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Jefferson Park homes for sale | Jefferson Park real estate

The Jefferson Park neighborhood is highly sought after because of its proximity to a number of parks and the Kennedy Expressway. There are numerous community events, such as festivals and street fairs, held throughout the year. If you’re looking for a quiet neighborhood that still has plenty going on, this might be the place for you. Jefferson Park is a diverse neighborhood in Chicago's Northwest Side.

It is also one of the most affordable areas in Chicago with many homes priced under $200,000.

The neighborhood is located between Montrose Avenue and Elston Avenue (ish) in the south and north, and Cicero Avenue and Austin Boulevard to the east and west.

The Jefferson Park neighborhood was originally settled by Czechs and Germans around 1890. In 1910, the area was annexed by Chicago as part of its Northwest Side expansion.

The area was largely undeveloped until after World War II when housing began being built along Milwaukee Avenue. Today, Jefferson Park has a diverse population including Latinos, African-Americans and immigrants from Bosnia & Herzegovina and Poland.

Jefferson Park has excellent public transportation with Milwaukee Avenue being served by both the Blue Line El train at Jefferson Park station as well as six CTA bus routes (Jefferson Park/Montrose) serving Milwaukee Avenue: 8 Halsted; 9 Ashland.

Jefferson Park Condos for Sale

For those who prefer the condo lifestyle or want to rent out their property once they own it, there are several buildings in Jefferson Park that offer luxury living at affordable prices. These buildings feature amenities such as swimming pools, fitness centers and more.

See all the Jefferson Park Homes and Condos for Sale - browse the current listings and check your home’s current value below!

Newest Jefferson Park Homes For Sale

8 Beds 6 Baths 11890885 MLS ACTIVE Status
Welcome to this fantastic legally zoned 2-flat with a finished basement, conveniently located in the thriving Portage Park neighborhood. All three units were thoughtfully updated in 2017, showcasing great finishes and move-in readiness. Situated within walking distance from bus and train stations and with easy access to expressways, shopping, and entertainment, this property boasts an ideal location for your convenience. 2017 Renovations include - Basement: The basement had undergone several improvements, including the replacement of all floor coverings except for bathroom tiles. Damaged or discolored drywall and insulation within the walls had been cut out and replaced. Interior doors and closet doors were replaced where necessary. Copper HVAC pipes were also replaced and tested for all units. New baseboards and showers were installed, and an electrical outlet was added inside the sump pit closet in the kitchen area. A closet door was added for access to the sump pump closet, and the kitchen was upgraded with a stainless steel refrigerator with an ice maker and a stainless steel gas range. 1st Floor: The first floor features a kitchen with a stainless steel refrigerator with, an ice maker, and a stainless steel gas range. 2nd Floor: Improvements on the second floor include the replacement of broken glass in the south-facing bedroom window and repairs to uneven vinyl flooring in the kitchen. The kitchen was upgraded with a stainless steel refrigerator, ice maker, and a stainless steel gas range. Property: The rear entry door frame has been repaired or replaced, and the missing rear entry door trim has been replaced. The damaged garage overhead door and service door were replaced, and rotten fascia boards on the garage were replaced. The damaged garage siding was repaired as necessary. Plumbing and HVAC systems were thoroughly repaired and made functional. All three units were rekeyed, and the front and rear entry locksets were changed to electronic code entry locks. This property offers modern living with attention to detail and functional improvements, making it an excellent investment opportunity in the desirable Jefferson Park neighborhood.

