Refine Search
Sort by
$495,000
4 Beds 2 Baths 12475233 MLS CLOSED Status
Calling all investors or future owner-occupants! This classic Chicago brownstone has been meticulously maintained by the same owner since 1958, who managed the property with thoughtful updates and detailed records that preserve its historic character. Each unit offers 1,420 sqft, featuring two bedrooms, one bath, and large, connected living and dining rooms with incredible natural light. Solid doors with beautiful hardware, original wood trim, and hardwood floors add to its timeless appeal. With recently replaced mechanicals and electrical, potential updates will likely be purely cosmetic. The rental potential is excellent, making this an ideal opportunity for both passive income generation and long-term value. Located in the heart of Chicago's vibrant Hermosa neighborhood, the property offers easy access to downtown Chicago, MD-N Metra station, parks, grocery, and Armitage Corridor dining & shops. Parking is convenient with a detached two-car garage. Enjoy the occasional aroma of fresh bread from the bakery across the street and the novelty of living just around the corner from Walt Disney's childhood home!

2323 N Kilbourn Avenue, Chicago

$551,000
6 Beds 3 Baths 12438257 MLS CLOSED Status
Check out this updated and versatile brick two-flat in vibrant Hermosa neighborhood. The first-floor unit is duplexed to the finished basement, offering 4 bedrooms, 2 baths, a family room, an interior spiral staircase, Dining room with sliding doors to the side and large rear deck. Also, lower level features a separate front entrance with its own GFA heating system. The second-floor unit includes 2 bedrooms, formal living and dining room, an updated kitchen and bathroom, enclosed porch, gleaming refinished hardwood floors, recessed lighting, and sliding doors to a private side deck. Enjoy multiple outdoor spaces including large main level deck with backyard with brick paver patio, and a 2-car garage. New tear-off roof (2024) adds value and peace of mind. High Walking Score with Hermosa Park 2 blocks away, near Cermak Produce, Starbucks, Home Depot, and the Armitage Corridor dining & shops. Only 1 mile to the Healy Metra Station for easy commuting downtown or to West Suburbs, and CTA Armitage Bus just steps away. This terrific property is ideal for owner-occupants or investors alike!

2016 N Kilbourn Avenue, Chicago

$850,000
9 Beds 6 Baths 12395391 MLS CLOSED Status
Welcome to this stunning new construction 2 unit that was completed end of 2024 with all approvals and permits of the City Of Chicago. It was designed with modern elegance and high-end finishes throughout. This turn-key property offers exceptional space, style, and convenience. The spacious 1st floor has 3 bedrooms and 2 baths. It is duplexed to the basement that features an additional 3 bedrooms, 2 bathrooms, plus a den-ideal for a home office or extra living space and every floor has in unit laundry. The 2nd floor features 3 bedrooms, 2 baths and a den. The open-concept layouts are complete with a large island, sleek quartz countertops, and high-end stainless steel appliances. The primary suites include an en-suite bathroom with double vanities and a walk-in shower. With in-unit laundry on each floor and sophisticated finishes, this home is designed for comfort and style. This home is a block away from Walt Disney's childhood home. It is conveniently located to downtown Chicago, the Metra and the 606 Trail. It's also close proximity to shopping and restaurants.

2200 N Kildare Avenue, Chicago

$499,999
5 Beds 2 Baths 12339921 MLS CLOSED Status
Classic Brick Two-Flat in Hermosa - Timeless Charm with Modern Comforts Don't miss this exceptional opportunity to own a legal brick two-unit building in the heart of Chicago's Hermosa neighborhood. The location is deal as it close to everything you can think of as well as borderline to iconic Logan Square. This classic Chicago two-flat is packed with original charm and smart updates, making it ideal for both homeowners and investors alike. Step inside to find well preserved original oak trim, built-in details, and classic pillars that speak to the home's character. The updated oak hardwood floors in the first floor offers a fresh, modern feel while preserving its vintage appeal. Each unit features large bedrooms, separate dinning, great natural light, roomy kitchens, pantry space, expanded living in the enclosed back porch and newer vinyl windows for added efficiency. Both floors enjoy separate forced-air furnaces and electric panels, providing convenience and control for each unit. The home has also seen thoughtful touch-ups throughout, ensuring it's move-in ready while maintaining its historic charm. The newly finished basement adds incredible value with additional living space, a dedicated laundry room, and a spacious living area currently being used as related living or extended family, guests. Located on a quiet, residential block in vibrant Hermosa, this property is close to schools, parks, restaurants, and public transportation. Whether you're looking for a smart investment or a comfortable place to call home with income potential, this two-flat checks all the boxes. Schedule your private showing today!

