8 Serene Homes for Sale in Massachusetts

Beyond the ordinary, explore 8 serene homes where peace is not just a promise, but a way of life. Join us on a journey to discover these pockets of tranquility amidst the charm of Massachusetts.

Riverfront Artist’s Retreat | $1,495,000

1194 Ashley Falls Rd, Sheffield, MA
Listing Agent: Dan Alden

The long-time home of legendary jazz pianist Ahmad Jamal, this extraordinary property exudes a timeless grace and sense of serenity that any creative mind will appreciate. The unassuming front entrance reveals multiple dramatic living spaces, from the inspiring brick music room with vaulted ceilings, to the sun-filled cook’s kitchen, to the cozy salon & lower den with fireplace, to the whimsical solarium – all overlooking the mill pond of the neighboring restored grist mill.


Size: 2,886 sf


Price: $1,495,000


Listing details: The property sits prominently across from the bucolic village green of the sleepy hamlet of Ashley Falls, where highlights include endless hours of soaking in the idyllic view in every season, bird-watching strolls through Bartholomew’s Cobble & sunset hikes up Hurlburt Hill. Please see Virtual Tour & Floor plan.


Contact: Dan Alden, ACRES, +1 413.335.9300

Naturalist’s Riverfront Paradise | $1,695,000

302 and 302A Egremont Plain Rd, Egremont, MA
Listing Agent: Dan Alden

This once-in-a-lifetime property will stimulate the senses and soothe the soul. With nearly 800′ of frontage on the coveted Green River and 42+ acres of protected fields & forest, this is a rare opportunity for its next owners & future stewards to cultivate a Berkshire lifestyle in harmony with nature in all seasons.


Size: 6,439 sf


Price: $1,695,000


Listing details: The converted barn main residence with approximately 4, 800 sq. ft. offers dramatic open living spaces with exposed beams and pastoral views, 1st & 3rd floor bedroom suites, 2 additional 2nd floor bedrooms with a shared bath, and multiple spaces for home offices, studio space & workshop area.


Contact: Dan Alden, ACRES, +1 413.335.9300

4 High Meadow Ln | $2,850,000

4 High Meadow Ln, Oak Bluffs, MA
Listing Agent: Fred Mascolo

This incredibly insulated sun bathed SIP Post and Beam is state of the art Vineyard living. A 5 bedroom septic in the ground this 4 bedroom 4.5 bath home is finished magnificently! Central a/c and radiant heat through the floors make for perfect temperature control of whatever you desire! Mature landscaping with a large garage and bonus room over the garage there is room for everyone.


Size: 3,257  sf


Price: $2,850,000


Listing details: The master bedroom suite is ground level and has a wonderful large bath/spa area. If furnishings are agreeable they can be negotiated and this home could be sold turn key! A must see!


Contact: Fred Mascolo, Jane Brown Associates, +1 508.627.0413

45 Doten Rd | $2,850,000

45 Doten Rd, Plymouth, MA
Listing Agent: Harry Helm

One of sought-after Chiltonville’s most admired properties is this meticulously converted 1750s Barn set on over 2 acres of beautifully landscaped grounds with a pond and dock as well as a pool entertainment area unlike any other. The sun filled interior highlights the original, exposed post & beam construction, the wide-board pine floors, the Rum-ford fireplaces w/ bread oven, the authentic period details and high quality finishes.


Size: 5,256 sf


Price: $2,850,000


Listing details: From the open concept Kitchen/Family Room/Dining Room surrounded in windows to the Primary Bedroom with storage loft to the 3rd floor Craft Room; unique and delightful spaces are everywhere. Inside and out, this home has been conceived with both entertaining and relaxing in mind.


Contact: Harry Helm, Coldwell Banker, +1 774.454.4923

Serene & Dramatic Peninsula | $19,500,000

18 Spruce Gate Rd, Chilmark, MA
Listing Agent: Grace Hagerty

Occupying a serene & dramatic peninsula far from the public eye, Squibnocket Farm embodies a Martha’s Vineyard lifestyle in a community that emphasizes environmental sensitivity & discreet privacy. Enjoy 500 acres of forever-deeded conservation land & private access to 2+ miles of vast dune-protected sandy beaches. Life on this quiet corner of the island is accurately described as quaint & boundless. Beyond the gates exists an enclave of 11 well designed & rarely available residential estates coveted for their uniqueness & complemented by unparalleled natural beauty.


Size: 3,786 sf


Price: $19,500,000


Listing details: A rare opportunity to purchase a 6.2 acre ridge top home directly abutting 18 acres of conservation land w/ views of Squibnocket Pond & Atlantic Ocean perfectly framing the endless theater of passing Swans, Ospreys, Pheasants & other fauna harmoniously thriving by the community’s low- density approach on Martha’s Vineyard only Pesticide-free zone. The home’s recently renovated exteriors feature cedar shakes, mahogany trim, crown moldings, copper gutters & discreetly placed solar panels on the roofs south side providing a near zero approach to external power supply.


Contact: Grace Hagerty, Grace Hagerty, +1 508.627.0476

498 South St, Pittsfield | $399,900

498 South St, Pittsfield, MA
Listing Agent: Conor Meehan

This tastefully updated center hall Colonial, which faces Cole Ave, was renovated top to bottom in 2021, including new roof, new forced air heating system, new on demand hot water, new windows, new electric service, refinished hardwood floors. Further updates include resurfaced driveway, solar panels, and a picket fence.


Size: 2,112 sf


Price: $399,900


Listing details: The first floor features a light filled living room with charming builtins, renovated kitchen with quartz counters, an additional family room, dining and a full bath. The second floor features a large primary bedroom suite with sitting room and en suite bath with double vanity, and claw foot tub. The double lot offers plenty of yard space to play and garden, and the central location is minutes to downtown Pittsfield and Lenox! Move right in and enjoy!


Contact: Conor Meehan, The Berkshires, +1 413-329-4174

Lanesborough Living | $649,000

69 Greylock Estates Rd, Lanesborough, MA
Listing Agent: Victoria Standring

Enjoy endless evenings overlooking the lovely gardens and basking in the mountain views from the private deck of this pristine move in ready Contemporary at Greylock Estates. The first floor boasts an open floor plan, interior balcony, living room with vaulted ceiling, gracious stone fireplace, loads of windows, formal dining, family room/office with propane stove and 1/2 bath, a newly renovated kitchen with quartz counters and stainless appliances, deck access, and conveniently located laundry/mudroom that walks out to an immaculate 2 car garage.


Size: 2,088  sf


Price: $649,000


Listing details: Upstairs boasts an overlook, 3 bedrooms and 2 full baths, including the primary bedroom suite with large walk in closet. A short drive to Jiminy Peak and all Berkshire cultural and recreational offerings.


Contact: Victoria Standring, Stone House Properties, +1 413-822-5363

293 East Road| $1,995,000

293 East Rd, Alford, MA
Listing Agent: Suzann Ward

Barking Cow Farm. A safe and grounding place to be. It has it all — privacy and views to the east, Tom Ball Brook, and a catfish pond. A mature forest for forest bathing. Rich soil with grass land, a fenced paddock for animals, grape vines and many fruit trees. Stone timber frame barn. Cottage with cozy wood stove. Three water wells with interesting topography.


Size: 3,826 sf


Price: $1,995,000


Listing details: Sit out on your private stone terrace and star gaze into the night.


Contact: Suzann Ward, Housatonic Real Estate, +1 413.329.3031

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