View All Chicago IL 3-Flats Listings

$874,900
6 Beds 4 Baths 12739803 MLS NEW Status
Rare opportunity to own a beautifully maintained brick two-flat in highly desirable East Irving Park, just steps from Horner Park. With one apartment currently vacant, this property presents an exceptional opportunity for an owner-occupant, house hacker, or investor looking for a substantially updated building with many of the major capital improvements already completed. Extensive improvements completed in 2022-2023 include a new roof layer, individual Navien tankless water heaters, new furnaces and A/C condensers, new electrical panels, stainless steel appliances in both apartments, and individual in-unit washers and dryers-providing a future owner with the residual value of significant recent investment and the potential for years of lower-maintenance ownership. Both spacious, west-facing apartments feature 3 bedrooms and 1 bathroom including formal dining rooms, along with updated kitchens showcasing both white and espresso cabinetry, quartz countertops and stainless-steel appliances. Additional improvements include updated bathrooms and lighting fixtures. Each residence also offers an additional east-facing rear den-an ideal home office, reading room or flex space that enjoys abundant morning sunlight. The lower level provides even more versatility with an existing in-law suite complete with its own bathroom, creating valuable additional space for extended family, guests, a home office, recreation or other permitted uses. Unit 1 also offers the possibility of of creating a duplex-down to add additional living space. Another feature that truly distinguishes this property is its extra-wide 32-foot lot, offering additional parking, greater outdoor space and flexibility than a typical Chicago two-flat. The wider lot may also provide intriguing possibilities for future expansion or potential conversion/legalization of lower-level space as an ADU, subject to City of Chicago zoning, building-code requirements, permits and approvals. And then there's the location. Approximately a 4-minute walk from the front door is Horner Park, one of the North Side's premier recreational destinations, encompassing more than 55 acres along the Chicago River. Enjoy paved walking and running paths, tennis and pickleball courts, softball fields, soccer and football fields, a fenced dog park, playgrounds and a fieldhouse offering additional recreational activities. The building is also strategically located just 15 mins walk from the Francisco Brown line stop making it an ideal choice for downtown commuters, and also within close proximity to the heart of Lincoln Square. Whether you're searching for a home with rental income, a multi-generational living arrangement, or a long-term investment in one of Chicago's established North Side neighborhoods, this East Irving Park two-flat combines space, location, extensive recent improvements and future potential in one compelling package.

4111 N Francisco Avenue, Chicago

$849,900
10 Beds 4 Baths 12629812 MLS NEW Status
Fully Renovated & High-Performing 3-Flat in Prime West Ridge Location. Turnkey investment opportunity in the heart of West Ridge! This fully renovated and high-performing 3-flat features true 3-bedroom layouts in all three units, an upgraded configuration that consistently commands strong tenant demand compared with typical vintage layouts in the area. The property offers a strong and diversified income profile, with current monthly rents of $2,620, $2,530, and $2,475, plus an additional $1,400/month from the garden unit. The 3-car garage provides further income potential at approximately $150 per space. Potential rent, including parking, is approximately $9,475/month or $113,700 annually. Units feature spacious floor plans, updated kitchens, hardwood floors, and functional living spaces designed to appeal to long-term tenants. Recent capital improvements include a new boiler/heating system, kitchen reconfigurations, commercial Speed Queen laundry, garage masonry improvements, pest remediation and sealing, two window replacements, and new stoves in two of the three units. The property has demonstrated leasing performance and benefits from strong tenant demand in a desirable West Ridge location near transportation, schools, shopping, dining, and everyday conveniences. The garden unit is non-conforming and currently provides an additional $1,400/month in rental income. A rare opportunity to acquire a renovated, income-producing multifamily property with strong rental performance, multiple income streams, and significant capital improvements already completed.

