Refine Search
Map
Sort by
$605,000
6 Beds ⋅ 3 Baths ⋅ 12727807 MLS ⋅ CLOSED Status
AVAILABLE FOR THE FIRST TIME IN 53 YEARS!---LOCATION-LOCATION-LOCATION---Rare opportunity to obtain a great property with good bones in a prime spot right next to McKinley Park. Large two flat with generous dimensions, a finished in law-unit. Six picture windows flood both units with lots of light. Hardwood floors throughout including the original woodwork trim everywhere. This is ready for updating. RT-4 ZONING / oversized 125x30 lot-3750SF / 2670SF building / 1335SF per floor / Finished basement / about 1200SF/ 3870 USABLE LIVING SPACE / 6 bedrooms/3 kitchens/3 bathrooms / 2 car garage with extra door for easy backyard access / Nice grassy yard and concrete patio / Boiler heat / 200amp service (two)/ Roof---good condition / Tuckpointing---good condition / SUPER LOW TAXES / WALKERS PARADISE---Gorgeous McKinley Park right across the street. Easy access to a huge variety of stores and restaurants. 15 minute walk to 35th/Archer Orange Line / 18 minute drive to the Loop. Nathaniel Greene Elementary School located 0.4 miles away, Evergreen Academy Middle School at 0.5 miles away, and Thomas Kelly High School about 1.1 miles away. NEITHER SELLER NOR AGENT MAKE ANY REPRESENTATIONS TO THE LEGALITY OF THE GARDEN UNIT.

3833 S Damen Avenue, Chicago
$700,000
11 Beds ⋅ 5 Baths ⋅ 12654842 MLS ⋅ CLOSED Status
One-of-a-kind, massive all-brick 3-flat-this is the kind of building that rarely hits the market, especially in such impeccable condition. From the moment you see it, you can tell it's been exceptionally well maintained and thoughtfully upgraded, making it a true standout for both savvy investors and owner-occupants ready to build long-term wealth. This oversized property offers all new windows, a newer roof, and recent tuckpointing that preserves both structure and curb appeal. Each unit is equipped with separate utilities, along with newer furnaces and central air systems-an ideal setup for maximizing rental income and minimizing expenses. Inside, every unit is bright, spacious, and designed for comfortable living, with sun-filled living rooms, formal dining areas, and large eat-in kitchens complete with pantries. The first-floor unit is a standout on its own, offering 3 bedrooms and 1 bath, plus a duplex down to a fully finished basement with additional living space, a full bath, and direct access to the backyard and 2-car garage-perfect for an owner's unit or premium rental. The second and third floors each feature 4 bedrooms, 1 full bath, and 1 half bath, making them highly desirable for larger households or strong rental returns. The third-floor unit has been recently updated with a brand-new kitchen, new flooring, and a refreshed bathroom, adding even more value to the property. Whether you're looking to live in one unit and have the others help with your mortgage, or expand your investment portfolio with a high-performing asset, this building delivers. Opportunities like this-this size, this condition, and this income potential-don't come around often. Note: The seller is also offering the adjacent lot, opening the door to even more possibilities-additional parking, expansion, or future development. This is more than a property-it's a strategic investment and a rare find.

3651 S Wood Street, Chicago
$220,000
4 Beds ⋅ 2 Baths ⋅ 12515080 MLS ⋅ CLOSED Status
Handyman special. 2 flat with 2 bedrooms each floor. Newer 2 car garage. fenced backyard. Estate sale being sold "as-is". 1st floor 2 bedroom 1 bath and family room. 2nd floor Living room , kitchen 3 bedrooms, family room plus 1 bath. Room sizes are under additional information.

