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1843 S Laflin Street, Chicago
$800,000
8 Beds ⋅ 4 Baths ⋅ 12785304 MLS ⋅ ACTIVE Status
Bring your vision to this classic Pilsen four-unit and make it your own! Offered for sale by longtime owners, this solid brick building combines preserved late-1800s architectural details with the opportunity to renovate, refresh, and add value. Each unit provides a canvas for updated kitchens, baths, and personalized finishes. A full unfinished attic with standing room and an unfinished basement offer additional space to explore your ideas, subject to applicable approvals. This building offers the chance to shape its next chapter while preserving its historic character. Enjoy a convenient location steps to all that Pilsen has to offer: near downtown Chicago, public transportation, restaurants, nightlife, and shopping. Zoned RT-4. Bring your contractor, your creativity, and your plans!

1843 S Laflin Street, Chicago

4018 W Oakdale Avenue, Chicago
$799,900
8 Beds ⋅ 3 Baths ⋅ 12747516 MLS ⋅ ACTIVE Status
Fully occupied and income-producing, this well-maintained 3-unit property offers an excellent opportunity for seasoned investors or anyone looking to grow their portfolio. The property features two spacious 3-bedroom, 1-bathroom units and one 2-bedroom, 1-bathroom unit. Two of the units were fully renovated in 2022, providing turnkey living spaces for tenants. Additional features include common-area laundry, a private back porch for each unit, and a small yard offering outdoor space for residents. Located in highly desirable Avondale, the property is close to grocery stores, parks, gyms, restaurants, and public transportation - making it an attractive location for renters. The garden unit features an oversized bedroom allowing the opportunity to create an additional bedroom to make another 3 bedroom unit within the building. Whether you're looking to generate rental income or add a strong asset to your portfolio, this is an opportunity worth taking a closer look at.

4018 W Oakdale Avenue, Chicago

3636 N Ashland Avenue, Chicago
$799,000
4 Beds ⋅ 2 Baths ⋅ 12793776 MLS ⋅ ACTIVE Status
Exceptional investment opportunity in the heart of the highly sought-after Wrigleyville area! Located within the Wrigley zone, this property is currently mid-renovation and offers incredible upside for investors, developers, or owner-occupants looking to finish a project to their vision. The property is framed and ready for completion as a 4-bedroom, 2 full bath layout with flexibility to configure as a two-unit building or mixed-use residential/commercial property. Major work has been started, allowing the next owner to step in and complete the design and finishes. Additional highlights include a 2-car garage with a rooftop deck above, offering valuable outdoor living space rarely found in the area. Situated on bustling Ashland Avenue, the location provides excellent visibility and proximity to dining, shopping, transit, and all the energy of the Wrigleyville neighborhood. Whether you choose to finish and hold as an income-producing property, create a multi-unit investment, or design a unique live/work space, the possibilities here are substantial. Bring your contractor and ideas-this is a prime value-add opportunity in one of Chicago's most vibrant neighborhoods. New framing throughout. Architectural drawings available upon request. Check with alderman office for all zoning inquires.

3636 N Ashland Avenue, Chicago

4313 N Ridgeway Avenue, Chicago
$799,000
6 Beds ⋅ 3 Baths ⋅ 12774444 MLS ⋅ ACTIVE Status
Looking for an income-generating property? 4313 N. Ridgeway offers the best of both worlds-the space and comfort of a primary residence with the added benefit of rental income, all in a terrific Irving Park neighborhood. This classic Chicago two-flat has been extensively updated, blending modern conveniences with its original character. The spacious four-bedroom, two-bath duplex-down offers a bright living room with bay windows, flexible living space, and a generous kitchen with stone countertops and abundant cabinetry. Two bedrooms and a full bath complete the main level, while the finished lower level provides a large recreation room, two additional bedrooms, and a second full bath. Upstairs, a separate two-bedroom, one-bath apartment offers additional rental income potential. Both units have their own gas forced-air heating and central air conditioning, with common laundry and additional storage adding convenience. Situated on a wider-than-typical lot, the property offers a large fenced and landscaped yard, a two-car garage with additional parking, fiber cement siding, newer windows, and a newer roof. An appealing opportunity for an owner-occupant or investor looking for flexibility and income potential in a great Chicago neighborhood!

