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!

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Welcome to this updated Victorian home in Old Irving Park on a double lot of 50x150'! There is a long concrete driveway to park several cars, and a garage can be built (there used to be one in the back yard). You will enter the home by way of the charming covered front porch! The main level has a wide open floorplan with a living room, dining area, and a family room. The kitchen has loads of cabinet and counter space, high quality wood cabinets, granite counters, a huge kitchen island with seating, tile backsplash and glass front cabinets. The family room also features a wood built-in entertainment center with shelves and cabinets to match the kitchen, and the rear entry has a built-in bench and custom space for coats and backpacks! The powder room and the 4th bedroom are also on this level. The back door by the family room and kitchen lead out to an oversized covered rear deck that overlooks the giant fenced yard! The 2nd floor has 3 bedrooms and a full bathroom. The primary bedroom has vaulted ceilings, double closets, and a lofted area for extra storage. The finished lower level has a large recreation room with a custom wet bar, a large laundry room with side by side washer/dryer and a large counter and cabinets, and a 5th bedroom with en-suite full bathroom and a door to the rear of the home (making this a great option for a roommate, in-law, or au pair living)! Many recent updates include new furnace (2025), new roof, and new windows! This home is within Belding Elementary school boundaries and the school is only 3 blocks away. Great access to the Blue Line, Metra and 90/94 for easy commuting to the city, O'Hare or suburbs! Many great dining options nearby including Old Irving Brewery, Eris Cider and Brewery, CTA Tacos, Breakfast House, Starbucks, Backlot Coffee...and even more at nearby 6 Corners! Many parks close by including Kolmar Playlot, Mayfair Park, Belding park, and Independence Park (with Farmer's Market).

$699,900 Active

4317 N Kenneth Avenue Chicago, Illinois

5 Beds 3 Baths 2,641 SqFt 0.172 Acres

$850,000 Active

3900 N Keeler Avenue Chicago, Illinois

6 Beds 4 Baths 3,200 SqFt

This Location is perfect for buyers who need to use the Blue Line EL; converted to a Condo in 2004, it offers two bedrooms, one Bath, hardwood floors, a Washer and Dryer in the Unit, Two Wall AC, and a parking space P-7 Storage Space S-6. There is a tenant presently occupying the unit on a Mo/Mo tenancy. The seller must allow the tenant sufficient time and provide adequate notice. The tenant is willing to stay there; his rent is $1,350 per month.

$194,900 Active

4342 N Kedvale Avenue 3C Chicago, Illinois

2 Beds 1 Baths 900 SqFt

Portage Park, great starter or rehab project. 3-bedrooms on the first floor! This home is well maintained by long term owner. New architectural roof 2015, some new windows, tuck-pointing, updated service walks, circuit breaker, FA/CAC, etc. Close to shopping and transportation. Minimal traffic on this quiet street. Wont last, great value in Portage Park.

$310,000 Active

4721 W Warwick Avenue Chicago, Illinois

3 Beds 1 Baths 1,057 SqFt

Welcome home to this beautifully maintained condo featuring cherry cabinets, gleaming Brazilian hardwood floors, and an inviting open layout with two balconies, perfect for both relaxing and entertaining. The sun-filled living space flows seamlessly into a well-appointed kitchen with stainless steel appliances and dining area. Enjoy the comfort of a luxurious master suite complete with a spa-like bath-your private retreat in the city. Additional highlights in-unit laundry, ample storage, and one included garage parking space. Ideally located near shops, restaurants, major expressways, and just a short distance to Metra and the CTA Blue Line to downtown or O'Hare, this home offers the best of city living in a quiet, residential neighborhood.

$374,990 Active Under Contract

4243 N KEYSTONE Avenue 2S Chicago, Illinois

3 Beds 2 Baths 1,650 SqFt

Top-floor 2-bedroom, 1-bathroom unit in the heart of Old Irving Park-priced to sell! This is a great opportunity to bring your ideas and make this space your own. The open-concept layout connects the kitchen, living, and dining areas, offering great flow and flexibility. One deeded parking space is included, along with laundry and storage in the basement. Situated in a highly desirable neighborhood, you're just steps from the CTA Blue Line, Metra, buses, 90/94, shopping, restaurants, breweries, and parks. With its unbeatable location and tons of potential, this unit won't last long!

