Courtesy: E-Professional Realty
312-730-8875
Vintage Rosedale Park 2-Flat in Highly Desirable Norwood Park East! Step into timeless Chicago charm with this extra-large vintage 2-flat located in the far North West side. Rich in character and architectural detail, this well-maintained property offers spacious living areas, classic craftsmanship, and incredible versatility for both owner-occupants and investors. Each unit features sun-filled living rooms with original built-in bookcases and decorative fireplaces, formal dining rooms perfect for entertaining, eat-in kitchens with walk-in pantries, and three bedrooms (including a tandem third bedroom). Vintage archways, French doors, beautiful unpainted cove moldings, original trim work, and generous closet space showcase the home's historic appeal. Hardwood floors are believed to be preserved beneath the carpeting. The full semi-finished basement adds valuable living and storage space with a family room, additional bathroom, utility area, two sets of washers and dryers, and ample storage. Enclosed rear porches provide additional usable space, while the detached 2-car garage offers convenient parking. Major updates include a new roof (2024) and two new hot water tanks recently installed (2026), Windows and tuckpointing done in 8 years ago, providing peace of mind for years to come. Ideally situated within walking distance to schools, parks, CTA transportation, the Blue Line, Metra station, and offering easy access to the Kennedy Expressway and O'Hare Airport, this is a rare opportunity to own a classic Chicago 2-flat in a premier location. Whether you're looking for an investment property, multi-generational living, or a chance to own a piece of Chicago history, this Norwood Park East gem is not to be missed!
Courtesy: The Agency
312-823-8416
Don't miss this incredible opportunity to own a high-income producing property on Chicago's South Side! Built in 2007, this stunning all-brick 3-unit building offers spacious layouts and amazing rental potential. Unit 1: A massive duplex with 5 bedrooms and 3 bathrooms. The main floor features 3 bedrooms and 2 baths, while the lower level adds 2 more bedrooms and another full bath, perfect for an owner-occupant looking to live large while tenants help cover the mortgage. Units 2 & 3: Each offers 3 bedrooms and 2 baths, ideal for high rental income. SOLD AS IS
Courtesy: Century 21 Circle
773-465-4200
ARCADIA TERRACE - Well-maintained and nicely updated brick 2-flat, 3units have 9 beds 3.5 baths with spacious layouts! Each unit offers 3 bedrooms and 1 bath, featuring extra-large living rooms, formal dining rooms, and generous kitchen space. Fully finished basement with 3 bedrooms and 1 bath, offering great additional living space or income potential. Major updates include: basement finished (2017), second-floor rehab (2020), new 3-furnace system (2024), and updated central air systems for added comfort. Enjoy a private fenced yard with gate, providing up to 2 additional exterior parking spaces, plus a 2-car brick garage. Currently tenant-occupied with long-term tenants at below-market rents, offering strong upside potential. Perfect for an owner-occupant or investor. Property is being sold as-is.
Courtesy: Keller Williams ONEChicago
312-216-2422
Exceptional investment opportunity in the heart of Woodlawn! This very well-maintained and recently updated 2 Unit property offers spacious layouts, strong rental potential, and an unbeatable location in one of Chicago's fastest-growing neighborhoods. Each unit features generous living spaces that flow right into the dining area with an abundant amount of natural light throughout! This lovely greystone offers functional floor plans. The first floor unit is a large duplex down - 4 bedrooms, 2 bathrooms - Ideal for an owner's suite or generating additional rental income. The second floor unit is a spacious 3 bedrooms, 2 bathrooms - Stable tenant already in place. Located just minutes from the University of Chicago, Jackson Park, the new Obama Presidential Center, Lake Michigan, public transportation, restaurants, and much more. This property is ideally positioned to benefit from continued neighborhood growth and development. Whether you're an investor seeking cash flow and long-term appreciation or an owner-occupant looking for additional income, this building presents a rare opportunity to own in a highly sought-after community. Don't miss your chance to capitalize on the ongoing revitalization of Woodlawn while adding a versatile income-producing asset to your portfolio.
