10 Luxury Living Properties for Sale in Massachusetts

The lifestyle of your dreams awaits in this one-of-a-kind, New England shingle-style home, expertly crafted to meet the demands of modern living and set close to the town center with secluded outdoor spaces and a wildflower meadow. Whether hosting a grand soiree or an intimate family gathering, this home will elevate your entertaining endeavors.

Listing details: The stunning chef’s kitchen has slate counters, large breakfast bar island, informal dining, high end appliances, and seamless flow to the informal dining area and spectacular family room beyond. The backyard evokes the enchanting charm of a secret garden, perfect for entertaining with a wraparound stone porch, patio, and outdoor kitchen. Work from home in the private library or unwind in the billiard room. The luxurious primary suite has a huge walk-in closet, private balcony, fireplace and spa bathroom with a huge marble shower and jacuzzi tub. Third level teen/au pair suite and lower level with second family room, craft room, gym, and sauna.

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.

Listing details: 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. 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.

Operated as a ‘’Beach Front’’ resort for decades, construction started in 2023 on the ‘’BeachFront’’ wing/ 9 NEW year round units. On the east side is a NEW 2,200 sf wood framed structure connected to 16 seasonal units with potential to convert for year round use. There is a second floor bonus oversized studio with deck & beach views.

Listing details: Centrally located are the indoor and outdoor pools w/ bonus building. A total of 25 condominium units with a boardwalk walk to a vast sandy Cape Cod Bay. Opportunity for multiple potential assets in hospitality, Condo- Hotel & residential club-style community near the National Seashore. Just 2 miles from the center of Provincetown & a ‘’World Class’’ marina! Complete the site & rent or sell each unit individually. New main electric service! Offered in its current condition.

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.

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.

Escape to unparalleled luxury living in Chatham this summer! This meticulously crafted architectural gem offers a perfect blend of modern sophistication and coastal charm with deeded beach rights and convenient access to Chatham’s pristine waterways. A graceful entryway welcomes you into a chef’s kitchen and open living room adorned with westerly views of Ryder’s Cove. Expansive windows and glass doors fill the space with natural light seamlessly integrating indoor and outdoor areas, including a wide-ranging deck, patio, inviting saltwater pool, perfect for hosting gatherings or simply relaxing in style.

Listing details: Ascend via the convenient elevator to discover 4 luxurious en-suite bedrooms on the second floor, each thoughtfully appointed with walk-in closets. The primary ensuite boasts a spa like bathroom and private deck. The finished walk-out lower level, offering versatile spaces for wellness pursuits, bunk accommodations, or a playroom. Additionally, a charming one-bedroom guest house awaits, complete with a well-appointed kitchenette, spacious living area, and full bath, overlooking the heated pool. Indulge in the allure of this storybook 6,000+ SF Cape escape.

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.

Listing details: 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. 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.

Listing details: 2nd floor offers 6 bedrooms each with en-suite full baths, 3rd floor bedroom with full bath, 2 bdrms 1st floor. 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.

Welcome to the classic ‘’Boathouse’’ at 818 South Main on the Centerville/Osterville line. Located on the Bumps River this saltwater way joins the Centerville River and winds its way through East Bay and out to Nantucket Sound. Imagine waking up every day, putting your paddleboards in the water for a leisurely glide over to your deeded private sandy beach for morning coffee; 250’ of sand from river to sound.

Listing details: With over 60’ of tie-up, return dockside and choose your boat for a 15 minute ride to Hyannis Port, Oyster Harbors or a little longer journey to Martha’s Vineyard. Enjoy the remarkable sunsets as you fish for schoolies from the dock. Come visit this unique property, in a setting that can never be duplicated. And if you decide to stay, a world of tranquility and ever changing nature will surround you each and every day.