Browse All Chicago IL 6+ Bedroom Properties for Sale

7 Beds ⋅ 4 Baths ⋅ 12749722 MLS ⋅ ACTIVE Status

Excellent investment opportunity in the heart of Bridgeport! This solid, all-brick four-unit building includes an additional buildable lot, offering outstanding potential for investors, developers, or owner-occupants. The property needs updating but provides a strong foundation for renovation, increased rental income, and future development. Located in a well-established Chicago neighborhood near dining, shopping, transportation, and major expressways. A rare opportunity to improve an existing multi-unit property while exploring the possibilities of the adjoining lot

2842-46 S Quinn Street, Chicago

$549,999

8 Beds ⋅ 3 Baths ⋅ 12690427 MLS ⋅ CONTINGENT Status

Welcome to this beautifully updated 2-unit with a duplex-down in the heart of North Lawndale! The first-floor unit features 3 bedrooms, 2 bathrooms, an open-concept layout, high ceilings, hardwood floors, quartz countertops, and an oversized primary bedroom. The lower level offers 2 additional rooms plus a full bathroom, providing plenty of flexible living space. The second-floor unit features 3 bedrooms, 1 bathroom, hardwood floors, and quartz countertops. Excellent opportunity for an owner-occupant or investor looking to maximize long term/short term rental. Prime location just minutes from the Illinois Medical District, Tri-Taylor, public transportation, and only 15 minutes from Downtown Chicago. Schedule your showing today!

1338 S Washtenaw Avenue, Chicago

$79,900

6 Beds ⋅ 3 Baths ⋅ 12750929 MLS ⋅ ACTIVE Status

Large 6-Bedroom Investment Opportunity in West Pullman. Take advantage of this value-packed opportunity in Chicago's West Pullman neighborhood. This spacious 6-bedroom, 3-bathroom property offers the size, layout, and potential investors and homeowners are searching for. Complete with a side driveway and detached 2-car garage, this home is ideal for renovation-minded buyers looking to create serious upside potential. Whether you're a fix-and-flip investor, buy-and-hold landlord, or BRRRR strategy buyer, this property presents an excellent opportunity to add value through updates and improvements. With strong rental potential and ample living space, the possibilities are there to maximize cash flow, resale value, or long-term equity growth. Owner-occupants can also benefit from FHA 203(k) renovation financing, allowing you to purchase and renovate with one loan while customizing the home to your style and building instant equity from day one. Located near the Major Taylor Trail, West Pullman Park, and Pullman National Historical Park, the property also offers convenient access to schools, shopping, public transportation, the Metra Electric Line, and major expressways including I-57 and I-94. Schedule your showing today and explore the potential this West Pullman opportunity has to offer!

11941 S La Salle Street, Chicago

$554,900

6 Beds ⋅ 2 Baths ⋅ 12750850 MLS ⋅ ACTIVE Status

An exceptional and rare find along the vibrant Ogden corridor, this stunning, completely updated 2-flat property perfectly blends classic architectural character with high-end modern finishes. Every inch of both units has been thoughtfully renovated to deliver modern comfort and timeless style. Interior Highlights: Gleaming, restored hardwood flooring stretching throughout the primary living spaces. Chef-inspired kitchens featuring premium granite countertops, extensive cabinetry, and top-of-the-line stainless steel appliances. Generous floor plans in both units, each boasting 3 super-large bedrooms, expansive formal living rooms, and separate dining rooms. Charming architectural details throughout, including delightful nooks and crannies ideal for home offices, reading corners, or extra storage. Exterior & Location Benefits: Dedicated off-street parking accommodating 2 vehicles in the rear of the building. Unbeatable convenience with a local park and hospital located within easy walking distance. Exceptional transit-oriented location featuring seamless downtown access via the Ogden bus corridor and a rail station just a few blocks away. Whether you are an investor looking for a high-performing income generator or an owner-occupant seeking a spacious home with rental assistance, this turn-key 2-flat presents an extraordinary opportunity.

1656 S Troy Street, Chicago

$599,900

8 Beds ⋅ 8 Baths ⋅ 12750838 MLS ⋅ ACTIVE Status

Experience an exceptional investment opportunity owning a legal three-unit brick condo building, fully renovated for optimal cash flow. Nestled on one of the premier streets in East Garfield Park, this property is a perfect turnkey investment. Having undergone a comprehensive gut rehab down to the studs in 2005, the building received further upgrades (2018) to enhance its appeal. Each unit boasts separate utilities and high-end finishes, with the second and third units showcasing condo-quality interiors. Additional desirable features include energy-efficient windows, a secured and fenced front yard, a robust steel back staircase with lovely decks, and parking space for up to four cars. The interiors are designed for comfort and style, featuring stainless steel appliances, spacious bedrooms with ample storage, soaring high ceilings, beautiful cherry hardwood floors, and elegant granite countertops. Don't miss this opportunity to own a property that blends modern conveniences with exceptional design in a thriving neighborhood!

3143 W Warren Boulevard, Chicago

$359,000

6 Beds ⋅ 2 Baths ⋅ 12738504 MLS ⋅ ACTIVE Status

Welcome to this beautifully recently remodeled, all-brick 2-flat offering an excellent opportunity for investors or owner-occupants! Both units feature 3 bedrooms and 1 bathroom, with generously sized living rooms, formal dining areas, hardwood flooring, and contemporary kitchens featuring European-style cabinetry, quartz countertops, full glass-tile backsplashes, and newer appliances. The updated bathrooms feature stylish finishes, including floor-to-ceiling tile, a rain shower, a newer vanity, and elegant fixtures. Each unit also offers in-unit washer/dryer and central heat/air. Enjoy a deck overlooking the fully fenced backyard and paved patio, providing great outdoor space for relaxing or entertaining. Outdoor parking spaces. Ideally located just off Ashland Avenue, close to shops, restaurants, parks, CTA Bus #9/#47, downtown, Chinatown, lakefront and more. Whether you're looking to add an income-producing property to your portfolio or live in one unit while generating rental income from the other, this property offers modern updates, spacious living areas, and excellent investment potential. Sold AS IS.