6335 N Claremont Avenue, Chicago

$875,000
6 Beds 3 Baths 12753851 MLS NEW Status
Exceptional opportunity to own a beautifully updated 3-flat in the highly sought-after Logan Square neighborhood! This well-maintained, income-generating property offers a perfect blend of modern updates and classic charm, making it ideal for both investors and owner-occupants. Each unit features gleaming hardwood floors throughout, thoughtfully updated kitchens with stainless steel appliances, and stylishly renovated bathrooms complete with ceramic tile finishes. High ceilings and oversized windows create bright, airy living spaces filled with natural light, while all bedrooms are generously sized to comfortably accommodate a variety of living arrangements. The building is designed for convenience and privacy, offering separate entrances for each unit along with individually metered utilities-allowing tenants to pay their own gas, electric, and other services. Outdoor amenities include a rear patio, private backyard, and balcony/deck space-perfect for relaxing, entertaining, or enjoying Chicago's warmer months. A 2-car garage adds even more value, with one parking space already rented for $100/month, presenting an additional stream of income. Situated in a prime Logan Square location, this property is just steps away from a vibrant mix of local shops, popular restaurants, cafes, and nightlife. Enjoy easy access to the 606 Trail for walking, running, and biking. Commuting is a breeze with nearby public transportation options and quick access to major expressways. Whether you're looking to expand your investment portfolio or live in one unit while generating rental income from the others, this property checks all the boxes-location, condition, and income potential.

3041 W Fullerton Avenue, Chicago

$749,000
7 Beds 3 Baths 12749582 MLS NEW Status
JUMBO BRICK LEGAL 3-FLAT on an EXTRA-WIDE 31' x 126' LOT! An exceptional opportunity for both investors and owner-occupants, this well-maintained three-unit property offers 7 total bedrooms and 3 bathrooms with generously sized interiors throughout. The building features a 1-bedroom/1-bath garden unit and two spacious 3-bedroom/1-bath residences on the first and second floors. All three units underwent extensive renovations in late 2020, including remodeled kitchens and bathrooms and updated appliances, creating move-in-ready spaces while maintaining the building's original character and woodwork. Each residence offers an extra-wide floor plan, spacious rooms and large eat-in kitchens. Three separate HVAC systems allow tenants to control their own gas and electric, while water, sewer and garbage are included. Additional features include coin-operated laundry, basement and rear-stairwell storage, a fenced backyard with patio space, and a 2-car garage with covered parking. Ideally located just three blocks from the Addison Blue Line with convenient access to I-90/94, shopping, dining and neighborhood amenities. With strong rental appeal, potential for increased rents, an extra-wide lot and substantial updates already completed, this is a compelling opportunity to live in one unit while generating income from the others or add a turnkey multi-unit property to an investment portfolio. All units are currently tenant-occupied; therefore, the property is not available for immediate owner occupancy. Lease dates posted.

3344 N Monticello Avenue, Chicago

$1,450,000
6 Beds 5 Baths 12748897 MLS NEW Status
Simply the best 2-Flat! Unique 2023 full gut rehab created 2 duplex units, each with the feel of a single-family home. Property boasts two, 3-bedroom 2.5 & 2.0 bath luxury apartments. Corner lot provides incredible natural light via casement windows with top-down blinds for privacy. Welcoming Living Rooms have gas fireplaces. Large modern Kitchens have sizable islands, high-end Samsung appliances, hot water taps, and an extraordinary amount of storage space. Custom marble-tiled bathrooms with Grohe fixtures. Full-size front-loading washers and dryers. Primary Bedrooms have large walk-in closets and double vanity ensuite Bathrooms. LED lighting, Central heat and Air conditioning, Smart thermostats and door locks. Two car Garage parking with 240 EV charging and extra parking on driveway apron. Beautifully landscaped front and back yard with patios and a huge front porch. Solid lease, in Unit 2, may allow buyers to qualify for more than you think; check with your lender! This is a turn-key property; move in or lease Unit 1. Excellent location: Near Metra, CTA Brown + Red Line stations, and multiple dining & shopping districts. Walk to highly ranked/exemplary public schools (Chappell, Amundsen) or several excellent private schools: Lycee Francais de Chicago, Rogers Park Montessori, Chicago Waldorf, North Park Elementary. Close to Winnemac Park, West Ridge Nature Park, and beautiful city and lake-front parks. Enjoy Bowmanville's tranquility while being close to Andersonville/Lincoln Square.

