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$500,000
5 Beds 3 Baths 12693558 MLS ACTIVE Status
This legal 2-flat with a non-conforming garden unit sits on a generous 37-foot-wide lot with garage parking in one of Chicago's most in-demand Northwest Side neighborhoods. Portage Park delivers everything income-focused buyers look for: easy access to CTA bus and nearby Metra service, walkable proximity to grocery stores and everyday retail, and several neighborhood parks within blocks - the kind of location that keeps rental demand steady and turnover low. The investment case is compelling: strong in-place cash flow with a clear, well-supported path to 7% cap rate. Numbers are available upon request for serious inquiries. Whether you're expanding a multi-family portfolio or acquiring your first Chicago 2-flat, this is a rare combination of solid bones, prime location, and real upside. Schedule your showing today.

5730 W Windsor Avenue, Chicago

$425,000
8 Beds 4 Baths 12703890 MLS CONTINGENT Status
Excellent investment opportunity in Chicago with great cash-flow potential! This 2-unit residential building offers spacious living areas and additional finished space throughout. Both main units feature central heat. The first-floor owners apartment offers 2 bedrooms, 1 bathroom, and an additional room in the enclosed porch that is ideal for storage. The second-floor apartment features 3 bedrooms, 1 bathroom, and an additional enclosed porch room for extra storage. The finished attic offers 1 bedroom, 1 bathroom, a storage room, and two separate entrances. The finished basement provides 2 bedrooms, 1 bathroom, and two separate entrances. The roof was a complete tear-off approximately five years ago and included new plywood. The wide-open rear yard provides plenty of space for off-street parking or outdoor entertaining. A great opportunity for an owner-occupant or investor looking for a property with multiple living areas and strong income potential. Schedule your showing today! AI used just to remove the personal belongins and show the space. Property sold as-is.

5400 W Augusta Boulevard, Chicago

$275,000
5 Beds 2 Baths 12706067 MLS ACTIVE Status
Handyman's Special! Massive Potential at 5042 W Superior St.Calling all contractors, rehabbers, and DIY enthusiasts! This 2,520 sq ft, 2-story multi-family property built in 1918 is looking for its next chapter. The building needs updating inside and out, offering a total blank slate to renovate exactly to your taste or market demands. Solid footprint, featuring an unfinished basement for extra storage or potential expansion, and detached garage parking. Property is sold as-is, where-is. Perfect for an investor looking for their next winter project or an owner willing to put in the sweat equity. Bring your creative vision and design ideas-opportunity knocks! Buyers to do their due diligence regarding zoning compliance and unit counts.

5042 W Superior Street, Chicago

$760,000
8 Beds 3 Baths 12705713 MLS CLOSED Status
COMPLETELY RENOVATED and FULLY VACANT-MOVE IN OR RENT OUT IMMEDIATELY! This OVERSIZED, TURNKEY 3-UNIT BUILDING features spacious, sun-filled units with 3 BEAUTIFUL UPDATED KITCHENS offering abundant cabinetry, GRANITE COUNTERTOPS, and beautifully renovated bathrooms, hardwood floors throughout, high ceilings, and functional layouts. The 1st and 2nd floors each offer 3 bedrooms and 1 bath, while the finished basement includes 2 bedrooms, 1 bath, a full kitchen, and generous living space. MAJOR UPDATES include FRESH PAINT, REFINISHED HARDWOOD FLOORS, FULL TUCK-POINTING, 3 SEPARATE FURNACES, newer WINDOWS, and a 6year old ROOF. An EXCEPTIONAL OPPORTUNITY for INVESTORS seeking IMMEDIATE RENTAL INCOME or OWNER-OCCUPANTS looking for a MOVE-IN-READY HOME. PRIME ARCADIA TERRACE/WEST RIDGE LOCATION on a quiet, tree-lined street, just minutes from LINCOLN SQUARE, PARKS, SHOPPING, RESTAURANTS, SCHOOLS, and PUBLIC TRANSPORTATION. *** Legal 2-flat building. Finished basement is not a legal unit. Property features 3 electric meters and 2 gas meters. Washer & Dryer are in basement.***

