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!
***Attention all investors and rehabbers*** Add instant equity to this solid 2-flat in the heart of West Pullman. This property has tremendous potential and is just awaiting your design ideas. Prime location close to Metra and expressways. Sold strictly as-is. No survey. Must take subject to any violations/housing cases/code compliance requirements.
JEFFERSON PARK GEM WITH A BACKYARD RETREAT LIKE NO OTHER! Meticulously maintained and exceptionally inviting, this charming 2 flat, with separate AC and furnace units for the 2nd floor, within walking distance to Jefferson Park station, offers spacious living and dining rooms, beautiful hardwood floors, a newer kitchen, a 2nd floor rental unit and a fully finished basement ideal for extended family, guests, recreation, or additional living space. But the true heart of this home is the extraordinary two-level rear deck. Directly connected to the house and accessible from both the first and second levels, this expansive outdoor living space is an entertainer's dream. A covered gazebo, mature grapevines, warm wood decking, and a built-in hot tub create a private backyard oasis that feels more like a destination than an ordinary city backyard. It's the perfect setting for summer gatherings, quiet evenings, morning coffee, or relaxing in the hot tub surrounded by greenery. The oversized, fully fenced yard provides exceptional privacy and additional space for entertaining, gardening, or enjoying the outdoors. This is more than a very nice Jefferson Park home-it is a home with a truly special outdoor lifestyle.
Desirable Arcadia Terrace! Incredible investment opportunity with this all-brick 2-flat, including a non-conforming basement space, storage, laundry room and a 2-car garage. Units 1 & 2 feature hardwood flooring, 3-bedrooms / 1 bath. Unit 2 includes a FULLY updated kitchen & bath. The 2-Flat features recently updated electrical and tuck-pointing ( 5yrs). Age of roof is unknown and building is being sold as-is. Conveniently located near shopping, restaurants, parks, and public transportation. This property offers the perfect combination of space, location, and income potential.
Rare opportunity to own a solid brick legal 3-unit building in Chicago's Uptown neighborhood on beautiful tree-lined Kenmore Avenue. Situated on an oversized lot, this Uptown multi-unit property offers outstanding potential for an investor, owner-occupant, or future single-family home conversion. Spacious units feature abundant natural light, generous room sizes, and separate living and dining spaces. Each unit has separate heating and cooling systems and individual utilities. The vacant top-floor unit features a bright 2-bedroom, 1-bath layout, dramatic stairwell accented by a skylight, and in-unit laundry. The first- and second-floor units each offer 3 bedrooms and 1 bath. The unfinished basement provides additional untapped potential with great ceiling height and two separate entrances. Detached 2-car garage. Prime Uptown Chicago location near the Wilson Red and Purple Line CTA station, multiple bus routes, lakefront parks and trails, restaurants, coffee shops, grocery stores, and the Uptown Entertainment District. An exceptional opportunity to own a brick 3-unit investment property in one of Chicago's most vibrant North Side neighborhoods.
Classic oversized Greystone! This solid 2-unit offers spacious layouts and strong income-producing potential. The first-floor unit has 3 bedrooms and 1.5 baths, while the second-floor unit offers an expansive 4-bedroom, 2-bath layout. Both units feature beautiful hardwood floors and high ceilings. The fully finished basement includes a 2-bedroom in-law suite, providing additional space for extended family or flexible living needs. Recent improvements include an updated electrical system with 3 electrical panels and new water heaters, adding even more value to this well-maintained property. This is an excellent income-producing opportunity! Live in one unit and rent the other, or add this property to your investment portfolio. Schedule your private showing today!
Fantastic oportunity to add to your portofoio this brick 3 unit with finished attic living space. Fully rented provides $3600 in monthly income,tenants pays gas and electric bill. Newer electric, plumbing and windows, with detached 2 car garage . Property is being sold in ''As Is'' condition .
