Homes for Sale in Old Irving Park: Historic Charm and Spacious Living on Chicago's Northwest Side

Old Irving Park is one of Chicago’s most beautiful and historic neighborhoods, located on the Northwest Side of the city. Known for its spacious lots, large vintage homes, and charming tree-lined streets, Old Irving Park offers a suburban-like atmosphere within the city limits. The area is rich in history, boasting a wide variety of home styles including Victorian mansions, stately brick homes, and modern new constructions. With excellent public transportation options and easy access to the highway, Old Irving Park is a great choice for commuters who want a peaceful retreat from the hustle and bustle of downtown Chicago.

Why Buy in Old Irving Park?

Old Irving Park is perfect for buyers looking for a little more space while still enjoying all the conveniences of city living. The neighborhood is known for its friendly community atmosphere, historic architecture, and proximity to both urban and suburban amenities. With parks, schools, and a variety of local shops and restaurants nearby, Old Irving Park offers a well-rounded, family-friendly lifestyle. Commuters will appreciate the easy access to the Metra, the Blue Line, and the Kennedy Expressway, making travel to downtown Chicago and beyond quick and convenient.

Types of Homes for Sale in Old Irving Park

Victorian and Historic Homes: Old Irving Park is famous for its grand, historic homes, particularly its well-preserved Victorians. Many of these homes are situated on large lots and boast beautiful architectural details, spacious interiors, and modern updates while retaining their original charm.
Single-Family Homes: Beyond the historic mansions, Old Irving Park offers a variety of single-family homes, ranging from classic Chicago-style bungalows to mid-century modern designs and newer construction homes.
Townhomes and Condos: For buyers seeking a lower-maintenance lifestyle, Old Irving Park has several modern townhome and condominium developments, many of which offer spacious floor plans and contemporary amenities.
Multi-Family Homes: For those seeking investment opportunities, Old Irving Park has a selection of multi-family homes, including two-flats, three-flats, and larger apartment buildings. These properties are ideal for rental income or multi-generational living.

Living in Old Irving Park: Spacious Homes and a Community Feel

Living in Old Irving Park means enjoying a peaceful, suburban-like environment with all the perks of city life. Residents benefit from easy access to great schools, local parks, and community events that foster a strong neighborhood spirit. Old Irving Park is also home to a variety of independent businesses, from cozy cafes and coffee shops to local breweries and restaurants. The combination of historic charm, spacious homes, and a tight-knit community makes Old Irving Park one of Chicago’s most attractive neighborhoods for families and professionals alike.

Explore Nearby Communities

Portage Park: Located to the west, Portage Park offers affordable homes and a lively neighborhood atmosphere with plenty of parks, shops, and restaurants.
Jefferson Park: To the north, Jefferson Park boasts excellent public transportation options and a wide variety of housing styles, making it a great option for commuters.
Logan Square: South of Old Irving Park, Logan Square is one of Chicago’s trendiest neighborhoods, offering a dynamic arts scene, popular dining spots, and a mix of historic and modern housing options.
Avondale: East of Old Irving Park, Avondale is known for its eclectic mix of vintage homes, industrial lofts, and new construction properties, along with its growing restaurant and entertainment scene.

Start Your Home Search in Old Irving Park Today

Whether you’re looking for a spacious historic home, a modern townhouse, or an investment property, Old Irving Park offers a variety of real estate options to suit every lifestyle. With its family-friendly atmosphere, excellent schools, and proximity to downtown Chicago, Old Irving Park continues to be one of the city’s most sought-after neighborhoods. Start your search today and discover why so many people love calling Old Irving Park home.

Mayfair Crossing: A development featuring a mix of single-family homes and townhomes with modern designs and close proximity to the Blue Line and Metra.
Old Irving Place: A newer townhouse development offering contemporary living with easy access to the expressway and public transit.
The Residences at Six Corners: A new construction condominium project offering luxury units and high-end amenities in a walkable area near the Six Corners commercial district.
Old Irving Park Towers: A high-rise condo development that offers spacious units, modern amenities, and incredible views of the surrounding neighborhood.
Irving Courts Townhomes: A townhome community offering modern living spaces with attached garages and easy access to local parks and schools.
Parkside Estates: This development offers luxury single-family homes on large lots with custom finishes and upscale features.
Kilbourn Park Homes: A residential development with newly constructed homes featuring modern designs and family-friendly layouts.

