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$599,900
9 Beds 3 Baths 12739580 MLS ACTIVE Status
Incredible investment opportunity in Hermosa! Situated on an extra-wide lot, this legal 3-flat offers exceptional income potential with spacious units, recent renovations, and ample parking. The building features a 2-bedroom, 1-bath first-floor unit, a 3-bedroom, 1-bath second-floor unit, and a 4-bedroom, 1-bath third-floor unit. An additional finished attic with access from Unit 3 provides excellent potential for added living space or future income opportunities. Almost the entire property has been extensively renovated, with all units except the tenant-occupied second-floor unit featuring refinished or new flooring, updated appliances, fresh paint, and renovated bathroom fixtures. Additional improvements include recently updated roofs, adding peace of mind for the next owner. Outside, you'll find a detached one-car garage plus a large parking pad with space for 4-5 additional vehicles, a rare feature in the area. Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the others, this property offers tremendous flexibility and upside. Explore the property in 3D by clicking the 3D Tour button and walk through every detail from the comfort of your home.

2050 N Kenneth Avenue, Chicago

$540,000
5 Beds 3 Baths 12724812 MLS ACTIVE Status
Exceptional investment opportunity or perfect owner-occupant property in Chicago's sought-after Hermosa neighborhood! This property is a beautiful, sun-filled brick 2-flat in Chicago's desirable Hermosa neighborhood! This meticulously maintained property has been lovingly cared for by the same owner for over 40 years and truly reflects pride of ownership. The first-floor unit features 2 bedrooms and 1 bathroom, while the second-floor unit offers 3 bedrooms and 1 bathroom with beautiful hardwood floors. Each unit is filled with abundant natural light, creating a warm and inviting atmosphere. Major updates include tuckpointing (2021), rear siding (2021), newer windows, a boiler (2022), and an updated hot water tank (2026), providing peace of mind for the next owner. A standout feature is the spacious 3-car garage, offering ample parking and storage. Whether you're an owner-occupant looking for rental income or an investor seeking a well-maintained multi-unit property, this is an exceptional opportunity in a convenient Chicago location. The Property is sold AS-IS

2322 N Kenneth Avenue, Chicago

$730,000
7 Beds 3 Baths 12630385 MLS CLOSED Status
Tastefully Renovated In 2021 This Legal 3 Flat In Hermosa Is Quality Construction Featuring Great Size 2 and 3 Bedroom Apartments All With In Unit Laundry, Hardwood Floors Throughout, New Kitchens and Baths & Great Outdoor Deck Space. Renovation Included All New Drywall, Insulation, Copper Plumbing, Electric Wiring, Steel Horizontal and Vertical Supports, New HVAC With Central Heat and Air, Stainless Appliances Packages W/ Dishwashers and Counter Depth Refrigerators, New Back Decks, New Concrete W/Commercial Grade Floor Drains, Can Lights on Dimmer Switches & Organized Closets. First Floor High End Poxy Floor Finish Over Concrete. Kitchens Complete W/ White Shaker Cabinets W/ Pull Handle Hardware, Quartz Counters, Subway Tile Backsplash. Bathrooms Include New Octagon Floor Tile, Showers W/Built in Niche, Complete Bath Towel Hardware. Tandem Gated Parking & Completely Fenced In Front and Rear Landscaped Yard. Separate Utilities. Along The Bustling Armitage and Cortland Corridor W/ Good Proximity to Logan Square, Metra Healy Station, The 606 Running and Biking Trail W/ New Trailhead Park Coming in At Ridgeway/Cortland Next To McCormick YMCA & New Restaurants & Breweries Within Walking Distance Including Right Bee Cider, Pipeworks Brewing, Off Color Brewing, Starbucks, Sally Sweet Cupcakes and Coffee, Rica Arepa Venezuelan Cafe, Googoos Noodle and Rice, Hermosa Restaurant & Cermak Grocer. Building Will Be Delivered With First and Second Floors Vacant. Perfect Owner Occupied or Investor Purchase with Monthly Rental Income : $1845 For Top Floor 3 Bedroom With Lease Expiration 4/30/27, Projected $1795/Month Rent For 2nd Floor and $1695/Month Rent For the First Floor.

