Refine Search
Sort by
$1,100,000
5 Beds 4 Baths 12757167 MLS NEW Status
Rarely available all-brick 2-unit building in an unbeatable Wicker Park location, just steps from Colectivo Coffee! Situated on a 24' x 120' lot, this property offers more than 1,300 SF per floor, vintage curb appeal, generous ceiling heights, excellent outdoor space, and a highly desirable layout. Zoned RT-4 and not located in a landmark district. The tenant occupied top-floor 2BD/1BA simplex features approximately 10' ceilings, beautiful parquet wood flooring, an exceptionally spacious living/dining area, covered private rear deck, and a massive bedroom easily accommodating a king-size bedroom set plus additional furnishings. Newer in-unit washer/dryer in a dedicated closet, tankless hot water, furnace, and central A/C. The 3BD + den/3BA duplex-down is ready for immediate occupancy and offers an impressive blend of vintage character and thoughtful updates. The upper level showcases exposed brick and timber details in the front living area, approximately 10' ceilings, and a dramatic skylight that floods the open-concept kitchen with natural light. The enormous kitchen offers an extraordinary amount of cabinetry and counter space, with beautiful granite countertops, plus a pantry closet. The oversized primary suite features abundant closet storage and a jetted tub, while the second full bath on this level also includes a jetted tub. Upper-level flooring has just been refinished. The newly finished lower level features quality new vinyl plank flooring, a laundry room with oversized side-by-side washer/dryer, a third full bathroom with steam shower and body sprays, and a versatile rear bonus room. The middle walk-through bedroom includes an enormous walk-in closet. A new comprehensive waterproofing system (drain tile and sump pump) was added when the owner created the duplex unit about a decade ago and the basement has been bone dry. Each unit has its own furnace, central A/C, and in-unit laundry. Incredible oversized backyard, extra-wide 2-car garage, and classic all-brick facade with serious vintage curb appeal. Despite being on a main road, street noise is remarkably well contained inside. An exceptional opportunity to own a distinctive Wicker Park 2-flat with strong owner-occupant and investment appeal, just approximately 100 feet north of Colectivo Coffee and surrounded by the neighborhood's renowned restaurants, shops, nightlife, and transportation.

1219 N Damen Avenue, Chicago

$515,000
6 Beds 4 Baths 12731188 MLS NEW Status
Excellent investment opportunity in the heart of West Humboldt Park! This Mixed-use C1-1 zoned property offers a versatile configuration with TWO- 2 bedroom, 1 bath apartments, a 380 sqft storefront, a finished garden apartment with 2 bedrooms, 1.5 bathrooms, and an oversized 2 car garage with 13-ft ceilings. The garage is equipped with gas, water, and its own electrical panel, offering exceptional flexibility for storage, business use, workshop space, or other possibilities. Each apartment features separate utilities, providing added convenience for owners and investors. The building is equipped with central heat, and the ability to add central AC. The C1-1 zoning opens the door to a variety of residential and commercial uses, making this a unique opportunity for an owner-user, investor, or entrepreneur looking to maximize the property's potential. Recent improvements include Tuckpointing, New sewer stack, NEW garage door (2024), NEW gates, NEW front door, and NEW security camera system. Ideally located near public transportation, the 606 Trail, and neighborhood amenities. A rare opportunity to own a flexible mixed use property ideally located near public transportation, the 606 Trail, and neighborhood amenities!

4229 W Division Street, Chicago

$579,900
6 Beds 3 Baths 12754108 MLS NEW Status
Multiple Offers Received. Highest & Best due Monday 9/14/2026 5PMCST An incredible find! Nothing is more classic than the 1921 Craftsman brick two-flat in Chicago and this one, on an extra-wide city lot, is not to be missed. Designed for comfortable and affordable multi-family living, this model has withstood the test of time for a reason. Two, 2BR+TANDEM units with formal living and dining room each have hardwood floors, south and west exposures, deco fireplaces with built-in shelving, some period elements preserved including vintage doors, mirrors, crown moulding, hand-plastered archways. Updated kitchens and baths with newer lighting, cabs, counters, appliances. Basement features generous laundry room, two storage rooms, mechanical room *and* finished space perfect for related living or duplex-down, with 2BRs, full bath, living, and dining/food prep areas. Enclosed rear porches provide addt'l space for seasonal storage, garden tools, and more. Rear yard gets full sun all day, ideal for the city gardener looking to grow perennial floral, herb, and/or veggie beds. Tear-off roof completed in 2020, radiant heat, 100AMP electrical, some copper plumbing. But wait! There's more! Level 1+ elementary and high schools, award-winning restaurants, parks, university campuses, recreation, shops all within walking distance. Brown Line at Kimball, Metra, 90/94 or LSD at Foster. Improvements needed to restore best condition and cosmetics, but a solid building ready for the smart buyer/investor.

