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$525,000
4 Beds 3 Baths 12743877 MLS CONTINGENT Status
Nestled on the corner of a quiet, tree-canopied street, this sturdy 2-flat sits on an oversized lot, 39' by 129'. Each unit has hardwood floors throughout and consists of 5 rooms with 2 bedrooms, one bathroom, eat-in kitchen, living room with dining area and an enclosed back sunroom. Each unit also has separate hot water baseboard heat with newer furnaces (2022) and electrical panels. Located at the intersection of the Jefferson Park and Forest Glen neighborhoods, you are blocks away from the bus, Metra, Kennedy expressway, Mariano's, and beautiful Forest Preserves. Relaxing at home, you have two sunrooms and a cozy backyard at your disposal. Whether you're looking for an investment property with two quality units, a home for a growing family that features functional garden level living space, or a blank canvas for an ambitious renovation, come take a look and envision the possibilities.

5214 N Leamington Avenue, Chicago

$579,999
4 Beds 3 Baths 12744009 MLS ACTIVE Status
Excellent opportunity to own a well-maintained 2-flat in the highly desirable Jefferson Park neighborhood, offering strong rental potential and an ideal setup for owner-occupants. This classic Chicago multi-unit features two spacious units, a finished basement, and shared laundry, making it a versatile investment in one of the city's most commuter-friendly areas. The first-floor unit offers 2 bedrooms and 1 bathroom with hardwood floors throughout, a bright and spacious living room that flows into a separate dining room, and a well-appointed kitchen with an eat-in breakfast area. This unit also includes central heating and air conditioning, providing year-round comfort. The second-floor unit features 1 bedroom and 1 bathroom with 9-foot ceilings. All wood floors throughout the first/Second floor. The layout includes a large living room, separate dining room, and a spacious kitchen with a walk-in pantry, along with a generous bedroom featuring a large walk-in closet. The finished basement offers additional living, recreation, or storage space and includes shared laundry and mechanicals, including the furnace, A/C, and water heater. Basement features full bedroom and bathroom. Significant exterior improvements include a newer roof, windows, siding, 2 car garage, concrete patio, and privacy fence, creating a low-maintenance investment with appealing outdoor space. Located in the heart of Jefferson Park, the property offers exceptional access to transportation and neighborhood amenities, including nearby **CTA Blue Line stations and multiple Metra lines for easy commuting to downtown Chicago. Residents are also within walking distance to everyday conveniences such as Mariano's, Target, and Starbucks, with quick access to Interstate 90 and Interstate 94. Jefferson Park is known for its strong rental demand, neighborhood charm, and unmatched transit connectivity, making this property an excellent choice for investors seeking steady income or buyers looking to live in one unit while generating rental income from the other. Home has a 2 car garage and parking pad next to garage. Fully fenced in yard. Click on 3d tour to walk though unit. 1st floor unit availabe for owner occupancy now. Do not miss this chance to live and have others pay your mortage!

5037 W Winona Street, Chicago

$399,999
7 Beds 2 Baths 12743808 MLS ACTIVE Status
Well-maintained 2-flat on historic King Drive offering the perfect opportunity to house hack or add a turnkey property to your investment portfolio. Unit 1 features 3 bedrooms, while Unit 2 offers 4 spacious bedrooms. With one unit becoming vacant soon, an owner-occupant can move in. The property features hardwood floors, ceramic-tiled kitchens and baths, fireplaces, individual heat and central air, enclosed porches, rear parking and a full unfinished basement with additional potential. Located just across the street from Brooks College Prep and minutes from Historic Pullman, Pullman National Historical Park, shopping, dining, parks and transportation. The surrounding Far South Side is also experiencing major infrastructure investment with construction underway on the CTA Red Line Extension to 130th Street, including new stations at 103rd, 111th, Michigan Avenue and 130th. A rare opportunity to buy into an area with history, accessibility and major investment happening around it-while owning a property that can generate income from day one.

11025 S King Drive, Chicago

$499,900
4 Beds 3 Baths 12743161 MLS ACTIVE Status
PRIME OPPORTUNITY IN HERMOSA! Legal 2-unit building with a finished basement, 2-car garage, and spacious fenced backyard. Both units are in good condition and occupied by long-term tenants, providing a great opportunity for an investor seeking rental income and long-term upside. Owner-occupants can live in one unit while generating rental income from the other. The finished basement offers valuable additional space with endless possibilities for storage, recreation, a home office, or other uses. Conveniently located near the businesses, restaurants, and services along Armitage and Pulaski, with new construction and continued investment throughout the neighborhood. A versatile property offering income, space, parking, and potential in a desirable Northwest Side location!