1901 W Berwyn Avenue, Chicago

$450,000
7 Beds 5 Baths 12733872 MLS CLOSED Status
Welcome to 7018 S Rhodes Avenue, a full gut rehab legal 2-flat offering the rare combination of turnkey condition, flexible living space, rental income potential, and permitted improvements in the Greater Grand Crossing neighborhood. Completed as a full gut rehab with City of Chicago permits, this approximately 3,404 sq. ft. brick two-unit has been thoughtfully redesigned from top to bottom. The 1st floor apartment is an expansive 5-bedroom, 3-bath duplex-down spanning approximately 2,230 sq. ft., giving an owner-occupant an impressive amount of private living space while retaining the income-producing benefits of a multi-unit property. The 2nd floor apartment offers approximately 1,174 sq. ft. with 4 bedrooms and 2 full baths. Both units feature bright open-concept living spaces, modern kitchens with quartz countertops and full-height backsplash, stainless steel appliances, shaker-style cabinetry, contemporary lighting, and clean modern finishes throughout. Beautifully renovated bathrooms feature floor-to-ceiling tile, upgraded vanities, LED mirrors, and designer fixtures. Central heating and air conditioning add year-round comfort. The duplex-down provides even more flexibility with a spacious finished lower level, additional bedrooms and baths, and a striking illuminated staircase connecting the two levels. Outside, enjoy newly constructed rear porches, a fenced yard, and a two-car concrete parking pad. For buyers searching for a renovated Chicago 2-flat, owner-occupied investment, or house-hack opportunity, 7018 S Rhodes delivers the space and finish of a newly renovated home with the added advantage of a separate income-producing residence. This property is eligible for the Cook County Land Bank Grant. Qualified buyers may receive up to $20,000 in purchase assistance, subject to buyer eligibility and program requirements.

7018 S Rhodes Avenue, Chicago

$390,000
7 Beds 2 Baths 12748759 MLS CONTINGENT Status
With its red brick facade and architectural cornice detailing, this classic Chicago two-flat has the character that makes these buildings so timeless. With one residence ready for its next chapter and another already generating income, it also offers the kind of flexibility that makes multi-unit ownership so appealing. Rehabbed in 2019, the property offers 7 bedrooms across two spacious residences, with hardwood floors, updated kitchens and baths, generous living spaces, and separate gas forced-air heat. The vacant first-floor residence features 3 bedrooms and 1 bath with separate living and dining rooms, a spacious kitchen, covered rear deck, and access to the full, partially finished basement. Upstairs, the 4-bedroom, 1-bath residence offers an expansive living and dining space and is currently leased, with the tenant paying gas, electric, and heat. Two off-alley parking spaces add everyday function and value. Ideally situated just blocks from Garfield Park and the Conservatory, with convenient access to public transportation and downtown. With the second floor already generating rental income, the next owner has the freedom to move right in and house hack or select their own tenant for the first floor and operate the property as an investment. This property can be purchased as a package with nearby buildings 5315 W Monroe (MLS#12748904); 4319 W Jackson (MLS#12749441) or purchased separately. MULTIPLE OFFERS RECEIVED - Highest & best Due by Tuesday 9/8 at 2PM

3344 W Fulton Boulevard, Chicago

$325,000
5 Beds 2 Baths 12748855 MLS ACTIVE Status
Positioned in the heart of Chicago's historic Woodlawn neighborhood, this classic two flat presents an attractive opportunity for investors, owner occupants, and buyers seeking long-term value in an evolving South Side market. The property combines the enduring appeal of a traditional Chicago multifamily with multiple avenues to enhance income, improve value, and build equity. The building features two residential units: a 2 bed /1 bath first floor unit and a 3 bed /1 bath second floor unit. Both apartments offer generous living areas, abundant natural light, high ceilings, and the architectural character associated with Chicago's classic two flats. A full basement provides valuable storage and potential for future expansion or additional usable space, while on site parking adds convenience and enhances tenant appeal. From an investment perspective, the property offers several compelling strategies, including buy and hold, value add renovation, rental income optimization, and owner occupant house hacking. Investors have the opportunity to capitalize on the property's existing two units while exploring improvements that could increase rents, strengthen tenant demand, and enhance long term asset value. The property is situated near the University of Chicago, Jackson Park, and the Obama Presidential Center, as well as the ongoing redevelopment and investment throughout the Woodlawn corridor. Continued neighborhood revitalization, proximity to major institutions, transportation, parks, and cultural amenities provide a strong foundation for future demand and potential appreciation. For investors looking to acquire a multifamily asset in a neighborhood undergoing significant transformation, this Woodlawn two flat offers a compelling combination of income potential, value add upside, and long term appreciation prospects. Tenant on 1st floor pays $1650/month for rent plus utilities.

