Excellent opportunity to add a strong income-producing 2-unit property to your investment portfolio. Conveniently located near a major shopping center, schools, CTA bus routes, Chicago State University, and the fire department. With a projected cap rate exceeding 16%, this property offers impressive potential returns. The garden-level unit features 2 bedrooms and 1 bath, with recent improvements including updated plumbing, fresh paint, new flooring, and updated bathroom fixtures. The upper duplex unit offers 4 bedrooms and 1.1 baths and has been upgraded with newer plumbing, electrical, flooring, windows, and fixtures. Both units are well maintained and in very good condition. The lower unit is currently tenant-occupied, while the upper duplex is vacant and ready for a new tenant or owner-occupant. Initial showing appointments will allow just the viewing of the upper level duplex. With further interest, the occupied unit can be shown.
Exceptional opportunity in the heart of Pilsen! This solid 2-unit property offers incredible potential for investors, owner-occupants, or those looking to add value in one of Chicago's most vibrant neighborhoods. Both units provide comfortable living spaces, while the full unfinished basement offers ample storage and future possibilities. Ideally located next to a park and school, with convenient access to public transportation, shopping, dining, and everything the neighborhood has to offer. A spacious 2-car garage adds valuable off-street parking and storage. Home needs updating and will be sold strictly as-is. The empty lot next door does not belong to the property.
Welcome to 4935 W Henderson Street, a solid brick 2-flat located in the highly desirable Portage Park Neighborhood. This property offers spacious units featuring original hardwood floors, generous living and dining rooms, separate utilities, and central heating and air conditioning. Each unit provides flexible living space with multiple bedrooms, making it ideal for owner-occupants, investors, or multi-generational living. Broker is related to the seller
Great investment opportunity in Brighton Park! This 3 unit property features a 2-bedroom, 1-bath unit on the first floor and a 2-bedroom, 1-bath unit on the upper level. Recent updates include electrical work, a newer furnace, hot water tank, and an updated second-floor kitchen. The first-floor unit still needs finishing touches, offering a great opportunity to add value and build equity. A 2-car garage adds additional appeal. Conveniently located just 4 houses from the neighborhood park and only a few blocks from Kelly High School. Enjoy easy access to I-55, public transportation, gyms, shopping, restaurants, and everyday conveniences. This property offers a great location with plenty of nearby amenities
Excellent Investment Opportunity! Fully occupied 2-flat brick building generating immediate rental income. Each spacious unit features 3 bedrooms and 1 full bathroom, offering comfortable living spaces for tenants. Additional amenities include a shared basement with washer and dryer, providing added convenience and value. Whether you're looking to expand your investment portfolio or start building wealth through real estate, this well-maintained income-producing property is a fantastic opportunity. Strong rental potential, stable occupancy, and room for long-term appreciation make this a must-see investment property! Schedule your showing today.
Phenomenal opportunity in trendy Avondale/Logan Square. Legal 2 flat with full finished basement. Perfect for investor or owner occupant. Needs some TLC, but tons of potential to rehab and turn it into a magnificent single family home or keep as profitable rental investment. In-demand apartments rent easily and quickly. Short distance from Logan Blue Line, Logan Theater, cafes, restaurants, and more. Exempt from Tenant Opportunity to Purchase right of first refusal. First showing on 6/20.
Turn-key legal 3-flat on a quiet, tree-lined block in Humboldt Park, just steps from the 606 Trail. Perfect for an investor or a buyer looking to put strong rental income to work toward their monthly costs. The building is fully updated with separate utilities, new plumbing, central A/C, stainless steel appliances, white shaker cabinets, granite countertops, and hardwood floors throughout. The Unit Breakdown: 2nd Floor: 3 BR /1 BA with a bright rear sunroom; 1st Floor: 2 BR/1 BA with a matching rear sunroom and Garden Unit: 2 BR / 1 BA with great natural light and large bedrooms. The property features a nice sized backyard, on-site laundry, and a secure 2-car garage. Excellent location with easy access to the 606, Humboldt Park, Tasa Coffee Roasters, Humboldt Haus, Nellie's and neighborhood transit.
