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$1,699,900 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 2 Car Garage
  • Updated 12 days ago
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Stunning single-family home on one of Bucktown's most sought-after blocks, meticulously maintained and highly upgraded throughout. The main level features high ceilings, two gas fireplaces, formal living and dining rooms, and a bright west-facing great room. The chef's kitchen offers commercial-grade stainless steel appliances, quartzite countertops and backsplash, a large breakfast bar, and island. A marble powder room with designer wallpaper adds a dramatic touch. Kohler fixtures and upgraded Kwikset door hardware are featured throughout the home. The second level includes a spacious primary suite with walk-in closet and a beautifully updated bath, plus two additional bedrooms with large closets and a second full bathroom. The lower level features a large family/media room with custom built-in media center cabinetry and wet bar, an oversized guest bedroom or office, full bath, laundry, and ample storage. Outdoor space includes an electronic gate, Trex deck off the family room, turf backyard, and an expansive garage roof deck with Trex decking above the two-car garage. Recent upgrades include custom cabinetry, new carpeting, smart home features, and major mechanical and exterior improvements. Prime A+ location near Churchill Park, the 606 Trail, Damen Blue Line, and Bucktown's best dining and shopping.

Full Property Details for 1720 N Winchester Ave

General

  • Price: $1,699,900
  • Taxes: $30,770 (2024)
  • Status: Pending
  • Type: Single Family
  • Source: MRED
  • MLS ID: 12535897
  • Updated: 1/5/2026
  • Added to Site: 24 day(s) ago

Interior

  • Basement: Finished, F
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Fireplace(s): Family Room, Living Room, Wood-Burning, Gas Starter
  • Appliances: Double Oven, Microwave, Dishwasher, Refrigerator, High-End Refrigerator, Freezer, Washer, Dryer, Disposal, Trash Compactor, Stainless Steel Appliance(s), Cooktop, Oven

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Basement Baths: Yes
  • Bathroom Features: Separate Shower, Double Sink

Bedrooms

  • Total Bedrooms: 4

Additional Information

  • Other Features: Commuter Bus, Commuter Train, Interstate Access

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 2
  • Parking Features: Yes, Garage Owned, Detached, Garage

Location

  • Area: CHI - West Town
  • County: Cook
  • Township: West Chicago
  • Driving Directions: NORTH AVENUE TO WINCHESTER, NORTH TO PROPERTY

School Information

  • School District: 299
  • Elem School District: 299
  • Midd School District: 299
  • High School District: 299

Community

  • Assoc. Fees Include: None

Heating & Cooling

  • Cooling Type: Central Air Conditioning, Zoned
  • Heating Type: Natural Gas, Forced Air

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Construction: Brick
  • Exterior Const.: Brick
  • Basement: Yes
  • Basement Desc.: Finished, Full, Daylight
  • Sq. Ft. Source: Not Reported
  • Year Built: 1999

Lot Features

  • Lot Size (Acres): 0.0667
  • Lot Size Range: Standard Chicago Lot
  • Lot Dimensions: 24 x 120

Financial Considerations

  • Parking Included: Yes
  • Assessment Year: 1999
  • Tax Amount: $30,770.96
  • Tax Year: 2024
  • Pays Sewer: Public Sewer

Disclosures and Reports

  • Ownership: Fee Simple
  • Property ID: 14314160570000

Listed by Baird & Warner

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— 1720 N Winchester Ave —

  • Baird & Warner

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Find the right home insurance for your new home!

with our affiliated in-house agency

Request a Quote

Save up to an additional 20% by bundling your home and auto together!

Schools serving 1720 N Winchester Ave

School District:Chicago Public School District 299
NameGradesDistance
Burr Elementary School, Chicago, IL
1621 West Wabansia Avenue, Chicago, IL 60622
PK-80.4 mi
Wells Community Academy High School
936 North Ashland Avenue, Chicago, IL 60622
9-111 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1720 N Winchester Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/24/2025
Listed
$1,699,900
5.26%
MLS
11/18/2022
Sold
$1,615,000
—
Public Record
Get Price Alerts and Save Property
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 for 1720 N Winchester Ave

Year
Property Taxes
Change
Tax Assessment
Change
2023
$24,265
3%
$117,978
—
2022
$23,562
-14%
$117,978
-15%
2021
$27,336
29%
$139,267
42%
2020
$21,226
-6%
$98,385
-14%
2018
$22,647
9%
$114,647
7%
2019
$20,797
2%
$106,941
9%
2017
$20,484
6%
$98,528
—
2016
$19,234
9%
$98,528
—
2015
$17,574
11%
$98,528
12%
2014
$15,834
2%
$87,911
—
2013
$15,511
1%
$87,911
—
2012
$15,328
—
$87,911
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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1720 N Winchester Avenue, Chicago, IL 60622 (MLS# 12535897) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 1720 N Winchester Avenue is currently listed for $1,699,900 and was received on December 24, 2025. Want to learn more about 1720 N Winchester Avenue? Do you have questions about finding other Single Family 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.

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