Trailhead Your Bucktown Adventure Begins
Welcome to Trailhead, a vibrant new-build in the heart of Bucktown with direct, private access to the 606 Trail the only residential building in Chicago to offer this seamless connection. At Trailhead, every day feels like the start of an adventure outside your door.
Choose from a variety of thoughtfully designed floor plans from efficient studios to expansive two-bedroom townhomes all crafted to suit different lifestyles. Each residence features premium finishes, including stainless steel appliances, full-height tile in the bathrooms, matte black fixtures, and in-unit washer/dryer. Select units come with private balconies and roomy walk-in closets, offering both comfort and utility.
Gather with friends around the rooftop fire pit, grill up a dinner at the terrace stations, or lounge in the rooftop kitchen while soaking in panoramic views of the Chicago skyline.
The fitness center and access to the trail make it easy to stay active, while the meticulously designed common areas invite you to unwind and recharge.
Nestled in Bucktown, Trailhead places you within walking distance of trendy restaurants, cafes, bars, and shops. Public transit is easily accessible creating a truly walkable, bike-friendly, and well-connected living experience.
This is more than just an address. Trailhead is your launchpad reconnecting you to nature, community, and city life. It's where premium urban living meets the freedom of the trail.
Apartment building
Studio-3 beds
Pet-friendly
Attached garage
Air conditioning (central)
In-unit laundry (W/D)
Available units
Price may not include required fees and charges.
 Unit 607 Studio, 1 ba | 539 | Jan 9 | $2,450 | |
 Unit 611 1 bd, 1 ba | 866 | Now | $3,280 | |
 Unit 410 2 bd, 2 ba | 1,270 | Nov 1 | $4,210 | |
 Unit 424 3 bd, 2.5 ba | 1,196 | Nov 11 | $4,410 | |
 Unit 221 2 bd, 2 ba | 1,222 | Now | $4,475 |
What's special
Clubhouse
Get the party started
This building features a clubhouse. Less than 2% of buildings in Chicago have this amenity.
Premium finishesPrivate balconiesMatte black fixturesRooftop fire pitRooftop kitchenStainless steel appliancesRoomy walk-in closets
Facts, features & policies
Building Amenities
Community Rooms
- Club House
- Fitness Center
- Game Room
- Lounge
- Party Room
Other
- Laundry: In Unit
Outdoor common areas
- Deck
- Rooftop Deck
- Trail
Security
- Controlled Access
- Gated Entry
Services & facilities
- 24 Hour Maintenance
- Bicycle Storage
- Elevator
- On-Site Management
- Online Maintenance Portal
- Online Rent Payment
- Package Service
- Pet Park
View description
- City
- Park
Unit Features
Appliances
- Dishwasher
- Dryer
- Microwave Oven
- Oven
- Refrigerator
- Washer
Cooling
- Central Air Conditioning
Internet/Satellite
- High-Speed Internet Ready
Other
- Patio Balcony
Policies
Parking
- Attached Garage
- Underground Garage
Pet essentials
Pet amenities
Pet Park
Neighborhood: Logan Square
Areas of interest
Use our interactive map to explore the neighborhood and see how it matches your interests.
Travel times
Getting around
Transit Score®
 / 100
Excellent TransitNearby schools in Chicago
Moos Elementary School
Grades PK-8 • 0.5 miles5/10
GreatSchools® Rating
Test Score Rating
3/10Student Progress Rating
6/10Clemente Community Academy High School
Grades 9-12 • 0.8 miles1/10
GreatSchools® Rating
College Readiness Rating
1/10Living in Chicago
Logan Square sits on Chicago’s Northwest Side, with boulevards, historic greystones and leafy residential blocks shaping its streetscape. The neighborhood’s namesake square and monument anchor a network of parks and landscaped boulevards, while the 606 elevated trail offers a car-free route for walking and biking nearby. Logan Boulevard and Milwaukee Avenue bring together cafés, restaurants and bars, alongside independent shops and everyday services. The Logan Theatre adds a longtime cinema landmark, and galleries and live-music venues contribute to the area’s arts and nightlife. The city’s four-season climate means warm summers and cold, snowy winters; parks and patios are especially inviting in milder weather. The Blue Line and several bus routes connect the area with downtown and other parts of Chicago, and biking and walking are practical on many local streets. For the Logan Square neighborhood, median rent is $2,380 per month, with a typical range of $850 to $22,302.
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Frequently asked questions
Where is Trailhead located, and what is the neighborhood like?
Trailhead is located at 1744 N Western Ave in Logan Square, Chicago, IL. The surrounding area includes multiple restaurants and cafes within 2 miles, such as Ipsento 606, Chef's Special Cocktail Bar, and Piece Brewery and Pizzeria.
What is the average rent in Chicago, IL?
Based on the latest Zillow data, the median rent across all unit types in the Logan Square neighborhood of Chicago is currently $2,380 per month. Prices vary by neighborhood, floor plan, and building amenities.
What schools are assigned to Trailhead?
The schools assigned to Trailhead include Moos Elementary School and Clemente Community Academy High School.
What are the grocery stores and everyday shopping options near Trailhead?
Trailhead is located near 6 grocery stores, including Cermak Produce (0.4 miles) and Olivia's Market (0.5 miles). Additional shopping options, including Kriser's Natural Pet, are approximately 0.4 miles away.
What is the minimum and maximum rent for Trailhead?
The total price for an apartment unit in Trailhead ranges from $2,450 to $4,475. The total price will vary by floor plan, unit size, and unit amenities.
There are 5+ floor plans availableWith 75% more variety than properties in the area, you're sure to find a place that fits your lifestyle.
