View All Jefferson Park Chicago IL A-Frame Homes Listings

5 Beds ⋅ 3 Baths ⋅ 12754676 MLS ⋅ NEW Status

What a yard! Gorgeous frame 2 unit spanning 2 lots in Jefferson Park side of Portage Park Chicago. Fully enclosed, this double lot has mature landscaping, an oversized garage, raised patio and additional storage shed. It doesn't lack hang out space nor growing space! This 2 unit has a partially finished basement with a bedroom/bar setup and full bath. The attic is unfinished with further expansion potential. The second floor has central heat and air with a brand new condenser and updated fridge. It features all hardwood, original hutch and high ceilings. Most of the windows have been updated in the last 15 - 20 yrs. Roof estimated 10-15yrs old. The 1st floor is boiler heated with 2 large bedrooms and a big kitchen with back sunroom. This unit is in need of some TLC. Unit 1 and garden are vacant and ready while 2nd floor's lease ends in Feb. 28th 2027. Great location by greenspace, walk to the Metra, bus and Jeff Park Blue line transit center and just 2 blocks from Jewel, great dive bars, Starbucks, Prussing Elementary, great Pilipino and Polish restaurants.. ALL within a 5 minute walk...

5753 W Giddings Street, Chicago

$375,000

2 Beds ⋅ 1 Baths ⋅ 12703052 MLS ⋅ CLOSED Status

Classic frame light filled bungalow tucked along a quiet, tree-lined street set on an oversized lot in the heart of Jefferson Park. Super convenient location that is walking distance to the Jefferson Park terminal to access bot the Blue line or the Metra train. Couple minute drive to Kennedy Expressway. Schools and shopping all nearby. This charming home features all the classic woodwork and hardwood floors as when originally built. Very clean and well-maintained home. Kitchen and bath were updated many years ago and are very useable as is or wait for your remodeling ideas. Living room, formal dining room and decent size kitchen. 2 bedrooms plus an extra room off the kitchen could be a 3rd bedroom or office? Walk up attic for storage. Full high basement too. Beautiful park-size yard and a large 2 car garage with a loft for additional storage. Any questions, concerns or comments regarding this listing please contact: Norbert Mika via Text or email preferred. Do not call or contact Matthew Mika.

5645 W Ainslie Street, Chicago

$410,000

3 Beds ⋅ 3 Baths ⋅ 12648114 MLS ⋅ CLOSED Status

Great Opportunity to own a charming frame bungalow on a quaint tree-lined street 3 blocks from Jefferson Park transit hub and in Beaubien school district. Some highlights include: a front porch with a swinging bench, a sunroom, natural hardwood floors & woodwork, a full basement for added living space, a quiet back yard and 1 car garage + parking pad. 1 bedroom + den and 1 full bath on the main floor, 2 bedrooms and a half-bath upstairs and 1 bedroom and full bath in the basement. Great potential for huge upside. Sold as-is. Sweat equity opportunity - home is in good shape, just needs cosmetic updates.

4719 N Leamington Avenue, Chicago

$270,000

3 Beds ⋅ 1 Baths ⋅ 12541080 MLS ⋅ CLOSED Status

Have you been searching for a Northwest Side Chicago home you can truly make your own? This side-entrance frame Bungalow in the sought-after Gladstone Park neighborhood is full of potential and ready for your vision! Offering 3 bedrooms, an eat-in dining room, a full unfinished basement, and additional attic space with the opportunity to create expanded living areas. The home has been freshly painted, has hardwood floors beneath the carpet throughout most of the first floor, some newer windows, and a newer roof & boiler. Enjoy alley access with room to build a garage, plus unbeatable convenience. Walk to popular neighborhood restaurants, and benefit from easy access to expressways and public transportation!! Opportunities like this don't come around often in this area. Bring your ideas and act now!

5626 N Miltimore Avenue, Chicago

$410,000

4 Beds ⋅ 3 Baths ⋅ 12457450 MLS ⋅ CLOSED Status

Frame 2 flat in need of total renovation in a great Jefferson Park location close to a school and a park. This property is on a large 50 foot lot features, 1st floor unit with 2 bedrooms, 2bath, dining room, and enclosed porch. 2nd floor features 2 bedrooms 1bath and an enclosed porch. Unfinished basement. 2.5 car garage. Sold in "as in" condition. Cash or construction loan only.

