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$645,000
5 Beds 4 Baths 12472744 MLS CLOSED Status
Prime Logan Square/Palmer Square versatile 2-flat perfect for long term investment or live-in landlord. With hardwood floors throughout, updated electric, gas forced heat and central air, this property offers space, flexibility, and strong income potential. Unit 1 features 2 bedrooms, 1 bath, a spacious eat-in kitchen, and plenty of natural light. Unit 2 is a bright, airy duplex-up with 3 bedrooms, 2 baths, a large eat-in kitchen, two front decks, and abundant storage. The clean, well-maintained basement includes a large laundry area, a common bathroom and tons of extra storage. A detached two-car garage adds convenience and additional rental value. While tucked on a quiet residential street, the location is unbeatable. You're just steps from public transit, two blocks to the Blue Line for quick access to downtown or O'Hare and minutes from major streets and freeways. Enjoy a wealth of local amenities right outside your door: a roastery across the street, the 606 Trail, Aldi, multiple parks, and many of Logan Square's best destination restaurants and bars, including Parson's, Gretel, Lonesome Rose, OffsetBBQ, Small Cheval, and The StopAlong. Whether you're looking to invest or make one unit your home, this property delivers value today and untapped potential for the future. Don't miss this chance to claim your piece of Logan Square living.

2009 N Bingham Street, Chicago

$625,000
6 Beds 3 Baths 12465612 MLS CLOSED Status
Prime investment & development opportunity in hot Avondale! Fantastic opportunity for investors and developers in the rapidly appreciating Avondale neighborhood! This offering includes two full-size lots with separate PIN numbers, featuring a brick 2-flat on one lot that's ready for renovation or redevelopment. A large garage/storage structure extends the full length of the yard, adding even more potential. The property is zoned RS-3 and sits in a highly desirable area surrounded by new construction and redevelopment projects. The location is exceptionally convenient, close to transportation, shopping, and dining. This is an estate sale-a rare chance to capitalize on one of Chicago's hottest neighborhoods.

2848-50 N Ridgeway Avenue, Chicago

$664,000
6 Beds 5 Baths 12472507 MLS CLOSED Status
Charming full brick 2-Unit Building in West Ridge prime location within walking distance to the world's district of Devon Ave. Well-maintained, family-oriented 2-flat nestled in the heart of the vibrant West Ridge neighborhood just steps from the cultural and culinary hub of Devon Ave./Western and California Avenues. Each spacious unit offers 3-bedrooms and 2-full bathrooms, along with separate living and formal dining rooms, gleaming hardwood floors, and individual furnaces, water heaters, and central A/C. 2025 new Roof. Perfect for owner-occupants and investors alike. The unfinished basement presents excellent potential to add a 1-bedroom, 1-bath garden unit (rough plumbing). Washer and dryer in the basement. First floor unit interiors in immaculate condition. Excellent walkability to public transportation, including the Rockwell St. and Western Ave. bus stops. Owner is an Illinois REL. Owner is not the listing broker.

2535 W Glenlake Avenue, Chicago

$180,000
7 Beds 4 Baths 12473879 MLS CLOSED Status
PRICE IMPROVEMENT - A SECOND CHANCE WITH OVER 3,000 SF TO WORK WITH! If you believe in second chances, now's the time to take another look! This spacious brick 2-flat just received a price reduction-and with over 3,000 square feet of living space, the possibilities are as big as your imagination. Each unit features 3 generously sized bedrooms, 1 full bath, a bright living room, a formal dining room, and an enclosed porch-perfect for morning coffee, bonus storage, or your "I'll get to it later" projects. The full basement adds even more versatility, offering additional finished living space, 1.5 baths, and potential for a family room, home office, or guest quarters. A detached brick 2-car garage and fenced yard complete this opportunity-filled package. Neighborhood Perks: Located in the Auburn Gresham community, you'll enjoy access to Danforth Park, Foster Park, and Hamilton Park for outdoor recreation. Nearby schools, restaurants, grocery stores, and shopping provide everyday convenience. Commuters will appreciate easy access to CTA bus routes, Metra stations, and I-94-ideal for residents and future tenants. Whether you're an owner-occupant, house hacker, or investor expanding your portfolio, this property is ready for its comeback story. Second chances don't always come with this much square footage-schedule your showing today before someone else writes Chapter Two!

