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$1,100,000
5 Beds 4 Baths 12757167 MLS NEW Status
Rarely available all-brick 2-unit building in an unbeatable Wicker Park location, just steps from Colectivo Coffee! Situated on a 24' x 120' lot, this property offers more than 1,300 SF per floor, vintage curb appeal, generous ceiling heights, excellent outdoor space, and a highly desirable layout. Zoned RT-4 and not located in a landmark district. The tenant occupied top-floor 2BD/1BA simplex features approximately 10' ceilings, beautiful parquet wood flooring, an exceptionally spacious living/dining area, covered private rear deck, and a massive bedroom easily accommodating a king-size bedroom set plus additional furnishings. Newer in-unit washer/dryer in a dedicated closet, tankless hot water, furnace, and central A/C. The 3BD + den/3BA duplex-down is ready for immediate occupancy and offers an impressive blend of vintage character and thoughtful updates. The upper level showcases exposed brick and timber details in the front living area, approximately 10' ceilings, and a dramatic skylight that floods the open-concept kitchen with natural light. The enormous kitchen offers an extraordinary amount of cabinetry and counter space, with beautiful granite countertops, plus a pantry closet. The oversized primary suite features abundant closet storage and a jetted tub, while the second full bath on this level also includes a jetted tub. Upper-level flooring has just been refinished. The newly finished lower level features quality new vinyl plank flooring, a laundry room with oversized side-by-side washer/dryer, a third full bathroom with steam shower and body sprays, and a versatile rear bonus room. The middle walk-through bedroom includes an enormous walk-in closet. A new comprehensive waterproofing system (drain tile and sump pump) was added when the owner created the duplex unit about a decade ago and the basement has been bone dry. Each unit has its own furnace, central A/C, and in-unit laundry. Incredible oversized backyard, extra-wide 2-car garage, and classic all-brick facade with serious vintage curb appeal. Despite being on a main road, street noise is remarkably well contained inside. An exceptional opportunity to own a distinctive Wicker Park 2-flat with strong owner-occupant and investment appeal, just approximately 100 feet north of Colectivo Coffee and surrounded by the neighborhood's renowned restaurants, shops, nightlife, and transportation.

1219 N Damen Avenue, Chicago

$874,900
6 Beds 4 Baths 12739803 MLS NEW Status
Rare opportunity to own a beautifully maintained brick two-flat in highly desirable East Irving Park, just steps from Horner Park. With one apartment currently vacant, this property presents an exceptional opportunity for an owner-occupant, house hacker, or investor looking for a substantially updated building with many of the major capital improvements already completed. Extensive improvements completed in 2022-2023 include a new roof layer, individual Navien tankless water heaters, new furnaces and A/C condensers, new electrical panels, stainless steel appliances in both apartments, and individual in-unit washers and dryers-providing a future owner with the residual value of significant recent investment and the potential for years of lower-maintenance ownership. Both spacious, west-facing apartments feature 3 bedrooms and 1 bathroom including formal dining rooms, along with updated kitchens showcasing both white and espresso cabinetry, quartz countertops and stainless-steel appliances. Additional improvements include updated bathrooms and lighting fixtures. Each residence also offers an additional east-facing rear den-an ideal home office, reading room or flex space that enjoys abundant morning sunlight. The lower level provides even more versatility with an existing in-law suite complete with its own bathroom, creating valuable additional space for extended family, guests, a home office, recreation or other permitted uses. Unit 1 also offers the possibility of of creating a duplex-down to add additional living space. Another feature that truly distinguishes this property is its extra-wide 32-foot lot, offering additional parking, greater outdoor space and flexibility than a typical Chicago two-flat. The wider lot may also provide intriguing possibilities for future expansion or potential conversion/legalization of lower-level space as an ADU, subject to City of Chicago zoning, building-code requirements, permits and approvals. And then there's the location. Approximately a 4-minute walk from the front door is Horner Park, one of the North Side's premier recreational destinations, encompassing more than 55 acres along the Chicago River. Enjoy paved walking and running paths, tennis and pickleball courts, softball fields, soccer and football fields, a fenced dog park, playgrounds and a fieldhouse offering additional recreational activities. The building is also strategically located just 15 mins walk from the Francisco Brown line stop making it an ideal choice for downtown commuters, and also within close proximity to the heart of Lincoln Square. Whether you're searching for a home with rental income, a multi-generational living arrangement, or a long-term investment in one of Chicago's established North Side neighborhoods, this East Irving Park two-flat combines space, location, extensive recent improvements and future potential in one compelling package.

