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$850,000
21 Beds 8 Baths 12697863 MLS CLOSED Status
Rare opportunity in highly desirable Portage Park! Set on an impressive 58' x 300' private lot, this one-of-a-kind property offers exceptional versatility for investors, owner-occupants, or multigenerational living.The front building is a legal two-flat featuring separate utilities for each unit. The first-floor unit offers 2 bedrooms, while the second-floor unit features 2 bedrooms, 2 full bathrooms, plus a dedicated office and central air conditioning. Both units have their own washer and dryer and storage space in the basement.The rear building is a separate single-family home offering flexible living arrangements. The main level features 3 bedrooms and 1 full bathroom, while the second floor includes a private 1-bedroom unit with its own entrance-ideal for extended family, guests, or related living. The home is equipped with two independently controlled furnaces and two central A/C units, all serviced by a single gas and electric meter. The basement includes a washer, dryer, and additional storage. A deck off the first-floor bedroom overlooks the expansive backyard.Completing the property is a rare side drive leading to a 4-car garage plus additional off-street parking. Conveniently located within walking distance to Wright College, shopping, parks, and public transportation, with easy access to I-90. A truly unique property offering endless posibilities in outstanding location.

4141 N Mobile Avenue, Chicago

$789,900
6 Beds 4 Baths 12694449 MLS ACTIVE Status
Multiple offers received. Highest & Best due Sunday 8/16 by 5:00PM. Located in Chicago's vibrant Tri-Taylor medical district, 700 S Oakley Blvd is a rare and inviting multifamily property offering timeless character and exceptional versatility. The main building features two spacious units with beautiful original woodwork that adds warmth, charm, and classic Chicago appeal throughout. The property also includes a full basement with thoughtfully divided space, offering laundry facilities on one side and a recreation/craft area on the other-perfect for extra functionality and flexible use. Adding even more value, the property boasts a detached 2-car garage with a 2-bedroom coach house above, creating excellent opportunities for extended living, guest space, or rental income. Additionally, scenes from the hit series Chicago Fire were filmed in Unit 1, giving this one-of-a-kind property a memorable touch of local fame. Don't miss your chance to own this distinctive Chicago gem in a highly sought-after location near the medical district, downtown, and major transportation routes.

700 S Oakley Boulevard, Chicago

$1,355,000
4 Beds 4 Baths 12700896 MLS CLOSED Status
SOLD BEFORE PRINT!!! Exceptional all-brick two-flat located on a quiet, tree-lined one-way street around the corner from top-ranked Bell Elementary! Meticulously maintained and thoughtfully updated, this standout North Center property offers a rare opportunity for investors and owner-occupants alike. The building sits on an oversized 30' lot and boasts two sun-filled, spacious 2-bedroom, 1.5-bath residences. Both units showcase expansive, renovated kitchens with wood cabinetry, granite countertops, stainless steel appliances, and quality finishes throughout. In-unit laundry, plus additional common-area laundry, provides convenience. Original architectural details have been carefully preserved, including professionally restored oak woodwork and the original built-in hutch and mirror on the second floor. Significant capital improvements provide peace of mind, including new electrical service, wiring, and panels (2012), updated supply plumbing throughout the building (2019), and separate HVAC systems. Additional upgrades include tuckpointing of the north masonry wall (2020), a tear-off roof replacement (2007), and upgraded garage electrical service with EV charging capability for two vehicles. Outside, the oversized lot is a true urban oasis, featuring lush perennial gardens, expansive outdoor entertaining space, and a large patio with a retractable awning-perfect for relaxing, dining al fresco or hosting gatherings. Ideally located just steps from public transportation, parks, top-rated schools, grocery stores, restaurants, and neighborhood shopping. Vintage character, modern updates, and an unbeatable location make this an amazing opportunity not to be missed!

3732 N Bell Avenue, Chicago

$1,249,900
8 Beds 3 Baths 12697754 MLS CLOSED Status
3141 N Oakley - gut-renovated 3-flat in the heart of Roscoe A rare opportunity to own a fully updated multifamily asset in one of Chicago's most consistently in-demand neighborhoods, just steps from Hamlin Park. This handsome brick 3-flat features two 3BD/1BA units and one 2BD/1BA unit - every unit gut-renovated top to bottom with new kitchens, quartz countertops, modern baths, and central A/C. Nothing to do but collect rent. The full unfinished basement offers clear value-add potential (storage, laundry expansion, or future buildout), and the brick 2-car garage is a premium amenity rarely found in the area. Strong in-place rental income with long-term upside as Roscoe Village continues to appreciate. Turnkey condition, proven rents, and a compelling basis - ideal for investors and house-hackers alike.