4313 N Ridgeway Avenue, Chicago

6316 S Evans Avenue, Chicago
$799,000
9 Beds ⋅ 6 Baths ⋅ 12774302 MLS ⋅ ACTIVE Status
Turnkey 3-Flat in Woodlawn - Minutes from the Obama Presidential Center! This beautifully designed three-flat features three identical 3BR/2BA units with open-concept layouts, floor-to-ceiling windows, and hardwood floors throughout. Chef-style kitchens boast quartz countertops, soft-close cabinetry, and stainless steel appliances. Each unit offers a spa-inspired primary suite, in-unit laundry, tankless water heater, private deck/patio, and shared fenced yard with 3 exterior parking spaces. Perfect for investors, house hackers, or short-term rental operators looking to capitalize on Woodlawn's rising demand. Unbeatable Location: Minutes to the University of Chicago, UChicago Medicine, and the highly anticipated Obama Presidential Center. Plus Hyde Park shopping, dining, Whole Foods, Target, and easy access to the Metra, Green Line, and 63rd/Cottage Grove bus stop. Two units are rented; one is ready for your vision. Schedule your showing today!

6316 S Evans Avenue, Chicago

3001 S Haynes Court, Chicago
$799,000
9 Beds ⋅ 5 Baths ⋅ 12760344 MLS ⋅ ACTIVE Status
Welcome to this 4-unit investment opportunity in prime Bridgeport! Oversized corner property with approximately 3,818 sq ft, 9 bedrooms, 5 bathrooms, 4 legal units plus a bonus unit. Flexible unit mix includes 1 three-bedroom, 2 two-bedroom, and 2 one-bedroom layouts - ideal for investors or owner-occupants looking to house-hack. Features include 10'+ ceilings, open-concept kitchens, private porches, 6 gas meters, 6 electric meters, and coin-operated laundry provides an additional source of income. Expansive unfinished basement, newer tear-off roof (about 5-6 years new), newer porch, some newer windows, and detached 2-car garage. Rents are currently below market, offering potential upside. Projected annual income of approximately $88,800. Conveniently located near I-55, Archer Ave, CTA Bus #62, Orange Line, Palmisano Park, Morgan and Halsted dining/entertainment, Cermak Produce, Mariano's, Chinatown, Downtown, Guaranteed Rate Field, lakefront, and more. Excellent opportunity to add a multi-unit property to your Bridgeport portfolio!

3001 S Haynes Court, Chicago

6325 S Langley Avenue, Chicago
$799,000
9 Beds ⋅ 6 Baths ⋅ 12578786 MLS ⋅ ACTIVE Status
Located in the heart of Woodlawn, this newly constructed three-unit building presents a rare generational investment opportunity. Built in 2025, the property offers approximately 3,300 square feet of thoughtfully designed living space, featuring a total of nine bedrooms and six bathrooms. Each unit showcases contemporary finishes, including gleaming hardwood floors, stainless steel appliances, and highly efficient tankless water heating systems. Designed with luxury condo-level quality, the open-concept floor plans create bright, versatile living areas that seamlessly connect kitchens and living spaces-ideal for both everyday living and entertaining. All primary bedrooms include private en-suite bathrooms, enhancing comfort and privacy for residents. Units 1 & 3 are already rented for you. Strategically positioned near public transportation and major anchors such as the University of Chicago, the forthcoming Obama Presidential Center, and Jackson Park Golf Course, this property offers exceptional urban accessibility paired with neighborhood vibrancy. Residents also enjoy close proximity to Hyde Park, known for its celebrated dining scene, cultural attractions, and seasonal festivals. Looking ahead, the community is poised to benefit from an innovative geothermal energy initiative expected to deliver sustainable, energy-efficient power while significantly reducing long-term utility costs. This is a turnkey investment in one of Chicago's most rapidly evolving and opportunity-rich neighborhoods.

6325 S Langley Avenue, Chicago

2420 S Oakley Avenue, Chicago
$785,000
8 Beds ⋅ 4 Baths ⋅ 12790273 MLS ⋅ ACTIVE Status
Classic brick 3-unit in the highly sought-after Heart of Chicago neighborhood of Pilsen, offering an exceptional opportunity for investors or owner-occupants. The property features two 2 bedroom, 1 bath apartments on the first floor, front and rear units, plus an expansive 5-bedroom, 2-bath top-floor residence with outstanding potential. The top-floor unit offers interior access to a large unfinished attic, creating an exciting opportunity to duplex up and add additional living space, value, and rental income. Both the top-floor apartment and rear first-floor unit are currently occupied. The unfinished basement offers even more potential, with roughed-in plumbing for a bathroom, rear egress, and a common laundry area. Situated in one of Pilsen's most vibrant areas. Surrounded by restaurants, cafes, and neighborhood favorites. Enjoy convenient access to the Pink Line and short drive to expressways.

