Old Irving Park Homes for Sale

Whether you’re a first time homebuyer, an empty nester looking to downsize, or an experienced investor looking for your newest project, Steven Kowalski can help you through every step of the buying process. Not sure where to start? Talk with Steve today!

Advanced Search

LONG TIME OWNERSHIP OF THIS STATELY SINGLE FAMILY HOME IN PORTAGE PARK/OLD IVRING AREA. BEAUTIFUL OPEN ENTRYWAY AND OPEN STAIRCASE. LOTS OF MAPLE FLOORS THRU OUT. YEARS AGO, THERE WAS AN ADDITION PUT ON THE HOME THAT IS A FAMILY ROOM AND 1/2 BATH AS WELL AS STORAGE UNDERNEATH. BASEMENT: 6'3" CEILING HEIGHT (5'9" UNDER HEADERS). REPLACEMENT WINDOWS. NO WATER IN THIS BASEMENT. ROOF IS 1 LAYER ABOUT 11 YEARS OLD. BOILER: WEIL MCLAIN. BASEMENT WATERPROOFING WAS DONE WITH PERMASEAL. CONCRETE PATIO OFF THE BACK YARD WITH 2.5 CAR GARAGE. A PLEASURE TO SHOW. MINUTES FROM METRA, CTA BLUE LINE, I90/I94. SHOPPING AND RESTAURANTS EASILY WALKABLE. PROPERTY IS BEING SOLD IN "AS IS" CONDITION, BUT OWNER NOT AWARE OF ANY ISSUES. ALL VIEWINGS WILL BE WITH LISTING AGENT PROVIDING ACCESS. NO EXCEPTSIONS.

$349,500 Active

4713 W Warwick Avenue Chicago, Illinois

3 Beds 2 Baths 2,000 SqFt

2BR/2BA condo conveniently located across from the soon-to-open, newly renovated Grayland Metra station in Old Irving Park. This unit features an open-concept layout with hardwood floors throughout, a modern kitchen with maple cabinets, stainless steel appliances, and an island table. The main living area includes a Juliet balcony, while a rear deck offers additional outdoor space. Enjoy the convenience of an in-unit washer and dryer. The primary bedroom easily fits a king-size bed and offers ample closet space, while the generously sized second bedroom accommodates a queen-size bed or serves as a perfect WFH setup. Experience all the amenities and charm of Old Irving Park and Avondale! This condo community has a majority owner (40% of all units owned by one entity). Financing must be an unwarranted loan or Cash. Waterman bank has an option 15% downpayment, non-warrantable condo, 30 Year Fixed. Contact Luke Wojtasik.

$279,950 Active

3741 N MILWAUKEE Avenue 208 Chicago, Illinois

2 Beds 2 Baths 950 SqFt

Lovely Condo unit boast a large living room that opens to balcony. It features 2 bedrooms and 1 bath with hardwood floors. Breakfast Bar for extra sitting. Plenty of kitchen cabinets for storage. In-Unit Laundry, and parking space. Water, Gas and electric included in the monthly assessment. Walking distance to L-Train Blue Line. Investor friendly, rentals allowed.

$220,000 Active

4342 N Kedvale Avenue 3A Chicago, Illinois

2 Beds 1 Baths 900 SqFt

Welcome to the Heart of Chicago's Irving Park Neighborhood! Nestled on a Quiet, Tree-Lined Street, This Beautifully Updated 4-Bedroom, 3-Bathroom Home is the Perfect Blend of Style & Convenience. Main Floor Highlights an Open Concept with Abundant Natural Light, a Spacious Living Room Featuring a Sleek Electric Fireplace, an Updated Full Bath, a Generously Sized Bedroom, Stylish Kitchen with Quartz Countertops, Stainless-Steel Appliances and an Island for Additional Seating. Off the Kitchen is a Beautiful Custom-Built Mudroom/Breakfast Area that Leads to a Fenced-in Backyard That Features a Large Deck and Patio. Upstairs You Have 3 Spacious Bedrooms & a Modern Updated Bathroom with a Jacuzzi Tub. On the Lower Level is a Large Finished Basement with Ample Storage and a Full Bathroom. Just Steps from Six Corners, Kilbourn Park, the Metra, and all the Dining, Shopping, and Entertainment that Portage and Old Irving have to Offer! Move Right in and Make This Your Dream Home Today!

