3414 N Oakley Avenue, Chicago, IL

$1,500,000

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4

Beds

Baths

3,260

Square feet

About 3414 N Oakley Avenue

A rare offering in the heart of Roscoe Village, this distinguished four-bedroom, three-and-a-half-bath residence combines dramatic architectural scale, exceptional storage, and beautifully designed indoor-outdoor living. Recently refreshed from top to bottom, the home features newly refinished hardwood floors, freshly painted interiors, refinished kitchen cabinetry, and substantial improvements to its roof, mechanical systems, landscaping, and exterior spaces. The main level makes an unforgettable impression with a soaring two-story dining room designed for memorable gatherings. A gracious living room and expansive family room-each anchored by a gas fireplace-offer distinct spaces for entertaining and relaxing. At the center of the home, the chef's kitchen is richly appointed with granite countertops, double ovens, refinished cabinetry, and a premier suite of stainless steel appliances, including a Viking range. An elegant butler's pantry completes the entertaining experience with a wet bar, wine rack, and beverage refrigerator. The family room opens directly to a generous backyard with both a brick-paver patio and lawn, complemented by refreshed landscaping, new patio stairs, and a new wrought-iron fence. Above, the resurfaced roof deck provides a peaceful private retreat with a wonderful sense of openness-perfect for morning coffee, sunset cocktails, or quiet evenings outdoors. All four bedrooms are privately arranged across the upper levels and enhanced by fully built-out California Closets. The light-filled primary suite is exceptionally spacious, offering three large walk-in closets and a luxurious travertine bath with a steam shower. The second and third bedrooms are also generously proportioned and enjoy pleasant views over the tree-lined street. Additional closets in the foyer and extensive third-floor storage beneath the eaves ensure every inch of the home is as functional as it is beautiful. A heated 2.5-car garage elevates the offering further, complete with double glass doors opening to the yard and a rare heated bonus room above-ideal for a private office, studio, fitness room, or lounge. Significant recent investments include a new main-house roof, updated roof deck, refinished hardwood floors, refreshed landscaping, newer radiant-heat boiler, updated furnaces and air-conditioning systems, and a newer washer and dryer. The location is equally exceptional, with the shops, restaurants, and cafes of Roscoe Village just outside the door. Audubon Elementary, Bell Elementary, multiple parks, Mariano's, and everyday conveniences are all nearby, along with neighborhood favorites including Le Sud, Volo, and Turquoise. Convenient Brown Line access and nearby bus routes complete an effortlessly connected city lifestyle.

Open House

Sun, Sep 27th, 2026 @ 11am - 12:30pm

Features of 3414 N Oakley Avenue

MLS® # 12734355
Price $1,500,000
Bedrooms 4
Bathrooms 3.50
Full Baths 3
Half Baths 1
Square Footage 3,260
Year Built 1897
Type Residential
Sub-Type Detached Single
Style Traditional
Status New

Community Information

Address 3414 N Oakley Avenue
Area CHI - North Center
City Chicago
County Cook
State IL
Zip Code 60618

Amenities

Parking Spaces 3
Parking Garage Door Opener, Heated Garage, Yes, Garage Owned, Detached, Garage
# of Garages 3
Is Waterfront No
Has Pool No

Interior

Interior Features Cathedral Ceiling(s), Wet Bar
Appliances Double Oven, Range, Microwave, Dishwasher, High End Refrigerator, Bar Fridge, Disposal, Stainless Steel Appliance(s), Wine Refrigerator
Heating Natural Gas, Forced Air, Radiant
Cooling Central Air
Fireplace Yes
# of Fireplaces 2
Fireplaces Wood Burning, Gas Log, Gas Starter
Stories 3 Stories
Has Basement No
Basement None

Exterior

Exterior Aluminum Siding, Brick

School Information

District 299
Elementary Audubon Elementary School
Middle Audubon Elementary School
High Lake View High School

Additional Information

Days on Market 3
Foreclosure No
Short Sale No
RE / Bank Owned No
HOA Fees Freq. Not Applicable

Listing Details

Office@properties Christie's International Real Estate

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Listing information last updated on September 23rd, 2026 at 2:54pm CDT.