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What’s Driving the Market
Real estate insights, trends, and the forces shaping the market.


Big News From Washington: What the Senate's Housing Bill Actually Means for You
If you've been following the housing market at all, you've probably seen the headlines: the U.S. Senate just voted 90-8 to advance a sweeping housing reform package — and one provision in particular is getting a lot of attention. Let's slow down and talk about what this actually means, because there's a lot of noise out there right now. What the Bill Says The Senate's version of the bill mirrors legislation the House already passed, with one major addition: a prospective ban
David Cutler
Mar 62 min read


Massachusetts May Qualify for FEMA Storm Relief — Here's What Homeowners Should Know
This winter hit Massachusetts hard. We're talking multiple major storms, two to three feet of snow in some areas, ice dams on practically every other house, roof leaks, frozen pipes, and water finding its way into places it had no business being. Most homeowners just dealt with it quietly and moved on. But there's something worth knowing before you completely close the book on this winter. Massachusetts is currently in the process of evaluating whether the cumulative storm da
David Cutler
Mar 53 min read


The Platform Guide: Renting Your Home for the World Cup and Where to List it (Part 3)
A plain-English breakdown of the platforms homeowners use — and what's already happening in the news. Before I get into the platform breakdown I had planned for this post, I need to lead with something that broke over the weekend — because if you're a homeowner in the Greater Boston area, this is news worth stopping for. In the News: Airbnb Just Launched Its Biggest Host Incentive Ever — and It Applies Here Airbnb has officially launched what it's calling its largest new host
David Cutler
Mar 46 min read


Massachusetts Housing Market Forecast 2026–2027 | Will Home Prices Drop?
The Massachusetts housing market has moved out of the frenzy phase — but it has not entered a downturn. After several years of dramatic swings driven by record-low mortgage rates, bidding wars, and historic appreciation, the market is now recalibrating. Buyers have regained some negotiating leverage. Sellers no longer receive automatic offers over asking. Inventory has improved — but remains constrained. So what should Massachusetts homeowners expect in 2026 and into 2027? He
David Cutler
Mar 33 min read


Will Rising Middle East Tensions Affect Mortgage Rates? Here’s What Buyers and Sellers Should Know
Global Headlines, Local Housing: What Today’s Iran Tensions Could Mean for Mortgage Rates Over the past few days, rising tensions involving Iran have started moving global financial markets — and naturally, buyers and sellers are asking an important question: Will this push mortgage rates higher or lower? The honest answer is: both forces are happening at the same time. Understanding why requires looking at how global events actually influence mortgage rates. 1️⃣ Why Conflic
David Cutler
Mar 23 min read


5 Economic Shifts That Could Shape Real Estate in 2026 (Insights from my favorite economist, Marci Rossell)
I recently listened to an interview with one of my favorite economists, Marci Rossell, and she laid out five key economic developments that I believe directly impact housing — especially here in Massachusetts. Rather than give you textbook economics, here’s what actually matters and why it’s relevant if you’re buying, selling, building, or just watching the market. 1. The Fed Hit Pause — And That Matters The Federal Reserve kept rates unchanged at 3–3.5% at its January meetin
David Cutler
Feb 253 min read


🏡 2026 Home Trends: What Buyers Want, What’s Fading, and What Actually Adds Value
As we move into 2026, home design isn’t swinging wildly in a new direction — it’s maturing. After years of hyper-minimal gray interiors, pandemic-driven home offices, and fast cosmetic flips, the housing market is settling into something more intentional. National data from Zillow, Houzz, and the National Association of Home Builders (NAHB) suggests that homeowners and buyers alike are prioritizing warmth, personalization, and long-term livability over short-lived design stat
David Cutler
Feb 233 min read


🏡 Massachusetts Taps $140M to Build Affordable Homes and Transform Vacant Buildings — Here’s What You Need to Know
Massachusetts just took a huge step forward in tackling two of the state’s thorniest challenges at once: housing affordability and under-used commercial real estate. On Tuesday, February 17, 2026 , Governor Maura Healey announced a more than $140 million investment aimed at creating new housing and breathing new life into rundown buildings across the Commonwealth. Why it matters: the state isn’t just building units — it’s targeting affordability and vitality in downtown area
David Cutler
Feb 182 min read


The Best Buyer Discounts in 13 Years — What It Means for Massachusetts
For the first time in several years, buyers are regaining meaningful negotiating leverage. According to a recent 2025 housing analysis from Redfin, buyers who negotiated below asking price secured an average discount of 7.9% off the original list price — the largest markdown since 2012. On a median list price of $399,900, that equates to approximately $31,592 in savings . Nationally: 62.2% of homes sold below asking price 26% of buyers who negotiated below list received 10%
David Cutler
Feb 133 min read


Providence Place Labeled “Endangered.” What It Means for Rhode Island — and Bordering Massachusetts
Recent reports have described Providence Place as “endangered.” It’s a strong word — and when a major downtown landmark carries that label, it naturally raises concern. In commercial real estate, though, “endangered” usually signals financial pressure tied to debt — not an imminent closure. Providence Place, like many malls built in the late 1990s and early 2000s, was financed under a very different interest-rate environment. As those loans approach maturity, refinancing at
David Cutler
Feb 122 min read


