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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

$549,900
8 Beds 3 Baths 12745765 MLS ACTIVE Status
**Solid investment opportunity in West Garfield Park!** This 2-flat with a finished garden-level unit offers three occupied units and strong income potential. The first-floor unit features 3 bedrooms and 1 bath, was renovated in 2024, and currently rents for $1,200/month MTM, due on the 15th. The second-floor 3-bedroom, 1-bath unit rents for $950/month MTM, due on the 1st. The newly renovated 2026 garden-level unit offers 2 bedrooms and 1 bath and rents for $925/month, with the current lease expiring November 2026. Tenants pay all utilities. Each unit has its own furnace and thermostat. The garden unit has its own hot water heater located within the unit, while the hot water heaters serving the first and second floors are located in the common mechanical area on the lower level. Two tenants are long-term. Coin-operated washer and dryer generate approximately $30/month in additional income. Two-car garage included.

4051 W Monroe Street, Chicago

$299,900
5 Beds 2 Baths 12703721 MLS RE-ACTIVATED Status
Solid all-brick 2-flat. The second floor has 3 bedrooms, 1 bathroom, roughly 1,300 sq ft, hardwood floors, a bay-window living room, and a separate dining room. The first floor has 2 bedrooms, 1 bathroom, about 1,200 sq ft, hardwood, a white brick fireplace mantel, and a dining room open to the living room; leased month-to-month. Separate furnaces and separate utilities; tenants pay their own electric, gas, and heat. Big-ticket work is behind you: tuckpointing, windows, electrical, plumbing, and HVAC, including a 2018 second-floor furnace. Full unfinished basement runs the footprint of the building with exterior access, glass block windows, a utility sink, and laundry hookup. Fenced yard with rear porch, parking pad in back but opportunity to add a two car garage in the backyard in addition to the ample street parking. Super close to transportation: I-290 expressway, CTA bus, and Pulaski stop Blue Line!

4017 W Van Buren Street, Chicago

$280,000
6 Beds 2 Baths 12703760 MLS CLOSED Status
Presenting a classic brick two-flat building featuring a total of 6 bedrooms and 2 bathrooms, offering 3,038 sq ft of living space . Each unit comprises 3 bedrooms and 1 bathroom, providing ample space for tenants or owner-occupants. The property includes a full, unfinished basement, offering potential for additional living space or storage. Situated on a 3,125 sq ft lot, this multi-family home is located in the vibrant West Garfield Park neighborhood . The property provides a fantastic opportunity for investors or owner-occupants to renovate and add value. Located in the West Garfield Park neighborhood, residents enjoy easy access to public transportation, including the CTA Blue and Green Lines, facilitating convenient commutes throughout Chicago.

4129 W Jackson Boulevard, Chicago

$300,000
7 Beds 2 Baths 12691613 MLS CONTINGENT Status
Investor Special - Prime West Garfield Park Opportunity! This solid 2-flat in West Garfield Park is full of potential and ready for your vision. Conveniently located just minutes from I-290, this property offers easy access to downtown Chicago, public transportation, shopping, and local amenities. Whether you're looking to renovate and add to your rental portfolio, flip for resale, or create long-term cash flow, this multifamily property presents an excellent opportunity. Sold AS-IS, the home is ideal for buyers looking to build equity through improvements. Don't miss your chance to unlock the value of this income-producing property in a neighborhood experiencing continued investment and redevelopment. Bring your contractor and your ideas-this is the opportunity you've been waiting for!

4202 W Jackson Boulevard, Chicago

$494,900
9 Beds 3 Baths 12689243 MLS CONTINGENT Status
Exceptional investment opportunity in the heart of Garfield Park! This oversized brick two-flat was completely gut renovated with permits in 2022, offering modern finishes, updated systems, and excellent income-producing potential. The property features three separate living spaces, each with its own gas and electric service. The first-floor unit offers 3 spacious bedrooms and 1 full bathroom. The second-floor unit features 4 generously sized bedrooms and 1 full bathroom and is currently tenant-occupied, generating $1,750 per month. The finished garden unit includes 2 bedrooms and 1 full bathroom and is also tenant-occupied, producing $1,300 per month in rental income. This property features a rare original brick rear addition, providing substantially more living space than most comparable buildings. Situated on an impressive nearly 200-foot-deep lot, the expansive backyard offers endless possibilities for entertaining, recreation, or future outdoor enhancements. Ideally located just minutes from the CTA Green Line and Interstate 290, this property provides convenient access to downtown Chicago and surrounding neighborhoods. Whether you're an investor seeking immediate cash flow or an owner-occupant looking for space, this turnkey property is an opportunity you won't want to miss. Schedule your private showing today!