3720 S Hermitage Avenue, Chicago
$355,000
4 Beds ⋅ 3 Baths ⋅ 12512783 MLS ⋅ CLOSED Status
Don't miss this solid brick 2-flat located in highly desirable McKinley Park. The main unit is a first-floor duplex-up featuring 3 spacious bedrooms and 2 full bathrooms. The first floor includes a dedicated laundry room, while the upper level offers an additional washer/dryer hookup for added convenience. Enjoy direct access to a backyard balcony patio-perfect for outdoor relaxation. The lower-level garden unit features 1 bedroom, 1 bathroom, and its own washer/dryer hookup, providing excellent potential for rental income or related living. A 2-car detached garage adds convenience and value. Ideally situated just minutes from major expressways, downtown Chicago, shopping, dining, and public transportation. Whether you're an investor seeking an income-producing property or an owner-occupant looking to build equity, this McKinley Park 2-flat offers exceptional potential and versatility.

3612 S Ashland Avenue, Chicago
$750,000
9 Beds ⋅ 6 Baths ⋅ 12416225 MLS ⋅ CLOSED Status
Attention investors! Armchair investment opportunity with all units rented! Current rental income is $5,595/month or $67,140/year! All-brick, newer, LEGAL 3-flat located in a quiet block near 69-acre McKinley Park. Spacious units offer approximately 1,200 sq ft of living space per floor, 3 generous-sized bedrooms, 2 full baths, spacious living room, dining area, central heat/air, and in-unit laundry. Master suites offer walk-in closet and full bath. Newer water heaters from 2023. Hardwood floors for 1st and 2nd floors. Granite countertop and stainless steel appliances for 2nd floor. High ceilings. Separate meters. Detached 2-car garage. Well-maintained building. Ideally located: close to McKinley Park, Orange Line, Bus #62/35/9/39, Mariano's, Jewel, Target, and Starbucks. Easy access to I-55/90/94, downtown, Chinatown, lakefront, and more. Great investment property, or live in 1 unit and let the tenants pay for the mortgage.

3714 S Hermitage Avenue, Chicago
$535,000
6 Beds ⋅ 3 Baths ⋅ 12407787 MLS ⋅ CLOSED Status
Two flat with two legal units, a ground level 2 bedroom + den (office) with 1,000 SF; and a duplex on floor 2 and 3 with four bedrooms, 2 bathrooms, and dual heating/AC with 1,750 SF. Both units occupied by tenants for over two years, with records of 100% timely payments. Both tenants have a desire to continue renting but new owner has the option to request the units be vacated with proper head notice. new owner has the option to request the units be vacated with proper head notice.

1634 W 38Th Street, Chicago
$200,000
6 Beds ⋅ 2 Baths ⋅ 12389055 MLS ⋅ CLOSED Status
Handyman special. 2 flat with 3 bedrooms each floor. Full basement and full attic.

3621 S Marshfield Avenue, Chicago
$489,000
5 Beds ⋅ 3 Baths ⋅ 12377524 MLS ⋅ CLOSED Status
SPACIOUS & WELL MAINTAINED BRICK 2-FLAT IN MCKINLEY PARK! THIS VERSATILE PROPERTY OFFERS A FANTASIC LAYOUT PERFECT FOR OWNER-OCCUPANTS OR INVESTORS. THE FIRST FLOOR UNIT FEATURES A BRIGHT LIVING ROOM, UPDATED FULL EAT-IN KITCHEN W/ NEWER APPLIANCES (2022), COUNTER TOPS AND BACK SPLASH.3 BEDROOMS WITH UPDATED BATH. FULL FINISHED BASEMENT W/ UPDATED BATH, BAR AREA,LAUNDRY ROOM, AND REC ROOM. BOTH FURNACES ARE NEWER AND ALL WINDOWS HAVE BEEN REPLACED. UPSTAIRS UNIT FEATUERS 2 BEDROOM AND 1 BATH. THE FIRST FLOOR HAS CENTRAL AIR, UPSTAIRS USES AC UNITS. QORGEOUS BACK YARD W/ FENCE, BRICK PAVERS, AND 2 CAR GARAGE.

