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$583,000
4 Beds ⋅ 2 Baths ⋅ 12764178 MLS ⋅ NEW Status
Classic Chicago two-flat offering a great combination of vintage character, spacious floor plans, and income potential. Each unit features 2 bedrooms, 1 full bath, a separate living room and dining room, kitchen, and enclosed sunroom, providing generous living space and flexible room configurations. The property retains attractive original details, including hardwood floors, substantial wood trim and doors, and a distinctive stained-glass window. Large windows provide excellent natural light throughout both units. The kitchens offer ample cabinet and counter space, while the bathrooms are functional and well maintained. The full unfinished basement provides extensive storage, laundry facilities, mechanicals, and additional possibilities for the new owner. A detached two-car garage is another significant benefit-especially for a Chicago two-flat. This property provides flexibility for an owner-occupant, extended-family arrangement, or investor. Live in one unit while generating rental income from the other, or maintain both apartments as rental units. With two well-proportioned apartments, separate living and dining spaces, sunrooms, a full basement, and a two-car garage, this is a versatile property with plenty of potential. Outstanding Jefferson Park location! Enjoy the convenience of a highly walkable neighborhood with shopping, restaurants, parks and everyday amenities nearby. Excellent transportation options include nearby CTA bus service plus convenient access to the Jefferson Park Transportation Center offering CTA Blue Line, Metra and Pace service, providing easy connections to downtown Chicago, O'Hare and the northwest suburbs. Commuters will also appreciate convenient access to the Kennedy and Edens Expressways. Outdoor recreation is plentiful, with neighborhood parks, Caldwell Woods, LaBagh Woods and other forest-preserve areas nearby. This location offers an appealing combination of a residential neighborhood setting with outstanding access to transportation and city amenities. Property Highlights: Two units * 2 bedrooms/1 bath per unit * Separate living and dining rooms * Kitchen in each unit * Enclosed sunroom in each unit * Hardwood floors and vintage woodwork * Full unfinished basement * Laundry area * Detached 2-car garage * Excellent natural light. SOLD AS IS.

Chicago
$1,395,000
6 Beds ⋅ 6 Baths ⋅ 12699701 MLS ⋅ NEW Status
Introducing a stunning new construction two-flat in the heart of historic Pilsen. Designed with flexibility and lifestyle in mind, this beautifully crafted property is ideal for multigenerational living, owner-occupants seeking rental income, or savvy investors looking for a standout opportunity in one of Chicago's most vibrant neighborhoods. The garden unit is over 1200 sf offering 2 bedrooms and 2 full baths. The duplex up is over 2430 sf and lives like a single-family home, including 4 bedrooms and 3.5 baths. Both homes are filled with natural light and complemented by beautifully designed and well-proportioned kitchens with open concept large family rooms connected to outdoor space, in-unit laundry and generous storage. Both kitchens include white oak cabinetry, quartz countertops, decorative backsplashes and stainless-steel appliances including beverage centers. Abundant private outdoor space offers true indoor/outdoor living including gas, electricity, and water hookups. The garden unit has 2 outdoor living spaces including the shared backyard and private front patio while the duplex unit highlights vaulted ceilings with a large custom designed enclosed deck off the family room extending the living and entertaining space adding a dramatic finishing touch. The back patio offers a retreat off the primary bedroom with city skyline views. With excellent closet space, refined design details, and quality craftsmanship throughout, these homes deliver both comfort and sophistication. Enjoy the best of Pilsen just outside your door-renowned dining, easy access to transportation, neighborhood events, and the unmistakable energy of the community. This is a rare opportunity to own a thoughtfully designed, expertly built new development in an unbeatable location.

1118 W 19Th Street, Chicago
$2,094,000
10 Beds ⋅ 8 Baths ⋅ 12763697 MLS ⋅ NEW Status
New construction investment opportunity in Logan Square consisting of two separate townhome residences on an oversized 177-foot-deep lot. Each home offers approximately 3,100 square feet of living space with five bedrooms, 3.5 baths, generous private outdoor space, a rooftop deck, and garage parking. Built by an experienced luxury-home developer, the residences feature Hardie board siding, wide-plank white oak flooring, 10-foot main-level ceilings, extra-wide staircases, and well-designed three-level floor plans. Each eat-in kitchen includes custom cabinetry, quartz countertops, full-height backsplash, walk-in pantry, and a Thermador Professional Series appliance package. Additional features include lower-level family rooms with wet bars, dedicated laundry rooms, hydronic radiant heat, zoned HVAC, abundant storage, and rooftop decks with gas and water connections. Located a block from The 606 and convenient to the CTA Blue Line, bus routes, dining, retail, parks, and neighborhood amenities. The combination of new construction, substantial square footage, five-bedroom layouts, garage parking, private outdoor space, and quality finishes creates strong rental appeal with minimal near-term capital improvement needs.

