Refine Search
Sort by
$649,000
4 Beds 2 Baths 12733369 MLS ACTIVE Status
This rare 1 story style duplex has been completely renovated from top to bottom, inside and out! The exterior features an all new torch-down roof, windows, doors, siding, gutters, vents, mailboxes, light fixtures, and all of the brick has been properly tuck-pointed. Inside, both units have undergone a total transformation into truly turnkey condition, ready for immediate occupancy. All new engineered hardwood flooring, oversized 7" baseboards, doors/hardware, blinds, closet shelving, and wooden railings with metal balusters throughout. Both bathrooms are tastefully remodeled including professionally installed tile work. Both kitchens boast gorgeous white shaker cabinets, quartz countertops, and stainless steel appliances. The basement provides ample storage space and houses the two new high efficiency furnaces along with two new air conditioners outside. The home's zero-front setback allows for a nice large back yard. This location in desirable Norwood Park is only .5 miles from the Metra station and 1 mile from both the CTA Blue Line station and I-90 tollway for easy commuting. See the 3D virtual tour!

7120 W Highland Avenue, Chicago

$575,000
6 Beds 3 Baths 12693206 MLS ACTIVE Status
Tucked into Portage Park, this rare legal three-flat has been generating steady income for years and comes fully tenant-occupied from closing. Built in 1922 on a generous 31x126 lot, it offers three two-bedroom units, a two-car garage, and a fenced backyard, giving an investor solid fundamentals to build on or a house-hacker room to move into one unit while the others help carry the mortgage. This property offers the new owner has real flexibility, whether that means adjusting rents to market or eventually settling into one of the units. The location does a lot of the work here too, maximizing rentability, just steps from the Montrose Blue Line, the #152 bus, Metra's Mayfair stop, and the shops around Six Corners, with Chopin Park close by. Interior photos are being held back out of respect for current residents, but are available on request through the listing agent, who's happy to arrange a private tour. Please allow a minimum 48 hrs' notice for showings. Property is being conveyed as-is.

5357 W Waveland Avenue, Chicago

$350,000
5 Beds 2 Baths 12738750 MLS ACTIVE Status
Welcome to 1431 S. Christiana Avenue, a classic Chicago Greystone two-flat that offers an exceptional turn-key opportunity for savvy investors or owner-occupants looking for live-in rental income with strong upside. Beautifully presented with timeless stone masonry and a secure fenced perimeter, this property features bright, versatile living spaces highlighted by beautiful hardwood floors, light neutral tones, and classic arched pass-throughs. The main residential layout offers expansive, light-filled living rooms and dedicated dining areas, seamless eat-in kitchens equipped with extensive cabinet storage and gas ranges, functional full baths, and comfortable bedrooms alongside flexible bonus rooms ideal for home offices. Beyond the upper living quarters, the home presents incredible equity potential with a massive unfinished basement ready for duplexing down or future expansion, plus a low-maintenance back yard complete with a private concrete parking pad and easy access to local transit and Downtown Chicago.

1431 S Christiana Avenue, Chicago

$559,999
7 Beds 3 Baths 12739688 MLS ACTIVE Status
Attention - Prime Irving Park Location. Exceptional opportunity for owner-occupants, investors, or developers in a highly desirable Irving Park area. Conveniently situated near CTA, Metra, I-90/94, shopping, restaurants, parks, and coffee shops. This family-owned property of over 40 years offers versatile options - keep it as a two-flat with additional rental income, or transform it into your dream home, surrounded by luxurious single-family residences. First Floor: 2 bedrooms, living room, dining room, kitchen, 1 bathroom. Second Floor (duplexed to attic): Living room, dining room, kitchen, 5 bedrooms, 2 bathrooms. Additional features: ample storage, enclosed porches, 2-car garage, and a fully fenced yard & Separate laundry hookup .New roof will be put on this month , Property is being sold As-Is. Pre-approved buyers only.

