Apartments for Rent in Pittsfield, MA

Finding the right apartment in Pittsfield should be simple. As a local owner-operator based on First Street, Skytop Properties manages and leases quality rentals across the city and surrounding Berkshire County — and we handle everything online, from your first tour to signing your lease and paying rent.

Apartments in the heart of downtown Pittsfield

Most of our homes sit in and around downtown Pittsfield — on Orchard Street, Union Street, Kent Avenue, Summer Street, and nearby blocks. That means you're within walking distance of Berkshire Medical Center (BMC), North Street shops and restaurants, Tyler Street, and the Joseph Scelsi Intermodal Transportation Center, with commuter rail and bus connections to the rest of the Berkshires and beyond.

Apartments typically include refinished hardwood or laminate flooring, updated kitchens with stainless-steel appliances, and well-kept common areas. Many homes include heat, hot water, off-street parking, and trash and snow removal, with 24/7 emergency maintenance on every unit.

What you'll find with Skytop

• A range of sizes — studios, 1-bedroom, 2-bedroom, and 3-bedroom apartments to fit individuals, couples, and families.
• Market-rate and subsidized options — including HUD project-based affordable housing for income-eligible households (see our subsidized apartments).
• 3D virtual tours — walk through select units online before you ever visit in person.
• Fully online leasing — apply, screen, e-sign, and pay rent from your phone through our secure AppFolio portal.
• A responsive local team — call us and reach people who actually know your building.

Browse current openings

Availability changes often. Here are a few homes leasing right now — see the full, live list on our apartments for rent page, where you can filter by bedrooms, price, and location and explore every listing on an interactive map.