1728 N Sawyer Avenue, Chicago
$579,000
4 Beds ⋅ 3 Baths ⋅ 12764061 MLS ⋅ NEW Status
NEW CITY! If you lived here-you'd be enjoying a healthier, more affordable, and comfortable lifestyle with less maintenance! Come your our MODEL HOME in what will be Chicago's largest sustainable community. Excellent location, minutes from the loop, Midway, transit and just a block from beautiful Historic Sherman Park. Greenline Homes, an award-winning developer, is transforming this neighborhood into a sustainable community with homes that truly work for their owners. Perfect for first-time buyers! Rental income helps make your home more affordable, and it's great for multigenerational buyers who want accessibility without sacrificing their lifestyle. This brand-new all-electric two-flat blends beautiful design, thoughtful layouts, cutting-edge building science, and the best materials and equipment available. On the main level, the primary duplex-up unit features a versatile bonus room, perfect for a high-end home office, 3rd bedroom, or recreation room. Upstairs, a private rear balcony, large enough for gatherings and dining, is directly off the great room, creating a seamless indoor-outdoor living experience. The stunning ADA-accessible first-floor unit offers a spacious retreat, ideal for multi-generational living or generating high-value rental income to boost affordability. No compromises here-custom cabinetry, designer quartz, and induction cooking in a home designed for the future. Triple-pane windows ensure ultimate thermal comfort, and a fully paid-for solar PV system means near-zero utility costs without sacrificing style. The super insulated walls and roof make for a library-quiet interior. Plus, an energy recovery ventilator keeps fresh, filtered air flowing 24/7, even when the windows are closed, so you can still enjoy comfort and efficiency. Every detail, from the premium Hardie Board exterior to the EV-ready garage and gated intercom security, is designed for effortless, low-maintenance living. Experience a healthier, wealthier, and more comfortable lifestyle-your best life begins here. And the best part? More houses to come next door...

5236 S Bishop Street, Chicago
$1,275,000
6 Beds ⋅ 3 Baths ⋅ 12763197 MLS ⋅ NEW Status
Charming Andersonville 2-Flat with Owner-Occupant & Investment Potential Welcome to 1639 W Rascher Ave, a charming and versatile two-flat located in the heart of Chicago's highly sought-after Andersonville neighborhood. This classic Chicago property offers an excellent opportunity for an owner-occupant, multigenerational household, or investor looking to own in one of the city's most desirable and walkable communities. The property features spacious living areas, classic Chicago character, and a flexible layout that provides the opportunity to live in one unit while generating rental income from the other. With approximately 2,456 square feet of living space and a generously sized lot, there is plenty of room to make this property your own. Enjoy everything Andersonville has to offer just outside your door-from locally owned restaurants, cafes, shops and boutiques to neighborhood parks, community events and easy access to the lakefront. The surrounding residential streets offer a wonderful balance of city convenience and neighborhood charm, making this an appealing location for both families and professionals. The property's two-flat configuration provides multiple possibilities for the next owner: live in one unit and rent the other, accommodate extended family, or maximize its investment potential. Its location, size, and flexible layout make this a unique opportunity to own a piece of one of Chicago's most vibrant neighborhoods. Come experience the character, convenience, and lifestyle that make Andersonville such a special place to call home.

