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$1,200,000
5 Beds 5 Baths 12644332 MLS ACTIVE Status
HOT WEST TOWN Multi-Family 4 Unit Property- separate front brick facade building featuring 2 units plus a garden unit (Non-conforming garden unit-with no representation of legality of garden unit) and a separate rear building offering an additional 2 one bedroom, one bath units with hardwood floors, all units have Individual Space Heat. Coin-Operated Common Area Laundry Facility. Additional room, and water closet in the lower level for the owner's personal use only. Nice deck in yard, 2 rear parking spaces with privacy gate. Immediate income increase by renting the 2 parking spaces. Easy access to public transportation, just steps to the blue line, grocery stores, convenient highway access, popular restaurants, entertainment, and minutes to River West, Fulton Market and downtown. Build your dream home, hold for long term investment, 1031x, offers R3 zoning. Many possibilities.

1542 W Thomas Street, Chicago

$389,000
6 Beds 3 Baths 12751376 MLS ACTIVE Status
Rarely Available and Truly Exceptional two -unit Property! Step into a beautifully maintained and thoughtfully updated residence offering an impressive combination of space, comfort and versatility, Each spacious unit features three bedrooms, one full bathroom, a welcoming living room,and its own dedicated heating and air-conditioning system, creating a comfortable and private living experience for each household.The expansive full basement adds even more versatility featuring a kitchen, bedroom,bathroom,and laundry room, offering abundant space for recreation, storage, hobbies, or additional living needs. Outside , the property continues to impress with generous oversized yard, convenient side driveway and detached two - car garage. providing ample parking, storage, and outdoor space for entertaining. With its exceptional size, flexible layout, separate mechanical systems and desirable outdoor amenities, this property presents a remarkable opportunity for an investor, owner-occupant, or multigenerational household.A distinctive property offering space, functionality and long term potential- THIS ONE TRULY DESERVES TO BE SEEN !

13148 S Escanaba Avenue, Chicago

$599,000
5 Beds 3 Baths 12751156 MLS CONTINGENT Status
Classic yellow-brick, legal three-flat in Portage Park, situated on an oversized 31' x 125' lot. All three units are currently rented and occupied. The first- and second-floor units feature gorgeous original woodwork and detailing, along with two-bedroom, one-bath layouts, large dining rooms, hardwood floors, spacious kitchens, and generously sized rooms. The garden unit offers one bedroom and one bath. Recent building improvements include new windows, newer roofs on both the building and garage, lintel and masonry work, and updated landscaping. Each unit has its own boiler, and tenants pay their own utilities. The basement offers common-area coin-operated laundry and a bonus room ideal for storage, an art studio, crafts, or other uses. A large, landscaped backyard and detached two-car garage complete the property. Please refer to the showing schedule for prearranged showing times.

5057 W Newport Avenue, Chicago

$375,000
6 Beds 5 Baths 12751279 MLS ACTIVE Status
INVESTOR OPPORTUNITY! Bring your vision to this 4-unit property offering tremendous value-add potential in a highly desirable and convenient location. Ideally situated near major transportation routes, public transit, shopping, dining, schools, and everyday amenities, the property offers residents convenient access to everything they need while providing investors with the benefits of a well-connected rental location. The property is in need of renovation, making it an excellent opportunity for an investor or rehabber looking to improve the units, increase rental potential, and build long-term equity. With four units under one roof, this property offers multiple income streams and significant upside for the right buyer. Bring your ideas and transform this property into a strong addition to your investment portfolio. Property is being sold AS-IS. Buyer to perform all due diligence.

6043 S Kenneth 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

$350,000
5 Beds 2 Baths 12749441 MLS CONTINGENT 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

$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

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

4418 N Albany Avenue, Chicago

$335,500
6 Beds 3 Baths 12750081 MLS ACTIVE Status
Rare income-producing opportunity featuring 2 PINs and 3 addresses on a corner lot. Property includes a fully occupied all-brick 2-unit building (tenants month-to-month), a separate coach house, and an additional lot included under a separate PIN with an EXTRA LARGE 2-car garage at the rear. Main building offers 3 bedrooms in each unit. Coach house at 1044 W. 70th St features 2 bedrooms, 2 bathrooms, full basement, new furnace, new water heater, new vinyl flooring in kitchen, new windows, and updated electrical with circuit breakers. Recent improvements include all new tuckpointing and roof repairs completed in 2024 with 10-year warranty. Ideal for owner-occupants or investors seeking multiple income streams and value-add opportunity.

6956 S Carpenter Street, Chicago



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