A sunlit Portland office with a velvet sofa, telescope, and vintage steamship poster
About Anchor

A third model for Maine property management.

Not a national platform. Not a legacy firm. Modern systems handle the operational load. Two founders bring the thinking.

Antique brass diving helmet resting on a 1940s wooden Zenith radio
Why Anchor

An anchor doesn't move. It holds. The buildings we manage are long-lived assets — they deserve a manager who thinks the same way.

Selective client list. Focused geography. Systems that scale without chasing volume. The work is steady on purpose.

The founders
Co-founder

Doug Castoldi

Raising his family on Cape Elizabeth, Doug brings operational expertise to everything built and managed by Anchor.

Co-founder

Dave Witting

Empty nesting on Great Diamond Island, Dave brings asset strategy to everything built and managed by Anchor.

Four service principles

The structural backbone of how we work.

Just what you need
modular services. Start with what matters now, add later.
Everything included
Flat fees. No vendor markups, no hourly emergency billing, no surprise charges.
Easy to switch
Custom migration tool, structured onboarding, and the 90-Day Switch Guarantee.
Stable growth
Selective client list, focused geography, systems that scale without volume chasing.
Modern infrastructure

The operating stack behind every property we manage.

Pilot House
Custom operations & Portland compliance
Buildium
Trust accounting, owner portal, ACH
Slack & OpenPhone
Team communications
Moneypenny
24/7 answering
Norway Savings Bank
Trust accounts
AppFolio
Migration tool for switching

Pilot House is live in production. We can demo the owner dashboard, the compliance module, and the maintenance triage queue before you sign.

Come see how we'd handle your property.