1907 N Keystone Avenue, Chicago

$599,000
6 Beds 2 Baths 12743011 MLS ACTIVE Status
Beautifully Maintained Spacious Two-Unit | Double Lot | 2-Car Garage Nestled on a quiet, tree-lined street in the heart of the city, this spacious two-unit property offers an incredible combination of comfort, versatility, and outdoor space. With two generously sized 3-bedroom units, this property is ideal for an owner-occupant, multi-generational living, or an investor looking to add a strong income-producing property to their portfolio. Each unit features 3 bedrooms, 1 full bathroom, a large dining room, and a spacious kitchen, with private entrances accessible from both the front and rear of the property. The property also offers a full walk-out basement with a dedicated laundry room, workshop, and abundant storage space. An expansive unfinished attic provides even more storage or the opportunity to create additional living space tailored to your needs. Enjoy even more usable space with the enclosed rear porch. The second-floor unit has been rehabbed, featuring new cabinets, appliances, and flooring. The first-floor unit features beautiful hardwood flooring throughout, along with central air and heat, great crown molding throughout and lots of natural light. Outside, the property truly stands out. Situated on a double lot, there is plenty of room to enjoy the outdoors, with a two-car garage, side driveway, additional guest parking, rear patio, and spacious backyard. With its generous floor plans, extensive storage, private entrances, updated units, and exceptional lot size, this property offers tremendous potential and is sure to attract attention. Don't miss your opportunity-schedule your showing today!

1936 N Tripp Avenue, Chicago

$1,295,000
10 Beds 4 Baths 12741174 MLS ACTIVE Status
Excellent investment opportunity in the heart of Andersonville! This handsome three-unit greystone offers an impressive 10-bedroom, 4-bathroom configuration with spacious apartments with individual HVAC systems and strong rental income. Unit 1 is a generous duplex-down featuring four bedrooms, two full baths, and a separate family room, while Units 2 and 3 each offer three bedrooms and one bath. Additional highlights include private rear decks, common laundry, and a two-car garage. Ideally located near the restaurants, shops, cafes, and neighborhood amenities along Clark Street, with convenient access to public transportation and the lakefront. A substantial, income-producing property in one of Chicago's most desirable neighborhoods-schedule your showing today!

1319 W Foster Avenue, Chicago

$599,900
5 Beds 5 Baths 12743714 MLS CONTINGENT Status
Thoughtfully composed for modern ownership, 1443 S. Trumbull introduces a new-construction two-flat where refined design and income-producing flexibility share one cohesive address. Anticipated for October 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, 1443 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 1443 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.

1443 S Trumbull Avenue, Chicago

$549,999
5 Beds 5 Baths 12743055 MLS ACTIVE Status
Thoughtfully composed for modern ownership, 1433 S. Trumbull introduces a new-construction two-flat where refined design and income-producing flexibility share one cohesive address. Anticipated for October 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 and Downtown Chicago. More than a new build, 1433 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 1433 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.

1433 S Trumbull Avenue, Chicago

$675,000
6 Beds 3 Baths 12731385 MLS CONTINGENT Status
Located in the sought-after Arcadia Terrace neighborhood, this well-maintained oversized 2-flat offers an excellent opportunity for homeowners and investors alike. The property features two spacious units, each offering 3 bedrooms and 1 full bath, along with large living rooms, separate dining rooms, generously sized kitchens, and beautiful hardwood flooring. The partially finished basement provides additional usable space and includes a half bath, along with two sets of washers and dryers for added convenience. Outside, enjoy a private backyard with dedicated areas for gardening, relaxing, and entertaining. Situated on a quiet, tree-lined street just steps from vibrant Lincoln Avenue, this property offers the perfect combination of tranquility and convenience. Residents can easily access popular restaurants, cafes, shopping, and CTA transportation, making this an attractive location for both owner-occupants and tenants. With spacious units, desirable neighborhood amenities, and strong income-producing potential, this Arcadia Terrace 2-flat is an opportunity not to be missed.