$179,000 Pending

4248 N Keystone Avenue 3A Chicago, Illinois

2 Beds 1 Baths

Beautifully Rehabbed Top-Floor Condo in Trendy Old Irving Park! Welcome to Unit 605 at 4125 N. Keystone Avenue - a stunning, move-in-ready 2-bedroom, 1.5-bathroom condo located in the heart of Chicago's vibrant Old Irving Park neighborhood. This beautifully updated home offers modern finishes, thoughtful design, and unbeatable convenience. Property has NEW flooring, NEW kitchen cabinets, NEW stainless steel appliances, and NEW stylish lighting fixtures throughout and rehabbed bathrooms. The spacious layout includes two generously sized bedrooms, a bright and airy living area, and a private balcony perfect for morning coffee or evening relaxation. Additional highlights include: Deeded garage parking included Contemporary kitchen with sleek finishes Ample storage space just off the welcoming entrance Low HOA fees that cover heat, water, and more Top-floor privacy in a secure, elevator building Enjoy the best of city living with walkable access to Independence Park, local shops, restaurants, the Blue Line, Metra, and easy access to I-90/94, downtown, and O'Hare. This is a rare opportunity to own a stylish, updated condo in one of Chicago's most sought-after neighborhoods. Schedule your showing today!

$250,000 Active Under Contract

4125 N Keystone Avenue 605 Chicago, Illinois

2 Beds 2 Baths 947 SqFt

Step into this beautifully designed 2 bed, 2 bath home offering 1,500 sq ft of contemporary living just steps away from the Metra and the Montrose Blue Line stop, and only a half block from 90/94-ideal for commuters! Just a short 15-minute drive to O'Hare or a few stops on the train. Inside, enjoy rich hardwood floors throughout, a gourmet kitchen with 42" cherry cabinets, granite countertops, and stainless-steel appliances. Cozy up by the fireplace or unwind in the luxurious stone baths. The home features 9-foot ceilings, a private balcony, and a huge deck perfect for entertaining. Built in 2007, the building is modern and well-maintained. Includes 2 parking spaces-1 garage and 1 tandem outdoor. A perfect blend of style, space, and convenience! Walking distance to the vibrant Six Corners with incredible shopping options including Aldi, Target, Jewel, and Marshalls. Enjoy a wide variety of restaurants, coffee shops, and nearby parks-everything you need is right at your doorstep!

$350,000 Active

4325 N Cicero Avenue 2S Chicago, Illinois

2 Beds 2 Baths 1,500 SqFt

BOOMING 6 CORNERS RARE FIND DUPLEX CONDO WTH 4 BEDROOMS & 3 BATHS. THIS UNIT IS OFF THE BACK OF TH PROPERTY ON THE FIRST FLOOR. BUILT IN 2006. STILL OWNED BY THE ORIGINAL OWNER. 2025 SQUARE FEET. KITCHEN WITH 42" CABINETS, STAINLESS APPLIANCES, GRANITE COUNTER TOP. LARGE BACK DECK OFF OF FAMLY ROOM AND MASTER BEDROOM. MASTER BATH WITH DOUBLE SINKS, WHIRLPOOL TUB & SEPARATE WALK IN SHOWER. HARDWOOD FLOORS THRU-OUT. TWO (2) MARBLE FIREPLACES. 1 PARKING SPACE OFF THE BACK. CLOSE TO I90/I94, CTA BLUE LINE AND METRA. NOT TO MENTION TARGET, JEWEL, AND AWESOME RESTAURANTS YOU AN WALK TO (INCLUDING COMMUNITY RESTAURANT) THERE IS NOTING IN THE AREA WITH THIS MUCH SPACE FOR THE MONEY.