4505 S Justine Street, Chicago

$585,000

6 Beds ⋅ 2 Baths ⋅ 12738628 MLS ⋅ CONTINGENT Status

Solid brick 2 flat in coveted Avondale/Belmont Garden area on quiet tree lined street. The building offers two spacious units each with living room, separate dining room, kitchen and 3 bedrooms, as well as storage in enclosed porches. Each unit also has large bathroom, separate GFA heat, electric and water heaters. The full basement is semi finished with drywalled ceiling and walls, as well as a roughed in bathroom. Owner has maintained and made recent improvements such as newer furnaces & hallway painting. Both 1st and 2nd floor units are tenant occupied with leases ending at end of 2026. Current rents are below market with room for increase with capital improvements such as kitchen and bath updates. This is a great opportunity for investors or owner occupants in a fast appreciating area.

4140 W Barry Avenue, Chicago

$455,000

8 Beds ⋅ 3 Baths ⋅ 12749421 MLS ⋅ ACTIVE Status

1419 S Kedvale Avenue, Chicago

$495,000

6 Beds ⋅ 4 Baths ⋅ 12750422 MLS ⋅ CONTINGENT Status

Great investment opportunity in Avondale! This legal 3-unit building offers endless potential for investors or owner-occupants looking to build equity.Each unit provides generous space and a flexible layout, ideal for rental income or multi-generational living. The property sits on a quiet residential block surrounded by a mix of vintage homes and new development. Enjoy unbeatable convenience near the CTA Blue Line, Belmont, Milwaukee, Kimball and Addison buses, and easy access to the Kennedy Expressway. Just minutes from Avondale's thriving restaurant and cafe scene like Honey Butter Fried Chicken, JoJo's Milk Bar, and Sleeping Village. As well as grocery stores, shopping, and parks like T.J. Maxx, Gap, Nail salons, Aldis, Jewel Osco, Avondale & Athletic Park, and much more!

3244 N Drake Avenue, Chicago

$499,900

12 Beds ⋅ 4 Baths ⋅ 12750409 MLS ⋅ ACTIVE Status

Frame 2 Flat with Basement Apartment and Coach House / Occupied / Property being sold occupied / Property being sold in AS IS condition, no surveys nor disclosures, taxes prorated / Seller will review offers after the property has been on the market for 7 days. (Room counts/sizes are estimates) First Floor Unit has 4 Bedrooms /1 Bathroom, Second Floor Unit has 3 Bedrooms /1 Bathroom, Basement Unit has 3 Bedrooms /1 Bathroom, Coach house has 2 Bedrooms / 1 Bathroom

644 N Albany Avenue, Chicago

$419,900

6 Beds ⋅ 2 Baths ⋅ 12750297 MLS ⋅ ACTIVE Status

Smart buy, attainably priced! Cool & dramatic, First floor three bedroom, one bath apartment with hardwood floors throughout, a modern kitchen, beautiful bath and hookup for laundry in unit. It is already setup for a duplex. Stable income from a long term tenant in the first floor. It's perfect for an owner occupant buyer. Second floor is a vacant three bedroom, one bath apartment. Separate gas and heat with forced air in each unit. Central air in the first floor unit. A fenced yard, enclosed rear porch, brick two car garage and tall unfinished basement round out this perfect investment.

6611 S Maryland Avenue, Chicago

$599,999

13 Beds ⋅ 3 Baths ⋅ 12744547 MLS ⋅ ACTIVE Status

Excellent opportunity in Galewood! This legal 3-unit building sits on an oversized lot and offers spacious units with nice, functional layouts and plenty of potential. The property needs some TLC and updating, making it a great opportunity for an owner-occupant or investor looking to add value. Conveniently located near shopping, dining, transportation, and neighborhood amenities. Three legal units, an oversized lot, a great location, and tons of upside potential. Sold As-Is.

1637 N Sayre Avenue, Chicago

$600,000

6 Beds ⋅ 4 Baths ⋅ 12750002 MLS ⋅ ACTIVE Status

Bring your vision to 5753 N Washtenaw Ave! This property presents an excellent opportunity for an owner-occupant, investor, or developer looking to create value in a desirable Chicago neighborhood. The property offers tremendous potential for renovation, redevelopment, or customization to suit the buyer's needs. Located on a residential block with convenient access to neighborhood amenities, restaurants, shopping, parks, transportation, and major thoroughfares, this property provides a great opportunity to invest in a sought-after area of Chicago. The property is being offered AS IS, WHERE IS, with the seller making no representations or warranties regarding the condition, zoning, permitted uses, existing improvements, code compliance, violations, permits, or future development potential. Seller will not make repairs or provide credits based on property condition, violations, permits, zoning, or other due diligence matters.

5753 N Washtenaw Avenue, Chicago

$499,000

6 Beds ⋅ 2 Baths ⋅ 12748816 MLS ⋅ ACTIVE Status

Welcome to this fully rehabbed all brick Austin 2 FLAT. 6 Bedrooms, 2 Baths each floor with a 3/1 layout. Large open concept;1000 sq feet per unit. You must see this beautiful two flat to appreciate the value; 2 similar units with their own unique style. Convenient to Austin Bus, walk to train, shopping, parks and school. Your chance to own an income producing property. Owner occupy or rent out both units for even more income. Finishing touches are happening NOW.

