Destination Guides

A Move to the Suburbs: Spotlight on Greater Boston, Massachusetts

With excellent schools, sprawling properties and access to countryside and the coast, the upscale suburbs of Dedham, Dover, and Westwood surrounding Boston, Massachusetts, may prove irresistible for some

A vast number of big technology and biotech companies are represented in and around Boston, Massachusetts, in addition to some of the country’s most revered universities. But it’s the lifestyle outside of this major city that attracts families, who come for the excellent public and private schools and stay for the fulfilling work-life balance. Dedham, Dover and Westwood are all located less than 45 minutes from downtown Boston, are connected by the Charles River, and each town has its own charms to consider.

The Baker Library, Bloomberg Center, and Harvard University sit alongside each other overlooking the River Charles in Boston, Massachusetts. Photograph and banner image: Getty.

Property Perks

“Property-wise, many of the residences in these suburbs were built in the early 20th century, originally as summer homes for the wealthy citizens of the post-Victorian era who had town houses in nearby Boston,” says Jay Boyle, broker for LandVest, an exclusive affiliate of Christie’s International Real Estate in the region. “Connected by the Charles River, and 45 minutes to the bridge across to Cape Cod, properties offer an outdoorsy lifestyle, while remaining within commutable distance of a major city. Furthermore, for the skier, hiker, or watersports enthusiast, opportunities are all within a morning’s drive. It’s not unusual for residents here to spend the day at the lakes and mountains of Northern New England or at the beaches of Cape Cod to the south.”

Dover

“One of the main reasons to move to Dover is the schools,” says Boyle. “The public school systems in Dover are consistently ranked as the best in the state.”

Homes and lighthouse on beach
The beaches of Cape Cod are just a morning’s drive away from the suburbs of Dover, Dedham, and Westwood, outside Boston, Massachusetts. Photograph: Getty.

Located in Norfolk County, about 40 minutes’ drive from downtown Boston, Dover is a residential town in a peaceful rural setting with many scenic roads. “On the weekends you’ll see a lot of cyclists out touring the area. It’s very picturesque,” says Boyle.

The public school systems in Dover are consistently ranked as the best in the state

First settled around 1635, Dover has managed to keep vast swathes of its land building-free, maintaining a country-like feel thanks to residents’ strong support of protection plans such as Open Space. There are miles of shady trails and woods for walking, cross-country skiing, birding, and horseback riding, as well as access to the Charles River.

Residents of Dover, Dedham, and Westwood can ski and hike in the White Mountains to the north of Boston, Massachusetts. Photograph: Getty.

The original owners of 344 Dedham Street—a four-bedroom property originally built in 1951 and currently on the market with LandVest, the exclusive affiliate of Christie’s International Real Estate in the area—employed Hugh Stubbins as the architect. “Stubbins was the successor to Walter Gropius, who founded the Bauhaus movement in the greater Boston area,” says Boyle. “They were both at the Harvard Graduate School of Design and they were also affiliated with MIT [Massachusetts Institute of Technology].” The property has been thoroughly modernized with new systems throughout, while respecting the Mid-Century Modern architecture, which includes floor-to-ceiling windows that frame long views down the CharlesRiver.

On the Market

Mid-Century Riverside Retreat in Dover, Massachusetts

Garden path to single-level house
Located on a bend in the Charles River, this four-bedroom property is set on six acres (2.4 ha) of private land. Thoughtfully conceived, the house features floor-to-ceiling windows, a fieldstone fireplace, stone floors, and recently upgraded systems, and is located in what might be Dover’s best commuting location.

Dedham 

Also founded in 1635, Dedham is one of the original colonial towns settled after Boston. Today, it’s mostly residential, with good public schools as well as access to the area’s top private schools, outdoor recreation, great shopping, restaurants, quick access to Interstate 95 and the commuter rail, and the cultural attractions of downtown Boston just 10 miles away.

High-rise office buildings
Boston’s financial district, as seen here from Boston Harbor, is home to the headquarters of many of the country’s largest insurance companies, banks, and private equity firms. Photograph: Alamy.

“The first public school in the country was built here in the 1600s, and today there are both quality public and private schools,” says Boyle. “In Precinct One, the colonial area of the town, there are well known private schools: Noble and Greenough and Dedham Country Day. Adjacent to the town you have Milton Academy and St Sebastians. It’s fair to say families move here for the schools alone.”

On the Market

Warerside Colonial Revival Mansion in Dedham, Massachusetts

Mansion with circular driveway
In the heart of Dedham’s Precinct One, this handsome Colonial Revival mansion on the market with LandVest, an exclusive affiliate of Christie's International Real Estate, has been brought into the 21st century by its owners. The formal rooms all have water views, and beyond the house are a beach and a granite dock for swimming, fishing, and boating.

Westwood

Westwood dates back to 1641 and was originally part of the town of Dedham, called West Dedham, until it was officially incorporated in 1897. Ranked by Money magazine as one of the best places to live in the US, Westwood is known for its excellent public schools.

Road with autumn foliage
The roads around Dover, Massachusetts are very scenic, and regularly attract cyclists. Photograph: Getty.

“Located between Dover and Dedham, it shares the convenience to downtown Boston, good commuting location, and excellent outdoor recreation,” says Boyle. “There are some great examples of the aforementioned properties built as summer homes here, including an absolutely beautiful property set in the midst of six acres (2.4 ha) of gardens and lawns, which the current owners have thoroughly restored.”

On the Market

Manor House with Walled Garden in Westwood, Massachusetts

Mansion overlooking sunny lawn
Overlooking six acres (2.4 ha) of walled gardens, rolling lawns. and wooden groves, this three-story manor house, on the market with LandVest, an exclusive affiliate of Christie's International Real Estate, has six spacious bedrooms, a grand foyer, and a columned veranda.