1639 W Rascher Avenue, Chicago
$1,150,000
5 Beds ⋅ 6 Baths ⋅ 12763441 MLS ⋅ NEW Status
Welcome to this exceptional Greystone vintage 2-unit building with a garden apartment on the lower level - offering 5 bedrooms, 5 full bathrooms, and 1 half bathroom, perfectly blending classic Chicago charm with modern comfort. Featuring beautiful landscaping, a fenced backyard, and thoughtfully designed living spaces, this remarkable property presents an outstanding opportunity for both homeowners and investors. A stunning hardwood staircase welcomes you through the main entrance, providing access to both the first- and second-floor units. Let's begin with the second-floor residence. As you enter, you're greeted by a bright and spacious living room, highlighted by a beautiful English skylight lantern above the foyer and oversized windows that fill the home with abundant natural light. Located just off the living room, the primary suite offers a private retreat with a separate sitting area, generous closet space, direct access to a private balcony, and large windows that create a warm and inviting atmosphere. On the opposite side of the living room, the second bedroom features a walk-in closet and ample living space. The unit includes two full bathrooms-one with a luxurious walk-in steam shower and the other with a relaxing soaking tub. Conveniently located between the bedrooms, the dedicated laundry room adds everyday comfort and functionality. Toward the rear of the home, the open-concept family room and kitchen create the perfect gathering space, centered around a cozy fireplace with both gas and wood-burning options. The kitchen is beautifully appointed with stainless steel appliances, a large center island with breakfast bar seating, pantry storage, and expansive windows that surround the space with exceptional natural light. The first-floor unit mirrors the upper-level layout, offering incredible flexibility for multi-generational living or rental income. It features its own fully equipped kitchen, two full bathrooms, a dedicated laundry room, and an added layer of security with alarm sensors installed on every window. From the rear staircase, you'll find access to the basement studio unit. Before entering the studio, you'll pass a spacious recreation room, utility area, and a separate laundry room dedicated exclusively to the lower-level residence. Inside the studio, you'll find a thoughtfully designed living space featuring a full kitchen with stainless steel appliances, a microwave, air fryer, and range hood. The studio also includes one full bathroom, one half bathroom, and generous closet space, creating a comfortable and functional living arrangement that's perfect for guests, extended family, or rental income. The rear staircase also provides convenient access to the rooftop, the first-floor unit, and the second-floor residence, making movement throughout the building both practical and efficient. Designed with long-term comfort and peace of mind, the property is equipped with multiple tankless water heaters, multiple zoned furnaces, multiple sump pumps, and a comprehensive security system, showcasing the exceptional care and quality invested throughout the home. Step outside to enjoy the beautifully landscaped, fenced backyard featuring a brick paver patio, mature landscaping, and multiple outdoor seating areas-an ideal setting for entertaining family and friends or simply relaxing outdoors. Conveniently located near public transportation, bus routes, restaurants, grocery stores, shopping, and everyday conveniences, this exceptional Greystone offers the perfect combination of timeless Chicago architecture, modern functionality, and outstanding investment potential. Don't miss this rare opportunity to own a versatile, meticulously maintained multi-unit property that seamlessly blends historic character, modern upgrades, and exceptional income potential-all in one of Chicago's most desirable neighborhoods.

4448 N Tripp Avenue, Chicago
$609,900
4 Beds ⋅ 2 Baths ⋅ 12756748 MLS ⋅ NEW Status

1815 S Peoria Street, Chicago
$649,900
6 Beds ⋅ 3 Baths ⋅ 12759675 MLS ⋅ NEW Status
GORGEOUS CLASSIC CHICAGO GREYSTONE 2-FLAT - BOTH RESIDENTIAL UNITS COMPLETELY REHABBED IN 2025! Both units have been beautifully renovated, while many major systems and exterior components have also been replaced or upgraded. Major 2025-2026 improvements include a NEW ROOF, WINDOWS, FURNACES, CENTRAL A/C, WATER HEATER, ELECTRICAL, PLUMBING, SIDING/EXTERIOR, GUTTERS & DOWNSPOUTS, SUMP PUMP, SEWER LINE, and BASEMENT/FOUNDATION WATERPROOFING. New drywall was installed throughout both units. Each unit features new kitchens with cabinets, countertops and appliances, remodeled bathrooms, updated flooring, fresh paint, new lighting, fixtures, doors and trim. New refrigerators, ranges, dishwashers, washers and dryers are included, along with smart thermostats and security cameras. The property also offers a rear deck, extra-deep backyard and parking, plus an unfinished basement with front and rear access, good ceiling height and separate heating. The basement provides excellent storage and flexible-use space, with potential for a future garden unit, subject to City of Chicago zoning, building-code and permitting requirements. Ideally located in East Garfield Park, just minutes from the United Center, Green Line, I-290, Garfield Park Conservatory, parks and Downtown Chicago. A wonderful opportunity to own a classic Chicago Greystone with two beautifully rehabbed residential units, major updates already completed, a spacious lot, and an unfinished basement with future potential. A great choice for an owner-occupant or investor!

3234 W Fulton Boulevard, Chicago
$582,000
5 Beds ⋅ 3 Baths ⋅ 12762448 MLS ⋅ NEW Status
Great opportunity with this well-maintained 2-unit property offering flexible living space and plenty of storage. The first unit features 3 bedrooms, 11/2 baths and a full kitchen, while the second unit offers 2 bedroom, 1 bath and its own full kitchen. Each unit has separate electric, making this a practical option for an owner-occupant or investor. The property also features a full basement with an additional sub-basement, plus a full walk-in attic providing plenty of room for storage. Recent mechanical updates include a boiler installed in 2025 and a furnace approximately 4 years old, while the roof and windows are approximately 10 years old. Outside, you'll find a new fenced yard and 2-car garage and new gutters with leaf guard- no more cleaning your gutters! A solid Chicago 2-unit with multiple levels of usable space and many of the major improvements already completed.

