Chicago, IL · Curated MLS Search

House Hack Homes in Chicago, IL

An editorially curated view of every active house hack homes listing in Chicago, IL. Updated in real time from the local MLS, presented without the noise.

Browse Active Listings

Chicago Market — House Hack Homes Comparison

Live MLS data — citywide vs. House Hack Homes

Chicago

House Hack Homes

inventory

Active Listings

6,794

Sold (Past 6 Mo.)

13,671

Under Contract

3,123

pricing

Avg. List Price

$555,358

$496,113 ↓ 11%

Cost / Sq. Ft.

$318

—

typical home

Living Area

1,758 ft²

—

Avg. Beds

3.4

6.6 ↑ 92%

Avg. Baths

2.4

3.4 ↑ 39%

Days on Market

133

76 ↓ 43%

House Hack Homes in Chicago: 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 15 active listings for Chicago house hack homes. In addition, 6 listings were under contract, and 28 sold over the past six months, roughly 5 a month. That works out to about 3.2 months of supply, a level generally read as a seller's market. The median asking price was $489,000. That price was $159,000 above the $330,000 median for all active listings in Chicago, across every property type. The average listing had 6.6 bedrooms and 3.4 bathrooms. Listings had been on the market an average of 76 days. If you're buying, expect new listings to draw interest quickly. If you're selling, well-priced homes have been moving quickly.

House Hack Homes in Chicago, IL, October 20, 2026
Measure	Value
Active listings	15
Under contract	6
Sold, past six months	28
Months of supply	3.2
Median list price	$489,000
Median list price, all Chicago listings	$330,000
Average days on market	76

House Hack Homes in other cities

North Lawndale: 3 active
Englewood: 2 active
Auburn Gresham: 1 active
East Garfield Park: 1 active
Gage Park: 1 active

Market questions

How many Chicago house hack homes are on the market?

There were 15 Chicago house hack homes for sale as of October 20, 2026, based on Chicago Real Estate Source's review of MLS data.

What do Chicago house hack homes typically list for?

The median list price of Chicago house hack homes was $489,000 as of October 20, 2026.

How long have Chicago house hack homes been on the market?

Listings for Chicago house hack homes had been on the market an average of 76 days as of October 20, 2026.

How do Chicago house hack homes compare with other cities?

As of October 20, 2026, there were 15 Chicago house hack homes for sale. In the same search, North Lawndale had 3 house hack homes for sale, Englewood had 2 house hack homes for sale and Auburn Gresham had 1 active listing for house hack homes.

How do prices of Chicago house hack homes compare with the rest of Chicago?

The median list price of Chicago house hack homes, $489,000, was $159,000 above the $330,000 median for all active listings in Chicago, across every property type.

Does the market for Chicago house hack homes favor buyers or sellers?

With 15 active listings and roughly 5 sales a month, supply of Chicago house hack homes stood at about 3.2 months, which is generally considered a seller's market.

How many Chicago house hack homes sold in the past six months?

28 Chicago house hack homes sold in the six months before October 20, 2026, roughly 5 a month.

Listing data courtesy of Midwest Real Estate Data LLC.

Next Steps in Chicago, IL

Speak with an Agent

Call (312) 788-7079

Local Chicago, IL expertise

Data Brief

Full Chicago, IL Market Report

Pricing trends & absorption

Browse Everything

All Chicago, IL Listings

Every active property

← Back to Chicago, IL Homes for Sale

View All Chicago IL House Hack Homes Listings

$410,000

8 Beds ⋅ 4 Baths ⋅ 12794880 MLS ⋅ NEW Status

Opportunity meets location with this spacious multifamily in Auburn Gresham, featuring two duplex residences with 8 bedrooms combined. Unit 1 offers 4 bedrooms and 2 baths, while Unit 2 (occupied) features 4 bedrooms and 1.5 baths-creating an excellent setup for house hacking, multigenerational living, or adding a substantial multifamily asset to an investment portfolio. Located near the rapidly evolving 79th Street corridor, the property is positioned near significant neighborhood investment including the new Auburn Park Metra station at 79th & Lowe, the St. Leo Veterans Campus and VA resources on Emerald, the Auburn Gresham Healthy Lifestyle Hub, and new residential and commercial development along 79th Street. Live in one duplex while generating income from the other, or maximize the property as a full investment. With large unit layouts, existing tenancy, nearby transit, and continued investment throughout the corridor, this property offers both immediate and long-term potential.

7721 S Emerald Avenue, Chicago

$595,000

5 Beds ⋅ 3 Baths ⋅ 12736003 MLS ⋅ ACTIVE Status

A rare combination of space, flexibility and income potential, this well-kept Hermosa 2-flat sits on an extra-wide 40 x 125-foot lot and offers the kind of versatility that is increasingly hard to find in Chicago, it offers a flexible setup for an owner-occupant or investor looking to generate rental income. With 2 updated Flats, a finished basement, and ample parking, the property combines functional living space with strong income-producing potential.The first and second floor units were remodeled in 2015, with each offering 2 bedrooms, 1 bathroom, a spacious living room, formal dining room, updated kitchen and generous storage. Both apartments receive excellent natural light, while Unit 2 offers the added convenience of a private in unit washer and dryer. The finished basement, completed in 2019, includes a non-conforming 1 bedroom garden unit with a living room, bathroom, updated kitchen and its own washer and dryer. The additional space provides flexibility for extended family, guests, a home office or potential use.Outside, the property offers a 2 car covered garage along with 4 additional exterior parking spaces, providing a total of 6 parking spots for more potential income. A rear deck adds convenient outdoor space. Unit 1, Unit 2, and the basement are serviced by one central furnace equipped with a Nest thermostat. Recent Updates, Include a newer roof 2022, two tankless water heaters 2022 and Freshly painted units 2024. Electric panels 2026. Conveniently located near schools, transportation, shopping, and everyday amenities, With multiple living spaces, substantial parking, and an extra-wide lot, the property offers several ways to maximize its use and long-term value. Whether you're house hacking, building your portfolio, or searching for a move-in-ready multi-unit, this one stands out with its clean design, solid updates and strong long-term upside. This is a true turnkey opportunity in Chicago you won't want to miss.

1928 N Keeler Avenue, Chicago

$285,000

4 Beds ⋅ 2 Baths ⋅ 12789187 MLS ⋅ ACTIVE Status

**$10,000 closing cost credit with a full price offer*** Rare opportunity to own a spacious two-unit building in the highly sought-after Beverly neighborhood with the additional lot to the north of the property included! Whether you're an investor looking to add to your portfolio or a homeowner interested in house hacking, this property offers incredible potential. Each unit features 2 bedrooms, 1 full bath, a large living room, separate dining room, and an eat-in kitchen. The first-floor unit is duplexed to the basement, providing additional living space and endless possibilities. Both units are tenant-occupied on month-to-month leases, offering flexibility for investors or future owner-occupants. The property has been well maintained and is in good condition, while still providing the opportunity to add your personal updates and build equity. Conveniently located near the Metra station and I-57, commuting to downtown Chicago is quick and easy. Tenants pay their own utilities, helping to maximize your investment returns. Don't miss this rare Beverly two-flat with excellent income potential and owner-occupant appeal! Sold "as is"

10538-10540 S Vincennes Avenue, Chicago

$415,000

6 Beds ⋅ 3 Baths ⋅ 12786223 MLS ⋅ ACTIVE Status

Welcome to this fully rehabbed, turnkey two-unit property with a finished basement-perfect for house hacking or adding to your investment portfolio. The first-floor unit is duplexed down and offers four bedrooms and 1.5 bathrooms, while the second-floor unit features three bedrooms and one bathroom. Both units showcase modern finishes, including 42-inch cabinetry and spa-inspired bathrooms. Additional highlights include a Jacuzzi tub and private parking pad. Conveniently located near public transportation, shopping, and neighborhood amenities. Live in one unit while generating rental income from the other!

