$5M and Above

MLS Number 21904886

• Single Family
• Village Osterville
• Year Built 1900
• Bathroom 7
• Full Bathrooms 6

Imagine the splendor of a life lived as a steward of the harbor. For the last 40 years, that's exactly what the owners of this timeless estate on Little Island in Osterville have done. From their vantage point at the head of the inlet, they have watched as thousands of boats of varying shapes and sizes have paraded their passengers in and out of West Bay. They have welcomed many of these seafarers to their docks to tie up while they awaited the rise of the drawbridge into North Bay and have shared refreshments with them at their refurbished antique shanty or private sand beach while they passed the time. With four distinctive dwellings on their privately set 3.73 acres, they have hosted many a get together both formal and informal and more often than not have enjoyed the quiet serenity and immeasurable beauty of their unique waterfront oasis. This is your once in a lifetime opportunity to embrace this captivating lifestyle.

Listed by Reciprocal Agent of Reciprocal Office

Premier Commercial
1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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MLS Number 21902963

• Single Family
• Village Nantucket
• Year Built 1800
• Bathroom 9
• Full Bathrooms 7

First time on the market in this century, this multi-generational Nantucket estate is situated in the coveted Fair Street neighborhood. The property has been meticulously renovated with impeccable craftsmanship and details that offer a casual and sophisticated elegance which honor the history of the homes. The two houses, on two lots, boast over 10,000 square feet of interior living space and are a magical summer enclave for all ages to enjoy. With over 11 bedrooms, this is a one-of-a-kind island estate that was masterfully renovated and would be difficult to duplicate. - 2 Farmer Street lends itself to a more formal, historical feel while the Shaker-style home on 1 Twin Street is a more relaxed, contemporary environment First Floor Farmer Street: As you enter this exquisite home you are immediately taken aback by the hand painted, shell inlaid dining room completely lit by candlelight. As you flow through to the rear of the home you have an open living room with multiple sitting areas. There is also a side entrance from the first floor to the driveway. The chef's kitchen offers a center island, informal dining area and fireplace which is a great space any day of the year. The French Doors from the kitchen lead to a beautiful terrace for outdoor dining but is also the gateway to the Twin Street yard and transitional garden space. Twin Street: From the first floor living room with beautiful wide pine floors, there are three sets of French doors that lead to an oversized porch and a spacious yard. On the other side of the great room is a dining room which can access two additional outdoor spaces, a garden area and a porch. The piece de resistance of this property is the gourmet kitchen. The space offers shiplap walls, dramatic vaulted stained-wood ceiling and architectural lines that mimic the original barn that once stood in this space. The 12-person farm table is matched in length by the kitchen island topped with a single piece of wood found in upstate New York and the antique chandelier lowers and raises by an electrical switch. Lastly, this space offers a tremendous butler's pantry and multiple work areas. Additional features on this floor are a front parlor and a powder room that utilizes reclaimed wood from the original attic floor on the powder room's walls and ceiling. Mirrored sconces from Vaughan add polish to the rustic surfaces. A side entrance on the east side of the home offers a coat room while two staircases allow for easy access to the second floor. Second Floor Farmer Street:Three bedrooms are located on the second floor of this home. The en suite master with a fireplace and walk-in closet is perched in the rear of the home and overlooks the entire property from this comfortable balcony. Two bedrooms share a hall bath and the second-floor laundry closet is also on this level. The front room is immersed in natural light due to the bank of windows on the north side of the home. Twin Street:From the landing area, this leads to two bedrooms, a laundry room and full bath all anchored by a stunning master bedroom. The master suite is accentuated in pink hues and has a custom walk-in closet with his and hers sides and additional storage cabinets. On the west side of the master bedroom is a stunning sun porch with windows on three sides and great views of the activity below or those infamous Nantucket sunsets. Third Floor Twin Street: The third level of this home features its own suite and living area. This space offers a comfortable living room, full bath and a walk-in closet area that leads to the bedroom. The roof walk can be accessed from this space and offers stunning views of downtown. Basement Farmer Street: The lower level of this home has a playful kids room, two additional bedrooms with a shared bath and an additional entertainment space that could double as a home office. A unique feature of the lower level of this home is the impressive workshop and storage room hidden in the back of the home. For ease of storage and stocking, this area has its own exterior access. Other Structures The stylish guest studio located above the one-car garage is perfect for extended family and friends. In addition to the lower level garage space, there is also a wonderful room for bike and beach gear storage. On the upper level of this approximately 900 square foot structure is a wonderful studio kitchen, bedroom, full bathroom and living room area.

Listed by J. Brent Tartamella of Fisher Real Estate

Premier Commercial
1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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MLS Number 21801395

• Single Family
• Year Built 1995
• Bathroom 8
• Full Bathrooms 7
• Bedrooms 5

Point of View. This exclusive, gated, 9 acre estate boasts truly unparalled 250-degree views of Nantucket Sound& Martha's Vineyard to Hall's Creek, Squaw Island and beyond. *ABSOLUTELY the *FINEST VIEWS* on Cape Cod! The family compound features your own private unspoiled sandy beach, carriage house w/ 1700 sq ft 3 bedroom, 2 bath guest house overlooking Halls Creek, 6 car garage and private caretakers quarters. The exquisite 5 bedroom 10,000 sq ft, award winning home was designed by architect Richard Bertmann and has incorporated striking visual elements (40 ft tower and 3 story rotunda...) in a traditional New England style shingled home. The lavish interior features large gourmet kitchen, huge master bedroom suite, indoor pool, gym, sauna, wine cellar. The property is subdivided into

Listed by Jonathan A Matel of William Raveis RE & Home Serv.

Premier Commercial
1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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MLS Number 21902719

• