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Browse All Chicago IL 6+ Bedroom Properties for Sale

$379,900
8 Beds ⋅ 3 Baths ⋅ 12742872 MLS ⋅ CONTINGENT Status

6018 S Eberhart Avenue, Chicago
$1,299,000
6 Beds ⋅ 4 Baths ⋅ 12741301 MLS ⋅ ACTIVE Status
Prime Wicker Park :Location - Brick 3 Unit building + Coach House. Unleash the full potential of this stately brick multi-unit located on one of Wicker Park's most desirable blocks. Currently configured as a 3-unit building with a large detached Coach House, this property is a prime candidate for a luxury Single-Family Home conversion or a high-end duplex-condo project. The building boasts incredible "bones," featuring massive south-facing windows that flood the interiors with natural light. Situated just steps from the neighborhood's best dining and transit, the scale and location are unmatched. Coach house is non confirming.

1736 W Beach Avenue, Chicago
$400,000
12 Beds ⋅ 3 Baths ⋅ 12742498 MLS ⋅ ACTIVE Status
Turnkey investor opportunity! This oversized, fully brick two-unit Greystone is a true turn-key multi-family cash cow, boasting 12 bedrooms across three levels. Perfect for a buy-and-hold investor seeking maximum rental yields or a house-hack scenario where tenant rents cover the mortgage. Unit 1: Expansive layout featuring 4 spacious bedrooms, 1 full bath, formal living and dining rooms, and pristine hardwood floors throughout. Unit 2: Massive top-floor layout with 5 bedrooms, 1 full bath, separate living and dining spaces, and optimized square footage for high rental income. Additionally, there is a finished basement featuring 3 bedrooms, 1 full bath, modern recessed lighting, high ceilings, thorough insulation, full code-compliant plumbing/electrical, and 2 egress exits. New tear-off roof (2020); furnaces and hot water heaters (2016); updated plumbing & electrical (2016); and a fully secure perimeter with a steel fence (2016). Fully cemented rear pad providing low-maintenance, secure off-street parking for 3 to 4 vehicles.

4312 W Adams Street, Chicago
$985,000
8 Beds ⋅ 4 Baths ⋅ 12742505 MLS ⋅ ACTIVE Status
NEW & IMPROVED in the heart of Pilsen! This legal 4-unit property which includes a coach house and 2-car garage is back on the market with meaningful improvements, refreshed units, improved pricing, and an even stronger overall package for both owner-occupants and investors. Since its previous offering, the property has benefited from additional improvements including tuckpointing, unit refreshes, and an updated owner's duplex that now offers 3 bedrooms and 1 bath creating an even more attractive live-in opportunity. Another significant improvement: the property taxes now reflect the Homeowner Exemption, reducing the tax bill from approximately $14,000 to under $9,000. All units feature separate utilities, with in-unit laundry in the owner's duplex and a common laundry area serving the remaining units. The combination of multiple units, a coach house, and a rare 2-car garage provides tremendous flexibility for an owner-occupant looking to offset housing costs or an investor seeking a well-located multifamily asset. Conveniently located near the CTA Pink Line at 18th Street with direct access to the Loop, multiple bus routes along 18th and Ashland, and easy connections to I-290, I-90/94, and I-55. Proximity to the UIC Medical District, along with Pilsen's restaurants, shops, arts, and neighborhood amenities, adds to the property's long-term appeal.

1527 W 18Th Place, Chicago
$499,900
6 Beds ⋅ 2 Baths ⋅ 12742003 MLS ⋅ CONTINGENT Status
Here's a property with something developers and investors rarely find: a full 50' double lot in a fantastic Logan Square location with multiple possibilities. The existing frame 2-flat is intended to be rehabbed, while the adjacent vacant lot offers flexibility for a thoughtfully designed new 2-flat that complements the architecture and aesthetic of the block. The vision is simple-and smart. Restore what's here, build what's missing, and create two properties that feel right at home on the block. For the right buyer, the vacant lot could also be left as a private yard or green space, creating an unusually large outdoor oasis alongside the existing 2-flat. Whether you choose to develop the additional lot or preserve it as open space, the flexibility of having an entire 50' double lot is a major advantage. And then there's the location. You're surrounded by some of Logan Square's best neighborhood amenities, with Maplewood Brewery, Regal City North Cinema, Girasole Trattoria, and Boulevard Bistro all nearby. Target and Midtown Athletic Club are within easy reach, while outdoor recreation is just as convenient with Diversey River Bowl, the Chicago River North Branch River Walk, Jimmy Thomas Nature Trail, and Holstein Park and its public pool close by. The land is here. The location is exceptional. And the possibilities are yours. Rehab the existing 2-flat and build a complementary new residence next door-or create the kind of oversized private yard that's increasingly hard to find in Logan Square. Either way, this is a rare opportunity to own a 50' double lot in one of Chicago's most desirable neighborhoods.

2712 N Western Avenue, Chicago
$275,000
9 Beds ⋅ 4 Baths ⋅ 12742595 MLS ⋅ ACTIVE Status
ATTENTION INVESTORS: OWNER PREFER CASH. MOTIVATED SELLER! EXCEPTIONAL UNIQUE OPPORTUNITY - BRICK 2 FLAT + REAR COACH HOUSE NEAR OBAMA LIBRARY IN HISTORIC SOUTH SHORE NEIGHBORHOOD. MAIN PROPERTY FEATURES UPDATED 3 BED, 1 BATH UNIT AND UPDATED 2 BED, 1 BATH UNIT WITH FULL BASEMENT. EACH UNIT HAS ITS OWN FURNACE AND CENTRAL AIR. COACH HOUSE (3-4 BEDROOMS, 2 BATHS) NEEDS COMPLETE REHAB. EXCELLENT OPPORTUNITY FOR INVESTOR OR OWNER OCCUPANT. COACH HOUSE HAS BEEN GUTTED TO THE STUDS AND NEEDS COMPLETE REHAB. OWNER PREFERS CASH. OWNER WILL CONSIDER 203K.