6822 S Justine Street, Chicago

$325,000

5 Beds ⋅ 2 Baths ⋅ 12776067 MLS ⋅ PRICE CHANGE Status

**Great Investment Opportunity Just Minutes from Downtown Chicago!** Discover the potential of this spacious **Brick Greystone two-unit property**, ideal for investors and owner-occupants looking to build equity or expand their real estate portfolio! This beautiful Chicago Greystone offers generous living spaces and extra-large bedrooms on both levels. The **second-floor unit features 3 bedrooms and 1 bathroom**, while the **first-floor unit offers 2 bedrooms and 1 bathroom with a duplex layout connecting to the unfinished basement**. Bring your vision and creativity to the basement, offering exciting possibilities for future improvements and customization, subject to applicable building codes and approvals. **Both units are currently vacant**, giving the next owner the flexibility to move right in, establish rental income, or make improvements to maximize the property's potential. The spacious, open backyard offers additional possibilities for a newly constructed garage, concrete parking slab, or outdoor entertainment space. Conveniently located with access to downtown Chicago, major expressways, shopping, dining, and public transportation. Whether you're a seasoned investor looking to expand your portfolio or an owner-occupant interested in house hacking, this **Chicago Greystone** offers space, character, flexibility, and outstanding value-add potential. **Bring your ideas, explore the possibilities, and make this investment your own!**

3318 W Flournoy Street, Chicago

$599,000

6 Beds ⋅ 5 Baths ⋅ 12782726 MLS ⋅ ACTIVE Status

Exceptional opportunity to own this beautifully renovated 2-story brick multi-unit building featuring a spacious duplex-down first unit and a newly constructed 2-story rear wood porch. Unit 1 offers a duplex layout with 3 bedrooms and 2.5 bathrooms, an open-concept living room with a fireplace, a modern kitchen equipped with stainless steel appliances, a large center island, and an in-unit washer and dryer. Unit 2 features 3 bedrooms and 2 full bathrooms, a bright and functional layout, a contemporary kitchen with stainless steel appliances, and an in-unit washer and dryer. This property combines modern amenities with classic brick construction, making it a perfect addition to any investment portfolio or a great opportunity for house hacking.

440 N Hamlin Avenue, Chicago

$590,000

9 Beds ⋅ 3 Baths ⋅ 12780562 MLS ⋅ ACTIVE Status

Welcome to this exceptional South Shore three-flat offering timeless Chicago architecture, generous living space, and outstanding investment potential. This classic brick building features three spacious units, each thoughtfully designed with large room sizes, abundant natural light, hardwood flooring, separate dining rooms, and versatile den spaces that can easily serve as home offices, sitting rooms, or additional bedrooms. Rich in vintage character, select units showcase beautiful built-in bookcases and original architectural details that blend seamlessly with tasteful updates. The property is currently producing income with two units occupied, while the vacant third-floor unit presents an outstanding opportunity for an owner-occupant or savvy house hacker to move right in while offsetting their mortgage with rental income from the other two units. For investors, the unit is also being actively marketed for lease, offering the flexibility to bring the building to full occupancy and maximize cash flow. The partially finished basement offers additional usable space and is ready for your finishing touches, creating even more potential to add value. A common-area coin-operated laundry provides an additional income stream, while the detached brick 3-car garage offers valuable parking and the opportunity for supplemental rental income. Completing the property are a rear porch and ample storage, enhancing both functionality and tenant appeal. Ideally situated in the heart of South Shore, you'll enjoy convenient access to Lake Michigan, Rainbow Beach, Jackson Park, the South Shore Cultural Center, the future Obama Presidential Center, Metra and CTA transportation, shopping, dining, parks, and major expressways. Whether you're looking to expand your investment portfolio or take advantage of a rare owner-occupied house hacking opportunity, this is your chance to own a well-maintained, income-producing building in one of Chicago's most historic and steadily revitalizing lakefront neighborhoods. Schedule your private showing today!

7741 S Yates Boulevard, Chicago

$850,000

6 Beds ⋅ 4 Baths ⋅ 12777379 MLS ⋅ ACTIVE Status

AVONDALE 2-FLAT - IDEAL HOUSE-HACKING OPPORTUNITY! Live in one unit and let rental income from the other help with your mortgage. Located on a wider 30-foot lot, this well-maintained 2-flat offers over 3,300 sq. ft. of total living space. Shows like new construction with James The beautifully remodeled owner's Hardie Fiber Cement board exterior, duplex-down features approximately 2,200 sq. ft. with 4 bedrooms, 3 full baths, primary suite, family room and laundry room. The separate 2-bedroom apartment offers additional rental income and has its own private stackable laundry in the basement. Both units feature oak hardwood floors, custom cabinetry, granite countertops and stainless-steel appliances. Beautifully landscaped yard plus a 2-car garage with doors opening to both the yard and alley. Great Avondale location near restaurants, shopping, CTA transportation and easy access to I-90/94. An excellent opportunity to own a home while generating rental income in one of Chicago's sought-after neighborhoods.

3616 N Christiana Avenue, Chicago

$549,900

11 Beds ⋅ 5 Baths ⋅ 12769474 MLS ⋅ ACTIVE Status

Exceptional House-Hack Opportunity in North Lawndale 3-Unit Building | 11 Bedrooms | 5 Bathrooms Discover an outstanding opportunity to own a 3-unit multifamily property at 1239 S. Avers Ave in Chicago's North Lawndale neighborhood. Featuring 11 bedrooms and 5 bathrooms, this generously sized building offers a versatile setup for both owner-occupants and investors. Perfect for a house-hacking strategy, an owner-occupant can live in one unit while renting the remaining units to generate rental income and help offset monthly housing expenses. For investors, the property offers the potential to maximize rental income while building long-term equity. Each unit provides spacious living areas, multiple bedrooms, functional floor plans, and abundant natural light, creating comfortable spaces for tenants and larger households alike. Property Highlights 3 legal residential units 11 total bedrooms 5 total bathrooms Spacious and functional floor plans Abundant natural light Strong potential for rental income Excellent opportunity for owner-occupants and house hackers Attractive long-term investment potential Convenient access to public transportation Close to schools, parks, shopping, and neighborhood amenities Easy access to major expressways and downtown Chicago Located in North Lawndale, the property is situated in an area that has experienced ongoing investment and redevelopment. Its location, size, and three-unit configuration provide flexibility for a variety of ownership and investment strategies. Whether you're looking to reduce your housing expenses through rental income, expand your real-estate portfolio, or establish a long-term income-producing asset, this property offers an opportunity worth exploring. Schedule your private showing today and discover the possibilities this versatile multifamily property has to offer.