4111 N Francisco Avenue, Chicago

$450,000
7 Beds 5 Baths 12733872 MLS CLOSED Status
Welcome to 7018 S Rhodes Avenue, a full gut rehab legal 2-flat offering the rare combination of turnkey condition, flexible living space, rental income potential, and permitted improvements in the Greater Grand Crossing neighborhood. Completed as a full gut rehab with City of Chicago permits, this approximately 3,404 sq. ft. brick two-unit has been thoughtfully redesigned from top to bottom. The 1st floor apartment is an expansive 5-bedroom, 3-bath duplex-down spanning approximately 2,230 sq. ft., giving an owner-occupant an impressive amount of private living space while retaining the income-producing benefits of a multi-unit property. The 2nd floor apartment offers approximately 1,174 sq. ft. with 4 bedrooms and 2 full baths. Both units feature bright open-concept living spaces, modern kitchens with quartz countertops and full-height backsplash, stainless steel appliances, shaker-style cabinetry, contemporary lighting, and clean modern finishes throughout. Beautifully renovated bathrooms feature floor-to-ceiling tile, upgraded vanities, LED mirrors, and designer fixtures. Central heating and air conditioning add year-round comfort. The duplex-down provides even more flexibility with a spacious finished lower level, additional bedrooms and baths, and a striking illuminated staircase connecting the two levels. Outside, enjoy newly constructed rear porches, a fenced yard, and a two-car concrete parking pad. For buyers searching for a renovated Chicago 2-flat, owner-occupied investment, or house-hack opportunity, 7018 S Rhodes delivers the space and finish of a newly renovated home with the added advantage of a separate income-producing residence. This property is eligible for the Cook County Land Bank Grant. Qualified buyers may receive up to $20,000 in purchase assistance, subject to buyer eligibility and program requirements.

7018 S Rhodes 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

$140,000
6 Beds 3 Baths 12749866 MLS CONTINGENT Status
A substantial renovation opportunity with classic Chicago architecture, multi-unit potential, and a compelling North Lawndale setting. Located just off Douglas Boulevard and near historic Douglass Park, 1310 S. Millard is a brick flat with a garden apartment offering the experienced renovator or developer the chance to reimagine the property from the ground up. The building requires a complete gut rehabilitation and is being sold strictly as-is. Its underlying framework includes traditional room proportions, separate living and dining rooms in two units, existing hardwood flooring, original interior millwork and architectural details, and existing rough plumbing locations for kitchens and baths. Portions of the original decorative ceiling work remain visible, providing a glimpse of the building's earlier craftsmanship and character. The property is zoned RT-4, which permits a range of residential uses subject to applicable City of Chicago requirements. The existing configuration includes two above-grade flats plus a garden apartment; however, the legal status of the garden unit has not been confirmed. Buyers should independently verify zoning, dwelling-unit count, permits, building records, and any intended renovation or redevelopment plans with the City of Chicago. For the right buyer, the opportunity is in the transformation. Rehabilitate the existing building into updated rental residences with greater income potential, or explore a larger residential redesign that leverages the building's brick construction, traditional layout, architectural details, and location near Douglas Boulevard and Douglass Park. The property is being marketed for its redevelopment potential and improved-value opportunity rather than its present condition. Bring your contractor, architect, and renovation plan and create the next chapter for this classic Chicago brick building. Cash buyers preferred. No utilities are currently on, and seller will not activate utilities for inspections or showings. Property is sold as-is. Buyer responsible for all due diligence regarding condition, zoning, permitted use, dwelling-unit count, and redevelopment feasibility.

1310 S Millard Avenue, Chicago

$1,200,000
11 Beds 7 Baths 12726785 MLS ACTIVE Status
Turnkey cash flowing Rarely Available 4 Flat Building Located in prime East Woodlawn desirable community just steps from Obama Presidential Library, University of Chicago Campuses including Medical School, Law School, University of Chicago Hospital, Charter School, Museum of Science and Industry, Chicago Theological Seminary, Mount Carmel High School, Lake Michigan, Grocery Stores, Multiple Eatery's including the South Shore Cultural Center. A true gem for investors and or owner occupant alike. The 3 above ground oversized units each feature 3 bed/2 Full baths configurations & 1 lower level features an oversized 2 bed 2bath configuration. Property features new interior upgrades such as Copper Plumbing infrastructure, Electrical infrastructure, HVAC infrastructure and drywall. Open floorplan concept layout within each unit with the top floor unit giving a penthouse vibe. Kitchens positioned in the front of each unit 42' Maple shaker style cabinets, granite & laminate countertops, stainless steel appliances & recessed lighting. Meticulously preserved & refinished woodwork architecture & hardwood flooring in the property was blended with new upgrades to keep the charm & character of this historic property. Exterior upgrades include new vinyl windows, concrete parking pad with rear wrought iron gated fence, front wrought iron gated fence with intercom system, treated wood The lower level was renovated by excavating the floor & creating higher head space & upgrading to a new sump pump rainwater drainage system & concrete slab. The property shares a common area laundry with washer/dryer owned by Landlord. Each unit is individually metered & has separate HVAC & Hot Water Heater tanks.