8153 S Sangamon Street, Chicago

$999,000
6 Beds 3 Baths 12473578 MLS CLOSED Status
Bell School District Alert! Hot new listing of a double brick, Chicago-style, two-flat, with a finished basement, front entry side driveway, and extra wide (35' RS-3) lot with beautiful yard and garden. Lovingly maintained and owned by the same family for over 50 years. Improvements in 2025 include: New roof on garage and reflective-coat on main building, new boiler, cedar outdoor decks, tuckpointing and chimney rebuilt. Newer windows and central water heater. Quartz kitchen countertops, porcelain tile bathrooms. Beautifully refinished original raw oak floors. Flood control system, storage, studio and laundry in the dry basement. This could be a great opportunity to create a high-end single-family home conversion, or to build a custom new spec home on a great block. Or maybe duplex to a massive owner's unit and hold the top floor for supplemental rental income, family, or airBNB income. Love Northcenter's restaurants, parks, schools, shops, festivals, river walk, brown line train, and easy expressway access. Live in the area ranked tops of desirable neighborhoods in Chicago. Limited inventory and high demand this one should sell quickly. Check Broker remarks for available showing times.

2433 W Dakin Street, Chicago

$260,000
6 Beds 2 Baths 12472762 MLS CLOSED Status
We are excited to offer you this well-maintained 2-flat building, perfect for homeowners or investors alike. Each spacious unit features 3 bedrooms and 1 bathroom, offering a thoughtful layout with separate living and dining rooms, ideal for entertaining. The eat-in kitchens provide ample space for family meals, while hardwood flooring throughout adds a touch of timeless elegance. The property boasts a newly built back porch and a fenced backyard, allowing space for gardening, gatherings, or play. The unfinished crawl space basement provides additional storage and potential for future upgrades. In a convenient location, this property is an excellent opportunity to own a versatile building with plenty of appeal. Don't miss out-schedule your showing today!

5920 S Princeton Avenue, Chicago

$379,000
6 Beds 5 Baths 12470974 MLS CLOSED Status
Brick Two Flat with full finished Basement...great location just short walk to Archer Avenue near expressway access and public transportation! The first floor offers 5 Rooms with 3 Bedrooms plus an enclosed Porch. This floor has GFA central heat an updated bathroom and a walk in Pantry. The second floor has a total of 7 Rooms with 3 Bedrooms and 2 full baths! Second floor has hot water baseboard heat. Full basement that walks out the front and rear with additional Living space including a full bathroom! Wrought Iron Fence with Gate for additional Security. Completely private yard with privacy fencing on each side offers a very nice outside space. 2 1/2 Car Detached Garage with walk up storage Attic!

3150 W 42Nd Place, Chicago

$765,000
6 Beds 6 Baths 12467353 MLS CLOSED Status
Newer construction-Move in Ready! Bronzeville 3 flat building with gated parking. Each apartment is updated with open floor plans and offer hardwood floors, granite countertops, new kitchen appliances, front balcony, spacious back porch, in unit laundry and a/c! All of the livings rooms are spacious with separate area for dining. Generous sized primary bedrooms with ensuite bathrooms and a large walk in closet. The top floor apartment is flooded with natural light. Vaulted ceilings and great views from the balcony create a very special living space. Each apartment is appointed with its individual furnace and water heater. Location is ideal with close proximity to access Lake Shore Drive, expressway, public transportation, shopping, dining and the nearby neighborhood of Hyde Park. The property offers a great opportunity to be a part of a vibrant and desirable neighborhood for an owner occupant or investor.

4244 S Langley Avenue, Chicago

$635,000
8 Beds 3 Baths 12444623 MLS CLOSED Status
Massive. Versatile. Rare. This extra-wide 37-foot lot holds an expanded two-flat with an oversized three-car garage and endless possibilities. The owner's duplex-down boasts 5 bedrooms, two full kitchens, hardwood floors, and a sprawling living/dining room perfect for big gatherings. Upstairs, the bright 3 bed unit + den/office/nursery) features huge living and dining rooms, a dishwasher-equipped kitchen, and an updated bath. Both units have central air & gas heat. First-floor gas fireplace. Concrete patio for easy outdoor living. Recent updates include roof maintenance, fresh basement paint, and a newer tankless water heater serving unit one. Live large, rent out, or reimagine-this is a prime Albany Park opportunity just blocks from transit, parks, and neighborhood favorites. Property in solid great condition and being sold as-is.