$499,500 Active

4714 W Berteau Avenue 1N Chicago, Illinois

4 Beds 3 Baths 2,025 SqFt

vailable for the first time in decades, this charming Victorian home sits on a massive 50' x 150' corner lot at Kenneth & Byron in the heart of Old Irving Park. This property is ideal for contractors, renovators, investors or anyone looking to create their dream home in one of Chicago's most desirable neighborhoods. Surrounded by perennial gardens, the home features 3 bedrooms, 1.5 baths, and a full walkout basement. While partially renovated over the years, the beautiful staircase remains, a nice addition has been added to the kitchen and as well as a huge 3 car garage. Some areas have been gutted, offering a blank canvas for customization. The home is livable as-is, with cosmetic updates (paint, trim, flooring) still needed. Fantastic Belding School District. Steps to Grayland Metra, Blue Line, 90/94, Target, Aldi, Jewel & more. This huge lot offers endless possibilities: build up, build out, or start fresh with a new construction project. Estate Sale - Sold As-Is.

$650,000 Active

3856 N Kenneth Avenue Chicago, Illinois

3 Beds 2 Baths

Must-See Single Family Home in the Terraces of Old Irving Park! Welcome to this beautifully maintained 4-bedroom, 2.5-bathroom home nestled in a charming tree-lined courtyard in the sought-after Terraces of Old Irving Park. From the moment you step inside, you'll be impressed by the abundance of natural light, open and airy layout, and soaring ceilings throughout. The main level offers a seamless blend of comfort and function, featuring a spacious family room centered around a cozy gas fireplace, a formal dining room, powder room, and a bright living room perfect for entertaining. The adjacent kitchen is a chef's dream, equipped with new Bosch stainless steel appliances, 42-inch cabinets, granite countertops, a large island, and ample storage. Sliding glass doors off the kitchen lead to a low-maintenance deck, an expansive private fenced-in patio, and a detached two-car garage. Upstairs, you'll find two generously sized bedrooms and a full hallway bath, along with a luxurious king-sized primary suite. The suite boasts vaulted ceilings, two well equipped closets (including a walk-in), and a spa-like ensuite bath with a double bowl vanity, whirlpool tub, and walk-in shower. The fully finished lower level adds even more living space with a fourth bedroom, a spacious recreation room, tons of storage, and a versatile bonus room ideal for a home gym, office, or playroom. Enjoy all the perks of this desirable community, including a private walking trail, tennis and basketball courts, and the nearby Kolmar Playlot. Conveniently located near public transit, easy access to the Kennedy expressway, a few blocks from the Blue Line and two Metra stops, and local shops, restaurants and grocery stores at the Six Corners.

$699,000 Active Under Contract

4220 N Kolmar Avenue Chicago, Illinois

3 Beds 3 Baths 3,224 SqFt 0.075 Acres

Welcome to your Chicago Dream Home! Nestled on a Quiet, Tree-lined Street in Old Irving Park, this Beautifully Updated Three Bedroom, Two Bathroom Home offers the perfect blend of Space, Comfort, and Modern Finishes on an Oversized 30' x 155' Lot. Step inside to discover an Open Floor Plan filled with Great Natural Light that flows effortlessly from the Welcoming Foyer into Separate Living and Dining Rooms. The Chef's Kitchen is a Showstopper, featuring 42" Cabinets with Under-Mount Lighting, Quartz Countertops, LED Recessed Lighting, and Stainless-Steel Appliances including a French Door Refrigerator with Water and Ice (new in 2023 with Warranty), 5-Burner Slide-in Range, and a Bosch Dishwasher. In addition, the Main Level boasts a Renovated Bathroom complete with a Large Walk-in Shower. Retreat upstairs to find Three Generously Sized Bedrooms, each with its own Walk-in Closet, and a Well-appointed Guest Bathroom. Designed for Entertaining, the Full-Size Basement with Tall Ceilings offers incredible flexibility with a Spacious Family Room, Laundry Area (New 2023 Washer and Dryer with Warranty included), and Ample Mechanical / Storage Space. Additional Home Features include: New Composite Front and Rear Porches, Concrete Patio Leading to the Oversized Backyard, Updated Windows / Doors, Electrical, and Copper Plumbing, Newer High-efficiency Gas Forced Air Furnace (2020), and to complete the Home there is a 2.5 Car Garage built in 2006, with Vaulted Ceilings. This Prime Chicago Location is moments to: CTA Bus Stops, CTA Blue line to O'Hare/Downtown, Metra, I-90/94, Local Parks, Jewel-Osco, Target, Dining, Shopping and More.