4019 N Bernard Street, Chicago

$289,900
11 Beds 7 Baths 12738865 MLS ACTIVE Status
Rarely does an opportunity such as this arise in the sought after South Shore! This building is a jumbo, all brick, three unit building with a full basement and a three car all brick garage in which the renovations have been started but never finished. The units have all of the hard work completed, hardwood floors run through each unit, there are large octagon living rooms in each unit with a wall of windows that allow tons of natural light to shine into the unit. This building is in an ideal location, steps from Lake Michigan, close to train and much more! Buildings like this do not hit the market often and this one will not last long! Sold strictly as-is. No survey. Buyer to take subject to any violations/municipal requirements. Utilities will not be activated.

7726 S Kingston Avenue, Chicago

$599,900
9 Beds 3 Baths 12739580 MLS ACTIVE Status
Incredible investment opportunity in Hermosa! Situated on an extra-wide lot, this legal 3-flat offers exceptional income potential with spacious units, recent renovations, and ample parking. The building features a 2-bedroom, 1-bath first-floor unit, a 3-bedroom, 1-bath second-floor unit, and a 4-bedroom, 1-bath third-floor unit. An additional finished attic with access from Unit 3 provides excellent potential for added living space or future income opportunities. Almost the entire property has been extensively renovated, with all units except the tenant-occupied second-floor unit featuring refinished or new flooring, updated appliances, fresh paint, and renovated bathroom fixtures. Additional improvements include recently updated roofs, adding peace of mind for the next owner. Outside, you'll find a detached one-car garage plus a large parking pad with space for 4-5 additional vehicles, a rare feature in the area. Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the others, this property offers tremendous flexibility and upside. Explore the property in 3D by clicking the 3D Tour button and walk through every detail from the comfort of your home.

2050 N Kenneth Avenue, Chicago

$599,000
5 Beds 3 Baths 12739226 MLS PRICE CHANGE Status
Excellent Investment or Owner-Occupant Opportunity in Chicago! This Well-Maintained Two-flat offers Two Spacious Residences plus a versatile In-law Garden Unit. The Main-Level Unit features a Large Living Room, Separate Dining Room, Eat-in Kitchen, Primary Bedroom, Secondary Bedroom with Adjoining Sitting Room / Office, One Full Bathroom and an Entry Area with Stairs that lead to the One Bedroom, One Bathroom In-Law Garden Unit with Family Room, Office, and Kitchen. The Upper-Level Unit features a Large Living Room, Separate Dining Room, Eat-in Kitchen, Primary Bedroom, Secondary Bedroom with Adjoining Sitting Room / Office, and One Full Bathroom. With Flexible Accommodations across Three Levels, this Property offers Outstanding Potential for Multigenerational Living and/or Rental Income with a Fantastic Opportunity to live in one unit while generating income from the others! There is a Fenced Backyard and a Two Car Garage! The Prime Location is Moments to: CTA Bus Stops, Wrigley Field, Montrose Beach, Local Parks, Tons of Dining Options, Shopping and Nightlife. This is an Estate Sale and Property is sold As-Is and Hold Harmless. Sellers does not provide survey or disclosures - please verify all details on your own.

5105 W School Street, Chicago

$769,000
9 Beds 6 Baths 12739181 MLS ACTIVE Status
**$20,000 Grant Available Through the Cook County Land Bank!** Introducing this stunning new construction 3-flat in the heart of Humboldt Park, ideally located just off Franklin Boulevard - only 10 minutes from Downtown Chicago and 2 minutes from the Garfield Park Conservatory. This exceptional property offers a rare opportunity for owner-occupancy while generating strong rental income. Each spacious unit features 3 bedrooms and 2 full bathrooms, including a private primary suite with an en-suite bath. Designed with modern living in mind, the kitchens showcase sleek stainless-steel appliances, quartz countertops, custom slow-close cabinetry, and luxury flooring throughout. Foam insulation on exterior walls enhances energy efficiency and year-round comfort. Additional highlights include in-unit washer and dryer, low-maintenance new construction, and a 3-car parking pad in the rear. Conveniently located near shopping, public transportation, and local amenities, this turnkey investment is especially ideal for homeowners looking to gain equity in an up-and-coming neighborhood. *Interior and exterior photos shown are from a similar property located on the 500 block of Lawndale* **Expected delivery: October 2026.**