One family has loved and occupied this home for nearly 100 years. Now, it's ready for reinvention. Located on a serene one-way block in historic Edgewater Glen AND in Peirce Elementary! The wide, long lot means each unit is large and has fantastic natural light. First floor is 2/1. Second floor 3/1. Full unfinished basement has nearly 8' ceilings. The home's original built-ins, millwork, doors and hardwood floors have been preserved, throughout. Incredibly well-maintained with replacement windows throughout, 2015 boiler, 2022 water heater, 2024 fully tuckpointed, newer 2.5 car garage and more! First floor kitchen does not have a refrigerator or finish flooring, so cash or portfolio lender for purchase is recommended. Sold "as is". This block of Granville is NOT within the boundaries of the Edgewater Glen Historic District so may be renovated without restriction.
4 Levels of Quality Living are Well Maintained in this Brick 2 Unit On Quiet Block with 2.5 Car Garage and 3rd Parking Space on Extra Wide 30" Lot. Duplexed up to finished attic and Duplexed Down to Finished Garden Level-- All 4 Levels are Finished and Ready to Move Into. Newer roof and 1 brand new furnace . Large Tall Attic Is Already done and Duplexed to top unit too! Clean, well kept, Ready to move right into. Hardwood Floors , Quality Cabinetry and Appliances, Roofs, Windows All Good Condition . Enclosed porch. Priced to sell. This wont last.
Exceptional opportunity for both owner-occupants and investors! This recently renovated 3-unit building offers spacious, full-size apartments with excellent income potential (estimated total gross income $60,000). The garden unit and second-floor unit each feature 3 bedrooms and 2 full bathrooms, while the first-floor unit offers 3 bedrooms and 1 full bathroom. Large windows throughout fill each unit with abundant natural light, and laundry hookups are available for added convenience. The recently renovated garden unit is already generating rental income, while the vacant first- and second-floor units provide the flexibility to move in, lease immediately and select your own tenants. Ideally located near two major hospitals, public transportation including CTA buses and train lines, and convenient interstate access, this property is perfectly positioned for both commuters and tenants. Also attached to the popular Douglas Park and its famous Riot Fest. With income already in place and two vacant units ready for occupancy, there's nothing left to do but move in and start building wealth. Don't miss this incredible investment opportunity-this one won't last long! Property being sold As Is.
Prime Pilsen Multi-Unit Opportunity! This large and well positioned legal 3 unit property offers an excellent opportunity to own an income producing asset in the heart of Chicago's vibrant Pilsen neighborhood. Featuring a total of 7 bedrooms and 3 bathrooms, the property offers spacious layouts and excellent rental potential across all three units. Currently fully rented and generating $5,300 in monthly rental income, this property is an ideal opportunity for an investor looking to add a solid multi-unit asset to their portfolio or an owner occupant seeking the benefits of rental income. A convenient 2-3 car parking pad provides valuable off street parking, an attractive feature for both owners and tenants. Located directly across from Cooper Elementary School and close to Pilsen's renowned restaurants, cafes, shops, parks, public transportation and everyday neighborhood amenities. With its established rental income, generous bedroom count, parking and desirable location, 1643 W 19th St is an excellent opportunity to own and invest in one of Chicago's most dynamic neighborhoods.
Legal 3 unit property offering a great investment opportunity in a prime location, just a 2 minute walk to the CTA pink Line. The property features two 2 bedroom units and a 2 bedroom basement unit, providing excellent flexibility for investors or owner-occupants. Unit 3 is currently vacant and features 2 bedrooms, 1 bathroom, a kitchen, and fresh paint. The second unit offers a living room/dining room, 2 bedrooms, 1 bathroom, and a kitchen. The basement unit includes 2 bedrooms and 1 bathroom, along with a dedicated laundry room and additional storage. Recent improvements include front stairs, a 2026 roof, 2022 windows, and recently painted siding. Conveniently located near public transportation, making this a strong opportunity for investors seeking a legal 3 unit property in a highly accessible location.
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.
