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$410,000
5 Beds ⋅ 3 Baths ⋅ 12749674 MLS ⋅ ACTIVE Status
Beautiful and well maintained 2 flat with an additional garden unit updated within the last 5 years. This property offers spacious living areas, modern finishes and a functional layout throughout. Two car brick garage and plenty of backyard space. Ideal for an owner-occupant or investor looking to add a solid multi-unit property to their portfolio. Conveniently located near public transportation and e-way. Schedule your showings today.

7605 S Calumet Avenue, Chicago
$150,000
5 Beds ⋅ 2 Baths ⋅ 12749544 MLS ⋅ CONTINGENT Status
This two-unit property located in the West Garfield area presents a unique investment opportunity. New construction is just one block away. The Garden unit features 2 bedrooms, 1 bathroom, and a kitchen. Unit #2 comprises 3 bedrooms, 1 bathroom, a living room, and a dining room, with hardwood floors beneath the carpet and a large eat-in kitchen. An enclosed back porch adds to the charm. While the property requires updating and repairs, it offers the potential for instant equity. It is being sold as-is. Please call today to schedule your appointment.

4041 W 5Th Avenue, Chicago
$395,000
5 Beds ⋅ 3 Baths ⋅ 12719253 MLS ⋅ PRICE CHANGE Status
Versatility, space, and opportunity come together in this well-maintained multi-level property! Offering a unique layout with two apartments each with 2-bedroom, 1-bath, this property provides flexibility for investors, extended families, or buyers looking for additional living arrangements. The added value is the basement in-law suite, featuring a bedroom, living area, and kitchenette. Whether used as a private space for parents or extended family, a guest suite, or additional flexible living space, this area adds tremendous value and versatility. Outside, enjoy a spacious backyard and private 3-car carport, offering plenty of parking and outdoor space-an uncommon and highly desirable combination. Conveniently located near shopping, restaurants, Metra, major expressways, and key intersections. Whether you're looking to house multiple generations under one roof, create additional private living space, or expand your investment portfolio, this property offers options that are hard to find.

1622 N Keating Avenue, Chicago
$725,000
4 Beds ⋅ 3 Baths ⋅ 12703740 MLS ⋅ CONTINGENT Status
**Multiple offers received. Highest and best offer due by 5pm on Sunday, Sept. 13th****Hot investment opportunity in Avondale! Beautifully maintained and spacious 2-flat offering a fantastic opportunity for investors or owner-occupants looking to generate rental income. Both units feature the same desirable floor plan with expansive living and dining rooms, large kitchens with walk-in pantries, two bedrooms and a full bath. Unit 1's bathroom has been recently updated with modern finishes. The finished basement adds even more potential featuring a large recreation room, two additional bedrooms, a full bath, and laundry area, making it ideal for an in-law arrangement. Recent updates: fresh paint 2026, new carpet on main level 2026, newer kitchens and baths, water heater 2025, furnace 2019, newer garage, hardwood floors under carpet. Outside, enjoy a spacious deck, veggie garden, and a newer extra tall 2.5-car garage. Whether you choose to rent both units or live in one and rent the other, this property offers excellent versatility. Ideally located just minutes from I-90/94, grocery stores, restaurants and CTA Blue line. Avondale was recently named one of the Coolest Neighborhoods!

3445 N Monticello Avenue, 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
$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
$375,000
5 Beds ⋅ 2 Baths ⋅ 12747142 MLS ⋅ CONTINGENT Status
Opportunity awaits in Chicago's desirable Irving Park neighborhood! Situated on a standard 25' x 125' lot, this two-unit property with a detached garage offers potential for an extensive renovation or an exciting new construction opportunity. Unit one features 3 bedrooms and 1 bathroom, while unit two offers 2 bedrooms and 1 bathroom. The basement is unfinished, and both units are vacant. The roof and composite front porch were replaced approximately 10 years ago. Adding to the possibilities, the neighboring property at 3923 N. Troy is also available for sale, presenting a unique opportunity to acquire two adjacent lots and potentially build two new homes side by side. Bring your vision and explore the possibilities in this sought-after location near parks, restaurants, public transportation and all that Irving Park has to offer.