2420 S Oakley Avenue, Chicago

5653 N Talman Avenue, Chicago
$785,000
8 Beds ⋅ 3 Baths ⋅ 12741671 MLS ⋅ ACTIVE Status
Excellent income-producing opportunity in the desirable Arcadia Terrace neighborhood of West Ridge. This beautifully updated all-brick 2-unit building offers exceptional flexibility for investors and owner-occupants alike, with two spacious 3-bedroom, 1-bathroom main units plus additional garden-level living space featuring 2 bedrooms and 1 bathroom. An owner-occupant can live comfortably in one main unit while renting the other, with additional rental potential from the garden-level space, subject to applicable use and occupancy requirements. A full cosmetic renovation was completed in 2019, including modern kitchens with stainless steel appliances and quartz countertops, updated bathrooms, and hardwood floors throughout the main units. The second-floor unit includes convenient in-unit laundry, while additional coin-operated laundry is available on the garden level. Enjoy a shared outdoor courtyard, perfect for relaxing or entertaining. Parking is a standout advantage, with a detached 2-car garage plus an exterior parking space for a third vehicle. Ideally located near West Ridge Nature Park, shopping, restaurants, schools, and public transportation, this well-maintained property combines flexible living arrangements, strong rental potential, valuable parking, and shared outdoor space in a highly desirable neighborhood.

5653 N Talman Avenue, Chicago

3620 N Whipple Street, Chicago
$780,000
3 Beds ⋅ 3 Baths ⋅ 12775730 MLS ⋅ ACTIVE Status
Welcome to 3620 N. Whipple - a beautifully maintained Chicago brick two-flat blending classic architectural character with thoughtful modern updates. Both units feature original hardwood floors, spacious eat-in kitchens, abundant natural light, and the charm you simply don't find in newer construction. The first-floor unit has been refreshed with newer paint, an updated full bath, and an impressive kitchen featuring two-tone KraftMaid cabinetry, quartz countertops, and a Kraus sink. The second-floor kitchen features Schrock cabinetry with Corian countertops, plus its own washer/dryer hookup. Beautiful original details remain throughout, including a special-order solid oak front door with tulip stained glass and custom-made oak radiator covers in the living and dining areas of both units. Many of the windows have been upgraded with Pella wood windows, while the rear kitchen areas feature Andersen windows. The terra-cotta entrance overhang was replaced in 2026. Step outside to a large walkout deck offering fantastic outdoor living and entertaining space. The property also includes a two-car garage with a roof replaced this year. The freshly painted basement offers additional usable space, recessed lighting, and an updated full bathroom. Major improvements include copper plumbing, copper electrical wiring, and water heaters replaced approximately three years ago. A tremendous opportunity for an owner-occupant, multigenerational living arrangement, or investor looking for a well-cared-for two-unit property with character, updates, garage parking, and exceptional outdoor space. 3620 N. Whipple is ready for its next chapter.

3620 N Whipple Street, Chicago

1811 W Grand Avenue, Chicago
$779,900
2 Beds ⋅ 2 Baths ⋅ 12783654 MLS ⋅ ACTIVE Status
Located in the sought-after neighborhood of West Town and on a prime stretch of Grand Ave, this well-positioned 2-unit offers an excellent investment opportunity. The property combines timeless all brick construction with a desirable location and strong rental income potential. This property provides the opportunity for attractive cash flow, making it an ideal addition to an investor's portfolio or a great option for an owner occupant looking to help with their living expenses. The 1st flr. consists of a Living Rm, Kitchen, 2 Bedrooms and one full Bathroom and the 2nd flr unit has an oversized and updated Kitchen with a walk-in pantry (used to be a bedroom), 3 Bedrooms, a Living room and a new, full Bathroom. Both units have a separate furnace, water heater and electric box with 100 amp circuit breakers. The rear has an enclosed/covered deck, an open deck area, a patio and a carport/covered parking with a gated yard. Its prime location, solid construction & income producing potential make this property a must see!