$599,900 Active Under Contract

4039 N Kildare Avenue Chicago, Illinois

3 Beds 2 Baths 1,484 SqFt

This turn-of-the century Italianate home, completely renovated in 2005, is situated on one of the prime corners in Old Irving Park. As you approach the house, you will be welcomed by a charming front porch seating area. Upon entering the residence, you are greeted by a grand foyer featuring a stunning mahogany staircase, 11-foot ceilings, original moldings and door casings, hardwood floors, oversized windows that flood the rooms with light, gas fireplaces, an ante room, formal living room ,formal dining room. This constitutes merely the front half of the main floor. The back half of the main floor boasts a beautiful kitchen that opens to a spacious great room with wet bar, multiple pantries providing ample storage, a half bath with basketweave tiled flooring, and an office overlooking the back yard. The second floor has 4 bedrooms, 3 bathrooms and laundry room. The primary bathroom is equipped with a steam shower, heated floors, double bowl sinks and a soaking tub. The primary bedroom includes a sitting area with a fireplace. The basement offers a recreation room, custom detailed temp-controlled wine cellar, office, 5th bedroom, bathroom and second kitchen along with heated floors and tall windows that allow significant natural light. This level is perfect for in-law living or an au pair arrangement. The 2 car garage was designed to fit 4 cars using lifts. The exterior of the home is a lush filled garden oasis with water fountain feature, fully fenced yard, bluestone pavers, and sprinkler system. This property is located on one of Old Irving Park's most desirable blocks, known for its larger lots and lower density, with Kildare serving as a through street between Addison and Irving Park. Leave the cars in the garage - Conveniently within less than a mile, you'll find two Metra stations, the Blueline El stop, Smoque BBQ, Eris and Old Irving Breweries, groceries and many other amenities.

$1,575,000 Active

3856 N Kildare Avenue Chicago, Illinois

4 Beds 5 Baths 4,700 SqFt

This 2,384 SQFT single family home located in the heart of Old Irving Park offers a great combination of location, size, and versatile 2-unit layout that can easily adapt to your choice of use. First enter through the bright and sunny front porch with wall-to-wall windows and into the common foyer staircase room with charming butted door/window casing and separate entrances to each floor/unit. The main floor/unit has 2 bedrooms, two living/dining rooms, a beautifully remodeled bathroom with gorgeous tile work, and a large eat-in kitchen with huge walk-in pantry room that could even potentially be another bedroom or office. The second floor/unit features 3 good sized bedrooms, another large eat-in kitchen, full bathroom, plus there is an office room in the back which could also potentially become another bedroom or a walk-in pantry like on the main level. Plenty of natural light floods the basement with multiple south-facing windows and dual front/rear access. Nice yard space to plant your dream garden or make room for play. Updated boiler, water heater, roof (2017), and windows (2015). Highly desirable Old Irving Park location on the north side of Irving Park Rd only .5 miles from Six Corners and the tollway. This home is bigger than it looks and has incredible potential with a 25' wide lot and 2 car garage. See the 3D virtual tour!

