Courtesy: Keller Williams ONEChicago
312-216-2422
Opportunity knocks in the heart of Auburn Gresham! Whether you're an investor looking to expand your portfolio or an owner-occupant ready to build long-term wealth, this solid brick 2-flat offers exceptional value at under $300,000. The spacious first-floor unit duplexes into the basement and features 3 bedrooms and 1 full bathrooms, and 1/2 bathroom providing the feel and functionality of a single-family home. The second-floor unit offers 3 bedrooms and 1 bathroom, making it ideal for generating rental income or multi-generational living. Both units are filled with natural light and feature oversized kitchens with appliances included, generous pantry space, and separate living and dining rooms that offer comfort and flexibility for everyday living. Major mechanical updates provide peace of mind, including a brand-new boiler (2026) and new hot water tank (2025). Outside, enjoy a 2-car garage and a cozy backyard perfect for relaxing or entertaining. Whether you're looking to house hack, add value through strategic updates, or secure a cash-flowing investment in one of Chicago's established neighborhoods, 7611 S. Green is an opportunity you won't want to miss.
Courtesy: @properties Christie's International Real Estate
773-432-0200
Opportunity to purchase a large 3 unit building in a prime Wicker Park location. The top unit is a duplex-up with 3 large bedrooms and 2 bathrooms, multiple living spaces, and in-unit laundry. There are two bedrooms on the main level, with living, dining and kitchen; and the top level has a large bedroom and bathroom, with an additional living room that steps out to a private rooftop deck with great city views. The middle unit has 3 bedrooms and 2 baths and the lower unit has 2 beds and 1 bath. All units have hardwood floors, great ceiling height and abundant light, HVAC and access the laundry. The two car garage is built out with a common roofdeck. Walkable to all Wicker Park has to offer, including six corners, the Milwaukee corridor, the Damen and Division Blue Line stops. Perfect as an owner-occupant or investment play.
Courtesy: RE/MAX 10
815-485-5500
Longtime owner offers this classic checkerboard two flat in super desirable Jefferson Park! Main floor unit features 3 beds and 1 full bath with large living room with crown molding, formal dining room with original woodwork and coved moldings throughout with nearly 9 ft ceilings (hardwood flooring under carpet)! Lots of windows (all 4 sides) and natural sunlight! 3 nicely sized beds, 1 full bath plus kitchen with large walk in pantry! 2nd floor unit features 2 beds and 1 full bath with with large living room, formal dining room plus large oversized kitchen with all appliances and pantry! Large back porch too! Full basement with 1/2 bath plus laundry room! Exterior features large patio overlooking well maintaned pine tree and garden area! 2 car detached garage! Great location...just steps to the blue line, minutes to the expressway and 10 minutes to the airport! Immediate possession if needed. Roof @ 10 yrs old and refurbished front stoop. Priced under recent appraisal...sold in as is condition! Opportunity is knocking!!
Courtesy: Sky High Real Estate Inc.
847-568-1650
Beautifully maintained legal 2-unit with a fully equipped in-law suite in the basement featuring its own kitchen. Spacious units offer hardwood floors, original woodwork, updated kitchens with granite countertops and stainless steel appliances, renovated bathrooms with walk-in glass showers, and abundant natural light. New HVAC systems serve all units, providing modern comfort and efficiency. Ideal for owner-occupants, multigenerational living, or investors seeking excellent income potential. Conveniently located near parks, schools, shopping, dining, and expressways.