1051 N Massasoit Avenue, Chicago

$825,000

8 Beds ⋅ 3 Baths ⋅ 12750088 MLS ⋅ RE-ACTIVATED Status

Legal 3-Unit Opportunity in Albany Park offering immediate income and outstanding long-term upside. First and Second floor with spacious units featuring desirable 3-bedroom layouts, creating strong tenant demand and premium rental potential. Full 2 bedroom legal unit in lower level. Red Hot Albany Park that Investors will appreciate. Owner-occupants will also love the opportunity to live in one unit while generating income from the others. Or this one may make a nice condo conversion. Tenants pay their own utilities, helping keep expenses low and returns strong. The property also includes a 2-car garage plus additional parking on side of garage, adding convenience and value for residents. Ideally located near the Brown Line, shopping, dining, and all that Albany Park has to offer, this property combines convenience, quality, and strong rental demand. Whether you're expanding your portfolio or looking for a live-in investment, this is a rare opportunity to own a legal 3-unit in a highly desirable neighborhood.

4418 N Albany Avenue, Chicago

$335,500

6 Beds ⋅ 3 Baths ⋅ 12750081 MLS ⋅ ACTIVE Status

Rare income-producing opportunity featuring 2 PINs and 3 addresses on a corner lot. Property includes a fully occupied all-brick 2-unit building (tenants month-to-month), a separate coach house, and an additional lot included under a separate PIN with an EXTRA LARGE 2-car garage at the rear. Main building offers 3 bedrooms in each unit. Coach house at 1044 W. 70th St features 2 bedrooms, 2 bathrooms, full basement, new furnace, new water heater, new vinyl flooring in kitchen, new windows, and updated electrical with circuit breakers. Recent improvements include all new tuckpointing and roof repairs completed in 2024 with 10-year warranty. Ideal for owner-occupants or investors seeking multiple income streams and value-add opportunity.

6956 S Carpenter Street, Chicago

$399,700

6 Beds ⋅ 2 Baths ⋅ 12748493 MLS ⋅ ACTIVE Status

Fully renovated two-flat offering incredible flexibility for an owner-occupant or investor. Both units have been completely updated with new flooring, new kitchens, and new bathrooms throughout - a true turn-key opportunity. This 6-bedroom, 2-bathroom building offers approximately 2,124 square feet of living space across two spacious 3-bedroom units, plus a full basement ready for storage or future finish. Live in one unit and rent the other, or hold both as a fully renovated income property. Located in a South Side Chicago neighborhood convenient to transit, schools, and shopping. Financing available through Conventional, FHA, and Investor loan programs. Schedule your showing today!

6955 S Honore Street, Chicago

$140,000

6 Beds ⋅ 3 Baths ⋅ 12749866 MLS ⋅ CONTINGENT Status

A substantial renovation opportunity with classic Chicago architecture, multi-unit potential, and a compelling North Lawndale setting. Located just off Douglas Boulevard and near historic Douglass Park, 1310 S. Millard is a brick flat with a garden apartment offering the experienced renovator or developer the chance to reimagine the property from the ground up. The building requires a complete gut rehabilitation and is being sold strictly as-is. Its underlying framework includes traditional room proportions, separate living and dining rooms in two units, existing hardwood flooring, original interior millwork and architectural details, and existing rough plumbing locations for kitchens and baths. Portions of the original decorative ceiling work remain visible, providing a glimpse of the building's earlier craftsmanship and character. The property is zoned RT-4, which permits a range of residential uses subject to applicable City of Chicago requirements. The existing configuration includes two above-grade flats plus a garden apartment; however, the legal status of the garden unit has not been confirmed. Buyers should independently verify zoning, dwelling-unit count, permits, building records, and any intended renovation or redevelopment plans with the City of Chicago. For the right buyer, the opportunity is in the transformation. Rehabilitate the existing building into updated rental residences with greater income potential, or explore a larger residential redesign that leverages the building's brick construction, traditional layout, architectural details, and location near Douglas Boulevard and Douglass Park. The property is being marketed for its redevelopment potential and improved-value opportunity rather than its present condition. Bring your contractor, architect, and renovation plan and create the next chapter for this classic Chicago brick building. Cash buyers preferred. No utilities are currently on, and seller will not activate utilities for inspections or showings. Property is sold as-is. Buyer responsible for all due diligence regarding condition, zoning, permitted use, dwelling-unit count, and redevelopment feasibility.

1310 S Millard Avenue, Chicago

$999,000

8 Beds ⋅ 4 Baths ⋅ 12749788 MLS ⋅ CONTINGENT Status

Nestled in the heart of West Town, this incredible 4-flat property is ready for its new owner's ideas! Four, 2bed/1bath units (2 units front and rear), each roughly 900 sq.ft., featuring central air/heat already installed, some light interior updates to kitchens and bathrooms, lots of original woodwork and doors, these would be excellent income-generating apartments when comparably finished/updated to surrounding market standard. Long-time private owner is sad to see this wonderful property go, but has decided it is time to move on. Schedule your tour today!