$550,000 Active

4042 N Kenneth Avenue Chicago, Illinois

5 Beds 2 Baths 2,384 SqFt 0.071 Acres

Now presenting 3806 N Lowell. Unrivaled new construction home on double lot on the best block in Old Irving. Spanning 5000 SF and featuring 5 bedrooms and 4.1 bathrooms, this home sets a new standard for quality, design & architecture. A truly special, one of a kind home for the most discerning buyer. Stunning dimensional stone exterior with stucco, limestone lintels & vertical cement siding exuding Lake Tahoe ski resort vibes. The main level features 10' ceilings, enormous great room with south and west facing exposures, formal dining room with wallpaper designed by the revered Windy O'Connor, study in Rojo Marron color & elegant powder room with floating marble vanity & wainscoting. The Michelin star-caliber kitchen features Archisesto Italian-made cabinets, slab marble countertops & backsplash, pot-filler, 12' foot island, Fisher Paykal paneled appliances, custom built plaster derived pendants & custom built banquette. The Archisesto cabinetry transitions to the butlers pantry, scullery and front entry vestibule coat closet. Incredible venetian plaster accent wall with floating oak shelving & extended gas fireplace. Side entry stairwell features over sized custom mud room and light-filled south facing exposure. Upstairs features 10' ceilings, four bedrooms, three full bathrooms and suburban sized laundry room with custom cabinetry, sink & folding table. Primary bedroom features intricate ceiling, wallwork & lighting, unobstructed south and west facing exposures, Phillip Jeffries designed wallpaper, two custom built closets & and primary bathrooms with Archisesto double vanity, marble countertops, herringbone floor tile, heated floors, soaking tub & glass enclosed shower with professional spa grade fixtures. Three additional large bedrooms with giant windows, two full bathrooms with beautiful tile work and timeless design scheme. The lower level features incredible 11' ceilings, enormous 29'x28' family room, pre wired for perfect golf simulator set up, large fifth bedroom, fourth full bathroom with glass enclosed shower & floating sitting bench, porcelain tile, floating vanity & spa fixtures. Basement also has two large storage rooms. The backyard features two car garage built to support a garage roof deck, private cement side driveway, huge backyard & two tier sustainable timbertrek decking. Located on a one way street on a low density block in the best Old Irving location - only 3 minutes to Disney II school, 0.2 miles to the metra & 0.4 miles to the blue line and 90/94.

$2,289,000 Active Under Contract

3806 N Lowell Avenue Chicago, Illinois

4 Beds 5 Baths 5,100 SqFt

Behold this handsome single family home stunner in Old Irving Park, featuring thoughtful updates and outfittings fit for the most discerning of decorators. Enjoy a 39 foot wide lot right off of charming, residential N Kostner Ave, including a private side driveway which leads to a two car garage. The main floor of the home boasts hardwood floors, custom moldings, decorative beams, chic custom lighting and generous entry and living areas. Abundant, large windows allow for a flood of natural daylight. The formal dining room has a generous footprint as well as a gorgeous, wood-beamed ceiling, clerestory windows and original decorative details, including a built-in wooden hutch and stately bay window with concealed storage. A large eat-in kitchen offers abundant cabinet storage and lots of counter space, a walk-in pantry, quartz countertops and stainless appliances. Off the kitchen, access a sprawling walk-out deck, complete with a custom, retractable awning to enjoy shaded views of the expansive, landscaped backyard. A second floor/bedroom level hosts three large bedrooms, and multiple storage spaces and closets. A stunning gut-rehabbed bathroom on the second floor level is an absolute showstopper. A rare third floor level is currently being used as a large 4th bedroom (currently with King bed), but can also be used as a double office space, or an additional Rec Room (that is, if you are not already using the finished basement for such). Call this amazing location home, which is only a short walk to the Metra, Blue Line, Expressway, and all that bustling Irving Park has to offer!

$875,000 Active Under Contract

4058 N KOSTNER Avenue Chicago, Illinois

3 Beds 3 Baths

Welcome to this charming 1 bed, 1 bath home nestled in the heart of Old Irving Park, one of Chicago's most desirable neighborhoods. Perfectly located on a quiet, tree-lined street within a classic brick courtyard building, this inviting unit offers the vintage exterior and modern interior. Enter into this spacious unit that is sure to impress with real hardwood floors throughout, an open layout, huge bedroom and separate nook which makes for a great home office. Inviting living area is filled with natural light from front-facing windows and high ceilings. The open kitchen boasts tons of cabinets and counter space, stainless steel appliances, granite countertops and a great window above the sink. Primary bedroom easily accommodates a king bed plus nightstands and a dresser. Neutral stone bath offers a jetted tub and full vanity. Ample storage in multiple closets; plus washer/dryer in unit. Great location close to public transportation, coffee shops, restaurants and more. Permit street parking or parking options in area.