$635,000 Active Under Contract

4725 W Berenice Avenue Chicago, Illinois

4 Beds 3 Baths 3,115 SqFt

$149,900 Active Under Contract

4243 N Kedvale Avenue 1E Chicago, Illinois

1 Beds 1 Baths 900 SqFt

Welcome to this bright and spacious duplex in fabulous Old Irving Park! Just a few steps up to the first floor where you have a practical entryway to remove shoes and take of your coat. Hardwood floors are throughout. On the first floor, in addition to a generous bedroom and full bathroom, you will find a formal living room with gas fireplace and marble hearth. The kitchen has all stainless-steel appliances and granite counter-tops. Off of the kitchen is a dining room with a built-in hutch. The stairs lead you to the lower level, also featuring high ceilings, new luxury vinyl plank flooring, a family or recreation room, two generous bedrooms and a second full bathroom with whirlpool tub. Utilities include in-unit washer/dryer, hot water heater, and HVAC. All have been recently serviced. Overall abundant storage and closet space! The entire unit has been recently repainted. Easy street parking. Only two blocks from bus route 53, CTA/Metra and easy access to 90/94.

$319,000 Active Under Contract

4211 N KEYSTONE Avenue 1W Chicago, Illinois

3 Beds 2 Baths 1,380 SqFt

Wonderful Irving Park location near Kennedy expressway and Blue Line. Great natural light in this top-floor 2 bedroom condo with unique additional PRIVATE basement recreation room/office space. Open living room and kitchen combination living space, two bedrooms, each with ample closet space. Oak hardwood flooring. You hit the condo trifecta: central air, garage parking, and in-unit laundry! Laundry chute to 22x14 private basement with recreation room, storage, furnace, & full-size washer & dryer. Newer windows, disposal, washer, dishwasher, water heater and central air. One car garage parking space included in price! Near Irving Park CTA and Metra Stops, 90/94, Tony's Fresh Market and much more!

$209,900 Active Under Contract

4117 W Berteau Avenue 203 Chicago, Illinois

2 Beds 1 Baths 950 SqFt

Welcome to 4038 W Addison Street, all new in 2005, meticulously maintained updated single-family home nestled in Chicago's vibrant Irving Park neighborhood. This spacious residence offers 5 bedrooms and 3.5 bathrooms across 3,651 square feet of thoughtfully designed living space with huge ceiling heights on all floors. The main level features a formal living room and a separate dining area, both with hardwood floors and abundant natural light. The chef's kitchen is equipped with stainless steel appliances, granite countertops, a huge center island with beverage fridge and custom cabinetry, providing both functionality and style. The second floor houses the primary suite, complete with a walk-in closet and an en-suite bathroom featuring dual vanities, a soaking tub, and a separate shower. Two additional bedrooms and a full bathroom are also located on this level. The fully finished basement includes a large recreation room, two additional bedrooms, a full bathroom, and a laundry area, offering versatile space for various needs. Step outside to a fenced backyard with a total of three decks including one over the garage, ideal for outdoor entertaining and relaxation.

$849,000 Active

4038 W Addison Street Chicago, Illinois

3 Beds 4 Baths 3,651 SqFt

Here is your condo located in Chicago's charming Old Irving Park neighborhood! This home features 2 great sized bedrooms and 1 bath. Bring your ideas to help optimize the many features of the home, including the large combined living and dining room, breakfast bar off the kitchen, and 2 great size balconies for outdoor enjoyment that help bring in so much light into the unit. The basement has a coin-operated washer and dryer, a storage closet, and party room. An outdoor assigned parking space is included with this unit (#19). It is close to the Schools, Blue Line, Metra, and Kennedy Expressway for an easy commute.

$200,000 Active Under Contract

4218 N Keystone Avenue 1CR Chicago, Illinois

2 Beds 1 Baths 1,025 SqFt

Large and unique 1-bedroom condo with a spacious living room and dining room. New sliding door leading to a beautiful patio. Modern kitchen with a new stove, dishwasher, and microwave. Remodeled bathroom. Laminate floors. Washer and dryer in the unit. Show and sell!