3734 W Sunnyside Avenue, Chicago

$1,250,000
8 Beds 4 Baths 12460750 MLS CLOSED Status
Stunning Greystone 3-Flat with spacious units, a 2-car garage, and strong in-place rental income. Fully updated with new mechanicals, plumbing, and electrical, this turnkey property ensures low maintenance for years ahead. Unit 1 (3BD/2BA Duplex-Down, $3,200/mo) features hardwood floors, a granite/stainless kitchen, private deck, spa-like marble baths, radiant heated concrete floors on the lower level, laundry, and storage. Unit 2 (3BD/1BA, $2,100/mo) offers a sun-filled layout with hardwood floors, a kitchen with breakfast island, formal dining with built-in hutch, updated marble bath, and private deck. Unit 3 (2BD/1BA, $3,200/mo) is bright and modern with granite/stainless kitchen, subway tile backsplash, hardwood floors, built-in hutch, marble bath, and private deck. With $102K annual income, $85K+ NOI, and a six cap rate, this is a rare high-performing addition to any portfolio in one of Chicago's most vibrant neighborhoods. Adjacent 25x125 lot also available for $375K. Sold As-Is.

1431 N Maplewood Avenue, Chicago

$805,000
9 Beds 3 Baths 12466551 MLS CLOSED Status
Solidly built and thoughtfully updated, this classic brick two-flat with in-law unit offers a rare opportunity in the heart of Irving Park. Perfect as a high-performing investment property or a comfortable live-in option with additional income potential. Property Features * All the 3 units with 3 bedrooms, 1 bath, large kitchen, formal dining room, and living room * Each unit equipped with in-unit laundry and central air * 2nd floor unit renovated in 2025; lower-level unit renovated in 2023, 1st floor unit renovated in 2020 * Upgrades including new floor, kitchens, bathrooms, appliances, and even rebuilt sewer pipes connected to the city main Income & Investment Potential This property is top-of-market rental quality, perfectly suited to attract high-quality tenants. With major capital improvements already completed, it's truly a turnkey opportunity for both seasoned investors and owner-occupants alike. Location Located in desirable Irving Park, enjoy easy access to public transportation, parks, shopping, and dining-all while benefiting from the charm and stability of a classic Chicago neighborhood.

3817 N Sawyer Avenue, Chicago

$380,000
7 Beds 3 Baths 12465530 MLS CLOSED Status
Step into this timeless Chicago 3-flat, where stunning original woodwork meets thoughtful modern upgrades. Perfect for both investors and owner-occupants, the property features two tenant-occupied units and one owner-occupied unit. Garden & 1st Floor Units: Each with 2 bedrooms and 1 full bath 2nd Floor Unit: 3 spacious bedrooms and 1 full bath The building offers plenty of charm with large storage space in the basement and convenient mud rooms off the back staircases for the above-ground units. Each apartment includes a unique built-in wooden shelf that opens into a generous kitchen pantry, while the 1st and 2nd floors also boast beautiful built-in dining room hutches with glass cabinetry. Throughout the building, you'll find original wood doorways, doors, and windows that showcase the craftsmanship of a true Chicago classic. Recent updates bring peace of mind, including a new roof (2021), updated plumbing (2020), and new flooring. Situated just steps from the Pink Line and the bustling intersection of Pulaski & Cermak, this property offers unmatched convenience to transit, shopping, dining, and more. With strong rental income potential and undeniable historic charm, this 3-flat is a rare opportunity to grow your portfolio or enjoy the benefits of multi-unit living in the heart of Chicago. Tenants would like to stay leases expire Nov 1, 2025. Perfect for a fresh start with a lease set by new owner(s) and to collect new security deposit(s). Owner pays Water/sewer/garbage for building and owners unit every OTHER month estimated $140-$160. Electric for common, owners unit, and garage is estimated at $160/monthly and Insurance for building and owners unit is estimated $307/monthly. Tenants pay electric/gas. ** Please reach out to listing agent for Rental information.

