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Annual Home Maintenance Checklist to Keep Your Property Value Up

Lailan Bento October 9, 2025


A home is one of the most significant investments you can make, and protecting that investment requires steady care. Small issues left unchecked can turn into costly repairs, while regular upkeep helps preserve comfort and value. By following a structured annual home maintenance checklist, homeowners can keep their properties in top condition and avoid surprises. This proactive approach not only supports day-to-day living but also ensures that a home retains its appeal when it comes time to sell.

Spring: Refresh and Repair After Winter

Spring is the ideal season to assess the impact of cooler months and prepare for warmer weather ahead. Start by carefully inspecting the roof for missing shingles, damaged flashing, or clogged gutters. Addressing roof concerns early prevents water intrusion when seasonal rains arrive.

Exterior surfaces often need a refresh as well. Power washing siding, patios, and driveways removes buildup and brightens curb appeal. If exterior paint is fading or chipping, touch-ups maintain both appearance and protection.

Spring is the time to service HVAC systems inside the home. Replace filters, schedule professional inspections, and ensure the air conditioning is ready for heavier use. Checking for leaks in plumbing fixtures and under sinks also helps prevent water waste and potential damage.

Summer: Focus on Outdoor Living and Energy Efficiency

With longer days and increased outdoor activity, summer maintenance often centers around exterior features. Inspect decks and patios for loose boards or structural wear, then reseal wood surfaces to prevent sun damage. Outdoor furniture may also benefit from cleaning or refinishing to ensure it is ready for entertaining.

Windows and doors deserve extra attention during the warmest months. Resealing gaps and replacing worn weatherstripping improves energy efficiency, keeping cool air inside and reducing utility costs. Inspecting ceiling fans and ensuring they rotate counterclockwise helps maintain airflow and comfort indoors.

Landscaping is another priority. Trim trees and shrubs to prevent overgrowth near the house, which can affect siding and roofing. A healthy lawn not only boosts aesthetics but also supports the overall presentation of the property.

Fall: Prepare for Cooler Weather

As temperatures begin to shift, fall is the time to focus on protecting systems before winter. Begin by servicing the heating system. Replace filters, test thermostats, and schedule a professional inspection to ensure reliable performance.

Once leaves start to fall, gutters require careful cleaning. Blocked gutters can cause water to pool, damaging roofs and foundations. Checking downspouts to ensure proper drainage helps safeguard the home’s structure.

It is also a good season to inspect insulation. Adding insulation where needed improves energy efficiency and comfort during cooler months. Weatherproofing doors and windows by sealing gaps provides another layer of protection against drafts.

Outdoor irrigation systems should be drained or adjusted according to the climate. Preparing the garden and yard for winter ensures that landscaping remains healthy and easy to revive in spring.

Winter: Protect the Home and Plan Ahead

Even in regions with mild winters, colder months present their own challenges. Indoor maintenance takes priority. Test smoke and carbon monoxide detectors to confirm they are functioning properly. Review safety equipment, such as fire extinguishers, to ensure readiness.

Plumbing is especially important during winter. Insulating exposed pipes can help prevent freezing and costly bursts in colder areas. For homes in warmer climates, winter provides an opportunity to tackle indoor projects like repainting, refinishing flooring, or updating lighting.

Winter also offers time to plan for the year ahead. Reviewing the home’s overall condition, scheduling upcoming upgrades, and budgeting for larger projects ensures that maintenance remains consistent and manageable.

Year-Round Essentials

Some tasks are best addressed continuously rather than seasonally. Regularly checking for leaks under sinks, around appliances, and near water heaters helps catch problems before they escalate. Replacing HVAC filters every one to three months keeps systems efficient and air quality high.

Keeping a watchful eye on caulking around tubs, showers, and backsplashes prevents water damage in kitchens and bathrooms. Inspecting garage doors and automatic openers ensures both convenience and safety. Staying consistent with these tasks means fewer surprises and smoother homeownership overall.

Why a Checklist Matters

Maintaining a home without a plan can feel overwhelming. A home maintenance checklist breaks responsibilities into manageable steps and keeps important tasks from slipping through the cracks. It provides structure, ensuring that small details receive the same attention as larger projects. This level of organization is what keeps homes looking fresh and functioning properly year after year.

The benefits are even greater for homeowners considering a future sale. Well-maintained properties show better during listings and appraisals. Buyers notice the difference when systems are updated, exteriors are cared for, and interiors are fresh. A consistent record of upkeep signals to buyers that the property has been valued and protected, often leading to stronger offers.

Protecting Value in Every Season

Homeownership comes with responsibility, but it also brings the reward of security and pride. Committing to a steady schedule of maintenance ensures that comfort, efficiency, and value are preserved. No matter the age or style of the home, regular care remains the key to protecting what is often a family’s most important asset.

Local Expertise for Your Real Estate Goals

Maintaining a property is essential, but so is navigating the real estate market with confidence. In Kailua-Kona, HI, Lailan Bento has built a reputation for guiding clients through the process with skill, care, and insight. Her experience ensures that sellers understand how well-maintained homes attract strong offers and that buyers recognize value when they see it. With a deep understanding of the market and a commitment to exceptional service, she helps clients align their real estate decisions with both lifestyle and long-term investment goals. Partner with Lailan Bento today to learn more about the real estate market in Kailua-Kona, HI.

*Header image courtesy of Unsplash



Lailan Bento

About the Author

Lailan Bento is the principal broker and co-founder of Hawai’i Development Group, where she is recognized for her integrity, expertise, and dedication to client satisfaction. She began her career in the governor’s office, gaining invaluable experience in Hawai’i laws and regulations, before establishing herself as a respected businesswoman in real estate. Known for her relentless drive and commitment to going above and beyond, Lailan’s love for her island home and community is at the heart of her work, making her a true embodiment of the spirit of Aloha.

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