3805 S Honore Street, Chicago
$625,900
5 Beds ⋅ 3 Baths ⋅ 12762304 MLS ⋅ NEW Status
NICE JEFFERSON PARK 2 FLAT WITH FINISHED BASEMENT! 2 OVERSIZE UNITS WITH CENTRAL AIR, THREE SEPARATE FURNACES AND HOT WATER TANKS, COPPER PLUMBING. BOTH UNITS HAVE FORMAL DINING ROOM, DEN AND SLIDING DOOR TO THE DECK! NEWER WIDOWS, NEWER 1ST FLOOR AC UNIT,TWO FURNACES AND WATER TANKS ARE NEWER TOO. 2 CAR GARAGE AND ADDITIONAL PARKING SPOT. COIN LAUNDRY. GREAT RES BLOCK! THE PROPERTY IS IN A GREAT SHAPE BUT SELLER WANTS TO SELL IT AS IS.

5475 N Monitor Avenue, Chicago
$659,000
4 Beds ⋅ 3 Baths ⋅ 12762156 MLS ⋅ NEW Status
Rare opportunity to own a well-maintained legal 2-flat situated on an oversized 43' x 125' lot in the Jefferson Park/Portage Park area. The property features two spacious units, each with 2 bedrooms and 1 full bath, offering flexibility for owner-occupancy, extended family, or investment. A full basement provides additional finished space, including a full bathroom, an additional room, and a kitchenette area. Numerous improvements include newer windows and doors, updated kitchens, and a newer 2.5-car detached garage. The oversized lot provides excellent outdoor space and is a standout feature for the area. Conveniently located near transportation, shopping, restaurants, parks, and neighborhood amenities.

5849 W Wilson Avenue, Chicago
$550,000
6 Beds ⋅ 2 Baths ⋅ 12753893 MLS ⋅ NEW Status
Great opportunity to own 2-unit property located in Chicago's Portage Park neighborhood minutes from Jefferson Park and Mayfair. Both units are currently occupied with leases in place through May 2027. Tenants pay electric and gas. Interiors feature vintage character, including woodwork and built-in hutches, with spacious kitchens and formal dining rooms. The property also includes enclosed back porch, unfinished basement with storage and laundry space, unfinished attic, and a detached two-car garage. Conveniently located less than a mile from two CTA Blue Line stations and the Jefferson Park Metra station, with easy access to I-90 and Milwaukee Avenue, shopping, dining, parks, and other neighborhood amenities.

5102 W Sunnyside Avenue, Chicago
$760,000
6 Beds ⋅ 3 Baths ⋅ 12759638 MLS ⋅ NEW Status
Welcome to this beautifully maintained, custom-built brick two-flat in the heart of Rogers Park. This unique property was originally custom designed and built by an architect for his sister, and it continues to showcase the quality craftsmanship and character of its original design. The building has been thoughtfully updated with modern features while preserving the beautiful original woodwork and architectural details. Both Unit 1 and Unit 2 offer an identical, spacious layout featuring an open kitchen, hardwood floors, large living rooms, and generously sized dining rooms. Most of the windows have been updated, with only a few remaining original windows in the dining room areas. The owner has taken great pride in this property and has maintained it in excellent condition over the years. The finished basement provides an excellent additional space for entertaining, relaxing, or creating a recreation area. Utilities: Unit 1 and the basement share HVAC, gas, and electrical service with the common areas. Unit 2 has its own separate gas and electrical meters. A 2-car brick garage provides convenient off-street parking and additional storage. Whether you're looking for a place to call home while generating rental income or adding a well-maintained multi-unit property to your investment portfolio, this is an excellent opportunity. Come see this special property today!

6730 N Rockwell Street, Chicago
$1,199,000
5 Beds ⋅ 3 Baths ⋅ 12758512 MLS ⋅ NEW Status
Outstanding opportunity to purchase a 2 flat building on a picturesque residential corner with 2 car parking garage and incredible outdoor space 3657 N. Hermitage Avenue. Prime Lakeview Location! This desirable two-flat is located on a quiet, tree-lined residential street in the heart of Chicago's sought-after Lakeview neighborhood. The property offers an excellent combination of classic Chicago character, convenient city living, and strong neighborhood appeal. Enjoy easy access to the Southport Corridor, Wrigleyville, North Center, Roscoe Village and Lincoln Park, with an abundance of restaurants, cafes, shopping, entertainment and everyday conveniences nearby. Southport Avenue, Lincoln Avenue, Belmont Avenue and the Wrigleyville entertainment district are all within easy walking or biking distance. Residents also enjoy convenient access to neighborhood parks, playgrounds and Chicago's lakefront recreational opportunities. Schools: Chicago Public Schools District 299, including Hamilton Elementary School and Lake View High School. With its highly walkable location, nearby public transportation, restaurants, shopping, parks and entertainment, 3657 N. Hermitage Avenue is an excellent opportunity for an owner-occupant or investor seeking a two-flat in one of Chicago's most desirable North Side neighborhoods. This is a well-maintained property with a new garage roof. The property is available for owner occupants and investors; basement can also be converted to a 3rd unit which will be financially benefit a new owner