5615 N Rockwell Street, Chicago

$985,000
6 Beds 4 Baths 12743286 MLS ACTIVE Status
Rare Logan Square Investment Opportunity with Coach House! Located on a charming, tree-lined block in the heart of Logan Square, 2432 N. Campbell Ave offers a unique opportunity to own a multifamily property with tremendous potential. The property features a well-maintained frame two flat accompanied by a tri-level coach house, creating a flexible setup for investors, owner-occupants, or buyers looking to maximize rental income. The spacious coach house has 2 bedrooms and ample living space across three levels with in unit laundry. Market rent is $3,000 a month and it is currently vacant allowing for an owner-occupied buyer. The front units are rented MTM below market at $1,900 with potential to increase rents with light cosmetic updates and have shared laundry in the basement. All utilities are separate and owner pays water only. Unfinished attic space offers additional value add potential. The property features a welcoming front porch, large backyard, and excellent separation between the main building and coach house. The location is hard to beat-just minutes from the restaurants, coffee shops, nightlife, parks, shopping, and entertainment that make Logan Square one of Chicago's most desirable neighborhoods. Easy access to transportation and nearby neighborhood amenities adds to the property's appeal. Whether you're looking to house-hack, build your rental portfolio, or unlock the property's full potential through renovation, 2432 N. Campbell offers the location, layout, and flexibility to make it a compelling investment.

2432 N Campbell Avenue, Chicago

$725,000
4 Beds 3 Baths 12738203 MLS CONTINGENT Status
This is the 2-flat you've been looking for! This spacious building offers an incredible opportunity for an owner-occupant or investor in a prime location. The first-floor duplex-down unit features 3 bedrooms, and 2 full bathrooms, a chef's kitchen overlooking the backyard, formal living room and separate dining. As you go to the lower level, you will be surprised by 8-ft ceilings and even more living space with a family room and bar area, perfect for entertaining. The top-floor unit is largely in its original condition but offers a fantastic floor plan, rare 9.5-ft ceilings, 1 bedroom, 1 bathroom, a formal living room, and a separate dining room. The layout provides the opportunity to create a second bedroom and add value. Additional highlights include a 2.5-car garage and a desirable location only blocks from the lake and the beach, Loyola University, public transportation, shopping, dining, and more. Whether you're looking to house-hack, generate rental income, or create a multi-generational living arrangement, this property offers tremendous flexibility and potential. Extra-wide and longer lot. Property is being sold AS-IS.

1311 W Columbia Avenue, Chicago

$525,000
8 Beds 5 Baths 12734119 MLS CONTINGENT Status
Attention investors! Located near I-55 and just one block from McKinley Park, this 3-unit listing is a rare find on a corner lot. The property features two units (1F & 2F) in the main building and a coach house apartment (2R) above a 2-car garage in the rear, all sharing a courtyard. Main building new roof from 2022. Each unit is equipped with its own gas-forced-air furnace. The main building features a new hot water heater installed in 2024. The first-floor unit (1F) offers 2 bedrooms and 1.5 bathrooms and will be vacant by the end of August, providing the new owner with an opportunity to make cosmetic improvements, increase the rental income, or occupy the unit. Laundry hookups are ready. The second-floor unit (2F) features 4 bedrooms and 2 bathrooms and is currently rented for $1,699 per month through July 2027. The tenants have been in the unit since 2024, and the unit was repainted in 2024. The 2-bedroom, 1-bathroom coach house (2R) has been occupied by the same tenants since 2020 and currently rents for $1,100 per month. The 2-car garage is also rented separately for $100 per month. With three units, separate heating systems, a newer roof, and a combination of stable rental income and value-add potential, this property offers an excellent opportunity for both investors and owner-occupants. Please reach out to listing agent for a list of updates and current rental details. Selling as is.

3600 S Winchester Avenue, Chicago

$1,250,000
7 Beds 5 Baths 12718147 MLS CONTINGENT Status
Beautifully updated two-flat in the heart of Andersonville! The vacant first-floor duplex-down offers 4 bedrooms, 3 baths, a spacious open layout, enclosed sunroom, finished lower level with a wet bar, and abundant storage. The second-floor 3-bedroom, 2-bath unit is leased through next year, providing immediate rental income. Both units feature separate utilities, central heat and air, in-unit laundry, engineered hardwood floors, granite countertops, stainless steel appliances, and enclosed rear sunrooms. Situated on an oversized 30x136 lot with a 2-car garage. Prime location just steps from Andersonville's shops and restaurants, and Red Line, Lake Shore Drive, and Foster Beach less than 1 mile away.

1507 W Hollywood Avenue, 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



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