Welcome to 8233 S Escanaba Ave: a two-unit property offering versatility, space, and an excellent South Side location near Lake Michigan! Each unit features 2 bedrooms and 1 bathroom, providing a practical layout for rental income, owner occupancy, or multi-generational living. The property offers a spacious unfinished basement with excellent potential for additional storage, a workshop, recreation space, or future expansion. A detached 2-car garage adds valuable parking and storage. Location is where this property truly shines. Enjoy easy access to Lake Michigan, nearby beaches, parks, and the lakefront, including Rainbow Beach Park, a nearly 61-acre lakefront destination featuring a beach, fitness facilities, sports courts, playgrounds, a community garden, and beautiful views of the Chicago skyline. Commuters will appreciate convenient access to Lake Shore Drive and major South Side thoroughfares, making trips to downtown Chicago and surrounding neighborhoods more accessible. The area also offers a variety of local restaurants, shops, parks, recreational opportunities, and cultural attractions. Whether you're looking to house-hack, build your rental portfolio, live in one unit while generating income from the other, or accommodate extended family, 8233 S Escanaba Ave offers an opportunity to make the most of a two-flat in a location surrounded by Chicago's lakefront amenities. Bring your vision and explore the possibilities this property has to offer! *BROKER/AGENT IS RELATED TO THE SELLER.
This beautiful brick two unit offers two completely separate living spaces. First floor unit has two beds, one bath. Second floor unit offers three beds and one bath. Spacious attic bedroom features its own half bath! This property also has separate utility bills, two hot water tanks, and two parking spaces. Close to public transportation, great layout, tenants on both units are MTM. *SHOWINGS ONLY ON WEDNESDAYS 12PM-2PM & SATURDAYS 1PM-3PM*
Great opportunity for investment or owner occupancy - This three flat features three spacious two bedroom, one bath units. The first and second floor units have identical layouts with a light filled living room featuring a brick fireplace that flows in to the separate dining room, spacious kitchen, two bedrooms, and full bathroom. The finished basement offers a living room, kitchen with room for a dining table, two bedrooms, and a full bathroom, plus shared laundry. Enjoy the outdoor space with a fully fenced backyard with patio along with a fenced front yard. 1 car detached garage plus a covered 1 car carport. Recent updated include interior paint, new appliances, and new basement flooring all in 2022. Convenient location with the Grand bus a block away and Cicero bus nearby. Easy access to Grand/Cicero Metra station along with shopping, dining, and everyday conveniences.
REHABBED 2 FLAT WITH FULL BASEMENT! IN-UNIT LAUNDRY PER UNIT! NEWER HVAC, FLOORING, KITCHEN & BATHS, WINDOWS AND MUCH MORE, MAKES GREAT INVESTMENT PROPERTY OR LIVE IN. Drive by only. Sold as is. No survey provided.
BRICK BUILDING WITH 2 APARTMENTS, BASEMENT, ATTIC AND GARAGE FOR 2 CARS. 1ST FLR APARTMENT HAS 2 BEDROOMS, LIVINGROOM, KITCHEN AND ONE BATHROOM. 2ND FLR APARTMENT HAS 2 BEDROOMS, LIVINGROOM, KITCHEN, ENCLOSED PORCH AND ONE BATHROOM. FULL BASEMENT FOR MORE SPACE, ATTIC AND GARAGE FOR 2 CARS.
Logan Square/Hermosa Good looking Brick (3) Unit Building generating $5,275 per month / $63,300 per year in income. THIS IS A LEGAL (2) UNIT zoned (RS-3) and gets really great income from the tenants plus the property receives extra income for parking, (see brokers private remarks). Top floor tenant is on a lease and the other 2 units are month to month. The basement unit is the non-conforming unit and has proper Ingress and egress. Both first and second floors have great looking hardwood floors, good looking windows, granite countertops. The garden unit has attractive tiles throughout the unit for their floors. All 3 units were updated about 5 years ago. All 3 units have super cute bathrooms. The building was last tuck pointed 2 years ago. The roof is 6 years new. The 2 furnaces and 2 AC units are 6 years new. This Multi-Unit property will not last long in this Market. Come check it out asap!
FULLY rehabbed approximately two years ago and FULLY occupied, this turn-key 3-unit building sits on one of West Town's BEST blocks, surrounded by new construction and continued development. Each unit was thoughtfully updated with new flooring, appliances, cabinetry, countertops, HVAC systems (3), AC units (3), in-unit washers and dryers (3), dishwashers (2), windows, siding, closet organizers, and high-speed internet wiring, offering a modern, low-maintenance investment opportunity. Unit 1 is a spacious 3 bed + office, 1 bath leased for $3,040/month; Unit 2 is a large 3 bed, 1 bath leased for $2,800/month; and Unit 3 is a bright 2 bed, 1 bath leased for $2,750/month. Each tenant pays their own utilities and internet, helping keep ownership expenses streamlined. Each unit also enjoys HUGE private rear outdoor balcony. The backyard was recently redone and now features a new concrete parking pad along with a grassy yard, creating a clean, functional outdoor space for both residents and future owners. A prime investment opportunity in a rapidly growing area! Add this high-income, low-maintenance property to your portfolio! Also offers excellent future short-term rental potential once tenants vacate, subject to applicable regulations. Incredible location- close to shops, grocery, and restaurants all along chicago and Grand Av! Please provide at least a 48-hour notice required for showings.