7443 S Dante Avenue, Chicago
$360,800
10 Beds ⋅ 4 Baths ⋅ 12742400 MLS ⋅ ACTIVE Status
A solid 4-unit frame building ready for its next chapter. All four units are move-in ready and well-positioned for steady rental income: 2 units are 2-bed/1-bath and 2 units are 3-bed/1-bath. The building also holds room for additional units to be added upstairs and in the basement - a thoughtful value-add opportunity for the right buyer. Sold as-is, where-is, with no representations as to condition. Buyers are encouraged to complete their own due diligence, including inspections and any municipal inspection/repair requirements (not waived by an as-is sale).

8640 S Escanaba Avenue, Chicago
$519,900
7 Beds ⋅ 2 Baths ⋅ 12741386 MLS ⋅ PRICE CHANGE Status

4737 S Langley Avenue, Chicago
$1,350,000
11 Beds ⋅ 5 Baths ⋅ 12741328 MLS ⋅ ACTIVE Status
Exceptionally rare opportunity to acquire one of only a handful of rental properties on Morgan Street directly across from the University of Illinois Chicago campus. This fully occupied brick three-flat contains 11 bedrooms and five full bathrooms across three units. Each unit features central heat and air conditioning, a refrigerator and range. The property also offers coin-operated laundry and rear tandem parking for up to six vehicles, providing additional income potential. Located in the heart of Little Italy/University Village with convenient access to UIC, public transportation, expressways, dining and neighborhood amenities. Do not disturb tenants. Financial information and offering materials are available from the listing broker.

836 S Morgan Street, Chicago
$2,295,000
6 Beds ⋅ 7 Baths ⋅ 12740818 MLS ⋅ CONTINGENT Status
Opportunities of this scale are rarely available in the heart of East Lakeview. Spanning an extraordinary 5,400 square feet, this expansive penthouse offers soaring ceilings, incredible volume, and natural light at every turn, all just steps from Broadway's best shopping and dining and the lakefront at Belmont Harbor. Designed for grand-scale living and entertaining, the residence features four bedrooms, four full bathrooms, three powder rooms, and an exceptionally spacious open floor plan. The oversized kitchen offers tremendous proportions and the opportunity to create a truly spectacular culinary centerpiece. Multiple balconies and a sun-filled solarium provide exceptional indoor-outdoor living, while the rooftop offers an incredible, soon-to-be completed private deck with sweeping views. The primary suite is a dream unto itself, offering remarkable space, an attached private office, an enormous walk-in closet, and a sprawling ensuite bath with the scale to create a true spa-like retreat. Set within a well-maintained elevator building, the home offers an exceptional canvas for a complete transformation, with the space, ceiling heights, light, and outdoor areas to create something truly extraordinary. Two parking spaces complete this rare offering. For those seeking grand proportions and the opportunity to create a one-of-a-kind residence in one of East Lakeview's most desirable locations, this penthouse is unlike anything else on the market.

545 W Aldine Avenue Unit #6E, Chicago
$650,000
6 Beds ⋅ 3 Baths ⋅ 12732536 MLS ⋅ ACTIVE Status
Location, Location, Location !! Highly sought-after neighborhood California and Armitage. Walk to Blue line on Milwaukee Ave. Solid large tall handsome 3 apartment Brick building with an English garden unit with 2 entrances. Lots of woodwork. Hardwood floors. Good size apartments. Formal living Room and Dining Room. Plenty of closets. Spacious garden apartment . Enclosed Porch. Wide backyard. Front iron fence. Beautiful three lined street . Walking distance to new stores, restaurants, parks and entertainment. Close to Logan, Bucktown and Humboldt Park . Easy Transportation : CTA on Armitage Ave and California. Walking distance to the blue line on Milwaukee Ave. Long term tenants. Rehab needed. Renovate and the value will increase. Great investment. An excellent opportunity with multiple options: live in one unit while generating income from the other 2 apartments, operate as a fully rented investment, or convert to a duplex or a single-family home.

1949 N Francisco Avenue, Chicago
$359,000
6 Beds ⋅ 2 Baths ⋅ 12741839 MLS ⋅ ACTIVE Status
Prepare to be captivated by this stunning reimagined BRICK two flat that perfectly balances modern sophistication with incredible income potential. From the moment you step inside 9015 S Muskegon Ave, you will notice the sun drenched rooms and the pristine, high quality finishes that elevate every square foot. Each unit serves as a pristine, move in ready sanctuary, boasting expansive layouts that feel open and airy. Whether you are an investor looking to secure a lucrative gem for your portfolio or an owner occupant eager to live luxuriously while generating effortless passive income, this beautifully transformed multi family property stands out as a true neighborhood showstopper.

9015 S Muskegon Avenue, Chicago
$545,000
6 Beds ⋅ 3 Baths ⋅ 12741729 MLS ⋅ ACTIVE Status

7419 S Stewart Avenue, Chicago
$790,000
8 Beds ⋅ 5 Baths ⋅ 12740081 MLS ⋅ ACTIVE Status
Amazing investment opportunty to own an updated legal 2-flat with a finished English Garden Unit with HIGH ceilings in Jefferson Park. This property offers generous living space, strong rental income, and excellent flexibility for an investor, owner-occupant, or multi-generational household. Both Unit 1 and Unit 2 feature 3 bedrooms and 1.5 bathrooms with thoughtfully redesigned floor plans that provide larger bedrooms than typically found in vintage Chicago buildings. Each unit offers bright living spaces, recessed lighting, updated kitchens with quartz countertops, stainless steel appliances, and ample cabinetry, plus one full bathroom and a convenient powder room. Unit 1 is currently leased at $2,650 per month, including electricity, gas/heat, water, trash removal, landscaping, and one garage parking space. Unit 2 is currently leased at $2,400 per month, including electricity and water. Together, the two legal units currently generate $5,050 in monthly rental revenue, or $60,600 annually. The finished basement is currently vacant but can provide additional flexible living space with 2 bedrooms and 1 full bathroom and an estimated rental potential of approximately $2,300 per month (MLS Comparable#: 12616160), subject to applicable laws, zoning, approvals, and permitted use. If legally approved for rental use, the property's potential combined gross income could reach approximately $7,250 per month or $87,000 annually. Additional features include an oversized deck above the garage, shared outdoor space, rear decks, and coin-operated washer and dryer, providing added convenience and potential supplemental income. Conveniently located near shopping, dining, transportation, parks, and neighborhood amenities, this is a versatile income-producing property with updated interiors, spacious layouts, and excellent long-term potential. Schedule your private showing today and explore everything this unique Chicago 2-flat has to offer.