2343 W Cortez Street, Chicago

$12,500,000

7 Beds ⋅ 9 Baths ⋅ 12747120 MLS ⋅ ACTIVE Status

Presenting an unparalleled opportunity to own a significant residence within one of Chicago's most distinguished historic estates, ideally situated along prestigious Astor Street in the heart of the Gold Coast. Originally designed by acclaimed architect Howard Van Doren Shaw for the Goodman family, this extraordinary property is a defining example of Neoclassical and Georgian Revival architecture and an enduring piece of Chicago's architectural legacy. Offered for the first time in 40 years, this remarkable condominium residence encompasses more than 14,000 square feet of total living space, including the main residence, a private one-bedroom service apartment, and a stand-alone one-bedroom coach house which easily accommodates 4 cars if turned back into a garage. This is an extraordinary combination of scale, flexibility, and privacy rarely found in condominium living. The historic estate spans an impressive 80 feet along Astor Street and is centered around an exquisite private yard, meticulously landscaped with formal gardens and fountains. Evocative of the Italian countryside, this enchanting outdoor sanctuary provides an exceptional sense of serenity and seclusion in the heart of the city. This main residence condominium alone encompasses more than 13,000 square feet of beautifully renovated interiors, where historic grandeur is seamlessly balanced with sophisticated modern luxury. Soaring 13-foot ceilings, Venetian plaster walls, intricate millwork, oak hardwood floors, and original marble fireplaces speak to the exceptional craftsmanship and architectural pedigree found throughout. A magnificent curved staircase creates a dramatic first impression and sets the tone for the gracious living and entertaining spaces beyond. The home offers five beautifully appointed en-suite bedrooms, each with its own distinctive character. The exceptional primary suite enjoys sweeping views toward Lake Michigan and features a luxurious spa-inspired bath finished in exquisite Italian marble. Adding to the rarity of the offering is a private one-bedroom service apartment, providing ideal accommodations for staff, guests, or extended stays. A separate approximately 1,300-square-foot, one-bedroom coach house offers yet another level of flexibility and privacy and may also present the opportunity to be reimagined as an exceptionally rare four-car garage. This is condominium ownership on an entirely different scale, the grandeur, privacy, and architectural significance of an Astor Street estate combined with the ease and convenience of condominium living. Perfectly positioned just moments from Michigan Avenue, the lakefront, neighborhood parks, celebrated restaurants, luxury boutiques, and Chicago's world-class cultural institutions, this extraordinary residence represents a rare opportunity to own a piece of Chicago history within one of the Gold Coast's most iconic architectural settings.

1355 N Astor Street Unit #1, Chicago

$429,900

7 Beds ⋅ 3 Baths ⋅ 12747390 MLS ⋅ ACTIVE Status

Welcome to this spacious brick 2-flat in the Englewood area, offering excellent space and flexibility with 7 bedrooms and 3 full baths across two units. Each unit features a 3-bedroom layout, comfortable living spaces, and a kitchen equipped with a stove, refrigerator, and microwave. The finished basement provides additional space for storage, recreation, or other possibilities. Both units are currently vacant, offering a great opportunity for an owner occupant or investor. Conveniently located near public transportation, shopping, dining, parks, and neighborhood amenities. Don't miss the opportunity to make this versatile 2-flat your own!

7131 S Normal Boulevard, Chicago

$299,900

12 Beds ⋅ 4 Baths ⋅ 12749322 MLS ⋅ ACTIVE Status

1609 S Central Park Avenue, Chicago

$325,000

6 Beds ⋅ 2 Baths ⋅ 12746308 MLS ⋅ ACTIVE Status

A well maintained 2flat offering a great opportunity for investors or owner occupants. Each unit features 3 bedrooms and 1 bath, a separate living room, formal dining room and eat-in kitchen. Both units are equipped with their own furnace, providing landlord convenience and control for each household. Recent interior upgrades add to the appeal and make this property a solid addition to any investment portfolio. The first floor unit is currently occupied and generates $1,385 per month in rental income, while the second floor unit is vacant and ready for a new tenant or other occupancy. This property also features a full unfinished basement that can be converted for additional tenant needs or residual income, along with a 2car parking pad in the rear.

707 E 92Nd Place, Chicago

$384,900

6 Beds ⋅ 3 Baths ⋅ 12747083 MLS ⋅ ACTIVE Status

Investor opportunity in the heart of Chatham! This fully occupied 3-unit building offers immediate income with additional long-term upside for the savvy buy-and-hold investor. Each unit features a functional 2-bedroom layout, while residents are responsible for their own gas and electric-an attractive setup for operating efficiency. Individual furnaces and water heaters serve each unit, providing added convenience and control. Current gross rents total approximately $3,561/month, with additional income growth already underway through a newly executed lease and a pending CHA rent increase. With comparable 2-bedroom rents in the area supporting higher rental potential, the next owner has an opportunity to continue strengthening the building's income over time. Outside, a 3-car masonry garage adds valuable off-street parking and additional appeal for tenants. Unfinished basement offers additional value-add potential, including the possibility of a future additional unit, subject to zoning and City approval. Conveniently located near transportation, shopping, and neighborhood amenities, this is an opportunity to acquire an occupied multifamily asset with existing cash flow, separate tenant-paid utilities, and room for future income growth. Add this Chatham 3-unit to your portfolio and let your investment work from day one.