1239 S Avers Avenue, Chicago

$499,000

6 Beds ⋅ 4 Baths ⋅ 12694323 MLS ⋅ PRICE CHANGE Status

NEW CONSTRUCTION - Welcome to 7228 S. Wentworth Ave, a beautifully designed two-unit property offering modern finishes, thoughtful design, quality construction, and exceptional versatility for both homeowners and investors in Chicago's vibrant Greater Grand Crossing neighborhood. Each spacious unit features 3 generously sized bedrooms and 2 full bathrooms, with a contemporary open-concept floor plan designed for today's lifestyle. Expansive living and dining areas are filled with natural light, creating an inviting environment for everyday living and entertaining. The thoughtfully designed interiors showcase modern finishes throughout, including stylish kitchens with quality cabinetry, sleek countertops, and stainless-steel appliance package options. The primary suites offer private en-suite bathrooms, while the additional bedrooms provide flexibility for family, guests, a home office, or additional living space. Modern bathrooms, comfortable bedrooms, and clean contemporary finishes create a move-in-ready experience while offering the benefits of brand-new construction. Adding even more value, the property includes a 2-car rear parking pad, providing convenient off-street parking-an especially desirable feature for city living. Built with quality craftsmanship, modern design, and efficiency in mind, this property presents an excellent opportunity for an owner-occupant looking to live in one unit while generating rental income from the other, a buyer interested in house-hacking, or an investor seeking to add a turnkey, income-producing asset to their portfolio. Conveniently located near public transportation, parks, schools, shopping, dining, and major expressways, this property offers the space and flexibility of a multi-unit property with convenient access to Chicago's South Side and surrounding neighborhoods. Modern construction. Multiple income possibilities. Two spacious homes in one property. Whether you're looking to build equity, generate rental income, or expand your real estate portfolio. This property offers the space, style, and flexibility to make it happen. Don't miss the opportunity to own this exceptional new-construction multi-family property-Schedule your private showing today!

7228 S Wentworth Avenue, Chicago

$392,000

5 Beds ⋅ 2 Baths ⋅ 12768529 MLS ⋅ CLOSED Status

Discover 6018 S Sangamon Street-a stunningly updated greystone 2-flat, ideal for both investors and owner-occupants. Each unit boasts over 1,300 sq. ft. of living space, brand-new mechanicals and appliances and modern finishes throughout. Unit 1 offers 2 bedrooms and 1 bathroom, while Unit 2 provides 3 bedrooms and 1 bathroom. Enjoy LVP flooring and sleek kitchens featuring quartz countertops, custom cabinets, and stainless steel appliances. The clean, unfinished basement includes a shared laundry area and separate utility panels. Outside, a well-kept, low-maintenance yard. Whether you're house hacking your first home or seeking a fully turnkey addition to your rental portfolio, this property is move-in ready and an outstanding investment opportunity.

6018 S Sangamon Street, Chicago

$650,000

5 Beds ⋅ 4 Baths ⋅ 12755646 MLS ⋅ ACTIVE Status

WHY BUY ONE LIVING SPACE WHEN YOU CAN HAVE TWO? A NEWER CONSTRUCTION WOODLAWN DUPLEX built in 2021 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! Seller will assist with closing costs.

6547 S Evans Avenue, Chicago

$699,000

8 Beds ⋅ 6 Baths ⋅ 12756234 MLS ⋅ ACTIVE 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

$335,000

8 Beds ⋅ 2 Baths ⋅ 12742625 MLS ⋅ CONTINGENT Status

Exceptional investment or house-hacking opportunity situated on a picturesque, tree-lined residential street in Chicago. This striking, legal two-unit brick Greystone offers two expansive residences, each featuring four bedrooms and one full bathroom, providing the space and flexibility. Each unit boasts a well-appointed kitchen with granite countertops and abundant cabinet storage, along with a full bathroom featuring a bathtub and exhaust fan for added comfort and convenience. Unit 2 has been beautifully refreshed with new flooring throughout, fresh paint, modern LED lighting, and brand-new stainless steel appliances, making it completely move-in ready. A full unfinished basement presents exciting value-add potential for a future duplex-down or possible third unit. Convenient access to public transportation and the expressway makes commuting throughout the city easy, while the nearby 71th Street and 75th Street commercial corridors offer a variety of shopping, dining, and everyday conveniences. Whether you are expanding your investment portfolio or looking to live in one unit while generating rental income from the other, this impressive Greystone offers outstanding space, versatility, and long-term potential.

6947 S Wabash Avenue, Chicago

$130,000

4 Beds ⋅ 2 Baths ⋅ 12744125 MLS ⋅ CONTINGENT Status

Stop paying rent and let a tenant subsidize your mortgage. This solid 2-unit Morgan Park property offers the ideal house-hacking setup: live in one unit while collecting steady rental income from the second. Both apartments showcase original hardwood floors, sun-drenched rooms, classic radiator heat, and private access to the multi-level back deck. Nestled in a quiet, tree-lined neighborhood with rapid downtown commute access via the nearby Metra Rock Island line and I-57, this home offers classic Chicago character paired with unmatched financial flexibility. OR High-yield multi-family investment opportunity in high-demand Morgan Park. This vacant 2-unit building is primed for cosmetic updates to maximize market rents and force equity immediately. Key structural fundamentals are already intact, including separated electrical service panels, solid subfloors, and classic radiator heating infrastructure. Situated adjacent to major transit lines, this location commands consistent tenant demand and minimal vacancy rates.

1710 W Waseca Place, Chicago

$402,000

6 Beds ⋅ 2 Baths ⋅ 12734721 MLS ⋅ CLOSED Status

Interested in house hacking? Come check out this unique opportunity! This legal 2-unit brick building sits on a wide 35-foot lot and features a distinctive masonry facade with stone detailing and value-add potential. Each unit offers 3 bedrooms, 1 bath, hardwood floors, in-unit laundry, and updated kitchens and baths with quartz countertops. Plumbing and electrical have also been updated. Recent improvements include newer HVAC systems, roof, 2-car garage, and a commercial-style glass front entry door. The partially finished basement features taller-than-average ceilings, front and rear exits, plus plumbing and electrical already in place-offering great potential for additional usable space. Live in one unit while renting out the other and take advantage of the additional basement space. Conveniently located near I-90/94 with easy access throughout Chicago. Great opportunity for an owner-occupant looking to house hack or an investor seeking an updated Chicago 2-flat with additional upside.

5932 S Elizabeth Street, Chicago

$499,900

7 Beds ⋅ 3 Baths ⋅ 12731749 MLS ⋅ PENDING Status

Why pay a full mortgage when tenants can cover it? Turnkey East Woodlawn 2-flat with massive income potential. Unit 1: 4BD/2BA duplex with 2 living areas, stainless steel appliances, and in-unit laundry/storage. King-sized beds fit easily, making it ideal for short-term rentals, house hacking, or related living. Unit 2: Bright 3BD/1BA with L-shaped kitchen, in-unit W/D, and a primary bedroom that fits a king. Bonus: The lower level offers flexibility as a plug-and-play short-term rental crash pad or can be converted into a future standalone unit with already existing private entrances. The building has separate utilities, a rear deck for each unit, a yard, and a gorgeous all-masonry 2-car brick garage. Location is a dream. You are minutes from the University of Chicago, Lake Michigan beaches & trails, and within walking distance of public transit - including the Green Line to downtown and all the dining and shopping districts we love in Hyde Park. Driven by $500M+ at the Obama Presidential Center and UofC expansion, Woodlawn home values have outpaced city averages by 12%. 4-bed short-term rentals average $325+/night nearby. Live in one, rent the rest, or collect multiple checks from day one.