Courtesy: @properties Christie's International Real Estate
773-472-0200
Rare Turnkey Cash-Flowing Multifamily! Whether you are a seasoned investor looking to scale or an owner-occupant looking to live for free while your tenants pay the mortgage, this turn-key 3-unit building delivers. In a market where positive cash flow is hard to find, this fully occupied property stands out. Built for maximum efficiency and profitability, the property features three spacious, fully above-grade 3-bedroom, 1-bathroom units. Each unit has a highly desirable open-floor plan that rents instantly: spacious living areas, large bedrooms (the primary can accommodate a king-sized bed), closet space, and in-unit washer/dryer hookups. Landlords: Say goodbye to high overhead. Tenants pay their own utilities, there is no basement, no lobby, and minimal common area. Perfectly situated in the heart of the Englewood Square footprint just steps from Starbucks, Chipotle, Wing Stop, and excellent transit (Green Line & 63rd St Bus). Ready for you to move-in or generate income on day one!
Courtesy: Smart Home Realty
630-870-1000
HIGHEST AND BEST DUE FRI JUNE 19, 1PM! Solid brick 2-flat offering a great opportunity for both investors and owner-occupants! The recently renovated first-floor unit features 3 bedrooms, an enclosed rear porch, updated finishes, and a spacious kitchen. The second-floor unit offers 3 bedrooms plus a flexible den/home office space off the kitchen. Both units feature central heat and functional layouts with plenty of living space. Other recent updates include a new concrete parking pad and a gated yard. Full unfinished basement provides excellent storage, laundry and future potential. Whether you're looking to build equity, generate rental income, or reduce your housing expenses through house hacking, this property offers outstanding value and opportunity.
Courtesy: Realty Executives Ambassador
708-349-1111
Excellent Income Opportunity in Garfield Ridge on Archer Avenue! Non-conforming 3 flat garden apts. (2) 3- bedrooms apt. (1) 2- bedroom apt, 2 car garage & asphalt pad in the rear can accommodate 6 cars, 2015 sound proof windows, 2025 tuckpointing, roof is 12 years old. Long Term tenants rent is under market prices. Ideal location, condition & value! Contact listing agent to arrange appointments. Proof of funds required in advance.
Courtesy: Re/Max In The Village
708-386-1400
Unique investment opportunity in the West Bucktown neighborhood! This property features a front building with two apartments and a rear coach house with two additional apartments. Situated on a generous lot with a large backyard, the property offers tremendous income potential and outdoor space rarely found in the city. Ideally located just steps from the 606 Trail, the Western Blue Line station, restaurants and coffee shops. Whether you're an investor, owner-occupant, or developer, this property presents endless possibilities in a prime location. Property sold AS-IS. Buyer assumes responsibility for any existing City of Chicago violations.
Courtesy: Parkvue Realty Corporation
312-788-4040
This 2 Flat style single family home offers 6 bedrooms and 2 bathrooms with approximately 2392 square feet of living space on a 0.07 acre lot. There are no inspection or financing contingencies on this cash only purchase. No Buyer Premium on this property. It is a criminal offense to trespass on this property. The seller has closing representation in this transaction. The buyer has the right to select their own title/closing company, or may use the sellers title company. The buyer is responsible for all closing costs in this transaction. This asset is currently impacted by state redemption, ratification or confirmation guidelines. Closing timelines and process could be impacted until expiration of this time period. The estimated expiration of the applicable redemption, ratification or confirmation is 08/2026. Sold As Is. Seller does not provide survey. Room sizes are estimated and unverified. Xome Auction. *Property not for rent.*
Courtesy: @properties Christie's International Real Estate
773-472-0200
The Obama Presidential Center is opening this June! Grab your investment property now. East Woodlawn two-unit property with all the updates, that is move-in ready. The first-floor unit is a spacious 4-bedroom duplex, including two bedrooms that can accommodate a king-size bed with nightstands, two living areas, two full bathrooms, an updated kitchen with stainless steel appliances and a dishwasher, and a private laundry room with storage. It also has a private entrance, so it's perfect for related living or a short-term rental crash pad. The second-floor unit features a 3-bedroom, 1-bathroom simplex with L-shaped kitchen, laundry, and a bedroom that can accommodate a king-size bed. Both units have ALL separate utilities, each with a large bedroom with a large closet AND individual laundry, which is a rarity in traditional Chicago multifamily homes. Then step out the backdoor to a nice-sized deck, yard, and brick 2-car garage. Live in one and rent out the other - maximize all that Woodlawn can offer your portfolio. It is ready for move-in now.
