About Legacy Property Management

Investor-First Property Management in Bend, Redmond, Sisters & Black Butte Ranch Oregon

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Holly Richardson profile picture
Holly Richardson
2 days ago
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Kolby was an answer to prayers. From the first call about a home to rent to the finalizing of documents, he had such positive energy! He took care of our needs quickly and assured us he would be around for the long haul if we needed him. I highly recommend working with Kolby AND knowing him. 😊 You won't be disappointed!
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Jan Norris profile picture
Jan Norris
5 days ago
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I couldn't be happier with Colby, great communication, always able to get a hold of him, and attention to what I needed. He's my go to now.
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Sarah Billeter
9 days ago
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Kolby and his team were excellent partners to work with from the first steps of introducing my client to a positive ongoing professional property management of their home. Kolby found excellent tenants and my clients couldn’t be more pleased. I will definitely work with this team for all my property management needs and future client referrals.
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Jill Johnson profile picture
Jill Johnson
35 days ago
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We have been working with Kolby & Steven at Legacy Property Management for the last couple of months. They thoroughly explained the process of getting our property ready for renting, arranging for any needed services and were accurate with the cost estimate of the services that were provided. They were in constant communication regarding tenant interest, showings and applications which was greatly appreciated. We were able to get a qualified tenant into our property in just a couple of weeks. They continue doing a great job communicating with us via phone, text and email and are very responsive to any questions or concerns that we have. We are extremely happy we chose Legacy Property Management to manage our central Oregon property. Kelly & Jill
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Kim Gilchrist
38 days ago
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Kolby and his team are professional, personable and highly knowledgeable. Thanks so much for your help!
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Natalie Collier
38 days ago
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This is our 3rd rental in Bend and by far the most pleasant experience we’ve ever had! Kolby was kind, honest and informative and showed genuine care + consideration for our family in helping us get settled and making sure the home was in excellent shape. Highly recommend Legacy!
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Jackson Stall profile picture
Jackson Stall
46 days ago
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Kolby at Legacy Property Management has been an incredible resource. As new real estate investors in Central Oregon, we had a lot of questions, and he has been generous with his time, knowledge, and expertise every step of the way. He provided detailed rental analyses, helped us understand what remodels would add the most value and increase rental income, and was always willing to answer our questions without making us feel rushed. His professionalism, responsiveness, and investor-focused approach have given us a lot of confidence as we get started. If you’re an investor looking for a knowledgeable, responsive property management team in Central Oregon, I highly recommend reaching out to Kolby and the team at Legacy Property Management. We’ve been extremely impressed with the level of service and look forward to working with them for years to come.
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Jenna Jacobsen profile picture
Jenna Jacobsen
47 days ago
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As a Realtor, I was in a time crunch trying to get rental comps together for a transaction I was working on, as they were needed by the lender. I called several property management companies around 5:00 p.m. on a Friday, and Kolby answered. He was incredibly helpful, kind, and immediately offered to put a rental comp analysis together for me. Even more impressive, he had everything completed and sent to me early Saturday morning. His responsiveness, professionalism, and willingness to go above and beyond truly saved the day. If this is how they treat someone who isn't even a client, I can only imagine the level of service they provide to their owners and tenants. Highly recommend this company, and a huge thank you to Kolby!
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Kyle Bodnyk profile picture
Kyle Bodnyk
49 days ago
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I was thinking about renting my property but knew very little about how the numbers play out. Kolby was very helpful, he created a quantitative report showing analysis of all of my options, and didn't try to persuade me one way or the other.
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Sean O'Connor
88 days ago
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Kolby and team have been very pleasant to interact with. They ensured a smooth move-in. He even was able to troubleshoot some minor issues without needing to call in support during the walkthrough. Several months in and he’s been very responsive, getting back to requests generally within a day and waisting no time scheduling a technician or contractor to come by to resolve the issue whether it’s related to lighting, wasps, irrigation system, etc. The benefits are clear working with a small team rather than a big corporate property management company when your landlord hires someone like Legacy Property Management.

About Legacy Property Management

Co owners of Legacy Property management Steven Kaufman and Kolby Knickerbocker

At Legacy Property Management, we believe that property management in Central Oregon is more than just maintaining homes, it's about building wealth for owners and creating value for tenants. Whether you’re a Central Oregon property owner looking for seamless management or a renter searching for the perfect place to call home, we are here to ensure every experience is smooth, transparent, and rewarding.

