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Sale Pending at 1021 N Winchester Ave #1, Chicago, IL 60622 | MLS# 12752000 | Listing updated on 2026-10-03
Photo 1 of Sale Pending at 1021 N Winchester Ave #1, Chicago, IL 60622 | MLS# 12752000 | Listing updated on 2026-10-03
Photo 2 of Sale Pending at 1021 N Winchester Ave #1, Chicago, IL 60622 | MLS# 12752000 | Listing updated on 2026-10-03
Photo 3 of Sale Pending at 1021 N Winchester Ave #1, Chicago, IL 60622 | MLS# 12752000 | Listing updated on 2026-10-03
Photo 4 of Sale Pending at 1021 N Winchester Ave #1, Chicago, IL 60622 | MLS# 12752000 | Listing updated on 2026-10-03
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$725,000

Monthly Est:$3,609

  • Beds Icon3 Beds
  • Beds Icon
    3 Baths
  • Beds Icon2,400sqft

1021 N Winchester Ave #1, Chicago, IL 60622

$3,609/moEst:

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  • Condominium

  • Built in 1998

  • $200/mo HOA

  • -- sqft lot

  • $302/sq.ft

Description

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!

  • Houzeo last checked: 3 hours ago
  • Listing updated: October 3, 2026 at 8:49 am
  • Listing Provided by: Elliot Small (847) 373-0990 , Kiley Hackbarth DRE #475198604 | Compass (773) 466-7150
  • Source: MRED MLS-IL | MLS#: 12752000 MRED MLS-IL

Part of

Building
1021 N Winchester Ave
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Property Details

  • Status

    Pending

  • Type

    Condominium

  • No. of Stories

    3

  • County

    Cook County

  • City

    Chicago

  • Neighborhood

    West Town

  • Year Built

    1998

  • HOA Fees

    $200/mo

  • Finished Area

    2,400 sqft

  • Lot Size

    -- sqft lot

  • Basement Area

    - sqft

  • MLS Name

    MRED MLS

  • MLS Number

    12752000

  • MLS Status

    Pending

  • Days on Market

    28

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Location

HOA Management

N/A

HOA Fees

$200/ Not Applicable

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Storage Storage

Water Water

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 3

  • Deck

    Level: Main

    Area: 120.00 Square Feet

    Dimensions: 12X10

  • Terrace

    Level: Lower

    Area: 84.00 Square Feet

    Dimensions: 7X12

  • Bedroom 2

    Level: Lower

    Area: 156.00 Square Feet

    Dimensions: 13X12

  • Bedroom 3

    Level: Lower

    Area: 104.00 Square Feet

    Dimensions: 13X8

  • Dining Room

    Level: Main

    Area: 153.00 Square Feet

    Dimensions: 9X17

  • Family Room

    Level: Lower

    Area: 442.00 Square Feet

    Dimensions: 26X17

  • Kitchen

    Level: Main

    Area: 170.00 Square Feet

    Dimensions: 10X17

  • Laundry

    Level: Lower

    Area: 35.00 Square Feet

    Dimensions: 7X5

  • Living Room

    Level: Main

    Area: 306.00 Square Feet

    Dimensions: 18X17

  • Master Bedroom

    Level: Main

    Area: 221.00 Square Feet

    Dimensions: 13X17

Interior

  • Sewer

    Public Sewer

  • Interior Features

    Storage

  • Appliances

    Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal, Stainless Steel Appliance(s), Humidifier

  • Flooring

    Hardwood

  • Cooling

    Central Air

  • Heating

    Natural Gas, Forced Air

Construction

  • Year Built

    Year Built: 1998

  • Home type

    Condominium

  • Foundation Details

    Concrete Perimeter

  • Construction Materials

    Brick, Block

Utilities & Energy

  • Water Source

    Lake Michigan, Public

  • Laundry Features

    In Unit

  • Fireplace Features

    Wood Burning, Gas Starter

  • Association Amenities

    Storage

  • Basement

    Finished, Full

  • Parking Features

    Yes, Garage Owned, Detached, Garage

Other Features

  • Patio And Porch Features

    Deck, Patio

Price History

DateEventPrice

10/01/2026

Source: mls_logoMRED MLS-IL #MRD12752000

Pending

$725,000

$302/sqft

09/14/2026

Source: mls_logoMRED MLS-IL #MRD12752000

Contingent (Active Under Contract)

$725,000

$302/sqft

09/10/2026

Source: mls_logoMRED MLS-IL #MRD12752000

Listed for Sale

$725,000 +16.94%

$302/sqft

06/10/2021

Source: mls_logoMRED MLS-IL #MRD11062071

Price Decreased

$620,000 -0.80%

$258/sqft

06/10/2021

Source: mls_logoMRED MLS-IL #MRD11062071

Price Increased

$625,000 +8.70%

$260/sqft

Show more

West Town Ranks #17 in Chicago, IL

Homes for sale
197

Homes

Rental prices
$2,182

Rental Prices

Median Home Price
$699K

Median Home Price

West Town, Chicago, IL neighborhood guide

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This representation is based in whole or in part on data supplied by Midwest Real Estate Data, LLC through Oct 09, 2026, 02:30PM. Midwest Real Estate Data, LLC does not guarantee nor is it in any way responsible for its accuracy. Data maintained by Midwest Real Estate Data LLC may not reflect all real estate activity in the market.

Based on information submitted to the MLS GRID as of Oct 09, 2026, 02:30PM. All data is obtained from various sources and has not been, and will not be, verified by broker or MLS GRID. Supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. This website may not include listings or property addresses of sellers who have directed their listing brokers to withhold their listing or their property address from display on the Internet. Some IDX listings have been excluded from this website. Information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID, MRED or Houzeo. The use of the MLS GRID Data may be subject to an end user license agreement. Properties displayed may be listed or sold by various participants in the MLS,

Listings courtesy of MRED as distributed by MLS GRID. ©2026 Midwest Real Estate Data LLC. All Rights Reserved

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