heating and central air systems. Exterior work last completed in 2012, including new roofs, siding, gutters, and downspouts. Newer concrete sidewalks further enhance the property's curb appeal and functionality. Interior improvements include new sewer line (2020), new sump pumps (2020) and new electrical panels (2020) among other small improvements (property professionally managed during this ownership)! All 3 units have 2 bedrooms and 1 bathroom. Main house has full basement with coin laundry. Coach house has attic and basement with it's own laundry AND exterior parking space. Opportunity to live in the 1st floor unit that is currently vacant (market rent $1800/month). Oversized lot situated in a desirable neighborhood. Easy investment opportunity!

6316 W Warwick Avenue, Chicago

$655,000

7 Beds ⋅ 3 Baths ⋅ 12650749 MLS ⋅ CLOSED Status

WELCOME TO 4146 N MARMORA AVE. THIS VERY SPACIOUS AND IMPECCABLY MAINTAINED ALL BRICK 2-FLAT FEATURES BIG AND SUNNY APARTMENTS WITH 3 BEDROOMS EACH, HARDWOOD FLOORS THROUGHOUT, NICE, SPACIOUS KITCHENS, FINISHED BASEMENT WITH ADDITIONAL LIVING SPACE WITH A BATHROOM AND A BEDROOM. ALL BRICK 2 CAR GARAGE, DOUBLE PANE WINDOWS (2015), GAS HOT WATER TANKS (2025) ELECTRIC WATER TANK-5 YO. WELL MAINTAINED RUBBER ROOF (2014) TENANTS PAY ALL UTILITIES. EACH UNIT INCLUDING THE BASEMENT HAS A SEPARATE HEATING SYSTEMS, HOT WATER TANKS AND AN ELECTRIC METERS. STEPS FROM SCHOOLS, SHOPPING, TRANSPORTATION. GREAT INVESTMENT PROPERTY IN AN EXCELLENT LOCATION!

4146 N Marmora Avenue, Chicago

$672,000

8 Beds ⋅ 3 Baths ⋅ 12644330 MLS ⋅ CLOSED Status

**Multiple offers received. Highest and best due by Saturday, May 16, at 5 pm.** This beautifully maintained all-brick legal 2-flat with an in-law garden unit in sought-after Portage Park is an incredible investment opportunity or ideal owner-occupied property. Live in one unit while generating rental income from the others. Each oversized unit offers hardwood floors, three spacious bedrooms, a full bath, generous closet space, and a rare front balcony, perfect for enjoying warm spring and summer evenings. The large kitchens open seamlessly into inviting family rooms, creating an ideal layout for entertaining and everyday living. The garden unit features two bedrooms and one bath. Additional highlights include a coin-operated laundry, an enclosed rear porch, and a detached 2-car garage with the opportunity for additional rental income from one or both garage spaces. Located just minutes from the Kennedy Expressway and steps from the Montrose Blue Line, this home offers unbeatable access to O'Hare Airport, restaurants, coffee shops, parks, schools, shopping, and neighborhood favorites like Bacci Pizza. Easy to show and truly move-in ready. Don't miss this!

4916 W Hutchinson Street, Chicago

$605,000

5 Beds ⋅ 2 Baths ⋅ 12626120 MLS ⋅ CLOSED Status

Classic all brick two flat sitting on an extra wide 30 foot Chicago lot in the heart of North Portage Park. Both units offer spacious layouts with large kitchens, generous living areas, well sized bathrooms, and hardwood floors throughout. Unit 1 features in unit laundry, while Unit 2 laundry is conveniently located in the basement. Utilities are fully separated, boilers were replaced within the past 13 years, and the newer 2 car garage adds everyday convenience and long term value. The unfinished basement provides functional storage space with ceiling heights of approximately 6 feet. Minutes from CTA bus and train lines, shopping, and parks. A well maintained building with strong bones on a rare wide lot in an established northwest side neighborhood.

