3414 N Oakley Avenue
Chicago, IL, 60618 $ 1,500,000
Bedrooms4 Baths3.1 Sq 3,260 Monthly Estimate*
$ 9,471
for $1,500,000 with 4 bedrooms and 3 full baths, 1 half bath. This 3,260 square foot home was built in 1897.
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.
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FeaturesGeneralLiving 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
HOA Fee 0
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 N
Property Type Residential Detached Single
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
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InteriorInterior 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
Total Baths 4
Bedrooms Possible 4
Bathroom Whirlpool Separate Shower Steam Shower Double Sink
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ExteriorParking 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 N
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* Excluded FeaturesList By@Properties Christie's International Real EstateBroker
Leigh@LeighMarcus.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $9,471
- Monthly Property Taxes
- $1,423
- Monthly Home Insurance
- --
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.
Learn more about how to save NearbySingle family listings in Chicago, IL
Average List Price $569,384
Percent of Sale Price 62%
About Chicago, IL 2,755,380 Population
-4% Since 2002
$ 53,088 Median Income
36.07 Median Age
25% Households with Children
Trends Information provided by ATTOM Data Solutions.
568092 Elementary School
568092 Middle School
Lake View High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 9/21/2026 | $1,500,000 | | Listed Price |