5706 N Maplewood Avenue, Chicago

$625,000
5 Beds 4 Baths 12705817 MLS PENDING Status
Perfect opportunity for all buyers and investors! This multi-unit building in Rogers Park is on the market for the first time in nearly 40 years. The property features four units and a 3-car garage, offering excellent potential for both owner-occupants and investors. The spacious first-floor owner's unit does require updates but is fully habitable and is ideal for a live-in landlord seeking rental income. The second floor includes two 1BR/1BA units, along with a legal 1BR/1BA basement unit with its own private entrance. Hardwood floors run throughout the first and second-floor units. Updates include a newer boiler, water heater and updated circuit breakers. The owner currently pays for heat and cooking gas, while tenants are responsible for electricity (separate panels for each unit). Conveniently located near Loyola University, Clark Bus & Red Line, Metra, Clark Street shops and restaurants, and Lake Michigan. Trust sale and property conveyed as-is.

1762 W Morse Avenue, Chicago

$762,000
9 Beds 5 Baths 12697744 MLS CLOSED Status
Well-maintained legal 4-unit in the heart of Historic Bronzeville, offering strong in-place cash flow with clear value-add upside. The building features an ideal mix of a spacious 3BR/1BA, a large 4BR/2BA, and two comfortable 1BR/1BA units. Several offer updated kitchens and baths showcasing quartz counters, stainless steel appliances, and hardwood/vinyl flooring, plus in-unit laundry in both larger units. Currently fully occupied, offering dependable in-place cash flow with room to grow rents over time. Ideal for an investor seeking steady returns or a house-hacker looking to live in one unit. Major systems are well maintained, including a main sewer line replaced in 2025, west-facing windows replaced in 2021, and multiple furnaces replaced in 2024. Added value comes from a coin-op laundry room, large unfinished basement with expansion potential, rear deck, and 2 off-street parking spots. Bronzeville's continued development drives appreciation and rent growth, with an unbeatable location minutes from Rate Field (home of the White Sox), Lake Shore Drive, IIT, Mariano's, and CTA transit. A turnkey investment built for buyers who lead with the numbers.

3819 S Wabash Avenue, Chicago

$779,000
8 Beds 5 Baths 12696280 MLS ACTIVE Status
Experience elevated living and exceptional investment potential with this stunning new-construction three-unit property in the heart of Woodlawn. Thoughtfully designed to deliver both modern luxury and lasting value, this turnkey building presents an outstanding opportunity for investors and owner-occupants alike. The first and second-floor residences each offer spacious three-bedroom, two-bathroom layouts with open-concept living spaces, beautiful white oak hardwood floors, and an abundance of natural light. The garden-level unit features two bedrooms and one bathroom, providing excellent flexibility for additional rental income, multigenerational living, or an owner-occupied investment strategy. Every chef-inspired kitchen is designed to impress, featuring a dramatic 7-foot waterfall-edge island, a 36-inch undermount stainless steel sink, 42-inch shaker-style cabinetry, stainless steel appliances, and elegant Calacatta quartz countertops-creating the perfect space for everyday living and effortless entertaining. The spa-inspired bathrooms offer sleek, contemporary vanities and glass-enclosed showers, providing a relaxing retreat in every residence. Built with quality and efficiency in mind, the property is equipped with a robust 600-amp electrical service and a high-efficiency 50-gallon water heater to support today's modern lifestyle. Durable Hardie siding wraps the entire exterior, enhancing both curb appeal and long-term durability. A professionally installed drain tile system and sump pump provide added protection for the foundation and peace of mind year-round. Ideally situated just minutes from the University of Chicago, the Obama Presidential Center, Woodlawn Central-an exciting 8.5-acre mixed-use development near the 63rd Street Metra station-lakefront parks and trails, and major public transportation, this property is perfectly positioned in one of Chicago's most dynamic and rapidly growing neighborhoods. Eligible buyers may also benefit from valuable down payment assistance programs, including up to $20,000 through the University of Chicago Employer-Assisted Housing Program and up to **$20,000** through the Cook County Land Bank program. These programs are available on a first-come, first-served basis and are subject to funding availability. Whether you're looking to build long-term wealth through rental income or enjoy luxury living while offsetting your mortgage, this exceptional new-construction property offers the best of both worlds.