5147 W Cullom Avenue, Chicago

$585,000

6 Beds ⋅ 3 Baths ⋅ 12612498 MLS ⋅ CLOSED Status

Welcome to this well maintained 2 flat. The Garden unit features 2 bed/1 bath and in unit laundry. The 2nd floor is duplex up and it features a dining/ living room area/ eat in kitchen / with in unit laundry as well. This duplex features 1 bed/1 Bath on the main level and 3 bed/ 1 additional bath on the 2nd floor. The backyard is massive with a nice size deck and 2 car garage. This building has been well maintained. If you been thinking of living in one unit and renting the other, this is it.

5935 W Patterson Avenue, Chicago

$690,000

7 Beds ⋅ 3 Baths ⋅ 12594552 MLS ⋅ CLOSED Status

Welcome to 4311 N Melvina Ave, an exceptional investment opportunity in the heart of Portage Park/ Dunning neighborhood. This well appointed 2 flat offers updated interiors across the first floor and finished lower level. The first floor offers a beautifully updated kitchen (2021) with stainless steel appliances, hardwood floors throughout, 3 bedrooms, updated full bath. The second floor residence features 2 bedrooms and a full bath, filled with abundance of natural light that enhance the warm and welcoming living spaces. The finished garden-level in-law suite showcases newer flooring, a beautifully updated bath and freshly painted (2024) offering exceptional flexibility for extended living, guests accommodations, or additional private space. The building also features convenient coin laundry in the lower level. A one-car garage a fully fenced yard, and a cozy patio, this home is perfectly suited for summer gatherings or quiet mornings enjoying coffee outdoors. Home is located minutes from public transit, highways, restaurants, Six Corner shopping and dining. A distinguished property offering the perfect balance of lifestyle, flexibility, and investment potential.

4311 N Melvina Avenue, Chicago

$535,000

4 Beds ⋅ 2 Baths ⋅ 12605491 MLS ⋅ CLOSED Status

Well maintained classic Chicago brick 2 flat building in Portage Park area close to shopping, dining, parks, and everyday conveniences. Building features 2 units with 2 bedrooms and 1 full bath. Second floor has been updated. Detached Two car garage.

4147 N Marmora Avenue, Chicago

$610,000

5 Beds ⋅ 3 Baths ⋅ 12603457 MLS ⋅ CLOSED Status

This impeccably updated two-flat sits in the vibrant heart of PORTAGE PARK, offering a truly moveinready opportunity. Major improvements have been completed throughout, including a newer roof and garage, along with numerous additional upgrades. Equipped with a dual heating system, featuring both central heat and hot water for year-round comfort. Each unit includes a formal dining room, perfect for hosting gatherings. The first floor also offers a heated, enclosed porch that can be enjoyed yearround. A charming, fully finished basement provides 2 generous bedrooms and 1 bath, ideal for extended living or guests. A dedicated laundry room and abundant basement storage help keep everything organized. Outside, relax in the inviting backyard, set within a soughtafter neighborhood just minutes from major highways, public transit, and the bustling Six Corners shopping and dining district. This is a rare find you'll be thrilled to discover. Schedule your private tour today and seize this exceptional opportunity.

4314 N Menard Avenue, Chicago

$535,000

4 Beds ⋅ 2 Baths ⋅ 12588254 MLS ⋅ CLOSED Status

Lovely 2 flat in Portage Park! This well-maintained corner lot home offers exceptional value for both owner-occupants and investors. The first floor has newer stainless steel appliances, a range hood, and an in-unit washer and dryer. 2nd floor vacant by 6/30, 1st floor can be vacant by closing. The second floor was fully updated in 2019 and has been well maintained. Both units have central A/C and separate utility meters. This property also includes a 2-car garage, plenty of free street parking, and a private backyard space. Each unit has 2 separate entrances. Full unfinished basement with lots of potential. Located steps from parks, shops, restaurants, public transit and schools. AS-IS!