$208,000 Active

4240 N Keystone Avenue 1B Chicago, Illinois

1 Beds 1 Baths 900 SqFt

NOT ON MILWAUKEE. 3 levels of living space in this conveniently located townhome in old Irving Park. Semi-opened, eat-in kitchen with a breakfast bar. Living/dining room combination with a fireplace and doors to a private deck great for grilling or just relaxing. Newer hardwood floors installed on the main level. Master suite with a sitting rea, volume ceilings, a walk-in closet and a private bath. 2nd bedroom has its own bathroom off the hall. Lower level with a nice size rec room, half a bath and a big laundry closet. ! car attached garage. Residents only playground and a dog run. Metra is 1 block away. Walking distance to 6 Corners and all the pubs and restaurants. Great place to call home!

$409,900 Active Under Contract

3821 N Milwaukee Avenue D Chicago, Illinois

2 Beds 3 Baths 1,580 SqFt

Welcome to 4244 N Pulaski Unit 3 - the ultimate blend of comfort, style, and convenience in the heart of Irving Park! This TOP FLOOR 2-bedroom, 2-bathroom classic vintage condo with updates has everything you've been searching for, plus TWO parking spaces and LOW LOW LOW assessments! SPACE is the name of the game with this unit, #3 takes over the ENTIRE top floor so you have room to sprawl and make it your own! Step into a sun-drenched living room featuring a stunning brick accent wall and a cozy working fireplace, perfect for those chilly Chicago nights. The open-concept design flows seamlessly into the separate dining area and the massive kitchen with stainless steel appliances, a spacious breakfast bar, and endless counter and cabinet space - cooking and entertaining have never been easier. Gorgeous hardwood floors throughout create a clean, modern feel. This home is flooded with natural light thanks to TONS of windows, making every room feel bright and inviting. The primary bedroom is your personal retreat, complete with a private deck/patio (accessible via sliding doors!) and a luxurious ensuite bathroom featuring an oversized vanity and a soaking tub with jacuzzi jets. The second bedroom is spacious and perfect for guests, a home office, or whatever suits your lifestyle. Don't forget the in-unit laundry - convenience at its finest! Located in a prime central location near all the best grocery stores, cafes, and restaurants, plus quick access to the CTA Blue Line and I-90/I-94, making your commute a breeze!

$295,000 Pending

4244 N Pulaski Road 3 Chicago, Illinois

2 Beds 2 Baths 1,200 SqFt

COMING SOON: Architectural masterpiece & the Crown Jewel of Old Irving Park. Massive new construction single family home on 50 x 144 lot on the best of best blocks in the neighborhood. Beautiful dimensional stone, limestone lintels and vertical siding exterior with coastal & ski resort vibes. Incredible 10 foot ceilings on three levels. Custom Italian kitchen cabinets with 12' island and paneled Fisher Paykel appliances. Marble countertops in kitchen, butlers pantry and primary suite. Optimal floor plan with four beds and massive laundry room on the top level. Timeless modern trim package & two tier deck with timbertech decking. Truly incredible sunlight with east, south and west facing exposures. Far from your average spec home - extremely rare opportunity to purchase a custom caliber home.

$2,400,000 Active

3806 N Lowell Avenue Chicago, Illinois

4 Beds 5 Baths 5,100 SqFt

Great Old Irving Park!. Investment or owner occupied this Renovated corner unit featuring 2 bedrooms, 1 bath an updated kitchen with a dining area, all freshly painted . Highlights include heated floors, tons of closet space, and a spacious floor plan. This brick courtyard condominium building is very clean and well-managed, offering coin laundry facilities and storage lockers. 1 outdoor parking space First come first serve bases , it does not come with the unit. Conveniently located within walking distance to the CTA Blue Line. Property can be rented after 1 year of owner occupancy. Washer and Dryer can be installed in the unit.