3141 N Oakley Avenue, Chicago

$800,000
12 Beds 7 Baths 12693390 MLS CONTINGENT Status
New to the market: this investor's dream, legal 4-unit brick building on an oversized, 42x142 lot which means each unit feels uniquely spacious. The top 3 levels each feature a 4-bedroom, 2-bathroom layout while the English Garden basement unit is a large studio apartment with in-unit laundry. The top 3 levels also boast private outdoor balconies - plenty of room for a table, chairs and grill. 4 garage parking spaces provide ample covered parking, a must-have for landlords looking to maximize their rents. Situated in the heart of East Garfield Park, this building lives in the middle of a beautiful historic street and provides a great opportunity for both investors AND house-hack buyers out there: an extra-wide 33x142 side yard with separate PIN (also listed separately for sale). Hardwood floors throughout, intricate classic bathroom tile, beautiful wainscoting paneling, gorgeous decorative fireplaces (in units 2-4) and original plaster archways throughout make this a great opportunity for the savvy investor: rent it out as-is and start collecting passive income immediately, or invest in some updates and capitalize on a building with great bones and tons of space! Both this building and the side yard are being sold as-is.

3435 W Adams Street, Chicago

$969,900
9 Beds 3 Baths 12700491 MLS ACTIVE Status
Prime East Ukrainian Village! Solid Brick 3 Flat with oversized Cinderblock 2 Car garage. Each unit with 3 bedrooms per unit, Livingroom ,Diningroom,1 bathroom & central air. Property Sold As-Is Conditions. Two units rented " tenants rights apply.1st Floor tenant $1500 per month and is month to month been there 10 years and responsible for electricity , heat and gas.2nd floor vacant.3rd Floor will be vacant also. Huge block 2 car garage with extended shade will be vacant at closing. Roof and tuck point 2020.All three with unit with central air installed 2007-2011. 3rd floor new furnace Dec.2025. Crawl space access kitchen area in first floor. Only steps from Chicago Ave shops, restaurants, parks, public transportation CTA Blue Line and much more.

1841 W Superior Street, Chicago

$340,000
7 Beds 2 Baths 12699933 MLS CLOSED Status
Welcome future homeowners and landlords to this ideal home and incredible value for the investment minded homebuyer. This classic, Chicago two-flat, has been meticulously maintained by its owner. Situated a short distance from the Pullman Historic District and Metra, this building offers an incredible opportunity to own with income producing potential. This Massive two flat checks all boxes! Enter into the oversized units to discover gleaming hardwood floors throughout and original woodwork preserving the character and charm of historic Chicago architecture. Both units feature expansive floor plans with oversized living and dining rooms. Each living room is centered around a charming brick fireplace, adding warmth and character to the space. Unit 1 offers three generously sized bedrooms and an updated full bathroom. Unit 2 features four spacious bedrooms and one full bathroom. The long, thoughtfully designed hallways create a natural separation between the living areas and the spacious kitchens, enhancing both privacy and functionality. The oversized, well-maintained basement includes a shared laundry area and offers tremendous potential for additional finished living space. With the appropriate approvals and due diligence, the basement may present an opportunity for future duplex-down living space. Each unit is equipped with individual central air units and furnaces. The beautifully landscaped yard sits on a rare double lot, offering ample space for privacy and entertainment. The fenced yard includes a two car garage and two additional parking spaces in the rear of the home. Own a multi-family home with low taxes! This home qualifies for the City of Chicago HomeGrown Purchase Assistance Program! Best price on the market! Schedule your showing soon!

10645 S Prairie Avenue, Chicago

$440,000
6 Beds 3 Baths 12695818 MLS ACTIVE Status
NEW PRICE: $440,000 - Exceptional opportunity for owner-occupants, house hackers, and investors seeking a well-maintained Chicago 2-flat! Discover a compelling house-hacking or investment opportunity at 1315 N. Massasoit Avenue, a well-maintained legal two-flat in Chicago's Austin neighborhood. Each spacious unit offers 3 bedrooms, 1 bathroom, its own furnace, and included appliances-ideal, making this an ideal opportunity for owner-occupants, house hackers, or investors seeking to expand their portfolio. Both Unit 1 and Unit 2 are available for viewing. Unit 1 and the basement are vacant, and Unit 2 is available . The property will be delivered fully vacant at closing, giving the new owner maximum flexibility to occupy one unit, lease the other, or rent both. Additional features include a two-car garage, generous storage, and a basement with an unfinished full bathroom and value-add potential. Buyers should independently verify any intended basement use, zoning, permitting, and municipal requirements. Live in one. Rent the other. Build equity. A versatile Chicago two-flat ready for its next chapter. All appliances included. Property sold AS-IS and delivered fully vacant at closing.