5758 W Warwick Avenue, Chicago

$455,000

5 Beds ⋅ 2 Baths ⋅ 12446005 MLS ⋅ CLOSED Status

Rare Portage Park Find! Beautiful American Four Square Legal 2-Flat with Exceptional Potential. Beautifully maintained and filled with charm, this classic American Four Square legal two-flat offers character, hardwood floors throughout, and thoughtful modern updates. Perfect for investors or owner-occupants seeking flexible living space and strong rental potential. First Floor Unit: 2 bedrooms, 1 bath, charming eat-in kitchen with large pantry, and in-unit washer/dryer. Second Floor Unit: 3 bedrooms plus den (currently used as a fourth bedroom), 1 bath, charming eat-in kitchen with spacious pantry room. Both units feature bright, spacious rooms, central air, separate gas forced-air heating and cooling systems, and separate 100-amp electrical service. The property includes a full, clean, dry basement and a full walk-up attic ideal for storage or future expansion. Additional improvements include a newer rear porch and a 2.5-car garage. Previously used by a School of Metaphysics, the building layout offers excellent flexibility. Maintain as a traditional two-flat, live in one unit and rent the other, or explore attic expansion possibilities. Fantastic location - move-in ready with room to grow. Property sold As-Is.

5021 W Irving Park Road, Chicago

$661,500

6 Beds ⋅ 2 Baths ⋅ 12567422 MLS ⋅ CLOSED Status

Beautifully maintained brick 2-flat in the heart of Portage Park! Both spacious 3-bedroom, 1-bath units feature gleaming hardwood floors, updated eat-in kitchens with white shaker cabinets and modern finishes, in-unit washer and dryer, updated windows, and separate HVAC systems. Each unit offers ample storage and is filled with natural light throughout. Enjoy a private backyard perfect for relaxing or entertaining, plus a two-car detached garage for convenient off-street parking. Located on a quiet tree-lined street with easy access to Portage Park, restaurants, shopping, public transit, and I-90/94. Ideal opportunity for owner-occupants or investors-live in one unit and rent the other or hold both for steady income.

5039 W Cullom Avenue, Chicago

$555,000

6 Beds ⋅ 5 Baths ⋅ 12499169 MLS ⋅ CLOSED Status

Solid brick two flat on a corner lot with a brick 2 car garage. 3 bedroom, 1.1 bath on each floor. Full sized laundry in basement. Legal two flat, basement has it's own entry door and a bathroom, so could easily be turned into a rental unit.

3658 N Laramie Avenue, Chicago

$695,000

5 Beds ⋅ 3 Baths ⋅ 12469735 MLS ⋅ CLOSED Status

Beautifully maintained Portage Park 2-flat with garden in-law unit. Across from Portage Park, steps to Portage Cafe, Ciao Ciao Cafe and Sutherlands. Each floor has two good size bedrooms plus tandem room. Formal dining room, living room, hardwood floors, ss appliances in each unit. First floor is a 2-bedroom, 1-bath with separate living and dining room. Second floor apartment is a 2-bedroom, 1-bath with separate living and dining room fully rehabbed in 2018 with washer/dryer in unit. Radiator heat on first and second floor. Original wood floors and trim. Finished garden in-law unit is a 1-bedroom, 1-bath fully rehabbed in 2018. Laundry room and additional storage in basement. 2 1/2 car garage, good size finished deck for entertainment & kids swing and climbing set. Owner Occupiers or Investors alike will see the value in this Portage Park gem.