6602 S Marquette Road, Chicago

$419,000
4 Beds 3 Baths 12748064 MLS ACTIVE Status
Welcome to this well-maintained classic Chicago brick Two Flat in the highly desirable North Austin neighborhood, offering an outstanding opportunity for both investors and owner-occupants. The 1st and 2nd floor provide spacious units that features 2 bedrooms, 1 bathroom, generous living and dining rooms, large kitchens, hardwood floors throughout, and an additional flex room that can serve as a sunroom, walk-in closet, home office, or extra living space, while the finished basement is a studio style unit w/ a kitchen, living area, full bath and front/rear entry and exit. The property also includes a rear deck, private two car garage parking, and separately metered utilities with individual furnaces, water heaters, and utility billing for each unit. The building is fully occupied with Unit 1 leased month-to-month at $1,250, Unit 2 will be vacant upon closing, and the garden unit leased through 3/2027 at $800. Electrical for the entire building was updated in 2025. Austin continues to emerge as one of Chicago's most promising investment corridors, offering affordability, strong rental demand, and convenient access to CTA buses, Metra, parks, schools, shopping, grocery stores, Walmart, Galewood Theatre, fitness centers, and more. Whether you're seeking immediate cash flow with future upside or looking to supplement your mortgage through rental income, this property delivers exceptional long-term potential. Seller and broker do not represent the legality of the garden unit. Don't miss this opportunity to invest in one of Chicago's rapidly appreciating neighborhoods. Selling "As Is"

1810 N Linder Avenue, Chicago

$1,200,000
11 Beds 7 Baths 12726785 MLS ACTIVE Status
Turnkey cash flowing Rarely Available 4 Flat Building Located in prime East Woodlawn desirable community just steps from Obama Presidential Library, University of Chicago Campuses including Medical School, Law School, University of Chicago Hospital, Charter School, Museum of Science and Industry, Chicago Theological Seminary, Mount Carmel High School, Lake Michigan, Grocery Stores, Multiple Eatery's including the South Shore Cultural Center. A true gem for investors and or owner occupant alike. The 3 above ground oversized units each feature 3 bed/2 Full baths configurations & 1 lower level features an oversized 2 bed 2bath configuration. Property features new interior upgrades such as Copper Plumbing infrastructure, Electrical infrastructure, HVAC infrastructure and drywall. Open floorplan concept layout within each unit with the top floor unit giving a penthouse vibe. Kitchens positioned in the front of each unit 42' Maple shaker style cabinets, granite & laminate countertops, stainless steel appliances & recessed lighting. Meticulously preserved & refinished woodwork architecture & hardwood flooring in the property was blended with new upgrades to keep the charm & character of this historic property. Exterior upgrades include new vinyl windows, concrete parking pad with rear wrought iron gated fence, front wrought iron gated fence with intercom system, treated wood The lower level was renovated by excavating the floor & creating higher head space & upgrading to a new sump pump rainwater drainage system & concrete slab. The property shares a common area laundry with washer/dryer owned by Landlord. Each unit is individually metered & has separate HVAC & Hot Water Heater tanks.