1811 W Grand Avenue, Chicago

6418 S Champlain Avenue, Chicago
$779,000
9 Beds ⋅ 6 Baths ⋅ 12650101 MLS ⋅ ACTIVE Status
Stunning 2022 construction three-flat in the heart of West Woodlawn - one of Chicago's most exciting South Side neighborhoods experiencing rapid growth and new development. Built on all sides with durable Hardie board fiber cement siding for enhanced curb appeal and long-term exterior protection. Each of the three units features 3 beds/2 baths with a true master suite layout, walk-in shower, custom closets, and generously sized bedrooms. Laminate flooring throughout. Kitchens feature 42-inch shaker cabinetry, Calacatta quartz countertops, 36-inch undermount stainless steel sink, and full stainless steel appliance package including refrigerator, dishwasher, stove & microwave. Spa-inspired bathrooms with sleek vanities and glass-enclosed showers. In-unit washer/dryer in every unit. Top-floor unit boasts soaring volume ceilings in the living room and master bedroom. Building features 600-amp electrical service, high-efficiency 50-gallon water heater, sump pump, and ejector pump. Three-car parking pad in rear. Located on a block surrounded by multiple new construction projects. Ideal for owner-occupant or investor. A must see!

6418 S Champlain Avenue, Chicago

4421 N Kimball Avenue, Chicago
$775,000
7 Beds ⋅ 3 Baths ⋅ 12780744 MLS ⋅ ACTIVE Status
LOCATION, LOCATION, LOCATION! Fantastic opportunity to own a well-maintained brick two-flat in the heart of Albany Park, one of Chicago's vibrant and growing neighborhoods! This spacious multi-unit property offers a total of 7 bedrooms and 3 bathrooms, making it an excellent opportunity for both first-time buyers and savvy investors. The second-floor unit features 3 bedrooms, 1 bathroom, an enclosed rear porch, and a private balcony off the living room. The first-floor unit offers 2 bedrooms and an enclosed rear porch. Additional highlights include a 2-car garage, gated parking pad, and separate utilities for each unit. Pride of ownership shines throughout, with improvements including tuckpointing completed in 2024, newer water heaters, interior updates, and landscaping enhancements. UNBEATABLE LOCATION! Conveniently located near public transportation, the CTA Brown Line, restaurants, trendy cafes, shopping, pharmacies, and neighborhood amenities. Enjoy everything Albany Park has to offer, with its thriving local businesses and convenient city access. Whether you're looking for your first multi-unit property or expanding your real estate portfolio, this solid brick building offers location, versatility, and excellent long-term investment potential. SECURE YOUR INVESTMENT IN ONE OF CHICAGO'S EVOLVING NEIGHBORHOODS. DON'T MISS THIS OPPORTUNITY!

4421 N Kimball Avenue, Chicago

5955 W Superior Street, Chicago
$775,000
8 Beds ⋅ 5 Baths ⋅ 12672314 MLS ⋅ ACTIVE Status
Superior New Construction on Superior Street! Exceptional custom-built 3-unit investment property situated on an oversized lot with over 4,800 square feet of land, just moments from Oak Park. This newer construction building offers an outstanding opportunity for both investors and owner-occupants alike. Each spacious unit features 3 bedrooms, 2 full bathrooms, soaring 10-foot ceilings, generous room sizes, custom cabinetry, and brand-new appliances throughout. The property also includes a fully fenced yard with a sliding security gate and parking for 4+ vehicles. Designed with quality craftsmanship and modern finishes, this turnkey building delivers strong rental potential and impressive cash flow. Whether you're looking to expand your portfolio or live in one unit while generating income from the other two, this property checks all the boxes. Don't miss this rare opportunity-schedule your private showing today.

5955 W Superior Street, Chicago

6630 N Maplewood Avenue, Chicago
$774,900
4 Beds ⋅ 2 Baths ⋅ 12658827 MLS ⋅ ACTIVE Status
Spacious jumbo brick two-flat with a non-conforming garden unit, ideally situated on an extra-wide 31x125 lot in sought-after West Ridge. Flooded with natural light, the property features oversized east-facing bay windows and expansive south-facing kitchen windows throughout. The first-floor unit offers a generous 2-bedroom, 1-bath layout with a separate dining room, while the second-floor unit features 2 bedrooms and 1 bath with a bright, functional floor plan. Both units include a tandem room off the south bedroom - perfect for a home office, walk-in closet, or additional storage. The finished lower level includes an oversized 1-bedroom, 1-bath garden unit, providing additional income potential. Outside, enjoy a rear deck and 2-car garage. An exceptional opportunity for investors or owner-occupants seeking strong rental income potential while enjoying a spacious owner's unit. All units are currently occupied by long-term tenants on month-to-month leases. Conveniently located near shopping, dining, parks, public transportation, and easy access to I-90/94.

