Having worked on properties across Nantucket and New England for 25 years, if there's one thing I've learned, it's this: the small problems become big problems fast. Between salt air, seasonal weather swings, and the general wear and tear every home faces, catching issues early is absolutely critical — especially in coastal environments where everything deteriorates faster.
This checklist will help you systematically go through your property and identify potential problems before they become expensive emergencies.
1. Roof and Attic
Exterior Roof
- Check for missing, damaged, or curling shingles
- Look for signs of roof wear around chimneys, vents, and skylights
- Inspect flashing for rust, damage, or separation
- Check for moss or algae growth (common on Nantucket)
- Look at the roof from multiple angles—stand across the street and look for dips or waves
Attic
- Check for signs of water intrusion—stains, dampness, mold
- Ensure proper ventilation—vents should not be blocked
- Inspect insulation levels and condition
- Look for daylight coming through any areas (indicates holes)
- Check for animal intrusion (raccoons and squirrels love island attics)
2. Exterior Walls and Structure
- Inspect siding for cracks, rot, or damage
- Check trim and moldings around windows and doors
- Look for signs of rot at the bottom of walls (where water splashes)
- Inspect foundation for cracks, settlement, or water intrusion
- Check that the ground slopes away from the foundation (at least 6 feet)
- Look for signs of pest activity—termites are rare here, but carpenter ants aren't
3. Windows and Doors
Windows
- Check that all windows open and close properly
- Inspect weather stripping—replace if worn
- Look for condensation between panes (seal failure)
- Check window wells for debris and proper drainage
- Test locks and latches
Doors
- Test all exterior doors—they should open and close smoothly
- Check weather stripping and door sweeps
- Inspect door frames for rot or damage
- Lubricate hinges and locks
- Check that deadbolts work properly
4. Gutters and Drainage
- Clean all gutters—remove leaves, debris, and sediment
- Check that gutters are properly attached—look for sagging
- Inspect downspouts for damage and proper disconnection from foundations
- Make sure water flows away from the house (at least 6 feet)
- Check for signs of previous overflow or ice dam damage
- Inspect gutter guards if you have them
5. Plumbing
Water Supply
- Check all faucets for leaks or low water pressure
- Look under all sinks for leaks or water damage
- Test toilets for running or rocking
- Inspect supply lines (look for bulging or cracked hoses)
- Check water heater—look for leaks, test pressure relief valve
Drains
- Test all drains—sink, tub, shower
- Check for slow drains (indicates buildup)
- Inspect floor drains and sumps
- Look for signs of past backups or flooding
6. Electrical
- Test all outlets and switches
- Check for warm or sparking outlets (fire hazard!)
- Inspect the electrical panel for corrosion or damage
- Make sure all circuits are properly labeled
- Test all GFCI outlets (in bathroom, kitchen, outdoor)
- Check outdoor outlets and covers
- Inspect extension cords and surge protectors
7. Heating and Cooling
- Change HVAC filters
- Test heating system before cold weather returns
- Clean or replace air conditioning filters (if applicable)
- Check ductwork for disconnected sections
- Test thermostat operation
- Clean supply and return vents
- If you have a heat pump, check the outdoor unit
8. Appliances
- Test all kitchen appliances
- Check refrigerator and freezer temperatures
- Inspect washer and dryer hoses
- Clean dryer vent thoroughly
- Test smoke and carbon monoxide detectors
- Check water heater temperature setting
9. Fire and Safety
- Test all smoke detectors (press the test button)
- Test all carbon monoxide detectors
- Replace batteries in all detectors
- Check fire extinguisher pressure and dates
- Inspect fire escape routes and windows
- Make sure house numbers are visible from the street
10. Exterior and Site
- Walk the property perimeter—look for erosion or drainage issues
- Check retaining walls for bulging or displacement
- Inspect driveways and walkways for cracks or damage
- Test outdoor lighting
- Check fencing for damage or instability
- Inspect decks and porches for rot or structural issues
- Trim trees and shrubs away from the house
- Check for rodent or pest entry points
11. Seasonal Property Considerations
If You're a Year-Round Resident
- This full checklist annually (spring is ideal)
- Check anything that might have been affected by winter weather
If You Have a Seasonal Property
- Do this inspection before you close up for the season
- Also do a quick check when you return in spring
- Consider a property management company to check during your absence
- Take photos to document condition for insurance
Know When to Call a Professional
This checklist will help you identify most issues, but some things require professional eyes:
- Anything related to structural integrity
- Electrical panel issues
- Roof work (seriously—don't climb on your roof)
- Major plumbing issues
- Anything involving permits orcode compliance
Start Your Inspection Today
Whether you're a year-round resident or a seasonal property owner, an annual inspection is the best way to protect your investment on Nantucket. Keep records of what you find—this helps with insurance claims and future sales.
If you need help with any item on this list, I'm here to help. With 25 years of trade experience inspecting and maintaining properties — including five years managing 31 buildings at Sankaty Head Golf Club — I know what to look for.
Contact me at (207) 740-7966 or request an estimate.