8038 S Maryland Avenue, Chicago

$624,900

10 Beds ⋅ 4 Baths ⋅ 12743268 MLS ⋅ ACTIVE Status

7141 S King Drive, Chicago

$330,000

6 Beds ⋅ 2 Baths ⋅ 12746307 MLS ⋅ ACTIVE Status

This 2flat, frame property offers an excellent opportunity for an owner occupant or investor. Each unit features 3 bedrooms and 1 full bath, providing a total of 6 bedrooms and 2 bathrooms across approximately 1,760 square feet. The full unfinished basement is primed for additional living space or tenant amenaties. The first floor unit is currently leased for $1,800 per month, providing immediate rental income. The second floor unit is intentionally vacant and ready for an owner occupant or new tenant...great flexibility and versatility for the next owner

7521 S Ellis Avenue, Chicago

$1,198,988

8 Beds ⋅ 4 Baths ⋅ 12749117 MLS ⋅ ACTIVE Status

This beautiful, rare, and meticulously maintained vintage greystone is a fantastic, solid investment opportunity and an investor's dream! An ideal turnkey operation, it features two 3BR rentals plus a fully-furnished, top-rated, 2BR Airbnb, allowing several options for the buyer: enjoy income from the popular Airbnb and the fully-rented units; reside in a unit (or two) and reduce your mortgage payments through value-added rentals; or transform the entire building into your single family dream home! This spacious and sun-drenched beauty retains its vintage charm with 10' ceilings, hardwood floors, huge double hung windows, built-ins, and some original moldings. The main level 3BR, 1 bath features a wood burning fireplace with built-in mantel and bookshelves, full kitchen, in-unit W/D hookup, and window blinds. The second level 3BR, 1.5 bath was fully rehabbed in late 2019 with all new kitchen and baths, refinished floors, new in-unit W/D, built-out closets, new light fixtures, new wood blinds, new HVAC. The open plan, inviting 2BR, 1 bath, garden-level Airbnb (since July, 2018) with private entrance is fully furnished and has all the extra amenities guests expect, making it a top-rated (4.9/5) destination with Superhost designation. First and second level units open onto private decks with newly-rebuilt and sealed back stairs, including easy access to the roof via pull-down stairs on the second level deck, plus 15' x 8' secured storage area under the stairs. The Airbnb opens out the private back door to a storage area featuring full-size washer and dryer, then into the huge, secure and private backyard. Enjoy a green, urban oasis with mature landscaping, two large patios, and path leading to the masonry 2.5 car garage with extra storage space above (or retain the current garage renter for the extra income). The new roof (7/2019) is fitted with 9.0 kW Roof Mount Solar PV Array solar panels, offsetting utility costs. The location is the icing on the cake! Just steps from the University of Chicago law school and the Renee Grossman Residential Commons, and a stone's throw from the Green Line and Jewel-Osco, this property offers community, connectivity, and convenience. Only 3/4 mile from Jackson Park, the transformative Obama Presidential Center, and the vibrant lakefront, this location offers investment stability and exciting growth potential. Schedule your private showing now!

6109 S Greenwood Avenue, Chicago

$439,900

8 Beds ⋅ 3 Baths ⋅ 12749070 MLS ⋅ ACTIVE Status

Recently updated extra large 2 flat Gray-stone on a quiet block. Modern finishes include - new white kitchen cabinets, granite counter tops, ceramic tile backsplash, new SS appliances new light fixtures, mirrors, faucets...... 2 bedrooms on first floor and 4 bedrooms on the second. Finished basement duplexed to the first floor with additional 2 bedrooms and 1 bath creates extended living space. This house is perfect for a live-in owner or investor. Call for your appointment.

6946 S May Street, Chicago

$310,000

6 Beds ⋅ 2 Baths ⋅ 12748907 MLS ⋅ CONTINGENT Status

Great opportunity to own a classic Chicago brick two-flat, each unit features 3 bedrooms, 2 bathrooms, providing comfortable living space updating and personalizing

1140 N Waller Avenue, Chicago

$310,000

6 Beds ⋅ 2 Baths ⋅ 12748867 MLS ⋅ CONTINGENT Status

The property showcases timeless Chicago architecture with an attractive brick exterior, distinctive windows, and separate living spaces. Generously sized rooms and abundant natural light provide a solid foundation for updating and personalizing each unit

1138 N Waller Avenue, Chicago

$475,000

7 Beds ⋅ 3 Baths ⋅ 12748638 MLS ⋅ ACTIVE Status

2800 S Hillock Avenue, Chicago

$780,000

6 Beds ⋅ 3 Baths ⋅ 12748589 MLS ⋅ ACTIVE Status

Built in 2001 & refreshed in 2025! This fully updated 6-bedroom, 3,250+ sq. ft. home offers a rare and versatile 4 level layout designed for modern living. Ideally located just blocks away from Norridge and Hardwood Heights .The main level features a dramatic two-story great room with floor-to-ceiling windows, exposed beams, and an open staircase. The upgraded kitchen includes custom cabinetry, a waterfall quartz island, and stainless steel appliances. The entire second level is dedicated to the private primary suite, featuring a renovated spa-like bath, large closet, private balcony, and lofted lounge area. The third level offers 3 spacious bedrooms, a full bath, laundry room, office/study, and a central sitting area , perfect as a kids' level or second living space. The finished fourth level includes 2 legal, conforming bedrooms and flexible space ideal for a media room, playroom, gym, guest area! Outside, enjoy a new composite deck, multiple patios, fenced yard, dog run, detached 2.5 car garage, and extended driveway parking for up to 10 cars. Situated on an oversized private lot with open meadow views. An incredible opportunity for the space, updates, and versatility this home offers. Come see it for yourself and make this your dream home!

