The house has four bedrooms and two of you. The upstairs bathroom hasn’t been used since 2019. You’re paying to heat rooms nobody walks into, shoveling a driveway that was sized for four cars, and there’s a lawn out back that made perfect sense when there were soccer games every Saturday.
And yet.
Downsizing is the move people think about for years before they make it, and it’s rarely because the math is hard. The math is usually obvious. It’s everything around the math that makes people stall.
I’ve helped a lot of families through this one, from Newburyport and Amesbury down through the Merrimack Valley and up into Exeter, Dover, and Portsmouth. Here’s what I’ve learned about doing it well.
Figure Out Where You’re Going Before You Figure Out How to Leave
This is the single biggest mistake I see. People put the house on the market because they’re finally ready, get an offer in eleven days, and then realize they have no idea where they’re actually moving to.
Downsizing around here isn’t one thing. It could mean a condo in downtown Portsmouth where you can walk to dinner. It could mean a single-level ranch in Stratham so you never take a staircase again. It could mean a 55-plus community, or a smaller place in Newburyport near the water, or moving closer to a daughter in Haverhill. Each of those is a completely different search, a different price range, and a different timeline.
Spend a weekend driving around and looking before you list. Not shopping — looking. Walk downtown Exeter on a Saturday morning and ask yourself if you’d want to live there. The clarity you get from that is worth more than any spreadsheet.
The Stuff Is the Real Project
Thirty years in one house produces an astonishing volume of possessions. The attic, the basement, the garage, the closet in the room that became an office. Most people badly underestimate this, and it’s the thing that stretches a two-month process into a nine-month one.
Start earlier than feels necessary. Months, not weeks.
Do it in passes rather than all at once. First pass, anything clearly trash or clearly donate. Second pass, the genuinely sentimental things. Third pass, the “I might need this” category, which is where most of the volume actually lives.
Call the kids early. Ask them, specifically, what they want — and get an actual answer. Adult children are frequently much less attached to the dining set than their parents assume, and finding that out in month one saves you from storing it for a year.
For the things nobody wants but you can’t bring yourself to throw out, take a photo. It sounds like a small trick. It works more often than you’d expect.
There are good estate sale companies and senior move managers all over this area, and for a lot of people the cost is absolutely worth it. I’m happy to point you toward ones I trust.
What to Fix and What to Leave Alone
Here’s where I save people money, and it’s the opposite of what most sellers expect.
Do not renovate the kitchen. I’ll say it again. Do not renovate the kitchen before you sell. You will not get that money back, and the buyer probably wants to do it their own way anyway.
What actually pays off in a home like this is boring: fresh neutral paint in the main rooms, professional cleaning including the carpets, dealing with any obvious deferred maintenance, and clearing enough furniture out that the rooms read as big. If your family room has been arranged around the same sectional since the Clinton administration, taking half the furniture out will make the space look considerably larger.
Buyers looking at a well-maintained family home understand it’s a family home. They’re not expecting a flip. They’re looking for good bones, a solid roof, and a house that’s clearly been cared for.
Timing the Two Sides of the Move
The question I get most: do I sell first or buy first?
There’s no universal answer, but there are a few structures worth knowing about.
Selling first and negotiating a rent-back gives you cash in hand and a defined window to find your next place while still living in the house. In a market where buyers are motivated, this is often more available than people think.
Making your purchase contingent on your sale protects you, but it makes your offer weaker. That matters more in some price brackets than others.
Some people sell, move into a short-term rental, and buy without any pressure at all. It’s an extra move, which nobody loves, but it puts you in the strongest possible negotiating position on both ends — and if you’re downsizing, you were going to be sorting through everything anyway.
Which of these makes sense depends on your equity position, your flexibility, and honestly your tolerance for uncertainty. It’s worth a real conversation rather than a rule of thumb.
The Part Nobody Puts in the Brochure
You raised your kids in this house. There’s a doorframe somewhere with pencil marks on it. The last walkthrough is going to hit harder than you’re expecting, and that’s not a sign you’re making the wrong decision.
I’ve sat with sellers in an empty living room on closing day more than once. What I’ve noticed is that the people who do best with it are the ones who gave themselves permission to feel it instead of powering through. Take the photos. Take the doorframe if you want — people do, and it’s a lovely thing to bring with you. Have the family over one last time before the furniture goes.
And then go be in a house where you’re not cleaning gutters at seventy-two.
One Financial Note
If you’ve lived in the home as your primary residence for at least two of the last five years, there are significant capital gains exclusions available on the sale, and the numbers involved for a long-held family home can be meaningful. Rules and eligibility vary, so talk to your accountant before you make decisions based on it — but do have that conversation, because it sometimes changes the timing.
Thinking About It?
If downsizing has been sitting in the back of your mind for a couple of years, the useful first step isn’t listing. It’s finding out what your home is actually worth today and what your options look like on the other side.
Call Laffely Real Estate Associates at (978) 255-4788 or email info@laffelyre.com, and we’ll come walk the house with you. No obligation, no timeline pressure — a lot of the people we talk to are still a year or two out, and that’s exactly when the conversation is most useful.
We’re a boutique agency serving buyers and sellers across Massachusetts and New Hampshire, and we handle this kind of move with the patience it deserves.