5436 W Dakin Street, Chicago

$450,000

7 Beds ⋅ 3 Baths ⋅ 12468876 MLS ⋅ CLOSED Status

This Gem in Chicago's Portage Park offers three spacious legal units in a distinctive brick building with a pitched roof, set on an oversized lot that's virtually unheard of in the city. Lack of parking would never be an issue with it's extra long side driveway which allows for many tandem spots that leads to a huge backyard-creating a private oasis ideal for outdoor living, expansion, or simply room to roam, you also have a 2 car garage for extra parking or income opportunity to offer to tenants. Each unit is thoughtfully laid out with oversized kitchens, original hardwood floors and natural woodwork, bring your ideas to make these incredible units your own, the generous spaces will make it easy to bring them to life and increase your rental income potential. The garden-level flat awaits your complete renovation vision, while the upper units offer solid function and charm. Long term tenants currently leasing mo/mo in units G and 2. Unit 1 is owner occupied. Several CTA bus lines (152, 91, 85) stop just a few minutes away on Cornelia, and a short walk leads to Metra lines MD-W, MD-N, and UP-NW, offering strong connectivity across the city. You're also just steps from Chopin Park. This unique building presents an outstanding canvas for investors or owner-occupied buyers ready to make it their own. Estate Sale being sold in AS-IS condition. Don't miss out on this unique opportunity, schedule your showing and submit your offers today!

4912 W Cornelia Avenue, Chicago

$485,000

4 Beds ⋅ 3 Baths ⋅ 12469868 MLS ⋅ CLOSED Status

Portage Park 2-flat on a quiet tree-lined street with brand new tear-off roof (September 2025). This well-maintained building features two spacious 2 bed/1 bath units, each offering a classic layout with a bright living room, separate dining room, hardwood floors, and central air. The first-floor unit boasts a cozy fireplace, and the second-floor kitchen was updated in 2017, adding modern functionality to vintage charm. The partially finished basement includes another bath, bedroom, laundry area, and ample storage space. Enjoy the outdoors in the fenced backyard with a patio, or take advantage of the two-car detached garage. Central air in both units adds comfort year-round. Located near beautiful Portage Park, with easy access to public transportation, shopping, and dining. Recent updates include new front steps, furnaces replaced in 2023/2024, and an A/C condenser in 2024. Full of opportunity!

4130 N Mason Avenue, Chicago

$689,000

6 Beds ⋅ 4 Baths ⋅ 12462547 MLS ⋅ CLOSED Status

5000 W Grace is a welcoming brick multi-unit residence nestled on a sunny 29' wide south facing corner lot in prime Portage Park. A spacious 3-flat brick building, it boasts two vintage 2 bed/1 bath units each with large living rooms, dining rooms, updated bathrooms, sun porches, and hardwood floors. The in-law basement suite has 2bd/1ba and updated kitchen. This classic vintage Chicago building has tons of architectural charm, high ceilings, spacious common areas, large windows and has been lovingly maintained and owner occupied. Many improvements and updates have been done over the years, including back porch interiors and exterior siding and gutters, sewer back stop and clean out install, bathroom updates, new windows throughout, refinished hardwood floors, regularly maintained HVAC, new privacy fence, all copper pipes and more. Top floor and basement units are occupied until 9/30 and first floor unit is vacant and ready for a new live-in owner or tenant. Keep the current tenants or fill the units with your family, friends, or new leases. 5000 W Grace St is a perfect blend of classic charm and modern amenities, ready to welcome its new owner!

5000 W Grace Street, Chicago

$552,200

5 Beds ⋅ 3 Baths ⋅ 12451350 MLS ⋅ CLOSED Status

Expansive, updated 2-flat on oversized lot with modern kitchens and baths and versatile living options. The spacious top-floor unit features 3 bedrooms + den-ideal for strong rental income. The main-floor unit offers 2 bedrooms + den and space to offer 3rd bedroom. Option to maximize rent with duplex down or create an in-law suite in the basement. Solid building with lots of newer updates: Garage with party door and concrete (2021), fence (2022), Tuckpointing and new gutters w leaf guard (2020), roof and windows (2015). This property is perfect for investors or owner-occupants seeking extra income. Basement is roughed in with toilet in place making renovation easier. Walking distance to picturesque Portage Park and schools. Close to 90/94, Metra, Blue Line.