4305 N Mobile Avenue, Chicago

$515,000

8 Beds ⋅ 3 Baths ⋅ 12745878 MLS ⋅ CONTINGENT Status

Beautifully rehabbed two-unit multi-family property, completed in 2026, offering a total of 8 bedrooms and 3 full bathrooms throughout the building. Both units feature spacious living and dining areas, hardwood flooring, updated kitchens with abundant cabinetry and modern tile backsplashes, and well-appointed bathrooms. Additional highlights include an enclosed porch, finished basement with expansive recreational space, home gym area, laundry, ample storage, and a 3-car garage. Great opportunity for an owner occupant or investor seeking a move-in-ready multi-unit property in Chicago's West Lawn neighborhood.

6605 S Whipple Street, Chicago

$574,900

10 Beds ⋅ 5 Baths ⋅ 12748225 MLS ⋅ ACTIVE Status

Incredible 4 unit investment opportunity in prime BUSTLING LITTLE VILLAGE- exceptionally well maintained condition- 3 unit building in front, along with a coach house unit in rear, including on-site laundry hookup for coin laundry opportunity in rear bldg. Both buildings have plenty of space in the clean, UNFINISHED Attics for potential ideas or projects. Each unit has their own water heater and furnace, All units are 2 br/1 bath and move in ready. Rents can easily be much higher in the rapidly appreciating Little Village. Plenty of plus' for tenants- walking distance from 26th st, with plenty of commuter resources (CTA, divvy, Pink line, shopping, restaurants, entertainment, schools) Schedule your showing today.

2539 S Sawyer Avenue, Chicago

$220,000

7 Beds ⋅ 2 Baths ⋅ 12747213 MLS ⋅ CONTINGENT Status

Unlock the potential of this classic two-unit building located in Chicago?s Woodlawn neighborhood. The property is ideally situated just five minutes from the new Obama Presidential Center and the University of Chicago. Public transportation is highly accessible, with the CTA Green Line station located only a few blocks away. The full, unfinished basement offers a prime opportunity to add significant value. Unit 1 is a 3 bedroom 1 bath and unit 2 is a 4 bedroom 1 bathroom. Tenants pay electric and gas. Given the ongoing developments and rapid growth in the area, this property is perfect for a fix-and-flip or a buy-and-hold investment. Sold as-is.

6327 S Saint Lawrence Avenue, Chicago

$325,000

7 Beds ⋅ 3 Baths ⋅ 12732076 MLS ⋅ CONTINGENT Status

Excellent Investment Opportunity in North Lawndale! Located on a well-maintained block in Chicago's North Lawndale neighborhood, this legal 2-unit building plus in-law unit in basement is surrounded by new construction and ongoing community revitalization. Building presents two spacious 3-bedroom / 1-bath units, a 2-car garage. Near near parks, schools, shopping, and public transportation. Property is being sold as-is. In law garden unit with one bedroom, one bathroom. First floor and Garden unit share utilities

1547 S Trumbull Avenue, Chicago

$799,999

6 Beds ⋅ 3 Baths ⋅ 12744606 MLS ⋅ ACTIVE Status

Excellent Investment opportunity in Logan Square area! Just North of Central Park & Altgeld intersection. Two nice size 3-bedroom units. Please note the extra wide lot size, per city records it is 44' wide. Close to shopping, public transportation & more. Very nice front porch to enjoy your evenings. Extra wide yard for enjoyment. Full Basement has a half a bath and an additional room that could be used as another bedroom or an office. Bring your own ideas to make it into additional living spaces. 2 car garage & additional Parking spaces next to the garage. Long term ownership. Selling in AS - IS condition.

2508 N Central Park Avenue, Chicago

$349,999

9 Beds ⋅ 4 Baths ⋅ 12730593 MLS ⋅ ACTIVE Status

Excellent 4-unit investment opportunity with immediate income and value-add potential! This well-maintained multifamily property features two 3-bedroom units and two 2-bedroom units, providing a desirable mix of rental options. Three units were renovated in 2021, while the remaining unit offers an opportunity for renovation and potential rent growth. Each unit has its own furnace, and three units are currently occupied, providing established rental income. The fourth unit is vacant and ready to lease or occupy. Ideal for investors seeking cash flow and future upside, or owner-occupants looking to live in one unit while generating rental income from the other three. A versatile opportunity with multiple paths to maximize its potential.

8329 S Buffalo Avenue, Chicago

$335,000

8 Beds ⋅ 2 Baths ⋅ 12742625 MLS ⋅ ACTIVE Status

Exceptional investment or house-hacking opportunity situated on a picturesque, tree-lined residential street in Chicago. This striking, legal two-unit brick Greystone offers two expansive residences, each featuring four bedrooms and one full bathroom, providing the space and flexibility. Each unit boasts a well-appointed kitchen with granite countertops and abundant cabinet storage, along with a full bathroom featuring a bathtub and exhaust fan for added comfort and convenience. Unit 2 has been beautifully refreshed with new flooring throughout, fresh paint, modern LED lighting, and brand-new stainless steel appliances, making it completely move-in ready. A full unfinished basement presents exciting value-add potential for a future duplex-down or possible third unit. Convenient access to public transportation and the expressway makes commuting throughout the city easy, while the nearby 71th Street and 75th Street commercial corridors offer a variety of shopping, dining, and everyday conveniences. Whether you are expanding your investment portfolio or looking to live in one unit while generating rental income from the other, this impressive Greystone offers outstanding space, versatility, and long-term potential.

6947 S Wabash Avenue, Chicago

$599,000

9 Beds ⋅ 6 Baths ⋅ 12746844 MLS ⋅ ACTIVE Status

Great investment opportunity in Chicago's North Lawndale neighborhood! Newer-construction, legal 3-flat built in 2007 and fully occupied, offering immediate rental income from day one. Each spacious unit features 3 bedrooms, 2 full bathrooms, in-unit laundry, and nicely updated interiors. All three units have separate utilities, with tenants responsible for heat, gas, and electricity; owner pays water only. A solid opportunity for investors looking for an income-producing property with established tenants and minimal work needed. Take ownership and start enjoying the cash flow!