$159,900 Pending

4106 N KEYSTONE Avenue GE Chicago, Illinois

1 Beds 1 Baths

$190,000 Active Under Contract

4134 N Keystone Avenue 1SE Chicago, Illinois

1 Beds 1 Baths

Perfect blend of historic charm and modern amenities in this massive Old Irving Victorian on an expansive double lot. This 5300 square foot home offers five bedrooms, four and half bathrooms on a double and extra deep 50 x 144 lot. A charming front porch and large entry foyer welcome you to the home with 10' ceilings, extensive millwork and period details carried throughout. The gracious formal living room has two dedicated living spaces with an original fireplace flanked by built-ins. Pocket doors adjoin the formal dining room with wet bar and Bosch dishwasher. An expansive addition to the back of the home houses a suburban sized Chef's kitchen, great room and mudroom with access to a wrap-around deck. Chef's kitchen boasts a massive center island, SubZero refrigerator, double ovens, Bosch dishwasher, a large walk-in pantry and plenty of room for a table. Wall to wall windows off the kitchen/great room bring the outdoors in with sliding glass doors to the large covered back deck. The second level offers the hard to find, four bedrooms up, a full sized laundry room and two full bathrooms and each of the bedrooms are large and offer generous closets. The airy third level provides a huge primary suite with expansive sleeping quarters, skylights, separate office area and spa caliber primary bath with dual vanities, soaking tub and walk in shower. Full height lower level with a home theater, wine cellar, recreation room & playroom/workstation and tons of additional storage. Outside, enjoy a side driveway and two car garage, entertain on your spacious back deck or the recently completed brick paver patio and a large grassy backyard. A+ location on a leafy tree lined street in the heart of Old Irving walkable to shops, restaurants, Metra, Blue Line and expressway.

$1,350,000 Pending

4322 N Kildare Avenue Chicago, Illinois

5 Beds 5 Baths 0.165 Acres

Discover unparalleled luxury in charming, picturesque Old Irving Park! This 2025 custom-built 6-bedroom, 5-bath gem blends timeless elegance with modern luxury on a rare, sprawling 156x47 corner lot. Sun-drenched interiors with oversized European windows, four fireplaces and expansive yards - complete with decks and wraparound front porch - create the ideal home for everyday comfort and entertaining. Host unforgettable gatherings in the chef's kitchen featuring top-of-the-line Thermador appliances, a walk-in pantry and custom rift sawn oak island. The kitchen flows into a bright family room and eat-in dining area with soft touch sliding patio doors opening to a covered deck for year - round grilling. Adjacent to the kitchen, the formal dining room boasts a perfect space to entertain with a built-in beverage station. Nearby, a private office with bright bay windows and a front porch entrance offers a serene workspace. Retreat to the primary suite, an oasis with a spa-like bath, radiant heated floors, fireplace, and private deck. The upper level features three additional bedrooms, including a second ensuite, full bath and convenient laundry room. The versatile lower level offers an in-law suite with a wine cellar, huge storage areas, mini kitchen, and two bedrooms-perfect for guests, multigenerational living or a custom gym or playroom. Enjoy peace of mind with a fully sprinklered lawn, raised garden beds for organic gardening and 3-car EV-ready garage. Eight CCTV cameras integrated into a smart home security system add to the convenience of this completely remodeled, low maintenance home. Discover this gem of a location in Old Irving Park that offers multiple commuting options: blocks to the Blue Line and 2 Metra stations, minutes to the Kennedy expressway and steps to award- winning Belding Elementary. Experience the perfect blend of city access and suburban charm, complete with a 1-year home warranty. Schedule your private tour today!