5253 W Cullom Avenue, Chicago

$615,000

5 Beds ⋅ 3 Baths ⋅ 12397302 MLS ⋅ CLOSED Status

Turnkey brick two flat brick on a 30' X 125' lot in prime Portage Park! Quaint tree-lined street features pride of ownership up and down the block. Two well maintained 2 bed / 1 bath units plus an unofficial garden apartment for added income. Well maintained building features oak hardwood flooring in both flats, updated kitchens, newer appliances & remodeled baths. Each flat has a huge living room, formal dining room, and extra sun room which could function as an additional bedroom. Each unit has separate metered electricity and gas & is outfitted with individual furnaces along with central air conditioning. In-unit laundry in each unit and common laundry room in basement apartment. Detached 2 car garage and grassy yard in the rear of the lot. Ample street parking. Near CTA, shopping, restaurants, beautiful Portage Park, schools, and easy access to expressways & O'Hare/downtown. Building in great condition but is being sold as-is. Fully rented, low maintenance property makes this an ideal investment in a high demand rental neighborhood!

4107 N Monitor Avenue, Chicago

$635,000

7 Beds ⋅ 3 Baths ⋅ 12430944 MLS ⋅ CLOSED Status

Brick 2 flat with a one bed room in-law arrangement in lower level remodeled kitchen and baths. Beautiful hardwood floor in living room and dining room. 3 bed rooms in first and 2nd floor with enclosed porches with some new windows. Newly tuckpointed building. 2 car garage, fenced yard. Great for owner occupied or investor. Great location!

5015 W Montrose Avenue, Chicago

$610,000

4 Beds ⋅ 2 Baths ⋅ 12428993 MLS ⋅ CLOSED Status

Don't miss this incredible opportunity to own a beautifully rehabbed Legal 2 flat with a full-sized basement located in the heart of Portage Park! Each unit features a sprawling 2 bedroom and 1 bathroom layout, with a bright living and dining room along with a kitchen.The kitchens boast custom white cabinetry, quartz countertops, LED under-cabinet and Samsung stainless steel smart appliances! Bathrooms have been completely modernized with quartz countertops, rainfall shower heads, and vanities. Spacious 2 car detached garage you will never run out of storage! Located on a quiet block close to schools, parks, and public transportation. Don't miss out - pictures can't capture its true beauty. Schedule your showing today and experience it for yourself!

4846 W Roscoe Street, Chicago

$512,500

7 Beds ⋅ 3 Baths ⋅ 12415878 MLS ⋅ CLOSED Status

Welcome to this solid brick 2-flat with a finished basement and a 2-car garage! The second-floor unit was remodeled in 2025, featuring new windows, new flooring, fresh paint, 3 bedrooms, 1 bathroom, a spacious living room, dining room, and kitchen. The first-floor unit offers 2 bedrooms plus a tandem room, 1 bathroom, a living room, dining room, and kitchen. The finished basement includes 2 bedrooms, 1 bathroom, a kitchen, and a combined living and dining area. The common area provides a storage room, laundry room, and utility room. Enjoy a nice backyard in a beautiful neighborhood, conveniently located near highways, public transportation, and more!

5221 W Montrose Avenue, Chicago

$410,000

5 Beds ⋅ 3 Baths ⋅ 12407252 MLS ⋅ CLOSED Status

Investor Special in Belmont Cragin! This 2-flat in need of tlc is a fantastic opportunity for a owner occupant, flip or long-term rental investment. Located in a desirable and growing neighborhood on the northwest side of Chicago, the property is close to public transportation, shopping, schools, and parks. With some TLC, this building can produce great returns. Ideal for savvy investors or rehabbers looking to add value in a solid area. Don't miss your chance to turn this into a strong income-generating asset! Selling AS-IS.