2246 N Kedvale Avenue, Chicago

$490,000
4 Beds 2 Baths 12327098 MLS CLOSED Status
Welcome home. Located in the Belmont-Cragin area, this beautiful 4-bedroom, 2-unit brick has bedroom, with a full bath, and family room in basement. Great potential additional income. Building is immaculately maintained and ready for immediate occupancy. Or, glam it up to your own specifications. It's entirely up to you. 1st and 2nd floor apartments have two bedrooms each, huge dining room, linen closets, and pantries. Hardwood floors, 2 brick fireplaces; adorned with 2 priceless stained-glass windows above the mantels and built in cabinets. Original oak crown molding and oak wood trim throughout the building. This gem has 3, yes three, separate heating units, 2 hot water heaters, and 3 separate electrical breaker boxes. Rear porch is enclosed and has vinyl siding; windows are vinyl with screens throughout. Building sits on an oversized lot with a 2.5 car garage and extra space on the side for a 3rd car, garden, or whatever you may want.

4732 W Shakespeare Avenue, Chicago

$520,000
7 Beds 3 Baths 12320366 MLS CLOSED Status
Multiple offers received. Please submit Highest/Best by 5PM Monday April 7. Prime investment opportunity in the rapidly appreciating Hermosa neighborhood! Legal two unit plus finished basement enjoys coin laundry in basement common area, two car garage, and a spacious backyard on a quiet one way street close to shopping, schools, public transportation and less than a mile from the 606. 3 beds/1 bath on first floor and 4 beds/1 bath on second. Forced air heating, newer kitchens and appliances, updated bathrooms, fresh paint and a deep cleaning make this move-in-ready for owner occupants or investors wanting to capitalize on the spring/summer rental market. Basement is heated so you needn't worry about frozen pipes in Chicago winters, and additional storage exists in the basement and extra-deep garage.

1910 N Kedvale Avenue, Chicago

$475,000
6 Beds 3 Baths 12274787 MLS CLOSED Status
Solid brick 2 unit building plus finished basement in Wonderful Hermosa area! This property is in move in condition with Living room, kitchen and 2 bedrooms in each apartment complete with hardwood floors and kitchens with great cabinet space. Each floor also features an enclosed porch with its own laundry area. The basement also offers great space, with a great amount of sunlight and vinyl flooring. You will also very much appreciate the great outdoor space, with paved patio and walkway, a wooden pergola and privacy fence all around, not to mention parking pad for up to 4 cars with an iron gate. Get in while you still can into this rapidly appreciating area that is close to public transportation (CTA stop and Metra a short walk away), shops and restaurants. This one is definitely a must see!

4103 W Palmer Street, Chicago

$549,000
4 Beds 2 Baths 12213044 MLS CLOSED Status
Freshly rehabbed 2-unit brick building with historic charm on an oversized lot, allowing for a footprint of over 1,100 sq ft per floor. This beautiful building is on a one-way quiet street that ultimately dead-ends into the park, and is ready for a new owner or pure investor as both units are vacant. Each apartment boasts two large bedrooms, freshly painted walls/trim, stained glass windows surrounding a decorative fireplace, new fixtures, and refurbished hardwood floor with new vinyl flooring in the kitchen, sunroom, and pantry of Unit 2. Both kitchens are equipped with white shaker cabinets, luxury quartz countertops, subway tile backsplash, gold fixtures, and stainless steel appliances. The kitchen is rounded out by additional shelving in an oversized pantry and an extra three-season sunroom. Both bathrooms are equipped with a new vanity, floor and wall tile, tub, fixtures, toilet, and linen closet. Unit 1 has brand new vinyl windows and Unit 2 has newer vinyl windows. Two separate hot water tanks from 2019 and 2024, individual boilers with separate thermostats for each units and both boilers were serviced in 2024. Roof repairs made in 2024. The unfinished basement has been cleaned and painted, and hosts additional storage sheds and shared laundry for both units. The back yard has older pavers and a 2-car garage for additional income. Owner is a licensed real estate agent has a vested interest in the property.