4513 W West End Avenue, Chicago

$325,000
7 Beds 4 Baths 12600951 MLS CONTINGENT Status
Solid brick legal 2-flat property offers three spacious levels of living space. The first-floor unit features 3 bedrooms , living room, formal dining room, kitchen and full bath. The second-floor unit offers a spacious layout with 4 bedrooms, living room, dining room, kitchen, and 1.5 baths . The finished basement provides additional living space with a living area, additional room, kitchen, and full bathroom. Separate utilities and force heat .Recently tuck pointed, new flooring , carpeting and brand new rear porch. Parking spaces for 2 cars . Owner-occupants may also qualify for the City of Chicago grant programs for eligible buyers. A fantastic opportunity to build wealth through owner-occupancy or expand your investment portfolio! Sold as-is.

4445 W Maypole Avenue, Chicago

$515,000
6 Beds 5 Baths 12672263 MLS CONTINGENT Status
Stunning fully renovated brick 2-flat featuring a 3 bed/2 bath second-floor unit and an expansive 3 bed/3 bath duplex-down owner's unit, BOTH with Master Suites. Thoughtfully redesigned with luxury finishes throughout, including hardwood floors, quartz countertops, custom cabinetry, stainless steel appliances, recessed lighting, and beautifully updated bathrooms. Major improvements include electrical, plumbing, HVAC, windows, kitchens, baths, and exterior updates. Spacious rear parking area with newer 2-car garage and new porches. Ideal for owner-occupants or investors seeking a turnkey income-producing property. Conveniently located near I-290, public transportation, parks, schools, and downtown Chicago. A rare opportunity to own a move-in-ready multifamily property in rapidly developing West Garfield Park.

4419 W Gladys Avenue, Chicago

$292,000
7 Beds 2 Baths 12641060 MLS CLOSED Status
Classic Chicago brick two-flat in the desirable South Austin neighborhood - fully rehabbed in 2016 and perfectly suited for investors or owner-occupants alike. This well-maintained property features two spacious units with a total of 7 bedrooms and 2 bathrooms. The first-floor unit offers a formal living room, separate dining room, updated kitchen, full bathroom, and 3 generously sized bedrooms. The second-floor unit mirrors the classic layout with a formal living room, dining room, updated kitchen, full bathroom, and 4 bedrooms. The unfinished basement provides endless potential for additional living space, storage, or your next creative project. Major updates completed in 2016 include the roof, plumbing, electrical, back porch, kitchens, bathrooms, and mechanical systems - offering peace of mind for years to come. Both units are currently rented on a month-to-month basis, creating immediate income potential with flexibility for future plans. Conveniently located near CTA Blue and Green Line trains, CTA bus routes, I-290, parks, and schools. Just 15 minutes from the West Loop and approximately 30 minutes from O'Hare International Airport. A solid investment opportunity with classic Chicago charm and modern updates throughout.

4701 W West End Avenue, Chicago

$430,000
5 Beds 3 Baths 12628482 MLS CLOSED Status
MULTIPLE OFFERS RECEIVED. HIGHEST AND BEST - DUE BY MONDAY AT 7P. Welcome to this versatile two-flat property, perfect for owner-occupants or investors alike. The main floor unit offers 3 spacious bedrooms and 1 full bath, ideal for comfortable living. Upstairs, the completely updated second floor impresses with 2 bedrooms, including a primary suite with a stunning ensuite bath featuring a luxurious steam shower. Thoughtful upgrades include new flooring, fresh paint, modern fixtures, a fully updated kitchen, and stainless steel appliances, creating a bright and contemporary living space. The property also features a full unfinished basement, offering endless potential for storage or future expansion. Outside, you'll find a fenced yard and a 2-car detached garage, providing both privacy and convenience. Front and rear staircases for each unit add functionality and ease of access. Best of all, the location is a commuter's dream - just a short walk to bus and train lines, making city living effortless. Whether you're looking for a smart investment or a multi-generational living opportunity, this property checks all the boxes.

4709 W Washington Boulevard, Chicago

$499,000
7 Beds 3 Baths 12550606 MLS CONTINGENT Status
Iconic Chicago Greystone 2-flat in an exceptional location, fully updated and move-in ready! This stunning building features new electrical, plumbing, furnaces with central A/C, a brand-new rear porch, new windows, and an updated basement with endless possibilities. Beautiful hardwood floors run throughout the main units, highlighting the spacious and bright layouts. The second floor offers a large 4-bedroom unit, the first floor features a 3-bedroom unit, and the finished basement includes a 2-bedroom, 1-bath layout with a generous family room-perfect for an in-law suite or extended family living. With ample space and flexible configurations, the basement provides excellent additional living or rental potential. Whether you are looking for an owner-occupied home with extra income or a solid investment property, this Greystone delivers size, updates, and versatility. Truly a must-see property with too many improvements to list!