5044 W Roscoe Street, Chicago

$850,000

6 Beds ⋅ 5 Baths ⋅ 12372167 MLS ⋅ CLOSED Status

Amazing custom built all brick gigantic 2 flat on a 60x125 lot! This is not your typical 2 flat! Be sure to look at the floor plans and you'll notice the grand room sizes and well thought out layout for spacious, comfortable living. The 1st floor owner's unit features newer wood flooring, an updated kitchen with granite countertops and backsplash, reverse osmosis water filter, 4 month new stainless refrigerator; the stainless stove, dishwasher, & microwave are approximately 4 years old. Each unit has a living room, family room, separate dining room, kitchen with eating area, primary bedroom with its own bath and vanity dressing area, 2 more bedrooms and another full bath. . Generous closet space throughout. The 2nd floor, currently rented, has carpeting over plywood, is in need of updating, but is in overall good condition. There's a large rec room and half bath in the basement, large closets, and a front load washer and dryer. 2 furnaces with humidifiers, 2 central air units, and 2 hot water heaters. 1 year NEW roof was a complete tear-off with the underlying plywood replaced. Oversized 2 1/2 car ATTACHED garage with a workbench area and direct entry into the building. The owner is providing an American Home Shield 1 year Warranty free to the buyer covering the mechanicals and appliances. Private big side yard with patio. Wonderful location in the Portage Park-Jefferson Park neighborhood. Short walk to Jewel and Portage Park for tennis courts, ball fields, an Olympic size pool, and adult & children's sports & activities. Jeff Park terminal with blue line L and Metra approximately 1.5 miles away.

5639 W Montrose Avenue, Chicago

$530,000

3 Beds ⋅ 2 Baths ⋅ 12345882 MLS ⋅ CLOSED Status

Located just a short stroll from the vibrant Six Corners shopping and dining district, this beautifully maintained legal 2-flat offers endless potential. The spacious main floor unit features two generously sized bedrooms and a large, updated bathroom. Gorgeous hardwood floors run throughout the open-concept living and dining areas, highlighted by a stunning bay window that floods the space with natural light. The kitchen is a cook's dream with stone countertops, a stylish backsplash, stainless steel appliances, and ample cabinetry. A large walk-in pantry adds extra storage, and the adjoining 4-season back porch opens onto a lush, landscaped yard-perfect for gardening or relaxing on the oversized deck. A 2-car garage completes the backyard oasis. The garden-level unit is legal and features impressive ceiling height and oversized windows, making it feel bright and airy. Currently tenant-occupied on a month-to-month lease (tenant pays their own utilities), it provides excellent rental income or in-law potential. Looking for more space? The unfinished attic offers high ceilings and the potential to add an office, bedroom, or studio-bring your ideas! Conveniently located near the Grayland Metra station and just a short ride to the Irving Park Blue Line, this property is ideal for commuters. Sold AS-IS. Don't miss this opportunity to own a versatile and character-filled property in a prime Chicago location!

4821 W Grace Street, Chicago

$675,000

5 Beds ⋅ 2 Baths ⋅ 12254421 MLS ⋅ CLOSED Status

Wonderfully maintained 2-flat on a double lot with numerous updates and exceptional features. Both units feature hardwood floors throughout, newer appliances, and excellent natural light. Each unit includes a sunroom off the living room and an extra sun porch or office space off the primary bedroom, providing versatile living options. The first-floor unit has a large deck off the back, perfect for relaxing or entertaining. Recent updates include a new roof, a new 400 amp electrical panel, a backflow prevention system for the sewer, washer/dryer in the upstairs unit, and the addition of central air and heat in both units. The all-brick construction adds durability and security, and the absence of a back alley creates an enhanced sense of privacy. The unfinished basement offers incredible flexibility, with two sets of washers and dryers, lockable storage spaces, and plenty of room for additional storage or future possibilities. The oversized 2.5-car garage, built in 2014, features an extra-thick concrete slab, 2-inch insulation, a fully insulated and drywalled interior, a separate 100 amp electric panel, and an 8-foot door. The double lot provides a spacious backyard with ample room for outdoor activities, as well as a side drive for additional parking. The home also has great natural light, which adds warmth and appeal. Current upstairs tenants paying $2,000 per month and would prefer to stay beyond their current lease, which runs until Aug. 31, 2025. This location offers easy access to transportation, with the Metra, Blue Line, and multiple bus routes, including Montrose, Cicero, Milwaukee, and Pace, all within walking distance. Parks, schools, restaurants, and entertainment are also nearby, making daily life convenient. This 2-flat offers a perfect blend of updates, versatility, and a prime location. Don't miss out on this fantastic opportunity!