Own a timeless piece of Washington Park with this exceptional jumbo 3-unit Graystone, ideally located just minutes from the University of Chicago and the NEW Obama Presidential Center. This beautifully renovated 8-bedroom, 6-bath multi-family property was fully rehabbed in 2023, blending classic architectural charm with modern updates and strong income potential. Each expansive unit is thoughtfully designed with its own HVAC system, electric, and water heater, offering both comfort and efficiency. Updated kitchens feature stainless steel appliances including stove, refrigerator, microwave, and dishwasher, along with the convenience of in-unit washer and dryer. Contemporary finishes throughout, including private master bathrooms in every unit, elevate the living experience. Unit 1 will be delivered vacant, presenting an excellent opportunity for an owner-occupant to reduce their mortgage with rental income. Projected annual rents of $62,000 make this a compelling investment. Additional highlights include rear off-street parking and eligibility for FHA financing, additional cost savings for owner occupants with reduced taxes. A rare, turnkey opportunity in one of Chicago's fastest-growing communities-ideal for owner-occupants, house hackers, or savvy investors looking to secure long-term value.
Stunning, fully gut-rehabbed 2-unit building-a true turnkey opportunity. Featuring a 2-bed/1-bath unit on the first floor and a massive 5-bed/2-bath duplex-up, this property blends modern, luxury finishes with maximum income potential. New electrical, plumbing, HVAC, and designer kitchens make this a perfect investor or owner-occupant gem.
Classic Chicago brick two-flat that's truly move-in ready. Meticulously updated, this exceptional property seamlessly blends timeless architectural charm with high end modern finishes. The bright, open floor plans feature brand new finishes throughout, including well appointed kitchens with pantry storage, creating a fresh and functional living experience. Each unit is equipped with separate heating and central air, offering comfort, and efficiency. The full basement provides abundant storage and presents excellent potential for future additional living space. Completing the property is a newer garage with brand new overhead door all situated on a great block and ideally located near public transportation, major roadways, schools, parks, and a wide array of neighborhood amenities.
Attention all investors and savvy homeowners. Add instant sweat equity to this solid frame duplex in South Shore!! This property offers sun-filled living rooms, formal dining areas, large eat-in kitchens, and spacious bedrooms. Prime location close to Metra, shopping, dining, and the Lakefront! This is a must see. Sold as-is. No survey. Buyer to verify zoning and must take subject to any violations/code compliance requirements. Schedule a showing today. Utilities will not be activated. *Property not for rent - beware of rental scams.*
Attention builders, contractors, developers. *** 25 x 177 lot size *** in much sought after Logan Square. Just a block from the 606 trail. Property is in need of significant updating. This will be sold in "As Is" condition. Tenants are month to month. This is zoned as a 2 unit property. Both units are spacious & have 3 bedrooms & 1 bath. There is added living space in basement, which consists of Living room, Kitchen, bath, & 3 bedrooms......Also, needs significant updating.
WOW! Rare, Beautiful, NEW Multi-Unit Building in Prime Logan Square! Everything redone! Incredible Investment opportunity to own a one-of-a-kind, multi-unit building featuring a Duplexed Top Unit & In-Law Garden Unit! Duplexed Top Unit features 4 bed 2.5 bath! Spacious 1st Floor Unit Features 2 bed 1 bath! Garden Unit 1 bed 1 bath! Meticulously maintained and updated by current owners. Each unit is updated with modern, tasteful finishes and includes a refrigerator, oven, dishwasher, microwave, and in-unit laundry! All separate utilities. Each unit also has its own HVAC! Truly move in ready! Perfect for an owner-occupant or investor! Fully fenced lot. Property also includes 3 exterior parking spots. Prime Logan Square location near highways, Blue Line, shopping, restaurants, and parks. This home has it all! Come see it! This is truly a rare find - don't miss it!