3657 N Hermitage Avenue, Chicago
$1,200,000
7 Beds ⋅ 2 Baths ⋅ 12757528 MLS ⋅ NEW Status
A rare opportunity in Chicago's desirable Ravenswood area! Built in 1898, this classic Victorian 2-flat with Queen Anne architectural influences makes a striking first impression with its steep front-facing gable, asymmetrical facade, projecting second-floor bay, tall, narrow proportions, decorative brackets and trim beneath the gable and eaves, and distinctive shingle treatment at the peak.This substantial, owner-occupied vintage 2-flat sits on an exceptionally deep 25' x 174' lot and offers approximately 3,445 square feet of living space-about 1,722 square feet per floor-plus a full high-ceiling attic and full basement. 10 foot ceilings on both floors. 8-12 foot ceilings in the attic. Loaded with original character, the home features beautiful hardwood floors, high ceilings on both levels, vintage pocket doors, substantial original trim and moldings, and custom built-ins in the dining room. The first-floor residence offers three generously sized bedrooms, a large kitchen footprint and decorative faux fireplace. The second floor features four nicely sized bedrooms and a wood-burning fireplace. Beyond the two main living levels, the property offers tremendous additional space. The full attic has impressive ceiling height, while the full basement also features high ceilings and two separate entrances. Outside, the unusually deep lot provides a large, open grassy backyard with plenty of room to enjoy. Zoned RS-3, this is a property with tremendous potential and possibilities. Preserve and update it as a spacious 2-flat, explore conversion to a grand single-family residence, or investigate other potential configurations such as duplex-up/duplex-down or condominium conversion, subject to zoning and City of Chicago approvals. This is an opportunity for a buyer with vision to restore, renovate and reimagine a large vintage Ravenswood property with wonderful architectural details, substantial square footage and an exceptional lot. Property is being sold strictly "as-is." Most contents currently in the property will remain and are included with the sale, with the exception of certain personal items the seller will remove prior to closing.

4426 N Damen Avenue, Chicago
$1,200,000
5 Beds ⋅ 3 Baths ⋅ 12748261 MLS ⋅ NEW Status
Located in the heart of Logan Square, this classic brick two-flat underwent a full gut renovation in 2020, thoughtfully preserving its original architectural details while introducing updated finishes, modern systems and functional living spaces. The result maintains the vintage charm of a traditional Chicago two-flat while offering the comfort and convenience of a fully renovated home. The first-floor duplex-down offers 3 bedrooms and 2 full baths across two levels. The main level features a living room with the original fireplace and mantel, a dedicated dining room, two bedrooms, a full bath and a fully appointed kitchen. The lower level expands the living space with a spacious family room, perfect as a media room, home office or additional flex space, along with a third bedroom and second full bath. The second-floor unit offers 3 bedrooms and 1 full bath with a comfortable, functional layout and its own original fireplace mantel, preserving another piece of the home's vintage character. Both units feature enclosed porches, central heat and air conditioning, and updated interiors that complement the building's original details. A shared laundry area is conveniently located on the lower level, and the property also includes a shared backyard and detached 2-car garage. Ideally situated near Logan Square's restaurants, cafes, shopping, entertainment, parks and neighborhood amenities, this turnkey two-flat offers versatility for an owner-occupant, investor or multigenerational living. With two updated units, flexible living spaces and a prime neighborhood location, this is a unique opportunity to own a classic Chicago two-flat that has already undergone a comprehensive renovation. Photos from 2020 renovation, new photos coming soon!

2428 N Rockwell Street, Chicago
$659,000
6 Beds ⋅ 3 Baths ⋅ 12760073 MLS ⋅ NEW Status
Renovated two-unit building in a great Chicago neighborhood! This property has been rebuilt with quality and offers peace of mind, with almost everything new: electrical, plumbing, HVAC systems, ductwork, windows, walls, and appliances. The kitchen features quartz countertops and brand-new appliances. The second-floor unit is a duplex with a finished attic, providing a spacious and comfortable owner's living space while generating rental income from the first-floor unit. The property also features a brand-new front porch and back porch, a beautiful backyard, and a new concrete parking pad with space for two cars. Renovations were completed with all required City of Chicago permits. This is an excellent opportunity for an owner-occupant or investor looking for a truly move-in-ready property.

