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$995,000 Just Listed
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Property Description
Welcome to this exceptional, high end upgraded townhome in Bucktown's sought-after "The Row" development. This property truly lives like a single family home with a massive private yard that no other unit in this development has. There are a total of 3 large, separate outdoor spaces! A massive deck was just recently constructed off the 2nd floor, perfect for outdoor gatherings and entertaining. Lage hot tub also recently installed under the deck! Crowning the property is a private rooftop oasis with a beautiful stone fire pit and new turf just installed. This townhome features 3 levels of living with an attached 2 car garage. Industrial heater just installed in the garage. Inside you will find a beautifully customized 3 bedroom, 3.5 bath home. Large, open concept gourmet kitchen features a massive quartz island and high-end stainless steel Wolf, Sub-zero and Bosch appliances. The sun-drenched second floor boasts an expansive living and dining area with stunning floor-to-ceiling windows. Custom Restoration Hardware window drapery and rollover shades featured throughout the property. Private balcony also featured off the living room in addition to the newly constructed deck. All bedrooms contain custom California closets in addition to their own ensuite bathrooms. Master suite features both a custom walk-in closet and an additional large closet, steam shower, dual vanity, and private water closet. This home also contains a Vivint security system throughout, with digital panel on the first level and door sensors on all exterior doors, window sensors on all first-floor windows, and a motion detector at the main entry. Literally steps away from the 606, close to two El stops, and conveniently located at the border of Bucktown and Wicker Park! Shopping, dining, nightlife, and sought-after schools including Pulaski Elementary are all right around the corner!
Full Property Details
Full Property Details for 1755 N Winnebago Ave
General
- Price: $995,000
- HOA FEE: $190/month
- Taxes: $16,728 (2023)
- Status: Active
- Type: Townhouse
- Source: MRED
- MLS ID: 12665038
- Updated: Today (6/2/2026)
- Added to Site: Today
Interior
- Basement: None
- Appliances: Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal, Stainless Steel Appliance(s), Range Hood
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
Exterior
- Exterior Features: Balcony, Hot Tub, Roof Deck
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Total Spaces: 2
- Parking Features: Off-Alley, Garage Door Opener, Yes, Garage Owned, Attached, Garage
Location
- Area: CHI - West Town
- County: Cook
- Township: West Chicago
- Driving Directions: From Milwaukee Ave, take Wabansia St. west and turn north on Winnebago Ave to 1755 N. Winnebago.
School Information
- School District: 299
- Elem School District: 299
- Midd School District: 299
- High School District: 299
Community
- Assoc. Fees Include: Water, Parking, Insurance, Exterior Maintenance, Scavenger, Snow Removal, Internet
- Pets Allowed: Yes
- Pets: Cats OK, Dogs OK
- Pet Restrictions: Cats OK, Dogs OK, / 999lbs.
Heating & Cooling
- Cooling Type: Central Air Conditioning
- Heating Type: Natural Gas
Utilities
- Sewer: Public Sewer
- Water: Public
Structural Information
- Structure Type: T3 Townhouse (3 or More Stories)
- Construction: Brick
- Exterior Const.: Brick
- Basement Desc.: None
- Common Walls: End Unit
- Entry Floor Number: 1
- Stories/Levels: 3
- Square Feet: 2,275
- Sq. Ft. Source: Estimated
- Year Built: 2016
Unit Information
- Units in Building: 24
Lot Features
- Lot Dimensions: 86 x 52 x 29 x 77
- Lot Features: Corner Lot
Animals
- Animals Allowed: Cats OK, Dogs OK
Financial Considerations
- Association Fee: $190
- Assoc Fee Freq.: Monthly
- Parking Included: Yes
- Assessment Year: 2016
- Tax Amount: $16,728
- Tax Year: 2023
- Pays Sewer: Public Sewer
Disclosures and Reports
- Ownership: Fee Simple
- Property ID: 14313200400000
Buyer's Brokerage Compensation: Contact Listing Agent
Not binding unless confirmed by separate agreement among applicable parties.
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Price & Sales History for 1755 N Winnebago Ave
Date
Details
Price
Change
Source
6/02/2026
Listed
$995,000
20.61%
MLS
4/10/2021
Sold
$825,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 1755 N Winnebago Ave
Year
Property Taxes
Change
Tax Assessment
Change
2023
$16,728
—
$87,000
10%
2023
$16,728
3%
$79,000
—
2022
$16,304
7%
$79,000
—
2021
$15,266
-13%
$79,000
-3%
2020
$17,545
4%
$81,575
-8%
2018
$16,837
-2%
$88,669
—
2019
$17,188
-5%
$88,669
1%
2017
$18,111
379%
$87,505
364%
2016
$3,778
—
$18,863
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 1755 N Winnebago Ave
1755 N Winnebago Avenue, Chicago, IL 60647 (MLS# 12665038) is a Townhouse property with 3 bedrooms, 3 full bathrooms and 1 partial bathroom. 1755 N Winnebago Avenue is currently listed for $995,000 and was received on June 02, 2026. This property is listed by Jude Costanzo from our Oak Brook Office.Want to learn more about 1755 N Winnebago Avenue? Do you have questions about finding other Townhouse real estate for sale in West Town? You can browse all West Town real estate or contact a Coldwell Banker agent to request more information.