Latest Old Irving Park Homes for Sale

$600,000

12731443 MLS ⋅ ACTIVE Status

This property is located in a prime area with exceptional visibility and high traffic. It offers access from both Elston Avenue and Montrose Avenue, providing excellent exposure and accessibility for a business, redevelopment, or investment opportunity. This property includes three PINS, offering flexibility and significant development potential. Located in a vibrant and established area, this is a rare opportunity for investors and developers (B3-2 zoning) seeking a property with tremendous possibilities. Do not miss this unique opportunity. The property is being sold AS-IS.

4387 N Elston Avenue, Chicago

$265,000

2 Beds ⋅ 2 Baths ⋅ 12744774 MLS ⋅ ACTIVE Status

Bright, spacious, and full of potential, this 2-bedroom, 1.5-bath condo has a lot to love! The open living room leads to a private balcony, while the recently remodeled kitchen features stainless steel appliances, fresh cabinetry, new flooring, and plenty of space for dining. Both bedrooms have been freshly painted with new carpet, and the second bedroom includes its own en suite half bath. New HVAC, designated parking, extra storage, laundry, and a party room round out the package. A great opportunity to get into a well-maintained condo and add your own finishing touches along the way!

4204 N Keystone Avenue Unit #2C, Chicago

$1,849,000

5 Beds ⋅ 5 Baths ⋅ 12743447 MLS ⋅ ACTIVE Status

Welcome home to this completely rebuilt, LIKE NEW, Stunning Old Irving Park single-family with 5 bedroom + 4 & 1/2 baths dream home on a 33 x 150 lot. Step inside to discover superior craftsmanship in a transitional design. The sun-drenched living area boasts white oak hardwood flooring, creating a warm and inviting atmosphere. The gourmet kitchen is a chef's dream, equipped with stainless steel appliances, an oversized 9-foot island. Cabinets all the way to the ceiling, built-in refrigerator, slow-close doors & drawers, elevate the kitchen's functionality and style. This kitchen, open living room extend to a oversized deck and backyard, perfect for entertaining or family gatherings. Upstairs, you'll find four bright and airy bedrooms, stylish bathrooms, and an impressive primary suite with two walk-in closets. The laundry room is an actual room, making doing the wash an easy task. The top floor offers a wonderful place for an office along with an additional bedroom and full bath makes it a cool hangout space for everyone. The lower level features a fifth bedroom, a spacious recreation room, and ample storage space. This home offers convenience, incredible outdoor space and lots of style. Don't miss the opportunity to make this meticulously designed property your own. Your dream home awaits you!

3841 N Kenneth Avenue, Chicago

$179,900

1 Beds ⋅ 1 Baths ⋅ 12741356 MLS ⋅ ACTIVE Status

Fantastic opportunity in the heart of Old Irving Park! This freshly painted, 3rd-floor, 1-bedroom condo features hardwood floors throughout, an open-concept layout, a spacious kitchen with abundant counter space, and a ceramic-tile bathroom. Additional highlights include assigned parking and convenient on-site laundry. Investor-friendly building located on a quiet side street, just minutes from the CTA Blue Line, Metra, I-90, shopping, dining, downtown Chicago, and O'Hare Airport. A great place to call home or an excellent investment opportunity. Sold As-Is Condition.

