
1742 N Winchester Ave, Chicago, IL 60622
What This Condo Offers
Rarely available top-floor loft offering approximately 1,850 square feet in an intimate 6-unit boutique building on a picturesque tree-lined street in the heart... of Bucktown! Just one flight of stairs to the unit with no neighbors above or below. This beautifully updated 3-bedroom,2-bath residence combines authentic loft character with modern finishes,featuring exposed brick,soaring ceilings,skylights,and hardwood floors throughout. The expansive open-concept living and dining area is ideal for everyday living and entertaining,flowing seamlessly into a sleek contemporary kitchen appointed with quartz countertops,abundant cabinetry,a generous pantry,and premium Viking and Bosch stainless steel appliances. The spacious primary suite features custom Preston luxury closets and a beautifully renovated bath with an oversized glass shower and dual vanity,while two additional fully enclosed bedrooms each offer windows for abundant natural light. Enjoy exceptional outdoor living on the private rooftop deck with views of The 606 and The Robey,complete with a propane grill,oversized cedar planters,and water and electrical hookups. Additional features include in-unit laundry and large private storage room in lower level of building. Perfectly situated just steps from The 606 Trail,Churchill Park,the Blue Line,Wicker Park,Six Corners,Olivia's Market,Mindy's Bakery,Le Bouchon,Club Lucky,Goddess and the Grocer,La Colombe,Big Star,and countless neighborhood restaurants,cafes,and boutiques. Located within the Burr Elementary School attendance boundary. An exceptional opportunity to lease a truly one-of-a-kind Bucktown loft. 1 garage parking space included in rental price of $6000/mo. Additional,private garage space for +$250/mo. $1500 non-refundable move in fee to landlord. No security deposit. Tenant responsible for all move in/out fees and/or deposits charged by association. Pets ok but must be approved by landlord. $50/mo additional pet rent per pet if approved. Available Sept 1. Agent owned,but not affiliated with listing brokerage. MLS# MRD12698032
Based on information submitted to the MLS GRID as of [see last changed date above]. All data is obtained from various sources and may not have been 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. Some IDX listings have been excluded from this website. Prices displayed on all Sold listings are the Last Known Listing Price and may not be the actual selling price.
Unit 203
- $6,000 / month
- 3 Beds
- 2 Baths
- 1850 sq. ft.
- Available Sep 1
Condo Features
- Air Conditioning
- Dishwasher
- Disposal
- Microwave
- Range
- Refrigerator
- Washer/Dryer
Community Features
- Garages
1742 N Winchester Ave Unit 203 is a condo for rent in Chicago, IL
Fees and Policies
The fees below are based on community-supplied data and may exclude additional fees and utilities.
- Garage
Dogs
- Dogs Allowed
Cats
- Cats Allowed
Property Fee Disclaimer Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.
Condo Details
Home Design
- Built in 1907 | Remodeled in 2021
- Brick Exterior Construction
- Condominium
- Rubber Roof
- Stone Foundation
- Entry on the 2nd floor
Interior Spaces
- Open Floorplan
- Formal Dining Room
- Skylights
- Living Room
- Entrance Foyer
- Storage
- Family Room
- 1850 Sq Ft Home
- 2-Story Property
Kitchen
- Stainless Steel Appliances
- Range with Range Hood
- Microwave
- Dishwasher
- Disposal
Flooring
- Wood Flooring
Bedrooms and Bathrooms
- Soaking Tub
- Separate Shower
- Dual Sinks
- 2 Full Bathrooms
- 3 Bedrooms | 2 Bathrooms
- 3 Bedrooms
- 3 Potential Bedrooms
Laundry
- Laundry Room
- Dryer
- Washer
Parking
- 2 Car Attached Garage
- Leased Parking
- Heated Garage
- Parking Available
- Garage Door Opener
Outdoor Features
- Rooftop Deck
Schools
- Burr Elementary School
Utilities
- Forced Air Heating and Cooling System
- Public Water Source
- Heating System Uses Natural Gas
- Public Sewer
Listing and Financial Details
- Property Available on 2026-09-01
- Rent includes water, scavenger
Community Details
Overview
- 6 Units
Amenities
- Community Storage Space
- Common Area
Pet Policy
- Dogs and Cats Allowed
- Pets up to 100 lbs
- Limit on the number of pets
Explore Commute Options
- Drive Time--
- Walk Time--
- Bike Ride Time--
- Public Transit--
Get In Touch
Chicago, IL 60622

Copyright © 2026 Midwest Real Estate Data, LLC. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Area Scores
Walkability
Exceptionally walkable100 / 100
Transit
Exceptional public transit90 / 100
Driveability
Moderately drivable70 / 100
Bikeability
Moderately bikeable70 / 100
Soundscore ™
Active68 / 100
Travel and Transit









Local Education
Colleges and Universities
School
Commute Time (Distance)
DePaul Univ., Lincoln Park
Drive: 4 min (2 mi)
Kendall College
Drive: 4 min (2.1 mi)
Moody Bible Institute
Drive: 5 min (2.5 mi)
Malcolm X College
Drive: 5 min (2.8 mi)
Discover Bucktown, Chicago, IL
Shopping Centers
Shoppers will appreciate 1742 N Winchester Ave Unit 203 proximity to 1913 W North Ave, 1366 N Milwaukee Ave, and 1500-1508 N Damen Ave. 1913 W North Ave is 0.3 miles away, and 1366 N Milwaukee Ave is within a 7 minute walk.
Commuting
With top-notch public transportation and a TransitScore of 90, Bucktown is exceptional public transit. Within 3.4 miles of 1742 N Winchester Ave Unit 203, you’ll find Damen Station (Blue Line), Division Station, and Western Station (Blue Line - O'hare Branch).
Parks and Recreation
Recreational activities near 1742 N Winchester Ave Unit 203 are plentiful. Discover 5 parks within 2.7 miles, including Wrightwood Park, Oz Park, and Humboldt Park.
Airports
Living in Bucktown provides easy access to Chicago Midway International, located just 20 minutes from 1742 N Winchester Ave Unit 203. Another nearby airport is Chicago O'Hare International, located 15.1 miles away.
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