Investor-Focused Bend Property Management

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

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Jill Johnson profile picture
Jill Johnson
24 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 profile picture
Kim Gilchrist
27 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 profile picture
Natalie Collier
27 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
35 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
36 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
38 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 profile picture
Sean O'Connor
77 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.
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Angela Pegram profile picture
Angela Pegram
82 days ago
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Kolby was incredibly kind, responsive, and genuine throughout the process. Very easy to communicate with, answered our questions thoughtfully, and made us feel valued every step of the way. It's clear they care about people and approach their work with integrity and a positive, local-minded attitude. We wouldn't hesitate to work with them in the future.
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Peter-Tana Hatton profile picture
Peter-Tana Hatton
104 days ago
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Great communication and responsive management.
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Sarah Edgington profile picture
Sarah Edgington
130 days ago
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Kolby made mine and my husbands move in so much easier and seamless! I highly recommend working with Legacy Property Management if you're looking to rent! Fantastic and fast communication, diligent in addressing all questions or concerns, and just overall an amazing experience.

Why We're Better

At Legacy Property Management, we go beyond basic property management in Bend. We leverage data-driven strategies and local expertise to maximize your returns, protect your investment, and build lasting wealth in the Central Oregon real-estate market.

01

Wealth Empowerment

We are an investor-focused Bend property management service. We partner with owners, strategize options, and help build long-term wealth. Seriously, we geek out on real-estate.

02

Investor
Insights

We’re residents and investors in Bend. We know the Bend, Redmond, and Sisters markets like our own backyards and help owners navigate their investments with data-driven insights.

03

AAA Tenant Placement

We source outstanding tenants for your properties through our Class-A marketing techniques and rigid credit, criminal, and employment screening processes. Better tenants, higher returns.

04

Proactive Property Maintenance

We don't just react to your property's needs, we predict and take care of them before they even happen. It's like a weird super-power of ours.

05

Cutting Edge Marketing

Competitive pricing and modern marketing techniques can either make or break your vacancy rate. Our marketing tactics ensure minimal vacancies, ideal tenants, and optimal rental rates.

06

Unreasonable Service

We intentionally go beyond industry standards to deliver the kind of service most owners don’t realize is possible. Some call it "unreasonable"...we just think it's good business.

07

Best-in-Class Asset Reporting

We love the power of data and detailed financials. That's why we deliver monthly reports of your property's performance.

08

Legal Compliance & Risk Protection

We stay up-to-date on local regulations and practices to safeguard your investment.

Co owners of Legacy Property management Steven Kaufman and Kolby Knickerbocker

Locally Owned, Expertly Managed

Driven by a passion for your success, we partner with real-estate investors and landlords in Bend, Redmond, Sisters, and Black Butte Ranch to optimize their investments and build lasting wealth. Trust us to handle every detail with care and expertise.

Featured Listings

At the moment, all of our properties in Bend, Redmond, and Sisters are rented. Please use the contact form below to be updated as new rentals become available.

61170 Hubble Street front view of home

61170 Hubble Street

Bend, OR 61170 Hubble Street 🏡 Luxury 4BD/4BA SW Bend Home with Private ADU & Hot Tub   Walking distance to Pine Ridge Elementary (10/10), and easy access to the

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Residential rental home at 20909 Sotra Loop in Bend Oregon managed by Legacy Property management

20909 Sotra Loop

Bend, OR 20909 Sotra Loop 🏡 Modern 3BR in The Bridges Community | SE Bend Welcome to 20909 Sotra Loop, a beautifully maintained Pahlisch home in the sought-after Bridges community.

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Residential rental home at 20670 White Dove Lane in Bend Oregon managed by Legacy Property management

20670 White Dove Lane

Bend, OR 20670 White Dove Lane 🏡 Beautifully Remodeled 3BR/2BA with Detached Office & 2-Car Garage   Welcome to 20670 White Dove Ln, a freshly remodeled home where modern updates

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The Legacy Blog

Stories, strategies, and solutions for property owners and investors in Bend, Oregon.

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 just being great people? 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

OWNERS & PROPERTY MANAGERS

Steven Kaufman and Kolby Knickerbocker
info@legacypropertymanagement.com
(541) 508 5815

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