4306 N Keystone Avenue Unit #303, Chicago

$269,000

2 Beds ⋅ 1 Baths ⋅ 12741310 MLS ⋅ ACTIVE Status

Welcome to this beautiful 2-bedroom condo in a charming courtyard building in the heart of Old Irving Park! Blending modern convenience with timeless vintage character, this spacious home features hardwood flooring throughout, a chef's kitchen with granite countertops and stainless steel appliances, a formal dining room, and a desirable split-bedroom floor plan. The expansive living area provides plenty of flexibility for a home office, creative space, or ideal live/work setup. Additional storage and laundry are conveniently located in the building. Located near Lou Malnati's, Potbelly, ERIS Brewery, and the Irving Park Blue Line, this home offers easy access to downtown Chicago in under 30 minutes. Move-in ready and perfectly situated for city living-this Old Irving Park gem is not to be missed!

4130 N Kedvale Avenue Unit #208, Chicago

$560,000

3 Beds ⋅ 3 Baths ⋅ 12740973 MLS ⋅ PRICE CHANGE Status

Welcome to this spacious, light-filled tri-level townhome in the highly desirable private community of Old Irving Village. With over 2,000 square feet of living space, an attached two-car garage, and a low HOA, this home offers the space and amenities of a single-family home with the convenience of low-maintenance living. Recent updates include fresh paint throughout, refinished hardwood floors, updated bathrooms, and a new roof installed within the past two years-providing a move-in-ready home with many of the major updates already completed. The main level features an open-concept living and dining area designed for both everyday living and entertaining. Step outside to your private deck overlooking the backyard-perfect for morning coffee, relaxing evenings, or summer barbecues. Upstairs, the generously sized primary suite offers an en-suite bathroom and large walk-in closet. Two additional bedrooms and a full bathroom on the third level provide plenty of space and privacy for family, guests, or a home office. The lower level adds even more valuable living space with a large family room offering endless possibilities for a media room, playroom, home gym, office, or additional entertaining area. A convenient half bath and laundry area complete this level. Beyond your front door, enjoy the benefits of Old Irving Village, including beautifully maintained parks, walking paths, and bike trails. Ideally located just minutes from the Metra, Blue Line, and I-90/94, this home makes commuting a breeze. Enjoy easy access to Six Corners shopping, Starbucks, popular restaurants, entertainment, and all that this vibrant neighborhood has to offer. Welcome home!

3821 N Milwaukee Avenue Unit #B, Chicago

$575,000

3 Beds ⋅ 3 Baths ⋅ 12739603 MLS ⋅ ACTIVE Status

Priced to Sell! This spacious three-story townhouse feels like a single-family home in a quiet pocket of Old Irving Park. Surrounded by parks, it is within walking distance of many local businesses, including dining spots and coffee shops, and the Metra is easily accessible. Interstate 90/94 access is a hop, skip, and a jump away! Beautiful hardwood floors and high ceilings on the first level will impress you right away. The eat-in kitchen, which features a large pantry, was recently updated with granite and stainless steel appliances. Lots of closet space, including a walk-in adjacent to the large primary en suite, which boasts cathedral ceilings. Lots of sunlight flows through the windows. Imagine entertaining on the deck. A large unfinished bonus room can be finished to add an additional room. Two fireplaces, one in the living room and one in the family room, give ambiance to each room. Low HOA fee that includes water and outside maintenance. If you love pickleball or want to play a game of basketball, there is one in the subdivision. These townhomes rarely become available, so hurry; this will not last!

4234 N Kolmar Avenue Unit #D, Chicago

$195,000

1 Beds ⋅ 1 Baths ⋅ 12735713 MLS ⋅ ACTIVE Status

Welcome to this gorgeous 1-bedroom, 1-bathroom condo in the highly desirable Old Irving Park neighborhood! This beautiful unit features hardwood floors creating a bright and inviting atmosphere. The stunning kitchen offers stainless steel appliances and elegant granite countertops, perfect for everyday living and entertaining. Enjoy the convenience of a spacious laundry and storage area in the basement. Located close to public transportation and neighborhood amenities, this home offers comfort, convenience, and great value in a fantastic location. Come see it-you'll love it! Sold as is.

