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$1,099,000
6 Beds ⋅ 4 Baths ⋅ 12756776 MLS ⋅ NEW Status
Hot West Town/UK Village location. Recently remodeled all brick 4 flat with brand new multi million dollar homes all around. Building was updated with copper plumbing, newer HVAC system, updated electric and brand new rear porch. Separate furnaces and hot water tanks for all units. All units are remodeled central heat and air conditioning. Large 2 car garage currently vacant for extra income. Tenants pay all utilities including hot water. Well maintained building in an amazing location off Grand Ave.

2333 W Ohio Street, Chicago
$1,075,000
8 Beds ⋅ 4 Baths ⋅ 12652801 MLS ⋅ NEW Status
Hot Avondale 4 flat with all 2 bedroom units. Additional unfinished basement and attic. Property was gut rehabbed with plans and permits in 2015. Rehab includes new copper plumbing throughout, new HVAC system, new electrical system, new roof and new exterior siding. Exterior parking space for 3 cars. Coin laundry in the building. Property is very well maintained with professional management in place. Rents are well below market rates with room to raise for increased income. Some tenants are month to month for potential owner occupancy.

3258 N Ridgeway Avenue, Chicago
$1,100,000
5 Beds ⋅ 4 Baths ⋅ 12757167 MLS ⋅ NEW Status
Rarely available all-brick 2-unit building in an unbeatable Wicker Park location, just steps from Colectivo Coffee! Situated on a 24' x 120' lot, this property offers more than 1,300 SF per floor, vintage curb appeal, generous ceiling heights, excellent outdoor space, and a highly desirable layout. Zoned RT-4 and not located in a landmark district. The tenant occupied top-floor 2BD/1BA simplex features approximately 10' ceilings, beautiful parquet wood flooring, an exceptionally spacious living/dining area, covered private rear deck, and a massive bedroom easily accommodating a king-size bedroom set plus additional furnishings. Newer in-unit washer/dryer in a dedicated closet, tankless hot water, furnace, and central A/C. The 3BD + den/3BA duplex-down is ready for immediate occupancy and offers an impressive blend of vintage character and thoughtful updates. The upper level showcases exposed brick and timber details in the front living area, approximately 10' ceilings, and a dramatic skylight that floods the open-concept kitchen with natural light. The enormous kitchen offers an extraordinary amount of cabinetry and counter space, with beautiful granite countertops, plus a pantry closet. The oversized primary suite features abundant closet storage and a jetted tub, while the second full bath on this level also includes a jetted tub. Upper-level flooring has just been refinished. The newly finished lower level features quality new vinyl plank flooring, a laundry room with oversized side-by-side washer/dryer, a third full bathroom with steam shower and body sprays, and a versatile rear bonus room. The middle walk-through bedroom includes an enormous walk-in closet. A new comprehensive waterproofing system (drain tile and sump pump) was added when the owner created the duplex unit about a decade ago and the basement has been bone dry. Each unit has its own furnace, central A/C, and in-unit laundry. Incredible oversized backyard, extra-wide 2-car garage, and classic all-brick facade with serious vintage curb appeal. Despite being on a main road, street noise is remarkably well contained inside. An exceptional opportunity to own a distinctive Wicker Park 2-flat with strong owner-occupant and investment appeal, just approximately 100 feet north of Colectivo Coffee and surrounded by the neighborhood's renowned restaurants, shops, nightlife, and transportation.

1219 N Damen Avenue, Chicago
$1,349,000
6 Beds ⋅ 4 Baths ⋅ 12750888 MLS ⋅ NEW Status
Like brand new construction full brick 2-Flat BUT WITH 4-Legal units at the WORLD district of Devon Ave./California Ave., totally LIKE brand-new interior and exterior with quality work delivery including gourmet kitchens featuring granite counter-tops, quality cabinets with S.S. appliances, bathrooms, hardwood floors and beautiful brand-new decks out of the kitchen. High efficiency individual utilities include new central air, electric and plumbing including E.J. pump and sump pump. High basement ceiling with full 8'. Owned coin laundry room, 8-parking tandem spaces for additional income. Front and back security cameras along with all digital public entrance doors on electronic locks. Walking distance to public transportation, retailers, and restaurants, daily life necessities, minutes to major roads, Lake Shore Dr., northwest suburbs, and interstates. Strong investment area opportunity Fully leased.