Renovated Greystone 2-Unit Building with Value-Add Potential in West Garfield Park. Welcome to 4351 W Maypole Ave, a beautifully rehabbed multi-family Greystone nestled on a well-maintained, pride-filled block in Chicago's rapidly growing West Garfield Park neighborhood. This turnkey 2-unit property offers the perfect blend of modern updates, classic Chicago charm, and additional upside with a semi-finished basement ready for your vision. Property Overview: This stunning building features 6 bedrooms and 2 bathrooms across two spacious units, each thoughtfully updated with today's finishes while maintaining timeless character. Whether you're an owner-occupant seeking rental income or an investor looking for strong cash flow and appreciation, this property checks every box. Unit Features: 1st Floor Unit: Fully rehabbed 3-bedroom, 1-bath layout with in-unit laundry, ideal for owner occupancy or premium rental income 2nd Floor Unit: Bright, sun-filled 3-bedroom, 1-bath also with in-unit laundry and a functional, desirable layout Interior Highlights: Modern kitchens with granite countertops, sleek cabinetry, and stainless-steel appliances Hardwood flooring throughout with ceramic tile in kitchens Open-concept layouts offering flexibility and comfort New plumbing, electrical, and HVAC systems for peace of mind Exterior & Additional Features: Spacious fenced backyard-perfect for entertaining, relaxing, or summer BBQs Paved parking area with secure gated access Classic Greystone curb appeal on a quiet, attractive block Value-Add Opportunity: The full, open basement offers endless possibilities-expand living space, duplex down, or create an additional unit (subject to zoning). A prime opportunity to increase equity and maximize returns. Location & Conveniently located just minutes from: Garfield Park & Conservatory, CTA Blue Line, & I-290 Expressway. Downtown Chicago, dining, shopping, and entertainment. Situated in a neighborhood experiencing ongoing revitalization, this property presents a compelling opportunity to invest in Chicago's West Side growth. Investment Potential: Live in one unit and rent the other Rent both units for strong income Add value through basement expansion Space to live. Income to grow. Style to love. Don't miss your chance to own this beautifully updated, income-generating property. **Schedule your private showing today!
Once in a lifetime opportunity to own a true urban oasis w/majestic renovated grey stone on 104'x126' vast city compound w/potential income from charming coach house and a 2BR/2BA garden unit in front half of basement overlooking picturesque garden in the desirable Bucktown neighborhood. This breathtaking dwelling was meticulously restored to celebrate the original fretwork, cove moldings, oval leaded glass windows, ceiling medallions, oak fireplaces w/antique mantels, original tiles, & oak mirror in entryway. The modern steel & glass additions of jaw dropping solarium off side of home, the glass rear staircase (fabricated by company that made the famous "Bean" in Millennium Park), & sleek chef's kitchen are a masterclass in juxtaposition to intricate original details showcasing the history of this 1896 abode which was brought into the 21st century. Greeted by a stately exterior w/relief carvings & gas lamps, a gracious foyer welcomes you into sunny double parlor living room w/original pocket doors separating formal dining room which boasts a double sided original hutch w/curved beveled glass & custom chandelier by artist Lucy Slivinski made from a tree on property. Legitimate chef's kitchen w/commercial grade appliances, unique natural stone countertops, pizza oven, room for large table, & fresh produce from the property's variety of fruit trees, vegetable garden, & delicious honey from bee hives on rare urban rooftop garden. The heart of the home is the extraordinary glass atrium solarium off of kitchen which transports you from an urban environment to being immersed in nature w/indoor koi pond & remarkable backdrop of blooming scenic landscaping. The staircase up to 2nd level features wood paneled art gallery to hang your favorites w/picture molding. Original fretwork meticulously restored & repositioned on this level to find awe-inspiring 19th century craftsmanship at every turn. Beautiful 2nd flr family rm w/original