4 flats For Sale In Chicago IL

Buying or Selling a 4-flat in Chicago? We have over 20 years of experience in selling multi-family apartment buildings. Whether it's a 2-flat, 3-flat or 10-unit building we can help!

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Chicago Multi Family Properties - 4 Flats

4 Flat properties are available for sale in Chicago and suburbs. Similar to 2 and 3 Flat multi-family buildings, 4 Flat properties are generally found in brick, stone and frame buildings.

A popular real estate option for investors and those diving into the real estate investment market. An ideal owner occupier building, buyers can comfortably reside in one unit while reaping the financial benefits of renting the remaining three.

4 Flat multi-family properties are found in neighborhoods throughout the city such as Lincoln Park, Avondale, West Town and Humboldt Park.

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Working with a broker who is well versed and experienced in multi-family and 4 Flat housing will be a vital asset to your team. We offer a customized approach to each multi family 4 Flat unit we put on the market and with the knowledge and expertise gained over the year, you can be confident your sale is in the right hands!

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For Buyers:

Whether you are new to buying multi-family properties or have been in the business for a while, having a team that is constantly working towards connecting you with ideal properties is crucial in today’s market. Multi family homes are selling before they hit the market, so working with an experienced and well connected realtor will get you the best chance at some amazing opportunities.

Financing Options for 4 Flat Properties:

There are a number of ways to secure financing when purchasing a multifamily or 4-flat property.

Department of Veterans Affairs - Offers 100% financing options for retired or active military personnel.
Rehab Loans - Will provide financing to purchase and renovate properties.
Conventional Mortgage - Acquired through a mortgage broker or lender/bank.
Federal Housing Administration Loan - lower down payments and credit requirements for medium to low income families.

Whether Buying or Selling, let our experience work for you!

Newest 4-flats Properties In Chicago

$2,400,000

9 Beds ⋅ 5 Baths ⋅ 12764691 MLS ⋅ NEW Status

Rare opportunity to own a distinguished four-flat in the heart of Chicago's coveted Old Town Triangle. Built in 1894, this architecturally significant brick building showcases remarkable historic character, highlighted by its steamboat Gothic front porch featuring turned balusters, decorative spindles, cast iron railings, and an elegant limestone facade adorned with festoons beneath the windows. The property consists of four well-appointed units, including a spacious owner's residence offering 3 bedrooms, 2 bathrooms, and private outdoor space. Three additional units feature oversized two-bedroom layouts. A large lower level provides abundant storage and includes shared laundry facilities. One garage parking space completes the offering. Nestled on a picturesque, tree-lined street in the idyllic Old Town Triangle neighborhood, this exceptional property presents multiple opportunities for investors, owner-occupants, or those seeking to convert the building into a spectacular single-family residence. A rare blend of historic charm, income potential, and premier location.

230 W Saint Paul Avenue, Chicago

$1,100,000

8 Beds ⋅ 6 Baths ⋅ 12760990 MLS ⋅ NEW Status

Excellent investment opportunity in the heart of West Town! This fully occupied 4-unit property features two units in the front building and two additional units in the rear coach house. Each spacious unit offers a functional 2-bedroom layout, along with granite countertops, stainless steel appliances, generous room sizes, and convenient in-unit laundry. Ideally located near public transportation and surrounded by West Town's restaurants, shopping, and neighborhood amenities. With all four units currently occupied, the property offers immediate rental income while also presenting a great future opportunity for an owner-occupant looking to live on-site while generating income from the remaining units. A versatile addition to any investment portfolio in a highly desirable Chicago neighborhood.

1464 W Ohio Street, Chicago

$900,000

4 Beds ⋅ 4 Baths ⋅ 12761589 MLS ⋅ NEW Status

2418 N Western Avenue is a well-configured four-unit property located in the heart of Bucktown. The property features three units in the front building plus a detached coach house in the rear, offering four separate 1-bedroom/1-bathroom units. Each unit is separately equipped with its own HVAC system, hot water tank, and electric panel. The property also features common-area laundry located in the basement of the rear coach house, along with one exterior parking space accessible from the alley. Rents are currently below market, providing meaningful upside for a new owner. The four units currently generate an average rent of $1,756 per month compared to an estimated market average of $2,300 per month. Unit 2F is currently in the process of moving out, creating an opportunity for an owner-occupant or investor seeking flexibility. Ideally situated at the convergence of Bucktown, Logan Square, and West Lakeview, 2418 N Western Avenue offers convenient access to the Western Blue Line station, expressway, and multiple bus routes. The property combines strong neighborhood connectivity with immediate rental upside and a flexible four-unit configuration.