6336 N Fairfield Avenue, Chicago
$500,000
6 Beds ⋅ 3 Baths ⋅ 12751332 MLS ⋅ NEW Status
Rare opportunity to own a multi-unit property in the heart of Mt Greenwood on a quiet residential street. This 2 Flat has lots of potential. 1st Floor Unit has 3 bedrooms, living room, kitchen, and full bath. The lower level in the basement is a studio with an open floor plan that can be related living. It includes a full bath and kitchenette. 2nd floor unit, has 4 bedrooms, living room, full sized kitchen with table area, full bath, and an open area that could function as an office. Laundry facilities are located in the basement and include a washing machine and gas dryer. Hot water heater in building is shared and is 1 year old. Water and garbage are also shared. Buiilding's yard has a concrete patio and 2 car garage. With 7 bedrooms across the two main units plus a versatile lower-level studio, this property provides multiple possibilities for rental income, owner occupancy, or related living. A great opportunity to bring your investment vision to Mt. Greenwood!

3310 W 114Th Street, Chicago
$164,900
6 Beds ⋅ 3 Baths ⋅ 12754469 MLS ⋅ NEW Status
Large, Brick 2 flat near 115th and State with tremendous potential. This hidden gem features 3 bedrooms per unit, large kitchen, formal living and dining rooms, hard wood floors throughout and a 2-car garage. Unit 1 has 1.5 baths and is duplexed to the large, unfinished basement. Lot next door is not included. Property is V.A. owned & sold in "as is/where is" condition. Seller will make no repairs. This property may qualify for Seller Financing (Vendee). If property was built prior to 1978, Lead Based Paint potentially exists.

Chicago
$874,900
6 Beds ⋅ 4 Baths ⋅ 12739803 MLS ⋅ NEW Status
Rare opportunity to own a beautifully maintained brick two-flat in highly desirable East Irving Park, just steps from Horner Park. With one apartment currently vacant, this property presents an exceptional opportunity for an owner-occupant, house hacker, or investor looking for a substantially updated building with many of the major capital improvements already completed. Extensive improvements completed in 2022-2023 include a new roof layer, individual Navien tankless water heaters, new furnaces and A/C condensers, new electrical panels, stainless steel appliances in both apartments, and individual in-unit washers and dryers-providing a future owner with the residual value of significant recent investment and the potential for years of lower-maintenance ownership. Both spacious, west-facing apartments feature 3 bedrooms and 1 bathroom including formal dining rooms, along with updated kitchens showcasing both white and espresso cabinetry, quartz countertops and stainless-steel appliances. Additional improvements include updated bathrooms and lighting fixtures. Each residence also offers an additional east-facing rear den-an ideal home office, reading room or flex space that enjoys abundant morning sunlight. The lower level provides even more versatility with an existing in-law suite complete with its own bathroom, creating valuable additional space for extended family, guests, a home office, recreation or other permitted uses. Unit 1 also offers the possibility of of creating a duplex-down to add additional living space. Another feature that truly distinguishes this property is its extra-wide 32-foot lot, offering additional parking, greater outdoor space and flexibility than a typical Chicago two-flat. The wider lot may also provide intriguing possibilities for future expansion or potential conversion/legalization of lower-level space as an ADU, subject to City of Chicago zoning, building-code requirements, permits and approvals. And then there's the location. Approximately a 4-minute walk from the front door is Horner Park, one of the North Side's premier recreational destinations, encompassing more than 55 acres along the Chicago River. Enjoy paved walking and running paths, tennis and pickleball courts, softball fields, soccer and football fields, a fenced dog park, playgrounds and a fieldhouse offering additional recreational activities. The building is also strategically located just 15 mins walk from the Francisco Brown line stop making it an ideal choice for downtown commuters, and also within close proximity to the heart of Lincoln Square. Whether you're searching for a home with rental income, a multi-generational living arrangement, or a long-term investment in one of Chicago's established North Side neighborhoods, this East Irving Park two-flat combines space, location, extensive recent improvements and future potential in one compelling package.

4111 N Francisco Avenue, Chicago
$999,999
7 Beds ⋅ 4 Baths ⋅ 12749567 MLS ⋅ ACTIVE Status
Fantastic investment opportunity in highly sought-after Noble Square/East Village! This solid brick 4-flat offers a full basement with laundry, 2-car garage plus an additional parking pad, and four fully occupied units with month-to-month tenants. The property features one 1-bedroom/1-bath unit and three spacious 1-bedroom + den/1-bath units. Tenants pay their own utilities, with each unit featuring individual gas heat, window A/C units, and a dedicated hot water tank located in the basement. Currently 100% occupied with rents below market, offering excellent potential for increased rental income. Units have historically rented quickly, making this a great opportunity for investors looking to add a well-located, income-producing property to their portfolio!

