Middlesex County · Massachusetts
Watertown, MA Homes for Sale & Real Estate
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Watertown is a compact, walkable community on the Charles River just west of Cambridge and Boston. Its main hub is Watertown Square, where several major roads meet near the river, while Coolidge Square and the East End have their own clusters of shops. The former Watertown Arsenal along Arsenal Street has been transformed into a district of offices, shops and apartments.
Much of Watertown’s housing is two-family and multi-family homes on closely spaced streets, along with single-family colonials and capes, particularly near the hills on the north side. Newer apartment and condominium buildings have risen along Arsenal Street and Pleasant Street. Dolan O’Rourke’s agents can help you weigh the options here, from a two-family investment to a first condominium, and help sellers prepare for a strong listing.
Living in Watertown
Charles River Greenway
Paths on both banks of the Charles River run from Watertown Square toward Waltham and Cambridge, popular with walkers, runners and cyclists.
Arsenal Yards
The historic Watertown Arsenal site along Arsenal Street has been redeveloped into Arsenal Yards and nearby campuses, with shops, restaurants and a public park.
Watertown Square
Several main roads converge at Watertown Square near a dam on the Charles, creating a busy center with shops, the library and bus connections.
Watertown Community Path
A multi-use path heads east from Watertown Square toward Cambridge, giving residents a car-free route for commuting, errands and recreation on the east side of town.
Middlesex County · Massachusetts
Homes for sale in Watertown, MA
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Getting around and the outdoors
Getting around
Routes 16 and 20 run through Watertown, with the Massachusetts Turnpike just across the river in Newton. Frequent MBTA bus routes, including electric trolley bus lines, connect Watertown Square to Harvard Square and the Red Line. Downtown Boston is a short trip by car or transit.
Parks and recreation
The Charles River paths and the Watertown Community Path are favorites for walking and biking. Whitney Hill Park offers woodland trails on the north side, and Arsenal Park provides fields and playgrounds near the river. Paddlers can launch on the Charles for trips toward Waltham.
Villages and neighborhoods in Watertown
Nearby communities
Buying or selling in Watertown?
Whether you are buying your first home, moving up, downsizing or investing, our agents will guide you from the first conversation to the closing table.
- Buyers: Learn about our Buyer Representation Services.
- Sellers: Explore our Seller Representation Services and flexible listing tiers.
- Home value: Find out what your Watertown home is worth.
Client reviews
What our clients say
I had the absolute pleasure of working with John Dolan and Dolan O’Rourke Real Estate Services while selling my mother’s home. We were going through an extremely difficult transition. We were both unfamiliar with the process of selling a home. From day one, John made himself readily available and kindly explained every part of the process to my mother, always making sure she understood each detail. His knowledge and expertise goes far and above what we expected. His constant communication never left us guessing – we felt very involved in every part of the process. I was caring for my mother on my own and he did everything in his power to ease the burden of selling her property. John knew I had great anxiety over our difficult situation and would always tell me not to worry. He always found a resolution to every bump in the road- and now I am finally worry free! John made us feel cared for and safe. We cannot thank him enough for his hard work. He helped us find a deal that we never could’ve imagined and changed our life for the better!
John was amazing with helping us in our home buying journey! His knowledge and patience made things very easy for us as first time home buyers. I highly recommend John to anyone who wants professionalism and someone who’s gonna get the job done! Thanks John!
We worked with John of Dolan O’Rourke Real Estate Services to purchase our first home in the Greater Boston area. As first time home buyers, John invested a lot of time early on to educate us about what to expect and strategies to consider. Throughout the process John had great communication, listening and advice as we navigated a challenging market. John was approachable, knowledgeable and always fun to be around as we looked at numerous houses, and helped us shape our conversations to really dial in to what we were looking for. We would love to recommend John for future real estate services and are so appreciative of his hard work.
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