6520 S Ellis Avenue, Chicago

$405,000

3 Beds ⋅ 2 Baths ⋅ 12727404 MLS ⋅ CLOSED Status

Welcome to 1807 N. Keeler, the opportunity you've been waiting for!! This home is IDEAL for House Hacking 101. 1807 N. Keeler has been well cared for throughout the years and has been thoughtfully setup for the perfect In-law arrangement or Extended Family. This 4BR + 2BTH home features a new HVAC system (2024), Solid Oak Hardwood Floors, Spacious Bedrooms, Updated Baths (2022), Finished Basement with Overhead Sewer and Pump, and an updated Garage (New roof and siding 2026). The extremely rare and unique Basement setup features a private Front entrance and shared Rear exit, Ideal for House Hacking. Do not miss this one! These do not come around often!! Showings will begin Sat Aug 8th between 12pm-2pm. You must have a confirmed appointment. Buyers, feel free to contact the Listing Agent, Hector Acevedo if you're unrepresented and wish to view the property.

1807 N Keeler Avenue, Chicago

$395,000

9 Beds ⋅ 3 Baths ⋅ 12726116 MLS ⋅ CLOSED Status

Whether you're looking to grow your investment portfolio or live in one unit while generating rental income from the others, this well-maintained three-unit building is an opportunity you won't want to miss. Each spacious unit features 3 bedrooms, 1 bathroom, a large outdoor space, and functional layouts designed for comfortable living. Unit 2 is vacant and move-in ready, making it ideal for an owner-occupant or for leasing at current market rents. Unit 1 is leased through January 2027, and Unit 3 is leased through August 2027, providing immediate rental income with established tenants already in place. Built in 2007, this newer-construction multi-family property offers many of the benefits buyers appreciate, including more modern systems and finishes than many of Chicago's older multi-unit buildings. The property has been well maintained, allowing the next owner to focus less on major updates and more on enjoying the investment. The location adds even more to the opportunity. Enjoy convenient access to shopping, restaurants, parks, schools, public transportation, major roadways, and Chicago's lakefront, while being positioned near some of the South Side's most significant current and future investments. Nearby developments include the Obama Presidential Center in Jackson Park and Quantum Shore, the massive lakefront redevelopment of the former U.S. Steel South Works site that will include the Illinois Quantum and Microelectronics Park and major technology investment. Combined with established neighborhood amenities and continued investment throughout the surrounding area, there's plenty happening in this part of Chicago. Whether you're house hacking, expanding your rental portfolio, or looking for a turnkey investment with income already in place, 7955 S. Manistee Ave. offers a compelling combination of space, income potential, newer construction, and location. All that's missing is YOU!

7955 S Manistee Avenue, Chicago

$1,600,000

9 Beds ⋅ 4 Baths ⋅ 12723283 MLS ⋅ CLOSED Status

Beautifully maintained and thoughtfully updated, this classic Chicago three-flat is located in the heart of Lakeview. Ideal for investors or owner-occupants, the property offers a great "house hacking" setup-live in the spacious owner's duplex-down while generating rental income from the two generously sized upper units. Throughout the building, vintage character is paired with modern improvements. Each unit features tall ceilings, oversized windows, hardwood floors, original woodwork, decorative fireplaces, and separate living and dining areas. Updated kitchens include stainless steel appliances, dishwashers, ample cabinetry, and modern finishes. Each residence also has its own HVAC system and in-unit washer and dryer, providing the conveniences today's renters expect. Spanning two levels, the owner's duplex-down offers generous living space and plenty of flexibility. The expansive kitchen features warm wood cabinetry, stone countertops, upgraded appliances, a large island, and abundant storage. Updated bathrooms, flexible office or workout space, multiple living areas, and direct access to the rear outdoor space make it an ideal owner's residence. A brand-new roof, private rear decks, a patio and courtyard area, and three off-street parking spaces add to the property's appeal. Impeccably cared for and updated throughout, this is a turnkey multifamily property near dining, shopping, nightlife, public transportation, and everything Lakeview has to offer. Move in, rent out, or add a strong asset to your investment portfolio.

2838 N Sheffield Street, Chicago

$475,000

9 Beds ⋅ 3 Baths ⋅ 12719241 MLS ⋅ CLOSED Status

This is a GREAT building that was rehabbed a few years ago. This beauty sits on an oversized lot with a detached 3 car garage. This is a 3 unit building and perfect for house hacking. It does not have a basement but plenty of storage in each unit. Each unit has beautiful hardwood floors, stylish light fixtures, modern cabinetry, 3 large bedrooms and 1 bath. 2 current leases that end next year and one unit is a month to month tenant, in case you would like to live there right away. Building is beautifully maintained and can pass an FHA or conventional appraisal. DRY building with no flooding issues at all. 2 of the units have in unit laundry hook ups.

7961 S Essex Avenue, Chicago

$484,900

4 Beds ⋅ 2 Baths ⋅ 12716064 MLS ⋅ ACTIVE Status

Exceptional investment or house-hacking opportunity in prime Gage Park! This solid brick 2-unit property features an unfinished basement with endless potential and sits on an oversized lot. Each unit boasts classic hardwood floors, high ceilings, original wood trim, spacious living and dining rooms, and cozy enclosed porches. Outside, enjoy rare parking versatility with both a 2-car garage and an additional carport. Unbeatable location with easy access to public transit, minutes from Midway airport, major expressways, grocery stores, dining, and local amenities. Bring your contractor or updates and turn this diamond in the rough into a income-generating power house. Don't miss this one!

3028 W 53Rd Place, Chicago

$1,241,000

6 Beds ⋅ 3 Baths ⋅ 12686346 MLS ⋅ CLOSED Status

Exceptional opportunity to own one of Lincoln Square's most charming and architecturally significant greystones on one of the neighborhood's most picturesque, tree lined blocks. Beautifully maintained and thoughtfully updated over the years, this timeless two flat with an additional garden apartment showcases true pride of ownership while offering remarkable flexibility for investors, owner occupants, or those seeking the perfect house hacking opportunity in one of Chicago's most coveted neighborhoods. The first floor residence offers two spacious bedrooms and a beautifully renovated bathroom, complemented by an expansive floor plan featuring a gracious living room, sun filled den, formal dining room, and an updated eat in kitchen. Rich original oak hardwood floors, intricate millwork, and a stunning built in hutch have been meticulously preserved, highlighting the home's historic character. The renovated kitchen opens to a private rear porch, an ideal setting for morning coffee, al fresco dining, or entertaining guests. Generous storage can be found throughout the home. The second floor residence features three bedrooms, one updated bathroom, and a dedicated office just off the kitchen, perfect for today's work from home lifestyle. The spacious living room is flooded with beautiful southern sunlight, while the oversized formal dining room provides an inviting space for family gatherings and entertaining. The bright and welcoming garden apartment offers a well designed one bedroom, one bathroom layout with abundant natural light, creating an attractive option for additional rental income, extended family, or guest accommodations. The building has been exceptionally cared for, reflecting decades of thoughtful stewardship and meticulous maintenance. Additional storage and a shared laundry area are conveniently located in the basement. Outside, the professionally designed Zen inspired rear garden creates a peaceful urban retreat. The full masonry three car garage is crowned by an impressive finished rooftop deck, an extraordinary outdoor living space rarely found in the city. The location is simply unmatched. Just one block from the vibrant heart of Lincoln Square, you'll enjoy effortless access to beloved neighborhood restaurants, cozy cafes, boutique shopping, neighborhood taverns, parks, the CTA Brown Line, the Lincoln Square Farmers Market, the Chicago Riverwalk trail system and the year round concerts, festivals, and community events that make this one of Chicago's most treasured neighborhoods. Whether you're looking for a trophy investment, a multi generational home, or an owner occupied property with substantial income potential, this exceptional greystone offers timeless architecture, impeccable condition, enduring value, and outstanding future upside in one of Chicago's strongest and most sought after residential markets.