1433 W Superior Street, Chicago
$599,900
7 Beds ⋅ 3 Baths ⋅ 12721240 MLS ⋅ ACTIVE Status
Attention rehabbers, flippers or move-in ready! The main floor is a 3/1; the 2nd floor is a 4/2, duplexed up. The duplex-up can also be a separate in-law unit with its own separate egresses; it is a legal 2-flat. There's a great rooftop deck accessible from the 2nd-floor unit. Main and 2nd floors have 3/bedrooms, 1/bath each. 2nd floor is duplexed up and upper level has 1/br, 1/bath. Main floor has gas forced air heat and window air conditioners. 2nd floor HVAC and is shared with upper level. Roof 20 years old [complete tear-off with new gutters]. Check out the roof deck built over garage in '92 with a catwalk from the main house. Windows are 15 years old [except laundry/utility room], 3 - 100 amp circuit breaker panels, copper plumbing approximately 5 years old, H2o heaters main floor approximately 2 years old, the main floor and attic heaters 3-4 years old. Sold as-is. Legal 2 unit - buyer and buyers agent to verify.

2423 N Lawndale Avenue, Chicago
$450,000
7 Beds ⋅ 5 Baths ⋅ 12733872 MLS ⋅ CLOSED Status
Welcome to 7018 S Rhodes Avenue, a full gut rehab legal 2-flat offering the rare combination of turnkey condition, flexible living space, rental income potential, and permitted improvements in the Greater Grand Crossing neighborhood. Completed as a full gut rehab with City of Chicago permits, this approximately 3,404 sq. ft. brick two-unit has been thoughtfully redesigned from top to bottom. The 1st floor apartment is an expansive 5-bedroom, 3-bath duplex-down spanning approximately 2,230 sq. ft., giving an owner-occupant an impressive amount of private living space while retaining the income-producing benefits of a multi-unit property. The 2nd floor apartment offers approximately 1,174 sq. ft. with 4 bedrooms and 2 full baths. Both units feature bright open-concept living spaces, modern kitchens with quartz countertops and full-height backsplash, stainless steel appliances, shaker-style cabinetry, contemporary lighting, and clean modern finishes throughout. Beautifully renovated bathrooms feature floor-to-ceiling tile, upgraded vanities, LED mirrors, and designer fixtures. Central heating and air conditioning add year-round comfort. The duplex-down provides even more flexibility with a spacious finished lower level, additional bedrooms and baths, and a striking illuminated staircase connecting the two levels. Outside, enjoy newly constructed rear porches, a fenced yard, and a two-car concrete parking pad. For buyers searching for a renovated Chicago 2-flat, owner-occupied investment, or house-hack opportunity, 7018 S Rhodes delivers the space and finish of a newly renovated home with the added advantage of a separate income-producing residence. This property is eligible for the Cook County Land Bank Grant. Qualified buyers may receive up to $20,000 in purchase assistance, subject to buyer eligibility and program requirements.

7018 S Rhodes Avenue, Chicago
$390,000
7 Beds ⋅ 2 Baths ⋅ 12748759 MLS ⋅ CONTINGENT Status
With its red brick facade and architectural cornice detailing, this classic Chicago two-flat has the character that makes these buildings so timeless. With one residence ready for its next chapter and another already generating income, it also offers the kind of flexibility that makes multi-unit ownership so appealing. Rehabbed in 2019, the property offers 7 bedrooms across two spacious residences, with hardwood floors, updated kitchens and baths, generous living spaces, and separate gas forced-air heat. The vacant first-floor residence features 3 bedrooms and 1 bath with separate living and dining rooms, a spacious kitchen, covered rear deck, and access to the full, partially finished basement. Upstairs, the 4-bedroom, 1-bath residence offers an expansive living and dining space and is currently leased, with the tenant paying gas, electric, and heat. Two off-alley parking spaces add everyday function and value. Ideally situated just blocks from Garfield Park and the Conservatory, with convenient access to public transportation and downtown. With the second floor already generating rental income, the next owner has the freedom to move right in and house hack or select their own tenant for the first floor and operate the property as an investment. This property can be purchased as a package with nearby buildings 5315 W Monroe (MLS#12748904); 4319 W Jackson (MLS#12749441) or purchased separately. MULTIPLE OFFERS RECEIVED - Highest & best Due by Tuesday 9/8 at 2PM

3344 W Fulton Boulevard, 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
$585,000
4 Beds ⋅ 3 Baths ⋅ 12748911 MLS ⋅ CONTINGENT Status
Amazing brick 2-flat opportunity in Portage Park, situated on an oversized 35' x 125' lot. This property offers excellent upside potential by duplexing the first-floor unit into the lower level, which features good ceiling height and an existing bathroom. The front stairwell is configured to allow for a straightforward entryway modification, seamlessly connecting the two levels. Once completed, the duplex-down unit could offer either 3 beds / 2 baths or 4 beds / 2 baths. Both units are currently configured with 2 bedrooms and 1 bathroom. The second-floor unit features an enclosed rear porch that has been incorporated into the living space and works perfectly as an office or den. Additional highlights include basement laundry, a two-car detached garage, and a separate parking pad for a third vehicle. This property is an excellent alternative to a single-family home, with the added benefit of rental income to help balance ownership costs. The first-floor tenant will vacate at the end of September. Please refer to the showing schedule for prearranged showing times.