5625 W Lawrence Avenue, Chicago

4 Beds 3 Baths 11883395 MLS ACTIVE Status
Welcome to this beautifully rehabbed brick bungalow in Portage Park. This home offers an abundance of living space, perfect for the entire family or even extended family with three separate floors of living. Upgrades recently made in 2021-23 include: new roof, hardie board siding, electric service panel 200Amp, new fixtures & recessed lights, central co/monoxide alarm, plumbing, hot water boiler, and water heater. The first floor unit features an open space area with a spacious living room and dining room, fitting a table for 10, which are open to the gorgeous kitchen with pull-out wood cabinets, granite countertops, stainless steel appliances, and a raised counter bar that seats 3. The second floor unit includes two big sized bedrooms, a full bathroom, and a good sized kitchen. Downstairs, the new rehabbed basement (2022) features a large recreational room with a built in dry-bar area, the 5th bedroom which makes a great guest room, workout room, or office, next to an adorable laundry room and ample storage. The backyard has a privacy fence and a 2 car garage, with a raised roof to fit 8 ft. overheard garage door, to accommodate commercial trucks/vans, with cargo roof rock. Nothing to do just move in and enjoy! Great location that is close to Dunham Park, shopping, 90/94 expressway, CTA Blue Line, McDonald's, Jewel, Butera, Montrose and Narragansett buses, Printer's Row Brewing and so much more! Walking distancce to Smyser Elementary School and Wright Collage. Seller is a licensed RE agent.

4510 N Mobile Avenue, Chicago

3 Beds 4 Baths 11870929 MLS ACTIVE Status
Second home in the project to hit the market! The first home is already under contract. The Millennial: A modern new construction single family home development minutes from the Metra station and Blue line in Jefferson Park! One of nine new SFH's by top Chicago developer. Sun filled open concept main level features spacious living/dining area with oversized front windows and hardwood flooring throughout + contemporary gas fireplace with floor-to-ceiling Carrara inspired surround. Eat-in kitchen with stainless steel appliance package, soft close shaker cabinetry with glass transoms, quartz counters, island with breakfast bar seating, butler pantry, and walk-in pantry. Adjoining family room with exit to back patio. Bright and spacious primary bedroom with good storage and private bath featuring a frameless glass shower and dual sinks. Two additional bedrooms, full guest bath with tub, dual sinks, and linen closet, and laundry complete the upper level. Finished lower level with recreation room featuring wet bar, 4th bedroom, full bath, and utilities. Nice ceiling heights throughout. On trend design features and tons of natural light! Enclosed yard with patio and detached two-car garage. Great location close to restaurants, shopping, entertainment, parks, forest preserves, and more! Across the street from the Jefferson Park Metra station and near the Blue line.Top rated Beaubien Elementary School.

5340 W Argyle Street, Chicago

3 Beds 3 Baths 11860837 MLS ACTIVE Status
Welcome to this charming Dutch Colonial home nestled in the desirable Portage Park/Jefferson Park neighborhoods of Chicago. As you step inside, you'll immediately be captivated by the stunning hardwood floors that flow throughout the home, creating a warm and inviting ambiance. The chef's kitchen boasts sleek granite countertops, an island, custom white cabinets, complemented by stainless steel appliances, making it a dream space for all culinary enthusiasts. Indulge in the luxurious convenience of a wet bar, perfect for entertaining guests or unwinding after a long day. Step out onto the expansive deck where you can host memorable gatherings or simply relax in your own private oasis. The fenced yard offers the perfect backdrop, complete with a fire pit, creating an ambiance that embraces both tranquility and entertainment. This home offers versatility with an office space, providing the perfect setting for professionals working from home or a quiet retreat for studying or pursuing hobbies. The first floor bedroom and full bath offer added usefulness and flexibility. Convenience is at its peak with a second-floor laundry, making chores a breeze. Located near the Blue Line, commuting downtown to explore the vibrant city becomes effortless. Easy commute to O'Hare for those getaways. Enjoy the close proximity to Jefferson Park, Jewel-Osco, shops, and restaurants, offering an abundant array of amenities and entertainment options.

