Welcome to 5144 S Hermitage Ave, a fully rehabbed, all-brick 3-unit multifamily investment property in Chicago. 2 units are rented; 1 vacant at listing time. Features include separate in-unit furnaces and water heaters, new plumbing throughout, updated kitchens and baths, and newer electrical service. Tenants are responsible for separate gas and electric; a property management company is in place. One unit may be available for an owner-occupant at this time. Sold AS IS
Stunning Updated Brick 3-Flat in Historic Chatham - Ultimate Space & Investment Flexibility! Welcome to this beautifully updated, all-brick 3-unit multi-family building on a premier block in Chicago's historic Chatham neighborhood. Perfect for an owner-occupant or savvy investor, this adaptable property combines vintage architectural charm with high-end modern updates. Each main apartment showcases gleaming hardwood floors throughout, expansive front living rooms, spacious formal dining rooms, and flexible den/enclosed porch spaces ideal for a home office or media lounge. The modernized first-floor unit boasts a gourmet kitchen with 42-inch custom cabinetry and sleek granite countertops. An internal staircase connects the first floor directly down to the sprawling finished basement-featuring two bonus rooms, a full bathroom, and a large recreation space-creating a massive, true duplex-down owner's suite. The second and third-floor units each feature two generously sized bedrooms with fully updated kitchens and baths. Major capital improvements provide peace of mind, including a high-efficiency Peerless steam heat boiler (2019), water heater (2019), updated electrical meters and boxes (2023), and energy-efficient replacement windows added in 2015. The exterior features a spacious backyard ideal for outdoor entertaining, anchored by a rare, matching 3-car brick garage for off-street parking or additional rental income. Located blocks away from Chatham's vibrant local dining and transit, this rare turn-key multi-unit will not last. Schedule your private viewing today!
Greystone architecture and original details give this early 1900s two-flat a character that's distinctly Chicago. Projecting bays, tall windows, hardwood floors and original millwork bring warmth and architectural interest throughout two well laid out residences. The first-floor unit offers 2 bedrooms and 1 bath with separate living and dining rooms, an updated kitchen with granite countertops and stainless steel appliances, in-unit laundry hookup, and a primary bedroom with walk-in closet. Upstairs, the 3-bedroom, 1-bath residence features an expansive living and dining space, updated kitchen and bath, hardwood floors, and in-unit laundry hookup. A full unfinished basement offers additional storage, two points of egress, and utility. The rear of the property features generous outdoor space and parking for up to four vehicles. With two distinct residences, the property lends itself equally well to owner-occupancy or a fully income-producing investment. Located in West Garfield Park along historic Jackson Boulevard, with convenient access to CTA bus service, nearby Blue and Green Line connections, I-290, Garfield Park, and downtown Chicago.
Live Large, Earn Smart, and Bring Your Vision! This owner-occupied 2-unit offers a unique opportunity with Unit 1 duplexed into the finished basement, providing an impressive amount of living space. The first-floor unit features a newer kitchen with granite countertops, stainless steel appliances, breakfast bar, and plenty of room for a kitchen table. The bathroom has also been updated, while the third bedroom is currently styled as a library-an easy transition back to bedroom use, home office, or flex space. The finished basement extends Unit 1 with additional living space and plenty of possibilities. Previous water damage occurred near the baseboard area years ago leaving the lower level ready for cosmetic repairs and your finishing touches. Unit 2 offers additional living space with great potential for related living, extended family, or rental income and also ready for cosmetic updating to make it your own. An enclosed rear porch serves the building and adds even more usable space. Outside, enjoy a PVC-fenced yard, large 3-car garage, and patio area, a few hard-to-find features that add even more value to this property. And did we mention location? You're just 2 blocks from beautiful Oak Park, putting shopping, dining, parks, and neighborhood amenities within easy reach. Whether you're looking to owner-occupy, accommodate extended family, or add a multi-unit property to your portfolio, there is plenty of opportunity here. Property is being sold AS-IS. Bring your ideas and unlock the possibilities!
Discover the possibilities on Parnell! Situated on a quiet, well-maintained, tree-lined street, this renovated two-flat offers an excellent opportunity for an owner-occupant or investor. The second floor is currently tenant occupied. This property offers income-producing potential and flexibility for your future. Convenient access to public transportation and major highways makes commuting throughout the city easy. Whether you're purchasing your first home or expanding your investment portfolio, this two-flat is an opportunity worth exploring!