Best and final due 9/13 at 10AM. 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.
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!
BEAUTIFUL WEST TOWN/NOBLE SQUARE NEIGHBORHOOD 2-UNIT WITH 7 BEDROOMS / 5.5 BATHROOMS AND ENDLESS OPPORTUNITIES. NESTLED ON A QUIET TREE LINED STREET - UNIT 1 IS A 3 BED/2 BATH FULLY UPDATED UNIT WITH IN-UNIT LAUNDRY AND A LARGE PRIVATE PATIO SPACE. UNIT 2 IS A MASSIVE DUPLEX-UP 4 BEDROOM/3.5 BATH UNIT WITH 3 ENSUITES - IMMENSE PRIMARY SUITE WITH ITS OWN PRIVATE BALCONY - ZONED HVAC - AMAZING EXTERIOR ENTERTAINMENT SPACES WITH 4 TOTAL BALCONIES, A ROOFTOP DECK WITH SKYLINE VIEWS - AND A 2.5 CAR GARAGE. IDEAL LOCATION CLOSE TO HIGHWAY/PUBLIC TRANSPORTATION, PARKS, RESTAURANTS, SHOPPING, NIGHTLIFE, AND GREAT NEIGHBORHOOD FESTIVALS! INVESTMENT OPTIONS WITH POSITIVE CASH FLOW, EITHER RENTING OUT BOTH UNITS, AIRBNB, SHORT-TERM PROFESSIONAL RENTALS - OR AS AN OWNER OCCUPANT AND RENTING OUT THE OTHER UNIT. INVESTOR CLIENTS OR ANY CLIENT LOOKING AS AN OWNER OCCUPANT WITH INCOME POTENTIAL, WOULD BE A GREAT FIT FOR THIS OPPORTUNITY. SELLER HAS REPLACED THE ROOF, ADDED ALL NEW COMPOSITE DECKING ON THE BALCONIES AND WALKWAYS, AND SCRAPED AND REFINISHED ALL THE WROUGHT-IRON FENCING AND STAICASES THROUGHOUT. DUPLEX UNIT TO REMAIN VACANT TO ALLOW MAXIMUM FLEXIBILITY FOR BUYERS - PLEASE ALLOW 24 HRS NOTICE TO ALLOW FOR SHOWINGS IN OCCUPIED UNIT 1. SCHEDULE TODAY!!
1512 N Maplewood is a 2-unit building on a 3,024 SF parcel with favorable RT-4 zoning. The 2 Bed / 1 Bath units have central air conditioning, common-area laundry, and generate $48,430 in annual gross revenue. Ownership previously engaged Hanna Architects to design a 3-unit, 3,900 SF building on the site, and drawings are available for review in the additional information tab. The building offers a buyer two distinct paths for value creation: a long-term covered land play or immediate redevelopment. Long-Term Covered Land Play: In-place income reflects $31,487 of NOI, a 4.87 cap rate, and 13.4x GRM. In-place rents are well below the $2,224 market average, a 21.8 percent mark-to-market opportunity. This allows a new owner to stabilize the building at a 6.01 cap rate while awaiting future redevelopment. Redevelopment: The parcel is zoned RT-4, Chicago's low-to-medium-density multiunit zoning. This allows development of a 1.2 FAR building up to 42 feet tall where 25 percent of units are Type A accessible. These entitlements support the development of up to 3 units by right. The land is listed at $179 per buildable SF against an average land sale of $181 per buildable SF. In addition, the 2-unit building produces interim income of $31,631 per year as a developer finalizes architecture and permits.
Multiple offers received, seller requests Best & Final. Sight-unseen offers will be considered. 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.

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.