1315 N Massasoit Avenue, Chicago

$1,050,000
4 Beds 3 Baths 12699442 MLS CLOSED Status
Rarely available Lincoln Park 2-flat in the highly sought-after Lincoln Elementary and Lincoln Park High School districts, ideally located near Oz Park, shopping, restaurants, transportation, and the lakefront. This versatile property is perfect for owner-occupancy or as an investment opportunity. The duplex features 3 bedrooms on the same level, a bath on each floor, hardwood floors throughout, and a spacious living room with abundant natural light. The updated kitchen boasts quartz countertops, updated cabinetry and backsplash, and stainless steel appliances, and opens to a dining area and private deck that leads to a private fenced-in yard. The home also includes in-unit laundry, central heat and air, generous storage, and multiple outdoor spaces, including a balcony off of the living room. The first-floor unit offers a spacious 1-bedroom, 1-bath layout with hardwood floors, an open kitchen with stainless steel appliances and wood cabinets, plus an updated bath. The unit also includes in-unit laundry, central heat and air conditioning, and a private, fenced patio. Ceiling-to-floor windows throughout brighten both units with natural light. Additional highlights include individual HVAC systems and one exterior parking space for each unit. Professional association management services cover landscaping, snow removal, water, sewer, scavenger service, internet, cable, and exterior maintenance, providing low-maintenance ownership. The duplex unit is currently rented until 5/31/27. First-floor 1-bedroom unit is currently unoccupied. The two units could be converted into a single-family home.

2044 N Larrabee Street, Chicago

$660,000
4 Beds 2 Baths 12699808 MLS CONTINGENT Status
HUD-Owned Opportunity in North Center! Classic brick two-flat offering outstanding potential for investors, rehabbers, or owner-occupants looking to build equity. This property features two residential units, a full basement, and a detached two-car garage. Conveniently located near shopping, dining, parks, schools, public transportation, and major commuter routes in the highly sought-after North Center neighborhood. Bring your renovation ideas and restore this property to its full potential. Sold AS IS. Seller makes no representations or warranties as to property condition. No repairs or credits prior to closing. Buyer is responsible for all inspections, permits, and any required certifications. Equal Housing Opportunity. Buyer to verify zoning and take subject to municipal requirements, if any. *Property not for rent - beware of rental scams.*

1907 W Irving Park Road, Chicago

$300,000
4 Beds 2 Baths 12697427 MLS ACTIVE Status
Welcome to 8419 S. Maryland Ave., a spacious 4-bedroom, 2-bathroom home offering comfort, functionality, and plenty of room to grow. Thoughtfully designed with generous living spaces and a versatile floor plan, this home is ideal for everyday living, entertaining, or accommodating a larger household. Inside, you'll find bright, inviting rooms, well-sized bedrooms, and two full bathrooms that provide convenience for family and guests alike. The flexible layout offers endless possibilities to personalize the space and make it your own. Outside, enjoy a private backyard perfect for relaxing, gardening, or hosting summer gatherings. Conveniently located near schools, parks, shopping, dining, and public transportation, this home combines neighborhood charm with easy access to city amenities.

8419 S Maryland Avenue, Chicago

$99,000
4 Beds 2 Baths 12697839 MLS PENDING Status
Attention Buy-and-Hold Investors-Your Next Project Starts Here! Some properties are looking for a fresh coat of paint, this one is looking for a fresh start. Welcome to 9737 S Prairie Ave, a classic brick 2-flat offering the kind of opportunity that experienced investors are always searching for. Each unit features 2 bedrooms and 1 full bath, providing a functional layout ready to be completely reimagined through a full renovation. The property requires a complete gut renovation and is being sold as-is, making it an ideal opportunity for buyers seeking a project from the ground up. Whether your long-term strategy includes retaining the property after improvements or adding another multi-unit asset to your portfolio, this building offers the flexibility to execute your vision. Outside, a detached 2.5-car garage and the slightly oversized lot provide added functionality and possibilities for future outdoor improvements. Location strengthens the opportunity. Just three blocks from Chicago State University, the property enjoys convenient access to CTA bus routes, the Metra Electric District, neighborhood shopping, restaurants, and everyday services. Nearby Abbott Park offers green space and recreation, while the historic Pullman National Historical Park is just minutes away, bringing additional character and interest to the surrounding area. Opportunities to acquire brick multi-unit properties with this much redevelopment potential don't come along every day. If you've been waiting for your next long-term investment project, this may be the one worth exploring. Bring your contractor, your renovation plans, and your long-term vision-because the next successful chapter of this property is ready to be written.

