Investor-Focused Property Management in Central Oregon
Investor-First Property Management in
Bend, Redmond, Sisters & Black Butte Communities
Posted on Google![]()
Holly Richardson9 days agoTrustindex verifies that the original source of the review is Google.
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!Posted on Google![]()
Jan Norris12 days agoTrustindex verifies that the original source of the review is Google.
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.Posted on Google![]()
Sarah Billeter16 days agoTrustindex verifies that the original source of the review is Google.
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.Posted on Google![]()
Jill Johnson42 days agoTrustindex verifies that the original source of the review is Google.
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 & JillPosted on Google![]()
Kim Gilchrist45 days agoTrustindex verifies that the original source of the review is Google.
Kolby and his team are professional, personable and highly knowledgeable. Thanks so much for your help!Posted on Google![]()
Natalie Collier45 days agoTrustindex verifies that the original source of the review is Google.
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!Posted on Google![]()
Jackson Stall53 days agoTrustindex verifies that the original source of the review is Google.
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.Posted on Google![]()
Jenna Jacobsen54 days agoTrustindex verifies that the original source of the review is Google.
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!Posted on Google![]()
Kyle Bodnyk56 days agoTrustindex verifies that the original source of the review is Google.
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.Posted on Google![]()
Sean O'Connor95 days agoTrustindex verifies that the original source of the review is Google.
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.
Why We're Better
At Legacy Property Management, we go beyond basic property management in Central Oregon. 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 Central Oregon 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 Central Oregon. 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.
Locally Owned, Expertly Managed
Driven by a passion for your success, we partner with real-estate investors and landlords through out Central Oregon including 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
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

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.

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 meet
The Legacy Blog
Stories, strategies, and solutions for property owners and investors in Bend, Oregon.

Landlord Insurance in Oregon: What Every Rental Property Owner Needs
September 4, 2026 Landlord Insurance in Oregon: What Every Rental Property Owner Needs Home Landlord Insurance · Bend, Oregon Wildfire decides whether you can get a policy in Central Oregon.

Wildfire Insurance on Oregon Rental Property: Rising Non-Renewals and the $8,000 Swing
September 25, 2026 Wildfire Insurance on Rental Properties in Oregon: Rising Non-Renewals and the $8,000 Swing Home Investor Insights · Bend, Redmond & Sisters · September 2026 Premium increases are

When to List a Bend Rental: Timing, Seasonality, and Days on Market
September 16, 2026 When to List a Bend Rental: Seasonality and Days on Market Home Owner Timing Guide · Bend, Oregon · September 2026 Two years of Bend leasing data,
FAQs
In what areas do you manage rental properties?
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.
How much does your property management cost?
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.
How do you determine the rental price for my home?
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.
How do you screen tenants?
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.
How do you handle maintenance and repairs?
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.
Can I switch to Legacy if I’m already with another Bend property management company?
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.
Do you work with real-estate agents and brokers?
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.
Do you work with real-estate investors?
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.
Do you manage furnished or mid-term rentals?
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.
Do you manage short-term rentals?
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.
What makes Legacy Property Management different?
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
OWNERS & PROPERTY MANAGERS
Steven Kaufman and Kolby Knickerbocker
info@legacypropertymanagement.com
(541) 508-5815