Welcome to 1744 W Henderson St, Unit 2-an exceptional opportunity to own a beautifully updated 2-bedroom, 2-bath + den condo in one of Chicago's most sought-after neighborhoods. Perfectly positioned across from the scenic Park and the tree-lined boulevard, this sun-drenched, south-facing home offers the ideal blend of comfort, style, and location. Flooded with natural light from expansive windows, this thoughtfully designed residence features hardwood floors throughout and a flexible den space-perfect for a home office, guest area, or cozy reading nook. The modern kitchen is equipped with stainless steel appliances, granite countertops, dishwasher drawers, and rich dark cherry cabinetry, creating both function and sophistication for everyday living and entertaining. The spacious primary suite offers a private retreat with radiant heat in Masterbath floor, great closet space and views of the park. The second bedroom and full bath provide versatility for guests or additional workspace. Step outside to your oversized rear deck-perfect for summer dining, morning coffee, or relaxing evenings. Additional highlights include heated garage parking and a well-maintained, intimate building. Located in an unbeatable West Lakeview/Roscoe Village location, you're just steps from the Brown Line, Whole Foods, Starbucks, Paulina Market, XSport Fitness, boutique shopping, and some of Chicago's best dining and nightlife. Highest and Best due by 6PM 5/10
Closed
$615,000
1744 W Henderson St #2, Chicago, IL 60657
2beds
--sqft
Condominium, Single Family Residence
Built in ----
-- sqft lot
$617,300 Zestimate®
$--/sqft
$3,635 Estimated rent
Home value
$617,300
$562,000 - $679,000
$3,635/mo
Zestimate® history
Owner options
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$3,635/mo
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$3,635/mo
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$4,759/mo
Est. payment
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$4,759/mo
Est. payment
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List your homeWhat's special
Views of the parkGreat closet spaceDishwasher drawersExpansive windowsRich dark cherry cabinetryGranite countertopsHardwood floors throughout
Zillow last checked:
Listing updated:
Listing courtesy of:
Judy Gibbons, GREEN (847)274-4983,
Jameson Sotheby's International Realty
Bought with:
Kathleen Collins, ABR,SFR
Nest Equity Realty
Source: MRED as distributed by MLS GRID,MLS#: 12629446
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Flooring (Hardwood), Bathroom (Full)
- Level: Main
- Area: 140 Square Feet
- Dimensions: 14X10
Bedroom 2
- Features: Flooring (Hardwood)
- Level: Main
- Area: 140 Square Feet
- Dimensions: 14X10
Den
- Features: Flooring (Hardwood)
- Level: Main
- Area: 54 Square Feet
- Dimensions: 09X06
Dining room
- Level: Main
- Dimensions: COMBO
Kitchen
- Features: Kitchen (Eating Area-Table Space), Flooring (Hardwood)
- Level: Main
- Area: 165 Square Feet
- Dimensions: 11X15
Laundry
- Level: Main
- Area: 16 Square Feet
- Dimensions: 4X4
Living room
- Features: Flooring (Hardwood)
- Level: Main
- Area: 192 Square Feet
- Dimensions: 16X12
Heating
- Natural Gas, Forced Air, Radiant
Cooling
- Central Air
Appliances
- Included: Range, Microwave, Dishwasher, Refrigerator, Freezer, Washer, Dryer, Stainless Steel Appliance(s)
- Laundry: Washer Hookup, In Unit, Laundry Closet
Features
- Flooring: Hardwood
- Basement: None
Interior area
- Total structure area: 0
Property
Parking
- Total spaces: 1
- Parking features: Off Alley, Garage Door Opener, Yes, Garage Owned, Detached, Garage
- Garage spaces: 1
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: No Disability Access
Features
- Patio & porch: Deck
- Exterior features: Balcony
Details
- Parcel number: 14194220471002
- Special conditions: None
- Other equipment: Intercom
Construction
Type & style
- Home type: Condo
- Property subtype: Condominium, Single Family Residence
Materials
- Brick
- Roof: Rubber
Condition
- New construction: No
- Major remodel year: 2007
Utilities & green energy
- Electric: 100 Amp Service
- Sewer: Storm Sewer
- Water: Lake Michigan
Community & neighborhood
Security
- Security features: Carbon Monoxide Detector(s)
Location
- Region: Chicago
HOA & financial
HOA
- Has HOA: Yes
- HOA fee: $454 monthly
- Amenities included: Bike Room/Bike Trails
- Services included: Water, Insurance, Exterior Maintenance, Lawn Care, Scavenger, Snow Removal
Other
Other facts
- Listing terms: Conventional
- Ownership: Condo
Price history
| Date | Event | Price |
|---|---|---|
| 6/1/2026 | Sold | $615,000+15% |
Source:  MRED as distributed by MLS GRID #12629446 Report a problem | ||
| 5/20/2026 | Listing removed | $535,000 |
Source: MRED as distributed by MLS GRID #12629446 Report a problem | ||
| 5/11/2026 | Contingent | $535,000 |
Source: MRED as distributed by MLS GRID #12629446 Report a problem | ||
| 5/6/2026 | Listed for sale | $535,000+40.8% |
Source: MRED as distributed by MLS GRID #12629446 Report a problem | ||
| 6/29/2016 | Sold | $380,000-1.3% |
Source: MRED as distributed by MLS GRID #09213491 Report a problem | ||
| 5/17/2016 | Pending sale | $385,000 |
Source: Real Tek Realty #09213491 Report a problem | ||
| 5/3/2016 | Listed for sale | $385,000-7.2% |
Source: Real Tek Realty #09213491 Report a problem | ||
| 8/16/2007 | Sold | $415,000-70.9% |
Source: Public Record Report a problem | ||
| 5/27/2005 | Sold | $1,425,000 |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $40,928 +24% |
| 2023 | $6,263 +2.9% | $32,999 |
| 2022 | $6,084 +2% | $32,999 |
| 2021 | $5,966 -10.6% | $32,999 -0.2% |
| 2020 | $6,674 +1.9% | $33,061 -8.3% |
| 2019 | $6,552 +1.7% | $36,042 |
| 2018 | $6,441 +0% | $36,042 +20.5% |
| 2017 | $6,439 +17.3% | $29,912 |
| 2016 | $5,491 +9.8% | $29,912 |
| 2015 | $5,001 -0.8% | $29,912 +0.6% |
| 2014 | $5,039 +2.2% | $29,727 |
| 2013 | $4,928 +0.9% | $29,727 |
| 2012 | $4,887 -10.2% | $29,727 -16.5% |
| 2011 | $5,444 -1% | $35,613 |
| 2010 | $5,499 +4.2% | $35,613 |
| 2009 | $5,276 -0.9% | $35,613 -8.6% |
| 2008 | $5,325 | $38,966 |
Find assessor info on the county website
Neighborhood: Roscoe Village
Nearby schools
GreatSchools rating
- 9/10Hamilton Elementary SchoolGrades: PK-8Distance: 0.2 mi
- 3/10Lake View High SchoolGrades: 9-12Distance: 0.9 mi
Schools provided by the listing agent
- 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
$617,300
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$617,300
- Illinois
- Cook County
- Chicago
- 60657
- Roscoe Village
- 1744 W Henderson St Unit 2
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