display shelving cabinet to anchor the room. Large primary suite boasts pendants which are works of art made from silk chrysalises, large sitting room w/curved glass windows & original fireplace, custom-built-ins, large walk-in closet w/custom built oval jewelry cabinet, & zen inspired bathroom w/stunning natural stone oversized shower, & antique fixtures such as Chinese soaking tub, vanity, pendants & door for a tranquil spa-like experience. Two-more bdrms w/shared en-suite bathroom complete the 2nd level. The lower level features radiant heated flooring, 2 addt'l bdrms, full bathroom w/steam shower, laundry, dog wash station, & abundant storage. Extra 2BR/2BA apt on basement level w/its own entrance & kitchen w/high end Sub Zero, Wolf, & Miele appliances ideal for au-pair or in-law suite. The home is equipped w/elevator which goes all the way to rooftop level (this renders the house fully wheelchair accessible) for special walk through a "garden in the sky" professionally landscaped by Intrinsic landscaping w/drip irrigation system w/native perennials & bee hives producing the most delicious diverse honey. The rear of the home has a doggie door leading to smaller fenced in dog yard, firepit, large patio w/amazing Zanzibar door as backdrop on the 2.5 car garage. Parking pad on side of charming 1874 coach house known to house celebrities filming here. This beloved coach house was picked up from behind house next door and moved to its current location with vast front yard and features original pine floors, wood burning fireplace, updated kitchen with Carrera Marble countertops, 2 bedrooms, 2 renovated bathrooms, & lower level family room with another Zanzibar door. The magical yard is filled w/intoxicating blooms from Magnolia trees, and includes apple trees, peach trees, raspberries, gooseberries, & blackberries all w/irrigation system. Located in historic district of Bucktown w/easy access to blue line, 606 Trail, dog park, and all of the best boutiques and restaurants in heart of Wicker Park and Bucktown.
Rare opportunity to own a 2-flat in the heart of Roscoe Village. The property presents an excellent opportunity for conversion to a single-family home, redevelopment, or continued use as a multi-unit property, all in a highly desirable location. The first floor features a 2 bed/1 bath unit, while the second floor offers a 2 bed/1 bath unit plus an additional finished bedroom in the partially finished walk-up attic. The attic features 7-foot ceilings with ample unfinished storage space and potential for a future duplex-up expansion. New roof in 2021. A 25 x125 Lot, a spacious yard, with an oversized 20' x 21' two-car garage. Above the garage is a matching 20' x 21' loft area with 7-foot ceilings, offering abundant storage or the perfect work space. Audubon Elementary and Lake View High School. You'll be in the sought-after Roscoe Village, just steps away from charming boutiques, coffee shops, restaurants, and neighborhood gathering spots. Experience the area's unique "small-town feel in the city" and all the conveniences of this vibrant North Side neighborhood.
Well maintained brick 2-Flat building in the heart of Belmont Central. Property has two top identical 2BR/1BA apartments and 2BR/1BA Garden apartment updated and rehabed just recently (2026) w/ brand new kitchen, all SS appliances, countertops, custom cabinetry, backsplash, Bathroom, gorgeous tile floors and mechanical room. The apartment on the 1st Floor, recently currently vacant has been also just (2026) updated with brand new floors in the kitchen, oven, countertops are about to be installed (as seen in the photo). 1st Floor and Garden unit is currently left vacant and perfect for New owner occupants to move in. Garden unit ( based on recent interest from rent applicants projected rent $1,500 should be easy to obtain). Recent major upgrades include: Roof (Apprx. 2018), new windows in Garden unit, furnace ( 2023), hot water tank (Apprx. 2023). All water lines are copper. Vent for washer/ dryer and 3 electric boxes and gas meters room in front of Garden unit. 2nd Floor tenants are longer time tenants, and pay for all utilities. 2 car- garage. Located right in the Grand Avenue corridor, nearby Grand/Cicero Metra station, bus lines on Central Ave, Fullerton, nearby parks, dining and MORE.
