As the crisp September air will soon roll into Boston, you should keep in mind it’s the best time to prepare your home for the long New England winter ahead. Early fall’s mild weather and lower contractor demand make this month the sweet spot for home maintenance. Here are ten must-do tasks for Boston homeowners that can save money, increase comfort, and help prevent costly repairs down the road.

1. Clean Gutters and Downspouts
Boston’s iconic tree-lined streets — from the leafy suburbs of Brookline to the historic charm of Beacon Hill — drop plenty of leaves starting in September. Clearing gutters now prevents clogs, water damage, and dangerous ice dams once winter storms arrive.
Local tip: Homes under mature maples or oaks may need a second cleaning in late October after peak leaf fall.

2. Inspect and Service Your Heating System
Beat the late-fall HVAC service rush. A September tune-up for your furnace or boiler ensures you’re not left shivering on the first frosty night.
Local tip: Many Boston triple-deckers and older homes still have steam or radiator heating — these systems benefit from early maintenance to prevent noisy pipes and uneven heating.

3. Seal Gaps Around Windows and Doors
Even tiny cracks let Boston’s winter winds sneak in, raising heating costs. Apply fresh weatherstripping or caulk to block drafts and improve efficiency.
Local tip: In historic brownstones, check for worn window glazing or warped sashes — small repairs now can make a big difference.

4. Touch Up Exterior Paint or Trim
Early fall’s lower humidity and steady temperatures are perfect for painting. Address peeling trim or faded siding before snow and salt cause further damage.
Local tip: Homes near the coast (like in East Boston or Winthrop) face more salt air corrosion — talk to a local contractor about which paints will last longer.

5. Power Wash Siding and Walkways
Pollen, mildew, and Boston’s summer street grime can build up on your exterior. A good power wash refreshes curb appeal and prevents deterioration.
Local tip: Brick rowhouses can benefit from gentler cleaning methods to avoid mortar damage — avoid high-pressure blasts on older masonry, unless you've consulted with someone experienced on the matter.

6. Reseed and Fertilize the Lawn
Cool-season grasses love Boston’s September weather. Overseeding now helps lawns recover from summer heat and ensures a thick, healthy yard come spring.
Local tip: In shady yards under Boston’s big elms or maples, choose shade-tolerant grass blends for better results.

7. Deep Clean Carpets and Rugs
Once the chill sets in, closed windows mean indoor air quality matters more. Removing pollen, dust, and allergens now makes for a healthier home.
Local tip: Boston’s older homes with hardwood floors under rugs can benefit from a quick inspection — it’s the perfect time to catch signs of pests or moisture damage.

8. Inspect and Clean Dryer Vents
Lint buildup is a common cause of house fires. Cleaning vents improves safety and dryer efficiency.
Local tip: Many Boston condos and multifamily buildings have long, winding vent ducts — these require special cleaning tools to reach the full length.

9. Service Your Fireplace or Chimney
Whether it’s a wood-burning fireplace in a Beacon Hill brownstone or a gas insert in a South End condo, have it inspected and cleaned before first use.
Local tip: Older Boston chimneys may need a new liner to meet current safety codes — consider having an inspection.

10. Install or Test Carbon Monoxide Detectors
Heating systems, fireplaces, and enclosed garages can all produce carbon monoxide. Make sure detectors are installed on every floor and are in working order.
Local tip: Massachusetts law requires CO detectors within 10 feet of bedroom doors — September is a great month to check compliance before winter.
Bottom line: September in Boston is prime time for preventative home care.
A few smart weekend projects now can keep your home efficient all winter long — and leave you free to enjoy everything from Red Sox games to leaf-peeping without worrying about costly emergency repairs. At Boston Pads, we know that well-maintained Boston real estate holds its value and attracts better tenants or buyers. Whether you’re preparing to sell, rent, or simply enjoy your property, our team offers the local expertise and market insights Boston homeowners rely on year-round.
Elias Kassis
Published September 8, 2025