Courtesy: eXp Realty - Chicago North Ave
888-574-9405
***Offer Deadline Wednesday August 12th at 7pm CT***Rare Opportunity: Anyone INCLUDING Non-Veterans Can Assume This 2.487% VA Mortgage & Save Over $418,000 in Interest! Save $1,373 Every Month by Locking In This Historically Low, Fixed-Rate Loan Instead of Today's ~7.25% Market Rate! Ideal for Owner-Occupants or Savvy Investors - Only a Handful of Multi-Units in All of Illinois Qualify for a Rate This Good! This New Construction (Built 2021) 2-Unit Brick-and-Frame Building in the Heart of Chicago's Booming Hyde Park / West Woodlawn Corridor is FULLY LEASED and Cash-Flowing from Day One! Minutes From the Obama Presidential Center, the University of Chicago (#6 University in the Nation), and Hyde Park's Dining & Entertainment Scene! Unit 1 is a Spacious 3 Bed / 2.5 Bath Duplex-Up with Flowing Open-Concept Living, Quartz Countertops, a Walk-In Pantry, and a Spa-Inspired Primary Suite w/ Rain Shower! Unit 2 is a Well-Designed 2 Bed / 1 Bath Layout with High Windows and a Bright, Comfortable Interior. Both Units Feature In-Unit Washer/Dryer, Modern Shaker Cabinetry, Quartz Counters & Hardwood Floors & 1 Assigned Parking Space Apiece Inside Included Two-Car Detached Garage! Tenants Pay ALL Utilities! Unit #1 Rented for $2,615/Month (Incl. Parking), Lease Through 5/2027. Unit #2 Rented for $1,800/Month Beginning 10/2026 - Combined Rent of $4,415/Month! You Could Acquire This Cash-Flowing Asset for as Little as $7,466 to Close by Assuming the Seller's Fixed 2.487% VA Loan and Financing the Remaining Gap w/ a Securities-Backed Line of Credit, Cash or a 2nd Mortgage - an 8.47% Cap Rate and a Cash-on-Cash Return of up to 211% (depending on purchase structure)! Don't Miss This Once-in-a-Cycle Chance to Lock In 2021-Era Financing in a 2026 Rate Environment! Security System Included. OpenHouses August 8th from 10am-1pm & August 9th from 12pm-3pm. For Information on Qualifying for 2nd Mortgages on Mortgage Assumptions, Contact Dan Fray of Barrett Financial. ***Offer Deadline Wednesday August 12th at 7pm CT***
Courtesy: The Carmen Group Corp.
855-737-7770
***THIS 3 UNIT BRICK BUILDING IS NOW FOR SALE!*** BUILDING FEATURES SPACIOUS 2 BEDROOM COZY APARTMENTS, REAR PARKING SLAB, MTM TENANTS THAT ARE LONG TERM AND CURRENT AND A NEWER BOILER THAT IS ONLY 5 YEARS OLD.*** SCHEDULE YOUR VIEWING***
Courtesy: xr realty
773-234-8155
Live in one, rent the other! This well-maintained brick two-flat in the heart of Portage Park is perfect for an owner-occupant looking to build wealth while enjoying the benefits of homeownership. The second floor unit is vacant and move-in ready, offering a blank slate to make it your own from day one while the first floor unit provides immediate rental income. Each unit features spacious rooms, hardwood flooring, and a functional layout with separate living and dining areas, plus an enclosed back porch ideal for added storage, a home office, or extra living space. The finished basement adds even more flexibility, whether you envision an in-law suite, a rec room, or a future duplex-down to maximize rental income potential. Add a detached 2-car garage, a fenced yard, and an oversized Chicago lot to round out the package. All of this on a quiet residential block that still puts you close to everything...steps from Chopin Park, the Blue Line, Metra, and CTA buses, with the Six Corners shopping and dining district just around the corner. Quick access to I-90/94 makes commuting a breeze. Whether you're a first-time buyer ready to stop renting, or a seasoned investor adding to your portfolio, this Portage Park two-flat is a smart, long-term move in one of Chicago's most sought-after neighborhoods.
Courtesy: @properties Christie's International Real Estate
312-682-8500
Impressive 4-unit building in PRIME Washington Park that is perfect for an investor, owner occupant or Airbnb! This building is comprised of one 4 bedroom 2 bathroom penthouse unit, one 5 bedroom 2 bathroom unit on the second floor and two 4 bedroom 1 bathroom units on the first floor and the garden unit. Updates includes a remodeled 4 bedroom 2 bathroom penthouse unit, a newer tear off roof (within the last 7 years), newer hot water tanks (within the last 5 years), newer furnaces in each unit (except for the 1st floor), newer rear porch and some recent tuck pointing. Each unit has its own in-unit washer and dryer! All units are between 1,200-1,400 square feet. The penthouse unit features a new kitchen with new granite countertops, white cabinets and stainless steel appliances, new baths, new hardwood floors and a primary bedroom suite with large walk-in closet and en suite bathroom! Tenants pay ALL utilities. Rents can be increased to maximize the building's true income potential! Conveniently located close to the University of Chicago, Washington Park, public transportation, schools, parks and more! Don't miss out! Check out the 3D tour!