Ask your broker about terrific grants available! The property is eligible for up to $15,000 in assistance and a home warranty. Welcome to this well-maintained two-unit brick building offering expansive layouts, soaring ceilings, and three spacious bedrooms with one full bathroom in each unit. The upper unit benefits from an oversized layout, with particularly generous bedroom sizes created by the extended stairwell, while both units offer excellent functionality and comfort. The lower unit has previously operated as a successful short-term rental, generating approximately $24,000 annually while being utilized only half of the year. Recent improvements by the current owners include the addition of in-unit laundry in both residences and a fully cleared basement, providing a strong foundation for a potential future garden unit. Both units feature re-stained hardwood floors, with kitchens and bathrooms in superb condition and move-in ready. The property is well suited for an owner-occupant seeking rental income or as a full investment opportunity. The area is poised for continued appreciation, supported by significant nearby development, including multi-billion-dollar investments such as the Obama Presidential Library in adjacent Woodlawn.
This beautiful brick home sits on an oversized 38' x 125' lot and offers 3 levels of living space with plenty of room for everyone. The finished basement offers 2 additional bedrooms, 1 bathroom and space for a future kitchen. The main floor features 2 bedrooms 1 updated bathroom and a beautiful updated kitchen. The upper level includes 1 bedroom, 1 bathroom and a kitchen, making it great setup for in-law suit, or variety of living arrangements. Step outside and enjoy the spacious backyard, perfect for entertaining, gardening or simply enjoying the outdoors. Conveniently located near schools, shopping, restaurants and public transportation. Whether you're looking for room to grow or a home with flexible living arrangements, this property is ready to welcome you home!
Charming oversized lot Multi-Family Opportunity in Irving Park / Rose Park! Recently renovated 2-Unit Building, Oversized 4,000 Sq Ft Lot Incredible Location Welcome to your next great investment or the perfect live-in income property! Nestled within the highly sought-after Rose Park subdivision of Chicago's vibrant Irving Park neighborhood, this beautifully recently updated two-unit multifamily building offers 2 bedrooms and one bathroom in each unit. Both units offering identical, highly functional layouts flooded with natural light.Formal Living & Dining Rooms: Expansive, separate living and dining areas that are perfect for entertaining or comfortable day-to-day living.Stunning Hardwood Floors: Gleaming, newly refinished hardwood flooring runs seamlessly throughout both units, adding warmth and elegance. Situated on a rare, oversized 4,000 square foot lot, this property provides a comfortable amount of outdoor space that is hard to find in the city. The expansive backyard offers endless possibilities for outdoor entertaining, gardening, or creating a private oasis.Renovated basement.
Amazing Investment Opportunity for New Home Buyers to Have Their Mortgage Paid by Their Renters and live Rent/ Mortgage Free!! This Zoned 3 Unit In Building Belmont Cragin offers One 2 Bed One Bath Vacant Unit That is Move In Ready Along With a 2 Bed 2 Bath Duplex Coachhouse in the Rear and a 2.5 Bed 1 Bath On the 1st Floor. Each Unit Comes Equipped with High End Stainless Steel Appliances; In-Unit Washer/ Dryer; Central Heat & AC; Hardwood Floors Throughout. Each unit has it's own separate gas & electric meters. Bring your contractor to turn the basement into a 4th Garden/ In-Law apartment for additional rental income... The current occupied units are currently well below market value!! This Is A Must See!!
