Jefferson Park Real Estate

Welcome to Jefferson Park, a vibrant neighborhood nestled in the heart of Chicago, Illinois. Known for its rich history, welcoming community, and convenient amenities, Jefferson Park is an ideal place to call home for families, young professionals, and retirees alike.

One of the neighborhood’s standout features is its beautiful mix of residential architecture, showcasing everything from charming bungalows to modern single-family homes. Tree-lined streets and well-maintained parks create a picturesque environment that encourages outdoor activities and leisurely strolls. Jefferson Park is also home to several green spaces, including the expansive Jefferson Park itself, which offers playgrounds, sports fields, and picnic areas for residents to enjoy.

Convenience is key in Jefferson Park, with easy access to public transportation options, including the Blue Line and several bus routes, making commuting to downtown Chicago a breeze. The neighborhood boasts a variety of local shops, restaurants, and cafes, allowing residents to support small businesses while enjoying diverse culinary experiences. From cozy diners to trendy eateries, there’s something to satisfy every palate.

Education is a priority in Jefferson Park, with well-regarded public and private schools serving the area. Families will appreciate the community’s commitment to providing quality education and extracurricular activities for children of all ages.

With its friendly atmosphere, rich cultural diversity, and a strong sense of community, Jefferson Park offers a unique blend of urban convenience and suburban charm. Whether you’re looking to buy your first home or seeking a peaceful place to retire, Jefferson Park is a neighborhood that truly has it all. Come discover the warmth and vibrancy of this hidden gem in Chicago!

Newest Listings in Jefferson Park

$1,195,000

9 Beds ⋅ 6 Baths ⋅ 12806834 MLS ⋅ NEW Status

Old Irving/Portage Park! Fully Remodeled three unit! This ideal Owner-Occupier is offering three spacious 3-bedroom, 2-bathroom apartments! The stylish kitchens feature sleek quartz countertops, a full-height backsplash, and a stainless steel appliance package including a dishwasher and microwave. Spacious bedrooms comfortably accommodate queen- or king-size furniture, while two beautifully updated bathrooms feature modern finishes and spa-inspired walk-in showers. Bonus updates include recessed lighting, New windows, new water heaters, new boiler, modern light fixtures, and numerous additional updates throughout the building. Residents have access to free laundry in the basement, a shared patio, and plenty of space to make themself at home. Ideally located near Portage Park's beautiful parks, neighborhood shops, restaurants, cafes, and public transportation, this apartment offers the perfect blend of modern updates, space, and convenience. Two car garage.

5338 W Montrose Avenue, Chicago

$1,099,000

3 Beds ⋅ 4 Baths ⋅ 12799527 MLS ⋅ NEW Status

Impeccable 4 bedroom, 3.1 bath new construction single-family home on an extra-wide 31' corner lot in Jefferson Park. Spacious extra-wide floor plan with side bay featuring design forward fixtures and finishes. Open concept living/dining area with direct vent gas fireplace and beautiful oak hardwood flooring. Chef quality eat-in kitchen perfect for entertaining features stainless Bosch appliance package, oversized peninsula with bar seating, butler pantry, and large walk-in pantry. Adjoining family room with ample windows overlooking the backyard. Primary bedroom with vaulted ceiling, two walk-in closets with custom organizers, and spa like ensuite bath with frameless glass shower, dual sinks, and heated flooring. Two additional bedrooms with vaulted ceilings and custom closet organizers, hall bath with dual sinks, tub, and linen closet, and laundry room with washer/dryer, cabinetry, and sink complete the upper-level. Finished lower-level includes spacious recreation room with wet bar, 4th bedroom, full bath, utilities/second laundry hookup, and LVP flooring throughout. Lower-level prepped for radiant heat. Enclosed backyard with stamped concrete patio and detached two-car garage. Close to restaurants, shopping, public transportation, parks, nature preserves, and other great neighborhoods. Top rated Beaubien elementary district. Exceptional quality home by top developer. Plans, specs/finishes, and renderings are subject to change at Seller's discretion. Buyer/buyer's broker to verify all details prior to purchase. Buyer's broker must attend all showings and appointments.

