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5018 W Irving Park Road, Chicago
$599,999
6 Beds ⋅ 3 Baths ⋅ 12802913 MLS ⋅ NEW Status
This beautifully maintained brick two-flat with a finished garden unit offers an exceptional turn-key opportunity for savvy investors or owner-occupants looking for passive rental income. Situated on an oversized lot in the highly sought-after Portage Park neighborhood, the building features two bedrooms, one bathroom, on each level and approximately 1000+ square feet of spacious living area. Both primary units have been thoughtfully updated throughout. The interiors highlight modernized kitchens, refreshed bathrooms, beautiful refinished hardwood floors, and private rear balconies. The property is designed with low maintenance and independent living in mind, featuring separate utilities for all units with three electric meters, three gas meters, and three forced-air heating units paired with two rooftop central air units. Additional property features include a newer roof along with a ground-level utility and dedicated coin operated laundry room. Ideally located within walking distance of local schools, Portage Park, and the community swimming pool, this location offers convenient daily living. Commuters will benefit from fast, direct access to both Metra and CTA Blue Line stations. Completely move-in ready with no immediate work required, this property provides a seamless transition to immediate rental income or owner occupancy.

5018 W Irving Park Road, Chicago

1619 S Central Park Avenue, Chicago
$599,999
12 Beds ⋅ 3 Baths ⋅ 12793533 MLS ⋅ ACTIVE Status
Get into North Lawndale today-and position yourself for tomorrow's potential! This proper Th This fully gut-renovated three-unit property combines spacious floor plans, modern amenities, and existing leases for an investment opportunity you'll want to see before making your next move. The building's two largest units-the four-bedroom main level and five-bedroom second floor-are already leased through the Section 8 Housing Choice Voucher program. These established leases provide an income-producing foundation, with the housing authority paying the approved subsidy portion directly to the owner, subject to program requirements. That means less initial leasing work for the next owner and rental assistance supporting a portion of the rent on the building's largest units. Renovated from the studs to the finishes by experienced investors, all three units feature private entrances, two forms of egress, and new, individually controlled central heating and air conditioning. Drawings, permits, and plans are accounted for. The main level offers four bedrooms, one full bathroom, impressive 9-foot ceilings, in-unit laundry, and an open-concept family room flowing into the kitchen. The second floor features a similar layout with five bedrooms, while the garden unit includes three bedrooms, one bathroom, and a dedicated laundry and storage room. Twelve total bedrooms. Three rebuilt units. Two established Section 8 leases. For buyers seeking rental income and long-term appreciation potential in North Lawndale, this property deserves a place at the top of the list. Don't wait until you're looking back at an opportunity you could have owned-schedule your showing today!

1619 S Central Park Avenue, Chicago

5005 W Eddy Street, Chicago
$599,998
5 Beds ⋅ 3 Baths ⋅ 12741864 MLS ⋅ ACTIVE Status
Incredible opportunity to own a well-maintained legal two-flat with an additional garden unit! Each spacious unit features hardwood flooring, generous living rooms, formal dining areas, large kitchens, ample closet space, and wide enclosed porches. The first-floor unit offers two bedrooms plus a versatile den-perfect for a home office, guest room, or additional living space. Major improvements include a newer roof and water heater (2016), HVAC upgrades completed in 2021, and updated plumbing within the past two years. Situated on a wide lot with a side driveway and one-car garage, this property is conveniently located near restaurants, theaters, shopping, and public transportation. An excellent opportunity for an owner-occupant or investor!

