Grand County, Colorado
Your mountain home,
always protected.
Personal. Reliable. Local. — Luxury second home care in Winter Park & Grand County.
"You've invested in your mountain home. You shouldn't have to worry about it from afar — we take care of everything so you can simply arrive and enjoy."
A trusted local steward,
not a faceless company.
Owning a second home in Winter Park or Grand County is a dream — but managing it from Denver or beyond shouldn't be a second job. Frozen pipes, contractor headaches, arriving to a cold and unready home — these are problems that can be entirely eliminated with the right local partner.
Timberline Property Watch LLC was founded to give second homeowners complete peace of mind. We provide regular property checks, full pre-arrival preparation, emergency response, and year-round caretaking — so your mountain home is always protected, and always ready when you are.
We serve a select number of properties in Grand County. Our clients are busy professionals and families who want a trusted local steward — not a faceless management company.
Toby Davis is a longtime Grand County local with over 25 years of hands-on experience managing and maintaining properties across the region. His career spans a range of leadership roles, including Director of Engineering for a large ranch operation, Maintenance Manager for a major resort property, and Restoration Project Manager for a local construction company. This depth of experience gives Toby a unique understanding of the challenges mountain properties face across every season. As the owner of Timberline Property Watch LLC, he brings that expertise directly to homeowners who want trusted, local eyes on their investment.
- Photo report after every visit
- Real person emergency contact
- No markup on contractor invoices
- Fully insured
- Owners always in the loop
- Flat monthly fee — no surprises
- Personalized service — we learn your home
- Local expertise — we live here year-round
Everything your home needs, handled.
Weekly or bi-weekly walkthroughs with a written report and photos sent directly to you. We catch small problems before they become expensive ones.
Heat set, hot tub temp, and water clarity visually inspected. You walk through the door and it feels like a five-star arrival — not a chore list.
After you leave, we secure the home, adjust temperatures, check for issues, and send a confirmation report.
Trusted relationships with the best local plumbers, electricians, HVAC techs, and handymen. We schedule, supervise, and report — you just approve the work.
Burst pipe, power outage, storm damage — we respond fast. Real person, real response. Your home won't sit unattended through a crisis.
Customized visits to fit your needs, deliveries, guest and vendor access, Grand County Airport vehicle drop off and retrieval.
Simple, flat-rate plans. No surprises.
All plans are flat monthly — no surprise fees. Contractor invoices passed through at cost, no markup. Custom plans available.
Don't just take our word for it.
Toby has been taking care of my house for many years. I am so happy to have him! He is responsible, knowledgeable, honest and a good communicator. Your home is in good hands with Toby at the helm.
Granby Heating Service Company and owner John have been working with Toby for 18 years in the service and construction industry. Toby is a get it done type of businessman. He is very thorough, complete and very enjoyable to work with.
I've had the absolute pleasure of knowing and working with Toby for 20 years, and he is one of the most trustworthy and dedicated people I've ever met. Whether it's routine property checks or securing the house through harsh Colorado winters, Toby treats your property as if it were his own.
Built on trust. Backed by results.
Ready to stop worrying
about your mountain home?
"Simply arrive
and enjoy."
We serve a select number of properties in Winter Park, Fraser, Tabernash, and Grand County. Reach out today to learn whether your property is in our service area and which plan fits your needs.