4239 N Albany Avenue, Chicago
$574,900
6 Beds ⋅ 4 Baths ⋅ 12740180 MLS ⋅ ACTIVE Status
Welcome to this amazing opportunity to own your own two flat with a next door RS-3 lot in Humboldt Park. Excellent Chicago Brick 2 Flat home. Ready to move in or rent out. Each floor raves with three bedrooms and one bathroom. Second floor has been updated with it's very own HVAC system. Ready to live in or bring your ideas to update and enjoy the spacious units this building has to offer. Basement has front and back entrance plus an option to duplex with first floor. Basement is partially finished with two bathrooms and two bedrooms and a laundry room. This listing is sold alongside a lot south of it giving you a full 2976 square feet of additional yard space.

1518 N Hamlin Avenue, Chicago
$530,000
5 Beds ⋅ 3 Baths ⋅ 12759258 MLS ⋅ ACTIVE Status
Welcome to this well maintained two unit property in the heart of Bronzeville, offering a great opportunity for an owner occupant or investor. The first floor apartment is a cozy two bedroom, one bath walk up with its own in unit washer and dryer and a comfortable layout that makes it easy to call home. Upstairs, the spacious duplex lives more like a single family home. The main level features hardwood floors, a generous living area, half bath, in unit laundry, and an eat in kitchen with an island plus plenty of room for a dining table. Upstairs, you'll find brand new carpet, three bedrooms, a full bath, separate linen closet, and a spacious primary bedroom with vaulted ceilings and its own private balcony. Out back, enjoy a private fenced yard with a deck just off the kitchen, perfect for relaxing, grilling, or entertaining. A two car garage adds even more convenience, and with separate utilities for each unit, the property is set up well for both owner occupants and investors. Located in historic Bronzeville, you'll be surrounded by a neighborhood known for its beautiful architecture, rich culture and history, while enjoying convenient access to public transportation, the lakefront, parks, restaurants, and downtown Chicago. Live in the duplex and let the second unit help with your expenses, bring extended family closer while maintaining separate living spaces, or add a solid two unit property to your investment portfolio. There are plenty of possibilities here. These units are NOT listed for rent on any website or Facebook marketplace.

631 E Bowen Avenue, Chicago
$599,000
3 Beds ⋅ 4 Baths ⋅ 12757669 MLS ⋅ ACTIVE Status

4135 S Wallace Street, Chicago
$1,100,000
5 Beds ⋅ 4 Baths ⋅ 12757167 MLS ⋅ ACTIVE 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, good bones, 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
$515,000
6 Beds ⋅ 4 Baths ⋅ 12731188 MLS ⋅ ACTIVE Status
Excellent investment opportunity in the heart of West Humboldt Park! This Mixed-use C1-1 zoned property offers a versatile configuration with TWO- 2 bedroom, 1 bath apartments, a 380 sqft storefront, a finished garden apartment with 2 bedrooms, 1.5 bathrooms, and an oversized 2 car garage with 13-ft ceilings. The garage is equipped with gas, water, and its own electrical panel, offering exceptional flexibility for storage, business use, workshop space, or other possibilities. Each apartment features separate utilities, providing added convenience for owners and investors. The building is equipped with central heat, and the ability to add central AC. The C1-1 zoning opens the door to a variety of residential and commercial uses, making this a unique opportunity for an owner-user, investor, or entrepreneur looking to maximize the property's potential. Recent improvements include Tuckpointing, New sewer stack, NEW garage door (2024), NEW gates, NEW front door, and NEW security camera system. Ideally located near public transportation, the 606 Trail, and neighborhood amenities. A rare opportunity to own a flexible mixed use property with over $50,000 annual income, ideally located near public transportation, the 606 Trail, and neighborhood amenities!

4229 W Division Street, Chicago
$880,000
7 Beds ⋅ 5 Baths ⋅ 12757198 MLS ⋅ ACTIVE Status
Exceptional opportunity to own a beautifully updated brick 2-flat with a finished in-law suite in one of Chicago's most sought-after neighborhoods. Freshly painted and thoughtfully remodeled, this turnkey property is ideal for an owner-occupant or an investor seeking outstanding short- or long-term rental potential. The spacious top-floor residence features 3 bedrooms, 2 bathrooms, a formal living room, separate dining room, and a versatile sunroom perfect for a home office or reading nook. The first-floor unit offers 2 bedrooms, 2 bathrooms, a welcoming foyer, generous living and dining spaces, and its own sunroom. The finished lower level includes a 2-bedroom, 1-bath in-law suite, providing incredible flexibility for extended family, guests, or additional rental income. The owner makes no representation as to the legality of the finished basement. Additional highlights include shared laundry, a 2-car garage, and an additional parking pad accommodating one oversized or two compact vehicles. Perfectly situated just moments from the heart of Lincoln Square, you'll enjoy easy access to neighborhood favorites including acclaimed restaurants, charming cafes, local shops, grocery stores, parks, and public transportation. Whether you're expanding your investment portfolio or searching for a place to call home, this is a rare opportunity you won't want to miss.