9737 S Prairie Avenue, Chicago

$675,000
6 Beds 3 Baths 12699656 MLS CLOSED Status
All brick 2 unit building with 2-Bedrm/1-Bath high Garden apartment in sought- after Ukrainian Village neighborhood. Each of 3 units has individual furnace, hot water tank and central A/C. Garden unit does not have central A/C. Tenants pay their own utilities. The property features: top two 2-Bedrm/ 1-Bath apartments have a large eat-in kitchens w/ Stainless Steel appliances, dishwasher, and walk-in pantry, grand Living/ Family Rm and hardwood floors throughout. Each apartment has also convenient in- unit washer & dryer and storage area. Both top units have attached enclosed back porches. Some updates were done to kitchens and baths in 2019-2020. Recent improvements include: Roof redone (2020). All windows were replaced new (Appx.2018). New brick firewall (Appx.2019-2020). Newer Hot Water tanks (all 3 high efficiency tanks replaced between 2023-2025). Situated on regular lot 25' x 125. 2-car garage brings additional income. Total gross annual income roughly 64,200. An additional $400 per month generated from 2 spots in garage to outside people. Low owner's expenses: water & trash bill combined about $230 every 2 months. $ 64200 gross yearly Income less $12059 expenses. 7.20% CAP!

2507 W Walton Street, Chicago

$835,000
6 Beds 3 Baths 12699587 MLS CLOSED Status
This classic Chicago brick 2-flat calls Logan Square home. Just steps to all Armitage has to offer and less than a mile to the Square, this home is well-located and move-in ready. Unit 1 features a duplex-down with 3 bedrooms (could be more - see floor plans), 2 bathrooms and in-unit laundry. Hardwood floors throughout main level. Bathrooms and kitchen updates in 2013 with all new cabinetry, counters, tile, and fixtures. Unit 2 features a simplex with 2 bedrooms + den, 1 bathroom, and also features in-unit laundry. Lots of updates have been done to this unit as well, also circa 2013. Individual HVAC (tenant-paid) in each unit, including central AC. Many more updates can be done to increase rents or owner-occupy one of the units. Rear yard is currently used as a patio space, and has loads of potential to make this an outdoor summer retreat. 2 car garage. Wonderful location situated on leafy one-way Shakespeare, just a two blocks to all the action including Best Intentions, The Moonlighter and neighborhood icons like Scofflaw, Giant, and Rosa's Lounge. Easy stroll over to Logan Square Farmer's Market or California/Logan blue line stops. Agent will provided detailed information on all known updates as as well as rent roll and expenses at showing. Please note very specific showing windows. Building is fully tenant-occupied, but timing can work for owner-occupant by the end of July.

3410 W Shakespeare Avenue, Chicago

$499,900
5 Beds 3 Baths 12676516 MLS CONTINGENT Status
A rare find in Avondale: a vintage 1893 brick multi-unit, full of classic Chicago character. It's exactly the kind of project that rewards someone willing to see past the surface. Both units feature a full residence with similar layouts: living room, dining room, primary bedroom, second bedroom, den (potential for third bedroom), kitchen, and bath. The second floor unit carries that same footprint up through a finished attic level / non-conforming unit with its own eat-in kitchen and additional bedroom and bath, giving this building real flexibility for an owner-occupant, a multi-generational setup, or an investor looking to reposition the whole property. The bones are the story here: vintage checkerboard and hex tile floors, original wood trim and crown molding, a bay window dining room, cast iron radiators, and arched doorways. The kitchens and baths are original to another era, which is exactly what makes this a blank canvas rather than a compromise. Outside, a nice backyard space and two-car garage rounds out the lot. Steps to the Belmont Blue Line, minutes to the restaurants and coffee shops of both Avondale and neighboring Logan Square, and an easy ride into the Loop or out to O'Hare. This one is priced and positioned for buyers ready to renovate. Bring your vision, your contractor, and your imagination. This is an estate sale, sold strictly as-is.