Attention investors and rehabbers. Exceptional opportunity to bring this classic brick 3 flat back to life in the highly sought after Woodlawn neighborhood. This multi-unit property features 3 spacious units, each offering 3 bedrooms, 1-bathroom, generous living rooms and separate dining rooms with excellent layout potential. Room sizes are estimates. The property is in fire damaged condition and requires significant repairs and improvements. Bring your vision and creativity to unlock the value this home has to offer. Ideally located near University of Chicago and the Obama Presidential Center this property is positioned in an area experiencing significant invest and development. Property is being sold strictly in AS IS condition. No surveys nor disclosures, taxes prorated. Attached Hold Harmless Agreements (2) must be signed and returned prior to any property access or showing approval. Seller is calling for Highest & Best by Wednesday 6/24/26 at 5 p.m.
Rare opportunity to own a beautifully updated brick two-flat just steps from Kilbourn Park! This well-maintained investment property offers the perfect blend of immediate income and owner-occupant flexibility, featuring one vacant unit and one tenant-occupied unit leased through April 2028 at $1,930/month. Extensively renovated in 2018, the property showcases hardwood floors throughout both units, central air conditioning, separate heating systems, updated kitchens, and modern conveniences including dishwashers, microwaves, and built-in ovens. The first-floor unit offers 2 bedrooms and 1 bath, while the second-floor unit features 3 bedrooms and 1 bath. Outside, you'll find a truly exceptional backyard designed for both entertaining and urban gardening. Installed in 2020, the outdoor space features attractive brick pavers, custom steel planters, fencing, and established gardens with tomato plants and native landscaping. Additional improvements include front yard landscaping (2021) and tuckpointing with front brick repairs completed in 2024. The property also includes a detached 2-car garage, full unfinished basement, roof recovered in 2018, and low-maintenance exterior brick construction. Located in a quiet residential neighborhood less than one block from Kilbourn Park with convenient interstate access, this turnkey two-flat is ideal for investors seeking stable income or owner-occupants looking to offset their mortgage with rental revenue. Schedule your showing today!
*** Multiple offers received. Highest & best due by 12:00 noon on Monday June 22 *** Attention Investors and Live-In Owners! Rare opportunity to own a full brick and stone 2-unit multifamily property with a finished basement in the heart of Logan Square. Situated on an oversized lot, the building features a 3-bed/1-bath unit, a 2-bed/1-bath unit, and a finished basement with additional living space and a full bath, offering excellent potential for a future duplex-down conversion. Separate utilities for each unit provide added convenience and flexibility. The property also includes a rare full brick 3-car garage and an expansive backyard. Major capital improvements have already been completed, including all-new plumbing throughout the property in 2025 and extensive brick restoration and tuckpointing in 2025. Preliminary demolition work has been completed, creating a blank canvas for your renovation vision. Ideally located just minutes from the Logan Square CTA Blue Line, Palmer Square Park, the farmers market, and Logan Square's vibrant dining and shopping scene. Whether you're looking to generate rental income, live in one unit and rent the other, or unlock additional value through renovation, this property offers exceptional potential in one of Chicago's most sought-after neighborhoods. Sold As-Is.
Arcadia Terrace 2-Flat - Spacious, Well-Maintained, and Full of Character. This exceptional Arcadia Terrace 2-flat offers true 3-bedroom, 1-bath units with generously sized rooms throughout, living more like single-family homes than traditional apartments. Notable features include tall ceilings, separate boilers, separate water heaters, updated windows, updated plumbing, metered water service, hardwood floors, spacious pantries, and an interior staircase connecting the first floor to the 7 foot tall ceiling basement. The first-floor unit is equipped with mini-split air conditioning systems that also provide supplemental heat, while both units enjoy classic radiator heat. The second-floor unit features an additional sitting room, and the primary bedrooms in both units offer the convenience of two closets. Utilities are separately metered and paid by each unit. Outside, you'll find a welcoming backyard, paver patio, rear porch, and a brick 2-car garage. Ideally located just steps from the West Ridge Nature Preserve and close to CTA bus routes and the Metra line, this property offers both tranquility and convenient city access. Make this your next home or investment opportunity.

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.