Jefferson Park Homes for Sale

Located on the border of Jefferson Park, Portage Park, and Harwood Heights, this beautifully preserved 1955 brick ranch is a love letter to midcentury modern living. Clean lines, an iconic facade, and thoughtful updates make this home a rare find for design enthusiasts. The main level offers a spacious living and dining area, a fully updated kitchen, two bedrooms, and a refreshed full bath. The

Robert Homa Baird & Warner

Desirable close-to-everything location in the highly sought-after Jefferson Park neighborhood! Tastefully rehabbed in 2026, this stunning 3+2 bedroom, 2-bath ranch offers modern living in a pleasant residential pocket of highly desirable Jefferson Park. Situated on a quiet, low-traffic street surrounded by charming single-family homes and friendly neighbors, this move-in-ready property truly

Gerard Scheffler Home Gallery Realty Corp.

Welcome home to this beautifully remodeled 4+1-bedroom gem on a quiet, tree-lined street in Jefferson Park. Updated in 2024, it features a bright living room and sunroom with refinished hardwood floors, a main-level bedroom with marble bath, and a stunning kitchen with stainless steel appliances, wine fridge, walk-in pantry, and large island perfect for entertaining. Upstairs offers three

Michael Saladino Keller Williams ONEChicago

Luxuriously renovated 1.5-story single-family home situated on an oversized 30x125 lot. This spacious and functional home is thoughtfully designed to accommodate a variety of lifestyle needs while maintaining a warm and inviting atmosphere. Home features 6 bedrooms and 3 full bathrooms, well distributed across three levels. A welcoming front entrance leads into a bright, open-concept main level.

Iwona Jankowska HomeSmart Connect LLC

This meticulously transformed 4-bedroom, 3-bathroom home in a quiet corner of Jefferson Park features a sun-filled main floor with solid hardwood floors, a spacious family room with southern exposure, and a versatile bonus room perfect for an office or bedroom. Modern upgrades include high-end stainless-steel appliances, dual HVAC systems, ample designer LED fixtures, bathroom vanities, and

Effy Delmedico Realty Champions, Inc.

The kind of home that checks every box - and then a few you forgot to put on the list. 2006 construction in one of Chicago's most coveted north side neighborhoods - Portage Park and Jefferson Park - where quiet, tree-lined streets meet effortless city access. Steps from the Metra and CTA Blue Line, and yet the moment you turn onto this block the city noise fades completely. This is what the right

Victoria Krause Schutte @properties

Welcome to your move-in-ready sanctuary in the heart of North Jefferson Park! This meticulously maintained Brick English home combines classic Chicago charm with high-end, modern efficiency. This home has been thoughtfully upgraded for the future. Enjoy significantly reduced energy bills with brand-new, fully paid-off solar panels. The exterior is equally impressive, featuring a new roof and new

Zakary Dana HomeSmart Connect LLC

RARE FIND! Step inside this charming 2 bed, 1 bath single family home in the heart of Jefferson Park! Featuring a finished basement with an additional 2 beds, 1 bath and 2 car garage (pull through). Rehabbed in 2026 this home features NEW brick face on the exterior, electric, drywall, insulation, widows, cabinets, lights/fixtures, doors, flooring, furnace, plumbing, wet bar, updated bathrooms and

Megan Grealy Baird & Warner

Discover an incredible opportunity in the heart of Jefferson Park with this versatile 4-bedroom, 2-bathroom home, perfectly suited for savvy investors or motivated homeowners looking to build instant equity. The main level boasts classic hardwood floors throughout, featuring three comfortable bedrooms and a full bath, while the expansive upstairs primary suite provides a private retreat with its

Ivan Santos O'Neil Property Group, LLC

Welcome Home!!! This beautiful 3 level townhome will leave you speechless. As you enter the home you are greeted by a nice wide and open space full of light and warmth. Kitchen, living room and 1/2 bath are located on the main level. The kitchen features new granite, large island, maple cabinets and large balcony. The second floor has 2 large bedrooms, lots of closet space and the laundry room.

Laura Tibu HomeSmart Connect LLC

A luxurious penthouse on the top floor of a three-apartment building. Step inside and you'll find everything you desire. Beautiful hardwood floors throughout. Exceptionally bright, spacious rooms. You'll be flooded with natural light, including skylights above to truly warm the space. This unit's fireplace can be used with gas or real wood. The kitchen boasts stainless steel appliances and

Eric Sadowski arhome realty

Top Floor Luxury with Panoramic Skyline Views - The Standout Features: Private Finished Rooftop Deck: massive, private, unobstructed skyline views and equipped with water, gas and electricity. Superior Upgraded Finishes: chef's kitchen, expert craftsmanship, detailed millwork and sound insulation between floors make quiet living and working from home actually possible. Location: experience all

Naja Morris @properties Christie's International Real Estate

Nice corner well maintained legal 2 flat with additional in law apartment in basement. All are spacious apartments including basement. 1st and 2nd floor units have formal dining rooms. All separate utilities. New furnace and AC units on each apartment. 1ST and 2nd floor have new SS appliances. Coin-operated laundry located in the basement. Good rents make this a great investment.