5000 W Argyle Street, Chicago

$539,000

4 Beds ⋅ 3 Baths ⋅ 12803966 MLS ⋅ NEW Status

Great Location !!! ON Gladstone Park, Updated legal two unit. Very bright updated first floor unit with NEW kitchen ,all hardwood floors , Amazing covered front porch, Building has a full bath on all levels with a finished in-law type unit in the basement,

5423 N Magnet Avenue, Chicago

$479,900

3 Beds ⋅ 4 Baths ⋅ 12806165 MLS ⋅ NEW Status

WOW! BEAUTIFUL NEWER BRICK TOWNHOME IN THE CONCORD AT JEFFERSON PARK! THIS BEAUTIFULLY UPDATED HOME FEATURES FRESH PAINT THROUGHOUT, REFINISHED HARDWOOD FLOORS ON THE 1ST AND 2ND FLOORS, AND NEW WOOD LAMINATE FLOORING ON THE 3RD FLOOR. WELCOME HOME! ENTER THROUGH A LARGE, INVITING FOYER WITH AN OFFICE AND A FULL BATH. SECOND FLOOR WITH THE SPACIOUS LIVING AND DINING ROOMS FEATURE NEW LIGHT FIXTURES AND A BEAUTIFUL FIREPLACE, CREATING A BRIGHT AND WARM, INVITING ATMOSPHERE. THE NEWER GOURMET KITCHEN FEATURES GRANITE COUNTERTOPS, BEAUTIFUL CABINETRY, STAINLESS STEEL APPLIANCES, A COZY BREAKFAST BAR, AND A SLIDING DOOR LEADING TO A LARGE BALCONY-PERFECT FOR RELAXING OR ENTERTAINING. ADDITIONAL UPDATES INCLUDE NEW LIGHT FIXTURES, BEAUTIFULLY UPDATED BATHROOMS, AND A CONVENIENT LAUNDRY ROOM WITH A NEW WASHER. THIS HOME OFFERS 3 SPACIOUS BEDROOMS, 3 FULL BATHROOMS, AND 1 HALF BATH. THE BEAUTIFUL PRIMARY SUITE FEATURES A GORGEOUS PRIMARY BATH WITH DOUBLE SINKS AND A WHIRLPOOL TUB. 2-CAR ATTACHED GARAGE. GREAT LOCATION NEAR PARKS, I-90/I-94, GOOD SCHOOLS, PUBLIC TRANSPORTATION, SHOPPING, RESTAURANTS, AND MORE! BEAUTIFUL, SPACIOUS, AND MOVE-IN READY! PRE-APPROVED BUYERS, SHOW AND SELL NOW! THANKS FOR SHOWING!

4923 W Lawrence Avenue, Chicago

$299,900

4 Beds ⋅ 2 Baths ⋅ 12805754 MLS ⋅ NEW Status

Welcome to this exceptional opportunity to purchase on a beautiful tree lined street that is surrounded by beautiful homes and newer construction. This two story 4-bed 2-full bath property with detached 2-car garage can offer a great value for the right buyer. The existing home can be renovated but the property can also make way for new construction which would be perfect for a custom home. Whether you are an investor, builder or looking to create something that is your own, call today to discuss the possibilities.

5422 N Mobile Avenue, Chicago

$495,000

5 Beds ⋅ 3 Baths ⋅ 12803708 MLS ⋅ NEW Status

Check out this new listing for a Jefferson Park 2-flat with an attic, located on an irregular, oversized lot. 1st-floor apartment; 2 bdrm, 1 bath, freshly remodeled. 2nd-floor duplexed to the attic features 3 bdrm 1,5 bath; needs work and is ready for your ideas. Off-street parking for 6 cars. Large 2.5-car detached garage with an additional exterior parking space behind the garage for a commercial vehicle, trailer, or boat. Additional parking for 3 cars off the alley on the blacktopped lot. Close to I-90/94 and public transportation. This home is being sold AS-IS.