5353 N Spaulding Avenue, Chicago

$880,000
7 Beds 5 Baths 12757198 MLS NEW Status
Exceptional opportunity to own a beautifully updated brick 2-flat with a finished in-law suite in one of Chicago's most sought-after neighborhoods. Freshly painted and thoughtfully remodeled, this turnkey property is ideal for an owner-occupant or an investor seeking outstanding short- or long-term rental potential. The spacious top-floor residence features 3 bedrooms, 2 bathrooms, a formal living room, separate dining room, and a versatile sunroom perfect for a home office or reading nook. The first-floor unit offers 2 bedrooms, 2 bathrooms, a welcoming foyer, generous living and dining spaces, and its own sunroom. The finished lower level includes a 2-bedroom, 1-bath in-law suite, providing incredible flexibility for extended family, guests, or additional rental income. The owner makes no representation as to the legality of the finished basement. Additional highlights include shared laundry, a 2-car garage, and an additional parking pad accommodating one oversized or two compact vehicles. Perfectly situated just moments from the heart of Lincoln Square, you'll enjoy easy access to neighborhood favorites including acclaimed restaurants, charming cafes, local shops, grocery stores, parks, and public transportation. Whether you're expanding your investment portfolio or searching for a place to call home, this is a rare opportunity you won't want to miss.

5412 N Western Avenue, Chicago

$399,999
6 Beds 3 Baths 12754657 MLS NEW Status
Welcome to this lovely, fully occupied legal three-flat nestled on a sought-after, quiet block in Avalon Park. Recently updated and offering excellent space, flexibility, and investment potential, this well-maintained brick property is an opportunity not to be missed. Each of the three spacious units offers nearly 1,200 square feet of comfortable living space, featuring 2 bedrooms, 1 full bath, a generous living room, separate dining room, and a charming sunroom conveniently located adjacent to the primary bedroom. Hardwood floors are featured throughout most of the units, adding warmth and timeless character to the interiors. The property also includes a convenient 2-car garage and an unfinished basement that offers exciting future possibilities. Subject to applicable zoning, permits, and approvals, the basement may have potential to be converted into an additional apartment or possibly duplexed with the first-floor unit, creating an opportunity to further enhance the property's living space and income potential. With three occupied units, attractive room sizes, classic brick construction, a garage, and future possibilities for additional finished space, this Avalon Park three-flat combines immediate income with long-term potential. Located on a peaceful residential block in a desirable neighborhood, this is an excellent opportunity for an owner-occupant or investor looking to add a solid, versatile property to their portfolio.

1745 E 84Th Place, Chicago

$649,900
4 Beds 3 Baths 12746405 MLS NEW Status
**Beautifully Maintained All-Brick Two-Flat in Desirable Jefferson Park! Well-maintained all-brick two-flat featuring 2 generous 2-bedroom, 1-bath units ~Each unit offers a spacious living room, formal dining room, eat-in kitchen, and a versatile den that can be used as an office, craft room, or additional living space ~Vintage charm throughout includes Craftsman-style oak doors, trim, crown molding and hardwood floors. The finished basement provides an additional full bathroom and laundry area, offering excellent flexibility and storage ~Enjoy outdoor entertaining in the private, fenced yard, ~Oversized two-car garage for parking ease **Prime location easy access to bus service, the CTA, Metra, and I-90/94. Jefferson Park offers an array of restaurants, shops, parks, and neighborhood amenities ~Updates over the years include: Gutters and roof(2 yrs) with Ice melt system, Water heater (2 yrs), 1st floor kitchen, Vinyl windows on second floor, ~Electric Panels ~Tuck-pointing ~Garage door and opener ~Excellent opportunity to live in one unit and rent the other! This home has been maintained over the years but is being sold AS-IS.

