$1,699,900
1442 W Cuyler Avenue
Chicago, IL, 60613
Welcome to this beautifully maintained and timeless Graceland West Greystone. This single-family home is perfectly situated on a picturesque, tree-lined street within the highly sought-after Blaine School district. With five spacious bedrooms and four and a half bathrooms, 1442 W Cuyler masterfully blends classic architectural charm with sophisticated modern updates-creating a warm, elegant, and functional space ideal for both everyday living and entertaining. Step inside to soaring ceilings and meticulously preserved original millwork. The sun-drenched formal living and dining rooms offer a welcoming atmosphere for gatherings of all sizes, while the heart of the home-an updated chef’s kitchen-boasts custom cabinetry, premium appliances, and an oversized island perfect for casual meals or culinary masterpieces. The thoughtfully designed layout continues into a generous family room that opens to a large back deck and leads to a brick two-car garage. Tucked above the garage is an urban rooftop retreat like no other-complete with a pergola, lounging space, and even a slide, adding a touch of joy. Upstairs, the expansive primary suite is a true sanctuary, featuring a walk-in closet and a spa-caliber bath with a soaking tub, dual vanities, and a glass-enclosed shower. Two spacious bedrooms, each with en suite baths, complete the second level. The fully finished lower level offers exceptional versatility with a spacious rec room, an additional bedroom, a full bath, a dedicated office, and a beautifully designed wine room-perfect for storing your favorite vintages at the ideal temperature. Conveniently located just steps from the Southport Corridor’s charming boutiques, top-rated restaurants, parks, and Brown Line, this home offers the perfect balance of luxury, location, and urban lifestyle. Don’t miss this rare opportunity to own a truly special home in one of Chicago’s premiere neighborhoods.
Property Details
Price:
$1,699,900
MLS #:
MRD12357514
Status:
Active
Beds:
5
Baths:
5
Address:
1442 W Cuyler Avenue
Type:
Single Family
Neighborhood:
CHI – Lake View
City:
Chicago
Listed Date:
May 6, 2025
State:
IL
Finished Sq Ft:
4,200
ZIP:
60613
Year Built:
1896
Schools
School District:
299
Elementary School:
Blaine Elementary School
Middle School:
Blaine Elementary School
High School:
Lake View High School
Interior
Appliances
Range, Microwave, Dishwasher, Refrigerator, High End Refrigerator, Freezer, Washer, Dryer, Stainless Steel Appliance(s), Wine Refrigerator
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Fireplaces Total
4
Flooring
Hardwood
Heating
Natural Gas, Forced Air
Laundry Features
Upper Level, Multiple Locations
Exterior
Architectural Style
Greystone
Community Features
Park, Sidewalks, Street Lights, Street Paved
Construction Materials
Brick
Exterior Features
Outdoor Grill
Parking Features
Garage Door Opener, On Site, Garage Owned, Detached, Garage
Parking Spots
2
Financial
HOA Frequency
Not Applicable
HOA Includes
None
Tax Year
2023
Taxes
$19,367
Debra Dobbs is one of Chicago’s top realtors with more than 41 years in the real estate business.
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1442 W Cuyler Avenue
Chicago, IL
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