5033 N Meade Avenue, Chicago

$369,000

12804526 MLS ⋅ NEW Status

COMMERCIAL CONDOMINIUM FOR SALE | 1,800 SF TOTAL FINISHED SPACE | B1-2 ZONING | JEFFERSON PARK 5524 W. Lawrence Avenue | Chicago, IL 60630. A SMART OPPORTUNITY FOR BUSINESS OWNERS WHO WANT MORE THAN JUST OFFICE SPACE-THEY WANT OWNERSHIP. Discover this versatile commercial condominium offering approximately 1,800 SF of total finished space across two levels- 900 SF of main-floor commercial office space and an additional 900 SF of finished basement space. The main floor features a professional office layout with a conference room, reception/secretarial area, and private executive office. The fully finished lower level opens the door to endless possibilities, offering exceptional flexibility to accommodate your business needs, subject to applicable approvals. ADDED VALUE: Enjoy the benefits of commercial condominium ownership, including the opportunity for lower real estate taxes compared to a comparable freestanding commercial building, along with the added value of a fully finished lower level. B1-2 ZONING - POTENTIAL COMMERCIAL USES - Professional Offices - Legal, Real Estate, Financial & Insurance - Medical & Dental Offices - Retail & Specialty Shops - Beauty, Barber & Personal Care Services - Coffee Shops & Limited-Service Cafes - Pet Grooming & Pet Supply Businesses ESTABLISHED COMMERCIAL CORRIDOR WITH CONVENIENT ACCESS! Situated along the established Lawrence Avenue commercial corridor near Central Avenue, the property is surrounded by residential neighborhoods, shopping, and local businesses. Convenient access to CTA, Metra, and major roadways. YOUR BUSINESS. YOUR VISION. YOUR NEXT CHAPTER. Whether you're launching a new venture, expanding an established practice, or seeking a commercial investment, discover the possibilities this property has to offer. **SCHEDULE YOUR PRIVATE SHOWING TODAY! Potential uses and basement occupancy are subject to applicable zoning, building, licensing, and condominium association requirements. Buyer to verify property details.

5524 W Lawrence Avenue, Chicago

$225,000

2 Beds ⋅ 1 Baths ⋅ 12804017 MLS ⋅ NEW Status

CONVENIENT JEFFERSON PARK LOCATION! BEAUTIFULLY UPDATED 2-BEDROOM, 1-BATH GARDEN UNIT, BRIGHT, MOVE-IN READY AND INVESTOR FRIENDLY, OFFERS AN OPEN LAYOUT, NEWER SS-APPLIANCES, BRAND NEW HVAC SYSTEM, WASHER/DRYER IN-UNIT, RECESSED LIGHTS, FIREPLACE, WOOD LAMINATE FLOORS T/O, INDOOR STORAGE. THE KITCHEN OFFERS PLENTY OF CABINETS, GRANITE COUNTERTOPS AND CERAMIC FLOOR, WHILE THE GENEROUSLY SIZED PRIMARY BEDROOM FEATURES TWO CLOSETS. VINTAGE COURTYARD BUILDING WITH LARGE COMMUNAL BACK YARD WITH COVERED PATIO AND PERGOLA GREAT FOR HANGING OUT OR ENJOYING A MEAL OUTSIDE. ONE PARKING SPACE INCLUDED. UNBETABLE LOCATION JUST MINUTES FROM THE JEFFERSON PARK METRA AND CTA TRANSIT HUB, QUICK ACCESS TO I-90/94, DOWNTOWN CHICAGO, O'HARE, SHOPPING, RESTAURANT, PARKS, LIBRARY AND NEIGHBORHOOD FAVORITIES. THERE IS NOTHING LEFT TO DO BUT MOVE IN AND ENJOY!

5418 W Windsor Avenue Unit #G, Chicago

$439,900

3 Beds ⋅ 2 Baths ⋅ 12803048 MLS ⋅ ACTIVE Status

This classic brick two-unit property offers a great opportunity for investors or owner-occupants looking for flexible living arrangements in Chicago's Jefferson Park neighborhood. Featuring a total of 3 bedrooms and 2 bathrooms, the property offers comfortable living spaces with hardwood flooring, plenty of natural light, and room to add your personal touches. The kitchens provide practical layouts with cabinet space, while the full basement offers additional storage and possibilities for future use. A covered front porch adds character to the home, and the backyard provides outdoor space to enjoy. A detached two-car garage offers convenient parking and additional storage. With its traditional charm and potential for improvements, this property presents an appealing investment opportunity. Conveniently located near neighborhood parks, schools, shopping, dining, public transportation, and major roadways.