2418 N Western Avenue, Chicago

$1,599,900

9 Beds ⋅ 4 Baths ⋅ 12758652 MLS ⋅ NEW Status

Introducing 3208 North Seminary tucked into the heart of Lakeview, just a block from the Belmont CTA and a short walk from Wrigley Field and the energy of Clark Street, this four-unit building with a two-car garage sits where renters want to live. It has had the same owner since 2002 and it shows. Every unit has been fully renovated in the last ten years with hardwood floors, granite countertops and porcelain-tiled baths, and the updates have kept coming, including new windows, LED lighting, electronic entry locks, and new furnaces, A/C units and appliances in 2024. Two 3-bedroom units, a renovated 2-bedroom duplex and a garden 1-bedroom each have their own heating, cooling and hot water, which keeps the owner's costs low. The building is fully leased through June 2027 and brings in $139,674 a year against just $24,547 in expenses, for a 6.57 cap rate at $1,600,000. Rents are still below market, with about $11,400 a year in upside, and the building has stayed full anyway. That gives an investor steady income today and a clear path to more as the leases come up.

3208 N Seminary Avenue, Chicago

$1,099,000

6 Beds ⋅ 4 Baths ⋅ 12756776 MLS ⋅ ACTIVE Status

Hot West Town/UK Village location. Recently remodeled all brick 4 flat with brand new multi million dollar homes all around. Building was updated with copper plumbing, newer HVAC system, updated electric and brand new rear porch. Separate furnaces and hot water tanks for all units. All units are remodeled central heat and air conditioning. Large 2 car garage currently vacant for extra income. Tenants pay all utilities including hot water. Well maintained building in an amazing location off Grand Ave.

2333 W Ohio Street, Chicago

$1,075,000

8 Beds ⋅ 4 Baths ⋅ 12652801 MLS ⋅ ACTIVE Status

Hot Avondale 4 flat with all 2 bedroom units. Additional unfinished basement and attic. Property was gut rehabbed with plans and permits in 2015. Rehab includes new copper plumbing throughout, new HVAC system, new electrical system, new roof and new exterior siding. Exterior parking space for 3 cars. Coin laundry in the building. Property is very well maintained with professional management in place. Rents are well below market rates with room to raise for increased income. Some tenants are month to month for potential owner occupancy.

3258 N Ridgeway Avenue, Chicago

$1,150,000

10 Beds ⋅ 5 Baths ⋅ 12757323 MLS ⋅ ACTIVE Status

RARE 4 unit in Logan Square, fully rented. Basement has opportunity for a 5th unit. Located in the Logan Square Historic District and just steps away from the beautiful 606 trail. Seller has performed many updates to the building, and there is still potential for significant rental growth here. Move in ready, great opportunity for live-in owners with instant rental income or investors! Incredible location, near so much that Logan and Palmer Square have to offer.

2947 W Cortland Street, Chicago

$1,349,000

6 Beds ⋅ 4 Baths ⋅ 12750888 MLS ⋅ ACTIVE Status

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

6336 N Fairfield Avenue, Chicago

$950,000

10 Beds ⋅ 4 Baths ⋅ 12751982 MLS ⋅ ACTIVE Status

4-UNIT MULTIFAMILY INVESTMENT OPPORTUNITY FEATURING 10 BEDROOMS AND 4 BATHROOMS WITH ESTABLISHED RENTAL INCOME. EXTENSIVE RENOVATIONS AND IMPROVEMENTS COMPLETED IN 2021-2022, INCLUDING NEW WINDOWS AND WINDOW LINTELS, UPDATED ELECTRICAL SERVICE WITH INDIVIDUAL CIRCUIT BREAKERS FOR EACH UNIT, ALL-COPPER PLUMBING, HIGH-EFFICIENCY HVAC, AND INDIVIDUAL 40-GALLON POWER-VENT WATER HEATERS. ADDITIONAL IMPROVEMENTS INCLUDE HARDWOOD FLOORING, UPDATED KITCHENS WITH GRANITE AND QUARTZ COUNTERTOPS, FENCING, REAR PORCH, CONCRETE WORK, AND AN UPDATED MAIN ENTRANCE. CLEAN BASEMENT WITH POTENTIAL FOR FUTURE USE, SUBJECT TO ZONING AND APPROVALS. WELL-MAINTAINED, SUBSTANTIALLY IMPROVED PROPERTY WITH MULTIPLE INCOME-PRODUCING UNITS AND LONG-TERM INVESTMENT POTENTIAL.