Tony Garcia Terra Nova Realty Group Corp

Suburban Size Home With City Address! Jefferson Park Impressive 2014 Built Extra Wide 5 Bedroom 3.5 Bath Newer Construction Resale With 4 Large Bedrooms Upstairs. Great Sunlight Throughout This Entire Home With Oversized Windows and Dramatic Ceiling Height On Every Level. Full Hardie Board Siding All Around Exterior and New Roof Completed on Home and Garage in 2025. Front Living Room With Bay

John Huebner @properties Christie's International Real Estate

Rarely does an opportunity this versatile hit the Jefferson Park market! This massive three-unit building is an investor's dream, perfectly suited for a high-end flip, a steady rental addition, a BRRRR project, or the ultimate house hack. Each unit features a spacious 2-bedroom, 1-bathroom layout, complemented by a massive basement that offers incredible potential to be finished for additional

Ivan Santos O'Neil Property Group, LLC

Fully remodeled 1-bedroom garden-level unit featuring heated floors, brand-new flooring, and fresh paint throughout. Enjoy a new kitchen and a prime location just down the street from Jefferson Park, home to summer farmers markets and outdoor yoga classes. Grocery stores and coffee shops are within a 5-minute drive, and the Jefferson Park Blue Line station is a short walk away.

patrick ciezki xr realty

Welcome home to 5009 W. Catalpa Ave. This exceptional 6+1 bedroom, 5-bathroom extra-wide residence is perfectly situated on a rare 50' x 150' lot in the heart of highly sought-after Forest Glen. Thoughtfully designed with refined finishes and grand proportions, this stunning three-story home offers a seamless blend of sophistication and everyday functionality. Soaring ceilings, rich hardwood

Maria Montes De Oca Keller Williams Premiere Properties

Step into timeless elegance at 5042 W Winnemac Ave, a meticulously renovated all-brick 1929 Jefferson Park 2-flat that masterfully fuses historic charm with contemporary luxury. This property is a rare gem, offering two distinct units that cater to both multi-generational living and investment opportunities. Every detail has been thoughtfully designed to create a harmonious blend of historic

Elias Masud Compass

Rare opportunity to own a freshly renovated Jefferson Park ranch on an oversized double, corner lot with an attached garage. Step inside to a bright, open main level featuring a brand-new kitchen with white shaker cabinetry, stylish backsplash, peninsula seating, and upgraded stainless steel appliances. The main floor also offers three generously sized bedrooms, a spacious living area, a

Thomas Shallcross GC Realty and Development

Welcome to this beautifully maintained 2 flat in prime Chicago location. This versatile property offers both comfort and opportunity-perfect for owner-occupants, multi-generational living or investors looking to capitalize rental income. The first-floor unit features 2 spacious bedrooms and 2 full bathrooms, along with a bright and inviting sunroom-ideal for morning coffee, a home office, or

Fernando Rocha Jr. RE/MAX LOYALTY

Exceptional multi-unit investment opportunity at 5333 W Foster Ave! Situated on a rare DOUBLE LOT, this property features 3 units plus a spacious coach house-ideal for investors or owner-occupants. The main building includes two 2 bed/1 bath units and a fully finished 1 bed/1 bath garden unit, while the coach house offers 2 beds/2 baths. Well-maintained with recent upgrades, this property offers

Phillip Younan Fulton Grace Realty

Excellent opportunity to own a well-maintained 2-flat in the highly desirable Jefferson Park neighborhood, offering strong rental potential and an ideal setup for owner-occupants. This classic Chicago multi-unit features two spacious units, a finished basement, and shared laundry, making it a versatile investment in one of the city's most commuter-friendly areas. The first-floor unit offers 2

Cory Tanzer Option Premier LLC

Stunning 4 Bed/3.5 Bath single family home with a 2 car garage in beautiful Jefferson Park area! Newly constructed in 2022, this home features a bright & open concept with high ceilings and elegant craftsmanship. Eat-in chef's kitchen equipped with SS appliances, oversize island with quartz countertops, & walk in pantry. Spacious master suite with two walk in closets and luxurious master bathroom