$232,500 Active Under Contract

4330 N Keystone Avenue 1D Chicago, Illinois

2 Beds 1 Baths

Charming 2 bedroom / 1 bathroom condo in wonderful Old Irving Park. Featuring an open floorplan, perfect for entertaining! The kitchen features all stainless-steel appliances with a new wine fridge and plenty of storage space. Beyond the main space, and the separate dining area, there's a great-sized deck to enjoy in warmer months. Both bedrooms are well-sized, the linen closet/hall closet are both large, and all plumbing fixtures in the home have been updated. Newer windows. ONE PARKING SPACE AND ONE STORAGE UNIT ARE INCLUDED IN THE PRICE, as is everything that comes with living in this fantastic location. Lots of coffee shops and the food options are unbelievable: Zebda (African & Mediterranean), Las Delicias Restaurant (Guatemalan), Shokran (Moroccan), Taqueria El Primo (Mexican), Smoque BBQ, Roma's Italian Beef, Lola's Diner, and the list goes on. The condominium building and association are very well maintained with recent improvements including a new lobby last year and in recent years, new attic insulation, boiler and roof. Very convenient to get downtown with the Irving Park Blue Line and Metra or out to the suburbs with 90/94 easily accessible.

$199,000 Pending

4248 N Keystone Avenue 2B Chicago, Illinois

2 Beds 1 Baths 1,000 SqFt

$749,000 Active Under Contract

4352 N Tripp Avenue Chicago, Illinois

5 Beds 4 Baths 3,580 SqFt 0.068 Acres

This stunning home, ideally situated between Portage Park and Irving Park, feels like new. Offering four spacious bedrooms and three full bathrooms, it boasts hardwood floors throughout, soaring 10-foot ceilings, and luxurious finishes. The beautifully updated kitchen features stainless steel appliances, a gourmet 36" stove with a matching hood, a large island with a built-in microwave, granite countertops, and a wet bar. Upstairs, you'll find generously sized bedrooms, a convenient laundry room, and an incredible master suite complete with three closets, a cozy fireplace, and a spa-like master bath with a double granite vanity, whirlpool tub, and separate shower. The rooftop deck provides the perfect space for outdoor entertaining. Conveniently located near expressways, the Metra, Six Corners shopping, dining, and retail.

$580,000 Active Under Contract

4630 W Addison Street Chicago, Illinois

4 Beds 3 Baths 2,560 SqFt 0.072 Acres

Watch a Custom Video Tour, Click on Video Button! Take a 3D Tour, Click the 3D button to explore this stunning new construction home in the highly sought-after Old Irving Park neighborhood. Nestled on an oversized 37' lot with an impressive 25' interior width, this transitional modern masterpiece showcases impeccable craftsmanship, thoughtful design, and luxury finishes throughout. Step inside to a meticulously curated interior, featuring a sophisticated neutral palette, coffered ceilings, custom millwork, and white oak-stained hardwood floors. Expansive windows flood the living and dining areas with natural light, offering picturesque views of the tree-lined street. The chef's kitchen is a true showstopper, boasting high-end Bertazzoni appliances, sleek cabinetry, quartz countertops, designer fixtures, and an oversized island illuminated by pendant lighting and a drop ceiling with trim lighting. A charming breakfast nook with custom built-in benches adds both function and style, creating a cozy space for casual dining. The inviting family room features floor-to-ceiling windows that bathe the space in natural light and offer seamless indoor-outdoor connectivity. A professionally designed fireplace serves as a stunning focal point, while the space extends to a concrete patio and a beautifully landscaped backyard-perfect for entertaining. This home features six spacious bedrooms, including three en-suites spread across the upper and lower levels. The primary suite is a private retreat, offering vaulted ceilings, a custom walk-in closet, and a floor-to-ceiling shiplap accent wall that adds warmth and character. The spa-like primary bath is complete with a freestanding soaking tub, dual vanity, and a walk-in shower with body sprays. The expansive lower level boasts 9' ceilings, prepped for radiant heated floors, and two versatile bedrooms with a shared bath-ideal for a home office, gym, or guest suite. The 6th bedroom offers exceptional flexibility, spacious enough to serve as a playroom, home gym, or even a private theater, catering to your lifestyle needs. Additional highlights include two laundry rooms, smart thermostats, a Samsung washer/dryer package, dual-zoned high-efficiency heating and cooling systems, foam insulation, a flood control system with a dimple membrane, and pre-wiring for security cameras, surround sound, an EV charger, and Cat 6 wiring. Step outside to a beautifully designed paver patio with a gas line, perfect for outdoor grilling or a future fire pit setup. Beyond the patio, a large grassy backyard offers endless possibilities-whether for a dog run, playground setup, or garden oasis. Enjoy a vibrant neighborhood with easy access to Independence Park, Athletic Field Park, a local Farmers Market, Chicago Park District classes, and the Independence Park Pool. Located near top-rated schools, including Disney II Magnet, St. Viator, Gateway Montessori, Blazing Star, St. Edward, Lane Tech, and DePaul Prep. Commuting is effortless with quick access to I-90/94, the Blue Line, CTA buses, and two Metra lines, making travel to downtown Chicago and O'Hare Airport a breeze. This is modern luxury living at its finest-don't miss the opportunity to make this exceptional home yours!