$1,725,000 Active Under Contract

4256 N Keeler Avenue Chicago, Illinois

6 Beds 5 Baths 5,000 SqFt 0.169 Acres

Incredibly cool Mid-Century Modern 2 bedroom home in Old Irving with no steps anywhere! From your parking space walk directly into your home into a stunning newer kitchen with white upper cabinetry, striking blue lower cabinetry, quartz counters, stainless appliances, pantry closet, and eat-in table space. The huge living room offers plenty of space for the largest of furniture pieces, while allowing for a formal dining table as well. From here, step out onto your private patio overlooking the large peaceful landscaped courtyard and enjoy morning coffee or evening dinner al fresco. Both bedrooms are extremely large with generous closet space, while several hall closets allow for fantastic in-unit storage. Wood-grained ceramic tile flooring are throughout the home. Radiant heated floors keep you cozy and warm, while laundry is just down one flight of steps below, along with additional storage. 1 parking space is also included. Living here is so easy. You are a couple block walk to the Blue line or Metra, along with numerous restaurant and coffee shop options within Old Irving. The 6 Corners area with Target, Jewel, and many newer dining options is also an easy stroll away. This is the best of MCM living on a quiet tree-lined street in a very charming complex.

$225,000 Pending

4225 N Keystone Avenue 1C Chicago, Illinois

2 Beds 1 Baths

Welcome home to 4038 W Addison - Bring an offer, this seller is very motivated! Offering for furniture to stay at a negotiated price. Welcome to this home where charm, space, and style come together to make your house-hunting dreams come true! A very spacious stunning 5-bed, 3.5-bath home in Irving Park with a TON of space and soaring ceilings throughout. Enjoy a sunlit main level with hardwood floors, multiple formal living and dining areas, a massive chef's kitchen that opens up to two decks. Granite countertops, stainless appliances, and a large island. The primary suite offers a spa-like bath and 2 separate walk-in closets. The finished basement has high ceilings. It adds a rec room great for games or play room, two bedrooms and full bath. Outdoors, enjoy the 3 decks and a fenced yard. Close to schools, nightlife, shopping, blue line, and 90.

$679,000 Active Under Contract

4038 W Addison Street Chicago, Illinois

3 Beds 4 Baths 3,651 SqFt

Live on one of Old Irving's most gracious streets on an oversized 37.5'x155' lot. You'll come to Old Irving known for it's wide lots, beautiful streets, plentiful parks, and amazing accessibility by expressway, Metra Rail or CTA and O'Hare, but you'll want to stay because you'll fall in love with this home's abundant light, generous room sizes and tasteful finishes. The main floor has an incredibly spacious and welcoming gathering space that walks out to the rear deck with pergola and overlooks the beautifully landscaped big backyard. The airy white island kitchen with copious storage, granite counter tops and stainless steel appliances is open to the dining area and family room. Large living room with fireplace overlooks front porch and tree-lined Kildare. The main floor also has an office with barn doors and a full bath. The second floor features 4 Bedrooms on the same floor with laundry. Sizable primary suite features a tray ceiling, an organized walk-in closet, double vanity, steam shower, heated floors and a soaking tub. Lower level has a terrific recreation room, plus a spot for a game table with a wet bar with quartz counter and floating shelves. 5th bedroom with adjacent full bath and a den set up as an exercise room. This total 2015 renovation is steps from Chicago's 1st women owned brewery Eris, the Pickleball Clubhouse and Smoque BBQ. Newer 2.5 car garage, paved patio and cedar fence. Lower level plumbed for radiant heat floors. The larger lots on Kildare provide a low density and a relaxed feel for the block; and since Kildare is NOT a through street from Irving it's very peaceful. A city oasis.

$1,475,000 Active Under Contract

3839 N Kildare Avenue Chicago, Illinois

5 Beds 4 Baths 4,684 SqFt

THIS IS A LAND SALE - RT-2 ZONING (SINGLE FAMILY)- Great oppurtunity for development - 50 x 150 lot in Old Irving with great access to the metra. 2900 sqft homes selling over 900k+. across the street to the Metra, less than 5 minutes to 90/94, great parks within blocks, tons of retail and resteraunts within 10 min walk. This is a great oppurtunity to build your dream home on a huge lot or develop the lots and sell the homes. Drive by only to see land. Survey is on the pictures. Zoning RS-2 (single family home)