Courtesy: Realty of America, LLC
708-788-1900
Investment by opportunity in North Lawndale!! 2 Unit With a 2 story Coach house in the back!!! Two properties for the price of one! Building is ready for the next savvy investor! Commercial storefront, apartment unit on top, and separated coach house in the back! Endless possibilities!! NEW CONTRUCTION ALL AROUND THIS SECTION OF THE CITY! Schedule your showing today!
Courtesy: Realty of America, LLC
708-788-1900
Spacious FOUR UNIT investment property situated on an oversized lot, offering strong income potential and classic charm throughout. Each unit features 2 bedrooms, 1 bathroom, separate dining area, hardwood flooring, generous natural light, and an enclosed back porch for additional space and functionality. Full basement includes shared laundry area with 2 washers & dryers plus extra storage space. Exterior features a fully fenced yard and a detached 4-car garage. Great opportunity for investors or owner-occupants looking for a solid multi-unit property with spacious layouts and desirable features! SOLD AS IS
Courtesy: Coldwell Banker Realty
708-424-4000
long term owners selling this affordable 2 unit. They have not rented either unit. Great as a 2 unit or for related living. First floor had been remodeled about 15 years ago but needs some cleaning up today. Had new kitchen and bath then. Hardwood floors.2nd floor has some vintage aspects. Comes with extra side lot (7839). Has old garage pad in back for off street parking. Immediate possession. Sold in as-is condition. Full unfinished basement. Seller will consider selling without the extra vacant lot if desired. newer breakers, windows & boiler
Courtesy: Berkshire Hathaway HomeServices Chicago
847-510-5000
This fixer upper is a classic brick two-flat and is nestled in one of the city's most vibrant and desirable areas and has two bedrooms and 1 bath per unit. From the moment you enter the building you will appreciate the character and craftsmanship. The units have beautiful hardwood floors and rich woodwork, original built-ins and great details that reflect a home that is no easy to find today. The kitchens feature generous pantries and the rear porch is great for extra space. The full unfinished basement provides lots of space for storage, utilities and laundry. The backyard comes complete with a newer concrete parking pad that adds valuable parking for your convenience after a long day. Full renovation is needed, but it presents an incredible opportunity for the right buyer or investor. These opportunities don't come along often so bring your imagination and your plans for the future and call to schedule a tour. Sold As-Is ONLY.
Courtesy: Exit Strategy Realty / EMA Management
312-767-0572
Your home should work harder for you. This brand-new construction Two Flat is perfect for first-time buyers and those seeking low-maintenance ownership with income, accessibility, affordability, or multigenerational living. Built by award-winning Greenline Homes, this high-performance, all-electric, two-unit building combines elegant design with cutting-edge building science. Every detail, from the premium Hardie Board exterior to the EV-ready garage and gated intercom security, is crafted for effortless, low-maintenance living. The primary duplex unit offers a condo-quality 2 Bedroom + 2 Bath layout upstairs with a versatile duplex to the main-level bonus room, ideal for a high-end home office, a third bedroom, or home gym. The unit also features a chef's kitchen with custom cabinetry, quartz countertops, and a premium Induction range. The stunning grade-level accessible first-floor interfaces well with the private rear yard and extra-wide garage. Both the garage and main-level unit are ADA accessible. This unit provides a spacious retreat, perfect for multi-generational living or generating high-value rental income to enhance affordability. Each Greenline Home is appointed by a designer with tastemaker-grade finishes. Embrace custom cabinetry, designer quartz, and induction cooking in a home designed for the next 100 years, not the last. With triple-pane windows for ultimate thermal comfort and a fully paid-for solar PV system, enjoy near-zero utility costs without compromising on style. Your comfort and investment in this home will last for generations. Experience a healthier, wealthier, and more comfortable lifestyle-your best life begins here. Schedule your showing today to explore Chicago's best-priced new construction.
