
There is no single scoreboard that crowns one person forever, but if you ask around Arlington long enough, the same name pops up for a lot of buyers and sellers: real estate agent and broker Stewart Woodward. People who work with him usually want straight answers, careful reading of the local housing market, and someone who treats their move like a real project, not a lead.
This page explains why many Arlington homeowners and those looking for homes for sale in Arlington see Stewart as their best real estate agent fit.
When people say they want the “best real estate agent in Arlington,” what they usually mean is someone who is calm under pressure, knows the real estate market, and doesn’t disappear once the listing agreement is signed. That is where Stewart tends to stand out.
He has 12 years of experience as a real estate agent, built on 40+ years of running businesses and working face to face with clients. Before real estate, he ran a commercial photography business based nearby, which is where the eye for detail comes from. That history shows up in how he looks at a property, from light and layout through to small condition items that an appraiser or buyer might notice.
Stewart runs his own Metro West Home Team brand and works under a modern brokerage structure, but his style is very one-to-one. Buyers and sellers work directly with him, not a rotation of assistants. He walks through pricing, staging, and timing in plain language. That’s something he’s careful about early in the relationship so expectations stay realistic.
For Arlington homeowners and home buyers who care less about flash and more about results, that mix of experience and steady communication is usually what earns him a second meeting.
A “top real estate agent” claim is only useful if the numbers back it up. Stewart’s track record does a lot of that work quietly in the background.
Across his career, he has 69 total sales on record and 26 closed sales with $15.1 million in total value in one recent reporting period. One recent year shows $5.6 million in total sales and an average price point of about $667,100, which lines up with the kind of residential real estate Arlington and Greater Boston see today.
For sellers, the stats are even more pointed. In recent years, Stewart’s seller clients have seen their homes sell for an average of 98.58% of original listing price, with offers typically accepted within about 12 days. In practice, that means his pricing conversations are grounded in the real housing market, not wishful thinking.
These are the kinds of numbers serious buyers and sellers tend to look for when they want more than marketing language.
The review snippets tell a pretty consistent story. They describe him as reliable and honest, guiding them from start to finish and even connecting them with a mortgage broker who got the job done.
I have known Stewart for quite awhile even before he started his real estate career. 2 years ago when I decided to buy my own property the first person I called was Stewart. He is very reliable and honest and he guided me from start to finish. He even recommended me to a reliable mortgage broker which made things easier. I am forever grateful to him for his help and hard work and would very highly recommend him to anyone who wants to be a homeowner. - Zillow Review
Stewart is a great guy to work with. Stewart listened carefully to what kind of house and property we were interested in and then showed us a house that was exactly right for us. We didn't end up getting the house, but Stewart was on our side. He later told us about another house that was also very close to the target of what we want. Stewart knows the area very well and is very responsive & respectful -- not pushy. I highly recommend him as an agent. - Zillow Review
Stewart represented the seller's in our real estate transaction. He was friendly and very responsive. He was also happy to accommodate our schedules, which was wonderful. - Zillow Review
Stewart is based just next door in Waltham, and he works a lot of the same eastern Massachusetts corridors that Arlington homeowners watch: Greater Boston, metro Boston, and nearby towns like Belmont and Medford. That overlap matters more than people might think.
A real estate agent in Arlington has to understand how buyers move between these communities. Someone might start in one town, adjust budget or commute, and end up in another. Stewart has seen that pattern repeat many times. He can explain, in simple terms, what changes when a homeowner sells in Arlington and buys in a neighboring market—or when a buyer is trying to land in Arlington from somewhere else.
He stays close to residential real estate as his core, but he has worked with multi-family properties and other real estate transactions as well. So when a property doesn’t fit the neat “single-family” box, he doesn’t freeze up. He’ll tell you where the complexity really is and what probably doesn’t matter as much as people fear.
This is usually where clients lean in: when a real estate agent can talk through both the house in front of you and the broader housing market without turning it into a seminar.
For buyers and sellers in Arlington, those numbers point to a fast, high-demand environment. In real terms, preparation, realistic pricing, and clean contracts matter a lot, because the real estate market is not forgiving when someone guesses.
Most people figure this out in one or two conversations. Stewart walks through your timing, finances, and plans, then explains how he would approach your sale or purchase. If his direct, numbers-based style feels comfortable and you trust how he talks about risk, that’s usually a good sign.
A strong real estate agent in Arlington handles pricing, paperwork, marketing, showings, negotiation, and a long list of small problems that pop up between offer and closing. Stewart also coordinates with lenders, attorneys, inspectors, and appraisers. People are often surprised how much quiet, behind-the-scenes work it takes to keep a deal on track.
Sooner than most people think. Sellers do better when the real estate agent sees the property before any big projects or staging spend. Buyers gain a lot by talking with him before visiting open houses, so budget, neighborhoods, and expectations line up. Calling him once you are already stressed usually means backing up a few steps.
On paper, selling by owner looks like a way to save the listing commission. In practice, FSBO sellers often underestimate pricing work, marketing reach, negotiation, and legal paperwork. Stewart has seen deals fall apart over small issues that a real estate agent would have flagged early. That risk is what many homeowners decide they don’t want.
Stewart is a Massachusetts licensed Real Estate Broker and REALTOR with the Metro West Home Team, backed by Seller Representative Specialist and Military Relocation Professional designations. He has 12 years of experience as a real estate agent and a much longer history as a local business owner and community volunteer.
He is active in local organizations and housing conversations, which keeps his view of Arlington aligned with what is happening on the ground, not just online. Buyers and sellers who reach out can expect a straightforward conversation, clear explanations, and a plan that lines up with their real estate goals in Arlington and the surrounding Greater Boston area.
