3414 N Oakley Avenue

Chicago, IL
$ 1,500,000 Beds 4 Baths 3.5 Sq 3,260 Virtual Tour
Monthly Estimate* How much can I afford?

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.

New

  • Price
  • $ 1,500,000
  • City
  • Chicago
  • Bedrooms
  • 4
  • Full Bathrooms
  • 3
  • County
  • COOK
  • Half Bathrooms
  • 1
  • Area
  • CHI - North Center
  • Lot Size
  • Zip
  • 60618
  • Sqr Footage
  • 3,260
  • Year Built
  • 1897
  • Taxes
  • $ 17076
  • Style
  • Traditional
  • MLS#
  • 12734355
Listed By: @properties Christie's International Real Estate
Data Source: Midwest Real Estate Data (MRED)

Features

General

Living Area 3260
Sewer Public Sewer
Heating Natural Gas,Forced Air,Radiant
Cooling Central Air
Possession Closing
Appliances Double Oven,Range,Microwave,Dishwasher,High End Refrigerator,Bar Fridge,Disposal,Stainless Steel Appliance(s),Wine Refrigerator
Garage Spaces 2.5
Association Fee Includes None
Architectural Style Traditional
Construction Materials Aluminum Siding,Brick
Year Built 1897
Township Lake View
Tax Year 2025
Ownership Fee Simple
Community Features Gated,Sidewalks,Street Lights,Street Paved
Assoc Fee Paid Per Not Applicable
County Cook
New Construction No
Property Type Residential
Total Rooms 9
Full Baths 3
Status New
Directions Roscoe to Oakley North to property
High School Lake View High School
City Chicago
High School District 299
MLS Area CHI - North Center
Elementary School Audubon Elementary School
Tax Annual Amount 17076.11
Middle/Junior High School Audubon Elementary School
Virtual Tour https://real.vision/3414-north-oakley-avenue?o=u
Standard Status Active
Middle/Junior School District 299
Elementary School District 299
Property Type Detached Single

Interior Features

Interior Amenities Cathedral Ceiling(s),Wet Bar
Basement None
Total Fireplaces 2
Fireplace Features Wood Burning,Gas Log,Gas Starter
Half Baths 1
Total Bedrooms 4
Room Type Deck,Loft
LivingAreaSource Estimated
Total Baths 4
Bedrooms Possible 4
Bathroom Whirlpool,Separate Shower,Steam Shower,Double Sink

Exterior Features

Parking Features Garage Door Opener,Heated Garage,Yes,Garage Owned,Detached,Garage
Water Source Lake Michigan,Public
Total Parking 2.5
Lot Dimensions 25X125
Waterfront Y/N No

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Elmwood Park, IL office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Audubon Elementary School
Middle School Audubon Elementary School
High School Lake View High School

Price History

9/21/2026 Listed $1,500,000

Property vs Zip Code Average in 60618

Price
AVG $1.5M
$1.5M
Taxes
AVG $14,591
$17,076
Year Built
AVG 1975
1897
Visits
AVG 114
7
Data Provided by Inside Real Estate®

In The Neighborhood

Areas That We Cover

3414 N Oakley Avenue Chicago, IL is a Single Family Home for sale at $1500000 with 3260 sqft and a lot size of Acre(s). 3414 N Oakley Avenue Chicago has 4 bedrooms, 3 baths and was built in 1897. The property's zip code is 60618 which is in Chicago, IL

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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