Courtesy: Core Realty & Investments Inc.
224-235-4336
Welcome to 2705 N Oak Park Avenue! This spacious brick 2 unit property offers incredible versatility for homeowners and investors alike. Featuring approximately 2,500+ square feet of living space, this well-maintained residence includes multiple levels of living, generous bedroom sizes, and ample bathroom accommodations. The second floor boasts bright living areas, a large eat-in kitchen, formal dining space, and plenty of room for extended family living or rental income potential. The finished 1 bedroom apartment provides tremendous flexibility and includes a bedroom, full bathroom, kitchen area, and additional living space, making it perfect for extended family, guests, recreation, or work-from-home needs. Outside, you'll find a detached garage, backyard space for entertaining, and a convenient location in Chicago's desirable Montclare neighborhood. Close to parks, schools, shopping, dining, public transportation, and major expressways, this property combines space, convenience, and opportunity in one exceptional package
Courtesy: HomeSmart Connect LLC
847-495-5000
Opportunity awaits in this versatile two-unit property featuring a total of 7 bedrooms and 2 bathrooms. The first-floor unit offers 3 bedrooms, while the upper-level unit includes 4 bedrooms and has been thoughtfully updated with modern finishes and contemporary appeal. The basement boasts impressive ceiling height, presenting exciting possibilities for future expansion, including a duplex-down conversion or potential development into a three-unit building, subject to city approvals and permitting requirements. Whether you're an investor seeking value-add potential or an owner-occupant looking for flexible living space, this property offers ample room for growth and opportunity.
Courtesy: RE/MAX Mi Casa
773-767-1616
BRICK TWO FLAT IN GAGE PARK ON A CORNER LOT. EACH UNIT HAS 3 BEDS 1 BATH, SPACIOUS LIVING ROOM, FORMAL DINING ROOM, BATHROOM, KITCHEN AND EXTENDED 3RD BEDROOM AND A 2 CAR BRICK GARAGE. THE BACK PORCH STAIRS HAVE BEEN UPDATED AND REINFORCED. SOLD AS-IS CONDITIONS.THE FULL WALKOUT BASEMENT HAS FRONT AND BACK ENTRANCE AND TALL CEILINGS. BASEMENT IS PARTIALLY FINISHED. PROPERTY IS FOR SALE "NOT FOR RENT" .
Courtesy: Compass
773-466-7150
Proud to present this sensational center entrance 4 flat opportunity. Extra Wide structure rests on a 48 x 47 lot just north of North Ave. The property is centered around Wicker Park's many restaurants, boutique shops, bars, cafe's and so much more. The classic victorian structure features the original masonry facade with its ornate bay windows, red brick exterior, stone lintels and architectural details. The two story structure offers a center entrance which enhances the interior floor plans, high ceilings, and full unfinished basements for potential expansion. Each unit is separately metered with its own utilities which means each tenant pays for electricity, gas, and heat as well as hot water. OPPORTUNITY: The opportunity to duplex down and create 3 bedroom 2 bath duplexes from the first floor to the basement is high. The ceiling heights are tall on each level and so this could provide a new owner with a $4000 per month projected rental rate for each of the first floor untis post rehab. The second floor two bedrooms could be made into 3 bedroom units by eliminating the dining room and converting it to a 3rd bedroom . Taking the HVAC systems out of the second floor hallway closet provides a new opening into the living space allowing for you to separate out the third bedroom and collect $3000 per month for each of the upstairs units. Add value, increase the already low rents for the property and enjoy this marquee property in Wicker Park! The walkability at this location is unparalleled, it is close enough to all forms of transportation, but far enough from it. This property has not traded hands in over 30 years, improvements have been made and it will be a pleasure to share this with you. Market rents are $2400-2500 per unit but do to long term tenancy the rents are below market at $2000 upstairs and downstairs lined up for $2500 per unit. . The asset is fully leased and so proper notice is required, however. NO parking at this location, there is effortless street parking, and the bus and train are a short walk away. The property takes up the majority of the land area to maximize the livability of each residence.
