About Legacy Property Management

Investor-first property management in Bend, Redmond, Sisters & Black Butte Ranch

Legacy is owned and run by Steven Kaufman and Kolby Knickerbocker — two Central Oregon real estate investors who manage your rental the way we manage our own: priced from data, maintained before it breaks, and reported on clearly.
5.0 on Google · 30 reviews
8%
Monthly management fee — published up front
15+ yrs
Combined real estate investing and management experience
4
Central Oregon communities we manage in
2 owners
You work directly with us — not a franchise or call center
DSC 8791 1 scaled 1
Our story

We’re investors first. That’s the whole point.

Legacy Property Management is built on a simple idea: your rental is an investment, and it should be managed like one — for cash flow today and long-term wealth tomorrow.

We live and invest in Central Oregon, so we know Bend, Redmond, Sisters and Black Butte Ranch inside and out. That local knowledge is how we price rentals correctly, keep vacancies short and protect your property’s value — whether you live down the road or across the country.

And because we’re a small, owner-operated team, you’re never handed off. The people answering your questions are the people who own the company.

We prioritize your investment with proactive management, personalized service and exceptional care — because every property deserves a lasting legacy.
Steven & Kolby, Co-Owners
Meet the owners

Two owners. One standard of care.

You’ll work with both of us. Here’s who we are and what each of us brings to your property.
Kolby Knickerbocker, co-owner of Legacy Property Management, which manages long-term rentals in Bend, Redmond, and Sisters, Oregon.

Kolby Knickerbocker

Co-Owner · Director of Operations
With 7+ years of real estate investment and management experience in Central Oregon, Kolby leads Legacy’s data-driven approach — rental analyses, pricing strategy and market insight that help investors maximize returns in Bend, Redmond and Sisters.
Rental analysis & pricingMarket dataInvestor strategy
Steven Kaufman, co-owner of Legacy Property Management, which manages long-term rentals in Bend, Redmond, and Sisters, Oregon.

Steven Kaufman

Co-Owner · Lead Property Manager
Steven brings a background in business development and eight years of real estate investing. He manages rentals across Bend, Redmond and Sisters with an investor’s mindset — proactive maintenance, clear communication and long-term wealth building for our owners.
Owner communicationProactive maintenanceLong-term planning
Why owners choose Legacy

Four things we do differently

No buzzwords. Here’s what actually changes when an investor manages your rental.
01

Managed with an owner’s mindset

We invest in Central Oregon real estate too. Rent, repairs and renewals are weighed the way we’d weigh them for our own portfolio.
02

Priced from data, not guesswork

Rent is set from local comps, neighborhood trends, seasonality and condition — and every owner gets a monthly rent market report for their property.
03

Maintenance before it’s a problem

Licensed, insured local vendors. You approve non-emergency work first; emergencies are handled right away, then you’re notified.
04

Reporting you can actually read

Statements, documents and performance in a real-time owner dashboard — plus direct phone, text and email access to the owners.
How we can help

Services built around where you are today

Simple, published pricing

These are your two largest fees. We’ll send a tailored proposal after reviewing your property and goals.
8%
Monthly management fee
50%
Of first month’s rent to place a tenant

Getting started is simple

Step 1

Request a free rental analysis

Tell us about the property. We price it from local comps, trends and condition.
Step 2

Walkthrough & proposal

We review the home and your goals, then send a tailored proposal.
Step 3

Get rent-ready

We walk you through the process, line up any needed services and give accurate cost estimates.
Step 4

Market, screen & move in

Showings, applications and screening — with updates at every step until a qualified tenant moves in.
Owner reviews

What owners say about working with us

★★★★★
“They thoroughly explained the process of getting our property ready for renting, arranging for any needed services, and were accurate with the cost estimate… We were able to get a qualified tenant into our property in just a couple of weeks.”
Jill Johnson
Central Oregon property owner
★★★★★
“As new real estate investors in Central Oregon, we had a lot of questions… He provided detailed rental analyses, helped us understand what remodels would add the most value and increase rental income.”
Jackson Stall
Real estate investor
★★★★★
“I was thinking about renting my property but knew very little about how the numbers play out. Kolby… created a quantitative report showing analysis of all of my options, and didn’t try to persuade me one way or the other.”
Kyle Bodnyk
Homeowner
Where we manage

Local to Central Oregon — and only Central Oregon

We manage long-term rentals throughout Bend, Redmond, Sisters and Black Butte Ranch, plus the surrounding region. Knowing each sub-market is how we price correctly and keep vacancies short.
Proud members of
Proud member of the Bend Chamber of Commerce
Untitled 1210 x 670
Untitled 2000 x 1000 px 2000 x 758
Equal Housing
Opportunity
FAQs

Questions owners ask us

Don’t see yours? Call us at (541) 508-5815 — you’ll talk to an owner.

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 are our monthly management fee of 8% and our tenant placement fee of 50% of the first month’s rent. We’ll send a tailored proposal after reviewing your property and goals.

How do you determine the rental price for my home?

We analyze local rental comps, neighborhood trends, seasonality and property condition to set a market-accurate rate. The goal is the right balance between strong cash flow and low vacancy.

How do you screen tenants?

Every applicant is evaluated on credit, monthly income, rental history and criminal background. We follow Oregon and federal Fair Housing guidelines so every applicant is screened by the same criteria.

How do you handle maintenance and repairs?

We coordinate all maintenance using 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 your tenants — then notify you promptly.

Can I switch to Legacy from another property manager?

Of course. We regularly help owners transition from other Central Oregon property management companies. We handle the lease transfer, tenant communication and onboarding, with no disruption to your tenants.

Do you work with real estate agents and brokers?

Absolutely — many of our clients are referrals from Central Oregon agents and brokers. We partner with agents from sale to management, and we’re present at every step.

Do you work with real estate investors?

Now you’re speaking our language. As investors ourselves, we help local and out-of-state owners grow long-term wealth with market data, financial guidance and property performance insight.

Do you manage furnished or mid-term rentals?

Our focus is long-term rentals, but we’re happy to evaluate your goals and advise whether a long-term, mid-term or furnished rental makes the most financial sense.

Do you manage short-term rentals?

No. Short-term rentals need a very different structure and toolset. We’re happy to recommend trusted partners who specialize in them.
Contact us

Let’s talk about your property.

Tell us a little about your rental and Steven or Kolby will get back to you personally.

Send us a message

Scroll to Top