Co owner of Legacy Property management Kolby Knickerbocker

As the Director of Operations and Co-Owner of Legacy Property Management, Kolby Knickerbocker manages residential rental properties across Deschutes County. With over 7 years of real-estate investment and management experience in Central Oregon, Kolby specializes in data-driven property management strategies that help investors maximize returns in the Bend, Redmond, and Sisters rental markets.

Co-Owner and Lead Property Manager, Steven Kaufman manages residential rental properties across Deschutes County. With a background in business development and eight years of real-estate investing experience, Steven manages residential rentals across Bend, Redmond, and Sisters with an investor's mindset, prioritizing proactive maintenance, clear communication, and long-term wealth building for Legacy's clients.

Co owner of Legacy Property management Steven Kaufman
Client-Centric Approach

"We prioritize your investment with proactive management, personalized service, and exceptional care—because every property deserves a lasting legacy."

What We Do

We specialize in managing residential and investment properties in Central Oregon, ensuring they are well-maintained, occupied by qualified tenants, and generating optimal returns. Our comprehensive services include:

  • Full-Service Property Management – From marketing to maintenance, we handle it all.
  • Tenant Screening & Leasing – Finding responsible tenants with our thorough screening process.
  • Financial Management & Reporting – Clear and transparent financials at your fingertips.
  • 24/7 Maintenance & Support – Keeping your property in top condition with reliable service.
  • Wealth Empowerment – Helping property owners maximize their assets with smart strategies.

Why Are We Better?

  • Wealth Empowerment – We’re a team of real-estate investors and we love using our data and experience to help build long-term wealth
  • Investor Insights – We’re residents and investors in Central Oregon and know Bend, Redmond, and Sisters inside and out. We help owners navigate their investments with data-driven insights.
  • Proactive Management – We don’t just react to issues—we prevent them. It’s like a crazy super power.
  • Personalized Service – Every property is unique and we tailor our approach accordingly.
  • Transparent Communication – You’ll always know what’s happening with your property.

At Legacy PM LLC, we don’t just manage properties in Central Oregon—we build legacies. Let us take care of your investment so you can focus on what matters most.

Central Oregon landscape near Bend, home of Legacy Property Management

FAQs

We manage long-term rental properties throughout Bend, Redmond, Sisters, and Black Butte Ranch as well as the surrounding Central Oregon region. Our local knowledge of these sub-markets helps us price rentals correctly, reduce vacancies, and maximize owner returns.

Our pricing is simple and transparent. Your two largest fees will be our monthly management fee, which is 8% per month, and our tenant placement fee, which is 50% of the first month's rent. We can send a tailored proposal after reviewing your property and goals.

We perform a thorough analysis of your Central Oregon property viewing local rental comps, neighborhood trends, seasonality, and property condition to determine a market-accurate rate. Our goal is to find the perfect balance between strong cash flow and low vacancy.

We perform a thorough screening process to evaluate credit, monthly income, rental history, criminal background, and overall fit. We follow Oregon’s Fair Housing guidelines to ensure equal opportunity screening for every applicant.

We coordinate all maintenance on your behalf using only licensed and insured Central Oregon vendors. For non-emergency repairs, we notify you before work is performed. For emergencies, we act quickly to protect the property and keep your tenants safe — then notify you promptly.

Of course! We regularly assist owners transitioning from other property management companies. We handle the lease transfer, tenant communication, and onboarding to make the process smooth with no disruption to your tenants.

Absolutely! Our biggest clients have been referrals from Central Oregon agents and brokers alike. We partner with agents to facilitate the transfer of your property from sale to management. Just let your agent know you're working with us and we'll be present at every step of the process.

Now you're speaking our language! Being investors ourselves, we specialize in helping investors grow long-term wealth through data-informed strategies. Whether you’re local or out-of-state, we provide financial guidance, market data, and property performance insights to help you scale your portfolio.

While our bread and butter is long-term rentals in Central Oregon, we can certainly evaluate your goals and advise whether long-term, mid-term, or furnished rentals make the most financial sense. 

Unfortunately, no. We love the flexibility that STRs offer owners AND it requires a very different structure and toolset from a management perspective. We are happy to recommend a handful of trusted partners that can help with your STR.

Outside of being of cool people in general? We're investors — which means we manage your property with an owner’s mindset. We combine high-touch service, proactive communication, and data-driven decisions to help owners build long-term wealth with better returns and less stress.

Contact Us

Let's Discuss Your Property Needs

Co owners of Legacy Property management Steven Kaufman and Kolby Knickerbocker

CO-OWNERS & PROPERTY MANAGERS

Steven Kaufman and Kolby Knickerbocker

info@legacypropertymanagement.com
(541) 508-5815

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