5759 N Elston Avenue, Chicago
$785,000
8 Beds ⋅ 3 Baths ⋅ 12741671 MLS ⋅ ACTIVE Status
Excellent income-producing opportunity in the desirable Arcadia Terrace neighborhood of West Ridge. This beautifully updated all-brick 2-unit building offers exceptional flexibility for investors and owner-occupants alike, with two spacious 3-bedroom, 1-bathroom main units plus additional garden-level living space featuring 2 bedrooms and 1 bathroom. An owner-occupant can live comfortably in one main unit while renting the other, with additional rental potential from the garden-level space, subject to applicable use and occupancy requirements. A full cosmetic renovation was completed in 2019, including modern kitchens with stainless steel appliances and quartz countertops, updated bathrooms, and hardwood floors throughout the main units. The second-floor unit includes convenient in-unit laundry, while additional coin-operated laundry is available on the garden level. Enjoy a shared outdoor courtyard, perfect for relaxing or entertaining. Parking is a standout advantage, with a detached 2-car garage plus an exterior parking space for a third vehicle. Ideally located near West Ridge Nature Park, shopping, restaurants, schools, and public transportation, this well-maintained property combines flexible living arrangements, strong rental potential, valuable parking, and shared outdoor space in a highly desirable neighborhood.

5653 N Talman Avenue, Chicago
$1,369,000
14 Beds ⋅ 8 Baths ⋅ 12741726 MLS ⋅ PRICE CHANGE Status
EXCEPTIONAL, MASSIVE, EXTRA WIDE, ARCHITECTURALLY SIGNIFICANT 4 UNITS BUILDING ON A DOUBLE LOT AND IN MOST HOT, DESIRABLE LOCATION. IT WAS CONVERTED FROM 8 SMALLER UNITS TO HUGE 4 UNITS. ALL NEW ROOF, WINDOWS, PLUMBING, ELECTRIC, MECHANICALS, ETC. 4TH SMALL BEDROOM IS OPTIONAL OFF LIVING ROOM. IN UNIT LAUNDRY. 2 CAR GARAGE, 3 EXTERIOR PARKING SPOTS OFF ALLEY AND 3 EXTERIOR SPOTS ON SIDE DRIVE. TONS OF NEW CONSTRUCTION AND REHABS ON THE BLOCK. UNBEATABLE LOCATION. VERY CLOSE TO GREEN LINE AND ALL PUBLIC TRANSPORTATION. ACT NOW !!!

6418 S Vernon Avenue, Chicago
$470,000
8 Beds ⋅ 3 Baths ⋅ 12741619 MLS ⋅ ACTIVE Status
Fantastic opportunity to own a 3-unit building in the heart of North Lawndale! Whether you're an investor looking to maximize rental income or an owner-occupant seeking additional income potential, this property offers incredible flexibility and long-term value. Unit 1 features 2 bedrooms and 1 bathroom, while Units 2 and 3 each offer spacious 3-bedroom, 1-bath layouts with bright living spaces and functional floor plans. The property also includes a convenient coin-operated laundry area, a 4-car parking slab in the rear, and one unit is currently vacant, allowing the new owner to set market rents immediately or move right in. The other two units are tenant-occupied, providing immediate rental income. Conveniently located near schools, parks, shopping, restaurants, public transportation, and major expressways, this is an excellent opportunity to add a turnkey multi-unit property to your portfolio.

1622 S Karlov Avenue, Chicago
$329,999
6 Beds ⋅ 3 Baths ⋅ 12741705 MLS ⋅ ACTIVE Status
This property is an excellent opportunity for first time homebuyers who want an affordable path to homeownership. This three unit flat is located in a steadily improving neighborhood on the Southeast Side of Chicago and offers strong long term potential. Each unit includes appliances and features a comfortable two bedroom one bathroom layout. For first time buyers, this is an ideal chance to live in one unit and use the rental income from the other two units to help lower your mortgage. All three units are currently occupied by dependable tenants, which also makes this a solid option for investors seeking immediate rental income. The building provides spacious units and there is consistent rental demand in this area. As the neighborhood continues to improve, the property is well positioned for future appreciation. Whether you are purchasing your first home or looking to expand your real estate portfolio, this turn key three flat offers value, stability, and long term opportunity.

8632 S Escanaba Avenue, Chicago
$489,000
9 Beds ⋅ 7 Baths ⋅ 12740698 MLS ⋅ CONTINGENT Status
TURNKEY + VALUE-ADD opportunity in South Shore! REHAB/RENOVATION FINANCING REQUIRED due to the remaining work in the legal garden unit. This is a LEGAL 4-UNIT. Three spacious 3-bedroom, 1.1-bath units have been fully rehabbed with updated mechanicals, new bathrooms, kitchens, flooring and light fixtures. All three units are VACANT and ready to lease at current market rents, allowing the next owner to select their own tenants and start generating rental income immediately. The legal 4th garden unit is a 1-bedroom, 1-bath offering even more rental income once the remaining improvements are completed. The three large upper units are ready to rent and can help support the property's expenses while the final unit is completed. A 3-car garage plus basement common area offer additional income potential through garage parking and coin laundry. An excellent opportunity for an investor or owner-occupant. FHA 203(k), Fannie Mae HomeStyle or other qualifying renovation financing required. Sold As-Is.

8010 S Phillips Avenue, Chicago
$505,000
6 Beds ⋅ 3 Baths ⋅ 12735226 MLS ⋅ ACTIVE Status
Bring your family or your future tenants with you to view this solid and clean 2 flat brick property with added living space in the basement. Located in the heart of the Belmont-Cragin Community. Highlights include updated kitchens and baths on 1st and 2nd floors.1st flr. unit has room right off living room that can be used as office or 3rd bedroom. Finished basement has living room, kitchen, full bath and 2 bedrooms. Large enclosed porches can provide more room to enjoy. 2 car garage and a spacious yard. Multi generational living and multi generational wealth awaits you.