4757 N Lotus Avenue, Chicago

2 Beds 2 Baths 11863589 MLS ACTIVE Status
Welcome to this fantastic investment opportunity in the charming neighborhood of Forest Glen, in Chicago. This single-family home offers a unique blend of comfort and potential, making it an ideal choice for savvy investors. Situated conveniently close to the I-94 expressway, this property boasts easy access to transportation, ensuring seamless connectivity to downtown Chicago and beyond. The neighborhood's lush green surroundings, coupled with its proximity to major thoroughfares, make it an attractive location for both residents and potential tenants. As you step inside, you'll find two good sized bedrooms, living room and the dinning room in the back, next to the kitchen. The true gem of this property lies in its basement, where an additional three bedrooms provide ample space for extra living space. Investors will appreciate the endless possibilities this property offers. Capitalize on the high demand for rental properties in Forest Glen and the surrounding areas, utilizing the layout to maximize your rental income potential. In addition, this home presents an added allure: a spacious deck atop the one-car garage. Beyond its investment potential, Forest Glen offers a delightful residential experience. The neighborhood is renowned for its peaceful atmosphere, tree-lined streets, and proximity to parks, schools, and local amenities. Residents and tenants alike will enjoy the serene environment while still benefiting from the excitement and vibrancy of Chicago city life. Don't miss out on this remarkable opportunity to invest in Forest Glen's real estate market. Whether you're a seasoned investor seeking your next project or a newcomer looking to make a strategic investment move, this single-family home is a canvas awaiting your vision. Schedule a showing today and unlock the door to endless possibilities in Forest Glen's thriving community.

4824 W Winnemac Avenue, Chicago

4 Beds 2 Baths 11859135 MLS PRICE CHANGE Status
Located in the heart of Chicago this 5-bedroom 2 bath home has over 2400 square feet of living space! Providing ample room for relaxation and entertainment this home is situated in the vibrant neighborhood of North Mason in Jefferson Park. Enjoy the convenience of city living while being surrounded by green spaces, local shops, dining, and excellent schools. House was completely rehabbed in 2016 and a second kitchen along with a 5th bedroom including a huge walk-in closet was added to the now full finished basement which has its own separate entrance and boasts radiant heat flooring - perfect for guests or extended family. The main kitchen features granite countertops, stainless steel appliances, a gas range, double oven, and ample cabinet space. The attic has blown-in insulation and an automatic exhaust fan which helps with energy costs. Step outside to your private oasis, where a back deck with a Sunsetter awning provides an ideal setting for outdoor gatherings or simply unwinding after a long day. House also features overhead sewers, leaf guard on gutters, new sump pump, Energy-efficient windows and 2 car garage. Nestled in a prime location, this home also offers easy access to nearby attractions, parks, shopping districts, public transportation, and major highways. It's only 1 minute from Interstate 90/94, 6 minutes from O'Hare International Airport, and 15 minutes from downtown Chicago. Additionally, it's conveniently located just a mile and a half from Jefferson Park. House has been meticulously cared for and loved. Don't miss out on this exceptional property in one of Chicago's most sought-after neighborhoods. Contact us today to schedule a viewing and experience the allure of 5037 N Mason Ave firsthand.

5037 N Mason Avenue, Chicago

4 Beds 2 Baths 11841736 MLS ACTIVE Status
Finally! A charming and updated octagonal bungalow on a quiet tree-lined street! This home is truly a special place with nothing to do but move in. Located on a 30' wide lot this home exudes character and warmth from every room. From the foyer entry, you will love walking into the living room with its decorative stone fireplace surrounded by original wood built-in cabinets, crown moldings, and the stained-glass windows. An arched wall opening leads into the large dining room, while the kitchen exudes positive vibes with its vintage style cabinets, granite counters, stainless-steel appliances, and eat-in table space. Off the kitchen is a mud-room entry as you come in from the 2-car garage and beautiful back yard with pear tree, grass area, and pad for dining or entertaining. The primary bedroom and 2nd bedroom share a completely gutted and updated bathroom with heated floors, newer tub/shower surround tiles & niche shelving, penny tile floors, and pedestal sink. Off the primary bedroom is a back sunroom which creates the perfect home office space or sitting area. From the reconfigured center staircase off the dining room, you access the 3rd and 4th bedrooms upstairs where added skylights punctuate the front bedroom with additional natural light. The open basement is a perfect space for a family room with its good ceiling height and mechanicals located off to the side. An updated full bathroom with new flooring, vanity and paint is located down here. Newer tear off roof & skylights (2008); majority of home rewired & newer electric panel (2006); majority of pipes replaced (2021); newer boiler (2018); newer water heater (2017); recent tuckpointing (2021); many windows replaced (2014) & more. Easy access to the forest preserves & bike path, the El (Jefferson Park Blue Line) and Metra (Forest Glen Metra MD-N & Gladstone Park Metra UP-NW) & expressway. Bring your apple cider - this is the home you want to see!