4984 N Major Avenue, Chicago

$1,138,000
8 Beds 5 Baths 12756803 MLS NEW Status
Beautiful attractive yellow Brick built in 1998 in desirable Avondale neighborhood. 2-flat with a walk-out finished basement non confirming. The first and second units features 3 bedrooms and 1 1/2 baths. The spacious walk-out garden apartment features 2 bedrooms and 1 full bath. The building is equipped with three furnaces, providing separate heating for each living space. Updates includes Kitchens and bathrooms completed in 2018-2019. The roof in the house and garage in 2019, and the 2 air conditioner systems were updated in 2018-2020. ideally located directly across from Brands Park Field House and Chicago Park District recreational facilities! Make this an excellent opportunity for an owner occupant or investor. Must see to appreciate, nothing to do but move in. Rents should be much higher.

3262 N Elston Avenue, Chicago

$649,900
8 Beds 3 Baths 12756650 MLS NEW Status
Great investment opportunity !! Legal 3 flat located on quite cul-de-sac in sought after Albany Park, known for its strong rental market. Featuring 3 spacious unit. 1st and 2nd floor offers 3 bedrooms and 1 bath and garden apartment features 2 bedrooms and 1 bath. All units with separate utilities and HVAC system including first and second floor with central AC. Tenants are on a month to month basis, providing flexibility to increase rent. Each apartment is nicely updated and well maintained by long term tenants, featuring can lights, newer windows, hardwood floors, updated furnaces and modern kitchens. The fenced backyard offers tenants outdoor space for summer gatherings. Additional features include 2 car garage and parking pad for additional parking. An excellent opportunity for a savvy investor to increase rental income or for an owner occupant. Conveniently located walking distance to schools, bus stops, shopping, restaurants, El station and daily amenities. Washer and dryer not included

5038 N Harding Avenue, Chicago

$499,900
5 Beds 2 Baths 12753730 MLS NEW Status
Fully occupied, renovated brick 2-flat with strong rental income and modern finishes. Each unit features open-concept layout, exposed brick accents, exposed ductwork, recessed lighting, updated kitchens and baths, in-unit laundry, and thoughtful design details throughout. Unit 1 is a 2 bed / 1 bath and Unit 2 is a 3 bed / 1 bath, providing a desirable rental mix for investors or future owner-occupants. Recent major renovation included updated kitchens, baths, mechanicals, electrical, plumbing, windows, exterior doors, concrete, and garage. The property features an unfinished walkout basement, fully fenced backyard, two rear open decks, and a detached 2-car garage. Property is currently tenant-occupied with existing leases in place. Convenient location near the Ogden/Cermak corridor with access to CTA Pink Line transportation, neighborhood retail, parks, restaurants, and major roadways. A turnkey multi-unit opportunity with modern finishes, garage parking, outdoor space, and immediate rental income. The property also features a full unfinished walkout basement, fully fenced backyard, two rear open decks, and a detached 2-car garage.

2103 S Christiana Avenue, Chicago

$650,000
5 Beds 4 Baths 12755646 MLS NEW Status
WHY BUY ONE LIVING SPACE WHEN YOU CAN HAVE TWO? BRAND-NEW CONSTRUCTION WOODLAWN DUPLEX designed for luxury living, house hacking, and income potential! Live upstairs and let the garden unit help reduce your mortgage-or maximize the property's rental potential in one of Woodlawn's most exciting locations. UNIT 1 offers 3 spacious bedrooms and 2.5 baths with HARDWOOD FLOORS THROUGHOUT. Enjoy an impressive overly sized open layout with quartz countertops, waterfall island, custom wet bar with glass rinser, fireplace, smart toilets, and high-end washer and dryer per unit. The spacious primary suite features its own private bath with double vanities. The GARDEN UNIT features 2 bedrooms and 1 bath with its own open modern open kitchen, living area, and high end washer/dryer in unit. Ideal for long-term rental income, extended family, or potential short-term rental use where permitted. Short-term rentals in the surrounding area can command strong rates, with demand supported by nearby attractions and institutions. LOCATION MATTERS! Minutes from the OBAMA PRESIDENTIAL CENTER, University of Chicago, Jackson Park, Museum of Science and Industry, Hyde Park, the lakefront, and convenient transportation. More upgrades include SOLAR PANELS that you ACTUALLY OWN to help reduce utility expenses, tankless hot water, a HUGE REAR DECK built for entertaining, and a BRAND-NEW 2-CAR GARAGE. NEW CONSTRUCTION. TWO LIVING SPACES. INCOME POTENTIAL. PRIME WOODLAWN LOCATION. GRANTS ASSISTANCE MAY BE AVAILABLE for qualified buyers. Schedule your private showing today!

