HARBOUR & HILL ESTATES — PRIVATE ESTATE MANAGEMENTHARBOUR & HILL ESTATESFILE 2026–27 — NOW TAKING FOUNDING CLIENTSCOLLINGWOOD, ON
Harbour & Hill — Private Estate Management
Call Tom & Jon705.444.4338Free assessment
photo — winter morning, illustrative

Home watch · Georgian Bay to Wasaga

Your home, checked point by point.
Proof in your inbox.

You are two hours away. We are ten minutes away — walking the same 24-point checklist on every scheduled visit, with photographs and a time-stamped log written for your insurer.

Start with a free property assessment
No cost, no obligation. The area alone is enough to start — we walk the property, price the cadence your policy needs, and Tom or Jon replies within one business day.
24Points on every visitSee the full checklist
Security & recordSECTime-stamped photo logInsurance compliance checkAlarm system statusFront & rear doors secureWindows locked & intactInterior pest & security sweep
Water systemsWTRFaucets, sinks & toiletsMain water shut-offSump pump testedMain floor drainMoisture & intrusion signsWater heater inspected
Heat & powerHTPFurnace / AC operationSmoke alarms testedCO alarm testedFridge & freezer tempsHVAC filter conditionBreaker panel inspected
ExteriorEXTRoof visual inspectionVents & drainageSnow, ice & vegetationStorm damage assessmentFoundation, drive & walkwaysCondition & exterior photos

Section 01 — The risk argument

A camera can tell you.

It can’t shut the water off.

Sensors and cameras are useful. But a phone alert at 11pm from three hours away is only worth what someone nearby can do about it. Four things cost owners here the most money — and every one of them is about the gap between the alert and someone arriving.

01

Frozen & burst pipes

A furnace quits on a Friday night in January.

Unchecked, that is a flooded lower level by Sunday and an adjuster on Monday.

What we checkHeat, main shut-off, every fixture and appliance connection

RSK-PIPE
02

Snow load & ice

Escarpment snow is heavier than most owners expect. Roofs, decks and vents up here carry weight nobody planned for.

What we checkRoofline, deck spans, vents, eaves and ice damming

RSK-LOAD
03

Storm chutes & sump pumps

After every big blow, someone should confirm water is leaving the property the way it was designed to.

What we checkSump tested, chutes cleared, grading and downspouts

RSK-WATR
04

Your policy wording

Many policies limit coverage on an unoccupied home unless it is checked at set intervals. We document every visit.

What we checkVisit log written to satisfy vacancy language

RSK-POLI

Most owners up here already have someone looking in — a neighbour, a friend down the road. That was the right answer until now. But a favour isn’t a schedule, and it isn’t documentation your insurer will accept.

Section 02 — Packages

Three levels of oversight, priced in the open

Starting prices for a typical three-bedroom property inside our core area. The full comparison — every line, all three tiers — is one click away.

  • Standard

    Homes left for weeks at a time

    From$249/ month

    • Two scheduled visits a month
    • Full 24-point checklist, every visit
    • Post-storm check on request
  • Our recommendation

    Enhanced

    Away most of the season, or renting part of the year

    From$349/ month

    • Weekly visits, same 24-point checklist
    • Alarm response included
    • Arrival & departure prep

  • Estate

    Larger properties, multiple buildings, club-adjacent estates

    By request

    • Any cadence
    • Seasonal opening & closing
    • A founder as your direct contact
Compare all three in detailNot sure? Start with the assessment

Section 03 — The vacancy clause

Your policy may already assume someone is checking in.

Most Ontario policies carry language about unoccupied dwellings — and it is rarely the fire or the break-in that gets denied. It is the water damage in a house nobody had walked through in five weeks.

Read the plain-language explainerHave us read your wording
Typical wording — paraphrased, illustrative
… this policy does not insure loss or damage occurring after the dwelling has been vacant or unoccupied beyond the period stated, unless the insured has arranged for the dwelling to be inspected at the stated interval by a competent person…

Not a quotation from any specific policy. Read yours — or send it to us.

Service area

Ten minutes away, not three hours.

Collingwood · The Blue Mountains · Craigleith · Thornbury · Georgian Bay shoreline · Wasaga Beach · Osler Bluff · Georgian Peaks · Alpine · Devil's Glen

The full area →

Section 04 — Who attends

We live here. That is the whole idea.

PERSONNEL 01

Tom Griggs

Cofounder · Real Estate Lead

Knows which roofs hold snow and which trades show up.

PERSONNEL 02

Jonathan Simopoulos

Cofounder · Operations

Builds the checklists, writes the reports, answers the phone.

Two owner-operators, ten minutes from the properties they look after.

Meet Tom & Jon

Section 05 — Free property assessment

Let’s walk your property together.

An hour on site, no cost and no obligation. Here is what happens after you press send:

  • Tom or Jon replies within one business day
  • We walk the property together — about an hour
  • You get a written recommendation: cadence, watch list, and what it would cost
  • We never share your address or that your home sits empty
Call Tom & Jon705.444.4338Professional oversight. Complete peace of mind.
Assessment requestFORM HH-ASSESS

Replies come from Tom or Jon within one business day. We never share your address — or that your home sits empty.

Prefer to talk? Call Tom & Jon at 705.444.4338.

Call Tom & Jon705.444.4338Free assessment