5222 W Winnemac Avenue, Chicago

$410,000

2 Beds ⋅ 1 Baths ⋅ 12446163 MLS ⋅ CLOSED Status

Welcome to this inviting A-frame home in Jefferson Park, offering timeless charm, flexible living spaces, and plenty of potential. This 2 bedroom, 1 bathroom home features a thoughtful layout, classic details, and a full unfinished basement ready for your personal touch. The main level showcases beautiful hardwood floors throughout the living room, dining room, and main-floor bedroom, adding warmth and character. The updated kitchen features new flooring and an abundance of natural light, creating a clean and functional cooking space. Upstairs, a spacious loft-style suite offers flexibility, it can serve as a large primary bedroom or be divided into two separate rooms to accommodate family, guests, or a home office setup. The full unfinished basement offers endless possibilities, from a family room to additional bedrooms, a home gym, or hobby space. A dedicated laundry area is already in place, and the open layout is a blank canvas for future improvements. Outside, the backyard is ideal for entertaining, gardening, a patio setup, or a play area. The two-car garage includes a party door that opens to the backyard, perfect for gatherings. With easy access to public transportation, local schools, and shopping, this home blends style, functionality, and location. Don't miss the opportunity to make it yours!

4631 N Lawler Avenue, Chicago

$195,000

3 Beds ⋅ 2 Baths ⋅ 12411817 MLS ⋅ CLOSED Status

Located in the desirable and trendy Jefferson Park neighborhood of Chicago, this 3-bedroom, 2-bath frame home offers a fantastic opportunity for investors, rehabbers, or ambitious homeowners looking for a project. This handyman special needs work-bring your vision and renovation ideas to transform this property into your dream home or a profitable investment. Please note: Due to the property's condition, entry is at your own risk. Sold "As-Is."

5624 W Eastwood Avenue, Chicago

$205,000

2 Beds ⋅ 1 Baths ⋅ 11952948 MLS ⋅ CLOSED Status

Windows galore frame this sunny 2 bed 1 bath with separate but connected living room and dining room. With hard wood floors throughout, the living room is bathed in sunlight with windows on 3 sides and also includes gas log fireplace and opens onto the separate dining room with its one bank of windows, lighting the entire space. Kitchen has been updated with wood cabinets and granite countertops. In-unit laundry and central heat and air bring all the conveniences and comforts of modern life that you are looking for. Separate bedrooms both have full closets. Additional in unit storage closet as well as large storage room in lower level. Exterior parking space included. The common backyard is great for hanging out or enjoying a meal outside. This convenient location is close to the Jefferson Park Metra and Blue Line stations as well as bus stops and a short drive to the Kennedy Expressway, making this location a commuter's dream! Pet Friendly. Assessments $307.56

5416 W Windsor Avenue Unit #1S, Chicago

$530,000

4 Beds ⋅ 2 Baths ⋅ 11938850 MLS ⋅ CLOSED Status

Step into a world of timeless elegance with this stunning Victorian-style home located in the highly desirable neighborhood of Jefferson Park. Flooded with natural light, this rarely available Victorian 2 story home has 4 bedrooms with 2 full baths and sits on an oversized Chicago lot. From its ornate exterior to the interior spaces, the home's architectural integrity has been preserved. 10-foot ceilings, striking original woodwork, and beautiful stained-glass windows. Formal living room with fireplace and hardwood floors throughout 1st floor and staircase. Elegant 5-foot-tall windows that frame the formal dining room with natural light. Spacious kitchen with granite, stainless steel appliances and 42-inch cabinets. Off the kitchen is a bright heated sunroom with cathedral ceiling and skylights that open up to a spacious deck. Huge basement with tons of storage. Dual HVAC system. 3 car garage with an additional parking pad. Convenient access to 90 & 94, Blue Line and Metra. Located in the Beaubien and Taft school district.

