Summer Home Shopping in Massachusetts? Here’s How to Beat the Competition Without Overpaying

Chris Kostopoulos
A life-long Boston native, Chris is the owner and CEO of the Chris Kostopoulos Group, a team that he formed after he spent sixteen years helping ...
A life-long Boston native, Chris is the owner and CEO of the Chris Kostopoulos Group, a team that he formed after he spent sixteen years helping ...
So, You’re Home Shopping This Summer? Let’s Make Sure You’re Ready for the Ride.
Summer in Massachusetts brings a unique energy to the housing market. With warmer weather and the school year winding down, many families start thinking about making a move. There’s typically more inventory available, making it easier to envision settling into a new home before the fall rush.
However, you’re not alone in this thought.
Summer is peak buying season in our state, which means increased competition and heightened pressure. Homes can sell in a matter of days—or even hours. If you’re not prepared, it’s easy to find yourself overpaying or rushing into a decision that doesn’t feel right.
The good news is that you don’t have to outspend everyone to find a home you love. Instead, you just need to outsmart the competition.
1. A Strong Offer Isn’t Always the Highest One
When homes are flying off the market, it’s tempting to think that the only way to secure a property is to offer significantly over the asking price. But here’s the key point many buyers overlook: sellers don’t always choose the highest offer.
They often prefer the buyer who seems like a sure bet.
This could mean someone who is fully pre-approved (not just pre-qualified), who can be flexible on closing dates, who is willing to waive certain contingencies, or who simply makes the entire process feel straightforward and stress-free. In a fast-paced market, confidence and clarity can be just as valuable as a higher offer.
2. Look for Clues in the Listing (They’re There—Promise)
Every property listing has its own story. You just need to know how to read between the lines.
If a home is empty and staged beautifully, it’s likely that the sellers have already moved out and may be eager to sell quickly. Conversely, if the home is filled with personal items and hasn’t seen any recent price adjustments, the sellers might not be in a hurry. If a property has recently come back on the market after a failed sale, the seller may be more open to a straightforward, no-nonsense offer.
Pay attention to what’s missing, too. A listing without interior photos, a sparse description, or an unusually low price could indicate that the house needs work—or that the agent is trying to spark a bidding war.
This is where a knowledgeable agent becomes invaluable. We don’t just show you the property; we reach out to the listing agent, ask the right questions, and help you decipher the details so you’re not making blind offers or missing out on opportunities.
3. Don’t Fall Into the “It’s Perfect” Trap
We see it all the time: you step into a house, and everything just clicks. The kitchen looks like it came straight from your Pinterest board. The backyard has the exact layout you envisioned. And suddenly, logic takes a backseat.
When this happens, it’s easy to overlook important factors you would have considered earlier—like the commute, an awkward upstairs layout, or the absence of a garage (even if you’ve always said that was a dealbreaker).
This is how buyers end up stretching their budgets, waiving essential protections, and making choices they regret down the line.
So here’s your reminder: there’s no such thing as a perfect home. Every property comes with its own set of trade-offs. The key is to know your must-haves and nice-to-haves before you start touring homes—and to reassess your priorities after each showing.
If you’re buying with a partner or family member, make sure you’re on the same page early on to avoid rushed or emotional decisions. A clear plan is always better than a panicked reaction.
4. Know When to Walk Away (Even When It’s Hard)
One of the most underrated skills in real estate is knowing when to walk away.
There will be moments when it’s tempting to push through just to “win”—even if the inspection reveals significant issues, the seller won’t budge on price, or something just doesn’t feel right.
We’ve had clients pass on homes they were convinced were “the one,” only to discover something better a few days later—often with fewer headaches, more space, or a more functional layout. By saying no to the wrong house, you create space for the right one.
5. The Agent You Choose Makes a Bigger Difference Than You Think
There’s a wealth of advice online, countless apps, and endless lists. But none of that can replace a good agent who understands your local market, knows your goals, and can effectively strategize when the pressure is on.
The best agents do more than just schedule showings and handle paperwork. They help you strategize, advocate for your needs, and keep you grounded when emotions and competition run high.
They’ll guide you on when to push forward and when to hold back. When to adjust your terms and when to stand firm. Most importantly, they’ll help you feel confident that you made a decision that’s right for you, not just one that fits the market.
This approach helps you avoid buyer’s remorse and ensures you end up in a home you’re genuinely happy with.
Final Thoughts
Summer home shopping in Massachusetts can feel like a whirlwind. There are more homes available, yes—but there are also more buyers eager to snag them. This creates pressure to move quickly, make strong offers, and decide on the fly.
But here’s the thing: fast doesn’t have to mean frantic. Competitive doesn’t have to mean chaotic. With the right mindset, a solid plan, and the right people supporting you, you can make smart buying decisions while keeping your sanity intact.
We’re here to help you achieve that.
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