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$350,000
5 Beds 2 Baths 12749441 MLS ACTIVE Status
Greystone architecture and original details give this early 1900s two-flat a character that's distinctly Chicago. Projecting bays, tall windows, hardwood floors and original millwork bring warmth and architectural interest throughout two well laid out residences. The first-floor unit offers 2 bedrooms and 1 bath with separate living and dining rooms, an updated kitchen with granite countertops and stainless steel appliances, in-unit laundry hookup, and a primary bedroom with walk-in closet. Upstairs, the 3-bedroom, 1-bath residence features an expansive living and dining space, updated kitchen and bath, hardwood floors, and in-unit laundry hookup. A full unfinished basement offers additional storage and utility, while generous outdoor space and parking for up to four vehicles are valuable additions. With two distinct residences, the property lends itself equally well to owner-occupancy or a fully income-producing investment. Located near Garfield Park, just east of the Conservatory, with convenient access to public transportation and downtown, this is an opportunity to own an architecturally rich piece of Chicago in a prime location. This property can be purchased as a package with nearby buildings 5315 W Monroe (MLS#12748904); 3344 W Fulton (MLS#12748759) or purchased separately. MULTIPLE OFFERS RECEIVED - Highest & best Due by Tuesday 9/8 at 2PM

4319 W Jackson Boulevard, Chicago

$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

$469,000
4 Beds 3 Baths 12748707 MLS ACTIVE Status
Great opportunity in an ideal location for an investor or multi-generational living! This side-by-side ranch duplex offers two 2-bedroom units, each with a private entrance, full basement, fenced yard, patio, and its own attached 1-car garage space. With approximately 975 square feet on the main level of each unit, the property offers nearly identical footprints with additional basement space that gives each side even more flexibility. Unit 178 takes it a step further with a finished basement featuring a spacious recreation area, bar, second full bathroom, and washer and dryer, creating great additional living and entertaining space. A storage shed provides even more functionality. Unit 176 offers a full unfinished basement with plenty of room for storage and future possibilities. Both units include a stove, refrigerator, dishwasher, microwave, disposal, washer and dryer. Whether you're looking to add a duplex to your investment portfolio, live in one side while generating income from the other, or create a setup that keeps family close while everyone maintains their own space, this property offers options that are hard to find. Both units are currently tenant occupied, with Unit 176 leased through November 30, 2026 and Unit 178 on a month-to-month lease, giving the next owner built-in rental income with future flexibility. Ideally located near Downtown Elgin, the Fox River, Metra, Gail Borden Public Library, The Centre of Elgin, parks, trails, shopping, dining and more! With easy access to Route 20, Route 31 and I-90, this is a location that adds even more appeal for tenants, owner occupants and investors alike.

176-178 N Dubois Avenue, Elgin

$450,000
4 Beds 2 Baths 12751078 MLS ACTIVE Status
SUPER NICE AND CLEAN 2 UNIT IN LOCKPORT. BUILDING HAD A FIRE IN 2012 AND WAS TOTALLY REBUILT FROM THE STUDS OUT IN 2014. ALL WALLS, FLOORS, DOORS, CEILINGS, STUDS, JOISTS AND RAFTERS WERE REPLACED. ALL NEW DRYWALL, ELECTRIC, PLUMBING, ROOF, WINDOWS, DOORS, BATHROOMS AND KITCHENS. EXTERIOR HAD NEW INSULATION INSIDE AND OUT AS WELL AS NEW SIDING, DOORS, WINDOWS, STAIRS AND ROOF. BOTH POWER VENT WATER HEATERS WERE REPLACED 2 YEARS AGO. UTILITIES ARE ALL SEPARATE SO OWNER ONLY PAYS TAXES AND INSURANCE. BOTH UNITS HAVE 2 BEDROOMS AND 1 BATH. UNIT 2 UPSTAIRS IS APPROXIMATELY 1232 SQ FT AND HAS ALL TALL AND SOME VAULTED CEILINGS AND ALSO HAS USE OF THE GARAGE. THE DOWNSTAIRS UNIT IS LARGER WITH APPROXIMATELY 1540 SQ FT AND HAS AN EXTRA ROOM THAT COULD BE USED FOR 3RD BEDROOM OR DEN OR OFFICE OR JUST FOR EXTRA STORAGE. DOWNSTAIRS TENANT HAS USE OF THE BASEMENT. BOTH UNITS HAVE LAUNDRY ROOMS EACH WITH A SINK BUT THE WASHERS AND DRYERS BELONG TO THE TENANTS. BOTH UNITS HAVE CEILING FANS AND FULLY FURNISHED KITCHENS WITH STOVE, REFRIGERATOR, DISHWASHER AND MICROWAVE. CLOSE TO EVERYTHING DOWNTOWN LOCKPORT!! RENTS ARE LOW DUE TO LENGTHY TENANTS AND HAVE PLENTY OF ROOM FOR INCREASE.

