Don't miss this beautifully rehabbed 2-unit brownstone in the West Englewood area-perfect as an investment opportunity or owner-occupied home! Building recently tuck-pointed. Each unit offers updated kitchens with pantry storage, enclosed back porches ideal for entertaining, and a spacious fenced backyard ready for gardening, grilling, or family fun. Bring your most selective buyers-this property won't disappoint! Features: Fully rehabbed 2-unit brownstone Located in West Englewood Updated kitchens with pantries for extra storage, SS Refrigerators, and stoves in both units. Enclosed back porches for year-round use Large fenced backyard-ideal for gardening or entertaining Finished Basement with a bathroom, spacious area for entertaining or adding rooms. Great for investors or owner-occupants.
Attention Investors and Rehabbers! This solid 2-unit in Englewood offers significant potential for investors or buyers looking to renovate and add value. Each unit provides great potential for rental income or make it your own. Live in one and rent out the other. Located in a residential neighborhood with access to local amenities, schools, and public transportation, this property is ideal for those seeking a hands-on investment with long-term upside. Buyer to verify zoning and take subject to municipal requirements. Sold As Is. Seller does not provide survey. Utilities will not be activated. *Property not for rent - beware of rental scams.*
Exceptional opportunity to own a solid brick legal 2-flat with a finished lower-level unit in the highly desirable Brighton Park neighborhood! This well-maintained property offers three spacious levels of living space, each with separate gas and electric utilities, making it ideal for owner-occupants or investors. The first-floor unit features 3 bedrooms with ceiling fans, a bright living room, formal dining room, kitchen, full bath, 9-foot ceilings, recessed lighting, beautiful hardwood floors, and the convenience of in-unit laundry. The second-floor unit offers a similar spacious layout with 3 bedrooms, living room, dining room, kitchen, and full bath. The finished lower level provides additional living space with 2 bedrooms, a large living area, kitchen, and full bathroom. Major updates include newer plumbing and electrical on the first floor and lower level, updated electrical panels, new rear porch siding, new windows on the second-floor porch, vinyl replacement windows, front wrought iron fence, roof approximately 9 years old, tuckpointing completed about 6 years ago, and three hot water tanks (one newly installed in 2026, others approximately 3-6 years old). Each unit has its own furnace, and both the first and second-floor units feature central air conditioning (approximately 10 and 4 years old). Conveniently located within walking distance to McKinley Park and just minutes from I-55, shopping, restaurants, Midway Airport, and downtown Chicago. Owner-occupants may also qualify for the City of Chicago grant programs for eligible buyers. A fantastic opportunity to build wealth through owner-occupancy or expand your investment portfolio!
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
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.
An exceptional opportunity awaits in the vibrant Ravenswood neighborhood. This handsome, historic residence combines elegant style, modern comfort, and rare investment potential. The property features a stunning luxury owner's duplex-up plus three well-appointed rental apartments, offering both refined living and multiple income streams. The owner's duplex-up is a true showpiece, with expansive light-filled living spaces, high ceilings, and beautiful curated finishes throughout. The main level includes a gourmet kitchen with high-end appliances, a spacious dining area, powder room, office, convenient laundry, elegant living room, and a library with a wood-burning fireplace. The serene primary suite is complete with a spa-inspired bath and two custom closets. Direct access to a private garage rooftop garden and entertainment area extends the living experience outdoors. Upstairs, two generous bedrooms share a Jack-and-Jill bathroom, with ample closet space throughout. Hardwood floors, curated finishes, and thoughtful design define this one-of-a-kind residence. Three rental apartment (two 1-bedroom apartments, and one 2-bedroom apartment) provide rental income, offering a rare opportunity to enjoy the lifestyle you deserve while making your investment work for you. Additional highlights include energy-efficient systems, private entrances, and dedicated parking for seven vehicles. This unique property seamlessly blends lux living with strong income potential in one of Chicago's most desirable neighborhoods.
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.