2230 W Leland Avenue, Chicago

$334,900

5 Beds ⋅ 1 Baths ⋅ 12701676 MLS ⋅ ACTIVE Status

Turnkey 2-Unit in Auburn Gresham - Full Rehab 2021! Fully remodeled 2-unit property offering strong cash flow and flexibility for investors or owner-occupants. Full rehab in 2021 included new roof, siding, water heaters, electrical, and plumbing - updated systems throughout. Unit 1 (2BR/1BA): Occupied, market tenant paying $1,355/month. Unit 2 (3BR/1BA): Vacant, move-in ready - perfect for an owner-occupant or new tenant at market rent. Freshly painted throughout, on-site laundry, large fenced yard, and 2-car concrete parking pad. Minutes from transit, expressways, shopping, and dining. A smart house-hacking opportunity or turnkey addition to your portfolio. Schedule your showing today!

8632 S Sangamon Street, Chicago

$432,000

6 Beds ⋅ 3 Baths ⋅ 12695818 MLS ⋅ CONTINGENT Status

Curating Chicago's Next Great Investment Opportunity! Exceptional Investment & Owner-Occupant Opportunity! Bring your vision to this legal two-flat in Chicago's Austin neighborhood. Offering two spacious 3-bedroom, 1-bath residences, a full basement and a 2-car garage, this property provides a strong foundation for an investor, owner-occupant or buyer exploring a house-hacking strategy. Each unit has its own furnace and water heater, providing separate mechanical systems for added convenience. All appliances are included in the sale, including the washer and dryer. The first-floor unit and basement are vacant and available for viewing. The second-floor unit is currently occupied and is now available for showings daily. Please be respectful of the occupant and property during all showings. The property is expected to be delivered fully vacant at closing, giving the next owner flexibility to establish their own occupancy, leasing and improvement plans. The full basement includes an existing bathroom and offers additional space for storage, recreation or future improvements. Buyers should perform their own due diligence regarding zoning, permits, allowable uses and any contemplated improvements. Additional features include generous room sizes, a 2-car garage and convenient access to public transportation, parks, shopping and major roadways. With solid multifamily fundamentals already in place, 1315 N. Massasoit provides a strong foundation to build long-term value over time. Thoughtful upgrades may enhance the property, strengthen its appeal and create opportunities to build equity for tomorrow. Whether your strategy is to live in one unit and lease the other or add a Chicago multi-unit property to your investment portfolio, bring your vision and explore the possibilities. SOLD AS-IS. PROPERTY TO BE DELIVERED FULLY VACANT AT CLOSING. BRING YOUR VISION AND YOUR OFFER.

1315 N Massasoit Avenue, Chicago

$650,000

5 Beds ⋅ 4 Baths ⋅ 12685639 MLS ⋅ ACTIVE Status

Value & Location: "Stunning Duplex with Dedicated Property Easement next to Kennicott Park!" Discover an incredible investment or house-hacking opportunity in Chicago's Historic Kenwood neighborhood. Priced to sell, this unique, townhouse-style two-unit building spans multi-level living space. Situated directly across from the scenic Kennicott Park and minutes from DuSable Lake Shore Drive, this property is perfectly configured for an owner-occupant looking to live comfortably while collecting premium rent, or for an investor seeking a high-demand multi-family asset. Additionally, the parcel features a legal property easement, providing guaranteed side yard buffer, private access, and flexibly usable outdoor space adding long-term functional value to the house. The Owner's Suite A massive, sun-drenched multi-level layout designed for comfortable everyday living. Main Level Entertaining: Open-concept living and dining areas feature high ceilings. Upper-Level Bedrooms: Two spacious, private bedrooms are tucked away upstairs, one bedroom on the ground level, including with its own bathroom in brand new rehabbed part. Garden level: living room, laundry room, utility room, bathroom, bedroom and office, with separate egress through public room from garden level. Park Views: Enjoy beautiful tree-lined views in directly north to local green park space, and rapid access to close-by Burnham Park via 43rd street bridge over LSD, just steps away. The Income Suite Smart Multi-Level Layout: Perfectly proportioned and maximizing space, making it highly attractive to premium renters. Flexible 1.5-Bedroom Design. Features a spacious primary bedroom with mantle piece plus a versatile half-bedroom, ideal for a home office, nursery, or creative studio. Hallway closet. Turnkey Rental: Equipped with a funcitonal kitchen, bright living area, and independent private entry to ensure total resident privacy. Unbeatable Kenwood Location: Next to Kennicott Park: Step right outside to enjoy the Kennicott Park Fieldhouse, community programs, fitness facilities, sports fields. Commuter's Dream: Enjoy rapid access to Downtown Chicago via DuSable Lake Shore Drive 39th or 47th street ramps, or use nearby 43rd street Dan Ryan expressway ramp. Public Transit Friendly: Located steps from convenient CTA bus routes and Metra Electric District 47th street station ensures a seamless daily commute. Building & Exterior Features Property Easement: Benefit from a built-in property easement that ensures easy accessibility and use for outdoor activities. This easement is a source of natural light on the west side of the house. Separate metered electric utilities ensures stress-free management, shared radiator system and gas ensures efficiency. Townhouse Structure: Vertical layout ensures no neighbors are living above or below your primary living areas.

1132 E 44Th Street, Chicago

$609,000

4 Beds ⋅ 2 Baths ⋅ 12671805 MLS ⋅ CLOSED Status

A true Northwest side Chicago classic, this all-brick 2-flat is located on one of the most desirable tree-lined streets in the heart of Albany Park -- a prime location offering an urban-suburban feel! Whether you are looking for an income generating rental investment property; an owner-occupied house hacking opportunity (living in one unit and having the other assist in covering your mortgage) or converting this 2-flat to your personal residence...it is priced to sell! Each of the two spacious units, currently rented, features: a gracious living room with abundant front facing windows; a large separate dining room; eat-in kitchen with pantry; two bedrooms; full bath and a den, which could be used as a third bedroom. Both units, as well as the basement feature access to both the front and a side entrance via interior staircases. This home, which boasts some of its distinctive original woodwork, doors, built-ins, stain glass windows, hardwood floors, fireplace (on the second floor only), is being sold "AS IS" and awaits your vision and updates! A shared unfinished basement with coin-operated laundry area provides additional storage and features a newer boiler replaced in 2023. The backyard has a grassy area and a concrete parking pad for two vehicles. Convenient to transportation, this home is close to the CTA Brown Line, Blue Line, the Irving Park Metra, and offers quick access to I-90/94 and O'Hare Airport. Additional nearby features include: the scenic North Branch Trail; Eugene Field Park and kids playground, North Park University, Northeastern Illinois University, Gompers Park, schools, shopping and dining. A perfect opportunity to own an income generating home in a neighborhood, where rents are in demand and property values are climbing! NOTE: For those looking to purchase an owner-occupied property, this 2-flat is "Zoned A" and qualifies for the new "Homegrown Purchase Assistance Program" recently rolled out by the City of Chicago for qualifying and eligible first-time homebuyers...up to $70,000 in maximum assistance.