6950 S Indiana Avenue, Chicago

$999,999

7 Beds ⋅ 4 Baths ⋅ 12749567 MLS ⋅ ACTIVE Status

Fantastic investment opportunity in highly sought-after Noble Square/East Village! This solid brick 4-flat offers a full basement with laundry, 2-car garage plus an additional parking pad, and four fully occupied units with month-to-month tenants. The property features one 1-bedroom/1-bath unit and three spacious 1-bedroom + den/1-bath units. Tenants pay their own utilities, with each unit featuring individual gas heat, window A/C units, and a dedicated hot water tank located in the basement. Currently 100% occupied with rents below market, offering excellent potential for increased rental income. Units have historically rented quickly, making this a great opportunity for investors looking to add a well-located, income-producing property to their portfolio!

1433 W Superior Street, Chicago

$1,200,000

5 Beds ⋅ 5 Baths ⋅ 12644332 MLS ⋅ ACTIVE Status

HOT WEST TOWN Multi-Family 4 Unit Property- separate front brick facade building featuring 2 units plus a garden unit (Non-conforming garden unit-with no representation of legality of garden unit) and a separate rear building offering an additional 2 one bedroom, one bath units with hardwood floors, all units have Individual Space Heat. Coin-Operated Common Area Laundry Facility. Additional room, and water closet in the lower level for the owner's personal use only. Nice deck in yard, 2 rear parking spaces with privacy gate. Immediate income increase by renting the 2 parking spaces. Easy access to public transportation, just steps to the blue line, grocery stores, convenient highway access, popular restaurants, entertainment, and minutes to River West, Fulton Market and downtown. Build your dream home, hold for long term investment, 1031x, offers R3 zoning. Many possibilities.

1542 W Thomas Street, Chicago

$849,900

12 Beds ⋅ 4 Baths ⋅ 12750130 MLS ⋅ ACTIVE Status

2608 W 38Th Street, 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

$1,299,000

6 Beds ⋅ 4 Baths ⋅ 12741301 MLS ⋅ ACTIVE Status

Prime Wicker Park :Location - Brick 3 Unit building + Coach House. Unleash the full potential of this stately brick multi-unit located on one of Wicker Park's most desirable blocks. Currently configured as a 3-unit building with a large detached Coach House, this property is a prime candidate for a luxury Single-Family Home conversion or a high-end duplex-condo project. The building boasts incredible "bones," featuring massive south-facing windows that flood the interiors with natural light. Situated just steps from the neighborhood's best dining and transit, the scale and location are unmatched. Coach house is non confirming.

1736 W Beach Avenue, Chicago

$985,000

8 Beds ⋅ 4 Baths ⋅ 12742505 MLS ⋅ ACTIVE Status

NEW & IMPROVED in the heart of Pilsen! This legal 4-unit property which includes a coach house and 2-car garage is back on the market with meaningful improvements, refreshed units, improved pricing, and an even stronger overall package for both owner-occupants and investors. Since its previous offering, the property has benefited from additional improvements including tuckpointing, unit refreshes, and an updated owner's duplex that now offers 3 bedrooms and 1 bath creating an even more attractive live-in opportunity. Another significant improvement: the property taxes now reflect the Homeowner Exemption, reducing the tax bill from approximately $14,000 to under $9,000. All units feature separate utilities, with in-unit laundry in the owner's duplex and a common laundry area serving the remaining units. The combination of multiple units, a coach house, and a rare 2-car garage provides tremendous flexibility for an owner-occupant looking to offset housing costs or an investor seeking a well-located multifamily asset. Conveniently located near the CTA Pink Line at 18th Street with direct access to the Loop, multiple bus routes along 18th and Ashland, and easy connections to I-290, I-90/94, and I-55. Proximity to the UIC Medical District, along with Pilsen's restaurants, shops, arts, and neighborhood amenities, adds to the property's long-term appeal.