4211 W Gladys Avenue, Chicago

$456,900
4 Beds 2 Baths 12528376 MLS CLOSED Status
Welcome to this wonderful 2 flat in the developing neighborhood of Austin. This fenced in property situated on a DOUBLE lot! Live in one unit and rent the other. This property was gut rehabbed to the studs with city permits and is ready for you to enjoy! New electricity, new plumbing, new HVAC and beautiful durable fiber cement siding make this one a winner! The first floor apartment features 2 bedrooms, 1 bath, modern open layout with island, featuring beautiful brand new hardwood floors, white kitchen cabinets with beautiful quartz countertops. The second floor floods with natural lighting and has sliding doors to spacious deck. This floor also features 2 bedrooms, 1 bath, open layout with island perfect for hosting. This unit has a bonus room with laundry hookups or you can adjust to whatever your needs may be. Each unit has has it's own individual furnace and A/C for central heat and air. Basement has 8 ft ceilings, is partially finished and has been foam insulated ready for you to finish and convert into for a perfect bonus room or additional rec room. Basement also has a second set of laundry. Easy parking on this double lot, you can fit up to 6+ cars and huge side yard for hosting your summer barbeques. Property taxes are low and do not include Homeowner's exemption. Don't let this opportunity pass you by!

4702 W Ohio Street, Chicago

$475,000
8 Beds 3 Baths 12454732 MLS CLOSED Status
MOTIVATED SELLER! Investment opportunity in the vibrant Austin Neighborhood, just blocks from Oak Park! This refurbished legal 2-flat features three rental units: two 3-bedroom/1-bath units and a garden unit with 2 bedrooms and 1 bath. Each unit boasts updated bathrooms, gourmet kitchens with stainless steel appliances, and in-unit laundry. The lower-level unit has egress and ample storage, making it ideal for buyers seeking a turnkey investment. With a current garden tenant on a month-to-month lease and no leases in the vacant units 1 and 2, the income potential is substantial-estimated at $7k per month. Healthy rental comps show rents up to $2,375 for 3-bed units without parking. This property is perfect for owner-occupants or investors looking to capitalize on a strong rental market. Each unit has separate heating and in-unit washer/dryer hookups. Please note: the legality of the garden unit is not warranted by the seller.

4704 W Monroe Street, Chicago

$490,000
5 Beds 2 Baths 12386514 MLS CLOSED Status
Stunning Newly Renovated Cook County land bank Multi-unit Welcome to 4515 W. Washington Blvd. You do not want to miss this beautifully rehabbed oversized 2-flat located in the heart of West Garfield Park. This stunning all brick multi family home has curb appeal. Enjoy summer days on the oversized front porch secured by a privacy gate. Each unit offers a spacious and thoughtfully designed floor plan with unique, high-end finishes throughout. Each unit includes an expansive living room with coffered ceilings, recessed lighting, and a custom 60-inch wall-mounted fireplace and custom wood accent walls. The first-floor unit offers two generously sized bedrooms, a luxurious spa-inspired bathroom with upgraded lighting and Bluetooth exhaust fan, stylish hardwood flooring throughout and a beautifully remodeled kitchen with custom European soft-close cabinets, quartz countertops, and a striking waterfall quartz backsplash. Frigidaire Gallery kitchen appliance suite w/ warranties. Unit 2 includes a stunning private entrance complete with chandelier & a custom wood and wrought iron banister adding a touch of elegance. This unit offers 3 bedrooms with refinished hardwood flooring throughout. Continue on to the modern kitchen with the same premium finishes & appliances as the first floor. Each unit is equipped with a brand-new furnace, water heater and Ducane energy efficient central air units. LG Smart appliance Washer & Dryer is also included on both floors. The unfinished basement is a great opportunity for a home business or potential third unit. Decorative lighting and heaters w/ thermostats already installed. Two New Blink Video Doorbell Cameras, NEW Roof, New Front porch, NEW concrete walkway, brand NEW two car garage, brand NEW exterior fence, Newly constructed back porch, Custom built A/C Cage, and fresh sod added to the large backyard is perfect for entertaining. This multi-unit checks all boxes. Rehab completed with architectural plans and permits approved by the City of Chicago. This property offers a $20,000 grant to owner occupant buyers through the Cook County Land Bank. Schedule your showing today!