6402 S Vernon Avenue, Chicago

$294,900
5 Beds 2 Baths 12705474 MLS PENDING Status
With inventory remaining limited, this spacious multi-unit property in the desirable West Lawn area presents an exceptional opportunity for both investors and owner-occupants. Blending classic Chicago character with generous living space, the building features beautiful natural woodwork, hardwood floors, and a timeless brick exterior. The finished basement offers front and rear egress, providing flexible living space with the potential for an in-law arrangement, additional living area, or the opportunity to duplex with the first-floor unit, subject to buyer verification of zoning and city requirements. The first- and second-floor units feature similar layouts with spacious living rooms, formal dining rooms, original wood trim, and large kitchens. The second-floor unit offers three bedrooms, providing added rental appeal and flexibility. A large rear parking pad offers ample off-street parking. Conveniently located near parks, schools, shopping, and public transportation, this well-maintained property offers endless potential and is a must-see.

6123 S Troy Street, Chicago

$1,265,000
7 Beds 5 Baths 12705120 MLS CLOSED Status
Incredible Lakeview investment opportunity with RT-3.5 zoning, allowing for two-flats, townhouses, low-density apartment buildings, and single-family homes. Currently generating below market value $7,000/month in rental income with substantial upside through aesthetic renovations and rental increases, this property is being offered as a portfolio of three individual condo PINs, with the potential to convert to a single tax PIN. Constructed in 1994, the 4-story BRICK & BLOCK building features three units totaling 7 bedrooms and 4 bathrooms. Unit #3 is a spacious 3 bed/2 bath duplex-up with vaulted ceilings and streaming natural light - 1,862sqft, Unit #2 is a 2 bed/1 bath - 919sqft, and Unit #1 is a 2 bed/1 bath garden-level unit - 907sqft. ALL units feature private rear balconies and are individually metered and include in-unit washer and dryer, central HVAC, and individual water heaters. The property also offers a private fenced backyard and three rear parking spaces on a parking pad. Good long-term tenants who pay on time: Unit #3 rents for $3,300/month through 5/31/27, Unit #2 rents for $1,900/month through 4/30/27, and Unit #1 rents for $1,800/month through 8/31/26. Walk to Jewel Osco, Diversey Train and Buses. Rarely does a cash-flowing, value-add asset with flexible zoning, multiple exit strategies, and long-term redevelopment potential become available in one of Chicago's most sought-after neighborhoods!

1507 W George Street, Chicago

$110,000
5 Beds 2 Baths 12703621 MLS CLOSED Status
11754 S Wallace Ave, Chicago, IL - 2-Flat on a Double Lot | Cash Offers Only | Motivated Seller Rare opportunity in Chicago's South Side - this 2-flat sits on a spacious double lot, giving you room to spread out both inside and outside. With 5 bedrooms and 2 bathrooms total across the building, plus plenty of on-site parking, this property offers flexibility whether you're looking to owner-occupy, house-hack, or add a solid rental to your portfolio. The home needs a little TLC, making it a great value-add opportunity for the right buyer. The bones and layout are there - bring your vision and make it your own. Property Highlights: 2-flat configuration - 5 bedrooms / 2 bathrooms total Double lot for extra space and future potential Ample parking on-site Cash offers only Motivated seller - priced to move Ideal for first-time homebuyers or investors looking to hold. Whether you're a family ready to plant roots in a home with room to grow, or an investor looking for a buy-and-hold with upside, 11754 S Wallace is worth a serious look. Cash offers only- motivated seller ready to make a deal happen. Price Firm!