5307 N Luna Avenue, Chicago

$579,000

4 Beds ⋅ 3 Baths ⋅ 12802862 MLS ⋅ ACTIVE Status

Beautiful, Legal Brick 2 Flat in the heart of Jefferson Park. Excellent building includes top floor unit 2 Bed 1 Bath. First floor unit 2 Bed 1 Bath. Bright open units each equipped with private rear porches. Pictures only reflect second floor unit but first floor is even bigger and more updated. Long time owner, solid and well maintained building. In-law arrangement with additional Bed and Bath. Excellent locations, located on a quiet street close to restaurants, shopping, parks, schools, train and highway! This home has it all! Don't miss out! HURRY!!

4923 N Mason Avenue, Chicago

$729,000

6 Beds ⋅ 3 Baths ⋅ 12796153 MLS ⋅ ACTIVE Status

Welcome to this well-maintained, mid-century brick two-flat in the charming Gladstone Park neighborhood! Situated on a unique lot along a quiet, tree-lined street, this property offers an oversized fenced backyard, beautiful landscaping, and an incredible opportunity for owner-occupants or investors alike. Lovingly cared for by only its second owners, the building features two spacious units, a finished lower level, generous outdoor space, and numerous updates throughout. Unit 1 offers 2 bedrooms and 2 full bathrooms, duplexed down to a beautifully finished basement completed in 2016. The main level features hardwood floors throughout, an eat-in kitchen updated in 2012 with Brookhaven soft-close cabinetry, stainless steel appliances, and a stylish backsplash, along with Brookhaven cabinetry in the main-level bathroom. The expansive finished lower level provides incredible additional living and entertaining space with taller ceilings, recessed lighting, a second full bathroom, and laundry hookups. Unit 2 offers 3 bedrooms and 1 full bathroom, a spacious eat-in kitchen with a new oven (2025), in-unit stackable washer and dryer, and hardwood floors beneath the newer carpeting. Both units enjoy access to the rear covered porches overlooking the spacious backyard. Major improvements include a new building roof (2025), garage roof (2018), replacement of the majority of windows, three newer rear doors, updated copper plumbing, 200-amp electrical panels, sewer flood control system with outdoor cleanout and sump pump, and tuckpointing completed in 2011. Additional highlights include a detached two-car brick garage with a new garage door opener (2025), professionally landscaped front yard, and plenty of street parking. The location is just as appealing! Nestled in a peaceful pocket of Gladstone Park near Jefferson Park, this home is just one block from the Cook County Forest Preserves and scenic bike trails, with neighborhood parks, schools, restaurants, and shops nearby. Convenient access to Metra, the Jefferson Park Blue Line, and major expressways makes getting around the city a breeze. A wonderful opportunity to own a thoughtfully maintained two-flat with flexible living space, fantastic outdoor areas, and a great neighborhood setting!

5730 N Menard Avenue, Chicago

5605 N Miltimore Avenue Unit #GS, Chicago

$389,990

2 Beds ⋅ 2 Baths ⋅ 12798497 MLS ⋅ ACTIVE Status ⋅ Jefferson Park Place BLDG.

Move right into this fully remodeled 2 bed, 2 bath ground-floor condo in Jefferson Park. The brand-new kitchen features new cabinets, counters, backsplash and stainless steel appliances, and both bathrooms have been completely redone. 10-foot ceilings and hardwood floors throughout. The bright family room has a gas fireplace and opens to a private covered brick patio. The primary suite has his-and-hers closets and a full ensuite bath. In-unit laundry, custom organized closets and new LED can lighting. Self-managed HOA includes water, landscaping, snow removal, common insurance and scavenger. Exterior parking space included, with easy street parking for guests. Pet friendly. Near Hitch Elementary and Taft High, shopping, Metra and the Blue Line.

5605 N Miltimore Avenue Unit #GS, Chicago

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Jefferson Park Real Estate

Newest Listings in Jefferson Park

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