2025 N Lawler Avenue, Chicago
$540,000
12 Beds ⋅ 4 Baths ⋅ 12741395 MLS ⋅ PRICE CHANGE Status
Well-located mixed-use building on high-traffic Pulaski Road - a hard corner with steady visibility in North Lawndale - offering three residential units above ground-floor commercial space. Excellent access to public transit, the Illinois Medical District, and the I-290 corridor, in a submarket drawing continued public and private investment along the Pulaski and Ogden corridors. The property suits an investor seeking diversified income or an owner-operator who wants to activate the ground-floor commercial space while leasing the units above. Strong value-add potential for a buyer who restores the storefront to commercial use or pursues the appropriate approvals for its current configuration. Unit configuration / use disclosure: Building comprises three residential units plus a ground-floor commercial unit (four total). The ground-floor commercial space is currently being used residentially, which is a non-conforming use. Buyer to independently verify unit count, zoning, permitted use, and legal occupancy with the City of Chicago and to satisfy itself as to any steps required to conform or continue the current use. Tax advantage: The 2025 assessment was successfully appealed at the Cook County Board of Review, reducing the assessed value from 48,063 to 32,013 - roughly a 33 pct reduction and an estimated annual savings of about $3,100. Post-appeal real estate taxes are projected in the ~$6,100-$6,400 range, meaningfully improving NOI and buyer returns. A rare mixed-use hold in an appreciating West Side submarket. Financials and lease summary available on request.

2008 S Pulaski Road, Chicago
$725,000
6 Beds ⋅ 3 Baths ⋅ 12738604 MLS ⋅ CONTINGENT Status
Step into a piece of Bridgeport history with this meticulously maintained, legal three-flat situated in Bridgeport, one of Chicago's most vibrant and rapidly evolving neighborhoods. All-brick masonry building has been lovingly cared for by long-time owners, offering a rare blend of pristine vintage character and essential modern updates. Each of the three units is located above grade, flooded with natural light that highlights the incredible original craftsmanship. Stunning hardwood floors run throughout each unit, as well as intricate moldings, built-ins, and original doors and windows that tell the story of a bygone era. While the vintage soul remains intact, the heavy lifting has already been done with updated electrical and plumbing systems throughout. The second and third-floor units feature the modern convenience of gas forced air and central AC, while the first floor retains the cozy warmth of radiator heating. The massive unfinished basement is a standout feature, boasting high ceilings, individual storage rooms for each unit, and tenant laundry facilities that provide an easy stream of additional income. Find true yard space out back, plus a dedicated parking pad providing three spaces-one for every unit-a premium commodity in this neighborhood. Located in the heart of a charming historic neighborhood, surrounded by creative energy and a wave of new restaurants, coffee shops, and bars that are making Bridgeport a top destination for renters and homeowners alike. Whether you're looking to add a turnkey gem to your portfolio or live in one unit while the others pay your mortgage, this building is a standout opportunity that you won't want to miss!

925 W 31St Place, Chicago
$399,500
9 Beds ⋅ 3 Baths ⋅ 12741251 MLS ⋅ ACTIVE Status
Exceptional opportunity for both owner-occupants and investors to acquire a solid brick 3-flat in the rapidly evolving East Garfield Park/Illinois Medical District corridor. The property consists of three spacious 3-bedroom, 1-bathroom units with separately metered utilities, allowing tenants to have their own gas and electric. Property to be sold occupied. Each unit includes a stove and refrigerator, while the unfinished basement offers additional potential and flexibility for a future owner. Whether you're looking to owner-occupy or add a strong multi-unit asset to your portfolio, this property offers a variety of possibilities and long-term upside. Ideally located just minutes from I-290, CTA public transportation, the United Center, the University of Illinois Chicago, and the Illinois Medical District (IMD), one of the largest urban medical districts in the United States. The area continues to benefit from ongoing investment, redevelopment, healthcare expansion, and economic growth. 3046 W Polk presents an excellent opportunity to acquire a well-maintained multi-unit property in one of Chicago's most rapidly developing neighborhoods. Property to be sold occupied. Seller will not provide notice to vacate. Units 1 and 2 are month-to-month; Unit 3 lease expires 12/2026.

3046 W Polk Street, Chicago
$575,000
9 Beds ⋅ 3 Baths ⋅ 12740640 MLS ⋅ ACTIVE Status
This classic all-brick 3-flat in the desirable Hyde Park/South Shore area. Each of the three spacious, units features, 3 bedrooms and 1 updated full bathroom, an oversized living room with a decorative fireplace, a Formal Dining room ideal for entertaining, and a newly updated kitchen with an efficient layout and ample cabinet space. All units have been freshly painted The enclosed rear porches provide valuable year-round living space, while the full unfinished basement offers excellent potential for additional storage or future development. Recent improvements include a new roof and parapet, new heating systems, a completely rebuilt 3-car garage with a new floor, roof, and doors, a gated front yard, a new rear patio, and new tuckpointing. With spacious units, significant recent improvements, and strong income potential, this property is truly an investor's dream and a fantastic opportunity in a desirable Chicago neighborhood.

7730 S Essex Avenue, Chicago
$575,000
8 Beds ⋅ 3 Baths ⋅ 12741013 MLS ⋅ ACTIVE Status
This spacious 8-bedroom, 3-bath multi-unit offers incredible space and major updates throughout! The first-floor unit features a duplex-down layout, plus the property boasts central air (2021), 200-amp electrical (2024), roof and siding (2020), oversized gutters, tankless water heater (2020), tuck pointing (2024), newer windows (2020/2024), and a new sump pump and support pillars. Enjoy the added bonus of being the only multi-unit on the block with a balcony! Located in a rapidly developing neighborhood surrounded by new construction, this is a great opportunity for an owner-occupant or investor looking to get into an area with exciting growth. Long term tenants and income-producing property generating approximately $4,700 in monthly cash flow. In October applications will open up to potentially buy the double lot right next door for ONLY 10% of purchase price which is $8,000. THIS COULD BE AN AMAZING OPPORTUNITY for an INVESTOR or owner occupy!