Courtesy: Blue Door Dave Inc
312-344-1487
Modern Luxury Meets Timeless Craftsmanship in the Heart of Woodlawn Welcome to 6150 S. Saint Lawrence Avenue, an exceptional new construction luxury 3-unit building where sophisticated design, expansive living spaces, and premium finishes come together to create one of Woodlawn's most compelling residential opportunities. Each residence offers an impressive 1,700 square feet of thoughtfully designed living space, featuring 3 spacious bedrooms, 2 designer bathrooms, and wide-open floor plans that live like single-family homes. From the moment you enter, you'll be captivated by the abundance of natural light, soaring ceilings, rich hardwood flooring, and carefully curated finishes that deliver both elegance and functionality. The chef-inspired kitchens are the centerpiece of each home, showcasing custom cabinetry, quartz countertops with waterfall-edge islands, premium stainless steel appliances, designer lighting, and ample space for entertaining. Every detail has been selected to create a seamless blend of luxury and modern convenience. Retreat to spacious primary suites featuring spa-inspired bathrooms, contemporary fixtures, and finishes typically reserved for much more expensive homes. Throughout each residence, you'll find condo-quality craftsmanship, modern architectural details, and an elevated aesthetic designed to impress even the most discerning buyer. The striking contemporary exterior creates an unforgettable first impression with its dramatic floor-to-ceiling windows, sleek architectural lines, and bold modern design. Residents will also enjoy the convenience of rear parking area with three dedicated parking spaces and EV charging capability, a highly sought-after feature that future-proofs the property for years to come. Perfectly positioned in the rapidly transforming Woodlawn neighborhood, just minutes from the University of Chicago, Jackson Park, Lake Michigan, the Obama Presidential Center, and downtown Chicago, this property offers the rare combination of luxury living, long-term appreciation potential, and modern urban convenience. Luxury. Design. Space. Location. 6150 S. Saint Lawrence Avenue represents a unique opportunity to own a premier new construction residence in one of Chicago's most exciting and evolving neighborhoods.
Courtesy: Essex 312, LLC
773-305-4858
Legal 4-unit building in Bronzeville with a 3 Bed / 2 Bath unit available for owner occupancy. The property consists of (3) large 3 bed / 2 bath units and (1) 2 bed / 2 bath garden. Renovated in 2017, all units enjoy in-unit laundry, gas-forced air furnaces with duct work, and laminate counter tops. The property is being listed at an attractive 9.3x gross rent multiple or roughly 6.4% cap rate on in-place cash flows. If the existing lease roll were marked to current market rents, the property would generate $109,620 in gross annual income and stabilize at a 7.7% cap rate without the need for major renovations. Bronzeville continues to experience substantial residential and commercial development activity, driving long-term appreciation and rent growth. The building sits half a block from the CTA Green line station, providing a short commute downtown for owners and tenants alike.
Courtesy: Altura Realty Inc.
312-399-6661
Excellent Bridgeport investment opportunity. This solid brick three-unit building includes two rental units plus a spacious three-bedroom owner's unit, offering strong flexibility for an owner-occupant or investor. The property also features a basement and a two-car garage, adding valuable storage, parking, and utility space. Located in a desirable Bridgeport area close to neighborhood amenities, transportation, and local development, this property is a must-see for buyers looking for income potential and long-term value.
Courtesy: RE/MAX City
773-775-0600
Exceptional opportunity to own this stunning brick 2-flat situated on an oversized 30' x 125' lot in the highly desirable Belmont Cragin neighborhood featuring impressive 9-foot ceilings. This one-of-a-kind property has been beautifully renovated and thoughtfully designed throughout. Each unit features a brand-new gourmet kitchen with elegant quartz countertops, a spacious center island, stylish finishes, and a full suite of stainless steel Samsung appliances. The kitchen has a spacious walk-in pantry with plenty of storage. Enjoy beautifully renovated bathrooms, restored original woodwork with preserved stained-glass windows, elegant mahogany doors, brand-new water heaters, fresh tuckpointing, and new siding on the garage. Separate utilities for each unit-including gas, electric, and water-provide added convenience, flexibility, and ease of management. High-end washer and dryer included. Perfect for owner-occupants seeking additional rental income or investors looking for a turnkey opportunity. Conveniently located within walking distance to Cragin Park, schools, shopping, restaurants, and public transportation. This move-in-ready property showcases quality craftsmanship, modern upgrades, and timeless character throughout. A must-see home that truly stands out from the rest!