COMPLETE GUT REHAB. UPSCALE FINISHES. EXCEPTIONAL RENTAL OPPORTUNITY! Welcome to 7044 S Morgan, a stunning three-unit building offering substantial square footage and beautifully updated interiors in Chicago's Englewood neighborhood. Completely gut rehabbed with upscale finishes throughout, this property presents an exciting opportunity to invest in an area attracting renewed interest and investment. The expansive first-floor duplex down is a standout, delivering generous living space across two levels. Whether you're expanding your rental portfolio or looking to live in one unit while renting the others, this building combines space, style, and income potential. Explore the possibilities and make this impressive property your next investment!
Andersonville- Most two-flats blend in, but this one breaks the mold! This classic Chicago brick 2-flat sits on an impressive 40 ft by 150 ft lot, allowing for over 3,400 sq ft of finished living space, a larger foot print than typical, a huge backyard that is a gardener's dream, and a beautiful custom bluestone patio. Both apartments are extra large with living rooms, family rooms and dining rooms as well. They both also feature private balconies. The first floor owner's unit has an internal staircase leading to the basement, providing easy access for potential duplex down conversion. The current owners have lovingly remodeled the space with attention to improvements while maintaining the original architectural details including untouched woodwork, some gas-light fixtures, speaking tubes & vintage ornate doorknobs. Most impactful is the creation of a kitchen that is straight out of a magazine and that you'd normally only see in a multi-million-dollar single family home! It boasts a custom oversized quartzite island with a cherry butcher block, a double-sized 48-inch Sub-Zero refrigerator, and a 48-inch Wolf double oven and stove top. High-end recessed lighting, in-ceiling speakers, and radiant floor heating enhance comfort during cooler months. The wall separating the kitchen and dining room was removed to create an open layout with a spacious dining room/great room area with the original built-in dining hutch still intact! The bathroom has been completely remodeled with new tile, custom quartz counters, a new triple-pane window, and a custom-built vanity. It features a walk-in shower with a bench, a custom shower door, premium fixtures, and radiant floor heating. Additional improvements include refinished walls in both apartments, new and refurbished lighting fixtures, and upgraded electrical service with two new panels (2025). The second floor has a different layout than the first with a fabulous family room adjacent to the kitchen, which has great storage and an original built-in butler's pantry. The full basement, with direct access to the first-floor apartment, offers ample storage space, a workshop area, and upgraded electrical systems, a new laundry room with beautiful tile walls, new cast-iron drains for the washer and dryer, a dog wash sink, new copper plumbing, and building-wide wired network and security cameras. Although there currently isn't parking behind the building, there are options for installing a garage, parking pad or doing a curb cut in front of the property. All this located in a spectacular Andersonville location just a couple of blocks from Clark Street with its wonderful shopping, restaurants, and bars, as well as the Red Line, and only a short distance to the lakefront and Lake Shore Drive as well. Top floor is rented for $3150 per month through the end of April 2028.
Beautifully updated two-unit building in Chicago's desirable Woodlawn neighborhood, offering an excellent opportunity for both investors and owner-occupants. This well-maintained property features spacious units, modern updates, and flexible living arrangements. The duplexed-down main-level unit offers 4 large bedrooms and 2 full baths, while the upper-level unit features 3 bedrooms and an updated full bath. Both units offer bright, inviting living spaces, generous bedrooms, ample storage and renovated finishes throughout. The refreshed eat-in kitchens feature breakfast nooks, newer cabinetry, modern quartz countertops, stainless-steel appliances, and custom tiled backsplashes creating a clean, contemporary feel. Large windows fill the units with natural light, while updated flooring throughout adds to their move-in appeal. Classic Chicago architecture blends seamlessly with modern updates, creating a property that is both charming and practical. Ideally located near public transportation, parks, shopping, restaurants, and major roadways, this property provides convenient access to surrounding neighborhoods and downtown Chicago. Its proximity to the University of Chicago, Jackson Park, and the Obama Presidential Center further enhances its appeal. Whether you're looking to expand your investment portfolio or live in one unit while generating rental income from the other, this versatile property is an opportunity worth exploring.