What a phenomenal location! Both I-290 expressway and a beautiful and massive City park one block away, Lorretta Hospital on the corner and CTA buses up the block, MAJOR shopping and eateries a short drive south on Cicero AND I'm sure you'll find more. Manicured lawns and well maintained homes enrich this property that has been family owned for years. Two spacious bedrooms and one updated bath on each floor. Six panel doors throughout each unit. Bright kitchens with two windows...one over the sink...will be perfect for growing herbs! Full unfinished basement. There's no garage, but a 2 car garage pad. And the yard is fully fenced...SELLER WISHES TO SELL IN 'AS IS" CONDITION AND ISN'T OPEN TO DOING ANY ADDITIONAL REPAIRS
This classic legal 3-flat, located on a quiet tree-lined street in the heart of Logan Square, offers a unique opportunity for both investors and owner-occupants. The property will be delivered with one vacant unit beginning August 1, creating an ideal opportunity for an owner-occupant to move in while benefiting from rental income from the remaining units. For investors, this also provides flexibility to immediately lease the unit at market rates or implement their own business plan. Property Highlights -Rare legal 3-flat with all three units above grade (no garden unit) -One unit delivered vacant beginning August 1 - ideal for owner-occupants (Unit 1) -Full unfinished basement with duplex-down potential (subject to the buyer verifying zoning, requirements, and city approval) -Potential future ADU opportunity (subject to the buyer verifying zoning, requirements, and city approval) Forced-air heating systems (3) and Central A/C in unit 3 with the ability to AC to units 1 and 2 -Recent building upgrades include the roof sealing and exterior concrete/masonry work -Parking w/ 2 rear spots -Washer & Dryer in the basement Just moments from Palmer Square Park, the 606 Trail, Blue Line access, and Logan Square's renowned dining, shopping, and entertainment options. Additional features include generous basement storage and free street parking. The property offers multiple paths for future value creation and a legal three-flat like this building is rare to find.
Great investment opportunity in Chicago's historic Pullman neighborhood. This classis 3 flat offers excellent income potential and features a desirable unit mix with one 1-bedroom apartment and two 2-bedroom apartments. Damaged property needs repairs and updating making it an ideal opportunity for investors, rehabbers, or owner occupants looking to build equity. Room sizes are estimates. Property is being sold in AS IS condition. Seller will not provide surveys or disclosures. Taxes prorated. Attached Hold Harmless Agreement must be signed and returned prior to any property access or showing approval. Bring your vision and renovation ideas to unlock the full potential of this income producing property. Cash or Renovation loans only.
HOT AVONDALE Brick 2 unit building. This extremely well kept building is ideal for the savvy investor or even better, an owner occupied buyer. With the top floor unit lease ending 7/31 the timing is perfect. Units 1 & 2 are nicely sized 2 bed / 1 bath units, with an enclosed porch that can function as a great home office or breakfast nook. The super clean garden unit brings in additional income. The units have separate boilers and water heaters so this is a turn key building. The extremely well kept west facing rear garden is a lovely addition to an already great property.
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.
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.
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.
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!
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.
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.
Turnkey investment opportunity in the Hermosa Neighborhood! This fully rented, income-producing property includes a finished 1-bedroom basement apartment, offering three total spaces and immediate cash flow. The top-floor unit features new hardwood flooring throughout, including the bedrooms, a spacious living and dining area, and a newly renovated bathroom. The main-level unit also offers hardwood floors and a modern kitchen with abundant cabinet and countertop space for cooking and meal preparation. Both units are filled with natural sunlight and overlook charming tree-lined streets. The finished basement apartment includes tile flooring, recessed lighting, and a renovated kitchen, creating a comfortable additional living space. Each unit also has convenient extra storage located just outside the unit doors-perfect for seasonal or personal items. The property offers on-site laundry, two separate hot water tanks and Comed electrical meters, and three gated parking spaces. In the rear, residents can enjoy a large fenced-in communal yard. Located just a few blocks south of the childhood home of Walt Disney, this property sits in the vibrant Hermosa neighborhood and is an excellent addition to any investment portfolio.
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.
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.
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!
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.

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.