Courtesy: Compass
312-319-1168
Updated 2 flat with extra basement non-conforming apartment. All electric, plumbing and HVAC were updated approximately 8 years ago along with some kitchens and bathrooms. Nice size apartments first and second floors have 2 bedrooms. Extra tandem bedroom on 1st floor. Basement is 4 room 2 bedrooms. Nice yard and a 2 car garage. Rents: Non-conforming garden $1250. Includes all utilities. 1st floor: $1800. 1st floor pays utilities and receives a $100. credit for basement utilities so they pay $1700. net rent. 2nd floor: $1595. They pay their own utilities. Garage $300. Rented to someone not living in property Mo. to Mo. Total income $4845. a month $58140 gross yearly less $12444. expenses or $45696. Net income or 7.74% return!! Great investment.
Courtesy: Realty of America, LLC
708-788-1900
Jumbo 3-unit brick building in excellent condition featuring 3 exterior parking spaces and a large backyard. Each spacious unit offers a separate living room with an alcove, formal dining room, separate kitchen, and two generously sized bedrooms with large closets. High ceilings, hardwood floors throughout, and oversized windows provide abundant natural light in every unit. Recent updates include a new intercom system, newly glazed bathtubs, newer toilets, new shower tile and shower heads in the 2nd and 3rd floor units, a newer boiler, and a new kitchen on the 3rd floor. Laundry is conveniently located on site with two washers and two dryers. The huge basement boasts 9-10 foot ceilings and offers incredible potential to be finished as a garden unit or in-law apartment. Additional improvements include a brand-new fence (2021), water tank (2018), roof repairs (2021), all new windows (2011), and new outdoor light fixtures (2022). Well maintained, income-producing, and full of potential-this is a must-see property. Schedule your showing today! Building is in good condition but selling as is.
Courtesy: Blue Door Dave Inc
312-344-1487
Attention develpers -this is a prime value-add GREYSTONE opportunity with substantial upside. This oversized building is currently configured as a 2-unit property duplexed to the basement. The property features a total of 9 bedrooms and 3 bathrooms, providing an ideal layout for maximizing rental income once completed with ARV easily in the $400k range. Major progress has already been made, including: Framing completed, Partial plumbing, electrical, and ductwork installed. The true value lies in its flexibility and income potential: Convert to a 3-unit to significantly increase cash flow and overall valuation. Once completed, the property has the potential to generate substantial monthly rental income of over $5k per month, making it an excellent candidate for a long-term hold or profitable resale. Property is being sold as-is. Bring your vision and unlock the full potential of this high-yield asset.
Courtesy: L. Upshaw Realty
847-651-3398
Exceptional investment opportunity in the heart of Woodlawn! This fully occupied, income-producing 3-unit building offers a rare combination of strong cash flow, modern amenities, and significant future upside. Currently generating $5,931 per month in rental income with below-market rents (3rd floor tenant vacating in July), the property presents an excellent opportunity for increased revenue through future rent adjustments. Renovated in 2018, the building features an attractive unit mix of two spacious 2-bedroom, 2-bathroom units (2nd floor includes bonus room) and one oversized 3-bedroom, 2-bathroom unit. Each apartment is equipped with central air conditioning, in-unit washer and dryer, and separately metered utilities; tenants pay all utilities except water which minimizes operating expenses for ownership. Additional features include a detached 2-car garage, security camera system, and a private backyard entertainment area ideal for gatherings and outdoor enjoyment. The full unfinished basement offers exceptional value-add potential and may be suitable for a duplex-down conversion or additional dwelling unit (ADU), subject to zoning and city approval. Ideally situated within walking distance of the transformative Obama Presidential Center development, the property is positioned to benefit from continued neighborhood investment, rising property values, and growing rental demand. Convenient access to public transportation, parks, shopping, restaurants, and the University of Chicago further enhances its appeal. Whether you're seeking a turnkey investment with immediate income or a value-add asset with future expansion potential, this property delivers both stability and opportunity in one of Chicago's most rapidly evolving neighborhoods. ***Property is Agent Owned
Courtesy: Keller Williams Preferred Rlty
708-798-1111
Recently updated 3-unit building in Chicago offering an excellent investment opportunity! Each spacious unit features 3 bedrooms and 1 bathroom with updated finishes throughout. The kitchens have been refreshed and include a refrigerator, microwave, and dishwasher in every unit. Washer/dryer hook up in each unit. The property is fully vacant, allowing investors to set market rents immediately or owner-occupants to live in one unit while generating income from the others. Additional features include a detached garage, generous living spaces, and strong income-producing potential. Conveniently located near schools, parks, shopping, dining, public transportation, and major expressways.