4124 N Kedvale Avenue Unit #200, Chicago

$600,000

3 Beds ⋅ 2 Baths ⋅ 12722689 MLS ⋅ ACTIVE Status

Excellent Investment opportunity to own this unique home in the much sought after Old Irving Park neighborhood! Sold As Is! Property Needs total Rehab. Property has mold in basement. Property does not have light please bring a flashlight.

4122 N Kostner Avenue, Chicago

$575,000

3 Beds ⋅ 3 Baths ⋅ 12713628 MLS ⋅ ACTIVE Status

Long-time owners have lovingly cared for this home and are now ready for a new family to create lasting memories here. Well maintained and full of potential, this charming residence is ready for your personal touches and modern updates. Step into a spacious living room that flows seamlessly into the dining area, both featuring beautiful hardwood floors. The bright and inviting kitchen offers ample space, contemporary fixtures, and functionality for everyday living. The home's generous living areas provide comfort and flexibility, making it ideal for both relaxing and entertaining. The second level features three spacious bedrooms, each with vaulted ceilings and hardwood flooring. The walk-out basement offers endless possibilities for additional living space, a recreation room, home office, or gym. A modern full bathroom has already been added for added convenience. Enjoy outdoor living in the large, fully fenced backyard-perfect for entertaining family and friends. The deck, patio, and outdoor furniture are all included. Additional features include a detached two-car garage and a convenient location close to schools, parks, shopping, dining, and public transportation. A wonderful opportunity to own a well-cared-for home in a desirable neighborhood and make it your own!

3819 N Kilpatrick Avenue, Chicago

$585,000

3 Beds ⋅ 3 Baths ⋅ 12697038 MLS ⋅ ACTIVE Status

COMPLETELY REMODELED! NEW CARPET, NEW TOILETS, NEW SHOWER HEADS, NEW SHOWER DOOR, NEW BATHROOM FAUCETS, NEW BATHROOM SINKS, NEW BATHROOM VANITIES, NEW BATHROOM LIGHTS, NEW HINGES, NEW DOOR KNOBS, NEW SCONCE LIGHTING, NEW BEDROOM LIGHTING, NEW KITCHEN SINK, NEW KITCHEN APPLIANCES (FRIDGE, MICROWAVE, STOVE, DISHWASHER ALL WITH WARRANTIES!), NEW TOE KICKS, NEW SWITCHES, NEW ELECTRICAL OUTLETS, NEW NEST SYSTEM, NEW LED LIGHTING. UNBEATABLE LOCATION! NEW PAINT! Wonderful spacious home on cul-de-sac in Terraces of Old Irving Park. Hardwood floors throughout main floor (newly stained and refinished), lower level recreational room and 4th bedroom. Wonderful home with four bedrooms, two full baths, one half bath, back balcony, unfenced back yard. PRIVATE nature walk/basketball courts/tennis courts included in HOA as well as water/lawn care/street care/snow removal. Move in ready! City living at it's best!

4257 N Kolmar Avenue, Chicago

$1,800,000

12693064 MLS ⋅ ACTIVE Status

Exceptional investment opportunity in Chicago's sought-after Old Irving Park neighborhood. This professionally managed, approximately 9,500 SF mixed-use commercial Condominium property has been extensively renovated and is fully leased to quality tenants, including The Art of Being, Edible Arrangements, and CEDA WIC, a well-funded nonprofit with lease term remaining. Located on a highly visible signalized corner along Irving Park Road, the property benefits from excellent traffic counts, strong demographics, and recent City streetscape improvements with decorative vintage lighting. Steps from the new Northwestern Medicine facility and offering convenient access to I-90/94, CTA Blue Line, Metra, and downtown Chicago. A stable tenant mix, attractive lease terms, prime location, and strong cash flow combined to deliver an outstanding cap rate and exceptional return on investment. Truly a turnkey asset in one of Chicago's premier commercial corridors.