5005 W Eddy Street, Chicago

1435 S Trumbull Avenue, Chicago
$599,997
5 Beds ⋅ 5 Baths ⋅ 12662032 MLS ⋅ ACTIVE Status
Thoughtfully composed for modern ownership, 1435 S. Trumbull introduces a new-construction two-flat where refined design and income-producing flexibility share one cohesive address. Anticipated for November 2026 delivery, the property pairs a contemporary brick-and-Hardie exterior with two independently functional residences, a two-car garage, rear deck, fenced backyard, and approximately 2,900 square feet of combined living space. The approximately 1,900-square-foot duplex-up unfolds across two well-proportioned levels with three bedrooms and 2.5 baths. An open-concept main floor connects the living, dining, and kitchen areas, while expansive west-facing windows invite warm afternoon light. Wide-plank LVT flooring, five-inch baseboards, crown molding, modern lighting, and crisp black accents establish a polished visual language throughout. At the center of the home, custom black-and-white cabinetry is paired with quartz countertops, a substantial island, and a complete GE stainless steel appliance package. Generous storage and workspace support daily routines and larger gatherings, while the adjoining rear deck extends the living space outdoors. Upstairs, the primary suite offers a quiet, design-forward retreat with a spa-inspired bath. A freestanding soaking tub, glass-enclosed walk-in shower with full-body sprayers, double vanity, wood-look accent wall, and curated Kohler, Delta, and Signature Hardware fixtures create a layered, restorative setting. Two additional bedrooms, a second full bath, and second-level laundry complete the duplex with intention. The approximately 1,000-square-foot garden residence adds two bedrooms, two full baths, 10-foot ceilings, a private entrance, full kitchen, in-unit laundry, and separate utility meters. Its independent configuration creates meaningful versatility for rental income, guests, or other flexible living arrangements without compromising privacy. Set in North Lawndale, the home is near historic Douglass Park, the Garfield Park Conservatory, and La Catedral Cafe, a locally loved destination for Guadalajara-inspired breakfast and coffee. The Kedzie Pink Line station, CTA bus connections, and nearby I-290 provide convenient access to the West Loop, Downtown Chicago, and surrounding neighborhoods. More than a new build, 1435 S. Trumbull is a thoughtful approach to city living-designed to support comfort today while creating possibilities for what comes next. Photos depict the previously completed model at 2435 W. Congress Parkway and are representative of the planned design and finishes at 1435 S. Trumbull. Qualified buyers may be eligible for up to $100,000 in purchase-price assistance through the City of Chicago's Building Neighborhoods and Affordable Homes Program. Income, owner-occupancy, program guidelines, and fund availability apply; buyers should independently verify eligibility with the City of Chicago.

1435 S Trumbull Avenue, Chicago

2050 N Kenneth Avenue, Chicago
$599,900
9 Beds ⋅ 3 Baths ⋅ 12802393 MLS ⋅ ACTIVE Status
Incredible investment opportunity in Hermosa! Situated on an extra-wide lot, this legal 3-flat offers exceptional income potential with spacious units, recent renovations, and ample parking. The building features a 2-bedroom, 1-bath first-floor unit, a 3-bedroom, 1-bath second-floor unit, and a 4-bedroom, 1-bath third-floor unit. An additional finished attic with access from Unit 3 provides excellent potential for added living space or future income opportunities. Almost the entire property has been extensively renovated, with all units except the tenant-occupied second-floor unit featuring refinished or new flooring, updated appliances, fresh paint, and renovated bathroom fixtures. Additional improvements include recently updated roofs, adding peace of mind for the next owner. Outside, you'll find a detached one-car garage plus a large parking pad with space for 4-5 additional vehicles, a rare feature in the area. Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the others, this property offers tremendous flexibility and upside. Explore the property in 3D by clicking the 3D Tour button and walk through every detail from the comfort of your home.

2050 N Kenneth Avenue, Chicago

5552 S Sawyer Avenue, Chicago
$599,900
10 Beds ⋅ 4 Baths ⋅ 12799769 MLS ⋅ ACTIVE Status
Calling all house hackers and landlords! Welcome to this thoughtfully reimagined brick American Foursquare multi-family building in Gage Park! This spacious building offering 10 bedrooms, 4 bathrooms, and 4 levels of living space, perfect for landlords, house hackers, or multi-generational living. Unit 1 has 3 generously sized bedrooms and 1 full bath. Unit 2 has 4 bedrooms, 2 full baths, including a massive attic living space with endless possibilities. The fully renovated garden-level in-law suite adds 3 more bedrooms and a full bath, a good fit for extended family and guests. Throughout the building you'll find luxury vinyl flooring, and all bathrooms have been redone with meticulous tilework and brand new fixtures. The new kitchens have luxury shaker cabinetry, quartz countertops, beautifully tiled backsplashes, and new stainless steel appliances. Each unit has updated plumbing and electrical, its own washer/dryer hookups, a tankless water heater, a new heating and cooling system, and separate utilities. The newly landscaped backyard leads to an updated 2-car detached garage off the alley. The seller has thought of everything. There's nothing to do but move in and start collecting rent. Call and schedule your showing today!