538 N Trumbull Avenue, Chicago

$499,900
12 Beds 5 Baths 12739000 MLS ACTIVE Status
Invesment Opportunity For a Savvy Investor! This Value Add Opportunity has major upside potential. The current offering consists of a Center Entrance 4 Flat with the potential to legalize the 2 garden apartments for a 6 Count! The floor plans are huge with 3 bedrooms, 1 bath apartments, tall ceilings, and 1200 sq ft per unit. There are two independent basement areas with 7 ft ceilings in place, separate gas meters, electrical meters, as well as a front and rear dedicated entrances. Acquisition and Construction on 4 units with a 6 Unit ARV and rent roll if done properly. Floor Plate: 3 bedroom 1 bath apartments with 9 ft ceilings, original hardwood flooring, independent forced air heating systems--NO AC currently-- separately metered gas, and electrical. This is a value add opportunity and is being sold as is. There are 3 out of the 4 units currently leased, and so the offering is subject to existing tenancy which are all M_T_M. currently. There is a massive garage structure in place at the rear, and the lot size is 50 x 125. Images are of the one vacant unit, other units need more work but have exact same layout. Make this your next investment and create massive cash flow for yourself.

4035-37 W Harrison Street, Chicago

$149,900
5 Beds 3 Baths 12738976 MLS ACTIVE Status
Welcome to 8533 S. Manistee Ave., a spacious 5-bedroom, 3-bathroom Chicago property offering an exciting opportunity for investors, house hackers, or buyers ready to create something special. This classic fixer-upper is offered AS-IS and provides a flexible layout with plenty of room to renovate and add value. The home features generously sized bedrooms, two bedrooms on the lower level, three bedrooms on the main floor, additional attic space, and a detached 2-car garage. With thoughtful updates, this property has the potential to become a beautiful income-producing investment or distinctive Chicago home. Conveniently located by the CTA bus service which is just 1-3 minutes away, Metra Electric is approximately 10-15 minutes on foot, and neighborhood dining, including pizza and Mexican cuisine, is within approximately 4-7 minutes. Do not miss out!

8533 S Manistee Avenue, Chicago

$769,000
6 Beds 3 Baths 12736664 MLS ACTIVE Status
**Rare Jefferson Park Multi-Unit Opportunity!** Owned and cared for by the same family for more than 30 years, this well-maintained property offers an incredible combination of space, income potential, and location just down the block from Dunham Park. Situated on an oversized approximately **50' x 190' lot**, this **legal 2-unit with garden-level living space** is currently being enjoyed by the seller as one expansive single-family residence-showcasing just how much living space this property provides. Featuring approximately **6 bedrooms and 3 bathrooms throughout the building**, the layout includes 2 bedrooms on the second floor, 3 bedrooms on the first floor, and 1 bedroom at the garden level. The property offers **central heat and air**, new driveway, 3 year old roof, generous living areas, and has been lovingly maintained throughout its longtime family ownership. Outside, the property continues to impress with a **long driveway, garage, and additional land beyond the garage**, a combination rarely found in this part of the city. **Longtime ownership. Oversized lot. Multiple income possibilities. Prime Jefferson Park location near Dunham Park.** A unique opportunity for investors, owner-occupants, and multi-generational families alike.

6134 W Leland Avenue, Chicago

$1,199,999
9 Beds 6 Baths 12738856 MLS ACTIVE Status
Location, Livability, Design, and a little bit of Architectural Drama! The question is not only why is it different, rather, come and find out what exactly makes this opportunity unique? This Newly built 3 -story full masonry building is ready for delivery whether you are looking for a spacious home to live in, or for an effortless investment opportunity. 1 The site location is strategic--the property is located just 2 blocks from the elevated train line and not on top of it which makes it close enough, and yet far enough away( Access without the noise) 2. The Architectural design was thought out and improved on to ensure each bedroom, kitchen, living area and bathroom was maximized for functionality and the highest form of livability. 3. The site lines from the extra tall vaulted ceilings with massive front elevation windows, wide open spaces and natural light directed from all sides. 4. The finishes have been thoughtfully curated and intentionally designed to make for a timeless and exceptional living experience rather than conforming to what is trending. 5 Living space matters and so each unit offers a generous 1400 Sq ft floor plan. 6. The outdoor space is proprietary to each floor and spans wide and runs deep coming in at about 14 x 10 for each balcony. 7. There is a 3 car masonry garage to take the guess work out of where to park, and no car needs to settle for an outdoor space come winter! The garage was constructed with a higher load capacity truss system for your potential ideas to do so much more. The property lends itself to the owner/ user with an opportunity to capture $6,000 per month in income from the other two unit, or serves as an ideal investment for an arm chair investor with about $9000.00 per month in income potential. The property is brand new and so there is literally nothing to do but manage it. You can have it all, location, spacious living areas, outdoor space, full masonry structure, 3 car masonry garage and the peace and quiet you want and deserve!

