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Check Out These Luxurious Listings in the Greater Boston Area

Antonia DePace | February 16, 2021 | Home & Real Estate

From city to the suburbs to the Cape, these not-to-miss listings recently hit the market.

The exterior of 4 Plymouth Road in Sudbury PHOTO BY DRONE HOME MEDIA/THOMAS JONES
The exterior of 4 Plymouth Road in Sudbury


Head through the double iron gates and up the paved driveway to view this gem in Sudbury. The six-bed, 11-bath home—built by architect David Kane and renovated by Integrity Building—features lavish amenities like a gunite pool, theater, billiard room, wine cellar and home gym. Located in the premier North Sudbury neighborhood, the 11,275-square-foot abode is nestled within a 50-plus-acre conservation area, and features an au pair apartment and two heated garages. “For the car enthusiast, there’s even a full custom-built touchless car wash in one of the garage bays, says co-listing agent Brian Montgomery. Entering through the grand foyer, homeowners will immediately impress guests with intricate crown molding before heading into the large family room and chef’s kitchen clad in white cabinetry and a large center island. $5.75 million, 41 Plymouth Road, Sudbury, Leo Young, Brian Montgomery and Alicia Casale, Compass, 781.285.8606, 617.270.5598,

The family room at 16 Aunt Lydia’s Way features wood cathedral ceilings and an abundance of natural light PHOTO: BY DRONE HOUSE DIGITAL AND PLANOMATIC
The family room at 16 Aunt Lydia’s Way features wood cathedral ceilings and an abundance of natural light


This five-bed, three-full- and three-half-bath home is nothing short of amazing, thanks to soaring ceilings and meticulous landscaping. Plus, it’s located in a quiet culde-sac in Chatham off Shore Road. “This is an immaculate Chatham home that offers privacy, pool potential and the opportunity to entertain indoors or out on a grand scale,” says listing agent Chris Rhinesmith. Just a short walk from local favorites like Fish Pier and Chatham Bars Inn, the Colonial evokes a nautical vibe with a white exterior, large windows and stone patio. Inside, a grand foyer greets guests before heading into the remainder of the first floor, which includes living and dining rooms, a master suite, eat-in chef’s kitchen and family room. More bedrooms can be found on the second floor, along with a wood-paneled clubroom perfect for nightcaps and cozying up by the fireplace. A third-floor loft completes the 26,136-square-foot lot—perfect for a guest suite or children’s playroom. $3.25 million, 16 Aunt Lydia’s Way, Chatham, Chris Rhinesmith, Compass, 617.967.0987,

The pool at Viewpoint Estate comes with pristine water views COURTESY OF BRIAN DOUGHERTY, COMPASS
The pool at Viewpoint Estate comes with pristine water views


Known as the Viewpoint Estate, this lot on more than 6 acres is coveted for its pristine, panoramic water views of Oyster River, Hardings Beach and Nantucket Sound in Chatham. But that’s not the only highlight. The main house is 10,350 square feet and features five bedrooms, a gorgeous sunlit living room, chef’s kitchen with a massive island and a mahogany bar. A guest house also sits on the lot; it includes two separate apartments—perfect for family and friends. Outside, a large infinity pool awaits those who need to take a dip, as well as a pathway down to the water’s edge. “Viewpoint is especially unique because of its private setting,” says listing agent Brian Dougherty, adding that the home sits on a peninsula surrounded by water. “Sited on a bluff high above sea level with panoramic water views as far as the eye can see, it provides the ultimate coastal privacy, creating that feeling that you’re worlds away.” $16.8 million, 300 Stage Neck Road, Chatham, Brian Dougherty, Compass, 617.217.1842,

The rooftop deck gives homeowners an escape from the city at 290 Commonwealth Ave. COURTESY OF RYAN GLASS, GIBSON SOTHEBY’S INTERNATIONAL REALTY
The rooftop deck gives homeowners an escape from the city at 290 Commonwealth Ave.


If you’ve ever dreamed of living in Back Bay, here’s your chance. Head to Commonwealth Avenue to see this two-bed, two-bath penthouse. Clocking in at more than 1,500 square feet, the sunlit home is located inside an elevator building and features a private roof deck so you can look out onto all of Boston. “The home is tastefully renovated,” says listing agent Ryan J. Glass. “The owners took special care to keep the old-world charm of the home while modernizing the unit.” Future homeowners can look forward to original details in the stunning fireplaces and crown molding, as well as newer finishes like reclaimed wood built-ins, a renovated kitchen and lighting fixtures. $1.975 million, 290 Commonwealth Ave., #21, Ryan J. Glass, Gibson Sotheby’s International Realty, 617.721.2143,

Photography by: Drone Home Media/Thomas Jones; Drone House Digital and Planomatic; Brian Dougherty, Compass; Ryan Glass, Gibson Sotheby's International Realty