5552 S Sawyer Avenue, Chicago

4035 N Keystone Avenue, Chicago
$599,900
4 Beds ⋅ 3 Baths ⋅ 12728185 MLS ⋅ ACTIVE Status
Location, location, and location. Just across from Irving Park Blueline and Metra stations. Great investment opportunity. Rare model duplex townhouse in Old Irving Park near expressway I-90/94. This beautiful townhouse consists of two legal units with individual HVAC systems, two offstreet parking spots, common courtyard patio, storage area in the basement. The rental income of one unit covers the monthly expenses of the townhouse or live in one unit and use another one as an in-law unit. Monthly HOA fee of $150 covers common area maintenance including but not limited to parking lot, sidewalk, snow removal, garbage pickup, reserve for repairs of sewer and water service lines in the common area, and insurance. Unit #1: Aprox. 683 sq ft - One bedroom one bath garden unit with open concept, 10x12 bedroom, full size kitchen and dining, one full bath, newer HVAC system with central air, washer and dryer in the basement. Unit was freshly painted in July, 2026. Unit #2: Aprox. 1365 sq ft- Three bedrooms one and a half baths in second and third level. 11x17 master bedroom, spacious living room(13x18), updated eat-in kitchen with 42" maple cabinets, quartz countertops, and stainless steel appliances, in-unit washer and dryer, newer HVAC system with central air. Unit was freshly painted in June, 2026. Sold "As-Is".

4035 N Keystone Avenue, Chicago

3067 N Central Park Avenue, Chicago
$599,500
3 Beds ⋅ 1 Baths ⋅ 12793770 MLS ⋅ ACTIVE Status
Vintage three flat, each with separate utilities and in-unit-laundry. The building has a backyard and 2 car garage. Located in booming Avondale, with new construction, residential and commercial development all around. Convenient location, offers easy access to downtown, O'Hare, Logan Square and beyond via the Blue Line and highway. Rents are below market value, representing long term (month-to-month) tenants. Please note: 1) Property As-Is. 2) Exterior and interior dimensions and square footage are estimates. 3) Property is within the jurisdiction of the Northwest Side Preservation Ordinance; tenants may exercise the right of first refusal. 4) Trust Owner Property. 5) See showing instructions for available showing times.

3067 N Central Park Avenue, Chicago

440 N Hamlin Avenue, Chicago
$599,000
6 Beds ⋅ 5 Baths ⋅ 12799042 MLS ⋅ ACTIVE Status
Exceptional opportunity to own this beautifully renovated 2-story brick multi-unit building featuring a spacious duplex-down first unit and a newly constructed 2-story rear wood porch. Unit 1 offers a duplex layout with 3 bedrooms and 2.5 bathrooms, an open-concept living room with a fireplace, a modern kitchen equipped with stainless steel appliances, a large center island, and an in-unit washer and dryer. Unit 2 features 3 bedrooms and 2 full bathrooms, a bright and functional layout, a contemporary kitchen with stainless steel appliances, and an in-unit washer and dryer. This property combines modern amenities with classic brick construction, making it a perfect addition to any investment portfolio or a great opportunity for house hacking.

