Accepting New Property Management Clients!
At Keller Property Management, we’re currently welcoming new owners who want reliable, hands-on, and results-driven management for their rental properties in Pittsfield and the surrounding Berkshire areas.
Who We’re a Great Fit For:
✔ Out-of-Town or Out-of-State Investors
Owners who want true boots-on-the-ground support.
We handle everything so you don’t have to worry about distance, tenants, repairs, or day-to-day issues.
✔ Local Owners Who Are Tired of Managing
If you’re overwhelmed with tenant issues, late-night calls, or maintenance coordination, we take those responsibilities off your plate and ensure your property runs smoothly.
✔ Owners With 1–20 Units
We specialize in small to mid-sized portfolios—single families, duplexes, multis, and small apartment buildings.
You get personal service without being lost in the shuffle.
✔ Portfolio Builders & New Investors
If you're looking to expand or buy your first rental, we provide rent estimates, leasing guidance, and a fully managed system to support your growth.
Our Team.
Welcome to our property management team! We pride ourselves on being a dedicated and approachable group, always ready to assist you with needs. Whether you have questions or require support, our friendly team is here to ensure your experience is seamless and enjoyable Let us help you make the most of your property journey!
Expert Property Management Services
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Rent Collection: Reliable and efficient rent collection services to ensure timely payments and minimize late fees.
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Maintenance & Repairs: Prompt, professional maintenance and repair services to keep your properties in excellent condition and minimize downtime.
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Lawn Care & Landscaping: Comprehensive lawn care and landscaping services to enhance curb appeal and maintain a beautiful, welcoming environment for your tenants.
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Snow Removal: Timely and thorough snow removal services to keep your properties accessible and safe during the winter months.
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Tenant Screening: In-depth tenant screening including background checks, credit reports, and rental history to ensure you select reliable, responsible tenants.
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Apartment Turnover: Efficient apartment turnover services to get your unit ready for the next tenant quickly, including cleaning, repairs, and updates.
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Monthly Accounting: Detailed monthly accounting services to track income, expenses, and ensure transparent financial management for your properties.
Why Pittsfield, MA Is One of the Smartest Markets to Invest In
Pittsfield is a quietly powerful investment market—affordable acquisition prices paired with strong, year-round rental demand create reliable cash flow opportunities for investors. The city sits at the heart of the Berkshires, attracting a steady stream of professionals, service workers, students, and seasonal employees, all of whom keep vacancy rates low.
With ongoing downtown revitalization, new businesses opening, and continued investment in local infrastructure, Pittsfield is seeing consistent property value growth without the high competition of major metro markets. Investors benefit from:
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Lower entry costs compared to most of Massachusetts
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High rent-to-purchase-price ratios
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Stable long-term tenant demand
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An expanding local economy supported by healthcare, education, hospitality, and light manufacturing
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Strong cash flow potential for both single-family and multifamily assets
For investors looking to scale quickly, build equity, and secure dependable monthly returns, Pittsfield offers a rare combination of affordability, stability, and upside—making it an ideal market for portfolio growth.
About
Matthew Keller
Owner/Operator
I started this company with one goal in mind: to provide top-notch property management services to Pittsfield, MA. Seeing the need for reliable, hands-on management, I created a company focused on quality, integrity, and exceptional service. Today, property management is my passion and my focus—whether it's maintaining the properties I manage or ensuring satisfaction for both tenants and owners, I’m dedicated to delivering the best results every day.