4914 W Pensacola Avenue, Chicago

$550,000

4 Beds ⋅ 3 Baths ⋅ 12317262 MLS ⋅ CLOSED Status

AWESOME OPPORTUNITY TO OWN A SOLID BUILDING IN A GREAT LOCATION. NICE & WELL MAINTAINED 2 FLAT IN A GREAT THRIVING AREA. BOTH 1ST & 2ND FLOOR APARTMENTS HAVE 2 JUMBO BR'S & 1 BATH EACH. HIGH & DRY FINISHED BSMT WITH 2 BIG ROOMS AND 1 BATHROOM PERFECT FOR IN-LAW UNIT/DUPLEX DOWN. BEAUTIFUL OAK HRWD FLOORS THROUGHOUT. LARGE 35 X 125 LOT, 2 CAR GARAGE AND A CAR PORT FOR 1 EXTRA PARKING SPACE. GOOD SHAPE BUT BEING SOLD AS IS.

5130 W Roscoe Street, Chicago

$660,000

4 Beds ⋅ 3 Baths ⋅ 12310033 MLS ⋅ CLOSED Status

Prime Investment Opportunity in Highly Sought-After Portage Park! Perfect for investors or owner-occupants, this legal 2-flat with an additional in-law unit has been fully renovated and is move-in ready. It had a complete renovation in 2016)- New windows, doors, flooring, kitchens, front porch, and staircases. The top floor units feature high ceilings, large bedrooms, and an enclosed porch with terrace access. Unit 2 is a 2 bedroom rented for $1,990 which includes both garage parking spots and their lease expires 4/30/25. They are moving at the end of their lease. Unit 1 is a 2 bedroom rented to long term tenants for $1,750 which includes the carport parking spot and is leased through 7/31/25. Bonus non-conforming 2 bedroom garden unit is rented for $1,300 and leased through 10/31/25. All units have separate mechanicals. New heating and cooling systems for Unit 1 and Unit 2 in 2022. Nestled in a vibrant and bustling neighborhood, this property offers easy access to all that Chicago has to offer, just 10 miles northwest of downtown. Enjoy the nearby Portage Park, a local favorite for outdoor activities and community events. Plus, you're just minutes from Target, Aldi, Jewel-Osco, restaurants, shops, and more! Whether you're looking to invest or live in a multi-unit property, this one checks all the boxes. Schedule your showing today!

5110 W Byron Street, Chicago

$727,500

8 Beds ⋅ 3 Baths ⋅ 12259219 MLS ⋅ CLOSED Status

This great opportunity for a LEGAL 3 flat to "house hack" or invest in this well-maintained building! Fantastic opportunity, close to transportation, expressway, shopping, and many local establishments. New roof in 17' at a cost of 22k, new floors in Garden unit. Freshly painted units. 1st floor kitchen and Garden apartment had recently installed Luxury vinyl flooring. Recent upgraded internals on the Coin Laundry. Updated bath in Unit 1. Hardwood floors throughout, good room sizes, private fenced yard with raised gardens. 2 car garage plus gated exterior parking car port. **Owner is a licensed Illinois Broker**