11754 S Wallace Street, Chicago

$3,950,000
7 Beds 2 Baths 12698274 MLS CLOSED Status
Solid brick 2 unit building located in the heart of West Garfield Park offering an outstanding opportunity for both investors and owner occupants. Whether you are looking to expand your investment portfolio or create the perfect multigenerational living arrangement, this property offers exceptional space, flexibility, and long term value. The first floor features beautiful hardwood floors throughout, a spacious living and dining room combination, three generously sized bedrooms, and a full bathroom. The second floor offers hardwood floors, a large living and dining room combination, four bright and spacious bedrooms filled with natural light, and a full bathroom. Each unit has separate utilities, providing added convenience, efficiency, and privacy for both owners and tenants. The full unfinished basement offers endless possibilities and presents an excellent opportunity to expand the first floor into a spacious duplex or create additional living space to suit your needs. The property is enhanced with iron fencing in both the front and rear for added security and includes two designated parking spaces in the rear for convenient off street parking. Whether you are searching for a strong income producing property or a place to call home while generating rental income, this versatile building is ready for your personal vision and offers outstanding potential for years to come.

4149 W Jackson Boulevard, Chicago

$355,000
6 Beds 3 Baths 12704468 MLS CLOSED Status
Excellent Investment Opportunity in Thriving North Lawndale! Located on a well-maintained block in Chicago's vibrant North Lawndale neighborhood, this legal 3-unit building presents a rare opportunity for both savvy investors and owner-occupants. Surrounded by new construction and ongoing community revitalization, this turn-key property features three spacious 2-bedroom / 1-bath units with separate HVAC systems, a 2-car garage, and secure gated fencing for added privacy and curb appeal. The second-floor unit is ideal for owner-occupancy while the remaining units generate immediate rental income, or all units can be leased for strong cash flow. Conveniently located near parks, schools, shopping, and public transportation. Property is being sold as-is. Don't miss this outstanding chance to invest in one of Chicago's emerging neighborhoods-schedule your showing today.

1828 S Trumbull Avenue, Chicago

$675,000
6 Beds 2 Baths 12704206 MLS ACTIVE Status
You have been waiting for this! Amazing brick 2 flat with 3 beds and 1 bath on each floor PLUS unfinished basement that is ready for additional space/storage/income. Building features new windows, fresh tuck-pointing, brand new kitchens and baths, new flooring, fresh paint and trim, each unit has its own central heating and cooling plus detached 2 car garage. Location is perfect, close to shopping, restaurants, and transportation. Each unit is currently rented out on Month to month basis meaning you can buy this as arm rest investment OR move in to one of he units and have additional income from day one. The garage will also be empty and can be for owner OR additional rental income. New Coin Laundry. Don't wait and schedule a showing! (48 hour notice please)

3000 N Mason Avenue, Chicago

$750,000
5 Beds 5 Baths 12703877 MLS ACTIVE Status
***$20,000 Grant Available Through the Cook County Land Bank!*** Rare opportunity in the Historic Garden district of East Garfield! Welcome to 2832 W Wilcox, a truly one-of-a-kind property that offers the best of both worlds. A rare cross between a traditional 2 flat and a single family home. This legal 2-flat encompasses 3150 Square feet, a total 5-bedrooms, 4.1 bath spanning 3 levels of living space. You can't get better than a dual Primary Suite, dual HVAC, dual Laundry area, and dual Kitchen. Private side entry for each unit. Whether you are searching for a multi-generational living arrangement, an owner-occupied investment, or a flexible property with endless possibilities, this unique residence delivers. Nestled on a tree line street, this sought after East Garfield property is just minutes away from the United Center and the transformative 1901 redevelopment project. This distinctive home offers an adaptable floor plan that provides the privacy and comfort of a single-family residence. Upper level showcases a primary suite with pass thru dual walk-in closets, a spectacular primary bath with dual vanity, freestanding tub, and oversized separate shower. Enjoy two generous guest bedrooms, oversized guest bath with double vanity sinks and laundry center. The incredible English garden level offers 2 Bedrooms and 2 bath, full living room, full kitchen with quartz countertops and stainless appliances. Your opportunity awaits so schedule your private tour today.