5030 N Ridgeway Avenue, Chicago

$415,000

6 Beds ⋅ 2 Baths ⋅ 12652082 MLS ⋅ CLOSED Status

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

852 N Christiana Avenue, Chicago

$695,000

9 Beds ⋅ 4 Baths ⋅ 12673640 MLS ⋅ CLOSED Status

What a find in the Belmont Cragin community! Brick 2 flat sits on a coveted 40ft wide oversized Chicago lot and offers incredible space and unbeatable amount of parking spaces. Legal 2-flat with an additional garden unit for a total of 9 bedrooms and 3.5 baths. Each unit features 3 spacious bedrooms, the garden unit adds a convenient half bath as well. Parking is a standout: 2 car garage PLUS adjacent 2 car slab, with a fully paved lot allowing parking for up to 9-10 vehicles in total. Perfect for large households, contractors, or tenants with multiple cars. The entire lot is paved for ultra-low maintenance, no grass to cut, ever. First and second floor tenants pay their own utilities; garden unit is on common. Very strong rental income potential or ideal for owner-occupants seeking house hacking opportunities. Prime location near Belmont Ave shopping and dining, minutes to the Kennedy Expressway (I-90/94), CTA bus lines, Blue Line access, Kelvyn Park, schools, and grocery stores. Easy commute downtown and to O'Hare. Unique properties like this with oversized lot, massive parking, three income-producing units rarely hit the market in this neighborhood. Schedule your showing today, sufficient notice for tenants please.

3128 N Keating Avenue, Chicago

$399,900

12 Beds ⋅ 5 Baths ⋅ 12669970 MLS ⋅ ACTIVE Status

Fantastic investment opportunity in the heart of South Chicago! This solid brick 4-unit building offers 12 total bedrooms and 5 bathrooms, providing excellent potential for strong rental income. Each spacious unit includes a stove and refrigerator, and all utilities are separately metered for gas and electric, offering added convenience for management. A full finished basement provides additional space and versatility. All tenants are currently month-to-month, making this a great option for investors or owner-occupants interested in house hacking. The property also features 4 exterior parking spaces in the rear and sits on an extra-wide 125x46 ft. lot. Located close to parks, schools, public transit, and everyday amenities, this building offers a smart opportunity to grow long-term value. With low taxes and strong rental potential, this is a must-see property. Don't miss your chance to build equity and secure steady cash flow!**One of the LLC members is an Illinois licensed Realtor (Not Listing Brokers)**

8239 S Colfax Avenue, Chicago

$180,000

5 Beds ⋅ 2 Baths ⋅ 12662871 MLS ⋅ CLOSED Status

Excellent opportunity for investors or owner-occupants! This investor-friendly 2-flat duplex offers the perfect chance to live in one unit while generating income from the other, or maximize cash flow by renting both units. The property is ready for your creative vision with minor cosmetic updates and presents immediate income-producing potential. Conveniently located near parks, schools, shopping, transportation, and major commuting routes. Whether you're looking to expand your investment portfolio or achieve house-hacking success, this property checks all the boxes. Bring your ideas and unlock the potential, this one won't last long! **Package Deal** 6715 S Bishop St Chicago IL is also being sold

11317 S Edbrooke Avenue, Chicago

$320,000

4 Beds ⋅ 2 Baths ⋅ 12650480 MLS ⋅ ACTIVE Status

Located in the heart of Chicago's Canaryville/Back of the Yards area, this solid two-flat offers a versatile opportunity for both owner-occupants and investors alike. Whether you're looking to live in one unit while generating rental income from the other, or fully lease both units for steady cash flow, this property delivers flexibility and long-term potential. Each unit offers generous living space with separate entrances, making it ideal for multi-generational living, house hacking, or traditional investment use. The unfinished basement provides additional value-add potential and may offer the opportunity to create a duplex-down with the first-floor unit, adding even more living space and future upside. Investors will appreciate the strong rental demand and income-producing potential in this growing neighborhood. Conveniently located near public transportation, major expressways, parks and schools.

321 W 47Th Street, Chicago

$355,000

4 Beds ⋅ 2 Baths ⋅ 12637898 MLS ⋅ CLOSED Status

Exceptional house hacking opportunity, fully set up and ready to go. This beautiful, well maintained two unit building offers immediate income with a tenant occupied second floor and a vacant owner's unit, perfect for an owner occupant or investor ready to step right in. Each unit features full kitchens, hardwood floors throughout, and abundant natural light, creating warm and inviting living spaces. The second floor unit includes an in unit washer and dryer, while an additional washer and dryer in the basement services the first floor unit. The fully finished basement expands the living space and includes a spa style bathroom with a jacuzzi tub, offering flexibility for an in law arrangement, guest suite, or potential third unit, adding both lifestyle appeal and income potential. Situated on a rare double lot with a double driveway, this property also includes a garage and fenced yard for added privacy and security. Pride of ownership shines throughout with newer appliances and updated utilities, making this a truly move in ready, income producing property. Tenants are responsible for gas and electric, helping keep operating expenses low. Schedule your showing today.

7922 S Ellis Avenue, Chicago

$121,000

3 Beds ⋅ 1 Baths ⋅ 12622472 MLS ⋅ CLOSED Status

Rare Bundle Sale! Buy 2 Amazing Properties. Cash offer or investment loan only, reading about zoning in agent remarks . Huge Price Reduction - Homeowner, House Hacker & Investor's Dream! Welcome to 10002 & 10004 S Torrence Ave, Chicago, IL 60617 - yes, two houses with two separate PINs, right next door to each other! This rare opportunity offers low taxes and an unbeatable location just minutes from major highways and the Indiana border. Features & Highlights: * Two separate homes - rent one and live in the other for little to no cost. * Both roofs replaced in 2024 - move in with peace of mind. * Updated throughout the years for comfort and convenience. * Ideal for homeowners, investors, or anyone looking for a house hacking opportunity. Don't miss this unique chance to own two properties side by side in a prime location!

10004 S Torrence Avenue, Chicago

$475,000

6 Beds ⋅ 3 Baths ⋅ 12615133 MLS ⋅ CLOSED Status

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

1443 N Hamlin Avenue, Chicago

$765,000

6 Beds ⋅ 5 Baths ⋅ 12612607 MLS ⋅ CLOSED Status

Oversized brick 2-unit featuring two spacious 3-bedroom, 2-bath units plus a large, partially finished basement with a full bathroom and multiple rooms, offering strong potential to create a third unit. Located in Chicago's sought-after North Side West Ridge neighborhood, this property presents excellent income and house-hacking potential with extensive updates throughout. Each unit offers a well-designed layout with separate living and dining rooms, making it ideal for both owner-occupants and tenants. The second-floor unit has been significantly updated, with the exception of the kitchen, while the first-floor unit features a brand-new kitchen completed in 2024, along with modern finishes. The property includes a total of five updated full bathrooms, all renovated in 2021, including a full bath in the basement. Major improvements include new windows on the first and second floors (2017), roof replacement (2016), updated front and rear doors and common corridors (2024), second-floor renovations (2021), two furnaces (2015), and 2 water heaters (2021). Positioned on a corner lot with separate utilities for each unit. Excellent opportunity for house hacking or strong cash flow in a high-demand location. Schedule your showing today-properties like this move quickly.