$550,000 Active

3829 N Kilbourn Avenue Chicago, Illinois

3 Beds 2 Baths 1,539 SqFt

The Ropp-Grabil House is a true piece of Chicago history. Built circa 1871, it was part of the first wave of development in the Irving Park neighborhood. Designed in the Italianate style, the home features oriel windows, bracketed eaves, and a distinctive cupola. Meticulously restored, it preserves its original grandeur while seamlessly integrating modern amenities. Nestled on a lushly landscaped 50' x 155' lot, this residence offers a private retreat surrounded by mature trees and serene gardens. Featured on the Old Irving Park House & Garden Walks, it stands as a testament to architectural preservation. Inside, soaring 10-foot ceilings, 8-foot arched windows, intricate moldings, and pocket doors define the formal living and dining rooms, where a fireplace enhances the historic charm. A first-floor bedroom and full bath provide versatility, while the gourmet marble/stainless kitchen (2016) delivers modern luxury. The second floor boasts four spacious bedrooms, a rarity for a home of this era. The third-floor attic, complete with a cupola and breathtaking 360-degree views. The fully finished lower level (2018) includes a rec room with wet bar and full bath, perfect for entertaining. Recent upgrades include new electrical (200 amp), plumbing, GFA/Central Air and an irrigation system. The heated 2.5-car garage, recently upgraded and wired for EV charger plus two additional parking pads, complete this exceptional offering. Located in the heart of Old Irving Park, enjoy convenient access to top-rated Disney II and Belding schools, Independence Park, Smoque BBQ, Eris Brewery, Old Irving Brewery, the Blue Line, Metra, and expressways.

$1,049,000 Active Under Contract

4132 N KEELER Avenue Chicago, Illinois

5 Beds 3 Baths 0.179 Acres

This impeccably maintained and thoughtfully updated home is in the heart of Chicago's vibrant Irving Park neighborhood. Located on the corner of Kostner and Montrose this 4+1 bedrooms, 3 full baths residence effortlessly blends classic charm with modern convenience, featuring a sun-drenched open floor plan with breathtaking 10ft ceilings, gourmet kitchen with quartz countertops and high-end stainless steel appliances, and a spacious primary suite with a spa-like ensuite bath and custom walk-in closet. Enjoy seamless indoor-outdoor living with a beautifully landscaped back and private side yard, perfect for entertaining or relaxing. A finished basement adds additional living space ideal for a home office, gym, or guest suite. Location is everything, and 4356 N Kostner delivers. Just steps from the charming shops and cafes along Irving Park Road, you're also near beloved local favorites like Smoque BBQ, Lou Malnati's, and Backlot Coffee, Target, Starbucks, Jewel, Eris Brewery, YMCA and much more. For nature lovers, multiple parks including Kolmar, Mayfair and Independence Park is just a few blocks away-offering tennis courts, playgrounds, baseball, picnic area, field house and a bustling farmers market. Commuters will appreciate easy access to the Blue Line, Metra, CTA bus, and I-90/94. Whether you're looking to settle into a thriving community or seeking the perfect blend of comfort and location, this home is a true standout. Don't miss your chance to own a piece of Irving Park perfection. *Showings on weekends

$725,000 Active Under Contract

4356 N Kostner Avenue Chicago, Illinois

5 Beds 3 Baths 2,976 SqFt 0.107 Acres

Beautiful Condo in Old Irving Park area inside a courtyard brick building-Your new unit features 2 Bedrooms & 1 full bathroom. Nicely updated Enjoy the Layout Including the Large Balcony off the Living Room & Kitchen, Marble Bathroom, Good Closet Space, In-Unit Laundry, Easy Street Parking, located near the Metra! Amazing condo perfect for occupants or investments!

$179,900 Pending

3707 N Kenneth Avenue 216 Chicago, Illinois

2 Beds 1 Baths 800 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.

$254,950 Pending

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. Close to Highways I-90/I-94. Walking distance to Irving Park Train Station - Blue Line. Investor friendly, rentals allowed.

$210,000 Active Under Contract

4342 N Kedvale Avenue 3A Chicago, Illinois

2 Beds 1 Baths 900 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

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