5051 W Berenice Avenue, 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
$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
$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
$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
$489,000
9 Beds ⋅ 4 Baths ⋅ 12745314 MLS ⋅ ACTIVE Status
Don't miss this opportunity to own a 3-flat with space, flexibility, and income potential in a great Chicago location. The first-floor unit is designed as a duplex-down into the basement, creating a 4-bedroom, 2-bathroom layout. The connecting stairwell is currently blocked, and a kitchenette was added in the basement, which was previously rented for $800/month. Both the first floor and basement are now vacant and ready for the next owner's vision. Each unit offers central air, high ceilings, hardwood floors, newer windows, enclosed porch/office space, individual HVAC, and tenant-paid utilities. An oversized lot and 2-car garage add even more value. Perfect for an owner-occupant, house hacker, or investor ready to unlock the property's potential. Garage is currently rented for $200 per month. Sold AS-IS with a motivated seller looking for a quick sale.

321 N Long Avenue, Chicago
$399,999
7 Beds ⋅ 2 Baths ⋅ 12743808 MLS ⋅ ACTIVE Status
Well-maintained 2-flat on historic King Drive offering the perfect opportunity to house hack or add a turnkey property to your investment portfolio. Unit 1 features 3 bedrooms, while Unit 2 offers 4 spacious bedrooms. With one unit becoming vacant soon, an owner-occupant can move in. The property features hardwood floors, ceramic-tiled kitchens and baths, fireplaces, individual heat and central air, enclosed porches, rear parking and a full unfinished basement with additional potential. Located just across the street from Brooks College Prep and minutes from Historic Pullman, Pullman National Historical Park, shopping, dining, parks and transportation. The surrounding Far South Side is also experiencing major infrastructure investment with construction underway on the CTA Red Line Extension to 130th Street, including new stations at 103rd, 111th, Michigan Avenue and 130th. A rare opportunity to buy into an area with history, accessibility and major investment happening around it-while owning a property that can generate income from day one.

11025 S King Drive, Chicago
$1,250,000
7 Beds ⋅ 5 Baths ⋅ 12718147 MLS ⋅ CONTINGENT Status
Beautifully updated two-flat in the heart of Andersonville! The vacant first-floor duplex-down offers 4 bedrooms, 3 baths, a spacious open layout, enclosed sunroom, finished lower level with a wet bar, and abundant storage. The second-floor 3-bedroom, 2-bath unit is leased through next year, providing immediate rental income. Both units feature separate utilities, central heat and air, in-unit laundry, engineered hardwood floors, granite countertops, stainless steel appliances, and enclosed rear sunrooms. Situated on an oversized 30x136 lot with a 2-car garage. Prime location just steps from Andersonville's shops and restaurants, and Red Line, Lake Shore Drive, and Foster Beach less than 1 mile away.

1507 W Hollywood Avenue, Chicago
$285,000
4 Beds ⋅ 2 Baths ⋅ 12742759 MLS ⋅ ACTIVE Status
**Exceptional investment opportunity in desirable Canaryville!** This unique brick 2-flat sits on a **double lot** and features a spacious backyard and an **all-brick 4-car garage**. Conveniently located near the Dan Ryan Expy I-90/94, parks, schools, and shopping**. The property has been **fully stripped to the studs**, offering a blank canvas for a complete renovation and customization. Whether you're an investor or homeowner looking for a redevelopment project, this property offers tremendous potential. $$Sold strictly "as-is." No repairs or credits will be provided by the seller.** Schedule your private showing today and explore the possibilities!

4505 S Union 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
$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
$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
$575,000
7 Beds ⋅ 4 Baths ⋅ 12737067 MLS ⋅ CONTINGENT Status
Rare Opportunity to Acquire Brick 3 Flat on Double Lot in Little Village. Two Simplex Units Contain 2bd/1ba. Both Simplex Units Include Eat-In Kitchen, In Unit Laundry, and SS Appliances. Duplex Up Unit 1 Containing 3bd/2.1ba, Jacuzzi in Full Bathroom, In-Unit Laundry, HW Floors throughout. Property has Attached 1 Car garage. Additionally, a 5 Car Garage in Back of Lot and 4 Parking Space Along Side of the Building. Close Proximity to Douglas Park, Pink Line, and Variety of Amenities in the Area. Come check it out soon. Bring all offers and let's make a deal.

