Introducing "The Oakley" - a meticulous gut-renovation on an oversized 30 x 125 lot, seamlessly blending classic Chicago charm with contemporary luxury. This 6-bedroom masterpiece boasts a stately original Chicago brick facade and a thoughtfully designed new interior with convenience and seamless living in mind. This home was expanded with a 16.5 foot addition to maximize the interior square footage. The extra-wide floor plan amplifies the already vast room sizes, creating an inviting space for gatherings and entertaining. The heart of this residence is the expansive kitchen, a chef's dream adorned with exquisite details. The kitchen features top of the line finishes including Wolf and Subzero appliances, Quartz counters with full height Quartz backsplash, flat shaker cabinetry, amazing storage and an oversized 9' island with room for 4-5 barstools with double sided cabinetry for great storage. The kitchen also boasts a butlers pantry and walk-in pantry with custom organizers. Just off the kitchen is the custom built-in banquet that can seat 6 or more perfect for casual dinners at home. The family room is extra-wide to foster togetherness and is anchored by a gas fireplace and built-in shelves. The second level features 4 large bedrooms, all ensuite, so everyone can find their own personal sanctuary. The primary suite spans the entire width of the back of the home with a wall of windows that floods the room with East facing natural sunlight. The attached bath features separate dual sink vanities, quarts, stone and porcelain tiles, a luxurious floating soaking tub, heated floors, and an oversized steam shower with rainfall and hand held sprayer, promising a spa-like experience within the sanctuary of your own home. The dual walk-in closets are a fantastic size and have custom organizers to store all the clothes, shoes, and bags one may have. The additional 3 bedrooms are all ensuite, spacious and have great closets. The bathrooms feature custom vanities, porcelain or stone tiles in a contemporary style. Venture to the lower level, where a massive recreation room, two additional bedrooms, large full bath, and custom wet bar await. The rec-room is perfect place to watch movies, play with toys and entertain guests. Enjoy the outdoor patio and new 2 car garage with rooftop deck with low maintenance composite decking and savor panoramic tree-lined views in an exclusive outdoor oasis. A back entry mudroom with hooks and shelves and a convenient bench welcome into your home from the garage, perfect for Chicago's 4 seasons. Additional details throughout the home include: oak flooring, high ceilings, 8' doors, black matte door hardware, custom light fixtures and LED lighting, custom staircase with white oak treads and white risers, generous closet space throughout, second floor laundry, radiant heated floors in the lower level, and a gas line for a grill. "The Oakley" was designed with luxury and convenience in mind, ensuring every detail reflects the highest standard of living. Immerse yourself in the epitome of sophistication and be the host where friends and loved ones gather, creating cherished memories in this extraordinary residence. Conveniently located near prestigious schools such as Bell Elementary, St. Ben's, St. Andrew, Lane Tech, and DePaul College Prep. This home provides not only walkable conveniences but also easy access to shopping, restaurants, parks and local amenities. Embrace a lifestyle where every detail has been meticulously curated to elevate your living experience. Welcome home to "The Oakley."

Property Details

PRICE
$1,975,000
BEDROOMS
6
BATHROOMS
5
SQFT
5000
YEAR BUILT
1915
PARKING SPOTS
2.5
MLS #
12028285
FULL ADDRESS
3725 3725 Oakley Avenue
CITY
Chicago, IL
ZIP
60618

Listing Details

Listing Office
@properties Christie's International Real Estate
Listing Agent
Juliana Yeager
Contact
773-862-0200
Last Data Update
2025-07-22T21:10:26Z

Interior

APPLIANCES
Dishwasher
BATHROOMS
5 Full Bathrooms

Schools

School District
299
Elementary School
Bell Elementary School
High School

Buy This Home With a Local Expert

22 years. 600+ Chicago closings. Individual, hands-on representation from first tour through close. Ken can be your buyer's agent on this property. Call 773.398.5585 or drop your details below.

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