Brian Ruff Coldwell Banker Real Estate Group

Welcome to Jefferson Park!! This charming Chicago classic corner 2 flat is well maintained and sits on an oversized lot. Perfect for investors or owner-occupants looking to generate rental income potential. Hardwood floors thru-out in both units and generous room sizes. Basement includes washer/dryer for each unit and separate storage spaces. Basement also gives additional living space plus two

Gerry Belpedio Weichert, Realtors - All Pro

Check out this move in ready cozy ranch tucked away in the highly sought-after Forest Glen / Jefferson Park neighborhood. Major big-ticket items have already been handled for you-a New Furnace (2024) and New Water Heater (2024) ensure efficiency and reliability for years to come. Ideally situated for the modern commuter, this location offers rapid access to both I-90 and I-94. Public transit

Rita Arriz Realty of America, LLC

Bright and sunny Dutch Colonial two-unit building with an in-law unit in Portage Park. Each unit offers 2 large bedrooms divided by updated bathrooms with an in-law suite in the basement that includes a one bedroom/studio with one bathroom. The property now includes modern heating and cooling systems in all three living areas including ductwork. Unit 1 had additional updates including beautiful

Sarita Scherpereel Kale Realty

Spacious and well-maintained 2-bedroom, 1.5-bath second-floor condo offering a functional layout and an unbeatable location directly across from Jefferson Park. This recently painted unit features a large living room, a sizable dining room, and a kitchen with abundant cabinet and counter space plus room for a breakfast table. New carpet installed April 2026, central A/C replaced in 2017,

Mark Minorczyk Keller Williams ONEChicago

THIS SUN-FILLED 2 FLAT WITH GREAT CURB APPEAL OFFERS A WONDERFUL OPPORTUNITY FOR INVESTORS OR HOME OWNERS. 1ST FLOOR IS ON MONTH TO MONTH LEASE-PERFECT IF YOU'D LIKE TO BE OWNER OCCUPANT. OR THEY MAY STAY IF YOU PREFER. CURRENTLY BLDG FULLY RENTED! LOCATED IN THE HEART OF LOVELY GLADSTONE PARK. THERE'S ALSO AN ADDITIONAL NON-CONFORMING LIVING ARRANGEMENT IN BASEMENT & A ONE CAR GARAGE WITH BRAND

Christine Gordon Northwest Real Estate Group

Rare opportunity to own a well-maintained legal 2-flat in the highly sought-after Jefferson Park neighborhood. Ideally located near O'Hare Airport, major expressways, public transportation, and shopping, this property offers both convenience and long-term value. The building features a total of three bedrooms and three full bathrooms, with Unit 2 fully updated and showcasing modern finishes. A

Spencer Engquist HomeSmart Connect LLC

Location, location, location: This house is not on the back of lot, and in addition to the large front yard there is also a huge back yard. With a bit of work the back yard could be a paradise. Rehabed in 2021 with newer plumbing, up to date electric, newer bath & half bath. Newer HWT + updated ventilation systen. Newer stainless steel appliances with a built in microwave. Newer Timberidge

June Morrissey Real Home Realty

Great opportunity to own this recently renovated all brick two flat building with additional garden in-law apartment and gorgeous fenced yard and new oversized three car garage that accomodates big veichles. The property features large two bed 1 bath units on 1st and 2nd level (owner's unit) are with CENTRAL AIR AND HEATING and updated kitchens and bathrooms. Tenants are paying own utilities

Milenko Miljevic Coldwell Banker Realty

Rarely available, sun-drenched top-floor corner unit in the heart of Jefferson Park. This vintage-style residence, lovingly maintained by a long-time owner, offers charm paired with everyday comfort in a beautiful courtyard building. Welcoming 2-bedroom, 1-bath home features a bright and spacious living area, filled with natural light from multiple exposures, creating a warm and inviting

Jadranka Signoretto Atlas Realty Group, Inc.

NICE JEFFERSON PARK 2 FLAT WITH FINISHED BASEMENT! 2 OVERSIZE UNITS WITH CENTRAL AIR, THREE SEPARATE FURNACES AND HOT WATER TANKS, COPPER PLUMBING. BOTH UNITS HAVE FORMAL DINING ROOM, DEN AND SLIDING DOOR TO THE DECK! NEWER WIDOWS, NEWER 1ST FLOOR AC UNIT,TWO FURNACES AND WATER TANKS ARE NEWER TOO. 2 CAR GARAGE AND ADDITIONAL PARKING SPOT. COIN LAUNDRY. GREAT RES BLOCK! THE PROPERTY IS IN A GREAT

Halina Brzezinska Chicagoland Brokers, Inc.