1527 W 18Th Place, Chicago

$1,349,900

14 Beds ⋅ 8 Baths ⋅ 12741726 MLS ⋅ ACTIVE Status

EXCEPTIONAL, MASSIVE, EXTRA WIDE, ARCHITECTURALLY SIGNIFICANT 4 UNITS BUILDING ON A DOUBLE LOT AND IN MOST HOT, DESIRABLE LOCATION. IT WAS CONVERTED FROM 8 SMALLER UNITS TO HUGE 4 UNITS. ALL NEW ROOF, WINDOWS, PLUMBING, ELECTRIC, MECHANICALS, ETC. 4TH SMALL BEDROOM IS OPTIONAL OFF LIVING ROOM. IN UNIT LAUNDRY. 2 CAR GARAGE, 3 EXTERIOR PARKING SPOTS OFF ALLEY AND 3 EXTERIOR SPOTS ON SIDE DRIVE. TONS OF NEW CONSTRUCTION AND REHABS ON THE BLOCK. UNBEATABLE LOCATION. VERY CLOSE TO GREEN LINE AND ALL PUBLIC TRANSPORTATION. ACT NOW !!!

6418 S Vernon Avenue, Chicago

$1,049,914

12 Beds ⋅ 6 Baths ⋅ 12740995 MLS ⋅ ACTIVE Status

3432 W Cortland Street, Chicago

$859,999

6 Beds ⋅ 4 Baths ⋅ 12731325 MLS ⋅ ACTIVE Status

East Pilsen four-unit building with unfinished full basement currently collecting $76,800/year in rental income. Basement under back half currently used for common storage and laundry, with the basement under the front half ready to be duplexed. Brand new wooden deck and staircase between the units, new front gate and doors in front of property. Rear units 1R and 2R were both upgraded with new floors, appliances, cabinets in 2024, front units are in great turn key shape but have value add opportunity with or without duplex option. Steps to everything that 18th St has to offer, potential AirBNB option with proximity to Thalia Hall. New roof on both the front and rear units in 2021.

1019 W 18Th Street, Chicago

$950,000

8 Beds ⋅ 4 Baths ⋅ 12731559 MLS ⋅ ACTIVE Status

Attention, attention! This solid brick 4-unit building offers an excellent owner-occupant or investment opportunity. Each unit has its own boiler, with tenants responsible for their individual heating costs. All four units have been updated and feature in-unit washers and dryers. Water hater, furnace and roof are newer. Two bathrooms have been renovated, The property has been exceptionally well cared for and the full unfinished basement provides potential for additional storage or future expansion, subject to applicable approvals. The property also includes three rear parking spaces. One unit is currently vacant (listed for rent) and has been fully rehabbed, making it ideal for an owner-occupant to move right in. With rental from the other three units, an owner-occupant has the potential to significantly or potentially cover-their mortgage and living expenses.

4112 W Wellington Avenue, Chicago

$1,099,000

9 Beds ⋅ 4 Baths ⋅ 12728301 MLS ⋅ ACTIVE Status

Well maintained 4 flat in the middle of UIC area. Great short street with Arrigo park at the end of the block. Three units are occupied and one is intentionally left vacant for new owner. Three occupied units have leases expiring July, 2027. The 3rd floor will expire July 31, 2025 after a $50 rent increase effective 8/1/24. Units are in very good condition with SS dishwashers, refrigerators, stoves, over range microwaves and 3 units have washer and dryers in unit. There is an existing garage structure that no longer has alley access, so it is essentially a large shed, work area, other - it has lots of potential (possibly a 5th unit). Four water heaters and 4 forced air furnaces (2 with central air). Roof was a tear-off and replaced in 2014 by Reed Roofing.

708 S Ada Street, Chicago

$1,450,000

7 Beds ⋅ 7 Baths ⋅ 12705248 MLS ⋅ ACTIVE Status

Rare opportunity to own a turnkey, legal all-brick 3-flat in the heart of Chicago's highly-coveted Bucktown neighborhood. Perfectly suited for an investor looking for premium rental yields or an owner-occupant looking to live in one unit while letting three others pay the mortgage. Each of the three spacious units features a highly rentable 2-bedroom, 2-bathroom layout, complete with central air, and abundant natural light. Originally rehabbed in 2002, the building has been meticulously maintained and upgraded: Decks and Porches were rebuilt in 2012. Seller does not make any representation on the legality of the garden unit, this unit was fully rehabbed in 2019, tuckpointing was professionally completed in 2021, and the HVAC systems were fully updated in 2025. Unmatched outdoor space includes private decks for every individual unit, plus an expansive common deck equipped with a private Jacuzzi-an entertainer's dream. To top it off, this property solves Chicago's toughest challenge by offering 6 dedicated parking spaces in addition to easy street parking. Located just steps from Bucktown's premier dining, boutique shopping, Mariano's, parks, and the Blue Line. Also steps from the Clybourn Metra stop which runs nonstop to the Ogilvie Transportation Center Exceptional cash flow potential in an A+ location!Tax Assessment has been successfully appealed for an expected reduction of $1,512.00.