5142 W Strong Street, Chicago

$660,000

5 Beds ⋅ 5 Baths ⋅ 11912105 MLS ⋅ CLOSED Status

Beautifully maintained brick and frame home in an intimate pocket of Portage Park within Beaubien Elementary. Built in 2006, well updated and meticulously maintained by its only owners, this home offers expansive living space flooded with sunlight in a small and neighborly community. A mix of modern and traditional design, this home boasts a welcoming entry foyer, formal living space with three-sided gas-log fireplace and custom wood and stone mantel/surround, gracious formal dining room and elegant powder room for guests. The generous, separate-but-open eat-in kitchen features cinnamon-stained maple cabinets, granite counters, custom backsplash, stainless steel appliances, a center island with seating, storage and pendant lighting as well as a wall of butler's pantry cabinets featuring a built-in wine rack and glass paneled uppers and ample room for breakfast table seating. Just off the kitchen is the door to your backyard paradise. Professionally revamped in 2019, the enclosed yard features a raised deck for grilling and casual dining complete with composite decking and modern steel wire railings, a full-width custom pavered patio with built-in Epe planter boxes, perennial plantings and built-in bench seating. It allows for multiple table/furniture settings and boasts a custom Epe wood combing lattice fence surround and under deck storage doors. Back inside, the amenities continue with the two upper floors of this home boasting FOUR spacious bedrooms, three on the second floor - each with a full wall of organized closet. The second bedroom includes its own modern en-suite bath with standing shower and custom vanity, mirror and lighting and the remodeled hall bath boasts marble flooring, dual-sinks, custom vanity, a full-width mirror and modern lighting. On the top floor, the expansive third floor primary suite features a professionally organized and oversized walk-in closet, large en-suite bath with dual vanities, massive whirlpool tub, water closet and separate shower with bench seating, three-sided gas-log fireplace and separate sitting area/den and office/dressing room areas. Finally, the lower level of this home offers even more room to grow with a massive recreation room, a fifth bedroom with organized closet and the fourth full bath - perfect for overnight guests! The seemingly endless amenities of this home include high ceilings, crown moldings, hardwood floors, newer windows, a sprinkler system, dual-zoned HVAC in two large utility rooms-one with a side-by-side washer/dryer, custom cabinetry and hanging space, endless storage and closet space, not to mention the two-car detached garage with additional overhead storage. All this nestled in an enclave of Portage Park, across the street from fun Thuis Park and close to expressway access and perfectly positioned to enjoy all that Portage Park, Jefferson Park and Mayfair have to offer!

4745 N Laporte Avenue, Chicago

$330,000

2 Beds ⋅ 2 Baths ⋅ 11849301 MLS ⋅ CLOSED Status

Step into comfort and charm on this idyllic tree-lined street in the heart of Jefferson Park. Settle into this timeless all-brick classic, complete with captivating bay windows that frame the essence of coziness and elegance. Hardwood floors lead you through this inviting abode, where you'll find two generously sized bedrooms and one and a half baths that promise a sense of ease and relaxation. For those who love to host, this home is a true gem, featuring an expansive living room, a welcoming dining room, and a kitchen that seamlessly flows into a sunroom drenched in natural light. Step outside to a backyard that offers ample space for your leisure and a 2.5-car garage with a convenient front driveway, ensuring your comfort and convenience. With a split floor plan that provides a private haven, you'll discover a main-level bedroom and a full bath, while upstairs, a spacious bedroom, complete with a walk-in closet and a half bathroom, awaits to embrace you in comfort. Unlock the potential of the unfinished basement, a blank canvas for your imagination and a treasure trove for storage. Nestled in the highly-regarded Garvey Elementary School District and Taft High School District, this home's location is enhanced by its proximity to an array of delightful restaurants, charming bakeries, and the prestigious Ridgemoor Country Club. Easy access to highways and transit opens up pathways to downtown, making urban exploration a breeze. This is more than just a property; it's an invitation to a life of comfort, convenience, and warm connections. Make your move today and embrace the best of Jefferson Park living.

5122 N Mobile Avenue, Chicago

Start Your Search

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.

Jefferson Park, Chicago IL · Curated MLS Search

A-Frame Homes in Jefferson Park, Chicago IL

An editorially curated view of every active a-frame homes listing in Jefferson Park, Chicago IL. Updated in real time from the local MLS, presented without the noise.

Browse Active Listings

Jefferson Park, Chicago IL Market Snapshot

Inventory here shifts week to week. The listings on this page pull straight from the MLS, so what you see is what's actually for sale right now.

Next Steps in Jefferson Park, Chicago IL

Speak with an Agent

Call (312) 788-7079

Local Jefferson Park, Chicago IL expertise

Data Brief

Full Jefferson Park, Chicago IL Market Report

Pricing trends & absorption

Browse Everything

All Jefferson Park, Chicago IL Listings

Every active property

← Back to Jefferson Park, Chicago IL Homes for Sale