1632 S Homan Avenue, Chicago

$424,995

6 Beds ⋅ 7 Baths ⋅ 12747940 MLS ⋅ ACTIVE Status

Opportunity awaits at 6401 S Albany Ave in Chicago's Chicago Lawn neighborhood. This two-flat offers a flexible layout with additional space provided by an unfinished attic and partially finished basement. Whether you're an owner-occupant looking for income potential or an investor looking to expand their portfolio, this property offers plenty of possibilities. Bring your ideas and explore the potential this building has to offer. Schedule your private showing today to see it for yourself.

6401 S Albany Avenue, Chicago

$394,900

6 Beds ⋅ 3 Baths ⋅ 12747736 MLS ⋅ CONTINGENT Status

Excellent opportunity to own this solid brick 2-flat with a finished basement. Each apartment offers 6 rooms, 2 bedrooms and 1 bath. The finished basement includes 2 additional bedrooms, a family room, and a full bath, providing valuable extra living space. The 1st floor and basement feature boiler heat, while the 2nd floor is equipped with gas space heaters. Separate utilities throughout. The building has been recently tuckpointed. Property is being sold AS-IS

1634 N Kildare Avenue, Chicago

$264,000

7 Beds ⋅ 3 Baths ⋅ 12747639 MLS ⋅ ACTIVE Status

8718 S Kingston Avenue, Chicago

$120,000

7 Beds ⋅ 2 Baths ⋅ 12747779 MLS ⋅ ACTIVE Status

Excellent opportunity in this frame 2-flat nestled in Chicago Auburn Gresham neighborhood.1st floor unit consists of 4 bedrooms, living room, eat in kitchen and 1 bath. There are 3 bedrooms, living room, kitchen and 1 bath on the 2nd floor. Full basement, open rear porch and nice backyard with room for parking. Convenient location near schools, parks, stores , Dan Ryan Expy and public transportation. Sold as is.

8028 S Normal Avenue, Chicago

$930,000

9 Beds ⋅ 6 Baths ⋅ 12747729 MLS ⋅ ACTIVE Status

Introducing a stunning newer construction 3-unit building in the heart of Woodlawn-an exceptional, income-producing investment opportunity in one of Chicago's most rapidly evolving neighborhoods. With two units currently rented and Unit #3 vacant, this property offers immediate cash flow with the added flexibility for an owner-occupant or premium lease-up. This beautifully designed building features a total of 9 bedrooms and 6 bathrooms, thoughtfully crafted to blend modern sophistication with everyday functionality. Each unit showcases design-forward interiors, including curated kitchens with custom cabinetry, decorative wood panel accents, professional-grade appliances, quartz countertops, and sleek designer backsplashes. Engineered hardwood flooring flows throughout, creating a cohesive and elevated living experience. The spacious primary suites serve as a true retreat, complete with spa-inspired bathrooms featuring oversized frameless glass showers and high-end fixtures. Additional highlights include closet systems, sprinkler systems, and dedicated parking. Perfectly positioned on a picturesque Woodlawn block, this property offers unbeatable access to some of Chicago's most iconic destinations, including the University of Chicago, Jackson Park harbor, the lakefront and beaches. Just moments away, the highly anticipated Obama Presidential Center continues to drive growth and long-term value in the area. Residents will also enjoy proximity to local dining, coffee shops, grocery stores, and the vibrant energy of nearby Hyde Park. Whether you're expanding your portfolio or seeking a turnkey investment with strong rental potential, this is a rare opportunity to own a high-performing asset in a thriving community. Additional offering: 6500-6508 S. Ingleside Ave. is also available, consisting of four (4) luxury, new construction 3-unit buildings featuring spacious 3 bed / 2 bath layouts with condo-quality finishes throughout. The properties may be purchased individually or as a portfolio package of two, three, or all four buildings-presenting a unique opportunity to scale in one of Chicago's most promising submarkets. Contact me today to schedule your private showing!

6508 S Ingleside Avenue, Chicago

$369,000

6 Beds ⋅ 2 Baths ⋅ 12745023 MLS ⋅ PENDING Status

Impressive, fully updated masonry 2-unit building! This spacious property offers two large units, each featuring 3 bedrooms, 1 bathroom, and approximately 9-foot ceilings, providing a bright and open feel throughout. Both units have been extensively remodeled with updated kitchens featuring 42-inch cabinetry, quartz countertops, and stainless steel appliances, along with beautifully updated bathrooms. Major improvements include all-new windows and doors, updated electrical and plumbing, new furnaces and central A/C units, a new rear porch, newly installed parking pad, and exterior masonry tuckpointing. The building also features a full, unfinished basement with approximately 7-foot ceiling height,laundry area providing excellent additional space and future potential. The generous floor plans make this property an excellent opportunity for an owner-occupant looking to live in one unit while generating income from the other, or for an investor seeking two spacious, move-in-ready rental units. Conveniently situated near Palmer Park, offering walking paths, athletic fields, and green space, with access to nearby transportation and the Pullman National Historical Park area. This property is ready to impress-whether you're looking for a place to call home with additional rental income or a strong addition to your investment portfolio.