1236 S Washington Street, Lockport

$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

$674,900
6 Beds 2 Baths 12744108 MLS CONTINGENT Status
MULTIPLE OFFERS HAVE BEEN RECEIVED. HIGHEST & BEST OFFERS ARE DUE BY NOON ON SUNDAY, 9/8. This rarely available La Grange Duplex at 1009 & 1011 Hillgrove is fully rented, provides $4,800 in monthly income, and is in excellent condition. Each unit is the mirror image of the other and has an updated Kitchen, Dining Room and Living Room on the main level; 3 Bedrooms and a Bathroom on the upper level and an unfinished basement with newer washers & dryers. Hardwood floors throughout. There's a 3-car divided garage (built in 2004) and each unit has its own private deck and yard space. The building has been wonderfully maintained and updated with copper plumbing, Pella windows, newer roof, newer concrete porches, and newer furnace, central A/C & hot water heater. It's about 2 blocks to the Stone Avenue Metra Station, restaurants, shopping, and highly-rated Lyons Township High School.

1011 W Hillgrove Avenue, La Grange

$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

$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

$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

$449,900
5 Beds 2 Baths 12749978 MLS ACTIVE Status
Welcome to this entirely renovated two-unit home, offering modern updates, quality improvements, and a convenient location near downtown Melrose Park. This property has been thoughtfully updated from top to bottom, making it an excellent opportunity for an owner-occupant, extended family, or investor looking for a turnkey property. The extensive renovations include a brand-new HVAC system, new plumbing, updated electrical system, and a new water service line from the street, along with important sewer improvements. The home also features beautifully updated floors and walls, a new roof and siding, and updated kitchens equipped with modern appliances, including refrigerators. Nearly every major component of the property has been addressed, providing peace of mind and a truly move-in-ready experience. The location is just as impressive. Enjoy being within walking distance of downtown Melrose Park, where you'll find a variety of restaurants, stores, services, and other everyday conveniences. The property is also walking distance to the Metra station, making commuting into Chicago and surrounding areas convenient. With bus stops just steps away, transportation options are readily available. Whether you're looking for a home with additional living space, a multi-generational setup, or an investment property with strong potential, this beautifully renovated two-unit home is ready for its next owner. Extensively renovated. Conveniently located. Truly move-in ready. Don't miss the opportunity to make this exceptional property yours!

206 S 19Th Avenue, Maywood

$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

$280,000
4 Beds 2 Baths 12749301 MLS ACTIVE Status
Welcome to 2228-2230 10th Street, a beautifully renovated 2-unit property offering the perfect opportunity for an owner-occupant or investor! Each unit features 2 bedrooms, 2 full bathrooms, plus a separate office/den, providing flexible additional space for working from home, a playroom, or bonus room. This property has undergone an extensive renovation with all-new electrical, furnace, plumbing, windows, flooring, kitchens, bathrooms, fixtures, and finishes throughout. Bright, open living spaces are filled with natural light, while the original brick fireplaces add warmth and character to the modern interiors. Updated kitchens feature white cabinetry, generous counter space, modern lighting, and breakfast-bar seating. With two completely updated units, this property offers an excellent opportunity to live in one unit while generating rental income from the other, accommodate extended family, or add a turnkey multi-family property to your investment portfolio. separate utilities for each unit. conveniently located near downtown rockford, midtown/ east state street corridor, shopping, dining, schools, UW hospital.

2230 10Th Street, Rockford

$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



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