Stunning, fully updated 2-unit property in the heart of Little Village! This beautifully updated building offers the perfect combination of modern finishes, spacious living, and versatility making it an exceptional opportunity for an owner occupant or investor. The first floor residence features 2 bedrooms and 1 full bath, with a bright, contemporary layout and stylish upgrades throughout. The impressive second floor duplex up spans two levels and offers 3 bedrooms and 2 full baths, with additional office space, providing generous living space and privacy. Both units showcase beautifully updated kitchens complete with Samsung stainless steel appliances, including refrigerator, range, microwave, and dishwasher. Each residence also features its own high end Equator Combo washer & dryer, bringing the convenience of private in unit laundry to both homes. From the modern kitchens and updated bathrooms to the beautiful white oak flooring, fresh finishes, and thoughtfully designed interiors, this property has been upgraded throughout and is truly move in ready. Outside, a 2 car garage provides coveted off street parking and additional convenience. Situated in Chicago's vibrant Little Village neighborhood, residents can enjoy easy access to local restaurants, shopping, public transportation, and major expressways, including I-290 and I-55. Downtown Chicago is also conveniently accessible, making this an excellent location for city living. Whether looking to live in one unit while generating income from the other, add a turnkey property to your investment portfolio, or accommodate extended family, property delivers the space, finishes, and flexibility. Licensed Real Estate Broker Owned
Your home should work harder for you. This brand-new construction Two Flat is perfect for first-time buyers and those seeking low-maintenance ownership with income, accessibility, affordability, or multigenerational living. Built by award-winning Greenline Homes, this high-performance, all-electric, two-unit building combines beautiful design with cutting-edge building science. Every detail, from the upscale Hardie Board exterior to the EV-ready garage and gated intercom, is crafted for effortless, low-maintenance living. The primary unit on the second floor offers a condo-quality 2 Bedroom + 2 Bath layout The unit features a chef's kitchen with custom cabinetry, quartz countertops, and a premium Induction range. An expansive private balcony extends from the great room, offering a seamless indoor/outdoor living experience.The stunning grade-level accessible first-floor offers a easy to rent 2 Bedroom + 1 Bath Layout that interfaces well with the private rear yard. This unit provides a spacious retreat, perfect for multi-generational living or generating high-value rental income to enhance affordability. Each Greenline Home is appointed by a designer with tastemaker-grade finishes. Custom cabinetry, designer quartz, and induction cooking in a home designed for the next 100 years, not the last. With triple-pane windows for ultimate thermal and acoustic comfort and a fully paid-for solar PV system (own your energy!), enjoy near-zero utility costs without compromising on style. Your comfort and investment in this home will last for generations. Experience a healthier, wealthier, and more comfortable lifestyle-your best life begins here. Schedule your showing today to explore Chicago's best-value in new construction living.
Stunning Brick 2-Unit in Prime Belmont Cragin! Welcome to this beautifully maintained brick 2-unit in the heart of Belmont Cragin! Both units feature kitchens with sleek flat-panel cabinetry, top-of-the-line stainless steel appliances, granite countertops in the first-floor unit, and quartz countertops in the second-floor unit. Each spacious, sun-filled unit offers an open-concept kitchen and living space with a dedicated dinette, two bedrooms, and a heated rear room that can easily be used as a third bedroom, home office, or flex space. Gleaming hardwood floors and modern complete each level. The property was thoughtfully rehabbed in 2018 with new windows, separate gas forced-air heating and central air for each unit, updated plumbing and electrical, modern lighting, hot water tanks, tuckpointing, and fresh paint throughout. The second-floor unit features a stackable laundry hookup, while the first-floor unit has a full-size laundry hookup in the basement. The large, clean basement offers plenty of storage and endless potential for a future duplex-down or additional living space. 2020 backyard updates include a new detached 2-car garage, turf, concrete with drain tile and fence adding even more value and convenience. Whether you're looking for a strong investment opportunity or a property with excellent long-term potential, this one checks all the boxes. Conveniently located near schools, shopping, restaurants, parks, and public transportation. Don't miss your opportunity, this one won't last long!
Large West Ridge 2 flat multi-units with 3 bedroom apartments. Spacious living rooms & dining rooms together with high ceilings make them feel like single family homes. Well kept 2 Flat Building with in-law suite in the lower level 3 bedroom and 1 bath on unit 1 and 2 floor and Full finished Basement has 2 beds & 1 bath. 2016-Newer roof, 2009-furnace, 2019-freshly tuck-pointed building all around, 2015- All New Energy efficiency windows throughout the building, Built in 2015-3 Car Garage with party door, 2021-New Sidewalks and Patio, All refinished Hardwood floors throughout, 2015-Brand New Marble and Glass Bathroom, 2023-1st floor bathroom was done, 2023-Newer kitchen Cabinets by Studio 41, 2022-All steel appliances, Completely Painted Units in 2022-2023. Must see to truly appreciate.
