In the heart of Massachusetts’ most coveted locales, four extraordinary homes beckon with a promise of luxury and lifestyle. Priced between $2,550,000 and $2,995,000, these residences—from the cultural haven of Lenox to the suburban charm of Dover—offer sprawling spaces, high-end finishes, and unparalleled outdoor retreats. Think gourmet kitchens, private pools, and decks that blur the line between indoor comfort and natural beauty. Each property, whether a contemporary farmhouse or a majestic Colonial, is a sanctuary for both intimate family moments and grand entertaining, perfectly balancing privacy with community allure.
813 East St | $2,995,000


Situated in the heart of the Berkshires, this exquisite Lenox residence offers a seamless blend of indoor elegance and outdoor leisure, just moments from the cultural allure of Tanglewood. The meticulously renovated main house welcomes with a new Primary Suite, freshly painted interiors, three gas fireplaces, and gleaming hardwood floors on the second level. All bathrooms and a bedroom have been thoughtfully updated, while the lower level transforms into an entertainment haven with a spacious family room, game room, wet bar, wine room, and a guest bedroom with a full bath—totaling seven bedrooms. Outside, a Gunite in-ground pool, a pavilion with an outdoor kitchen, bar, and TV, plus a pool house with indoor-outdoor showers and a mini-split for year-round comfort, create an idyllic retreat. Additional highlights include central A/C, gas heat, a three-bay garage with an EV charging station, hot tub, two fire pits, and a charming children’s treehouse.
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Price: $2,995,000
Contact: Mary Jo Piretti, Piretti Real Estate, 413-822-9536
New Construction In The Coveted Chestnut Hill Area | $2,695,000


Rising above the serene mountain landscape, this contemporary farmhouse embodies rustic elegance with breathtaking craftsmanship. The open-concept first floor, graced with nine-foot ceilings and rich oak flooring, invites effortless living and entertaining. At its heart, the kitchen dazzles with premium Thermador appliances, a six-burner range, quartz countertops, and a generous island, complemented by a wine refrigerator and cozy dining space. The living room warms with an electric fireplace, while the family room opens to a patio featuring a built-in barbecue grill. Upstairs, the primary bedroom offers a private retreat with its own fireplace, dual walk-in closets, and a luxurious bathroom boasting a walk-in shower and double sinks. Three additional bedrooms, a guest bathroom, and access to a stunning deck complete this level. Surrounded by the natural beauty of Chestnut Hill, this home promises a lifestyle of tranquility and connection.
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Price: $2,695,000
Contact: Kevin Keating, Keating Brokerage, 617-698-7700
Beautiful Home Beautiful Neighborhood | $2,595,000


Situated on a serene cul-de-sac in the heart of a coveted Dover neighborhood, this majestic Colonial estate offers an idyllic retreat on two acres of lush land. Spanning nearly 6,000 square feet, the home seamlessly blends everyday comfort with elegant entertaining spaces. A grand cathedral-ceiling foyer welcomes you into a world of sunlit rooms, gleaming hardwood floors, and thoughtful design. The gourmet kitchen flows effortlessly into a spacious family room, while a formal dining room, living room, and home office cater to diverse needs. Upstairs, the generous primary suite boasts a walk-in closet and en-suite bath, accompanied by two additional bedrooms and a versatile bonus room. A charming third floor offers two private bedrooms and a full bath. With a walk-out lower level featuring a gym, game room, and TV lounge, plus a three-bay garage, this meticulously maintained property promises a lifestyle of ease. Nearby trails, shops, highways, and a top-ranked school system enhance the appeal.
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Price: $2,595,000
Contact: Alison Birmingham, Berkshire Hathaway, 617.840.9700
381 Westfield St | $2,550,000


Rising above a serene hillside, this stately home offers breathtaking views of Weld Pond, seamlessly blending sophistication with the beauty of nature. Expansive living spaces invite both relaxation and entertaining, while custom cabinetry, intricate crown molding, and striking tile work elevate every corner with timeless elegance. Two luxurious primary ensuites, each with private decks, provide personal retreats, and the convenience of dual laundry rooms—one on each level—adds effortless functionality. An unfinished basement, flooded with natural light through oversized windows and featuring a separate side entrance, presents boundless potential for an au pair suite, in-law quarters, or a dedicated office. With four generous bedrooms and three-and-a-half beautifully designed baths, this hilltop residence embodies comfort and style. Surrounded by tranquil outdoor spaces, it offers a rare opportunity to unwind amidst the splendor of an elevated mountain setting.
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Price: $2,550,000
Contact: Kelly Clerkin, WMA Developers, 617.640.4444