2242 S Saint Louis Avenue, Chicago
$250,000
8 Beds ⋅ 3 Baths ⋅ 12735976 MLS ⋅ ACTIVE Status
**Multiple offers received. H/B due by 4:00PM on 8/20/2026.** Attention developers and investors: SHORT SALE opportunity in North Lawndale. Unlock the potential of this legal 3-flat with tons of upside. Each unit features 3 bedrooms and 1 full bath, 9' ceilings and hardwood floors. A full, unfinished basement offers future expansion potential. This building is situated on an oversized lot, with plenty of space for a garden, a playset a storage shed or just some extra elbow room. With the right vision, an experienced rehabber can create an oasis in the heart of the city. Easy access to public transit at Roosevelt and Pulaski. Close to I-290. Renovated three bedroom apartments are fetching $1800-$2000/month. ARV $515,000 based on recent sales within half a mile of this property. Seize this chance to own an all-brick, legal 3-unit on a huge lot before it's gone!

3943 W 14Th Street, Chicago
$885,000
6 Beds ⋅ 2 Baths ⋅ 12731919 MLS ⋅ CONTINGENT Status
+Best and Highest Tuesday (25th) at 2 pm+ Vintage Ravenswood/Lincoln Square 2-flat overlooking beautiful Winnemac Park. Custom built and generously proportioned, this special property is filled with original architectural character, thoughtful details, and timeless vintage charm. Each spacious unit features a large living room and separate dining room, front and rear sunrooms, three bedrooms, and in-unit laundry. Numerous recent improvements include a newer roof, mechanicals, windows, garage, and more. Set on an oversized lot with RT-4 zoning, the property also offers a tall basement with convenient exterior access, providing wonderful flexibility and future potential. A very special property in an incredible park setting.

5122 N Leavitt Street, Chicago
$774,500
12 Beds ⋅ 5 Baths ⋅ 12735446 MLS ⋅ ACTIVE Status
Location! Location!! Move in Ready, The Perfect Combination Of Comfort, Style, And Convenience. Recently updated rarely available ** Oversize Jumbo Legal 2 Flat building & Finished Garden / In Law unit sits on a larger /wider (33 x 125) Lot on West Ridge Area. Each apt have beautiful, sunny & bright * Larger Living room, * Separate Large Dinning room, * Refinished Hardwood floor & wood floor lamination, updated * Kitchens, * Bathrooms, * Newer Roof, * Tuck pointing, painting, lots of closet & much more. This Jumbo building - * 1st floor features Larger Living room, Formal dinning room , 3 Good size Bedrooms plus DEN Room (Total 4 Bedrooms ) and 1 & half bathrooms and New SS appliances . * 2nd floor unit features also Larger Living room, Formal Dinning room , 4 Good size Bedrooms plus DEN Room (Total 5 Bedrooms) and 2 Full bathrooms. Garden unit features 3 good sized BR & 1 Bathroom. 2.5 car garage & adjacent additional car parking pad. Each unit have separate electrical meters (4) & gas meters (3) . Fenced backyard for summer enjoyment, relax & BBQ. Close to public transportation ( Bus & Metra train station), Warren parks, Devon area shopping, restaurants, beautiful Lake Michigan, Lake shore Drive & highways. Live one unit, rent other units while your tenant paid your mortgage. Bring your best offer today.

6219 N Claremont Avenue, Chicago
$350,000
8 Beds ⋅ 2 Baths ⋅ 12693034 MLS ⋅ ACTIVE Status
Fantastic opportunity to own this spacious brick and vinyl 2-flat featuring two oversized 4-bedroom, 1-bath units in a convenient South Side location. Unit 1 has been thoughtfully updated with a new kitchen, vinyl flooring, fresh paint, ceiling fans, dishwasher, new HVAC and water heater, plus washer and dryer, making it an ideal owner's unit. Both units feature separate utilities, allowing tenants to pay their own gas and electric. The property offers solid rental income with additional upside, an unfinished full basement with storage potential, and low property taxes. Enjoy easy access to I-90/94, CTA, parks, and downtown Chicago, all within minutes. Whether you're looking to house hack or add a strong cash-flowing asset to your portfolio, this well-maintained 2-flat is an excellent opportunity.

4448 S Princeton Avenue, Chicago



The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.