1121 N Lawndale Avenue, Chicago
$1,049,914
12 Beds ⋅ 6 Baths ⋅ 12740995 MLS ⋅ ACTIVE Status

3432 W Cortland Street, Chicago
$599,000
12 Beds ⋅ 4 Baths ⋅ 12740833 MLS ⋅ ACTIVE Status
LARGE updated legal four in rapidly appreciating North Lawndale. 1301 S Christiana boasts updated units with modern efficiencies like in-unit washers and dryers, individual furnaces and central air in EVERY UNIT, and updated kitchens with beautiful granite countertops. The property was built big extending to the sidewalk to create above standard units with plenty of sunlight since it is on the end of the street. This makes it the ideal investment for a house hacker looking to use FHA financing or any owner-occupy loan, or for any savvy investor wanting to invest in North Lawndale. In addition to the unit updates, the property received a 400 amp electrical service installation, newer windows, and a roof tear-off in 2017. Leases are below market value because the owner wanted to keep the great long term tenants. Parking is available in the back with easy street parking for any occupant. 1301 S Christiana is an excellent addition to any portfolio.

1301 S Christiana Avenue, Chicago
$289,999
6 Beds ⋅ 3 Baths ⋅ 12721545 MLS ⋅ ACTIVE Status
This lovely 2-unit building with an additional finished studio/attic space in West Englewood is a must-see! A spacious property offering two generous apartments, a full basement, finished attic space, and a detached 2-car garage. The first-floor unit features 2 bedrooms and 1 bathroom, while the recently renovated second-floor unit offers 3 bedrooms and 1 bathroom. The finished attic provides additional living space, including a bedroom, living area, and full bathroom, offering excellent flexibility for additional living or recreational space. Both main units feature bright, open living areas, hardwood floors, and plenty of natural light. With some cosmetic updates, there is significant potential to further enhance the property's appeal and value. The full basement provides ample storage space and includes a dedicated laundry area. The property also features separate utilities, new water heaters, and a newer roof that is only a few years old. Outside, the large backyard provides plenty of space for outdoor entertaining and gatherings, while the detached 2-car garage offers convenient parking and additional storage. Whether you're an investor looking for strong rental income potential or an owner-occupant seeking a spacious multi-unit property, this property offers an excellent opportunity in West Englewood. Conveniently located near public transportation, schools, parks, and shopping. The property is being sold AS-IS. Don't miss this opportunity to own a spacious and versatile investment property with excellent potential. Schedule your showing today!

1516 W 72Nd Street, Chicago
$3,998,000
6 Beds ⋅ 7 Baths ⋅ 12740854 MLS ⋅ ACTIVE Status
Situated on an extra-wide corner lot in coveted Lincoln Park, this exceptional 6-bedroom, 5.2-bath residence offers approximately 6,400 square feet of beautifully designed living space, creating a truly expansive and open feel throughout the home. Thoughtfully designed for both everyday living and entertaining, the home seamlessly blends scale, luxury, and functionality. The chef's kitchen features top-tier finishes and appliances, abundant cabinetry, and a generous layout perfect for gathering, complemented by a spacious breakfast area and a well-appointed butler's pantry for additional prep and storage. The second level is anchored by a spacious primary suite, complete with a beautifully designed spa-inspired bath and ample closet space. Three additional bedrooms and two well-designed bathrooms complete this level, providing an ideal layout for family living. The top floor offers exceptional flexibility with an additional bedroom and full bathroom, along with a beautiful private office and access to two incredible outdoor spaces. Designed for entertaining, the rooftop level features a bar area, hot tub, and dining space, creating a perfect setting for gatherings while enjoying city views. The lower level boasts an enormous family room, ideal for movie nights, recreation, or entertaining. This level also includes an additional bedroom and bathroom, along with a dedicated wine cellar. A rare highlight for city living, the home features an attached 2.5 car garage with a convenient mudroom entry, offering everyday practicality and storage. This home also includes generous outdoor space, including a large rooftop garage deck with pergola, and ample yard space that could easily accommodate a sports court or additional outdoor recreation space. With incredible scale, abundant storage, multiple outdoor entertaining areas, and an unbeatable Lincoln Park location, this is a truly exceptional home that offers the best of Chicago city living.

2658 N Mildred Avenue, Chicago
$625,000
6 Beds ⋅ 3 Baths ⋅ 12740704 MLS ⋅ ACTIVE Status
Fully rehabbed and turn-key brick 3-flat in North Lawndale, featuring three spacious 2-bedroom, 1-bathroom units. This property has undergone an extensive renovation with improvements throughout the entire building. Updates include new kitchens, new bathrooms, new HVAC systems, new water heaters, new flooring, fresh paint and finishes, roof improvements, tuckpointing, and much more. The major capital improvements have been addressed, offering a tremendous opportunity for an investor or owner-occupant seeking a low maintenance, income producing property. Each unit offers a functional 2BR/1BA layout, providing comfortable living space along with updated kitchens and bathrooms. Each unit has individual furnace and water heater with separate utilities. The building also features rear porches and a full unfinished walk-out basement, providing additional storage and future potential, subject to zoning and permitting. Ideally situated in Chicago's North Lawndale neighborhood, with convenient access to public transportation, neighborhood shopping, restaurants, parks and everyday amenities. The property is also conveniently located near CTA transportation and the I-290 Eisenhower Expressway, providing easy access to downtown Chicago and surrounding areas. Schedule your showing today and see the extensive improvements for yourself!

1222 S Karlov Avenue, Chicago
$625,000
8 Beds ⋅ 2 Baths ⋅ 12740513 MLS ⋅ CONTINGENT Status
Brookline Real Estate is pleased to present 823 S. Carpenter Street, a fully leased two-unit investment property in Chicago's Little Italy/University Village neighborhood. The property contains two four-bedroom, one-bath apartments and totals approximately 2,656 square feet. Located within the UIC campus and near the Illinois Medical District, Taylor Street, public transportation and downtown Chicago. The property offers immediate income in a highly desirable, supply-constrained rental market. Additional financial and property information is available in the sales brochure. Proof of funds and pre-approval required. Showing to start Friday afternoon at 12 PM. There may be overlap in showings.