6638 S Woodlawn Avenue, Chicago

$799,000
9 Beds 3 Baths 12732165 MLS CONTINGENT Status
Excellent investment opportunity in the heart of Tri-Taylor. This updated legal three-flat is ideally located near the Illinois Medical District, UIC, the Blue Line, I-290, Little Italy, Cinespace Studios and numerous neighborhood developments. The building offers three spacious residences: a 3-bedroom garden unit, a 2-bedroom first-floor unit and a 4-bedroom second-floor unit. Each residence features central HVAC, private laundry, stainless steel appliances, a dishwasher and garbage disposal. All units are currently rented below market, offering meaningful upside. Significant recent improvements include all-new electrical wiring throughout the building, new water heaters in Units B and 1, and a new A/C system serving Unit 2. Additional updates include new flooring and a new dishwasher in Unit 2, fresh paint throughout all three residences, and extensive improvements to the rear exterior wall, including new siding, structural support, plywood, moisture barrier and insulation. The property also features a two-car garage with additional storage, fenced front and rear yards, a shared patio and a new walkway connecting the alley entrance to the rear outdoor space. With substantial recent capital improvements, under-market rents and strong demand driven by nearby universities, hospitals, transportation and employment centers, this is an attractive opportunity for an investor or owner-occupant.

2448 W Taylor Street, Chicago

$699,000
5 Beds 4 Baths 12728227 MLS CONTINGENT Status
Welcome to this beautifully renovated brick two-flat in East Garfield Park, offering a versatile layout, modern updates, and excellent income potential. The spacious first-floor residence duplexes to the lower level and features 3 bedrooms and 3 full baths, including a main-level primary bedroom. An open-concept living, dining, and kitchen area with high ceilings and a large island creates an inviting space for everyday living and entertaining. Additional features include Wi-Fi enabled surround sound and cameras, a dedicated laundry area, generous storage, and access to the rear deck and fenced yard. The second-floor unit is vacant, move-in ready, and provides an excellent opportunity for additional rental income, extended family, or flexible living arrangements. This unit offers 2 bedrooms plus a den, a formal dining room, spacious island kitchen, in-unit laundry, and rear deck access. The expansive fenced yard provides a private outdoor retreat, complemented by a 2-car garage with a party/yard door. Major improvements include new parapet walls and a complete tear-off rubber roof completed in August 2025. Renovation work was completed with plans and permits. Conveniently located approximately a 4-minute walk from the California Green Line entrance, with easy access to I-290 and surrounding neighborhoods. A move-in-ready multi-unit property offering flexibility for an owner occupant or investor.

2825 W Walnut Street, Chicago

$329,000
7 Beds 2 Baths 12727628 MLS CONTINGENT Status
NEWLY RENOVATED 2-FLAT | CONDO-QUALITY FINISHES | 7 BEDROOMS TOTAL Welcome to 6940 S. Bishop, a beautifully renovated two-flat that blends timeless architecture with sophisticated, modern design. Thoughtfully redesigned from top to bottom, this impressive property offers seven total bedrooms across two spacious apartments, making it an exceptional opportunity for an owner occupant, multigenerational household, or savvy investor seeking quality and versatility. The first-floor residence features 3 bedrooms and 1 full bathroom, while the second-floor residence offers 4 bedrooms and 1 full bathroom. Both units showcase true condo-quality craftsmanship, including fully refinished hardwood flooring, designer accent walls, elegant millwork and wainscoting, and modern LED lighting that creates a polished, contemporary atmosphere throughout. The kitchens are designed to make a statement, featuring rich, dark cabinetry, sophisticated quartz countertops, and durable vinyl kitchen flooring that complements the upscale finishes while providing everyday functionality. Each bathroom has its own distinctive personality, with unique color palettes and designer-inspired finishes. One features striking gold fixtures and accents, while the other incorporates sleek black finishes, creating two distinctly stylish spaces. Beyond the individual units, the property continues to impress with a completely renovated common hallway, giving the building a fresh, cohesive appearance from the moment you enter. The combination of hardwood flooring, contemporary lighting, accent walls, and detailed millwork gives this property the look and feel of a high-end condominium while maintaining the flexibility and investment potential of a two-flat. The basement is unfinished, offering valuable additional space for storage and future possibilities. With its extensive renovation, spacious bedroom count, designer finishes, and attention to detail, 6940 S. Bishop is a turnkey opportunity that delivers style, functionality, and long-term value. This is not your typical renovated two-flat-the quality and design details set it apart.