6630 N Maplewood Avenue, Chicago

2839 W Monroe Street, Chicago
$770,000
6 Beds ⋅ 4 Baths ⋅ 12702247 MLS ⋅ ACTIVE Status
Welcome to this absolutely stunning & unique 2-unit home nestled on a quiet tree-lined street in prime East Garfield Park, less than a block from the $42M newly announced Madison Street Athletic & Cultural Complex. Must see to really appreciate this a fully reimagined frame/brick home showcasing meticulous craftsmanship and high-end designer finishes throughout. Unlike in most multi-unit properties, the upstairs duplex lives like a sophisticated single-family residence with great entertaining space, high ceilings, formal dining, along with 4 bedrooms and 2.5 baths. The main upstairs unit features a spa-inspired primary bath suite that is nothing short of true luxury. The first floor offers a bright open-concept layout, anchored by a chef's kitchen with 36-inch range, hidden walk-in pantry, wine fridge, dramatic waterfall island, custom cabinetry, and premium SS appliances, including a second, separate beverage center. There are also custom built-in cabinets in the dining room, as well as crafted shelving & an electric fireplace wall with recessed TV in the Family room that all come together beautifully with the gleaming Amish-grade hardwood floors and custom lighting throughout that helps create a warm and cozy environment. Heading out from the kitchen is an amazing mudroom that leads straight out to the newly built metal/concrete raised back deck and cozy landscaped back yard that creates a refined space for entertaining or relaxing. The stamped and stained concrete in the back add to the experience. This home has been beautifully and thoughtfully renovated to enhance the character and charm while being completely updated to exceed today's standards. In addition to the upstairs luxury home, it also has an amazing garden unit that will generate more than enough income to cover property taxes, maintenance, utilities, insurance, and even some debt coverage on the loan. This garden 2 bed/1 bath unit is no exception to quality, and will make for an ideal rental, in-law suite, guest quarters, nanny suite, work space or there's potential to expand the upstairs unit to create an even larger single family home. The garden simplex has 2 bedrooms, 1 modern bath with a tub, a bright and airy living room, a separate dining area, a beautiful custom kitchen with new SS appliances and quartz counters, not to mention in-unit laundry hook-up and warm porcelain tile throughout. All of the mechanicals are new and include new copper water service, all new underground plumbing with backflow prevention valve, all new 400 Amp electric, each unit has separate energy efficient furnaces, A/C's and individual tankless hot water heaters. New rood, new gutters, new siding, spray insulation for added efficiency, all new energy efficient windows, and a new heated flat-roof garage that could be converted to a rooftop deck. There is simply too much to list.

2839 W Monroe Street, Chicago

1856 S Avers Avenue, Chicago
$760,000
8 Beds ⋅ 6 Baths ⋅ 12774264 MLS ⋅ PRICE CHANGE Status
Completely gut-rehabbed brick 3-flat featuring an oversized unit mix rarely found in today's market. Renovated in 2022, this turn-key investment consists of two spacious 3 bed/2 bath units and one 2 bed/2 bath unit, all featuring updated kitchens, stainless steel appliances, modern finishes, individual HVAC systems, and strong tenant appeal. The property generates approximately $82,200 in annual gross income with additional upside through rent growth and the potential to convert the lower level into a garden unit. Additional amenities include common laundry, three parking spaces, and low-maintenance mechanical systems. An ideal opportunity for investors seeking immediate cash flow, minimal capital expenditures, and long-term appreciation potential in the growing Lawndale market.

1856 S Avers Avenue, Chicago

1814 N Sawyer Avenue, Chicago
$760,000
5 Beds ⋅ 2 Baths ⋅ 12689776 MLS ⋅ ACTIVE Status
PRIME LOCATION in Logan Square! Endless possibilities await with this unique multi-unit property! Whether you're looking to tear down and build new, add to your investment portfolio, or owner-occupy one unit while generating rental income from the other, this property offers exceptional flexibility. Situated on an oversized 25' x 177' lot, the building was extensively rebuilt in 2018 with major updates including electrical, plumbing, HVAC, windows, exterior siding, roof, porches, and the addition of an exterior ELEVATOR providing access to the second-floor unit. Both units feature open-concept floor plans with spacious living rooms, well-appointed kitchens, and tastefully updated full bathrooms. The second-floor unit offers even more living space with an additional upper level featuring two bedrooms and a bonus room. Each level has its own rear exterior access for added convenience. The expansive backyard provides plenty of room for entertaining, gardening, or simply relaxing outdoors. Ideally located just one block from access to the 606 Trail and close to popular dining, shopping, and entertainment. A rare opportunity with tremendous potential for investors, owner-occupants, and developers alike!

1814 N Sawyer Avenue, Chicago



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