1808 W Armitage Street, Chicago

$1,200,000

8 Beds ⋅ 4 Baths ⋅ 12688343 MLS ⋅ ACTIVE Status

A phenomenal Bucktown location, zero vacancy, and an incredible rent roll - this classic four-flat is a rare fully-leased investment opportunity, with all four units occupied at market rents and income in place from day one. Set a half-block west of Damen on a quiet residential street surrounded by single-family homes, the building offers four full-floor units, each with two bedrooms, one bath, hardwood floors throughout, in-unit laundry, and independently updated mechanicals - HVAC, electrical, and plumbing serving each unit separately. Several systems were replaced between 2019 and 2024, and Unit 1F was fully remodeled in 2020, keeping deferred maintenance light for years to come. Gated entry, a shared deck, and two to three exterior parking spaces at the rear round out the building. Location does the heavy lifting on rental demand here: the 606 Trail, Walsh Playground, and Mariano's all sit within a short walk, the Blue Line is under a mile away, and I-94 access is just blocks off - the kind of walkability that keeps units leased and turnover low. A walk-up of this vintage is some of Bucktown's most resilient building stock, ideally suited to a long-term hold. Strong bones, a strong corner of the city, and a stabilized, fully-performing asset in one of Chicago's most in-demand neighborhoods.

2040 W Charleston Street, Chicago

$949,000

8 Beds ⋅ 4 Baths ⋅ 12652839 MLS ⋅ ACTIVE Status

Brick 4 unit in Hot Humboldt Park location fully rehabbed in 2015. Rehab included new copper plumbing, new HVAC systems, new electrical systems, separate water tanks, new roof and tuck pointing. All work done with plans and permits. All 2 bedroom units consist of stainless steel appliances, granite countertops and hardwood floors. Private parking spaces, laundry room and storage space. 4th unit used to be a commercial space years ago. Very well maintained building with professional management.

3741 W Le Moyne Street, Chicago

$4,600,000

10 Beds ⋅ 10 Baths ⋅ 12556436 MLS ⋅ ACTIVE Status

Chicago

$1,100,000

7 Beds ⋅ 4 Baths ⋅ 12696991 MLS ⋅ ACTIVE Status

Turnkey legal 4-unit in prime Logan Square location with major value-add potential. Four spacious 2BD/1BA apartments with strong rental demand and immediate upside through cosmetic updates and rent optimization. Located in Chicago's ADU Zone-opportunity to add a 5th unit in the unfinished basement or build a coach house (buyer to verify). Steps to the Western Blue Line, The 606, restaurants, parks, and retail. Ideal for investors, house hackers, or 1031 buyers seeking a stable asset in a high-growth area. Well-maintained building with room to elevate finishes, increase income, and maximize long-term appreciation. A+ walkability + transit-oriented location.

1702 N Campbell Avenue, Chicago

$900,000

7 Beds ⋅ 4 Baths ⋅ 12692348 MLS ⋅ ACTIVE Status

Great Investment Opportunity for New Home Buyers to Have Their Mortgage Paid by Their Renters and live Rent/ Mortgage Free!! 4 Unit Building in a Great Location in Irving Park East!! 3 Units currently rented with One 2 Bed/ 2 Bath Duplex Up Available for Immediate Move in!! Close to the Hi-Way and Public Transportation!! Off Street Parking Available! Each Units Has it's Own In-Unit Washer/ Dryer and HVAC System. All Utilities are on Separate Meters.. This is a Must See! All Occupied Units are Currently Paying Below Market Rents.

