For Sale: 3414 N Oakley Avenue, Chicago, IL 60618. 4-bedroom 3.5-bath, 3260 sf, 1897 NORTH CENTER $1,500,000 begin new search
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Overview

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.

Address 3414 N Oakley Avenue

Chicago, IL 60618
Listing Status NEW
Asking Price $1,500,000
On Market Date $1,500,000 @ Sep 21, 2026
Original Entry Sep 21, 2026
Rooms
Deck, Loft
Square Footage 3260 sf
Bedrooms 4
Full Bathrooms 3
Half Baths 1
Location
Directions Roscoe to Oakley North to property
Neighborhood NORTH CENTER
School District Not Listed
Ownership
Property Type Fee Simple
Assessment $0
HOA Features Gated, Sidewalks, Street Lights, Street Paved
Listing History
Timeline Notes
Sep 21, 2026Listed for $1,500,000 #MRD12734355
Public Records
County Cook
Tax PIN 14193090360000
Property Tax $17,076 for the year 2025
Lake Michigan Distance 2.6 miles
Exterior
Style Detached Single
Material Not Listed
Lot Size 25X125
Fencing Not Listed
Topography Not Listed
Swimming Pool Not Listed
Parking
Garage Door Opener
Heated Garage
Yes
Garage Owned
Detached
Garage
Total Spaces: 2.5
Garage Spaces: 2.5
Non-Garage Spaces: 0 -
View Not Listed
Features
Year Built 1897
Laundry Location
Elevator Not Listed
Cooling Central Air
Heating Natural Gas, Forced Air, Radiant
Sewer/Septic Public Sewer
Fireplaces Wood Burning,Gas Log,Gas Starter (2)
Interior Features Cathedral Ceiling(s), Wet Bar
Additional Parcels No
Appliances Double Oven, Range, Microwave, Dishwasher, High End Refrigerator, Bar Fridge, Disposal, Stainless Steel Appliance(s), Wine Refrigerator
Appliances No
Assessments No
Association No
Association Fee 2 0
Association Fee Frequency Not Applicable
Attached Garage No
Basement None
Below Grade Finished Area 0
Carport Spaces 0
Cooling No
Heating No
High School District 299
Land Lease No
Laundry No
Living Area Source Estimated
Main Level Bathrooms 0
Main Level Bedrooms 0
New Construction No
Number Of Units Total 0
Number Remotes 0
Parking No
Patio No
Pool Private No
Property Attached No
Sprinklers No
View No
Well Depth 0
Well Gallons Per Minute 0
Well Pump Horsepower 0
Well Report No
Window Features Skylight(s)
Monthly Payment Calculator
Listing Source
Platform MRED
AOR
MLS Number MRD12734355
Courtesy of @properties Christie's International Real Estate