11440 S Forest Avenue, Chicago

$1,700,000

6 Beds ⋅ 7 Baths ⋅ 12747656 MLS ⋅ ACTIVE Status

WELCOME TO THE RASCHER MANSION. Situated in the highly sought-after northwest corner of Lincoln Square in Budlong Woods, this home is the epitome of chic urban living-a captivating destination for those in search of a true standout residence. Set on an expansive 120' x 125' lot (no alley gives home added 10' in depth) and offering approximately 12,000 sq ft of luxurious living space, the mansion effortlessly blends grandeur, comfort, and sophisticated design. As you enter, you're greeted by two distinct living areas. One features soaring 18-foot ceilings, a European-crafted floor-to-ceiling fireplace mantle, and a custom wet bar-creating a dramatic gathering space. Adjacent, large south-facing windows flood the second living room with natural light and frame sweeping views of the backyard, with effortless access to a deck that leads to an inviting in-ground pool, a multi-use court, and a full side yard. The heart of the home is a chef's dream: a vast, open kitchen flows seamlessly into the dining area, anchored by an oversized island with seating for ten, abundant cabinetry, premium appliances, and a dedicated beverage center. Just off the main floor is a sophisticated home office complete with a cozy sitting area and a full bath-designed for both productivity and privacy. Graceful staircases ascend to the second level-and descend to the lower level-creating a sense of connection across all floors. On the upper level, six spacious bedrooms are arranged around four full bathrooms, three of which are en suite. The lavish primary suite is a private retreat unto itself, featuring a sitting room, a private office, a stately bedroom, a marble-clad bath, its own balcony, and a dedicated laundry area. A secondary laundry hook-up in one of the bedrooms adds exceptional convenience.The lower level is built for entertainment and recreation. Here, you'll find a full theater room, a fitness center complete with a third laundry hook-up, and an expansive family room-ideal for leisure, exercise, or hosting events. Stepping outside, the fun continues. Beyond the deck lies a below-ground pool with a hot tub nestled into the landscape. The adjacent multi-sport court accommodates basketball, tennis, pickleball-or even a child's tricycle-while a generously sized playset invites endless imaginative play. A four-car garage, beautiful pavers, and thoughtful landscaping complete the outdoor tableau. Beyond the property's gates, the neighborhood charms persist. Just steps away are the serene walking trails of Legion Park-affectionately dubbed "Bicycle Paradise"-the scenic riverwalk, lush parks, and a vibrant Nature Center. Lincoln Square's best restaurants and Andersonville's boutiques are minutes away, offering cultural depth without the hustle of congestion. This is more than simply a home-it's a rare urban refuge where luxury, leisure, and lifestyle converge. Welcome to your own private oasis in the city.

2851 W Rascher Avenue, Chicago

$1,200,000

11 Beds ⋅ 7 Baths ⋅ 12726785 MLS ⋅ ACTIVE Status

Turnkey cash flowing Rarely Available 4 Flat Building Located in prime East Woodlawn desirable community just steps from Obama Presidential Library, University of Chicago Campuses including Medical School, Law School, University of Chicago Hospital, Charter School, Museum of Science and Industry, Chicago Theological Seminary, Mount Carmel High School, Lake Michigan, Grocery Stores, Multiple Eatery's including the South Shore Cultural Center. A true gem for investors and or owner occupant alike. The 3 above ground oversized units each feature 3 bed/2 Full baths configurations & 1 lower level features an oversized 2 bed 2bath configuration. Property features new interior upgrades such as Copper Plumbing infrastructure, Electrical infrastructure, HVAC infrastructure and drywall. Open floorplan concept layout within each unit with the top floor unit giving a penthouse vibe. Kitchens positioned in the front of each unit 42' Maple shaker style cabinets, granite & laminate countertops, stainless steel appliances & recessed lighting. Meticulously preserved & refinished woodwork architecture & hardwood flooring in the property was blended with new upgrades to keep the charm & character of this historic property. Exterior upgrades include new vinyl windows, concrete parking pad with rear wrought iron gated fence, front wrought iron gated fence with intercom system, treated wood The lower level was renovated by excavating the floor & creating higher head space & upgrading to a new sump pump rainwater drainage system & concrete slab. The property shares a common area laundry with washer/dryer owned by Landlord. Each unit is individually metered & has separate HVAC & Hot Water Heater tanks.

6638 S Woodlawn Avenue, Chicago

$180,000

6 Beds ⋅ 2 Baths ⋅ 12747178 MLS ⋅ CONTINGENT Status

Two unit building now available! Both units have three bedrooms and one bathroom. Unit one is occupied, unit two is vacant. Building can use a little TLC but is move in ready! Schedule your showing today!

29 W Garfield Boulevard, Chicago

$589,000

6 Beds ⋅ 3 Baths ⋅ 12746363 MLS ⋅ PRICE CHANGE Status

Excellent opportunity to own this well-maintained brick 2-flat with a non-conforming 3rd unit in the basement. All 3 units have 2 bedrooms & 1 bath! This property offers spacious layouts, quality updates, & excellent income potential! Special unit feature include: Hardwood floors & a spacious deck overlooking the yard on the 1st floor & hardwood floors, a walk-in pantry, and an enclosed porch on the 2nd floor. Additionally there are thermopane windows throughout, a nice fully fenced yard, and a large 2 & 1/2-car garage with room for lawn equipment & a workbench. Front hallway freshly painted! Entire 1st floor and basement apartments painted last summer. Major improvements include a roof replacement in 2019 and most mechanicals recently replaced. Both hot water heaters in 2022 & 2025; 1st-floor furnace in 2022; & 1st-floor A/C in 2018. All this situated on an oversized 37' x 125' lot! Prussing School K-8 is just down the block! Lovely Neighborhood Location!

5839 W Eastwood Avenue, Chicago

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