Courtesy: Coldwell Banker Realty
847-866-8200
Nicely updated brick 2 flat in much sought after Lincoln Square area. Significant recent updates include : Brand new tear off roof, gutters & downspouts; 2nd floor unit boasts beautiful new kitchen featuring an oversized island with quartz countertop that comfortably seats 5 people. Bosch & LG appliances, under cabinet lighting, & subway tile backsplash. New recessed canned lighting in this unit as well with dimmers & movie mode option. Living room, kitchen & hallway have been freshly painted. 1st floor unit has an open floor plan as well. Maple cabinet kitchen with white appliances, updated bath & hardwood flooring. This is a legal 2 unit property with a non- conforming garden unit which was remodeled in 2021 & shows beautifully !!! This is leased through 3/27. Basement area has its own heating unit. 1st & 2nd floor units have separate Forced air furnaces & A/C units. Furnaces replaces in 2016, A/C units 2016, 1st flr. hot water tank replaced 2017 & 2nd flr. tank replaced in 2022. Plenty of yard space & 2 car garage. Close proximity to Lincoln Square, River Park, Galter Life Center, Swedish Covenant Hospital, & much more. Great building & Great Location.
Courtesy: Kale Realty
312-939-5253
Recently rehabbed fully rented two-flat in the heart of Avondale near Logan Square. Updated white kitchens, quartz countertops, stainless steel appliances, large washer/dryer in each unit. Canned lighting throughout kitchen, living and dining rooms All new fully rehabbed bathrooms, updated plumbing and electrical, HVAC upgrades including new ductwork and all 2020 AC units, newly refinished floors and new drywall throughout. Newer roof, 2020 tuckpointing, 2020 low-E and Argon gas windows throughout. Newer large back deck and steps.
Courtesy: Baird & Warner
773-326-6500
An exceptional opportunity for investors or owner-occupants seeking rental income! This multi-unit property in Belmont Heights (Dunning), adjacent to Elmwood Park features 2 units, including two spacious 3-bedroom apartments and an unfinished garden unit with its own private entrance, ready for your vision and finishing touches, offering excellent value-add potential. The property also includes a garage, and all utilities are separately metered. Convenient access to shopping, dining, public transportation, and entertainment. Sold AS-IS.
Courtesy: Smart Home Realty
630-870-1000
Well-maintained 2-unit investment property with a finished attic for potential in-law unit. Each unit offering 2 bedrooms and 1 full bathroom. Both units provide comfortable living spaces with functional layouts, making this an excellent opportunity for investors or owner-occupants. Each unit has its separate utilities The backyard is ample and also has a detached 2 car garage for added convenience and storage. Conveniently located near schools, parks, shopping, public transportation, and major expressways. A solid income-producing property with pride of ownership throughout. Property is being sold as-is.
Courtesy: Baird & Warner
312-242-1000
Turnkey legal brick 3-flat in the heart of Douglass Park, surrounded by a wave of new construction and neighborhood redevelopment. This well-maintained, income-producing property features three units with in-unit laundry, central A/C, gas forced heating, hardwood flooring, and soaring 9-foot ceilings. The garden unit offers durable ceramic tile flooring. Recent capital improvements include roof work completed in 2023, a brand new air conditioning unit for the garden unit, a newly poured concrete parking pad with secure gated parking for three vehicles, refinished rear decks for the top two units, and a fully enclosed backyard with tons of green space. With two of the three units vacant, this is an exceptional opportunity for an owner-occupant, house hacker, or investor. Move right in, update at your own pace, and lease the remaining units at market rents from day one. Ideally located just one block from Douglass Park and within walking distance of the CTA Pink Line, the property offers easy access to the West Loop, Illinois Medical District, Cinespace Studios, and the United Center's transformative $7 billion 1901 Project. The nearby Endeavor Health Performance Center, home to Chicago Fire FC, further underscores the area's continued investment and long-term growth potential. Seller is a licensed real estate agent in the State of Illinois.
