Where island houses fail first
Most of these sit on granite block, and granite moves. I look at where the wooden sill meets the stone. That's where rot starts, and it's the most expensive thing on this list to put right.
I grew up on Mount Desert Island and spent years framing, shingling and restoring homes here with my father before I moved into real estate. Now I help buyers and sellers as a sales agent with The Knowles Company. Walk a property with me and I'll tell you what it's actually made of.
Happy to talk even if you're a year out from doing anything.
Salt air, granite ledge and a hundred winters are hard on a building. Here are six things I look at, bottom to top, before anyone starts talking about price.
Most of these sit on granite block, and granite moves. I look at where the wooden sill meets the stone. That's where rot starts, and it's the most expensive thing on this list to put right.
The framing tells you roughly when a house went up. Original timber that's still true means it has already survived a century of weather, and that counts for a lot more than fresh paint.
I check the course spacing and how long it's been since the last re-shingle. A re-shingle is a known number. Water that's already gotten behind them is not.
Most water damage I've repaired on MDI began at a chimney flashing or an ice dam. It's a small detail that decides whether a roof is a repair or a replacement.
Divided-light windows on an older cottage can often be restored rather than replaced. Knowing which is which changes your number before you write the offer.
Exposure sets the light, the wind load and the maintenance bill. Two near-identical houses a street apart can be very different properties to own.
Tap a number on the drawing to see each one.
My family has worked on Mount Desert Island for three generations of boat builders, fishermen and carpenters. My grandfather Pete and my great-uncle Vic built a fair amount of what's still standing here.
I went to MDI High School and started at The Knowles Company as a summer sales associate, working the front desk and learning the business from brokers who'd been at it for thirty years. Before that, and alongside it, I worked with my father Mike building and restoring houses across the island.
That's the part that makes me useful to you. When we walk a property, I'm not guessing. I've had the pry bar in walls like these. If a house has a problem, I'll say so, and if it's better than it looks, I'll say that too.
I work with first-time buyers, with people who've lived here their whole lives, and with folks from away looking for somewhere to come back to every summer. The job is the same either way: give you a straight answer and let you decide what to do with it.
Especially from out of state, where you can't swing by for a second look on a Tuesday.
Getting it ready, priced right, and in front of the people already looking.
For sale
3 Asticou Hill Trail, Northeast Harbor, ME
$3,750,000
View detailsFor sale
Seawall, Southwest Harbor, ME
$190,000
View detailsFor sale
Ellsworth, ME
$425,000
View detailsListing information is deemed reliable but not guaranteed. Full details are on each property's MLS page.
A selection of sales I took part in. Ask me about comparable results in your village.
Mount Desert Island isn't one market. Each village has its own price range, its own season and its own character.
★★★★★
We were buying in Maine from another state and it took five months. Our parameters changed several times. Matthew was patient, drove long distances to show us homes, and did Zoom showings when we couldn't travel. His construction knowledge helped us decide.
Phil L., March 2026
★★★★★
Very knowledgeable about the MDI market, the area and the people. Matthew found great buyers for our cabin and moved the process along smoothly.
Don M., December 2025
★★★★★
He walked me through the pros and cons of Bar Harbor, Northeast Harbor and Southwest Harbor for an investment property. Knew the market cold and was very responsive.
Billy P., November 2025
★★★★★
As a broker of forty years myself, I'd recommend him.
Frank Z., October 2025
I'd appreciate a few words. I read everything before it goes up.
Start where the wooden sill meets the granite foundation. That is where rot begins on island houses, and it is the most expensive item on the list to put right. After that: the framing, the condition of the cedar shingles on the weather side, the chimney flashing, whether the original window sash can be restored rather than replaced, and which way the house faces the water. Exposure sets the light, the wind load and the maintenance bill.
Bar Harbor is the largest town and the gateway to Acadia, with the widest range of housing and the strongest rental activity. Northeast Harbor is quiet and established. Seal Harbor is small and largely seasonal. Southwest Harbor is a working harbor with a strong year-round community. Tremont and Bass Harbor are the best value on the island. Somesville and Mount Desert sit central to everything. They are genuinely different markets, and the right one depends on how you plan to use the house.
Plenty of people do. Video walkthroughs and virtual showings cover the visits you cannot make in person, and I will give you a straight read on condition and likely repair costs before you write an offer. I can also point you to the local inspectors, surveyors and trades worth calling.
Beyond the purchase price, plan for winterizing, heating or draining systems in the off season, someone keeping an eye on the place while you are away, and the maintenance that salt air and coastal winters demand. Re-shingling is the big recurring one. None of it is a surprise if you know it going in.
A market analysis of what comparable properties in your village have actually sold for, not what they listed at. I will also tell you which improvements are worth making before listing and which ones you will not get back. That conversation is free and comes with no obligation.
If you're early on and just thinking things over, that's a good time to call. No pressure and no obligation.
The Knowles Company
1 Summit Road
Northeast Harbor, ME 04662