11 Rare Opportunities for Sale in Massachusetts

are opportunity to own this spectacular sprawling custom gambrel style home with 7 bedrooms and 6 1/2 baths set on over an acre of deep waterfront with access to Waquiot Bay, Washburns Island and Vineyard Sound.

Listing details: First and Second Floor Master Suites, Open floor plan with 9 ft coffered ceilings, crown molding and wainscoting throughout, chef’s kitchen, butler’s pantry and private 2-bedroom guest/au pair suite above garage. Town of Falmouth Mooring Day 1 !

Rare offering! Beautiful Contemporary home perfectly situated on hilltop land – Ocean views of Gloucester towards Eastern Point Lighthouse and direct access to the trails and views of Ravenswood Preserve to the rear. This freshly updated home offers an expansive open floor plan, cathedral ceilings, and walls of windows to capture the views. The designer kitchen & butlers pantry are open to the dining-living room areas & large stone fireplace. This unique home has character & warmth with the use of reclaimed wooden floors and columns created from an old ship mast.

Listing details: A family room & office are also on the main floor. Fabulous heated pool, patio & thoughtful naturalized landscaping can be enjoyed from the expanded deck. Five BR, 4 baths & two half baths. First floor primary suite w/double dressing rooms & lg bath & fireplace. Lower level offers plenty of space for add’l entertaining spaces including an area for home gym, bar, pool table, stone fireplace, TV & built in sauna. Move in & enjoy!

The most iconic estate in ‘Sconset! Steeped in history, fully restored, thoughtfully improved and meticulously maintained, One Ocean Ave is being offered in combination with 5 Ocean Ave and 6 Grand Ave creating an incredibly rare opportunity to own three adjoining properties which exemplify luxurious living on Nantucket.

Listing details: Each of the four dwellings has its own distinct style, yet together they create a cohesive and timeless estate surrounded by mature landscaping. One Ocean Ave offers the ultimate setting perched above the Atlantic Ocean offering spectacular views and convenience to both sandy beaches and the village center. This quintessential generational compound is now ready for its next steward.

Six unit multi-family dwelling. Currently fully rented. All leases are tenant at will. Separate gas heating systems and separately metered electric.

Listing details: Great rental history. Prime convenient location. Easy access to shopping and transportation. Short walk to Waltham’s popular Moody Street. New rear deck. Listed at a 7% Cap Rate on current net income.

EXCLUSIVE CAPE COD RETREAT with PRIVATE BEACH and BOUNDLESS POTENTIAL! Discover your slice of Cape Cod paradise with this exquisite 2.6-acre retreat featuring a very private beach on the tranquil shores of Cape Cod Bay. A rare gem in today’s market, this property offers an unparalleled chance to immerse in coastal grandeur, with sunsets that paint the sky and intimate beachside moments. Ready for immediate enjoyment or your own custom touches, the well-maintained home is ripe with potential.

Listing details: Imagine lounging on the vast screened porch, hosting vibrant dinner parties, or envisioning a future with added luxuries—a pool, gardens, or even a sports court. Large, welcoming bedrooms hint at a home filled with joyous gatherings and laughter. With the perfect balance of privacy and natural beauty, this is more than a home—it’s a legacy waiting to unfold. Seize the opportunity to craft your Cape Cod dream, where luxury lives in harmony with pristine sandy beaches and untamed landscapes.

A peaceful waterfront home situated on the pristine Highland Lake; this beautiful family compound offers a rare opportunity to enjoy lakefront living on a private waterfront lot. The 4000 sq ft renovated home offers lake views from most rooms, including the primary suite that opens to a screened-in porch.

Listing details: There is plenty of room to stretch out with 5 bedrooms and several large open rooms. Complete with an oversized workspace and ample parking. Included in the home are 3 fully furnished cottages and a walkout basement apartment for your guests or extra income throughout the year. There is a recently installed solar array, a Tesla charging station, and a backup generator. Paradise found! 20 min. to Northampton, less than 1 hour to the Berkshires. 3 1/2 hrs. from NYC and 2 hrs. from Boston.

Poised proudly on the vibrant Main Street of Great Barrington, a few blocks from eateries, shops, and performance venues, the Wainwright Inn affords an unparalleled lifestyle and income opportunity. Purpose-built as an inn, its Victorian main house features nine guest rooms with baths en suite and an owners’ suite, while its carriage house contains an apartment plus two guest rooms with baths en suite.

Listing details: The sellers have completed significant updates and improvements including AC, structural and cosmetic work, remodeling the kitchen, and adding parking and gardens (See Documents). Gracious spaces, high ceilings, light-welcoming windows, fireplaces, and historic architectural details create the ideal setting for a new owner’s tastes and ideas. Strong financials, available upon request.

Nahatan Street at Crossway Farms. Set in the estate area of town is this conforming lot featuring underground electric, town water & sewer and no wetlands offering a unique opportunity to build your dream home in this bucolic setting.

Listing details: This is a gorgeous, level, two acre parcel with mature plantings and easy access to all schools, the center of town, highways and public transportation. An existing 1976 built home with 3200 sf of living space is available for you to live in while you get your plans approved. Call for a private showing.

Welcome to 18 Keeney Pond Rd, a stunning custom-built European-style home exemplifying luxury and craftsmanship. This two-year-old residence sits on over 3 acres in The Preserves at Keeney Pond. The Chef’s kitchen features marble countertops, high-end appliances, and exquisite trim details.

Listing details: A Butler’s Pantry with a wet bar adds sophistication. The spacious family room with 10-foot ceilings and a gas fireplace is perfect for gatherings. The rare 1st-floor master suite includes a tray ceiling, double closets, and an elegant bath. The backyard is ready for your personal touch. Close to major highways, shopping, and commuter rail, this home offers a peaceful community in Norfolk.

Offering extraordinary views from the best location in Monomoy, “Longevity” has been in the same family for 75 years! Perfectly sited on a knoll high above the water line, this exclusive 1.25 acre waterfront property features a seven bedroom, 6.5 bath main house, an oversized two car garage with living quarters above and a boat house. The property is highlighted by its incomparable views of the entire Nantucket Harbor including stunning vistas across the harbor from Town to Brant Point to Coatue. The property’s northwest orientation allows for unobstructed views of fabulous sunsets, the vibrant activity of the harbor boat scene, as well as providing front row viewing of the various firework displays throughout the season.

Listing details: There is approximately 175’ of water frontage with a gently sloping path/driveway to the water and a private sandy beach along the shore. The secluded beach provides direct access to the harbor for the enjoyment of water sports activities, including boating, swimming, sunbathing, kayaking, canoeing and paddle boarding. The grandfathered 224 sf boat house sits down by the shoreline. Key features of this outstanding property are its elevated setting and views, the grandfathered status of the siting of the structures and the height of the main house. An incredible and rare opportunity to own a masterpiece on the Gold Coast of Nantucket Island!

Oceanfront! Overlooking Twin Lights, this 9 bedroom, 9 bath property offers all the room you will need for extended family, friends or guests. A perfect estate with many decks, patios and lawns. Currently an inn with 2 kitchens, multiple living areas, wood burning fireplaces and the potential to reconfigure the layout to suite your needs. 2nd floor offers 6 bedrooms each with en-suite full baths, 3rd floor bedroom with full bath, 2 bdrms 1st floor.

Listing details: Enjoy your coffee with the sunrise over Thatcher Island or afternoon cocktails while watching the local lobstermen haul their daily catch. A rare opportunity for a direct oceanfront property in picturesque Rockport, Massachusetts.