4122 W Cermak Road, Chicago

$769,000
6 Beds 4 Baths 12466236 MLS CLOSED Status
Sunny 3-flat in a prime Logan Square location near the Bucktown/Avondale border. Beautifully maintained and updated throughout the years by the same family. First-floor unit has been updated and features soaring 9-foot ceilings, coffered ceilings in the dining room, gorgeous hard wood floors, open concept living & dining room, kitchen has beautiful cabinets & backsplash, French doors open to the back deck/back yard. Primary bedroom has an ensuite & in unit washer/dryer hook up; second bedroom is perfect for a guest suite or office. Second floor unit includes two bedrooms, one full bathroom, open concept kitchen living room plus loft space perfect for an office. Full size in unit washer/dryer. Garden unit offers open concept living room and kitchen with 2 bedrooms, full bathroom & laundry room. Outside you'll find a beautifully landscaped, fully fenced yard with a patio area ideal for relaxing and entertaining family and friends. Property has a gorgeous maintenance free garden with wrought iron fence. Home offers a two-car garage with easy access from the alley. Each unit is equipped with gas forced air and central air system is offered on the first and second floor only. Whether you're looking for a smart investment or a home with income potential 2727 N Artesian is a great option in one of the most desirable neighborhoods in Chicago. New Roof installed on the building and garage August of 2025, new furnace & ac installed for 1st floor unit & water heater for the 2nd floor unit. Great location for commuters ~ getting in and out of the city is a breeze! Close to the El (Western stop on blue line ~ 1.1 mile, Metra ~ 1.6 mile), expressway, restaurants, shops and more. Property is being SOLD AS IS

2727 N Artesian Avenue, Chicago

$220,000
8 Beds 6 Baths 12465536 MLS CLOSED Status
Endless Potential in Historic Austin - All-Brick 3-Unit with 4-Car Garage This solid, all-brick 3-unit property has been in the family for years and is now ready for its next chapter. Fully gutted and primed for renovation, it offers an incredible opportunity for investors or owner-occupants alike. Highlights include: Brand new roof and recent tuckpointing Each main floor offers ~1,500 sq ft-ideal for 3 bed / 2 bath layouts Garden level perfectly suited for a 2 bed / 2 bath unit Rare 4-car garage for tenant or owner use Directly across from Oak Park, IL, boosting long-term value This historic Austin 3-flat carries no city violations, giving you flexibility and peace of mind to keep as a rental or flip for a profitable investment. With a thoughtful renovation, the property could command top dollar rents or serve as a beautiful multi-generational home. Zoning certification can be retrieved by your broker. Needs cash or renovation loan. Don't miss this gem-its potential is as solid as its brick construction.

17 N Austin Boulevard, Chicago

$310,000
6 Beds 3 Baths 12456523 MLS CLOSED Status
Great Opportunity To Build New or Own 2 Flat In Ideal Pilsen Location With Downtown Views. Property is offered for sale as "LAND" (Teardown) or "AS iS" 2 Flat. Owner will sell property with plans developed for a New Construction 3 Unit with jumbo three bedroom Units custom designed for site. Second option: rehab building and keep it. If you want to keep what's there it is the Perfect Opportunity to Convert this RT-4 zoned Multi-Unit into a Duplex-Up Second Floor With Views of the City while Collecting Rent from the First Floor Unit or vise versa. Centrally Located steps away from All that Pilsen has to offer. The House is Larger than it looks from street, Setback is in front. There are High Ceilings Throughout and a Large Front Yard.

1704 S Racine Avenue, Chicago

$599,900
5 Beds 2 Baths 12465288 MLS CLOSED Status
Nicely updated 2-flat in prime East Pilsen! Freshly remodeled first-floor owner's unit with new kitchen, bath, and flooring. The property offers two spacious units: a 2BD/1BA on the first floor (vacant, est. rent $2,400/month) and a 3BD/1BA on the second floor ( at $2,200/month). Recent updates within the last year include new siding, gutters, windows, water heater, parking pad, and fence. New furnace within 3 years. Kitchens feature quartz and granite countertops with stainless steel appliances. The second-floor unit has 10 ft ceilings and city views. Shared laundry in building. Three parking spaces in back provide additional rental income potential. Conveniently located near UIC, 18th Street dining and shopping, and public transit. Ideal for investors or owner-occupants.