3025 W Rosemont Avenue, Chicago

$352,000

6 Beds ⋅ 2 Baths ⋅ 12602158 MLS ⋅ CLOSED Status

Turnkey brick 2-flat featuring spacious 3-bedroom units with separate utilities and strong rental potential. Each unit offers hardwood floors, large living areas, and clean, updated kitchens with granite countertops and full cabinetry. Bathrooms are well-maintained, and the overall condition makes this a move-in ready opportunity for both owner-occupants and investors. Significant recent improvements include updated mechanical systems and interior finishes. Roof repairs completed in 2025 and sealed with aluminum coating, providing added protection and longevity. Full unfinished basement offers additional potential, and property includes a detached brick garage. Ideal for house hacking or long-term investment in a stable rental location with consistent demand.

7933 S Evans Avenue, Chicago

$699,000

9 Beds ⋅ 6 Baths ⋅ 12600592 MLS ⋅ CLOSED Status

A rare opportunity for both owner-occupants and investors alike! Whether you are looking to do house hacking or secure a high-performing rental asset, this fully-remodeled building checks every box. New electric, new plumbing, new furnaces, new hot water tanks, 24 new windows, new kitchens and baths, new appliances - all over the last 3 years. Ideally located just blocks from the Illinois Medical District and the United Center, the property sits in a high-demand area with strong rental appeal and long-term appreciation potential. Each of the 3 spacious units features a desirable 3 bed/2 bath layout with a private primary suite - an uncommon configuration that attracts quality tenants and premium rents. Thoughtfully updated throughout, every unit offers open-concept living, modern kitchens and baths, and the convenience of in-unit laundry. Live in 1 unit and rent the other two or add a turnkey, income-generating property to your portfolio. Opportunities like this do not last!

2855 W Arthington Street, Chicago

$427,000

5 Beds ⋅ 3 Baths ⋅ 12589750 MLS ⋅ CLOSED Status

This move-in ready, legal three-unit brick building is a turnkey opportunity for an investor or a homeowner looking for long-term comfort, house-hacking or passive income while tenants pay the mortgage. Each of the three spacious apartments features a functional layout with two bedrooms, formal living and dining rooms, and original hardwood floors throughout. The property also includes a finished lower level equipped with a dedicated laundry room and ample storage. The building has been maintained beautifully, including a newer roof on the home and the garage. Outside, the oversized lot is secured by an iron fence and features massive parking footprint: a gorgeous vaulted three-car brick garage plus three additional exterior spots. There is even potential for a studio above the garage with the new ADU ordinance. Situated at the heartbeat of the community, you are steps away from local parks, retail, and transit. With separate front and rear entrances for every unit the numbers on this building finally make sense for a buyer ready to build their investment portfolio.

7058 S Fairfield Avenue, Chicago

$880,000

9 Beds ⋅ 6 Baths ⋅ 12591831 MLS ⋅ CLOSED Status

New construction 3-unit multifamily in the heart of East Garfield offering 9 bedrooms and 6 bathrooms across three spacious levels. Designed for both modern living and strong investment returns. Each unit features a full stainless-steel package, private rear deck or patio, and access to secure rear parking with Electric Vehicle charging ports for all units. Professionally landscaped and built for low maintenance ownership. This property has washer and dryer hookups for each tenant and also includes a 1-year builder warranty with extension options for added peace of mind. Ideal for house hacking or maximizing rental income, all just 1 mile from the transformative 1901 PROJECT set to elevate the entire neighborhood's infrastructure and value. Secure a solid, high-quality asset now before the next market shift. This is the opportunity investors have been waiting for.

2745 W Monroe Street, Chicago

$585,000

11 Beds ⋅ 3 Baths ⋅ 12591657 MLS ⋅ CLOSED Status

Exceptional investment opportunity in the Auburn Gresham/Gresham area! This classic Chicago all-brick 4-unit multi-family building offers strong income potential with 11 total bedrooms and 4 bathrooms across spacious units. Each unit features generous living areas, separate dining spaces, and well-sized bedrooms, providing comfortable layouts for tenants or owner-occupants. The property also includes a detached 3-car garage for added convenience and rental value. Conveniently located near schools, parks, shopping, and public transportation, making it attractive for long-term tenants. Perfect for house hacking or income-producing investment in a growing South Side neighborhood.

7829 S Winchester Avenue, Chicago

$299,900

4 Beds ⋅ 3 Baths ⋅ 12579579 MLS ⋅ CLOSED Status

Rehabbed Brick 2-Unit in Roseland ? Low Taxes & Great Investment Excellent opportunity to own a fully rehabbed brick 2-unit building in Chicago's Roseland neighborhood. The first floor unit has 2 beds, 2 baths and a working fireplace in the basement. The upstairs is a 2 bed 1 bath apartment. Perfect for owner-occupants or first-time homebuyers looking to live in one unit and rent the other. Situated on a corner lot with a new 6? privacy fence and a 2-car garage. Low property taxes make this a strong cash-flow investment with long-term upside. Move-in ready and rental ready? an ideal house-hacking opportunity in Chicago.

11576 S La Salle Street, Chicago

$260,000

6 Beds ⋅ 3 Baths ⋅ 12577844 MLS ⋅ CLOSED Status

Exceptional investment opportunity in a rapidly developing area! This spacious property offers 6 bedrooms and 3 full bathrooms with a highly functional layout. The main level features 3 bedrooms and 1 full bath, the finished attic includes an additional bedroom and full bath, and the basement in-law arrangement offers 2 bedrooms and 1 full bath with separate living space. Each level has its own bathroom, making this property ideal for multi-generational living, house hacking, or rental income potential. With the right improvements, this home can be converted into a legal 2-unit property, creating strong cash flow opportunities. Priced under $250K, this is a rare value-add opportunity for investors looking to maximize returns. Sold as-is.

2223 W 50Th Place, Chicago

$605,000

4 Beds ⋅ 2 Baths ⋅ 12571536 MLS ⋅ CLOSED Status

Discover the perfect house-hacking or investment opportunity on this Chicago corner lot. This solid brick two-unit building, located on a quiet and inviting tree lined street in the heart of Jefferson park, combines classic Chicago character with "move-in ready" convenience. Both units feature original hardwood floors, two bedrooms (2nd floor unit has addl den), one bath, a spacious living room, a separate dining room, and an enclosed back porch that can be used for an additional storage. The top floor unit is vacant and sparkling clean-ideal for owner looking to move in immediately or a landlord looking to pick their next tenant at top-market rent. The second unit is currently occupied, providing immediate cash flow from day one. Being a corner building, every room is flooded with natural light, highlighting the expansive floor plans and wood finishes. Full unfinished basement offers the potential for an additional garden unit, enhancing the property's value and versality. Roof 2022 (bldg & garage), updated electrical panels, newer windows, backflow prevention valve. A relaxing fenced-in back yard plus 2 car brick garage round out this commuters dream. Enjoy all that Jefferson Park has to offer: restaurants, shopping, a Metra stop, a Blue Line stop & very easy highway access. This charming building requires no additional work and is ready to welcome new owners.