4217 S Indiana Avenue, Chicago

$629,900
4 Beds 3 Baths 12728185 MLS ACTIVE Status
Location, location, and location. Just across from Irving Park Blueline and Metra stations. Great investment opportunity. Rare model duplex townhouse in Old Irving Park near expressway I-90/94. This beautiful townhouse consists of two legal units with individual HVAC systems, two offstreet parking spots, common courtyard patio, storage area in the basement. The rental income of one unit covers the monthly expenses of the townhouse or live in one unit and use another one as an in-law unit. Monthly HOA fee of $150 covers common area maintenance including but not limited to parking lot, sidewalk, snow removal, garbage pickup, reserve for repairs of sewer and water service lines in the common area, and insurance. Unit #1: Aprox. 683 sq ft - One bedroom one bath garden unit with open concept, 10x12 bedroom, full size kitchen and dining, one full bath, newer HVAC system with central air, washer and dryer in the basement. Unit was freshly painted in July, 2026. Unit #2: Aprox. 1365 sq ft- Three bedrooms one and a half baths in second and third level. 11x17 master bedroom, spacious living room(13x18), updated eat-in kitchen with 42" maple cabinets, quartz countertops, and stainless steel appliances, in-unit washer and dryer, newer HVAC system with central air. Unit was freshly painted in June, 2026. Sold "As-Is".

4035 N Keystone Avenue, Chicago

$524,900
6 Beds 3 Baths 12738231 MLS ACTIVE Status
CLASSIC CHICAGO BRICK 2-FLAT WITH GARDEN UNIT - EXCELLENT INVESTMENT OR OWNER-OCCUPANT OPPORTUNITY! This well-maintained brick building in desirable West Humboldt Park features 3 spacious 2-bedroom, 1-bath apartments with large formal dining rooms, generous-sized bedrooms, beautiful hardwood floors, and separate utilities. The finished garden unit offers 2 bedrooms, 1 bathroom, (legality of the garden unit is not warranted), making it ideal for extended family or additional rental income. The property has been carefully maintained with three gas meters, and three separate electrical panels. Conveniently located near CTA transportation, shopping, schools, and neighborhood amenities. The building could benefit from some TLC, but it offers tremendous value, solid cash-flow potential, and long-term appreciation. Taxes do not reflect any exemptions. Don't miss this outstanding investment opportunity!

1543 N Avers Avenue, Chicago

$435,000
6 Beds 3 Baths 12736217 MLS ACTIVE Status
Solid brick duplex-down in Humboldt Park positioned for measurable value appreciation. Delivered vacant at closing with 3BD/2BA duplex-down and 2BD/1BA upper. Recent kitchen updates featuring new cabinets and appliances (2 years installed). Generous floor plans and strong structural bones create flexibility for cosmetic upgrades that will meaningfully enhance appeal and income potential. This is a straightforward value-add opportunity in a market with demonstrated momentum. Humboldt Park rents and property values continue to climb alongside active neighborhood investment and Chicago Avenue retail expansion. Transit access and proximity to parks strengthen tenant appeal and long-term appreciation trajectory. Whether positioned for immediate income or staged renovation for rental premium, the fundamentals are solid: strong structure, proven market demand, and clear upside capture in an expanding corridor. Perfect for seasoned portfolio builders seeking below-market entry with near-term equity gain, or discerning first-time investors ready to execute a disciplined value-add strategy. Close to transit and emerging commercial anchors. As-is sale, NOTE PROPERTY NEEDS WORK. What matters is execution, and this asset delivers flexibility to do it your way.