1920 N Kildare Avenue, Chicago

$485,500
5 Beds 2 Baths 12202375 MLS CLOSED Status
Welcome to this beautifully renovated 2-flat in the heart of Chicago's Hermosa neighborhood! This property combines classic charm with modern upgrades, offering the perfect opportunity for both homeowners and investors alike. Step inside to find refinished hardwood floors and freshly painted interiors that bring warmth and elegance to each unit. The brand-new windows flood the space with natural light, showcasing every thoughtful detail. Each unit boasts new shaker cabinets, stainless steel appliances, and luxury vinyl plank flooring for a durable yet stylish look. The bathrooms are completely redone, featuring quality tile work, new toilets, updated fixtures, and modern vanities. One unit includes a spacious new shower, while the other has a large soaking tub for ultimate relaxation. All new light fixtures, faucets, and ceiling fans throughout add modern style and functionality. Outside, enjoy freshly landscaped touches that add curb appeal, making this property stand out. With countless upgrades and attention to detail throughout, this 2-flat is ready for its next chapter-whether you're looking to live in one unit and rent the other or add to your investment portfolio. Don't miss this Hermosa gem!

1937 N Keeler Avenue, Chicago

$415,000
5 Beds 2 Baths 12138280 MLS CLOSED Status
Nestled in the vibrant heart of Chicago's Hermosa Neighborhood, this multifamily residence presents an enticing investment opportunity for both investors and homeowners. The property features practical amenities such as coined laundry facility, a privately fenced backyard ideal for outdoor activities, and a spacious carport. For investors, the strong rental demand in the area makes this property an attractive choice. It's also a turnkey investment, ready for immediate occupancy or rental. Homeowners can benefit from a live-in investment, offsetting mortgage payments by renting out the other unit. The classic architecture blends seamlessly with modern living conveniences, providing a unique experience. Newer roof (2023), siding (2023), water heater (2022), electrical panel with 200-amp service (2021), windows (2017), iron gate fence, privacy-fence, and landscaping (2021), and cement patio (2021). Situated in one of Chicago's most sought-after locations, this property promises a exceptional opportunity.

2020 N Kilbourn Avenue, Chicago

$670,000
7 Beds 3 Baths 12089267 MLS CLOSED Status
Absolutely stunning brick 2 flat nestled in the desirable HERMOSA neighborhood!!! This FULLY professional rehabbed building has spectacular curb appeal and is like a new construction. Gutted to the studs and remodeled with condo top-quality finishes for those buyers that seek modernity & stylish apartments. Both units are impeccably designed, finely crafted with custom features, and flooded with natural light. The open layout creates a seamless flow between the living, dining, and kitchen areas, providing a perfect space for entertaining guests. Beautiful gourmet kitchens featuring sleek cabinetry, elegant calacatta gold countertops, a peninsula island, and stainless-steel appliances. The solid oak hardwood floors add warmth and character to the space. First floor duplex-down with 4 bed/2 baths making it perfect for a growing family seeking comfort and convenience. Spray insulation throughout. Rest assured that all renovations have been completed to code with City of Chicago building permits, offering quality craftsmanship. NOTHING TO DO FOR DECADES TO COME! Ideally located near expressways, public transportation, schools, parks & restaurants.

2114 N Kildare 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

$476,000
6 Beds 2 Baths 12037834 MLS CLOSED Status
Classic brick two flat on a wide (30 feet) lot. Both units are large (approximately 1400 SF) with three bedrooms, sunroom/office, separate living and dining rooms, walk-in pantries,and enclosed back porches. Plenty of vintage appeal with hardwood floors, original doors and trim, a clawfoot tub on the first floor, and more. The first floor unit has basement access from both the 2nd bedroom and the back porch, making it an excellent candidate for expansion/duplexing down. 2nd and 3rd bedrooms on both floors could be combined to make a larger primary bedroom. Dry basement with good ceiling height and zero ick factor. The first floor unit is heated with gas forced air, the second with a well-maintained boiler. Mulched front yard with perennials as well as a backyard perfect for grilling and gardening. 2.5 car garage. This building has been well-maintained by the current owners, but also offers a value add for someone who wants to do some updating. Great public transportation access with Fullerton bus at the corner, and a 15 minute walk to the Healy Metra stop, offering a quick commute downtown. Close to all the dining, shopping, and entertainment options in Logan Square, as well as Hermosa gems like Hermosa Restaurant, Tacotlan, Ponce, and Right Bee Cider. Hermosa Park is at the end of the block, a 4.6 acre park with walking trails, sports fields, and a playground. Workbenches in the basement and garage will transfer with the unit, as will all window ACs.

2333 N Kilbourn Avenue, Chicago



The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.