4335 W Irving Park Road, Chicago

$995,000

5 Beds ⋅ 5 Baths ⋅ 12685461 MLS ⋅ ACTIVE Status ⋅ Terraces Of Old Irving BLDG.

Enjoy maintenance-free living in the largest Single Family model of The Terrances of Old Irving Park! Nestled in a secure cul-de-sac, this newly renovated 5BR 4.5BA 4000+ sf hidden oasis features open floor plan with formal living, formal dining, granite black-SS kitchen with eat-in island and breakfast area, generous family room with gas fireplace and a large barbecue deck overlooking a private brick yard. Next to kitchen are the conveniences of two offices, movie theatre (or homeschool classroom), mudroom, oversized walk-in pantry with a 2nd frig. The magnificent 14-foot-tall master suite offers cathedra ceilings, wet bar, fireplace, two walk-in closets and an electric staircase access to a bonus room. The Carrara Marble master bath has steamer, skylight rain double-shower, dual Jacuzzi, and a make up station. Entertain yourself in the bright English basement featuring 9 large windows, wet bar, spacious gym, game room, sewing/craft station and the 5th BR. All 5 large bedrooms have private full bath access with bidet setups. 2 Jacuzzis, 3 sets of washers/dryers. 3 sets of HVAC systems, oversized attached heated garage with electric car charger, a large workshop with sink, and 150 sf walk-in storage. Owner-managed association provides private tennis court, basketball court, pet park, nature-walking trail, and covers lawn care, snow removal, water/sewer/garbage bills. Amazing schools! Walk to parks, playgrounds, YMCA, grocery, blue line/Metra/bus, a new hospital. 2 minutes from the highway exit Koster, minutes to stores, restaurants. Broker owned property. Seller financing available! Schedule a showing today!

4249 N Kolmar Avenue Unit #4249, Chicago

$520,000

9 Beds ⋅ 3 Baths ⋅ 12591402 MLS ⋅ RE-ACTIVATED Status

Location, Location and Location. Property is in the Heart of North Chicago. Close to the Public transportation, Highway and Train Station. An Excellent opportunity to invest and to build a 3 - 5 unit building in a large lot 47.3 x 181.1 with 2 car detached garage and can park 4 - 6 cars in the driveway. The existing building is AS IS CONDITION. but the units are rentable with some remodeling. Building offers 1st and 2nd floors with 4 Br 1bth and the 3rd floor with 1br and 1bth and Full Basement. Investors, do not miss this opportunity, when the price is right. PLEASE NOTE THE PROPERTY IS SOLD AS IS CONDITION. Please note: all floor SF. is approximate. Deal fell through, BUT IT IS AN EXCELLENT OPPORTUITY FOR SOME ONE, WHO DESERVES.

4345 N Kedvale Street, Chicago

$425,000

12510132 MLS ⋅ ACTIVE Status

2608 sq.ft. of existing office space. Lobby/reception, 6 offices, kitchen, conference room & large storage area. 2+ parking spaces in rear. Old Irving Park area. Great access to 90/94, Metra and EL. High visibility location for practically any business.

4212 W Irving Park Road, Chicago

$4,699,000

12429263 MLS ⋅ ACTIVE Status

UNBEATABLE LOCATION! Adjacent to I-90/94 junction. 47,180 SF freestanding industrial/office building with 30 parking spaces on Chicago's North Side. Excellent public transportation options-including the Mayfair Metra, Montrose CTA Blue Line, and bus services. Includes 2 loading docks and 1 drive in door. Flexible floor plan with 28,206 SF of industrial space and 18,974 SF of office space (easy to convert to warehouse). The office space has high-end office finishes, 19 private offices, a spacious lunchroom, IT/server room, a large open work area, a second-floor conference room, reception and skylights. With up to 60-foot clear spans, floor drains, and a dedicated generator, the property is well suited for a variety of uses. Office space can also be reduced to expand warehouse capabilities. Current owners would leaseback between 10,000 to 20,000 SF at fair market rate. This is a rare opportunity to acquire a highly functional, well-located building in one of Chicago's most accessible corridors. Only 8 miles to O'Hare and 8 miles to Chicago CBD.

4300 N Knox Avenue, Chicago

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