3859 N Whipple Street, Chicago

$1,300,000

10 Beds ⋅ 5 Baths ⋅ 12669951 MLS ⋅ ACTIVE Status

Rarely available and meticulously maintained, this turn-key Sheridan Park gem offers an unmatched investment opportunity for savvy buyers and portfolio collectors alike. This premier estate showcases an exceptional pride of ownership, featuring a classic, solid brick 2-flat, a fully finished walk-out garden unit, and a spectacular, detached multi-level brick coach house. Generating four distinct income streams, the property provides incredible financial versatility, allowing a live-in owner or a seasoned investor to maximize immediate rental yields. Every inch of this building reflects an extraordinary attention to care and structural maintenance, making it a truly worry-free asset. The primary building delivers three distinct, high-income living spaces with excellent layouts, generous square footage, and 2 to 3 separate entrances or exits per unit for optimal privacy and safety. The middle and upper units boast airy ceiling heights, spacious bedrooms, beautiful hardwood flooring, upgraded windows, and gourmet kitchens complete with granite countertops and eat-in islands. The sun-drenched upper-floor unit features a three-bedroom, one-bathroom floor plan with bright living areas, a dramatic marble tile fireplace, & custom wet bar. Below it, the middle-floor unit provides an exceptionally functional two-bedroom, two-full-bathroom layout that is perfect for roommates or families seeking extra privacy. The fully finished walk-out lower level houses an in-law garden unit complete with three bedrooms, a private bathroom, open concept kitchen, sunny windows, modern flooring, and contemporary lighting. This level also features a designated shared laundry room for the main building units, accessible via the shared walk-out basement entrance or multiple interior entrances. Enjoy ample storage and workshop space in the basement. Stepping into the backyard reveals a private outdoor oasis that feels completely removed from the bustle of the city. The deep lot is landscaped to include beautiful gardens, a relaxing pergola, pristine swimming pool, an expansive patio for grilling. Tucked away at the rear of this urban sanctuary sits the private, multi-level solid brick coach house. This unique detached structure boasts an open-concept living and dining area, galley-style kitchen with granite countertops, two bedrooms, full bathroom, and basement with its own dedicated, private in-unit laundry. It even features a private patio with a mini garden, making it a highly coveted rental asset. Convenience, accessibility, and vibrant neighborhood amenities are unmatched at this prime location. The property includes ample off-street parking, a rare commodity on a quiet, tree-lined residential street. Commuters will love being just a short distance from major CTA bus routes, Metra, and CTA. Near Red, Purple, Green, & Brown line. Residents will enjoy being steps away from the historic Green Mill jazz club & Chase Park's tennis, athletic field, & playground. Take a short drive to nearby beautiful Montrose Beach or enjoy vibrant dining, shopping, and entertainment just steps away. Character, cash flow, and pristine condition converge perfectly in this unique multi-unit compound.

4749 N Dover Street, Chicago

$1,175,000

7 Beds ⋅ 5 Baths ⋅ 12663205 MLS ⋅ ACTIVE Status

Great investment opportunity in Roscoe Village on an oversized lot. All units currently leased, but good opportunity to become an owner occupant. Tenants pay their own electric and gas. All units updated with newer kitchens and baths. Two units with washer/dryer in unit. Second floor front unit is a spacious duplex up that makes a wonderful owner's unit. Total current annual rent income of $88,200. 3 car garage, outdoor space and fenced yard for tenants to enjoy. Very desirable location near shopping, dining, parks, transportation and nightlife.