3039 N Gresham Avenue, Chicago

$479,000
4 Beds 2 Baths 12699537 MLS ACTIVE Status
- 2-Flat Building in Austin - Perfect for Investors or Owner-Occupants! An excellent investment opportunity awaits in the Austin neighborhood! This property features a spacious 2-flat building, both units are currently occupied. Each unit offers plenty of natural light and spacious layouts. Rental Income $1,600 + $1,600 + $1,450. The full basement provides ample storage or the option for additional living space, and washer and dryer hook-ups are already in place, simplifying the addition of laundry. Key Features: 2-car garage - a valuable feature in the area. Well-sized backyard - ideal for outdoor activities or future enhancements. Washer and dryer hook-up ready - just add appliances! Separate utilities - making management easier for future for investors or owner-occupants looking to make it their own. Located near public transportation, parks, and local shops, this property is bursting with potential!

1711 N Austin Avenue, Chicago

$560,000
4 Beds 3 Baths 12696662 MLS PENDING Status
Welcome to 4135 W Melrose St, a charming full red brick multi-family property on a wider lot that effortlessly blends timeless character with modern convenience. Perfect for homeowners or investors with great natural lighting, finished garden unit. Building was completely rehabbed in 2014 including NEW: windows, roof, kitchens, baths, some plumbing and electrical, complete basement rehab, Each 2-bed unit has separate formal dining room and spacious rooms designed to provide ample living and entertaining space. As you step inside, you'll immediately notice the warmth of the gleaming hardwood floors. The inviting living area features a decorative fireplace, perfect for creating a cozy atmosphere. The formal dining room offers a wonderful space for gatherings, while the kitchen is a chef's dream, complete with stainless steel appliances, a gas stove, gas oven, dishwasher, refrigerator, and beautiful granite countertops on the first floor. The property includes a full basement with a 3 bedroom and full bath additional space to suit your needs also qualifies for ADU certification to generate additional income. The building's laundry room equipped with a washer and dryer is conveniently located in the back of the first floor unit by back indoor stairs. Outdoor living is just as appealing, with access to a common garden and outdoor space - ideal for relaxing or hosting in warmer months. Practical features include forced air with gas heat to keep you comfortable year-round, and the property also offers the convenience of outdoor back parking or to build a new 2 car garage. Melrose is one way street and parking is permits only 24/7 .This home combines functionality with charm, making it an excellent opportunity for those seeking a versatile property. Don't miss your chance to own this beautifully maintained multi-family gem in the heart of Avondale . Walking distance to school, public transportation at Belmont, Pulaski and/or Milwaukee and many area amenities including shopping. Close to expressway and rail transportation. You won't be disappointed. MUST SEE!! Schedule your showing today and explore all the possibilities this exceptional property has to offer! Owner would like to convey the building AS IS

4135 W Melrose Street, Chicago

$510,000
3 Beds 3 Baths 12699314 MLS CONTINGENT Status
Wonderful opportunity to own this brick 2-flat situated on a quiet street right at the edge of the city. This bright and inviting property is flooded with natural light, boasting hardwood floors throughout both primary levels and a full bathroom on each floor. Each unit features an ideal layout that extends to oversized back decks, creating a perfect private retreat for outdoor relaxation or entertaining. The living space expands even further with a fully finished basement, which includes two additional bedrooms and a full bathroom modernized in 2021. The interior has been recently painted, offering move-in ready canvas for owner-occupants or tenants. Improvements include one of the boilers installed in 2021, a full flood control system added around 2014, and some newer appliances. Location is everything, and this property delivers a fantastic lifestyle within easy walking distance to forest preserve, park, and scenic bike trail. Well maintained, but offered as-is.

6159 N Meade Avenue, Chicago

$299,000
15 Beds 4 Baths 12699330 MLS ACTIVE Status
GREAT INVESTMENT PRODUCING PROPERTY, This all brick building has over 4000 sqft of living space, side lot, 2 garages for 4 cars in a prime location in the business district of the close-knit Hegewisch community. This is legally zoned 2 uint residential with commercial on the 1 st floor Front . First floor rear apartment that features 2 bedrooms, eat-in kitchen, 1 full bathroom, living room. The 2 nd floor features 2 full bathrooms, kitchen area, Spacious 13 bedroom layout offering flexible living arrangements. Full basement.Located near CTA bus stops, south shore train station, expressways, and schools, THIS A MUST SEE FOR ALL ENTREPRENEURS.REACTIVATED AT NO FAULT OF THE SELLER , BUYER COULD NOT OBTAIN FINANCING.

13351 S Baltimore Avenue, Chicago



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