5412 N Western Avenue, Chicago
$539,900
9 Beds ⋅ 4 Baths ⋅ 12755946 MLS ⋅ ACTIVE Status
DON'T LET THIS OPPORTUNITY PASS YOU BY! Beautifully maintained brick 2-flat with a garden apartment. 3 bedrooms on the 1st floor, 3 on the 2nd floor, and 2 in the basement. Separate utilities, updated electrical, plumbing, heating, kitchens, bathrooms, flooring, sump pump, and injector pump. 3 rear parking spaces! Great location near schools, transportation, shopping, the 606 Trail, and more. Live in one unit and rent the other to help with your mortgage. Sold AS-IS. Great condition-come see it before it's gone!

1624 N Tripp Avenue, Chicago
$624,900
4 Beds ⋅ 3 Baths ⋅ 12746405 MLS ⋅ PRICE CHANGE Status
**Beautifully Maintained All-Brick Two-Flat in Desirable Jefferson Park! Well-maintained all-brick two-flat featuring 2 generous 2-bedroom, 1-bath units ~Each unit offers a spacious living room, formal dining room, eat-in kitchen, and a versatile den that can be used as an office, craft room, or additional living space ~Vintage charm throughout includes Craftsman-style oak doors, trim, crown molding and hardwood floors. The finished basement provides an additional full bathroom and laundry area, offering excellent flexibility and storage ~Enjoy outdoor entertaining in the private, fenced yard, ~Oversized two-car garage for parking ease **Prime location easy access to bus service, the CTA, Metra, and I-90/94. Jefferson Park offers an array of restaurants, shops, parks, and neighborhood amenities ~Updates over the years include: Gutters and roof(2 yrs) with Ice melt system, Water heater (2 yrs), 1st floor kitchen, Vinyl windows on second floor, ~Electric Panels ~Tuck-pointing ~Garage door and opener ~Excellent opportunity to live in one unit and rent the other! This home has been maintained over the years but is being sold AS-IS.

4984 N Major Avenue, Chicago
$650,000
5 Beds ⋅ 4 Baths ⋅ 12755646 MLS ⋅ ACTIVE Status
WHY BUY ONE LIVING SPACE WHEN YOU CAN HAVE TWO? BRAND-NEW CONSTRUCTION WOODLAWN DUPLEX designed for luxury living, house hacking, and income potential! Live upstairs and let the garden unit help reduce your mortgage-or maximize the property's rental potential in one of Woodlawn's most exciting locations. UNIT 1 offers 3 spacious bedrooms and 2.5 baths with HARDWOOD FLOORS THROUGHOUT. Enjoy an impressive overly sized open layout with quartz countertops, waterfall island, custom wet bar with glass rinser, fireplace, smart toilets, and high-end washer and dryer per unit. The spacious primary suite features its own private bath with double vanities. The GARDEN UNIT features 2 bedrooms and 1 bath with its own open modern open kitchen, living area, and high end washer/dryer in unit. Ideal for long-term rental income, extended family, or potential short-term rental use where permitted. Short-term rentals in the surrounding area can command strong rates, with demand supported by nearby attractions and institutions. LOCATION MATTERS! Minutes from the OBAMA PRESIDENTIAL CENTER, University of Chicago, Jackson Park, Museum of Science and Industry, Hyde Park, the lakefront, and convenient transportation. More upgrades include SOLAR PANELS that you ACTUALLY OWN to help reduce utility expenses, tankless hot water, a HUGE REAR DECK built for entertaining, and a BRAND-NEW 2-CAR GARAGE. NEW CONSTRUCTION. TWO LIVING SPACES. INCOME POTENTIAL. PRIME WOODLAWN LOCATION. GRANTS ASSISTANCE MAY BE AVAILABLE for qualified buyers. Schedule your private showing today!

