- Overview
- Description
- Property Details
- Location
- HOA Management
- Facts & Features
- Getting Around
- Nearby Homes
$475,000
Monthly Est:$2,364
2 Beds
2 Baths2 full baths
--sqft
2042 N Winchester Ave #2E, Chicago, IL 60614
$475,000
$2,364/moEst:
Get Pre-Approved
Condominium
Built in -
$195/mo HOA
-- sqft lot
--/sqft
Description
SHORT TERM RENTAL AND AIRBNB FRIENDLY - RARE OPPORTUNITY! Sun-filled and full of character, this 2-bedroom, 2-bathroom duplex-up blends vintage Chicago charm with modern loft-style living in the heart of Bucktown. Soaring ceilings, exposed brick and beautiful hardwood floors create a warm, airy backdrop, while oversized windows and skylights fill the home with natural light. The updated kitchen features crisp white cabinetry, granite countertops, stainless steel appliances and a breakfast island that flows seamlessly into the living and dining space. A dramatic spiral staircase leads to the spacious lofted primary suite with vaulted ceilings and skylights. The second bedroom offers wonderful flexibility for guests or a home office, while two full baths and in-unit laundry add everyday convenience. Outside, a large private deck creates your own urban retreat. Central air, additional storage and deeded exterior parking complete this distinctive home in a prime Bucktown location steps from local retail shopping, restaurants, and the 606 trail. This fantastic home is perfect not only for owner-occupants but also presents an incredible investment opportunity, as this HOA allows short term and nightly vacation rentals. Ask for details and schedule your showing today!
- Houzeo last checked: 7 minutes ago
- Listing updated: October 7, 2026 at 8:47 pm
- Listing Provided by: Daniel Close , David Miller DRE #475168920 | Redfin Corporation (312) 836-4263
- Source: MRED MLS-IL | MLS#: 12758906
Part of
Property Details
Status
Active
Type
Condominium
No. of Stories
3
County
City
Neighborhood
Year Built
-
HOA Fees
$195/mo
Finished Area
- sqft
Lot Size
-- sqft lot
Basement Area
- sqft
MLS Name
MRED MLS
MLS Number
12758906
MLS Status
New
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Location
HOA Management
N/A
HOA Fees
$195/ Monthly
Amenities
Amenities and services may be covered by one or multiple associations and service providers.
Insurance
Snow Removal
Water
Exterior Maintenance
Scavenger
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: 2
Bathrooms: 2
Bedroom 2
Level: Main
Area: 90.00 Square Feet
Dimensions: 10X09
Dining Room
Level: Main
Area: 171.00 Square Feet
Dimensions: 19X9
Kitchen
Level: Main
Area: 130.00 Square Feet
Dimensions: 13X10
Living Room
Level: Main
Area: 143.00 Square Feet
Dimensions: 13X11
Master Bedroom
Level: Second
Area: 247.00 Square Feet
Dimensions: 19X13
Interior
Flooring
Hardwood
Window Features
Skylight(s), Double Pane Windows
Sewer
Public Sewer
Cooling
Central Air
Heating
Natural Gas, Forced Air
Appliances
Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal
Interior Features
Vaulted Ceiling(s), Storage
Construction
Year Built
-
Home type
Condominium
Construction Materials
Brick
Roof
Asphalt
Utilities & Energy
Laundry Features
In Unit, In Bathroom
Basement
None
Water Source
Lake Michigan
Parking Features
Assigned, Off Alley, Yes, Owned
Other Features
Patio And Porch Features
Patio
Subdivision Name
Bucktown
Price History
| Date | Event | Price |
|---|---|---|
10/07/2026 Source: | Listed for Sale | $475,000 +26.70% $0/sqft |
02/07/2020 Source: | Price Increased | $374,900 +1.32% $0/sqft |
02/07/2020 Source: | Price Increased | $370,000 +8.03% $0/sqft |
10/03/2016 Source: | Price Decreased | $342,500 -2.11% $0/sqft |
10/03/2016 Source: | Sold | $349,900 $0/sqft |
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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, 08:15AM. 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, 08:15AM. 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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