$1,499,000 Pending

4056 W Waveland Avenue Chicago, Illinois

4 Beds 5 Baths 4,221 SqFt

Wonderful opportunity in historic Old Irving Park neighborhood ! Spacious 2 story home located on tree lined street. Main level has open floor plan and bay window with built in bench, 1 bedroom plus office/den of the kitchen and full bath. There are 3 bedrooms with built in closets and full bath upstairs. Balcony of the master bedroom and easy rooftop access. Full basement offers potential for additional living space. Oversized Chicago lot with pool deck and 2 .5 car garage . Great location with Kolmar Park at the end of the block, near Six Corners, restaurants, shops. Easy access to the Montrose CTA-Blue line, Metra and Hwy 90 and 94. Don't miss it! Sold as is.

$435,000 Active Under Contract

4121 N Kolmar Avenue Chicago, Illinois

4 Beds 2 Baths 1,899 SqFt 0.087 Acres

This charming 1.5-story bungalow in the Six Corners area of Old Irving Park offers endless potential. Featuring 3 bedrooms and 1.5 baths, the home is situated on a quiet street steps away from a playground. Enter from the welcoming front porch into a bright, spacious living room with hardwoods under the carpet. The cute kitchen has an island with seating and newer appliances, plus an adjoining eating area with a cozy fireplace. The first-floor bedroom and bath provide a solid foundation for your creative vision. Upstairs, you'll find a sitting area, two additional bedrooms, and a closet. The basement is partially finished and has a 1/2 bath plus the big backyard features a large deck and shed. Move-in ready but being sold "as-is". Roof is 10 years old, furnace is 2 years old & AC is 5 years old. Walk to nearby parks, shopping, dining, hospitals in Six Corners. Quick & easy access to I-90. Don't miss this fantastic opportunity-schedule your showing today!

$350,000 Active Under Contract

4106 N Kolmar Avenue Chicago, Illinois

3 Beds 2 Baths 1,417 SqFt 0.072 Acres

This charming single-family home in Portage Park sits on a spacious lot and a half, offering ample natural light from its three exposures. Featuring 4 bedrooms and 3 bathrooms, the home boasts generously sized rooms throughout. With a bathroom on every level and hardwood floors in most areas, it provides both comfort and functionality. The large eat-in kitchen is perfect for family meals and gatherings. Recent updates include a new tear-off roof (2021), chimney repairs (2019), and new gutters and flashing (2022). The upstairs floors were refinished in 2021. The home is ready for you to move in and personalize to your taste. A 2-car parking pad in the rear and a spacious backyard offer plenty of outdoor space. Conveniently located near public transportation, as well as the vibrant Six Corners shopping and dining district.

$434,900 Active Under Contract

4738 W Grace Street Chicago, Illinois

4 Beds 3 Baths 3,000 SqFt

2 BED 1 BATH CONDO ON TOP FLOOR. LARGE KITCHEN AND DINING ROOM, HARDWOOD FLOORS THRU OUT ENTIRE UNIT. BACK PORCH AND LARGE YARD FOR OUTSIDE ACTIVITIES OR ENTERTAINING. ONE PARKING SPACE INCLUDED. ESTATE SALE.