3840 S Wolcott Avenue, Chicago
$497,000
6 Beds ⋅ 4 Baths ⋅ 12283553 MLS ⋅ CLOSED Status
Spacious & Well-Maintained Brick 2-Flat in McKinley Park! This versatile property offers a fantastic layout perfect for owner-occupants or investors. The first-floor unit features a bright living room, kitchen, 3 bedrooms, living area and 2 full baths. The second-floor unit boasts hardwood floors throughout, a spacious living room, formal dining room, eat-in kitchen with stainless steel appliances, 2 bedrooms, an office/den, and a bath. A duplex to the attic expands the living space with 3 skylights, primary bedroom, sitting area, family/recreation room, full bath and mechanical room. Enclosed back porch. The full unfinished basement provides ample storage space. Outside, enjoy a nice front deck with iron fence. Paver back yard and nice deck leads to a 2.5-car garage with a double door. Updates include roof (2018), chimney (2021), gutters (2021), and FELCO windows. Both units have central air and heat. Conveniently located near parks, shopping, and transportation-don't miss this great opportunity!

3636 S Hermitage Avenue, Chicago
$330,000
6 Beds ⋅ 2 Baths ⋅ 12270834 MLS ⋅ CLOSED Status
McKinley Park Brick 2 flat with 6 Bedrooms and 2 bathrooms, (3 Bedrooms, 1 bath in each apartment). 2 car detached garage, large yard, perfect for entertaining. Tremendous investment opportunity, some work has been done on both apartments, bring your bright ideas for the finishing touches. Terrific neighborhood-minutes from expressway, downtown, shopping. Property rekeyed

1625 W 37Th Place, Chicago
$595,000
8 Beds ⋅ 3 Baths ⋅ 12208261 MLS ⋅ CLOSED Status
HOT HOT HOT MCKINLEY PARK! BRICK 3 FLAT, $150K IN RECENT RENOVATIONS, ALL UNITS GUT-REMODELED. COMPLETELY LEASED WITH GROSS ANNUAL INCOME OF $51K W/LONG TERM TENANTS. 3RDFL UNIT: 3BR 1BA, 2NDFL UNIT: 3BD 1BA, 1STFL UNIT: 2BD 1BA, BASEMENT FINISHED W/ STORAGE, LAUNDRY AND BATHROOM. TURN KEY INVESTMENT, CURRENT LEASES GO OUT 6MOS. EACH UNIT WITH SEPARATE ELECTRIC METER. TOO MANY UPDATES TO LIST HERE, ASK AGENT FOR UPGRADE LIST & BROCHURE. BIG CITY RENOVATION PROJECT COMING TO PERSHING & ASHLAND. WALKING DISTANCE TO 35TH ST, ASHLAND, PERSHING, BUS, LOCAL MARKETS, RESTAURANTS, BANKS, FITNESS CENTER AND MORE.

3714 S Paulina Street, Chicago
$380,000
4 Beds ⋅ 3 Baths ⋅ 12060952 MLS ⋅ CLOSED Status
Charming Brick 2-Flat on Archer Avenue, walking distance to the Orange Line and mere steps to CTA bus stops. This delightful brick 2-flat offers the perfect blend of classic charm and modern comfort. Prime location, nestled on Archer Avenue, this property offers the convenience of urban living with easy access to all that Chicago has to offer. Spacious layout with 4 bedrooms and 3 full bathrooms, there's plenty of room for you and your loved ones to spread out and make yourselves at home. Character and charm aplenty from the old-school woodwork to the tall ceilings, every corner of this home exudes timeless charm and character. Enjoy the best of both worlds with newer stainless steel appliances that provide modern convenience while preserving the home's historic appeal. The partially finished basement, which includes a kitchenette and a full bathroom, offers additional space for storage, a workshop, or even a cozy rec room, complete with both front and back exits for added convenience. Step outside and discover your own private new deck in the heart of the city. The huge front yard completes your outdoor space, perfect for enjoying warm summer evenings or hosting weekend BBQs with friends and family. Don't miss your chance to own a piece of Chicago history with this charming 2-flat on Archer Avenue. Schedule your showing today and make this house your new home sweet home! Home is being conveyed in "as is" condition. Seller is not required to fix any defects, or provide credits for any defects, even if they are mentioned in the home inspection report. Conveniently located near shops, restaurants, parks, Chinatown, Bridgeport, Pilsen and Taylor Street; minutes away from Target, Walgreens, Marianos and very close highway access making commuting a breeze.