2115 W Wellington Avenue, Chicago

$3,600,000

7 Beds ⋅ 7 Baths ⋅ 12644647 MLS ⋅ ACTIVE Status

33 E Division was originally constructed in 1881. This historic Potter Palmer Greystone sits on a rare 23.5-foot-wide lot - one of the few wider residences built in the Gold Coast during that era. This historic property encompasses over 7,000 square feet across six levels and is currently configured as four income-producing apartments, with a rare four-car tandem garage created from the former fifth apartment and the original one-car garage. Whether maintained as an investment property, transformed into a boutique luxury residence, or restored into a magnificent single-family mansion, the opportunities here are truly endless. Each apartment throughout the building includes soaring 10+ foot ceilings, original millwork, stained glass, hardwood floors, carved oak mantels, and marble fireplaces. Lovingly maintained by the same owner for nearly 50 years, the property has many updates, including windows, electrical, plumbing, HVAC systems, and roof #1: A ground-level studio with a fireplace, generating $2,000 per month. Lease expires 4/30/27 #2: A generously sized bi-level 2-bedroom, 2-bath residence featuring four fireplaces, a formal dining room, a jacuzzi tub, a steam shower, a private deck (20.5 x 8.0), and rare 4-car parking, generating $5,500 per month. Lease expires 4/30/27. #3: A 1-bedroom apartment and fireplace generating $2,500 per month. Lease expires 10/31/26. #4: A large bi-level 3-bedroom residence featuring three fireplaces, a balcony, a jacuzzi tub, a steam shower, and an expansive private rooftop deck (39.9 x 15.10), generating $6,200 per month. Lease expires 7/31/26 Located in the heart of Chicago's prestigious Gold Coast, just steps from the lakefront, Oak Street Beach, the Magnificent Mile with shopping & fine dining, plus designer boutiques on Oak Street. Just moments from Oak Street Beach and Lake Michigan, Michelin-rated dining, world-class shopping, celebrated entertainment, and renowned cultural attractions, this address delivers the very best of Gold Coast living.

33 E Division Street, Chicago

$950,000

12 Beds ⋅ 4 Baths ⋅ 12654695 MLS ⋅ ACTIVE Status

Rare opportunity to purchase entire 4-unit brick building on a double wide lot with a large backyard that borders a golf course. Entire building has recently been tuckpointed. 2 new furnaces installed in July 2026. Each unit has 3 bedrooms and 1 bath. One unit has been completely rehabbed including a complete gut rehab bathroom with beautiful tilework, complete rehab kitchen with premium cabinets & luxury vinly flooring, and refinished hardwood flooring throughout. The selection of granite countertops and appliances still available for the owner to choose. The other 3 units are ready for customization or can be rented out. Actual taxes paid in 2025 -- $8,158 (does not include all home owners exemptions). Excellent income earning potential.

6626-6628 N Seeley Avenue, Chicago

$849,900

8 Beds ⋅ 4 Baths ⋅ 12650156 MLS ⋅ ACTIVE Status

Large legal 4 unit brick building in desirable Belmont Cragin. Very large apartments with high ceilings. Building was completely remodeled with individual central heat/ac, separate water tanks for each unit, copper plumbing and updated electric. Gut rehab was done with plans and permits. New tear off roof from 2023. Large basement with 2 exits. Coin Laundry room in the basement, large backyard and 2.5 car garage plus side apron. Tenants pay all utilities except water. Very well maintained building. Some tenants are month to month for owner occupants.

2438 N Laramie Avenue, Chicago

$899,000

10 Beds ⋅ 5 Baths ⋅ 12645364 MLS ⋅ ACTIVE Status

Nestled in North Park, just half a mile from Budlong Wood Elementary School, this meticulously maintained four-unit building offers a unique living experience. Three of the units are two-bedroom, one-bathroom, while the second-floor unit has been transformed into an owner's unit with four bedrooms and two bathrooms. The owner's unit boasts upgraded central HVAC and modern touches, providing a comfortable living space. The remaining units feature radiant heat from new boilers and central air conditioning, ensuring a cozy and energy-efficient environment. The building's roof, replaced within the last decade with a silver coating, adds to its aesthetic appeal. The past three years have seen the building undergo thorough maintenance, ensuring its longevity and appeal. Each unit is equipped with separate gas and electric meters, providing tenants with the convenience of individual control over their utilities. The two-car garage features two separate door openings, offering ample parking space. The gated front entrance and concrete patios surrounding the 30x125 lot size create a secure and inviting atmosphere. It's an excellent option for owner-operators or those considering converting the second-floor unit back into two units, providing flexibility and potential for rental income.

3111 W Foster Avenue, Chicago

$1,350,000

5 Beds ⋅ 5 Baths ⋅ 12613593 MLS ⋅ ACTIVE Status

Presenting an exceptional opportunity to own a meticulously-maintained, classic brick 4-unit building in the heart of one of Chicago's most coveted neighborhoods - East Ukrainian Village. Positioned at the prime corner of Augusta and Honore, this property is surrounded by new development and multi-million-dollar homes, offering easy access to the city's finest dining, shopping, and transportation options. The building features a total of 5 bedrooms and 5 bathrooms across its 4 units, each with separate gas and electric meters, individual furnaces, and forced air heat. Unit #2F, a duplex-up, is equipped with central A/C, while the remaining units benefit from window units. Located in an area filled with new construction and upscale residences, this property promises both solid rental income and long-term growth potential. Just steps from a vibrant array of local amenities, residents enjoy the best of city living with convenient access to public transit and major roadways. Whether you are looking to add to your portfolio or seek a steady income-generating property, this opportunity is not to be missed!