6940 S Bishop Street, Chicago

$799,000
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

$1,355,000
8 Beds 5 Baths 12716789 MLS CLOSED Status
Fantabulous Lincoln Park double-duplex 2-flat offering an exceptional opportunity for owner-occupants or investors alike. This beautifully maintained property features 8 bedrooms, 5 full bathrooms, incredible outdoor living space, and a coveted 2-car garage. The owner's duplex-up lives like a single-family home, offering 4 bedrooms (3 upstairs and 1 on the main level) and 3 full bathrooms. Thoughtfully designed with upscale finishes throughout, the main level showcases rich Brazilian cherry hardwood floors, elegant crown molding, a built-in bar, and an impressive chef's kitchen complete with granite countertops, a large center island, peninsula with breakfast bar seating, custom cabinetry, and a custom wood range hood over the stainless steel appliance package. The spacious and open layout is ideal for both everyday living and entertaining. Additional conveniences include central heating and air conditioning, a private water heater, and an in-unit laundry closet with side-by-side washer and dryer. The luxurious primary suite serves as a true retreat with a beautifully appointed marble bath featuring a dual-sink vanity, built-in linen storage, a frameless glass marble shower with multiple body sprays, and an organized walk-in closet. A private balcony provides the perfect spot for morning coffee or unwinding at the end of the day. The duplex-down unit offers 4 bedrooms (2 on the main level and 2 below) and 2 full bathrooms, making it highly desirable for tenants. Hardwood floors span the main level, while the lower level features durable tile flooring with carpeted bedrooms for added comfort. The generous living room easily accommodates a large sectional, while the spacious kitchen offers granite countertops, breakfast bar seating, and stainless steel appliances. The main level includes one oversized bedroom, a second bedroom ideal for guests or a home office, and a full bath with a dual-sink vanity and soaking tub. The lower level features two additional well-proportioned bedrooms, a second full bath with a dual-sink vanity and walk-in shower, side-by-side washer and dryer, and an expansive storage area. Outdoor living is truly exceptional with an expansive three-level black steel and composite deck that creates multiple spaces for dining, entertaining, and relaxing. The fully fenced backyard is complemented by professionally landscaped garden beds, providing a private urban oasis. Located on one of Lincoln Park's beautiful tree-lined streets, this property is just steps from Wrightwood Park and surrounded by some of the neighborhood's best restaurants, cafes, and shopping. Mariano's, Menards, and countless everyday conveniences are all within easy reach. Long-term tenants appreciate both the quality of the building and the unbeatable location, making this an outstanding investment in one of Chicago's most sought-after neighborhoods.

2724 N Marshfield Avenue, Chicago

$595,000
6 Beds 4 Baths 12664627 MLS CONTINGENT Status
Desirable Mid-Century Modern solid brick 2-flat offering 3,236 sq ft of living space on a wide 35' x 124' lot available on a tree lined street surrounded by single family homes in West Ridge. Rare opportunity for investors & owner occupants looking to live in one of the units & generate income from the other. The 1st floor unit has 4-spacious bedrooms, all w/good closet space, the 2nd floor unit has 2 bedrooms - both units have 1.5 baths & their own HVAC units w/central air. The half baths have updated vanities & toilets, the full baths have original floors and wall tiles. The living & dining room layouts in both units are classic mid century modern, with plenty of space for various furniture arrangements. The basement is unfinished w/additional storage lockers, a newer washer/dryer, slop sink, 2 HVAC units, 2 hot water tanks & could be a duplex down opportunity. There's a 2.5 car garage w/an electric garage opener & newer side door. Prime location just blocks from Legion Park, w/51-acres that runs along the North Branch of the Chicago River, w/walking & bike trails, playgrounds & basketball. The building is centrally located halfway between LSD & the Edens for easy access to the Northern suburbs or Downtown. There's a Metra station on Peterson & Ridge 1.7 miles east of the property. Close by is the vibrant Devon Corridor, w/grocers, restaurants & clothing boutiques and Kedzie Ave w/ Middle Eastern cafes, restaurants & grocery stores. The building is located between Lincoln Square w/the CTA Brown Line & Andersonville/Edgewater w/the CTA Red Line. Both Lincoln Square and Andersonville have their own unique culture w/outdoor cafes, shops, restaurants, music venues, gyms, parks, the river and the lakefront. Bring your vision and make the most of this rare investment opportunity in a diverse thriving central city locale. The building is vacant and being sold As Is.

6025 N Sacramento Avenue, Chicago

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Chicago, IL · Curated MLS Search

4-Flats in Chicago, IL

An editorially curated view of every active 4-flats listing in Chicago, IL. Updated in real time from the local MLS, presented without the noise.

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