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$375,000
5 Beds 2 Baths 12748904 MLS ACTIVE Status
With an inviting stucco facade, wide windows and sun-filled interiors, this two-flat feels bright and spacious from the moment you step inside. Hardwood floors run throughout generous living and dining spaces, with flexible layouts across both residences. The vacant first-floor unit offers 2 bedrooms and 1 bath, creating an easy opportunity for an owner-occupant or a new tenant. Upstairs, the 3-bedroom, 1-bath residence is currently rented month-to-month, providing immediate rental income. A full unfinished basement adds valuable additional space to expand, while rear decks, a yard and detached 2-car garage bring even more function to the property. Conveniently located near the Oak Park border with easy access to I-290, public transportation and nearby shopping, this two-flat offers a perfect balance of space, income and flexibility for its next owner. This property can be purchased as a package with nearby buildings 3344 W Fulton (MLS#12748759); 4319 W Jackson (MLS#12749441) or purchased separately.

5315 W Monroe 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

$519,000
4 Beds 3 Baths 12750822 MLS ACTIVE Status
Welcome to this classic 2-flat brick home in the desirable Belmont Cragin area! This solid multi-unit property offers a great opportunity for an owner-occupant, extended family, or investor looking to add value in a well-established Chicago neighborhood. Each unit offers a functional layout with comfortable living spaces, bedrooms, and kitchens, providing flexibility for rental income or multi-generational living. The full brick exterior offers classic Chicago character and durability, while the property's generous layout provides plenty of potential to make it your own. Conveniently located near neighborhood shopping, restaurants, schools, parks, public transportation, and major roadways, this property offers easy access to everything Belmont Cragin and surrounding neighborhoods have to offer. Whether you're looking to live in one unit and rent the other or add a solid property to your investment portfolio, this 2-flat is an opportunity worth exploring.

5036 W Wrightwood Avenue, Chicago

$549,900
5 Beds 3 Baths 12748829 MLS CONTINGENT Status
** Multiple Offers ** Highest & Best due Tuesday @ 8pm *** Your Portage Park investment is ready for you to call home sweet home as you collect the rents or keep as the perfect arm chair investment! Don't miss your opportunity to invest in this well maintained legal 2 unit plus in-law near 6 corners! 1-2 blocks away! Nice size units with tall ceilings. 1st floor unit is spacious and bright with 2 bedrooms + Den ( was used as a 3rd bedroom), hardwood floors, eat in kitchen with an amazing living/dining space with fireplace. Spacious garden unit with hardwood flooring, large living space and recently upgraded bathroom with bathfitter surround. Many updates...HVAC is less than 6 years old, water heaters, windows, siding, roof, leafguard gutters and more. Deck off the main floor unit offers a great place to relax and entertain with view of the fenced in yard. 2.5 car garage with alley access. Laundry room and ample storage space. Current owner was doing some DIY projects inside the building but did not get a chance to finish. Needs some cosmetic work but the bones and exterior is in GREAT shape! Not many in the area I am sure you have looked. See you soon. Being Sold AS-IS

4823 W Grace 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

$455,000
4 Beds 2 Baths 12744945 MLS CONTINGENT Status
Welcome to 1620 N Merrimac Ave, a well-maintained two-flat in Chicago's Galewood neighborhood. Each unit features two bedrooms, a bonus room with flexible-use potential, wood floors, and approximately 1200 sq ft with total estimated amount of finished living space over 2400 sq. ft. The property sits on a large lot with a detached 2.5-car garage. The home does have an unfinished basement providing an abundance of storage. Recent improvements include a roof (approx. 6 years old), new water pipes, boilers (10 years old), over 15 of the windows have been replaced within the past 6 years, and new drywall added. Additional features include ceiling fans on the second floor, new shower tile, a cast-iron soaking tub, and wood floors. The two flat layout provides flexibility for owner occupancy, rental use, or both! Call today to see.