4515 W Washington Street, Chicago

$436,000
5 Beds 2 Baths 12317622 MLS CLOSED Status
Fantastic investment opportunity in the West Garfield Park area! This solid, well-maintained 2-flat brick building offers incredible potential, whether you're looking for a rental investment or an owner-occupied option. The 1st floor features 2 bedrooms, 1 bath, a spacious kitchen, living room, and dining room. The 2nd floor boasts 3 bedrooms and 1 bath, kitchen, living room, and dining room. The basement is full of possibilities-duplex it with the 1st floor to create extra living space, a family room, office, or even two additional bedrooms! The rear steel porch makes for an amazing deck. Other features include a new roof, new 2-car garage, and a spacious backyard ideal for entertaining or for kids to play. With new appliances, refinished wood floors and stairs, and completely updated bathrooms and kitchens, this property is move-in ready. Conveniently located near the Laramie and Lake L stop, and just 5 minutes from the 290 expressway. Ideal for both investors and those looking to live in one unit while renting the other.

4342 W Maypole Avenue, Chicago

$185,000
7 Beds 3 Baths 12212511 MLS CLOSED Status
Great Investment Opportunity! Get ready to unlock the potential of this hidden gem in need of a Gut Rehab and your personal touches. This property is a brick 2-flat building featuring 2 spacious units with similar layouts; each offering 3 bedrooms, 1 bathroom, an eat-in kitchen, a separate living room and dining room, 9ft tall ceilings, a faux fireplace (in the 1st-unit only), and tall windows offering an abundance of natural lighting. This home also has a partially finished walk-out basement, with 1 below-grade bedroom, 1 additional full bathroom, a living room, and a small kitchen area. Providing room for additional income, the first floor could be duplexed down to the basement, or the possibility of zoning the basement to an official 3rd unit. The backyard offers an opportunity to create a private outdoor oasis and a parking pad that accommodates space for a 2-car garage. This home is also situated in a prime location, close to public transportation, shopping, and dining. With less than a 15-min drive from Downtown Chicago & the Fulton Market District and only a 10-min drive from the United Center and its upcoming billion-dollar expansion, makes this property a very strategic investment in a rapidly developing neighborhood! So whether you're an investor looking to expand your portfolio, or looking for a home to occupy with rental income potential, this property offers endless possibilities! Don't miss out, schedule your showing today.

4123 W Wilcox Street, Chicago

$500,000
5 Beds 2 Baths 12310543 MLS CLOSED Status
Here is a chance to own beautiful 2 flat in Garfield Park. Perfect for investors or somebody to live in one unit and rent other. Everything rehabbed, with City Of Chicago permits and plans. no expenses spared!! 1st floor featuring 2 bedrooms and 1 bath with kitchen, living room and dining room 2nd floor featuring 3 bedroom and 1 bath with kitchen, living room and dining room. New rear porch with plenty of with and generous landing with plenty of space making it an awesome deck for family summer cookouts. Full finished basement with good height featuring front and rear entrance featuring 2 bedroom.!! brand new 2 car garage including new foundation for garage and an extra long yard 25X180 for the kids to play. New appliances,new flooring of also new stairs. Brand new bathrooms and kitchens,New roof,new tuckpointing Close to Laramie and Lake L stop and 5 mnts drive to 290. Show with confidence!!!

4340 W Maypole Avenue, Chicago

$469,900
6 Beds 3 Baths 12293553 MLS CLOSED Status
This beautifully renovated 2-flat in the thriving Austin neighborhood is the perfect blend of classic charm and modern luxury. Recently completed in 2025, this classic brownstone has been meticulously restored and upgraded, making it the perfect opportunity for both savvy investors and owner-occupants looking to generate rental income. The first-floor unit is a spacious duplex with a cozy family room, offering extra living space for relaxation or entertaining. Throughout both units, you'll find gleaming hardwood floors and original woodwork and molding that have been lovingly restored, preserving the home's timeless character. Quaint and cozy kitchens with additional pantry for more kitchen space, featuring sleek quartz countertops, and brand-new stainless steel appliances. Each unit boasts a separate living and dining room, providing a comfortable and spacious layout, along with enclosed rear sunrooms for additional year-round enjoyment. All major systems have been replaced, including new plumbing, electrical, and HVAC, ensuring a worry-free living experience. Other recent upgrades include a new roof, new energy-efficient windows, new interior doors, and fresh tuckpointing, enhancing both durability and curb appeal on the historic Jackson Boulevard.

4711 W Jackson Boulevard, Chicago



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