823 S Carpenter Street, Chicago
$464,500
6 Beds ⋅ 4 Baths ⋅ 12731701 MLS ⋅ CONTINGENT Status
Experience a rare opportunity to own an **oversized** two-flat in the highly sought-after Pill Hill community, offering remarkable space, versatility, and comfort. Each unit boasts more than 1900 sq feet of living area, designed with an open-concept layout that's perfect for modern living and entertaining. Step into expansive living and dining rooms that flow seamlessly together, complemented by a generous family room in each unit for added relaxation and gathering space. Both residences feature 3 well-appointed bedrooms and 2 full bathrooms, providing ideal accommodations for owner-occupants, extended families, or savvy investors seeking strong rental potential. The property also includes an attached 2-car garage, a desirable convenience rarely found in the area. A finished basement with a large recreation room and private entry adds even more flexibility-perfect for a home gym, media room, workspace, or additional entertaining zone. Situated in the established Pill Hill neighborhood, this unique oversized two-flat blends space, function, and location-an exceptional opportunity that doesn't come to market often.

1630 E 92Nd Place, Chicago
$365,000
6 Beds ⋅ 3 Baths ⋅ 12740252 MLS ⋅ CONTINGENT Status
Wow!!! Beautiful red brick 2 unit with updated 3 bedrooms 1 bath in each unit. Huge eat in kitchens with newer cabinets. Beautiful vinyl plank flooring throughout both units. Tenants pay all utilities. Ready for new owners!!!

3949 W Monroe Street, Chicago
$347,900
6 Beds ⋅ 4 Baths ⋅ 12740190 MLS ⋅ ACTIVE Status

3311 W Monroe Street, Chicago
$365,000
6 Beds ⋅ 2 Baths ⋅ 12740054 MLS ⋅ ACTIVE Status
Don't miss this exceptional opportunity to own a versatile two-unit property with endless potential. Live in one unit while generating rental income from the other, or add this solid investment to your portfolio. The unfinished basement offers a blank canvas for your creative vision and the brand new garage adds even more value. Whether you're an owner-occupant or an investor, this property is ready for its next chapter.

530 N Lawler Avenue, Chicago
$550,000
9 Beds ⋅ 6 Baths ⋅ 12740010 MLS ⋅ CONTINGENT Status
**Exceptional South Shore 3-flat offering immediate rental income, long-term equity potential, and an outstanding opportunity for an investor OR an owner-occupant looking to HOUSE HACK!** Offered at **$550,000**, this well-maintained brick building features **three jumbo approximately 1,700 SF apartments, each with 3 bedrooms and 2 full bathrooms-9 bedrooms and 6 full baths total.** Each unit offers large living rooms and bedrooms, formal dining rooms, beautiful hardwood floors and generous layouts that are increasingly difficult to find. The building is fully occupied by established, long-term residents who have demonstrated consistent payment history, currently carry **$0 tenant balances**, and take pride in caring for their homes. Current scheduled rent is **$3,912 per month/$46,944 per year**, giving a buyer income from day one, while **all three tenancies are currently month-to-month**, providing valuable future flexibility subject to applicable tenant rights and notice requirements. For a **first-time buyer or owner-occupant**, this is a compelling house-hacking opportunity: live in one of the three large 3-bedroom/2-bath units when legally available while collecting rent from the other two to help offset the cost of ownership. For an investor, the rental-growth potential is substantial. Current rents remain well below the approximately **$2,037/month average identified by the property's rental comparable analysis for similar 3-bedroom apartments within one mile**; at that benchmark, three units would generate approximately **$6,111/month or $73,332/year**, representing approximately **$2,199/month/$26,388 per year of potential additional gross rental income-about 56% above today's scheduled rent roll-if all three units ultimately achieved that benchmark.** Unit 2 currently rents for **$1,287/month**, and a **CHA rent increase to $2,000/month has already been submitted and is pending approval**, which alone would add **$713/month or $8,556/year** if approved. The building was designed with income-property ownership in mind: **tenants pay their own gas, heat and electricity**, each unit has **separate forced-air heating and individual controls**, and the property includes a **full basement with tenant storage, landlord storage, natural-gas basement heat and coin-laundry facilities as reported in the prior listing.** The full basement's size, ceiling height, layout and access may also offer an exciting opportunity to investigate future additional living/income-producing space or a garden/ADU configuration, **subject to City of Chicago approval, zoning, permits and buyer due diligence.** Outside, the property includes a valuable **owned detached 3-car garage**; the prior listing also reported a newer tear-off roof on the main building with a transferable warranty and a **2020 tear-off garage roof**, which buyers should independently verify. The equity story is equally exciting: comparable-market analysis reviewed during the listing process included renovated multifamily product with finished garden space selling in the **$700,000+ range**. Against the **$550,000 asking price**, that illustrates a **$150,000+ gross valuation spread** and the potential opportunity to build substantial equity through thoughtful improvements, increasing below-market rents and maximizing the property's existing space; comparable properties differ and future value is not guaranteed. Located in **South Shore**, one of Chicago's established lakefront communities, the property offers convenient access to the lakefront, beaches, schools, shopping and the recreational and cultural amenities surrounding the neighborhood. Whether you're a seasoned investor seeking a stabilized building with significant room to increase income, or a **first-time owner-occupant who wants to live in a spacious unit while tenants help pay the mortgage**, this property offers something increasingly difficult to find: **a clean and proven rent roll, $46,944 in current annual

7414 S Chappel Avenue, Chicago
$635,000
6 Beds ⋅ 4 Baths ⋅ 12739841 MLS ⋅ CONTINGENT Status
Endless possibilities await at this classic two-unit property in the highly desirable location. Featuring a spacious duplex-up and duplex-down configuration, this building offers an outstanding opportunity for investors, rehabbers, or owner-occupants looking to build equity in one of Chicago's most sought-after neighborhoods. Both units offer generous living space and the convenience of in-unit laundry, providing an excellent foundation for a renovation or value-add project. With strong bones and an ideal layout, this property is ready for your vision. Renovate and maximize rental income, create stunning owner-occupied living with additional rental revenue, or update both units for long-term investment potential. Located in an unbeatable location, you'll enjoy easy access to restaurants, coffee shops, grocery stores, parks, entertainment, public transportation, and major expressways. Just minutes from Roscoe Village, Lakeview, Bucktown, and the Southport Corridor, the neighborhood continues to attract homeowners and renters alike, making this an exceptional investment opportunity.