1620 N Merrimac Avenue, 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

$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

$325,000
5 Beds 2 Baths 12748855 MLS ACTIVE Status
Positioned in the heart of Chicago's historic Woodlawn neighborhood, this classic two flat presents an attractive opportunity for investors, owner occupants, and buyers seeking long-term value in an evolving South Side market. The property combines the enduring appeal of a traditional Chicago multifamily with multiple avenues to enhance income, improve value, and build equity. The building features two residential units: a 2 bed /1 bath first floor unit and a 3 bed /1 bath second floor unit. Both apartments offer generous living areas, abundant natural light, high ceilings, and the architectural character associated with Chicago's classic two flats. A full basement provides valuable storage and potential for future expansion or additional usable space, while on site parking adds convenience and enhances tenant appeal. From an investment perspective, the property offers several compelling strategies, including buy and hold, value add renovation, rental income optimization, and owner occupant house hacking. Investors have the opportunity to capitalize on the property's existing two units while exploring improvements that could increase rents, strengthen tenant demand, and enhance long term asset value. The property is situated near the University of Chicago, Jackson Park, and the Obama Presidential Center, as well as the ongoing redevelopment and investment throughout the Woodlawn corridor. Continued neighborhood revitalization, proximity to major institutions, transportation, parks, and cultural amenities provide a strong foundation for future demand and potential appreciation. For investors looking to acquire a multifamily asset in a neighborhood undergoing significant transformation, this Woodlawn two flat offers a compelling combination of income potential, value add upside, and long term appreciation prospects. Tenant on 1st floor pays $1650/month for rent plus utilities.

6602 S Marquette Road, 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

$575,000
6 Beds 4 Baths 12750002 MLS PRICE CHANGE 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

$825,000
8 Beds 5 Baths 12750088 MLS ACTIVE Status
Family owned 30+ years, Legal 3-Unit Opportunity in Albany Park offering 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 3 bath 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. May be an excellent condo conversion project. 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 upside 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 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

$750,000
2 Beds 3 Baths 12749994 MLS ACTIVE Status
Fantastic investment opportunity in the highly desirable Bridgeport neighborhood, this meticulously maintained all-brick two-flat has been lovingly cared for by the same family for more than 30 years. Each spacious unit features 2 bedrooms and 1 full bath, with separate utilities and updated HVAC systems, while the first-floor unit offers the added convenience of in-unit laundry. The second-floor unit opens to a large private deck showcasing a spectacular Chicago skyline view, creating an exceptional space for entertaining or unwinding. A fully finished basement with an in-law kitchen and full bath adds valuable flexibility for extended family, guests, additional living space, or potential rental income. Outside, enjoy a full backyard and a two-car garage with a brand-new roof, along with new windows throughout the property. Above it all, the full unfinished attic offers exciting potential for future expansion. Located in the heart of Bridgeport, this property is just minutes from Chinatown, IIT, UIC, downtown Chicago, and major expressways. Enjoy convenient access to acclaimed restaurants, shopping, parks, public transportation, and the many new residential and mixed-use developments transforming the surrounding area. With its solid brick construction, prime location, skyline views, versatile finished basement, and substantial expansion potential, this property offers the perfect combination of income opportunity, long-term value, and Chicago lifestyle. A truly exceptional investment.

3039 S Lowe Avenue, Chicago

$409,000
4 Beds 2 Baths 12749967 MLS ACTIVE Status
Welcome to 4833 W Gladys Ave, a stunning brick two unit property full of incredible potential and classic Chicago charm! Featuring generous multilevel layouts, rich architectural character and abundant natural light throughout each unit, this building offers solid fundamentals ready for personal design updates or steady rental income. Live comfortably in one unit while renting the other! Situated on a quiet residential block just steps from Columbus Park, local schools and neighborhood retail. The home also boasts excellent transit connectivity with quick access to the CTA Blue Line, multiple bus routes, and interstate 290 just minutes from downtown. Seller will provide a 2% credit to buyer's closing costs!

4833 W Gladys 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

$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



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