Courtesy: Real Broker LLC
217-960-8605
Unlock the potential of this exceptional four-unit investment opportunity, where modern updates meet incredible value-add possibilities. Approximately 80% renovated, this property offers the perfect chance to complete the finishing touches and maximize both equity and rental income. Additional amenities include an enclosed rear porch, paved parking, and numerous improvements already completed, allowing the next owner to focus on the final details and unlock the property's full potential. Whether you're an experienced investor looking to expand your portfolio or an owner seeking a value-add multifamily asset, this four-unit building presents an outstanding opportunity to create long-term wealth.
Courtesy: Richland Properties and Homes
312-842-1688
Remodeled 2 units property in a prime Bridgeport location, new plumbing, new central heat and A/C, new roof and new deck. 1/F features 5 bedrooms and 2 bathrooms. 2/F features 1 bedroom and 1 bathroom. Close to Archer, Ashland and I-55.
Courtesy: Blue Door Dave Inc
312-344-1487
Check out this beautifully rehabbed two-unit property located in a rapidly developing neighborhood! Perfect for an investor or owner-occupant, this move-in-ready property offers plenty of space and income potential. The second-floor unit is duplexed into the attic and features five bedrooms and two bathrooms. The first-floor unit offers two bedrooms and one bathroom. Both units include brand-new kitchens and bathrooms, along with new furnaces and hot-water tanks. Whether you're looking to house hack, expand your investment portfolio, or move right in, this property is ready for its new owner!
Courtesy: Kamberos Associates
773-525-5500
Rarely available, unique Victorian 3-flat with coach house in the heart of Lincoln Park. First & second floor units have hardwood floors. Each unit has 3 bedrooms, 1 bath and a 12'X8' deck. Charming Coach House has been completely renovated. Rear unit has 2 bedrooms, 2 baths with small patio. Great location, only 1 block from Oz Park.
Courtesy: Area606 Properties, LLC
312-296-7719
Exceptional Andersonville, 4,518 Square foot, 3-flat offering timeless vintage charm, EXTRA large floor plans, generous living space, and outstanding investment potential! This classic all-brick building is perfectly suited for investors or owner-occupants. All three units feature SPACIOUS 2-bedroom, 1-bath layouts with sun-filled living rooms, separate formal dining rooms, hardwood floors, crown molding, and inviting sunrooms that provide flexible space for a home office, reading nook, or playroom. Oversized kitchens offer ample cabinetry and room for dining. Outside, enjoy a beautifully maintained shared backyard complete with a patio, lush green space, and a 2-car brick garage. The large shared *unfinished* basement, which includes 1 half bathroom, provides abundant storage and common laundry while offering excellent ceiling height, presenting a fantastic opportunity for a future duplex-down conversion (subject to zoning, permits, and City approval). Ideally located on a quiet, tree-lined street in the heart of Andersonville, this property is just 1/2 a block from Clark Street's renowned restaurants, boutiques, coffee shops, and entertainment. Convenient access to the CTA Red Line, multiple bus routes, Lake Michigan, Foster Beach, Loyola University, and nearby parks make this an unbeatable location for both homeowners and tenants alike. A rare opportunity to own a well-maintained multi-unit building in one of Chicago's most sought-after neighborhoods!
Courtesy: Coldwell Banker Realty
219-865-9911
All brick 2 flay with a partially finished basement. Cosmetic finishing in each apartment will turn this diamond into the polished gem it truly is. Each unit has 2 bedrooms, large, spacious living room, a separate dining room for maximum enjoyment. The property sits in an oversized lot. Included is a two and a half car garage with a screened patio for additional enjoyment. Arrange for your showing today.
Courtesy: EXIT Strategy Realty
312-554-5478
Don't miss this exceptional investment opportunity in Chicago's South Shore neighborhood. This solid brick 2-unit building with an additional in-law unit in the basement offers excellent cash flow potential, multigenerational living options, or the opportunity for an owner-occupant. Situated within an ADU (Accessory Dwelling Unit) District, the property presents additional value and future potential, subject to City of Chicago approvals. Conveniently located near public transportation, Jackson Park, the University of Chicago, the lakefront, shopping, dining, and major expressways.
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.