$227,000 Active Under Contract

4308 W Waveland Avenue 3 Chicago, Illinois

2 Beds 1 Baths 750 SqFt

Great Spot for a Commuter & investor friendly 2bed condo in the heart of Old Irving Park! Large living area. Good sized bedrooms. Master bed has good size closet. Perfect location! Walking distance to el, Metra, YMCA, Starbucks, ERIS Brewery, CTA Tacos & much more. Convenient access to 90/94. Unit being sold as-is.

$165,000 Pending

3946 N Lowell Avenue 108 Chicago, Illinois

2 Beds 1 Baths 800 SqFt

BEAUTIFUL OLD IRVING PARK ROWHOUSE ON QUIET MILWAUKEE COURT!! THIS HUGE 3-STORY HOME W/ OPEN FLOOR PLAN & NEWER KITCHEN IS IN AN EXCELLENT LOCATION AND HAS BEEN METICULOUSLY MAINTAINED & UPDATED AND FEATURES A MAIN FLOOR WITH FORMAL FOYER & POWDER ROOM, LARGE FORMAL LIVING ROOM THAT OPENS TO THE FAMILY ROOM/DINING ROOM/KITCHEN & REAR DECK - PERFECT FOR ENTERTAINING! THE NEWER KITCHEN W/ 42" UPPER CABINETS, SS APPLIANCES & BEAUTIFUL QUARTZ COUNTERTOPS PAIRED WITH A CLASSIC SUBWAY-TILE BACKSPLASH. THE 2ND LEVEL FEATURES 3 BEDROOMS & 2 UPDATED BATHS, A HUGE MASTER SUITE W/ SEPARATE SHOWER & SOAKING TUB, LOTS OF CLOSET & STORAGE SPACE. THE LOWER LEVEL FEATURES A LARGE RECREATION ROOM (WHICH COULD BE USED AS A 4TH BEDROOM) EXTRA STORAGE, LAUNDRY, AND A LARGE ROUGHED-IN FULL BATHROOM. AN OVERSIZED 2 CAR GARAGE WITH EXTRA STORAGE & 1 CAR PARKING PAD (PARKING FOR 3 CARS) AND ADDITIONAL PRIVATE OUTDOOR SPACE. MILWAUKEE COURT AND THIS HOME ARE ADJACENT TO A QUIET, SECLUDED PARK AND ARE A VERY SHORT WALK TO THE NEW METRA STOP 1 BLOCK AWAY (TO UNION STATION), EL STOP, PARKS, SOCCER FIELD, 6-CORNERS SHOPPING, SCHOOLS, AMAZING RESTAURANTS, BREWERIES & MORE!

$525,000 Pending

3834 N Milwaukee Court 11 Chicago, Illinois

3 Beds 3 Baths 2,500 SqFt

Welcome Home to 3711 N Kenneth Avenue, Unit 220! This condo features 2 Bedrooms/1 Bathroom and in-unit laundry! Property is owned by the US Department of HUD. Case #137-553128. Seller makes no representations or warranties as to property condition. Seller may contribute to buyer's closing costs, upon buyer request at time of bid. SOLD AS-IS. Equal Housing Opportunity.

$148,500 Active Under Contract

3711 N Kenneth Avenue 220 Chicago, Illinois

2 Beds 1 Baths

Old Irving Park new construction 2 story with basement duplex / row house. This rowhome is sharing driveway and common wall with 4202 home next door. 25x100 lot size with detached 2 car private garage and private yard. Please review floor plans and site plan. Neutral color finishes, quality work, open floor plan at 1st floor, 2nd floor with 3 bedrooms and 2 bathrooms, basement with family room, 4th bedroom, bathroom and laundry room. Principal of owner is the listing agent and a licensed broker in Illinois. Developer's contract to be used for offers. Please email listing broker for blank contract and disclosures when ready to write an offer. Pre-approved buyers please. Selling agent must be present with their clients for all showings, inspections and walk thrus.

$735,000 Active

4202 N Kildare Avenue Chicago, Illinois

3 Beds 4 Baths 2,520 SqFt

View All Irving Park Homes