3008 N Clybourn Avenue, Chicago
$575,000
6 Beds ⋅ 3 Baths ⋅ 12693206 MLS ⋅ ACTIVE Status
Tucked into Portage Park, this rare legal three-flat has been generating steady income for years and comes fully tenant-occupied from closing. Built in 1922 on a generous 31x126 lot, it offers three two-bedroom units, a two-car garage, and a fenced backyard, giving an investor solid fundamentals to build on or a house-hacker room to move into one unit while the others help carry the mortgage. This property offers the new owner has real flexibility, whether that means adjusting rents to market or eventually settling into one of the units. The location does a lot of the work here too, maximizing rentability, just steps from the Montrose Blue Line, the #152 bus, Metra's Mayfair stop, and the shops around Six Corners, with Chopin Park close by. Interior photos are being held back out of respect for current residents, but are available on request through the listing agent, who's happy to arrange a private tour. Please allow a minimum 48 hrs' notice for showings. Property is being conveyed as-is.

5357 W Waveland Avenue, Chicago
$350,000
6 Beds ⋅ 2 Baths ⋅ 12738329 MLS ⋅ CONTINGENT Status

4950 N Kilpatrick Avenue, Chicago
$400,000
10 Beds ⋅ 4 Baths ⋅ 12738449 MLS ⋅ CONTINGENT Status
GREAT DEAL - SOLD AS - IS- AWESOME 4 UNIT IN NICE WEST SIDE LOCATION - ONE TENANT SUBSIDIZED -TWO 2 BED 1 BATH AND TWO 3 BED 1 BATH. SPACIOUS UNITS IN VERY GOOD CONDITION - 1 UNIT VACANT WAS GETTING 1350 - EXCELLENT INCOME AND PRICED TO SELL - REHABBED AND - SOLD AS IS

525 W 118Th Street, Chicago
$559,999
7 Beds ⋅ 3 Baths ⋅ 12739688 MLS ⋅ ACTIVE Status
Attention - Prime Irving Park Location. Exceptional opportunity for owner-occupants, investors, or developers in a highly desirable Irving Park area. Conveniently situated near CTA, Metra, I-90/94, shopping, restaurants, parks, and coffee shops. This family-owned property of over 40 years offers versatile options - keep it as a two-flat with additional rental income, or transform it into your dream home, surrounded by luxurious single-family residences. First Floor: 2 bedrooms, living room, dining room, kitchen, 1 bathroom. Second Floor (duplexed to attic): Living room, dining room, kitchen, 5 bedrooms, 2 bathrooms. Additional features: ample storage, enclosed porches, 2-car garage, and a fully fenced yard & Separate laundry hookup .New roof will be put on this month , Property is being sold As-Is. Pre-approved buyers only.

4019 N Bernard Street, Chicago
$350,000
9 Beds ⋅ 3 Baths ⋅ 12624431 MLS ⋅ CONTINGENT Status
Investors and house hackers, take notice! Brick 2-unit apartment building in the heart of Woodlawn. The first unit is duplexed down and features 6 bedrooms and 2 bathrooms, while the second unit offers 3 bedrooms and 1 bathroom. Excellent opportunity for rental income, owner-occupants, or portfolio expansion. Conveniently located near the Obama Presidential Center, University of Chicago, parks, and public transportation. Property being sold AS-IS.

6559 S Eberhart Avenue, Chicago
$289,900
11 Beds ⋅ 7 Baths ⋅ 12738865 MLS ⋅ ACTIVE Status
Rarely does an opportunity such as this arise in the sought after South Shore! This building is a jumbo, all brick, three unit building with a full basement and a three car all brick garage in which the renovations have been started but never finished. The units have all of the hard work completed, hardwood floors run through each unit, there are large octagon living rooms in each unit with a wall of windows that allow tons of natural light to shine into the unit. This building is in an ideal location, steps from Lake Michigan, close to train and much more! Buildings like this do not hit the market often and this one will not last long! Sold strictly as-is. No survey. Buyer to take subject to any violations/municipal requirements. Utilities will not be activated.

7726 S Kingston Avenue, Chicago
$599,900
9 Beds ⋅ 3 Baths ⋅ 12739580 MLS ⋅ ACTIVE Status
Incredible investment opportunity in Hermosa! Situated on an extra-wide lot, this legal 3-flat offers exceptional income potential with spacious units, recent renovations, and ample parking. The building features a 2-bedroom, 1-bath first-floor unit, a 3-bedroom, 1-bath second-floor unit, and a 4-bedroom, 1-bath third-floor unit. An additional finished attic with access from Unit 3 provides excellent potential for added living space or future income opportunities. Almost the entire property has been extensively renovated, with all units except the tenant-occupied second-floor unit featuring refinished or new flooring, updated appliances, fresh paint, and renovated bathroom fixtures. Additional improvements include recently updated roofs, adding peace of mind for the next owner. Outside, you'll find a detached one-car garage plus a large parking pad with space for 4-5 additional vehicles, a rare feature in the area. Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the others, this property offers tremendous flexibility and upside. Explore the property in 3D by clicking the 3D Tour button and walk through every detail from the comfort of your home.

