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Welcome to 3336 N Oakley, an exceptional residence sitting on a rare 37.5' x 125' lot, built in 2022 in the heart of Roscoe Village. Offering 8 bedrooms, 5.2 baths, 2 dedicated offices and meticulous craftsmanship throughout all three levels, plus multiple outdoor living spaces. Including a fully built-out rooftop with outdoor kitchen and city views, a sports court above the heated 3-car garage, a terrace off the family room and a grassy backyard, this residence is a true urban oasis. A stately brick and limestone facade with a snowmelt walkway sets the tone. Inside, the marble foyer flows into a home defined by herringbone hardwood floors, custom millwork, oversized ceiling heights and pure sophistication. The front living room is drenched in natural light and anchored by a marble fireplace with a rounded lacquered mantel, seamlessly connecting to the formal dining enhanced by a Restoration Hardware chandelier and a discreet built-in buffet. Adjacent, French doors open to one of two home offices. A butler's pantry transitions the front entertaining spaces to the expansive rear living of the home, where the extra width is truly felt. The bespoke chef's kitchen centers around a 10' Iceberg Quartzite island and features a full Wolf/Sub-Zero appliance package, custom Signature Cabinetry, and an Arabescato Marble backsplash. An arched doorway leads to a breakfast banquette enhanced with additional prep space. The kitchen flows into the family room set with a second fireplace framed by custom bookcases, and French doors leading to a terrace for alfresco dining. The main level also includes a bold powder room and a versatile nook at the landing of the stairs. Ascending the architectural staircase, four bedrooms await. The primary suite is a sanctuary featuring dual walk-in closets, a sitting room or second office overlooking the rear of the home and smart shade controls. The spa-like ensuite is wrapped in marble, appointed with a custom dual vanity, soaking tub and an oversized walk-in steam shower with Waterworks fixtures, plus a private water closet with its own sink. Two generously sized secondary bedrooms, each with multiple closets, share a Jack-and-Jill bath, while the fourth bedroom enjoys a private en-suite with walk-in shower. A full laundry room with a utility sink and extra storage completes this level. The lower level is equally impressive with high ceilings, radiant heated floors and a full wet bar with beverage fridge, wine cooler and a dishwasher, ideal for convenient entertaining. Four additional bedrooms, including one outfitted as a home gym, offers endless flexibility along with a second laundry room. Additional features include a functional mudroom, interior sprinkler system, exterior irrigation systems, zoned Lutron and Sonos home automation systems, dual-zoned heating and cooling and equipped with EV charging. All of this located in the Audubon Elementary District and moments from lively Roscoe Street, lined with restaurants, boutiques, parks, and everything that makes Roscoe Village so beloved.
| DAYS ON MARKET | 1 | LAST UPDATED | 12/11/2025 |
|---|---|---|---|
| YEAR BUILT | 2022 | COMMUNITY | CHI - North Center |
| GARAGE SPACES | 3.0 | COUNTY | Cook |
| STATUS | Active | PROPERTY TYPE(S) | Single Family |
| School District | Lake View High School |
|---|---|
| Elementary School | Audubon Elementary School |
| Jr. High School | Audubon Elementary School |
| High School | Lake View High School |
| ADDITIONAL DETAILS | |
| AIR | Central Air, Zoned |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Bar Fridge, Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Freezer, Gas Cooktop, Microwave, Oven, Range, Range Hood, Refrigerator, Stainless Steel Appliance(s), Washer, Wine Refrigerator |
| AREA | CHI - North Center |
| BASEMENT | Daylight, Finished, Full, Yes |
| CONSTRUCTION | Brick |
| EXTERIOR | Balcony, Barbecue, Lighting, Outdoor Grill |
| FIREPLACE | Yes |
| GARAGE | Yes |
| HEAT | Natural Gas, Radiant, Radiant Floor, Zoned |
| INTERIOR | Bookcases, Built-in Features, Cathedral Ceiling(s), High Ceilings, Open Floorplan, Pantry, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar |
| LOT | 4648 sq ft |
| LOT DESCRIPTION | Landscaped, Views |
| LOT DIMENSIONS | 37.5 X 125 |
| PARKING | Concrete, Garage Door Opener, Heated Garage, Garage, Detached |
| SEWER | Public Sewer |
| STYLE | Traditional |
| TAXES | 43726.68 |
| VIEW | Yes |
| WATER | Public |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Listed with Berkshire Hathaway HomeServices Chicago
The data relating to real estate for sale on this web site comes in part from the Broker ReciprocitySM Program of MRED. All real estate listings are marked with the Broker ReciprocitySM logo or the MRED Broker ReciprocitySM thumbnail logo (a little black house) and detailed information about them includes the name of the listing brokers.
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The broker providing these data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision.
Copyright 2025 MRED. All rights reserved.
This IDX solution is (c) Diverse Solutions 2025.

