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.
Closed
$1,699,900
1442 W Cuyler Ave, Chicago, IL 60613
5beds
4,200sqft
Single Family Residence
Built in 1896
3,123 Square Feet Lot
$1,794,400 Zestimate®
$405/sqft
$7,592 Estimated rent
Home value
$1,794,400
$1.61M - $2.01M
$7,592/mo
Zestimate® history
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List your homeWhat's special
Fully finished lower levelSoaring ceilingsOversized islandExpansive primary suiteDedicated officeGenerous family roomSpacious rec room
Zillow last checked:
Listing updated:
Listed by:
Peter Kozera 847-323-2372,
Eras Brokerage and Realty LLC
Bought with:
Ardit Dizdari, RENE,SFR
@properties Christie's International Real Estate
Source: MRED as distributed by MLS GRID,MLS#: 12357514
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Rooms
- Room types: Bedroom 5, Deck, Great Room
Primary bedroom
- Features: Flooring (Hardwood), Bathroom (Full)
- Level: Second
- Area: 255 Square Feet
- Dimensions: 17X15
Bedroom 2
- Features: Flooring (Hardwood)
- Level: Second
- Area: 195 Square Feet
- Dimensions: 15X13
Bedroom 3
- Features: Flooring (Hardwood)
- Level: Second
- Area: 143 Square Feet
- Dimensions: 13X11
Bedroom 4
- Features: Flooring (Carpet)
- Level: Lower
- Area: 120 Square Feet
- Dimensions: 12X10
Bedroom 5
- Features: Flooring (Carpet)
- Level: Lower
- Area: 90 Square Feet
- Dimensions: 10X9
Deck
- Level: Main
- Area: 378 Square Feet
- Dimensions: 21X18
Deck
- Level: Second
- Area: 399 Square Feet
- Dimensions: 21X19
Dining room
- Features: Flooring (Hardwood)
- Level: Main
- Area: 195 Square Feet
- Dimensions: 15X13
Family room
- Features: Flooring (Carpet)
- Level: Lower
- Area: 551 Square Feet
- Dimensions: 29X19
Great room
- Features: Flooring (Hardwood)
- Level: Main
- Area: 304 Square Feet
- Dimensions: 19X16
Kitchen
- Features: Kitchen (Eating Area-Breakfast Bar, Island), Flooring (Hardwood)
- Level: Main
- Area: 224 Square Feet
- Dimensions: 16X14
Laundry
- Features: Flooring (Stone)
- Level: Lower
- Area: 66 Square Feet
- Dimensions: 11X6
Living room
- Features: Flooring (Hardwood)
- Level: Main
- Area: 255 Square Feet
- Dimensions: 17X15
Heating
- Natural Gas, Forced Air
Cooling
- Central Air
Appliances
- Included: Microwave, Dishwasher, Refrigerator, High End Refrigerator, Freezer, Washer, Dryer, Stainless Steel Appliance(s), Wine Refrigerator
- Laundry: Upper Level, Multiple Locations
Features
- Wet Bar
- Flooring: Hardwood
- Windows: Skylight(s)
- Basement: Finished,Full,Daylight
- Number of fireplaces: 4
- Fireplace features: Family Room, Living Room, Master Bedroom, Basement
Interior area
- Total structure area: 0
- Total interior livable area: 4,200 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage Door Opener, On Site, Garage Owned, Detached, Garage
- Garage spaces: 2
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: No Disability Access
Features
- Stories: 3
- Patio & porch: Deck, Patio
- Exterior features: Outdoor Grill
Lot
- Size: 3,123 Square Feet
- Dimensions: 25X125
Details
- Parcel number: 14173130300000
- Special conditions: List Broker Must Accompany
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Greystone
- Property subtype: Single Family Residence
Materials
- Brick
Condition
