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$789,900
6 Beds 4 Baths 12694449 MLS RE-ACTIVATED 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

$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

$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

$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

$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 PRICE CHANGE 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 CONTINGENT 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 PRICE CHANGE 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

$449,900
5 Beds 3 Baths 12699187 MLS ACTIVE Status
This classic Chicago greystone two-flat in the West Side checks every box for the value-add investor or owner-occupant: updated systems, below-market rents, and a neighborhood in the middle of a real transformation. With iconic bay window architecture, solid masonry construction, and a freshly updated profile from foundation to roof, this building is ready for its next chapter. Major improvements completed in 2026 mean the heavy lifting is already done. Two brand-new water heater tanks, a fully resurfaced roof, and structural reinforcements give the next owner the confidence to walk in and focus on upside rather than repairs. The foundation is solid, the systems are fresh, and the returns are within reach. The building offers strong income potential across three levels. Unit 2 features three bedrooms, one bath, and original hardwood floors. Unit 1 offers two bedrooms, one bath, and a flexible layout. The semi-finished basement includes a living room, bedroom, full bath, half-bath, and rough plumbing for a future kitchen, making it a natural candidate for a duplex-down conversion or in-law suite. Both units are currently tenant-occupied on month-to-month leases at below-market rents, meaning day-one income with immediate room to grow. Raise rents to market rate, activate the basement conversion, or house-hack and let your tenants cover your mortgage. The location only adds to the case. Minutes from the Illinois Medical District, Little Italy, Garfield Park Conservatory, and Cinespace Chicago Studios, this property sits in the path of serious capital. The $7 billion United Center 1901 Project is just five minutes away and accelerating demand across the entire west side corridor. Easy access to I-290 and the CTA Blue Line keeps tenants happy and vacancy low. Seller is a licensed real estate broker in the State of Illinois.

2714 W Lexington Street, Chicago

$1,200,000
5 Beds 4 Baths 12688705 MLS CONTINGENT Status
This 3-story multi-unit building features a fantastic 2BR, 2BTH Duplex Up apartment with a modern open floor plan, living room fireplace, skylights, spacious dining area, large kitchen with ample counter space, granite counters, new stainless appliances and new flooring both in 2025, in-unit laundry room and two private outdoor spaces! Perfect for the live-in owner or as a high-end rental. The remainder of the building is comprised of a 2BR, 1BTH apartment with updated bathroom, in-unit laundry, private back deck on the first floor and a garden level 1BR plus den apartment (den could easily be converted into a 2nd bedroom) with newer flooring, recently remodeled kitchen and bath and its own front and back entrances. This building has been incredibly well cared for by its long-term, live-in owner with a long list of improvements including: a new 2-car garage (2024), a new roof (2022), new garden apartment furnace (2023), Hardee Board siding on the front of building (2020) and new windows in 2020. Each apartment has their own HVAC systems with individual controls. This property represents a tremendous opportunity with so much potential for high rental income, all in an unbeatable and very easy-to-rent Lakeview location close to restaurants, coffee houses, grocery stores, shopping, nightlife and public transportation, including the Brown Line Wellington "L" Stop which is just a 7-minute walk away. Zoning Certificate for this property has been ordered but isn't back yet. It should be assumed that this is a legal 2-unit building with a non-confirming garden apartment unless the certification shows differently.

3013 N Racine Avenue, Chicago

$374,900
6 Beds 3 Baths 12695323 MLS CONTINGENT Status
*** BACK ON THE MARKET - BUYER FINANCING FELL THROUGH -UNDER CONTRACT IN 48 HOURS. *** Exceptional opportunity to acquire a fully occupied brick Chicago two-flat greystone in the heart of East Garfield Park. Ideally located just minutes from Downtown Chicago, the Illinois Medical District, the Garfield Park Conservatory, public transportation, major expressways, parks, restaurants, and everyday conveniences. Showcasing timeless architecture, this classic two-flat features a duplex-down first-floor unit with three bedrooms, two full bathrooms, and additional lower-level living space, along with a spacious second-floor unit offering three bedrooms and one full bathroom. A detached 2-car garage adds convenience and functionality, while the generous layouts provide flexibility for a variety of ownership goals. Whether you're expanding an investment portfolio or searching for an owner-occupied opportunity, this property offers the ability to reposition rents over time, implement your own vision, and build long-term value in a neighborhood that continues to benefit from ongoing public and private investment. Opportunities to acquire greystone multi-units in this location are becoming increasingly limited. Whether your plans include investing, owner-occupancy, or long-term wealth building, this property is ready for its next chapter. Schedule your private showing today. The property is being sold strictly as-is.

3416 W Jackson Boulevard, Chicago

$399,000
6 Beds 2 Baths 12698537 MLS ACTIVE Status
Charming Brick Multi-Unit in West Lawn - Ideal for Owner Occupant or Investor! This solid brick building features two spacious units, each offering 3 bedrooms and 1 bathroom. Enjoy classic hardwood floors in the living and dining rooms, ceramic tile floors in the kitchens and bathrooms, and new carpet in all bedrooms for added comfort. Recent updates include a new water heater and a high-efficiency furnace to keep you cozy year-round. The unfinished walkout basement, with two separate exits, offers great potential for expansion or additional living space. Outside, you'll find a newer garage and secure wrought iron fencing, completing this fantastic property. Located in the desirable West Lawn neighborhood, this multi-unit is perfect for those seeking rental income or a place to call home.Needs some TLC and is being sold as-is. Don't miss this great opportunity!

6419 S Maplewood Avenue, Chicago

$369,000
9 Beds 4 Baths 12698349 MLS CONTINGENT Status
Exceptional investment opportunity! This Greystone offers an unbeatable combination of size, updates, location, and income production. Showcasing two oversized units, each featuring approx 1,600sf of living space, 9' ceilings, newer kitchen appliances refrigerator, & range (2024) and hot-water heater 2024. The first-floor unit features 4 spacious bedrooms, 2 full bathrooms, separate living and dining rooms, laminate wood floors, porcelain floor tiles, plus 1st floor furnace newer replaced in (2022) newer HVAV duct work (2022). The second-floor unit features 5 bedrooms, 2 full bathrooms, laminate wood floors, and porcelain floor tiles. 2nd floor furnace motor was replaced in (2023). All this plus two exterior parking spaces and fully enclosed by a wrought iron fence providing added security and curb appeal. Situated directly across from Douglas Park, commuter bus and train access. Schedule your showing today!

3250 W Douglas Boulevard, Chicago

$325,000
6 Beds 3 Baths 12685225 MLS CONTINGENT Status
Cash or conventional loans only!!!! Here's a great opportunity for an investor or owner-occupant looking to house hack in Chicago's North Lawndale neighborhood. This well-maintained brick multi-unit property offers immediate income potential, with one unit currently rented. Live in one unit and allow the existing rental income to help add this property to your portfolio as an income-producing asset from day one. The building features spacious 2-bedroom, 1-bath units, including a remodeled garden apartment and a second-floor unit with beautiful hardwood floors. Recent updates have been made to the property, adding to its overall appeal and functionality. The exact ages of the major mechanicals and roof are not currently known, so buyers should verify during their inspection and due diligence period. The detached garage offers additional value-add potential and may need roof and siding repairs, or could be considered for future redevelopment depending on the buyer's plans. Whether you are seeking in

2248 S Kirkland Avenue, Chicago



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