3395 S Archer Avenue, Chicago
$430,000
7 Beds ⋅ 2 Baths ⋅ 12018209 MLS ⋅ CLOSED Status
Dont miss out on this amazing opportunity to own a charming, meticulolously maintained 2-flat in the vibrant McKinley Park area. With a dilligent seller who has taken pride in upkeep, this building shines with care. Unit 2 boasts of 3 bedrooms on the main floor, hardwood floors & gorgeous wood trim throughout, tons of natural sunlight, spacious dining/living room and an amazing sun porch which features side by side laundry and an additional space to dine. Plus, the attic offers potential for expansion. The unit duplexes up to the attic and is partially finished with an additional bedroom and the other half is currently being used for storage. Unit 1 is a 3 bed 1 bath currenlty tenant occupied, in excellent condition with recent updates. Unit 1 has a generous sized living space with an adorable eat in kitchen. This unit also features laminate floors, laundry/ additional storage outside the unit. The seller more recently replaced the front porch. Backyard show cases a lovely deck, cobblestone covered yard space, parking pad and a storage shed. This property is move in ready! Please allow 24 hour notice as property is seller/tenant occupied!

3636 S Winchester Avenue, Chicago
$368,000
6 Beds ⋅ 2 Baths ⋅ 12016993 MLS ⋅ CLOSED Status
Location! Location! Location! McKinley Park! Just minutes from I-55 and Downtown Chicago. Beautifully updated in last few years 2 flat. On each floor 3 bedrooms, kitchen, living room and one bathroom. New kitchen cabinets, counter tops, flooring, doors. S/S appliances. New bathrooms. New washer & dryer (1st floor appartment). New concrete sidewalks, top pointing and the fence. Vinyl windows. Newer roof. Two car garage. Large attic ready for your ideas. Close to beautiful park, restaurants, shopping and Orange Line.

3738 S Wood Street, Chicago
$494,500
7 Beds ⋅ 3 Baths ⋅ 11999516 MLS ⋅ CLOSED Status
Look here!! Investors, want tenants to pay for your mortgage? All units are rented!!! This is a beautiful two flat building with 2.5 parking garage, and a huge back yard area. It is near McKinley Park, near orange line CTA bus but you can not hear the train, and its only few blocks away from 55expressway, make it even better. First unit has 2 bedrooms and a full bathroom(2017) updated kitchen(2017), HVAC system(2017) Second unit has 3 bedrooms, 2 full bathrooms, updated kitchen(2017) HVAC system(2017), the in-law has additional 2 bedrooms and a full bathroom as well. The back porch has a storage room, the laundry room has two sets of wash&dryer(2017) Great tenants with good paying record, seller never increased their rent. Owner is selling in "As Is" condition.

3404 S Oakley Avenue, Chicago
$370,000
7 Beds ⋅ 3 Baths ⋅ 11837234 MLS ⋅ CLOSED Status
Excellent 2 flat building with finished basement. First floor unit has 2 bedrooms, spacious living room and separate dining room all with ceramic flooring. Second floor unit has 3 bedrooms, living and dining room all with laminated flooring, central heat and remodeled bathroom. Enclosed back porch in both units for extra storage. Basement has 2 extra bedrooms. Long time tenants with good paying record. No leases in place however sale will be per Tenant's rights. Owner is selling in "As Is" condition but willing to comply with FHA requirements. Building tuckpointing was done last year. No appliances included.

3548 S Wolcott 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.