Welcome to 7615 S Emerald Ave, a spacious brick 3-unit multifamily property offering an excellent opportunity for investors or owner-occupants. The property features 10 bedrooms and 3 bathrooms across three units, including two 3-bedroom units and one 4-bedroom unit, creating flexibility for multiple rental income streams. Minor updates were completed in 2025, providing a solid foundation while leaving additional opportunities to add value and increase rents over time. Located in the Auburn Gresham/Gresham area, the property is surrounded by schools, parks, shopping, public transportation, and everyday conveniences. Its large lot, three-unit layout, and family-friendly bedroom configurations make it well positioned for rental demand. For investors, the property offers strong income-producing potential, with the opportunity to stabilize occupancy, optimize rents, and build long-term equity while benefiting from the area's established residential character and convenient access to neighborhood amenities.
2 Flat on a beautiful street in Albany Park! Perfect opportunity to owner occupy with income, or possible rehab to a single family home. Larger unit is a duplex up consisting of a 2 bedrooms on the main floor, family room, dining room, kitchen that leads out to a generous deck. 2nd floor has a large bedroom with ensuite bathroom. Garden/1st floor is a 2 bedroom with family room, proper dining room, workable size kitchen and bath. Interior door leads to a shared laundry room. Great backyard and 2 car garage.
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.
Rare Chicago 2 Unit Building on a DOUBLE LOT. The first floor features 2 bedrooms and One Full Bath. The second floor includes 3 bedrooms with One Full Bath. 2 Car Parking Pad located in Rear off Alley. Hugh Yard Allows For Enjoyment. Don't Pass Up on This Opportunity. Close to Schools, Public Transportation, Expressway and Restaurants. SOLD AS-IS
Three unit building in the hot Avondale market. Yes please! This building has 3 very livable units that will allow this building to function as a straight investment or a building that you live in while letting the rent from the other units help with your mortgage and expenses. Near restaurants, bars, records stores, The Alley, and more. This location has it all. Walking distance to both Roscoe Village and Logan Square. Easy 90/94 access. Don't let this opportunity pass you by.
*** Wonderful legal 2 flat located in the west lawn neighborhood***Features 5 bedrooms and 2 bathroom*** 1st FL features 3 bedroom along with 1 bathroom, laundry unit and has its own furnace and water tank..*** 2nd FL features a 2 bedroom, 1 bathroom laundry area, furnace and water tank*** Has a 2.5 car garage with a overhead door along with patio cover convenient for your gatherings *** located near grocery stores, public transportation, elementary and high schools.*** COME SEE *** TENANTS HAVE BEEN EVICTED*** EASY TO SHOW*** WILL NOT LAST LONG!!!!
Well cared for 2 unit building waiting for your inspired touches. Full basement with options. It can be finished to 3rd unit, finished for in law dwelling, duplexed to first floor providing the feeling of singl family living. So many options! Each unit is currently occuied therfore 48 hours notice is a must. First floor will be vacant.
This property offers excellent flexibility for an owner-occupant, investor, or buyer looking for multiple living arrangements under one roof. The first-floor unit features 3 bedrooms, 1.5 baths, hardwood floors, a generous living room, formal dining room, and a spacious kitchen with pantry. The second-floor unit offers a similar layout with 3 bedrooms and 1 full bath. The finished attic adds even more usable space with 2 additional bedrooms, a full bath, and flexible living space. Additional features include separate utilities, updated boilers, a full unfinished basement, a detached 2-car garage, and a vacant building ready for its next owner. The building and garage roofs were reportedly replaced in 2014, and spot tuckpointing was completed approximately five years ago. Conveniently located in Chicago's Marquette Park neighborhood, near neighborhood parks, shopping and dining along 63rd Street, and multiple public transportation options. Easy access to nearby major thoroughfares makes commuting throughout the city convenient. Property is being sold as-is.
This brick 3 unit building was updated in 2020 and is ideal for an investor or owner occupant. Each unit has independant utilities, and includes a stove, refrigerator, microwave, and dishwasher. There are 2 bedrooms, a bonus room, and formal living and dining rooms in each unit. The building is fully occupied with 1 month-to-month tenant, and 2 leases that expire within 4 months. The roof was replaced in 2017. Schedule your tour today!
Updated legal 2-flat in Jefferson Park with a finished English Garden Unit. Both legal units feature 3 bedrooms, 1.5 baths, spacious layouts with separate dining areas and additional kitchen dining space, recessed lighting, and updated kitchens with quartz countertops, stainless steel appliances, and ample cabinetry. Unit 1 is leased for $2,650/month and Unit 2 for $2,400/month, generating $5,050/month or $60,600 annually. Unit 1 rent includes electricity, gas/heat, water, trash, landscaping, and one garage parking space. Unit 2 rent includes electricity and water. The finished basement is currently vacant and offers 2 bedrooms and 1 full bath, with estimated rental potential of approximately $2,300/month, subject to applicable laws, zoning, approvals, and permitted use. If legally approved for rental use, potential gross income could reach approximately $7,250/month or $87,000 annually. 2024-2025 improvements include a new roof and windows, updated kitchens and bathrooms, tuckpointing, and improvements to the garage-top deck. Additional features include rear decks, shared outdoor space, and coin-operated laundry. Conveniently located near shopping, dining, transportation, parks, and neighborhood amenities. Excellent opportunity for an investor, owner-occupant, or multi-generational household.