5009 W Montrose Avenue, Chicago

$315,000

5 Beds ⋅ 2 Baths ⋅ 12218386 MLS ⋅ CLOSED Status

INVESTORS HERE IS YOUR OPPORTUNITY! BRING THIS DUTCH COLONIAL TWO FLAT BACK TO ITS 1920's GLORY! THIS PROPERTY HAS BEEN USED & OCCUPIED BY ONE OWNER HOWEVER IT IS ZONED AND METERED AS A TWO FLAT! THERE IS A HUGE BASEMENT/ ATTRACTIVE BRICK MASONRY EXTERIOR / DETACHED GARAGE. // BEAUTIFUL OAK FLOORS WAITING TO BE RESTORED / WIDE TRIM THRUGHOUT / FIRST FLOOR FEATURES: 3 BEDROOMS w WALK IN CLOSETS & 1 FULL BATH; HUGE LIVING Rm & DINING Rm KITCHEN w a LARGE PANTRY- SUN RM AREA LOCATED ON REAR // FRONT & BACK STAIRWAYS LEADING TO 2ND LEVEL APARTMENT // SECOND FLOOR FEATURES: 2 BEDROOMS w WALK IN CLOSETS & 1 FULL BATH; HUGE LIVING Rm & DINING Rm KITCHEN w a LARGE PANTRY- SUN RM AREA LOCATED ON REAR // BASEMENT FEATURES; NEW BOILER SYSTEM INSTALLED 2021!/ THERE ARE 5 RMS 1- 23x15 POTENTIAL LAUNDRY AREA/ 2- 23x13 MECHANICLE Rm/ 3- 7x19 STORE Rm/ 4- Large 31x15 REC Rm/ 5 11x10 EXTRA STORE Rm / PROPERTY WILL NEED EXTENSIVE UPDATING/ IT IS A GEM WAITING TO BE RESTORED TO ITS BEAUTY / LOCATED in HOT PORTAGE PARK AREA/ AS-IS SALE -NO FHA & NO VA OFFERS ACCEPTED - LIKELY CASH PURCHASE

3619 N Lotus Avenue, Chicago

$452,000

4 Beds ⋅ 3 Baths ⋅ 12214543 MLS ⋅ CLOSED Status

Unbeatable Portage/Jefferson Park location. Exceptionally large brick 2 flat with finished basement with a full bath perfect for duplexing! Looks like a large bungalow but second floor appears original construction large 1-2-bedroom apartment with front and rear separate entrances. Waiting on zoning certificate. Same owner for 57 years has maintained this property. Units boast very large room sizes. 1st floor Living room 19x15, Dining room 15x12, Kitchen 12x11 Bedrooms 13x10 and 11x10 plus a tandem room 11x7. Second floor Living room 12x11, Dining room or second bedroom 15x12, Bedroom one 13x12, Kitchen 13x12. Both apartments are loaded with extra storage areas including walk in pantries. Beautiful natural woodwork and trim throughout the entire building. Hardwood floors under all carpeting. Basement is finished with a fireplace, bar and a full bath and has potential to duplex with main level creating a possible 4+ bedroom 2 bath unit! Roof is 7 years old - boiler 5 years - hot water tank is brand new. Electric on circuit breakers. May need some updating but large solid building with good bones. Nice size rear yard with a large 2+ car garage. Estate selling "as is". Seller prefers to leave personal property existing in property. Any questions regarding this listing please contact Norbert Mika - Text or email preferred.

4242 N Monitor Avenue, Chicago

$545,000

5 Beds ⋅ 3 Baths ⋅ 12207346 MLS ⋅ CLOSED Status

Two flat brick building in Portage Park neighborhood with additional Garden in-law. Meticulously maintained building features solid oak HWF thru-out in both flats, many recent updates, including remodeled baths, kitchen with granite counters, stainless steel appliances. Each flat has a huge living room, formal dining rm, 2bed, 1 bath.and extra sun room. Each unit has sep elec and gas furnace. Detached large 2 car garage in the back of the lot. Plenty of street parking. Near CTA, shopping, restaurants, parks, schools, and easy access to x-ways and O'Hare/downtown. Building is being sold AS IS.

4251 N Marmora Avenue, Chicago

Start Your Search

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.

Portage Park Market — 2-Flats Comparison

2-Flats in Portage Park: Market Data

2-Flats in other neighborhoods

Market questions

Next Steps in Portage Park, Chicago IL

View All Portage Park Chicago IL 2-Flats Listings

How much is your home worth?