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$725,000 Just Listed

  • For Sale
  • Active
  • Condo
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,400 Sq. Ft.
  • 1 Car Garage
  • Updated 3 hours ago

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Open House: 10:00 AM - 12:00 PM

Saturday 9/12 10:00 AM - 12:00 PM

1021 N Winchester Avenue #1,Chicago, IL 60622

1021 N Winchester Avenue #1ChicagoIL60622

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Join us at 1021 N Winchester Avenue #1 on:

  • Open House: 10:00 AM - 12:00 PM

    Sunday 9/13 10:00 AM - 12:00 PM

    1021 N Winchester Avenue #1,Chicago, IL 60622
    1021 N Winchester Avenue #1ChicagoIL60622
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Tucked away on one of Wicker Park's most charming tree-lined streets, this stunning duplex down checks every box. Rich espresso hardwood floors flow throughout both levels, creating a cohesive and sophisticated feel from the moment you step inside. The main level welcomes you with an inviting seating area anchored by a cozy fireplace, which flows seamlessly into a sleek, open-concept white kitchen. Outfitted with stainless steel appliances, granite countertops, and a large island with a breakfast bar, it's a space designed for both daily life and effortless entertaining. Just off the kitchen, you'll find a convenient powder room. Down the hall is a king-sized primary suite, featuring a spacious walk-in closet and an ensuite bathroom complete with a double vanity, soaking tub, and a separate step-in shower. A private patio off the primary bedroom offers a quiet outdoor retreat. Head downstairs to the lower level to find tall ceilings that allow for an abundance of natural light. A second living area, complete with its own fireplace, opens onto an additional outdoor space fronting Winchester Avenue. Also on this level, you'll find two additional bedrooms, a second full bathroom, and a laundry room with side-by-side in-unit washer and dryer. Additional conveniences include a storage locker and garage parking-both INCLUDED in the price. Located just moments from the vibrant hotspots along Division Street and Chicago Avenue, and offering easy access to I-90/94 and public transit, this home is the perfect blend of modern comfort in an unbeatable location!

Full Property Details for 1021 N Winchester Ave #1

General

  • Price: $725,000
  • HOA FEE: $200
  • Taxes: $13,111 (2025)
  • Status: Active
  • Type: Condo
  • Source: MRED
  • MLS ID: 12752000
  • Updated: 9/10/2026
  • Added to Site: 1 day(s) ago

Interior

  • Basement: Finished, F
  • Interior Features: Storage
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Fireplace(s): Family Room, Living Room, Wood-Burning, Gas Starter
  • Appliances: Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal, Stainless Steel Appliance(s), Humidifier
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Basement Baths: Yes
  • Bathroom Features: Whirlpool, Separate Shower, Double Sink

Bedrooms

  • Total Bedrooms: 3

Additional Information

  • Shared Amenities: Storage
  • Equipment: Cable TV, Intercom, Carbon Monoxide Detectors, Ceiling Fan(s)

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Total Spaces: 1
  • Parking Features: Yes, Garage Owned, Detached, Garage

Location

  • Area: CHI - West Town
  • County: Cook
  • Township: West Chicago
  • Driving Directions: Augusta (1000 north) to Winchester (1950 west), North to 1021.

School Information

  • School District: 299
  • Elem School District: 299
  • Midd School District: 299
  • High School District: 299
  • Elementary School: Pritzker Elementary School
  • Middle School: Pritzker Elementary School
  • High School: Wells Community Academy Senior H
  • Private School: Wells Community Academy Senior H

Community

  • Assoc. Fees Include: Water
  • Pets Allowed: Yes
  • Pets: Cats OK, Dogs OK
  • Pet Restrictions: Cats OK, Dogs OK, / 999lbs.
  • Mgmt. Company: Self Managed

Heating & Cooling

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

Utilities

  • Sewer: Public Sewer
  • Water: Lake Michigan, Public

Structural Information

  • Structure Type: Condo/Duplex
  • Construction: Brick, Block
  • Exterior Const.: Brick, Block
  • Basement: Yes
  • Basement Desc.: Finished, Full
  • Foundation: Concrete Perimeter
  • Sub-Flooring: Hardwood
  • Entry Floor Number: 1
  • Stories/Levels: 3
  • Square Feet: 2,400
  • Sq. Ft. Source: Estimated
  • Year Built: 1998

Unit Information

  • Units in Building: 3

Lot Features

  • Lot Dimensions: COMMON

Animals

  • Animals Allowed: Cats OK, Dogs OK

Financial Considerations

  • Association Fee: $200
  • Parking Included: Yes
  • Assessment Year: 1998
  • Tax Amount: $13,111.24
  • Tax Year: 2025
  • Pays Sewer: Public Sewer

Disclosures and Reports

  • Ownership: Condo
  • Property ID: 17064140501001

Listed by Compass

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— 1021 N Winchester Ave #1 —

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NMLS#: 1598647

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

Schools serving 1021 N Winchester Ave #1

School District:Chicago Public School District 299
NameGradesDistance
Pritzker Elementary School
2009 West Schiller Street, Chicago, IL 60622
K-80.5 mi
Wells Community Academy High School
936 North Ashland Avenue, Chicago, IL 60622
9-110.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1021 N Winchester Ave #1 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/10/2026
Listed
$725,000
16.94%
MLS
5/28/2021
Sold
$620,000
—
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 1021 N Winchester Ave #1

Year
Property Taxes
Change
Tax Assessment
Change
2023
$13,121
—
$66,254
7%
2023
$13,121
3%
$62,000
—
2022
$12,752
5%
$62,000
-2%
2021
$12,100
10%
$63,500
21%
2020
$11,031
2%
$52,622
-8%
2019
$10,863
-4%
$57,499
—
2018
$11,358
5%
$57,499
8%
2017
$10,772
6%
$53,414
—
2016
$10,198
10%
$53,414
—
2015
$9,307
12%
$53,414
13%
2014
$8,324
2%
$47,435
—
2013
$8,149
1%
$47,435
—
2012
$8,064
—
$47,435
—
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.

Estimate the Cost for 1021 N Winchester Ave #1

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1021 N Winchester Avenue #1, Chicago, IL 60622 (MLS# 12752000) is a Condo property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 1021 N Winchester Avenue #1 is currently listed for $725,000 and was received on September 10, 2026. Want to learn more about 1021 N Winchester Avenue #1? Do you have questions about finding other Condo 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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