6638 S Woodlawn Avenue, Chicago

$540,000
8 Beds 3 Baths 12746907 MLS ACTIVE Status
Beautiful Fully Rehabbed 2-Flat with Coach House - Exceptional Investment or Owner-Occupant Opportunity! Welcome to this beautifully renovated 2-flat with a separate coach house, offering an incredible opportunity for investors or owner-occupants looking to live in one unit while generating rental income from the others. The main building features two spacious units, each offering 3 bedrooms and 1 full bathroom. The basement is framed out and ready to be finished and a possible 4th unit if the buyer chooses to. The coach house features 2 bedrooms and 1 full bathroom, providing additional living space and excellent income potential. This property has been thoughtfully rehabbed from top to bottom with modern finishes and major improvements throughout. Updates include new electrical, plumbing, HVAC systems, fixtures, beautifully updated kitchens and bathrooms, and much more. The renovations provide the comfort and style of modern living while making this property truly move-in ready. Conveniently located approximately 5-7 minutes from I-94, with easy access to the CTA Red Line, bus transportation, shopping, dining, and everyday conveniences, making commuting throughout the city a breeze. Whether you're looking to expand your investment portfolio, generate multiple streams of rental income, or live in one unit while the others help with your housing expenses, this property offers outstanding versatility and potential. A rare opportunity and an absolute MUST-SEE for any serious investor or owner-occupant! CENTRAL AIR WILL ONLY BE INSTALLED IN THE MAIN BUILDING! APPLIANCES WILL BE INSTALLED AT CLOSING!!! QUALIFIES FOR THE COOK COUNTY LAND BANK GRANT FOR UP TO 20K

5419 S Aberdeen Street, Chicago

$1,300,000
9 Beds 6 Baths 12712599 MLS ACTIVE Status
Luxury New Construction 3-Flat in the heart Bronzeville - Estimated Delivery 60-90days.Premier Investment Opportunity Experience the pinnacle of modern urban living with this meticulously designed new construction three-unit residence. Designed for discerning buyers, investors, and 1031 exchange opportunities, this turnkey property combines architectural sophistication with high-end functionality, offering an exceptional standard of living and long-term value. Each 1,800 sq. ft. unit is thoughtfully crafted with three spacious bedrooms and two full bathrooms, showcasing an expansive footprint and designer-curated finishes. The interiors feature wide-plank blonde hardwood flooring, floor-to-ceiling 180-degree glass walls, and custom push-close cabinetry with built-in drawers, elevating the living experience beyond traditional builder-grade construction. The floor plan is designed for both elegance and practicality, with custom lighting accents throughout to enhance each space's aesthetic appeal. The professional-grade chef's kitchen is equipped with custom cabinetry, high-end stainless steel or integrated appliances, a quartz waterfall island, and a custom backsplash with accent lighting. Each unit's formal living and dining areas are designed for entertaining and daily luxury, while the private rear terraces and patios provide additional outdoor space. The primary suite is a secluded retreat, featuring a large walk-in closet and an expansive, private layout. The en-suite spa-inspired bathroom includes an oversized frameless glass shower, a soaking tub, and private water closet, double vanity sinks, and designer plumbing fixtures, offering an unparalleled level of sophistication and comfort. Additional features include in-unit washer/dryer, high-efficiency furnaces, tankless water heaters, and dedicated 200-AMP Electrical panels for each unit. The separate maintenance closet with baseboard heating outside unit 1 with exterior entry, timed lighting in common spaces, and separate mechanicals for each residence further enhance the property's efficiency and functionality. Designed for privacy and security, the building offers gated entry with a buzzer system and is security camera compatible. The 2-car garage plus an additional exterior parking space ensures ample convenience for residents. Positioned in a highly desirable location, this property provides easy access to Washington Park, public transportation, and Chicago's premier cultural and business districts. Developed by an experienced builder with over 19 years of expertise, this home is ready for immediate occupancy and comes with a one-year builder warranty. This is an exclusive opportunity to own a trophy investment property in a rapidly appreciating neighborhood. Schedule a private showing today to experience the exceptional craftsmanship and modern design firsthand.

437 E 42Nd Place, Chicago

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Chicago, IL · Curated MLS Search

3-Flats in Chicago, IL

An editorially curated view of every active 3-flats listing in Chicago, IL. Updated in real time from the local MLS, presented without the noise.

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