1442 W Cuyler Avenue
Chicago, IL 60613
- 5 beds
- 5 baths
- 4,200 sqft
- 3,123 sqft lot
- $404 per sqft
- 1896 build
- – on site
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.
Last checked:
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Last updated Apr 26, 2025
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MLS# 12341453 —
The Building
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Year Built:1896
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Rebuilt:No
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New Construction:false
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Construction Materials:Brick
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Architectural Style:Greystone
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Basement:Finished, Full, Daylight
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Exterior Features:Outdoor Grill
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Patio And Porch Features:Deck, Patio
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Disability Access:No
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Living Area Source:Estimated
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Window Features:Skylight(s)
Interior
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Room Type:Great Room, Bedroom 5, Deck
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Rooms Total:10
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Interior Features:Wet Bar
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Fireplaces Total:4
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Fireplace Location:Family Room,Living Room,Master Bedroom,Basement
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Laundry Features:Upper Level, Multiple Locations
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Flooring:Hardwood
Room Dimensions
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Living Area:4200
Location
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Directions:Southport Avenue -1 block north of Irving Park - West on Cuyler Avenue
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Location:88465
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Location:17665
The Property
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Parcel Number:14173130300000
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Property Type:Residential
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Lot Size Dimensions:25X125
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Lot Size Acres:0.0717
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Waterfront:false
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Additional Parcels:false
Listing Agent
- Contact info:
- Agent phone:
- (847) 323-2372
- Office phone:
- (847) 323-2372
Taxes
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Tax Year:2023
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Tax Annual Amount:19367
Beds
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Bedrooms Total:5
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Bedrooms Possible:5
Baths
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Baths:5
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Full Baths:4
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Half Baths:1
The Listing
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Virtual Tour Unbranded:
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Special Listing Conditions:List Broker Must Accompany
Heating & Cooling
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Heating:Natural Gas, Forced Air
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Cooling:Central Air
Utilities
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Sewer:Public Sewer
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Water Source:Public
Appliances
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Appliances:Range, Microwave, Dishwasher, Refrigerator, High End Refrigerator, Freezer, Washer, Dryer, Stainless Steel Appliance(s), Wine Refrigerator
Schools
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Elementary School:Blaine Elementary School
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Elementary School District:299
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Middle Or Junior School:Blaine Elementary School
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Middle Or Junior School District:299
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High School:Lake View High School
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High School District:299
The Community
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Community Features:Park, Sidewalks, Street Lights, Street Paved
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Association Fee Includes:None
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Association Fee Frequency:Not Applicable
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Master Assoc Fee Frequency:Not Required
Parking
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Parking Total:2
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Parking Features:Garage Door Opener, On Site, Garage Owned, Detached, Garage
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Garage Spaces:2
Monthly cost estimate
Asking price
$1,699,900
| Expense | Monthly cost |
|---|---|
|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$9,102
|
| Taxes | $1,613 |
| Insurance | $467 |
| Utilities | $309 See report |
| Total | $11,491/mo.* |
| *This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Transit Score®
Provided by WalkScore® Inc.
Transit Score measures a location's access to public transit. It is based on nearby transit routes frequency, type of route (bus, rail, etc.), and distance to the nearest stop on the route. Transit Scores range from 0 (Minimal Transit) to 100 (Rider’s Paradise).
Soundscore™
Provided by HowLoud
Soundscore is an overall score that accounts for traffic, airport activity, and local sources. A Soundscore rating is a number between 50 (very loud) and 100 (very quiet).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Max Internet Speed
Provided by BroadbandNow®
This is the maximum advertised internet speed available for this home. Under 10 Mbps is in the slower range, and anything above 30 Mbps is considered fast. For heavier internet users, some plans allow for more than 100 Mbps.
Sale history
| Date | Event | Source | Price | % Change |
|---|---|---|---|---|
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4/26/25
Apr 26, 2025
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Sold Subject To Contingencies | MRED | $1,699,900 | |
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4/24/25
Apr 24, 2025
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Listed / Active | MRED | $1,699,900 | 18.3% (1.7% / YR) |
|
9/21/20
Sep 21, 2020
|
Listed / Active | MRED |