DON'T MISS THIS INCOME-PRODUCING OPPORTUNITY! Located on a quiet block, this attractive 2-flat is perfect for living in one unit while renting out the other or adding a potential MONEY-MAKER to your portfolio. A GREAT OPPORTUNITY with plenty of potential, schedule your private showing today!
Stunning Chicago greystone just steps from Humboldt Park! This truly special three-unit property sits on an oversized lot and offers an exceptional combination of classic character, generous living space, and thoughtful amenities. The spacious former owner's unit features beautiful hardwood floors throughout, an extra-wide open floor plan, an oversized bathroom, and the convenience of in-unit laundry. With its impressive greystone facade, oversized lot, exceptionally wide and spacious apartments, and prime location, this property offers a rare combination of character, scale, and location. The generous width of the units creates expansive living and dining spaces with an open, substantial feel that sets these apartments apart. An outstanding opportunity for an owner-occupant or investor seeking a distinctive multi-unit property in one of Chicago's most vibrant neighborhoods. Perfect for someone looking to convert into a spectacular single family residence. Outside, a beautifully manicured lawn adds rare green space and wonderful curb appeal. The property also offers a common laundry room in the basement, three dedicated tenant storage areas, and a three-car garage. A truly special property that must be seen to fully appreciate its size, presence, and possibilities. Rent increases have been provided to tenants, with new rents scheduled to be in effect January 2027. New monthly rents: Unit 1 - $2,600; Unit 2 - $2,700; Garden Unit - $1,800, for total scheduled rental income of $7,100/month or $85,200 annually. Property also generates approximately $1,600/year in coin laundry income, bringing total projected annual income to approximately $86,800. **Second-floor dining room light fixture is owned by the tenant and is excluded from the sale
Welcome to West Humboldt Park! A fresh new chapter of modern Chicago living is arriving with this stunning, newly built 3-flat designed for comfort, style, and everyday ease. Each beautifully crafted residence offers 3 spacious bedrooms and 2 full baths, in-unit laundry facilities a private primary suite designed to feel like your own personal retreat. Step inside and experience thoughtfully curated open-concept living spaces filled with natural light, flowing seamlessly from the expansive living room into a dedicated dining area and sleek designer kitchen. Contemporary finishes, clean architectural lines, and sophisticated craftsmanship create a perfect blend of warmth and modern elegance. Each kitchen is outfitted with stylish cabinetry, premium finishes, and ample prep space ideal for entertaining, weeknight dinners, or Sunday brunches at home. Spa-inspired bathrooms feature modern fixtures and timeless design touches, while in-unit laundry adds the convenience every homeowner and tenant appreciates. Located in the heart of rapidly growing West Humboldt Park, this property places you near some of Chicago's most vibrant culture, green spaces, and neighborhood favorites. Enjoy easy access to the historic Humboldt Park itself-offering lagoons, walking trails, tennis courts, community events, and one of the city's most beloved summer scenes. Explore nearby local cafes, art galleries, breweries, and an ever-evolving culinary landscape featuring everything from classic Puerto Rican cuisine to trendy new eateries. Commuters will appreciate convenient access to downtown Chicago, major expressways, CTA transportation, and neighboring hotspots like Logan Square, Ukrainian Village, and Wicker Park. Whether you're looking for an exceptional owner-occupied opportunity or a smart investment in one of Chicago's most exciting and up and coming neighborhoods, this modern 3-flat is poised to impress. Modern design. Thoughtful living. A neighborhood on the rise. West Humboldt Park is calling.

Chicago is located in Illinois. Chicago, Illinois has a population of 2,742,119. Chicago is less family-centric than the surrounding county with 27.11% of the households containing married families with children. The county average for households married with children is 29.73%.
The median household income in Chicago, Illinois is $65,781. The median household income for the surrounding county is $72,121 compared to the national median of $69,021. The median age of people living in Chicago is 35.1 years.
The average high temperature in July is 83.9 degrees, with an average low temperature in January of 19.2 degrees. The average rainfall is approximately 38.2 inches per year, with 35.1 inches of snow per year.