Courtesy: Fulton Grace Realty
773-698-6648
Introducing Deux on Evans, a rare opportunity to own a striking new construction two-unit residence where contemporary design, sophisticated living, and long-term opportunity converge in the heart of West Woodlawn. From the moment you arrive, the home's bold architectural presence commands attention. Clean modern lines, expansive windows, and thoughtfully curated finishes create a residence that feels both timeless and forward-thinking. Step inside and discover sun-drenched living spaces designed to elevate everyday life. The owner's residence unfolds with soaring ceilings, wide-plank flooring, oversized windows, and an open-concept layout that effortlessly balances comfort and style. Natural light pours throughout the home, creating an atmosphere that feels warm, inviting, and remarkably serene. At the center of it all is a stunning designer kitchen crafted for both everyday living and unforgettable entertaining. Rich wood-toned cabinetry, sleek quartz surfaces, dramatic pendant lighting, and an oversized island create a space that is as functional as it is beautiful. Whether hosting friends, preparing a quiet dinner, or gathering with family, this is the kind of kitchen where life naturally happens. The home's contemporary aesthetic continues throughout with carefully selected finishes, sophisticated fixtures, and clean architectural details that create a sense of understated luxury rarely found at this price point. Yet what makes Deux on Evans truly exceptional is the flexibility it offers. The additional residence creates possibilities that extend well beyond traditional homeownership. Generate rental income, short or long term, create a private space for extended family, establish a guest residence, or simply enjoy the peace of mind that comes from owning a property designed to work as hard as you do. For buyers seeking both lifestyle and strategy, Deux on Evans delivers the best of both worlds. Positioned within one of Chicago's most closely watched neighborhoods, residents enjoy proximity to the University of Chicago, the Obama Presidential Center, Jackson Park, the South Shore lakefront, golf courses, cultural attractions, dining, and the continued growth transforming the surrounding community. This is a location where new energy, new development, and new opportunities continue to emerge. The beauty of Deux on Evans lies in its ability to offer something increasingly difficult to find: a home that inspires you every day while creating opportunities for tomorrow. Luxury without compromise. Design without imitation. A residence that feels as smart as it is beautiful. Welcome to Deux on Evans.
Courtesy: Chicagoland Brokers, Inc.
773-745-1000
Logan Square Boutique New Construction located between the 606 Trail and Armitage Ave. Rare 177' deep lot allows for two attached single-family style homes which feature an identical floor plan and private entry ( 1-Front & 1-Rear). Heated common secondary center entry separate the units which can also be accessed from lower level! No stacked units above or below. Both units live like a true single family home. UNIT-1F: Over 3000 Sq. Ft. / 9-Room / 4-Bed / 3.5-bath / Interior access to private roof deck (500 Sq. Ft. +) / 1-car garage space UNIT-1R: Over 3000 Sq. Ft. / 9-Room / 4-Bed / 3.5-bath / Interior access to private roof deck (500 Sq. Ft. +) and large rear yard with patio / 1-car garage space Multiple living spaces / Luxury finishes / Plenty of wall space for art and decor. Also available as individual units. Broker interest. 30 days to completion.
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.