440 N Hamlin Avenue, Chicago

5445 S Mozart Avenue, Chicago
$599,000
4 Beds ⋅ 3 Baths ⋅ 12778638 MLS ⋅ ACTIVE Status
Your home should work harder for you. This brand-new construction Two Flat is perfect for first-time buyers and those seeking low-maintenance ownership with income, accessibility, affordability, or multigenerational living. Built by award-winning Greenline Homes, this high-performance, all-electric, two-unit building combines beautiful design with cutting-edge building science. Every detail, from the upscale Hardie Board exterior to the EV-ready garage and gated intercom, is crafted for effortless, low-maintenance living. The primary unit on the second floor offers a condo-quality 2 Bedroom + 2 Bath layout The unit features a chef's kitchen with custom cabinetry, quartz countertops, and a premium Induction range. An expansive private balcony extends from the great room, offering a seamless indoor/outdoor living experience.The stunning grade-level accessible first-floor offers a easy to rent 2 Bedroom + 1 Bath Layout that interfaces well with the private rear yard. This unit provides a spacious retreat, perfect for multi-generational living or generating high-value rental income to enhance affordability. Each Greenline Home is appointed by a designer with tastemaker-grade finishes. Custom cabinetry, designer quartz, and induction cooking in a home designed for the next 100 years, not the last. With triple-pane windows for ultimate thermal and acoustic comfort and a fully paid-for solar PV system (own your energy!), enjoy near-zero utility costs without compromising on style. Your comfort and investment in this home will last for generations. Experience a healthier, wealthier, and more comfortable lifestyle-your best life begins here. Schedule your showing today to explore Chicago's best-value in new construction living.

5445 S Mozart Avenue, Chicago

7120 W Highland Avenue, Chicago
$599,000
4 Beds ⋅ 2 Baths ⋅ 12733369 MLS ⋅ ACTIVE Status
This rare 1 story style duplex has been completely renovated from top to bottom, inside and out! The exterior features an all new torch-down roof, windows, doors, siding, gutters, vents, mailboxes, light fixtures, and all of the brick has been properly tuck-pointed. Inside, both units have undergone a total transformation into truly turnkey condition, ready for immediate occupancy. All new engineered hardwood flooring, oversized 7" baseboards, doors/hardware, blinds, closet shelving, and wooden railings with metal balusters throughout. Both bathrooms are tastefully remodeled including professionally installed tile work. Both kitchens boast gorgeous white shaker cabinets, quartz countertops, and stainless steel appliances. The basement provides ample storage space and houses the two new high efficiency furnaces along with two new air conditioners outside. The home's zero-front setback allows for a nice large back yard. This location in desirable Norwood Park is only .5 miles from the Metra station and 1 mile from both the CTA Blue Line station and I-90 tollway for easy commuting. See the 3D virtual tour!

7120 W Highland Avenue, Chicago

Chicago
$596,000
4 Beds ⋅ 3 Baths ⋅ 12742758 MLS ⋅ ACTIVE Status
Well-maintained solid-brick 3-flat at 4335 S St. Lawrence Ave, currently owner-occupied on the third floor with two tenant-occupied units. Each residence offers its own distinct character with spacious, light-filled living areas and thoughtful updates throughout. Unit 1 features LVT flooring and fresh paint completed in 2025, an updated kitchen with white cabinetry, wood-tone countertops and stainless-steel appliances, plus refreshed bathroom finishes. Unit 2 offers a bright bay-window living room, generous dining space, updated kitchen, LVT flooring, fresh paint and updated bathroom fixtures from the Fall 2023 renovation. Unit 3, the owner's unit, was redesigned in 2023 with an inviting open floor plan connecting the living, dining and kitchen areas, complemented by abundant natural light, modern finishes and in-unit stacked washer and dryer. Major building improvements include a rear deck and stairs rebuilt in 2023, rear/eastern exterior wall tuckpointing in 2026 and southern side wall tuckpointing in 2026. The roof was professionally inspected post-storm in 2025 with no issues reported. The unfinished basement provides additional storage and houses the separate gas furnaces for Units 1 and 2; Unit 3 has its own in-unit furnace. Window air-conditioning is provided in all units. Laundry convenience includes compact under-counter washers in two units and a stacked washer/dryer in one unit. A solid, well-cared-for multi-unit property offering updated interiors, separate heating systems and continued income potential