🏈 What the Super Bowl Reminds Me About Buying a Home in New England
I’m writing this from Super Bowl LX in Santa Clara , where the New England Patriots are set to take on the Seattle Seahawks this Sunday at Levi’s Stadium. It’s a powerful reminder of how preparation, timing, and a little unpredictability shape both football and the current Massachusetts housing market. Both involve strategy, competition, and moments you don’t always see coming — and in both cases, you don’t win every play . 📉 You Don’t Win Every Offer A lot of buyers in Mass
David Cutler
Feb 62 min read


🏆 Boston Championships & Boston Home Values
A Time-Travel Look at Sports Glory and Real Estate This week I found myself taking a little trip down memory lane. Not in a DeLorean — but through Boston’s biggest sports moments and what was happening in the housing market around those same years. It started as a fun thought exercise and turned into a question I hear from time to time: Do championship teams actually impact home values? Boston has lived through some unforgettable sports eras. The early 2000s especially stand
David Cutler
Feb 42 min read


DIGGS moves to the Shovel Town! Coincidence? I Think Not.
Two Broken Shovels, a Two-Foot Storm, and the Question of Whether All Snow Shovels Are Created Equal Somewhere between clearing the driveway and wondering how much snow was still coming down, I realized I had officially entered that familiar New England headspace — cold, tired, halfway done, and quietly questioning my life choices. That’s also when it happened: two different snow shovels broke in the span of one storm . Same snowfall. Same conditions. Different designs. Same
David Cutler
Jan 263 min read


Is It a Bad Idea to List Your House in Winter?
As I’m getting ready to cover a colleague’s open house this weekend in Dedham — a hot market — it got me thinking about a question I hear from homeowners every winter: Is it a bad idea to list your house in winter? The honest answer: it depends — and the type of property you own matters more than the season itself. The winter listing myth (and where it breaks down) The idea that winter is “dead season” for real estate is outdated. Yes, there are fewer listings and fewer cas
David Cutler
Jan 232 min read


Massachusetts Real Estate Update: The Latest Sales & Price Data
If you’ve been following local headlines—or caught the update on WBZ News recently—you may have heard that Massachusetts home sales and prices are up slightly. That’s accurate, but like most real estate headlines, the real story lives in the details. Here’s a clear, no-fluff look at what’s happening in the Massachusetts housing market right now, and what it actually means for buyers and sellers heading into 2026. 📈 Home Sales Are Up — Modestly Recent data shows that Massachu
David Cutler
Jan 223 min read


The Great Wealth Transfer: How It’s Shaping Massachusetts Real Estate
In the coming decade, the largest transfer of wealth in U.S. history is already underway — and real estate sits right at the center of it. Across the country, Baby Boomers and older generations are beginning to pass down trillions in assets — especially homes and property — to Gen X, Millennials, and beyond. In fact, estimates suggest tens of trillions of dollars in wealth will change hands over the next 20+ years as heirs inherit assets previously accumulated over decades.
David Cutler
Jan 204 min read


World Cup Rentals Are Gaining Momentum — How Homeowners Can Prepare, Participate, and Do It Right
If Part 1 of this series got homeowners thinking, the last several days have made one thing clear: this conversation is no longer theoretical. A recent WCVB Channel 5 story highlighted how homeowners near Gillette Stadium are already exploring short-term rentals — and even home swaps — ahead of the 2026 World Cup . Since sharing the first installment, I’ve heard from homeowners and local contacts asking the same question: “Is this actually going to be worth it?” Based on what
David Cutler
Jan 155 min read


What’s Going On With the Sagamore Bridge — and What Is Eminent Domain, Anyway?
If you’ve driven to or from Cape Cod lately, you already know the Sagamore Bridge isn’t just another bridge — it’s the gateway. And right now, it’s also the center of one of the largest infrastructure projects Massachusetts has seen in decades. Let’s break down what’s happening, what it means locally, and why you may be hearing the phrase “eminent domain” tied into the conversation. What’s Happening With the Sagamore Bridge? The Sagamore Bridge, originally opened in the 19
David Cutler
Jan 133 min read


Last Week’s Headlines May Quietly Set the Stage for a Standout 2026 Real Estate Market
Last week was one of those moments where a handful of separate headlines, taken together, told a much bigger story. None of them guarantee an instant surge in activity. But collectively, they suggest that several long-standing pressure points in the housing market may finally be easing at the same time. That’s often how strong real estate years begin — quietly, before the broader narrative catches up. Earlier Access to Cash — and the Potential for Larger Refunds The IRS will
David Cutler
Jan 124 min read


What the Fed’s GDPNow Model Is Signaling About the Economy
There’s been a lot of talk about whether the U.S. economy is slowing, stalling, or heading for a “soft landing.” But some of the most recent data suggests something different may be happening. According to the Atlanta Fed’s GDPNow model , economic growth in 2025 has been stronger than many forecasts anticipated—and it appears to be accelerating as the year goes on. What is GDPNow? GDPNow is a real-time economic model published by the Federal Reserve Bank of Atlanta. It updat
David Cutler
Jan 92 min read
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