2832 W Wilcox Street, Chicago

$260,000
11 Beds 7 Baths 12704135 MLS CONTINGENT Status
Great opportunity for investors, rehabbers, and developers! This legal 3-unit building with a partially finished basement is located in the desirable Lawndale neighborhood of Chicago and offers tremendous value-add potential.Each of the three spacious units features a large living room, separate formal dining room, separate kitchen, three generously sized bedrooms, 1 full bathroom, and 1 half bathroom. The units also offer hardwood floors, high ceilings, and windows that are in decent condition. The partially finished basement includes two bedrooms and one full bathroom, providing additional space with future potential (buyer to verify legality and permitted use). Additional features include a 3-car brick garage. The property requires a complete renovation and is being sold as-is. Cash offers are preferred. This is an excellent opportunity to transform a large multi-unit building into a strong income-producing investment. Schedule your private showing today!

1837 S Komensky Avenue, Chicago

$210,000
5 Beds 2 Baths 12704084 MLS CLOSED Status
Beautifully maintained 2.5-story, two-unit property situated on a rare double lot with two separate P.I.N.s, offering exceptional space and future potential. The spacious second-floor unit features a bright living room, two bedrooms, a full bathroom, a mudroom, and a generously sized kitchen that opens to an ideally located family room-perfect for everyday living and entertaining. The finished attic expands the living space with two additional bedrooms and offers excellent potential for further customization or expansion. The first-floor unit includes a spacious living room, one bedroom, one full bathroom, and a functional kitchen, providing a comfortable layout for an owner-occupant or tenant. Additional highlights include a newer rear exterior porch, a detached two-car garage, and the added flexibility and value that come with a double lot and two separate P.I.N numbers. This is a fantastic opportunity for investors or owner-occupants seeking a well-maintained multi-unit property with room to grow.

11144 S Green Bay Avenue, Chicago

$950,000
11 Beds 8 Baths 12702217 MLS CONTINGENT Status
LOOK NO FURTHER, INVESTORS--3-flat building plus garden unit in the Heart of West Ridge offers spacious 3 bedroom, 2 bathroom units with LARGE living spaces, hardwood floors and plenty of windows that fill each floor with ample natural light! Extra-wide lot gives extra-wide interior spaces. Formal living room and dining room meant for entertaining, 3 large bedrooms with two bathrooms in each unit. Unit 1 was rehabbed a few years ago with new kitchen, baths, in-unit washer/dryer. Amazing Garden unit has 2 bedrooms and 2 baths which was redone 3 years ago. Second floor unit's kitchen was remodeled. Tear-off roof is approximately 3 years old. Additionally, the building provides coin-operated laundry in the basement! This building features a detached, 3-car garage and an outdoor space. The building also offers a spacious, fenced-in backyard. It is located near public transportation with easy access to restaurants, parks, and schools. Approximately ten minutes to Edens Expressway, approximately ten minutes to Lake Shore Drive. Broker does not represent legality of garden unit. Great location, GREAT INVESTMENT.

6128 N Francisco Avenue, Chicago

$440,000
8 Beds 4 Baths 12703892 MLS ACTIVE Status
Excellent investment opportunity! Well-maintained 4-unit building featuring four 2-bedroom, 1-bath units on a quiet residential block. Three units are currently occupied, including two Section 8 tenants and one market-rate tenant, providing immediate cash flow. One vacant unit offers the perfect opportunity for an owner-occupant or additional rental income. The occupied units include a stove and refrigerator. Prior to closing, the vacant unit will be equipped with a stove, refrigerator, dishwasher, and microwave. Major updates include two brand-new boilers installed within the last year. The roof and exterior have been consistently maintained by ownership. Owner currently pays heat, hot water, water, and trash, while tenants are responsible for cooking gas and electricity. Strong income-producing property with stable tenancy and room for additional upside. Whether you're looking to expand your portfolio or live in one unit while collecting rent from the others, this property is a must-see!

6923 S Sangamon Street, Chicago



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