1905 N Kenneth Avenue, Chicago

$526,000
5 Beds 2 Baths 12648141 MLS CLOSED Status
Outstanding 2-FLAT in western Hermosa owned by the same family for over 25 years! This well maintained 5-bed multi-unit includes a finished attic space and serves as the perfect investment property for every type of buyer. ZONED RS-3, both units offer plenty of living space and include newer appliances, true hardwood flooring, updated windows, and central heat! Whether needing an additional bedroom, office, craft room, etc, the finished attic can be utilized as a flex space for any need. Both units include an enclosed back porch area with hardwood flooring for additional storage/living space. The basement includes a laundry hook-up for shared use, as well as an additional storage room. The roof was replaced in 2025! 2-CAR GARAGE in back. Great location for long/short term tenants. Quick walk to Cicero/Armitage CTA bus line, the Grand/Cicero Metra-line, and Hermosa Park. Close to Home Depot, Walmart, and Paisan's Pizza. SOLD AS-IS.

2147 N Kilpatrick Avenue, Chicago

$535,000
8 Beds 3 Baths 12539858 MLS CLOSED Status
Brick 2 Flat with a finished basement in The Hermosa Community bordering Logan Square. Ideal property with lots of space with 1st & 2nd floor unit layouts as follows: 3 Bedrooms, Living Room, Dining Room & Kitchen. Recessed Lighting, Crown Molding, Decorative Fireplace & Hardwood Flooring. Laundry Room set up in lower level. Basement has a Guest-Suite Arrangement with 2 Bedrooms, Kitchen combo Living & Dining Room Area. Open air rear porch perfect & large enough to add a table & chairs to enjoy the Spring / Summer weather. Parking no issue here as this property comes with 2 side drive parking spaces and a 2 Car Garage. Shopping, Retail, Restaurants & Grocery Stores a short distance away. Walking distance to The Logan Square YMCA Community Facility with an indoor pool, gym and year round activities for the family / friends. The 606 Trail sits beside The YMCA adding to even more outdoor activities such as biking, jogging, running or taking in a leisure walk. Metra Healy Station within walking distance or a short CTA bus ride.

1942 N Pulaski Road, Chicago

$400,000
9 Beds 5 Baths 12515385 MLS CLOSED Status
Investor Special in Hermosa! Fantastic opportunity to own a solid two-flat with endless potential in Chicago's desirable Hermosa neighborhood. The first-floor unit features 2 bedrooms, a full bath, spacious living and dining rooms, and a functional kitchen. The second-floor unit offers 3 bedrooms, a full bath, generous living and dining areas, and a large kitchen. Both units have great natural light, classic layouts, and are ready for your renovation ideas. Located in a convenient area close to schools, restaurants, entertainment, coffee shops, and public transportation. Easy access to major streets and expressways makes this property ideal for commuters. Property being sold as-is. Don't miss this opportunity to invest in Hermosa and bring this property back to life - this one won't last!

2324 N Kostner Avenue, Chicago

$480,000
5 Beds 3 Baths 12503004 MLS CLOSED Status
Welcome to 2107 Karlov, Legal 2 flat where a remarkable investment opportunity meets the ideal setting for multi-generational living. This solid brick 2-flat boasts a total of 5 bedrooms and 3 bathrooms, with lover level in-law arrangement providing spacious and inviting living spaces. Recent Paint enhances the property's durability and charm. Each unit features separate heating, allowing for personalized comfort for every resident. With an finished basement that includes a washer and dryer and a garage roof safeguarding your vehicles, this building supports your vision of a thriving home. Located in the highly sought-after Jefferson Park neighborhood, you will enjoy a vibrant community rich with parks, schools, shopping, and dining. Move-in ready and well-maintained, this property is being sold "as-is," presenting a unique opportunity for the new owner to customize and truly make it their own. Don't miss your chance to create lasting memories at 2107 Karlov-schedule a showing today and embrace the possibilities!

2107 N Karlov Avenue, Chicago

$370,000
6 Beds 2 Baths 12073442 MLS CLOSED Status
Excellent MOVE IN READY 2 flat in Hermosa! Each unit with similar floor plan boasts 3 bedrooms, formal dining room, eat-in kitchen, and large pantry. Newer kitchen on main floor offers cherry cabinets & GRANITE counters. Stove & Fridge included for both kitchens! Freshly painted interior & laminate/vinyl flooring will make for easy maintenance. Fully fenced yard with wrought iron in front & privacy in back yard. Newer 2 car garage with opener. Enjoy balmy summer nights in the nice back yard or on the back deck from both units. Plenty of additional storage in utility basement & unfinished attic. Separate electric & gas meters. Walking distance to North-Grand High School & other retail. This building has been lovingly cared for by same owner for over 30 years. Come make this great value your great investment!

1637 N Keeler Avenue, Chicago



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