2050 N Kenneth Avenue, Chicago
$469,900
8 Beds ⋅ 3 Baths ⋅ 12739224 MLS ⋅ ACTIVE Status
PROPERTY APPRAISED OUT AT LIST PRICE. BUYER GOT COLD FEET AND CANCELLED. ***SOLID BLOND BRICK 2 FLAT ON A CORNER LOT IN WEST LAWN WITH 2 CAR GARAGE.SECOND FLOOR UNIT OFFERS 3 BEDROOMS WITH 1 BATHROOM ,HARDWOOD FLOORS THROUGH OUT,ONLY THE STOVE IS INCLUDED IN THE UNIT AND TENANTS HAVE BEEN THERE SINCE 2020.MAIN LEVEL AND FINISHED BASEMENT OFFER TOTAL OF 5 BEDROOMS AND 2 BATHROOMS.MAIN LEVEL DOES NEED SOME TLC,BASEMET OFFERS CERAMIC FLOORING TILE AND TWO SUMP PUMPS.TWO FORCED AIR GAS FURNACES.BUILDING SOLD FIRM AS-IS CONDITIONS.PER SELLER REQUEST PRE-APPROVED BUYERS TO VIEW.

3653 W 71St Street, Chicago
$769,000
9 Beds ⋅ 6 Baths ⋅ 12739181 MLS ⋅ ACTIVE Status
**$20,000 Grant Available Through the Cook County Land Bank!** Introducing this stunning new construction 3-flat in the heart of Humboldt Park, ideally located just off Franklin Boulevard - only 10 minutes from Downtown Chicago and 2 minutes from the Garfield Park Conservatory. This exceptional property offers a rare opportunity for owner-occupancy while generating strong rental income. Each spacious unit features 3 bedrooms and 2 full bathrooms, including a private primary suite with an en-suite bath. Designed with modern living in mind, the kitchens showcase sleek stainless-steel appliances, quartz countertops, custom slow-close cabinetry, and luxury flooring throughout. Foam insulation on exterior walls enhances energy efficiency and year-round comfort. Additional highlights include in-unit washer and dryer, low-maintenance new construction, and a 3-car parking pad in the rear. Conveniently located near shopping, public transportation, and local amenities, this turnkey investment is especially ideal for homeowners looking to gain equity in an up-and-coming neighborhood. *Interior and exterior photos shown are from a similar property located on the 500 block of Lawndale* **Expected delivery: October 2026.**

538 N Trumbull Avenue, Chicago
$474,900
6 Beds ⋅ 3 Baths ⋅ 12739169 MLS ⋅ CONTINGENT Status
Discover this promising legal 3-unit building located in the vibrant Humboldt Park neighborhood. Each of the three units features two bedrooms and one bathroom, with the first and second-floor residences offering separate living rooms, dining rooms, and kitchens. Tenants enjoy individual control over their own boilers and water heaters, and the second-floor boiler was recently replaced in 2025. The property includes a shared common area with free laundry facilities, a large backyard, and a 1.5-car garage. While the roof is estimated to be 15-20 years old and most appliances are original, the first-floor stove and range were updated in 2025. Currently, all tenants are on month-to-month leases, providing flexibility for new ownership. Situated in the northwest corner of Humboldt Park, residents are just a short drive from the park's extensive amenities, including tennis courts, the beach and lagoon, the National Museum of Puerto Rican Arts & Culture, and various sports fields, while also benefiting from proximity to local grocery options, public transportation, and popular dining spots. Seller offers assumable mortgage with the 2.75% interest rate.

1539 N Kolin Avenue, Chicago
$389,000
6 Beds ⋅ 3 Baths ⋅ 12739045 MLS ⋅ CONTINGENT Status
2 UNIT BUILDING,IN GOOD CONDITION,3 MINUTES TO EXPRESSWAY I 55, 2ND FLOOR DUPLEX TO ATTIC, GREAT NEIGHBORHOOD. SOLD AS IS. W/SEPARATE GAS & ELECTRIC .

3540 S Damen Avenue, Chicago
$499,900
12 Beds ⋅ 5 Baths ⋅ 12739000 MLS ⋅ ACTIVE Status
Invesment Opportunity For a Savvy Investor! This Value Add Opportunity has major upside potential. The current offering consists of a Center Entrance 4 Flat with the potential to legalize the 2 garden apartments for a 6 Count! The floor plans are huge with 3 bedrooms, 1 bath apartments, tall ceilings, and 1200 sq ft per unit. There are two independent basement areas with 7 ft ceilings in place, separate gas meters, electrical meters, as well as a front and rear dedicated entrances. Acquisition and Construction on 4 units with a 6 Unit ARV and rent roll if done properly. Floor Plate: 3 bedroom 1 bath apartments with 9 ft ceilings, original hardwood flooring, independent forced air heating systems--NO AC currently-- separately metered gas, and electrical. This is a value add opportunity and is being sold as is. There are 3 out of the 4 units currently leased, and so the offering is subject to existing tenancy which are all M_T_M. currently. There is a massive garage structure in place at the rear, and the lot size is 50 x 125. Images are of the one vacant unit, other units need more work but have exact same layout. Make this your next investment and create massive cash flow for yourself.

4035-37 W Harrison Street, Chicago
$769,000
6 Beds ⋅ 3 Baths ⋅ 12736664 MLS ⋅ ACTIVE Status
**Rare Jefferson Park Multi-Unit Opportunity!** Owned and cared for by the same family for more than 30 years, this well-maintained property offers an incredible combination of space, income potential, and location just down the block from Dunham Park. Situated on an oversized approximately **50' x 190' lot**, this **legal 2-unit with garden-level living space** is currently being enjoyed by the seller as one expansive single-family residence-showcasing just how much living space this property provides. Featuring approximately **6 bedrooms and 3 bathrooms throughout the building**, the layout includes 2 bedrooms on the second floor, 3 bedrooms on the first floor, and 1 bedroom at the garden level. The property offers **central heat and air**, new driveway, 3 year old roof, generous living areas, and has been lovingly maintained throughout its longtime family ownership. Outside, the property continues to impress with a **long driveway, garage, and additional land beyond the garage**, a combination rarely found in this part of the city. **Longtime ownership. Oversized lot. Multiple income possibilities. Prime Jefferson Park location near Dunham Park.** A unique opportunity for investors, owner-occupants, and multi-generational families alike.

6134 W Leland Avenue, Chicago
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