There’s no shortage of advice when it comes to buying a home, but it’s often the unasked questions that make or break your experience. From unexpected costs to hidden neighborhood details, knowing what to ask can save time, money, and stress. For buyers in Portland, Maine, getting ahead of the process starts with asking smarter questions from the start.
Here’s a closer look at the lesser-asked but crucial questions every Portland buyer should be considering.
1. How long has the home been on the market, and why?
Many buyers focus on price and location but skip over one of the most revealing details: how long the home has been listed. In a competitive market like Portland’s, properties that sit longer than expected can signal issues that aren’t immediately visible. Maybe it’s priced too high, maybe it shows poorly, or maybe it had an offer fall through due to inspection problems.
Asking this early allows buyers to better gauge negotiating power, understand seller motivation, and anticipate potential concerns before falling in love with a listing.
2. What’s included in the sale?
It’s easy to assume the appliances stay or that the garden shed comes with the house, but not everything you see is automatically included. Every sale is different, and the purchase agreement should outline exactly what's staying behind. In Portland’s historic homes, for example, sellers may choose to take antique light fixtures or window treatments unless otherwise negotiated.
Among the top homebuyer questions, this one often gets overlooked, and yet it can have a major impact on what you’ll need to budget for after closing.
3. What are the average monthly utility costs?
This is a key question in Maine, where winters are long and heating costs can vary significantly. Knowing what to expect for oil, propane, electricity, or water bills will give you a clearer picture of what it really costs to live in the home, not just to buy it.
Ask to see past utility bills, especially if you’re buying an older home or considering switching fuel types. The more you know about energy efficiency, insulation, and HVAC systems, the better equipped you’ll be to plan ahead.
4. Is the home in a flood zone or subject to seasonal risks?
While parts of Portland are elevated and protected, other areas, especially near Back Cove, East Bayside, and some coastal pockets, can be prone to flooding or drainage issues. Knowing whether a home requires flood insurance (which can be a significant added cost) is essential before making an offer.
This also applies to rural properties in Cumberland County that may be impacted by heavy snow loads, seasonal road closures, or private well concerns. A smart buyer will ask about the property's risk factors early in the process, not after inspection.
5. What kind of maintenance does the property require annually?
From snow removal to roof upkeep, owning a home in Maine involves a different kind of routine than in other parts of the country. Does the home have gutters that need clearing every fall? Is the driveway paved or gravel, and who maintains it? What type of heating system is installed, and when was it last serviced?
These may not seem like urgent issues during a sunny spring showing, but understanding seasonal maintenance is one of the most practical questions a Portland buyer can ask.
6. How walkable or commutable is the location year-round?
Walkability may look great on a map, but it's worth asking what “walkable” really means during a Maine winter. Can you safely walk to the store in February? Are sidewalks plowed in your neighborhood? Is your commute manageable during a snowstorm?
Buyers relocating from urban areas may be surprised by how much the seasons shape accessibility in Portland. Ask how locals get around, and don’t be afraid to visit the neighborhood at different times of day or in less-than-ideal weather.
7. Are there any planned developments or zoning changes nearby?
That quiet lot next door? It may not stay empty for long. Ask your agent to help investigate any upcoming zoning changes or development plans that could affect your view, traffic, or future property value. In a city growing as quickly as Portland, understanding what's in the pipeline is critical to making a long-term decision.
This is especially important when buying in neighborhoods like Bayside or outer Portland areas like Riverton, where redevelopment is on the rise.
8. What’s the seller’s timeline, and how flexible is it?
Most buyers focus on their own timelines, but understanding the seller’s situation can help structure a stronger offer. Are they hoping for a quick close? Do they need a rent-back period? Knowing this can give you room to negotiate beyond just the purchase price.
In competitive markets, flexibility can be just as valuable as cash. Your agent can guide you in tailoring your offer to match the seller’s needs while still protecting your own interests.
9. How competitive is the current market for the type of home you're buying?
This is one of the top homebuyer questions that’s often asked too late, after you’ve already lost out on a home or made a rushed offer. Knowing how competitive the market is for your price range and location will shape your strategy. Some neighborhoods are seeing multiple offers within days, while others may have slower movement depending on inventory.
A clear understanding of current conditions allows you to move decisively without overpaying or overextending your expectations.
10. What happens after the offer is accepted?
The steps between an accepted offer and closing can be surprisingly complex. Home inspection, financing contingencies, appraisal, title search, final walkthrough, there’s a lot that needs to happen, and timelines matter. Make sure you understand the full process so there are no surprises once you’re under contract.
Your Lifestyle Properties agent will walk you through this in detail, but being proactive with your questions helps you feel informed and confident.
Empowering Buyers With the Right Questions
While it’s easy to get swept up in finding the “perfect” home, smart buyers know that asking the right questions early is key to a successful purchase. From hidden costs to neighborhood dynamics, the top homebuyer questions aren’t always the ones you see on a checklist, but they’re the ones that protect your investment and your peace of mind.
Ready to Buy Smarter in Portland?
Whether you're a first-time buyer or relocating to the area, Lifestyle Properties offers more than just listings. Their experienced team helps you navigate every step of the process with clarity, local insight, and the answers to questions you didn’t know to ask.
Connect today to start your home search with confidence and get the guidance you deserve in Portland’s fast-moving market.