3925 N Troy Street, 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. Additional income growth already underway through 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
$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
$95,000
5 Beds ⋅ 3 Baths ⋅ 12749053 MLS ⋅ ACTIVE Status
Bring your vision to life with this substantial investment opportunity, fully demoed to the studs and ready for redevelopment. Plans were previously submitted to the City and are available upon request. A newer roof is in place. The property offers an impressive amount of space and income potential, with 2-bedroom, 1-bath layouts on both the first and second floors, plus a 1-bedroom attic apartment with two separate points of entry/exit. Adding a finished basement to this already massive property further elevates its potential. The surrounding block has seen significant reinvestment. Numerous distressed properties brought back to life and with this continued redevelopment throughout the area, this oversized property presents an exciting opportunity for an investor looking to capitalize on the neighborhood's momentum. Conveniently located directly across from a STEM high school, approximately a 12-minute walk to CTA train service, and just a 3-minute drive to I-90/94. Property is being sold AS-IS. No survey will be provided. Buyer's agent to verify room count, zoning, permitted use, and all property information.

6554 S Stewart Avenue, Chicago
$589,000
5 Beds ⋅ 3 Baths ⋅ 12749015 MLS ⋅ CONTINGENT Status
Excellent Investment or Owner-Occupant Opportunity in Chicago! This Well-Maintained Two-flat offers Two Spacious Residences plus a versatile In-law Garden Unit. The Main-Level Unit features a Large Living Room and Adjoining Family Room, Separate Dining Room, Updated Kitchen with Granite Counters, Tiled Backsplash and Stainless-Steel Appliances, Two Bedrooms, One Full Bathroom and an Entry Area with Stairs that lead to the One Bedroom, One Bathroom In-Law Garden Unit with Family Room and Kitchen. The Upper-Level Unit features a Living Room, Dining Room that opens to the Updated Kitchen, Two Bedrooms, One Full Bathroom and a Sunroom. With Flexible Accommodations across Three Levels, this Property offers Outstanding Potential for Multigenerational Living and/or Rental Income with a Fantastic Opportunity to live in one unit while generating income from the others! Enjoy the Outdoors on the Patio that Overlooks the Landscaped Backyard and the Two Car Garage! The Prime Location is Moments to: CTA Bus Stops, Northeastern IL University, Loyola University, Kathy Osterman Beach, Local Parks, Tons of Dining Options, Shopping and Nightlife. This is an Estate Sale and Property is sold As-Is and Hold Harmless. Sellers does not provide survey or disclosures - please verify all details on your own.

6024 N Rockwell Street, 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
$429,900
8 Beds ⋅ 3 Baths ⋅ 12749070 MLS ⋅ PRICE CHANGE 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
$149,900
4 Beds ⋅ 3 Baths ⋅ 12748097 MLS ⋅ ACTIVE Status
GREAT OPPORTUNITY FOR INVESTORS AND REHABERS . MAKE YOUR APPOINTMENT TO SEE THIS TWO UNIT WITH A BASEMENT. TWO BEDROOMS ON EACH FLOOR WITH A LARGE KITCHEN // LIVING ROOM AREA. THE BASEMENT HAS A FULL BATH. WAITING FOR YOUR CREATIVE IDEAS. THIS PROPERTY HAS GREAT POTENTIAL. DON'T MISS THIS OPPORTUNITY.

6640 S Wolcott Avenue, 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
$249,000
5 Beds ⋅ 2 Baths ⋅ 12741326 MLS ⋅ CONTINGENT Status
Now available at 5524 S Wells St, Chicago, IL 60621. This newly rehabbed, turnkey 2-flat is being offered at $249,000 and features a 3-bedroom, 1-bath first-floor unit and a legal 2-bedroom, 1-bath garden unit. Both units are currently vacant and move-in ready, making this a great opportunity for either an owner-occupant or investor. The property has separate furnaces, separate water heaters, separate electric meters, and separate gas service for each unit. The first-floor water heater was newly installed in 2026. The property also includes a 2-car garage that was built from the ground up with permits in 2022, along with a fenced yard and updated kitchens and bathrooms throughout. This property is ideal for someone looking to live in one unit and rent the other, or for an investor looking for a turnkey 2-unit property with separate utilities. FHA, VA, and conventional financing are accepted. Serious buyers and agents may reach out for additional information or to schedule a showing.

5524 S Wells Street, 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 ⋅ CONTINGENT 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
$1,699,990
4 Beds ⋅ 4 Baths ⋅ 12735025 MLS ⋅ ACTIVE Status
Rare Airbnb opportunity in Chicago's Historic Gold Coast! This exceptional brownstone offers a unique investment opportunity in one of Chicago's most sought-after neighborhoods. Located within the vibrant Gold Coast Historic District, the property features three well-appointed residential units: one spacious 2-bedroom, 2-bath residence and two 1-bedroom, 1-bath units. The business vacation rental license transfers to the new owner, providing an outstanding opportunity for short-term rental income. A rare combination of income producing property, historic charm and prime location! Close proximity to an abundance of restaurants & shopping, Magnificent Mile, Lake Michigan, Oak Street Beach, North Ave Beach, public transportation including bus routes and the EL. One small on site parking spot included. Option for new owner to apply for federal and state tax incentives through historic tax credit programs. This property is occupied throughout most of the year and monthly income varies depending on the time of year.