6547 S Evans Avenue, Chicago

$1,780,000
9 Beds 6 Baths 12755194 MLS NEW Status
Location! location! Location! Large updated 3 unit building located in central noble square walking distance to wicker park and Ukrainian village with rare high ceilings in the 2 upper units and 3 single car separate covered garage spaces. Top floor penthouse unit features large 4 bedroom, 3 bath duplex with high ceilings. First floor unit also has high ceilings is 2 bed, 1 bath unit. Garden unit is a 3 bed. 2 bath unit. Great, sought after area with short walk to several nearby restaurants, parks, cta. Features easy access onto 90-94 freeway for commuters. No vacancy in 10 years with units renting quickly. 4000 square foot income generating multi family 3 unit building with 9 bedrooms and 6 bathrooms. Kitchens updated with stainless steel appliances and granite countertops. Central a/c in all units.

1415 W Augusta Boulevard, Chicago

$699,000
8 Beds 6 Baths 12756234 MLS NEW Status
Fully renovated three-unit Greystone in North Lawndale! Excellent opportunity for owner occupant or house hacking/investment. Property offers new mechanical, electrical, and plumbing system, new roof, Modern kitchens with white shaker cabinets and quartz countertops, Updated bathrooms and Separate utilities for each unit. First floor offers 2 bedrooms and 2 bathrooms and second and third floor has 3 bedrooms and 2 bathrooms. Basement is preapproved for an ADU, offering the potential to create a fourth unit or can be duplexed with the first floor for additional living space. Two car brick garage. Convenient access to public transportation, major roadways, neighborhood amenities, and downtown Chicago. Area experiencing continued investment and redevelopment, Strong rental income potential.

1505 S Spaulding Avenue, Chicago

$180,000
4 Beds 2 Baths 12756028 MLS NEW Status
Discover the potential in this solid two-unit investment opportunity nestled on a quiet block in South Chicago. Each unit features 2 bedrooms and 1 full bathroom, offering a functional layout that's ideal for investors or owner-occupants looking to build equity. Both units are currently occupied by month-to-month tenants, who will be provided with a 30-day notice prior to closing. The property also includes a full, unfinished basement, offering additional storage or future possibilities. Priced to sell at just $180,000, this building presents an excellent opportunity for buyers ready to add their personal touch. While the property does require some updates and improvements, recent roof repairs have already been completed, providing added peace of mind. Sold AS IS, this is your chance to invest in a multi-unit property with strong potential in an established neighborhood. Schedule your showing today and envision the possibilities!

6210 S Wolcott Avenue, Chicago

$1,349,000
6 Beds 4 Baths 12750888 MLS NEW Status
Like brand new construction full brick 2-Flat BUT WITH 4-Legal units at the WORLD district of Devon Ave./California Ave., totally LIKE brand-new interior and exterior with quality work delivery including gourmet kitchens featuring granite counter-tops, quality cabinets with S.S. appliances, bathrooms, hardwood floors and beautiful brand-new decks out of the kitchen. High efficiency individual utilities include new central air, electric and plumbing including E.J. pump and sump pump. High basement ceiling with full 8'. Owned coin laundry room, 8-parking tandem spaces for additional income. Front and back security cameras along with all digital public entrance doors on electronic locks. Walking distance to public transportation, retailers, and restaurants, daily life necessities, minutes to major roads, Lake Shore Dr., northwest suburbs, and interstates. Strong investment area opportunity Fully leased.

6336 N Fairfield Avenue, Chicago



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.