958 N Honore Street, Chicago

$1,295,000

8 Beds ⋅ 4 Baths ⋅ 12621086 MLS ⋅ ACTIVE Status

Discover this striking octagonal 4-unit building offering spacious 2-bedroom, 1-bathroom apartments in one of Chicago's most vibrant neighborhoods. Perfectly situated in Avondale-enjoy all the energy of nearby Logan Square without the higher taxes-this property combines distinctive architecture with impressive income potential. Each unit features generous layouts designed for comfortable living, while the massive steel back porch creates a perfect space for outdoor relaxation or entertaining. A huge 2-car garage made of durable block construction provides secure parking and added value, and recent updates ensure the building is well maintained and low maintenance for years to come. Residents will love being just moments from acclaimed restaurants, cafes, and shops, with easy access to the Blue Line and other public transit for effortless commuting. Parks and green spaces nearby offer the ideal blend of city excitement and outdoor escape. Don't miss this chance to own a cash-flowing, architecturally unique property in Avondale-schedule your showing today!

2832 N Mozart Street, Chicago

$1,200,000

9 Beds ⋅ 4 Baths ⋅ 12603566 MLS ⋅ ACTIVE Status

A rare and exceptional opportunity to own a classic brick Chicago four-flat with an additional detached three-unit coach house. The main building features four units including a 3 bed/1 bath on the first floor, a 2 bed/1 bath on the second floor, plus two street-level units offering a 1 bed/1 bath and a 2 bed/1 bath. The rear coach house adds even more value with two 2 bed/1 bath units on the upper levels and an unfinished main level with a full bathroom. The property has a gated front entry and a shared outdoor patio space between the buildings, offering added privacy and outdoor enjoyment for tenants. Ideally located near public transit, parks, shopping, and dining, with easy access to I-90, Costco, Halsted Street Metra, UIC, and Rush, making it highly attractive to renters.

1908 S Loomis Street, Chicago

$819,000

10 Beds ⋅ 6 Baths ⋅ 12565989 MLS ⋅ ACTIVE Status

8059 S Paulina Street, Chicago

$989,900

12 Beds ⋅ 8 Baths ⋅ 12474522 MLS ⋅ ACTIVE Status

Four-unit, 2007 construction, all 3 bed / 2 bath building for sale in Washington Park! Perfect for owner-occupant as top floor unit has been left unoccupied and fully-rehabbed to new construction quality. Building has been significantly updated in the last 18 months. Please contact for additional information.

5333 S Calumet Avenue, Chicago

$989,900

12 Beds ⋅ 8 Baths ⋅ 12277868 MLS ⋅ PRICE CHANGE Status

Fantastic four-unit, 2007 construction, owner-occupant investment opportunity in appreciating east Washington Park! Unit 4 has been rehabbed to feature modern improvements to be comparable to other new construction (in the area. All four units are 3-bed / 2-bath and three units have in-unit laundry hook-ups. All units have hardwood and tile throughout, modern appliances, gas-forced-heat / central air, granite counter tops, in-unit hot water tanks, and individual utilities. The residences are larger than most of the new construction in the area, ranging in size between 1,200 and 1,400 SF and feature separate dining & living areas. The property has had extensive improvements in the last year to the interior and exterior (please request detailed building improvement list from broker). Other notable features: steel porches with individual outdoor spaces, sump pump and grinder pump, breaker panels in-unit, five exterior parking spaces with automatic gate, common coin laundry, new carpet and paint in common hallway, granite countertops and islands, separate living and dining areas, and updated lighting and bathroom fixtures. All kitchens have refrigerators, dishwashers, gas stoves, built-in microwaves, garbage disposals, and condo-quality cabinetry. The current leases are below market: Unit 1 - 2000, Unit 2 - 2,250, Unit 3 - 2350, and Unit 4 - 2750. This is a fantastic opportunity for an owner-occupant to occupy one unit and benefit from the income from the other three units. 5333 S Calumet and 5644 S Prairie also available for sale. PLEASE REQUEST FULL MARKETING AND BUILDING INFORMATION FROM BROKER.

5331 S Calumet Avenue, Chicago

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