6547 S Evans Avenue, Chicago
$549,900
5 Beds ⋅ 3 Baths ⋅ 12755567 MLS ⋅ ACTIVE Status
Welcome to one of the largest residential 2-flat properties you'll find in the highly sought-after North Lawndale neighborhood! This property has been fully rehabbed, with the renovation completed in August 2026, offering buyers the opportunity to own a beautifully updated multi-unit property with modern finishes and extensive improvements. Situated on three city lots, this unique property offers an abundance of land and flexibility rarely found in a multi-unit setting. The property sits on one lot with an additional lot on each side, providing exceptional outdoor space and plenty of room for parking, recreation, expansion, or storage. Business owners with multiple vehicles, work trucks, equipment, or additional parking needs-this could be the ideal property for you! The expansive lot configuration provides valuable space that is difficult to find in the city. Inside, the property features two beautifully remodeled 2-bedroom units, each offering one full bath, a kitchen, and a modern open-concept layout. The second-floor unit is duplexed into the attic, creating additional living flexibility and making the space ideal for an in-law suite, extended family, guests, or other living arrangements. The attic includes its own kitchen and bathroom while sharing central heat with the second-floor unit. The first- and second-floor living spaces each feature their own individual furnace and central heating, providing separate heating systems for each unit. All living areas have been thoughtfully remodeled with modern finishes and an inviting open-concept design. Located in the rapidly developing North Lawndale community, this property offers convenient access to Chicago's Medical District, downtown Chicago, major highways, dining, entertainment, and nightlife. Approximately a 15-minute drive to the Medical District and 25 minutes to downtown, making this an excellent location for both residents and commuters. Whether you're an investor looking for a versatile multi-unit property, an owner-occupant seeking additional living space, or a business owner in need of substantial parking and land, this property offers possibilities that are hard to find. Three lots. Two remodeled units. Recently completed rehab. Exceptional flexibility and space. Don't miss this opportunity-schedule your showing today! This one won't last long!

2248 S Kolin Avenue, Chicago
$599,900
5 Beds ⋅ 3 Baths ⋅ 12755079 MLS ⋅ ACTIVE Status
JEFFERSON PARK GEM WITH A BACKYARD RETREAT LIKE NO OTHER! Meticulously maintained and exceptionally inviting, this charming 2 flat, within walking distance to Jefferson Park station, offers spacious living and dining rooms, beautiful hardwood floors, a newer kitchen, a 2nd floor rental unit and a fully finished basement ideal for extended family, guests, recreation, or additional living space. But the true heart of this home is the extraordinary two-level rear deck. Directly connected to the house and accessible from both the first and second levels, this expansive outdoor living space is an entertainer's dream. A covered gazebo, mature grapevines, warm wood decking, and a built-in hot tub create a private backyard oasis that feels more like a destination than an ordinary city backyard. It's the perfect setting for summer gatherings, quiet evenings, morning coffee, or relaxing in the hot tub surrounded by greenery. The oversized, fully fenced yard provides exceptional privacy and additional space for entertaining, gardening, or enjoying the outdoors. This is more than a very nice Jefferson Park home-it is a home with a truly special outdoor lifestyle.

5128 W Ainslie Street, Chicago
$800,000
5 Beds ⋅ 2 Baths ⋅ 12706507 MLS ⋅ ACTIVE Status
One family has loved and occupied this home for nearly 100 years. Now, it's ready for reinvention. Located on a serene one-way block in historic Edgewater Glen AND in Peirce Elementary! The wide, long lot means each unit is large and has fantastic natural light. First floor is 2/1. Second floor 3/1. Full unfinished basement has nearly 8' ceilings. The home's original built-ins, millwork, doors and hardwood floors have been preserved, throughout. Incredibly well-maintained with replacement windows throughout, 2015 boiler, 2022 water heater, 2024 fully tuckpointed, newer 2.5 car garage and more! First floor kitchen does not have a refrigerator or finish flooring, so cash or portfolio lender for purchase is recommended. Sold "as is". This block of Granville is NOT within the boundaries of the Edgewater Glen Historic District so may be renovated without restriction.

1515 W Granville Avenue, Chicago
$575,000
4 Beds ⋅ 2 Baths ⋅ 12754787 MLS ⋅ ACTIVE Status
City-certified two-flat in the heart of Gladstone Park offering exceptional flexibility for investors, owner-occupants, or multi-generational living. Thoughtfully updated over the years, this well-maintained property features remodeled kitchens and bathrooms on both the first and second floors, along with an updated first-floor primary bedroom. Each unit offers comfortable living space, while the second-floor apartment features two private entrances and an expanded rear deck overlooking the beautifully landscaped yard. A partially finished basement includes an in-law suite, with 1 bedroom and 1 full bath providing additional flexible living space. Outside, you'll find a true urban oasis with raised garden beds, fruit trees, a patio, and mature landscaping that creates a private retreat. The insulated 2.5-car garage was fully rehabbed in 2023 and offers excellent storage or workshop potential. Additional improvements include newer windows, hardwood floors, and numerous updates throughout. Interior stairs connecting the first and second floors remain behind the dining room wall, offering the potential for a future single-family conversion if desired. This versatile property combines income potential, beautifully maintained outdoor space, and a prime Gladstone Park location. Property is being sold As-Is.

5942 W Thorndale Avenue, Chicago



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