845 N Avers Avenue, Chicago

$600,000
9 Beds 3 Baths 12737828 MLS ACTIVE Status
This condo-like gated 3-unit brick building in desirable South Shore is perfect for the right homebuyer or investor. All 3 spacious apartments feature 3 large bedrooms, formal dining rooms, and beautifully restored hardwood floors. Recent updates include separate heating systems and water heaters, new roof on both the apartment building and garage, rebuilt back porch, new copper and waste plumbing lines, updated electrical, and new flooring and windows. Updated kitchens feature quartz countertops and stainless steel appliances, while all bathrooms have been refreshed with new fixtures and tile, including jetted tubs. Each unit now also has its own washer/dryer hookups and central A/C. The full basement offers excellent value-add potential. The property is located within an approved zoning area to add a legal 4th unit in the basement, which already has the required ceiling height as well as both front and rear entrances. The basement also offers additional storage and income potential. There is 1 garage space per unit. Conveniently located near Rainbow Beach, the Obama Library, public transportation, places of worship, schools, restaurants, and shopping. A great opportunity for an investor or owner looking to maximize rental income and future potential. Schedule your appointment today!

7641 S Phillips Avenue, Chicago

$415,000
6 Beds 3 Baths 12737523 MLS ACTIVE Status
Stunning, fully renovated brick 2-flat offering the perfect blend of timeless Chicago character and modern luxury! Whether you're an owner-occupant looking to help out your mortgage or an investor seeking a turnkey income-producing property, this beautifully updated building checks every box. Each spacious unit has been thoughtfully renovated with gleaming hardwood floors, recessed lighting, and an open, light-filled layout. The modern kitchens feature espresso shaker cabinetry, granite countertops, stainless steel appliances, subway tile backsplashes, and abundant cabinet space, creating an ideal setting for everyday living and entertaining. The expansive living rooms showcase beautiful bay windows that flood the space with natural light, while the generously sized bedrooms and updated bathrooms provide both comfort and style. Major improvements throughout offer peace of mind, making this a truly move-in-ready investment. Situated on a quiet, tree-lined street, the property offers easy access to public transportation, major expressways, parks, schools, shopping, and dining. Conveniently located near the University of Chicago, the future Obama Presidential Center, and several ongoing neighborhood revitalization projects, this is an exceptional opportunity to own in one of Chicago's rapidly appreciating South Side communities.

8019 S Eberhart Avenue, Chicago

$899,000
9 Beds 6 Baths 12736649 MLS ACTIVE Status
Discover timeless Chicago architecture in this stately three-unit greystone located in the heart of Bronzeville. Showcasing the distinctive Romanesque style-one of Chicago's most recognized architectural traditions-this classic building blends historic character with modern convenience. Each spacious residence features 3 bedrooms, 2 full bathrooms, and a separate formal dining room offering generous living space ideal for both everyday living and entertaining. The thoughtfully designed interiors include hardwood floors, soaring ceilings, in-unit laundry, and abundant natural light. Spacious kitchens are appointed with granite countertops, ample cabinetry, and room for a breakfast table or casual dining. Each unit is separately metered and equipped with its own furnace and water heater, providing convenience, efficiency, and simplified property management. The first and second-floor units are occupied by long-term tenants, providing immediate, stable rental income. The third-floor unit is currently vacant, presenting an ideal opportunity for an owner-occupant to move right in while benefiting from rental income, or for an investor to lease the unit and maximize the property's income potential. Step outside to enjoy brand-new rear porches, providing each unit with a private outdoor deck. The property also features gated parking with one dedicated parking space for each unit, offering added convenience for residents. The full basement provides additional value with the potential to create an additional dwelling unit or expand the property's existing living space. Situated on a picturesque tree-lined street, this exceptional investment or owner-occupant opportunity is just minutes from public transportation, neighborhood parks and green spaces, and the vibrant dining, shopping, and cultural attractions of nearby Hyde Park and South Loop. Whether you're looking to expand your investment portfolio or own a piece of Chicago's architectural heritage, this exceptional Bronzeville greystone offers the perfect blend of historic character and modern amenities. Enjoy stable rental income or sell later as individual condos. An outstanding opportunity for both investors and owner-occupants.

4408 S Michigan 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.