4901 N Marmora Avenue, Chicago

$675,000

4 Beds ⋅ 2 Baths ⋅ 12566109 MLS ⋅ CLOSED Status

Versatile and full of potential, this property offers a rare opportunity in one of Chicago's most vibrant and walkable neighborhoods. Currently configured as a 2-flat, each unit features 2 bedrooms and 1 bathroom, making it ideal for rental income, house hacking, or multi-generational living. Both units are in good condition and feature many recent upgrades (new AC & water heaters, some appliance upgrades, etc.), allowing for immediate occupancy or rental. The layout also presents exciting possibilities to duplex up/down or convert the property into a spacious single-family home, giving buyers multiple paths to add value. Outdoor living is a highlight, with a rear deck, a charming small front yard, and a large backyard with the option to build a garage. The flexible setup also makes this property a strong candidate for Airbnb or long-term rental. Located in a lively, walkable area, this is a compelling opportunity for investors, developers, or owner-occupants seeking flexibility and upside in a prime Chicago location. There are no active leases at present time.

2122 N Stave Street, Chicago

$257,500

3 Beds ⋅ 3 Baths ⋅ 12550894 MLS ⋅ CLOSED Status

PRIME East Side Opportunity - Income-Producing & Move-In Ready! Perfect for Chicago commuters, multi-generational living, or savvy investors looking to expand their portfolio - this exceptional property is ready to start generating returns immediately! Whether you're dreaming of house-hacking by living in one unit while collecting rent from the others, or adding a high-performing asset to your investment lineup, this versatile setup delivers. The main home offers flexible options for related living with a private entrance for the right buyer! Freshly painted and meticulously maintained, this property shines from top to bottom with functional layouts that maximize every square foot. The lower level features a stylish island and cozy dining space. The upper level is flooded with natural light. Outside, enjoy a fully fenced lot for privacy and peace of mind, plus a charming side yard and a private back patio at the cottage - perfect for relaxing or entertaining. And the upgrades? They're already done for you: Brand-new furnaces & water heaters Newer windows Roof approx. 10 years old The updated 1 bedroom coach house is now easy to show and all units are ready to produce income right away! Tucked into a quiet residential neighborhood, this ideal East Side location offers the tranquility renters love - making it easy to attract and retain tenants. Opportunities like this don't last. Property is in excellent condition and has had NO major inspection issues but will be sold AS IS - schedule your showing today and secure this rare investment gem before it's gone!

10912 S Avenue J, Chicago

$320,000

7 Beds ⋅ 3 Baths ⋅ 12548918 MLS ⋅ CLOSED Status

Welcome to this great Chicago multi-unit on an oversized lot, owned and cared for by the same family for many decades. This well-maintained property offers timeless charm, generous space, and a bright, functional layout. A welcoming foyer with double doors opens into the spacious interior. The building features two units: Unit #1 with 3 bedrooms (plus a tandem room) and Unit#2 with 4 bedrooms. Each unit includes separate living and dining rooms and large, sun-filled kitchens, making the spaces feel open and inviting. Natural light throughout each unit adds to its warmth and character. The semi-finished basement includes a half bathroom and a separate furnace room, offering extra space for storage or flexible use. Set on a wide lot, the fenced backyard is perfect for summer gatherings and everyday enjoyment. Ideal for house-hacking or as an investment, with convenient access to downtown Chicago and close to shopping, dining along Western Ave. and 95th Street.

1244 W 97Th Place, Chicago

$160,000

4 Beds ⋅ 2 Baths ⋅ 12547394 MLS ⋅ CLOSED Status

Fantastic 2-Unit Investment Opportunity in Chicago's Roseland Neighborhood! Whether you're looking to live in one unit and rent the other or expand your rental portfolio, this well-maintained property offers versatility and strong income potential. Each spacious unit features 2 bedrooms, 1 bath, a bright living room, and an eat-in kitchen with plenty of cabinet space. The second-floor unit has been completely rehabbed with fresh flooring, updated fixtures, and a modernized kitchen and bath-perfect for an owner-occupant or attracting top-tier tenants. The first-floor unit is in good condition and ready to generate immediate rental income. The full unfinished basement provides ample storage and potential for additional living or recreational space. Outside, enjoy a fenced for added convenience. Situated on a quiet block close to public transportation, parks, schools, and easy highway access, this property attracts both renters and owner-occupants alike. Perfect for house hacking or generating steady cash flow - don't miss this chance to own a solid multi-unit in a growing area! Schedule your private viewing today!

310 W 105Th Street, Chicago

$140,000

6 Beds ⋅ 2 Baths ⋅ 12542730 MLS ⋅ CLOSED Status

Huge Price Reduction. Rare Bundle Sale! Buy 2 Amazing Properties. Cash offer or investment loan only, reading about zoning in agent remarks . Huge Price Reduction - Homeowner, House Hacker & Investor's Dream! Welcome to 10002 & 10004 S Torrence Ave, Chicago, IL 60617 - yes, two houses with two separate PINs, right next door to each other! This rare opportunity offers low taxes and an unbeatable location just minutes from major highways and the Indiana border. Features & Highlights: * Two separate homes - rent one and live in the other for little to no cost. * Both roofs replaced in 2024 - move in with peace of mind. * Updated throughout the years for comfort and convenience. * Ideal for homeowners, investors, or anyone looking for a house hacking opportunity. Don't miss this unique chance to own two properties side by side in a prime location!

10002 S Torrence Avenue, Chicago

$1,235,000

12 Beds ⋅ 10 Baths ⋅ 12510059 MLS ⋅ CLOSED Status

Introducing Flats on Belmont, the ultimate house hacking opportunity offering 4 different floorplans with 9 full bathrooms or a perfect armchair investment generating an impressive 7.12 CAP. Newly completed in 2022, this boutique 4-unit apartment building sits perfectly on the cusp of Avondale & Kilbourn Park, providing both convenience and modern living. The original structure was fully gutted to the brick shell and rebuilt with full permits, delivering a like-new property finished to the highest standards. No detail was overlooked-including the roof, plumbing, electrical, windows, insulation, doors, flooring and mechanicals featuring Ducane furnaces and TRANE ac condensers ensuring HVAC reliability and durability. Each apartment offers individual in-unit washer/dryers for tenants convenience. The building also features a rear parking pad that can accommodate 4 vehicles. Each unit is flooded with natural light and showcases an open-concept layout, seamlessly blending the chef's kitchen-complete with stainless steel appliance package, white cabinetry, and quartz countertops-into spacious living and dining areas. Sleek modern bathrooms and well-planned floorplans complement today's lifestyle, making this property attractive to both renters and owner-occupants. Whether you're looking to live in one unit and rent the others or add a high-yield, low-maintenance asset to your portfolio, Flats on Belmont is a rare opportunity to own a like-new, turnkey multi-unit property in a rapidly appreciating neighborhood currently experiencing excellent growth and expansion

4350 W Belmont 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.