5531 N Parkside Avenue, Chicago

11647135 MLS ACTIVE Status
This long-standing Jefferson Park Tavern/Restaurant, along with the Retail storefront, is being offered for Sale, including the 13,400sf of total land it sits on. Two lots included altogether. This is available with or without purchasing the Business and licenses (Tavern license and Retail Food license). The structure is 3,475sf with the Tavern currently occupying 2,435sf along with a 1,040sf attached adjacent retail space that can be used for additional seating, private parties, processing carry-out orders, or a completely separate storefront to rent out for additional income. The main area layout features classic Chicago tin ceilings, hardwood flooring, camera security system, an ADA ramp leading to a raised seating area with a gas fireplace, and an additional raised area perfect for live music or buffet/catering. The bar features a wooden, custom-built shape currently with 12 beer taps with enough space to double or triple the amount taps, along with tons of space to display and store spirits. Large men's and women's restrooms in the main space with multiple stalls. The full kitchen features a 15' hood with Ansel system, two fryers, a griddle top, large range with oven, plenty of prep space, under counter refrigerator along with a reach-in, 3-compartment sink and hand wash sink. The huge basement features a large ice machine, the first walk-in cooler in front, tons of storage and possible office space, soda syrup taps, deep freezer, a massive rear walk-in beer cooler to house the kegs, along with multiple egress points from the basement for easy handling of deliveries. There's an abundance of outdoor seating with a side patio and a huge rear patio. There's also potential for 20 off-street parking spaces along with a trash enclosure and storage shed. Great accessibility here with the Metra station in close proximity along with multiple bus stops. Nearby Norridge Commons offers National brands like Amazon Fresh, Best Buy, Target, along with nearby local businesses such as Butera Market, Video Land, Earl's BBQ, Joe's Pizza, and many more.

5901 W Lawrence Avenue, Chicago

11403609 MLS ACTIVE Status
This property is a fantastic investment opportunity for those seeking a value-add property in the highly sought-after Jefferson Park neighborhood. The building comprises three retail units with a total of approximately 4,500 square feet. The property is located in a prime location at the corner of Milwaukee Ave. & Lawrence Ave. with high foot and car traffic, next to the METRA & CTA Station, providing easy access to both highways I-90 & I-94. Currently vacant, the property can be converted to a single large retail space or a large office. The seller has drawings ready for the re-development of the property into a 19,114 square foot mixed-use multifamily building with 9 units, all 3 bedrooms plus 2 retail spaces. The property is also ready for build-to-suit construction for those seeking new construction options. The property offers a wide range of possible uses, including a medical office, liquor store, trophy store, real estate broker, lawyer or title company, bridal store, home supply store, barber, nail salon, massage therapist, bike repair and sale store, music equipment and service store, learning center, Starbucks-type coffee bar, shoe store, sport accessory specialty store, any type of franchising that needs exposure, and insurance finance advisory office. The property is suitable for both owner-user and investor. It has 12 parking spaces and a full basement, which provides ample storage space. The building's location and high traffic make it an ideal location for retail stores or offices. Investment highlights include the property's high traffic location, apartments, 14100 VPD, B3-2 zoning, 12 parking spaces, value-add potential, re-development opportunities, mix-use multifamily, retail store/office, and commercial property. Don't miss out on this incredible opportunity to own a prime commercial property in a highly desirable neighborhood. The purchase price for this property is $999,000, and the net operating income will depend on the chosen use and occupancy rate.

4780 N Milwaukee Avenue, Chicago

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