Chicago

2835 N Melvina Avenue, Chicago
$595,000
5 Beds ⋅ 3 Baths ⋅ 12803600 MLS ⋅ NEW Status
Welcome to this beautiful, legal 2-unit building with a full finished basement in the heart of Belmont Cragin. This is the rare find that works every way you run the numbers: a turnkey owner-occupant opportunity where you can live in one unit while the second helps carry the mortgage, or a hands-free addition to a rental portfolio with every big-ticket item already done for you. Across three finished levels you'll find 5 bedrooms and 3 full bathrooms and room to spare at every turn. The spacious first level opens with a generous living room and gleaming hardwood floors, flowing into a uniquely designed kitchen that is truly the centerpiece of the home - custom-made cabinetry, brand-new appliances, and the kind of finish level you simply don't see in multi-unit buildings. The cozy second floor offers its own comfortable, private living space, and the full finished basement adds 2 more bedrooms and a full bath - perfect for extended family, guests, or even more rental flexibility. Classic architectural character throughout, paired with every modern amenity today's tenants and buyers demand. Buy with total confidence: the heavy lifting is finished. New roof, new siding, new gutters, and new mechanicals - the expensive, unglamorous essentials are already handled, so you can focus on collecting rent or simply enjoying the home. The location does the rest of the selling. Belmont Cragin puts you minutes from expressway access for an easy downtown commute and close to the Blue Line for car-free trips into the city - a combination that keeps quality tenants in place and vacancies short. Opportunities like this - legal 2-unit, fully renovated systems-to-finishes, three levels of finished living space - do not sit. Schedule your showing today before someone else runs the numbers and beats you to it.

2835 N Melvina Avenue, Chicago

1512 N Maplewood Avenue, Chicago
$595,000
4 Beds ⋅ 2 Baths ⋅ 12753481 MLS ⋅ PRICE CHANGE Status
1512 N Maplewood is a 2-unit building on a 3,024 SF parcel with favorable RT-4 zoning. The 2 Bed / 1 Bath units have central air conditioning, common-area laundry, and generate $48,430 in annual revenue. Ownership previously engaged Hanna Architects to design a 3-unit, 3,900 SF building on the site, and drawings are available for review in the additional information tab. The building offers a buyer two distinct paths for value creation: a long-term covered land play or immediate redevelopment. Long-Term Covered Land Play: In-place income reflects $31,631 of NOI, a 5.32 cap rate, and 12.3x GRM. In-place rents are well below the $2,224 market average, roughly $400 per unit per month of mark-to-market upside. This allows a new owner to stabilize the building at a 6.56 cap rate while awaiting future redevelopment. Redevelopment: The parcel is zoned RT-4, Chicago's low-to-medium-density multiunit zoning. This allows development of a 1.2 FAR building up to 42 feet tall where one in four units is Type A accessible. These entitlements support the development of up to 3 units by right. The land is listed at $164 per buildable SF against an average land sale of $181 per buildable SF. In addition, the 2-unit building produces interim income of $31,631 per year as a developer finalizes architecture and permits.

1512 N Maplewood Avenue, Chicago

Chicago
$590,000
9 Beds ⋅ 3 Baths ⋅ 12795137 MLS ⋅ ACTIVE Status
A rare opportunity to own a beautifully updated Greystone. 3 legal units (basement ADU) in one of Chicago's most exciting growth corridors. This stately building commands immediate attention. With freshly tuckpointed stonework, stonewashed exterior, and updated landscaping, it delivers curb appeal that stands apart on the block. Brand new kitchens, bathrooms, and flooring throughout, complemented by fresh paint and newer windows that flood each space with natural light. The fully permitted garden-level ADU adds a legal 3rd income stream and significantly boosts overall yield. Live in one, rent two, or maximize all three. Woodlawn is in the midst of a remarkable transformation. With a wave of new construction in the pipeline and steadily climbing rental rates, savvy investors are moving in early. This property puts you ahead of the curve. Secured in a neighborhood whose trajectory is unmistakably upward, with the bones, the beauty, and the bottom line to match.

Chicago



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