947 W 18Th Street, Chicago

$410,000
6 Beds 2 Baths 12464996 MLS CLOSED Status
Welcome home to this beautifully upgraded brick two-flat nestled in the heart of Auburn Gresham. Offering close to 1,300 sq. ft. of living space per unit, this property is ideal for investors or owner-occupants looking to generate rental income. Each spacious unit features 3 bedrooms, 1 full bathroom, a generous living room, and a traditional separate dining room, perfect for everyday living and entertaining. The home also includes a full, unfinished basement offering additional space and endless potential. Enjoy outdoor gatherings or gardening in the fully fenced backyard. Please Note: Property is being sold As-Is. Don't miss this opportunity to own a classic piece of Chicago architecture with room to add ally your finishing touches!

7912 S Ada Street, Chicago

$550,000
11 Beds 6 Baths 12464267 MLS CLOSED Status
ATTENTION DEVELOPERS! Discover a tremendous value-add opportunity in this massive 3-flat building plus a buildable lot, located in the highly sought-after Historic Bronzeville neighborhood. This prime location is just minutes from the University of Chicago, offering exceptional potential for a lucrative renovation project. Each of the three apartments is generously sized, with the first floor featuring 3 bedrooms and 2 baths, and the second and third floors each offering 4 bedrooms and 2 baths. Each unit features generous square footage while retaining its original character, including beautiful crown molding, large windows, and classic bay-front living areas. Adding to the potential is a full, unfinished basement that runs the entire length and width of the building, providing additional space for expansion or storage.

4930 S Vincennes Avenue, Chicago

$689,000
6 Beds 4 Baths 12462547 MLS CLOSED Status
5000 W Grace is a welcoming brick multi-unit residence nestled on a sunny 29' wide south facing corner lot in prime Portage Park. A spacious 3-flat brick building, it boasts two vintage 2 bed/1 bath units each with large living rooms, dining rooms, updated bathrooms, sun porches, and hardwood floors. The in-law basement suite has 2bd/1ba and updated kitchen. This classic vintage Chicago building has tons of architectural charm, high ceilings, spacious common areas, large windows and has been lovingly maintained and owner occupied. Many improvements and updates have been done over the years, including back porch interiors and exterior siding and gutters, sewer back stop and clean out install, bathroom updates, new windows throughout, refinished hardwood floors, regularly maintained HVAC, new privacy fence, all copper pipes and more. Top floor and basement units are occupied until 9/30 and first floor unit is vacant and ready for a new live-in owner or tenant. Keep the current tenants or fill the units with your family, friends, or new leases. 5000 W Grace St is a perfect blend of classic charm and modern amenities, ready to welcome its new owner!

5000 W Grace Street, Chicago

$552,200
5 Beds 3 Baths 12451350 MLS CLOSED Status
Expansive, updated 2-flat on oversized lot with modern kitchens and baths and versatile living options. The spacious top-floor unit features 3 bedrooms + den-ideal for strong rental income. The main-floor unit offers 2 bedrooms + den and space to offer 3rd bedroom. Option to maximize rent with duplex down or create an in-law suite in the basement. Solid building with lots of newer updates: Garage with party door and concrete (2021), fence (2022), Tuckpointing and new gutters w leaf guard (2020), roof and windows (2015). This property is perfect for investors or owner-occupants seeking extra income. Basement is roughed in with toilet in place making renovation easier. Walking distance to picturesque Portage Park and schools. Close to 90/94, Metra, Blue Line.

5253 W Cullom Avenue, Chicago

$570,000
5 Beds 3 Baths 12460326 MLS CLOSED Status
Welcome to this beautifully maintained 2-flat with in-law suite, nestled on a quiet, tree lined street. This solid brick property has large 2 bedrooms / 1 bath units with heated bonus rooms which could be a terrific den or office. Additionally, there is central air through the entire building. The combined living/dining area can accommodate lots of large furniture pieces. The kitchens have plenty of room for breakfast tables. The lower level lays out as a massive in-law suite with a gorgeous newer bath, or it could make for a huge, lovely duplexed unit as the building has both front and rear stairs. It's an excellent, flexible floor plan. Unit 1 features newer appliances. The building also has a flood control system, 3 separate gas hot water boilers and free laundry in basement. The yard is beautiful and there's a large 2.5 car garage. Enjoy all that Jefferson Park has to offer such as fun restaurants, shopping, a Metra stop, a Blue Line stop taking passengers to both downtown and O'Hare, plus very easy highway access. Units are ready to rent right now, or with some cosmetic updates this could be a fabulous investment. The property is rock solid.

5132 N Mango Avenue, Chicago



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