- New construction: No
- Year built: 1896
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Park, Sidewalks, Street Lights, Street Paved
HOA
- Services included: None
Location
- Region: Chicago
Financial & listing details
- Price per square foot: $405/sqft
- Tax assessed value: $1,480,000
- Annual tax amount: $19,367
- Date on market: 5/6/2025
- Listing terms: Conventional
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 7/11/2025 | Sold | $1,699,900$405/sqft |
Source:  MRED as distributed by MLS GRID #12357514 Report a problem | ||
| 5/28/2025 | Contingent | $1,699,900$405/sqft |
Source: MRED as distributed by MLS GRID #12357514 Report a problem | ||
| 5/6/2025 | Listed for sale | $1,699,900$405/sqft |
Source: MRED as distributed by MLS GRID #12357514 Report a problem | ||
| 4/26/2025 | Contingent | $1,699,900$405/sqft |
Source: MRED as distributed by MLS GRID #12341453 Report a problem | ||
| 4/24/2025 | Price change | $1,699,900+19.3%$405/sqft |
Source: MRED as distributed by MLS GRID #12341453 Report a problem | ||
| 9/10/2020 | Price change | $1,425,000-4.7%$339/sqft |
Source: Compass #10813431 Report a problem | ||
| 3/3/2020 | Listed for sale | $1,495,000+4%$356/sqft |
Source: Compass #10563677 Report a problem | ||
| 10/23/2014 | Sold | $1,437,500-3.5%$342/sqft |
Source: MRED as distributed by MLS GRID #08651509 Report a problem | ||
| 7/28/2004 | Sold | $1,490,000+166.1%$355/sqft |
Source: Public Record Report a problem | ||
| 8/23/2002 | Sold | $560,000$133/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $148,000 +55.6% |
| 2023 | $19,367 -22% | $95,106 -23.4% |
| 2022 | $24,845 -9.8% | $124,211 -11.5% |
| 2021 | $27,543 +31% | $140,296 +43.9% |
| 2020 | $21,028 +2.1% | $97,494 -8% |
| 2019 | $20,602 +1.7% | $105,972 |
| 2018 | $20,254 +15.1% | $105,972 +24.5% |
| 2017 | $17,595 +6.3% | $85,110 |
| 2016 | $16,546 +6.1% | $85,110 |
| 2015 | $15,596 +40.3% | $85,110 +42.1% |
| 2014 | $11,116 +0.1% | $59,910 -1.9% |
| 2013 | $11,106 +1.4% | $61,063 |
| 2012 | $10,958 -8.3% | $61,063 -17.2% |
| 2011 | $11,954 -0.4% | $73,771 |
| 2010 | $12,004 +4.4% | $73,771 |
| 2009 | $11,504 -23.1% | $73,771 -29.3% |
| 2008 | $14,965 -29.3% | $104,325 -30% |
| 2007 | $21,161 -1.1% | $148,998 |
| 2006 | $21,390 +115.2% | $148,998 +145% |
| 2005 | $9,938 +447.5% | $60,819 +442% |
| 2004 | $1,815 -79% | $11,221 -79.5% |
| 2003 | $8,643 +18.2% | $54,619 +34.2% |
| 2002 | $7,310 +223.8% | $40,687 |
| 2001 | $2,257 -8.8% | $40,687 |
| 2000 | $2,474 | $40,687 +48.1% |
| 1999 | $2,474 | $27,464 |
Find assessor info on the county website
Neighborhood: Graceland West
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Nearby schools
GreatSchools rating
- 9/10Blaine Elementary SchoolGrades: PK-8Distance: 0.3 mi
- 3/10Lake View High SchoolGrades: 9-12Distance: 0.1 mi
Schools provided by the listing agent
- Elementary: Blaine Elementary School
- Middle: Blaine Elementary School
- High: Lake View High School
- District: 299
Source: MRED as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$1,794,400
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Estimated market value
$1,794,400
- Illinois
- Cook County
- Chicago
- 60613
- Graceland West
- 1442 W Cuyler Ave
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