57 E Cedar Street, Chicago
$635,900
5 Beds ⋅ 3 Baths ⋅ 12748438 MLS ⋅ ACTIVE Status
NICE JEFFERSON PARK 2 FLAT WITH FINISHED BASEMENT! 2 OVERSIZE UNITS WITH CENTRAL AIR, THREE SEPARATE FURNACES AND HOT WATER TANKS, COPPER PLUMBING. BOTH UNITS HAVE FORMAL DINING ROOM, DEN AND SLIDING DOOR TO THE DECK! NEWER WIDOWS, NEWER 1ST FLOOR AC UNIT,TWO FURNACES AND WATER TANKS ARE NEWER TOO. 2 CAR GARAGE AND ADDITIONAL PARKING SPOT. COIN LAUNDRY. GREAT RES BLOCK! THE PROPERTY IS IN A GREAT SHAPE BUT SELLER WANTS TO SELL IT AS IS.

5475 N Monitor 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
$383,000
5 Beds ⋅ 3 Baths ⋅ 12740447 MLS ⋅ ACTIVE Status
Discover an outstanding opportunity in this beautifully maintained Chicago two-flat! Each unit offers 2 bedrooms, 1 bathroom, and a functional layout designed for comfortable everyday living. The fully finished basement provides additional space with 2 bedrooms and 1 bathroom. With fully finished basement also adds even more value. Conveniently located near schools, parks, shopping, dining, and major expressways, this property is ideal for both owner-occupants and investors. Schedule your showing today opportunities like this don't last long! Property is being sold as-is.

6641 S Fairfield 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
$399,999
5 Beds ⋅ 3 Baths ⋅ 12748027 MLS ⋅ ACTIVE Status
Don't wait to view this update interior rehabbed classic Chicago architecture two-unit design brick multi-unit. In-eat kitchen and dining room. Each unit has a rear back enclosed multi-purpose room. It also has a basement unit for opportunity to expand to a 3-unit in the future. 3 electrical panels, instant cost savings. The property is located near public transportation, schools, parks and shopping with easy access to Downtown. Immediate cash flow with established great paying tenants. You can walk into an income producing property or property can be delivered vacant.

4546 W Jackson Boulevard, Chicago
$450,000
4 Beds ⋅ 3 Baths ⋅ 12748178 MLS ⋅ ACTIVE Status
All-brick 2-flat building, fully updated and completely move-in ready! Each spacious unit features two generous bedrooms, a formal dining room, an inviting living room with a cozy fireplace, fully remodeled kitchen and bathroom, and a bright enclosed porch-complete with separate utilities for maximum convenience. The full basement offers fantastic added versatility with an extra 1-bedroom space and ample storage. Don't miss out on this incredible turnkey opportunity-schedule your showing today!

5948 S Washtenaw Avenue, Chicago
$1,000,000
6 Beds ⋅ 4 Baths ⋅ 12748312 MLS ⋅ CLOSED Status

1726 W Henderson Street, 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
$419,000
4 Beds ⋅ 3 Baths ⋅ 12748064 MLS ⋅ CONTINGENT Status
Welcome to this well-maintained classic Chicago brick Two Flat in the highly desirable North Austin neighborhood, offering an outstanding opportunity for both investors and owner-occupants. The 1st and 2nd floor provide spacious units that features 2 bedrooms, 1 bathroom, generous living and dining rooms, large kitchens, hardwood floors throughout, and an additional flex room that can serve as a sunroom, walk-in closet, home office, or extra living space, while the finished basement is a studio style unit w/ a kitchen, living area, full bath and front/rear entry and exit. The property also includes a rear deck, private two car garage parking, and separately metered utilities with individual furnaces, water heaters, and utility billing for each unit. The building is fully occupied with Unit 1 leased month-to-month at $1,250, Unit 2 will be vacant upon closing, and the garden unit leased through 3/2027 at $800. Electrical for the entire building was updated in 2025. Austin continues to emerge as one of Chicago's most promising investment corridors, offering affordability, strong rental demand, and convenient access to CTA buses, Metra, parks, schools, shopping, grocery stores, Walmart, Galewood Theatre, fitness centers, and more. Whether you're seeking immediate cash flow with future upside or looking to supplement your mortgage through rental income, this property delivers exceptional long-term potential. Seller and broker do not represent the legality of the garden unit. Don't miss this opportunity to invest in one of Chicago's rapidly appreciating neighborhoods. Selling "As Is"

1810 N Linder 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



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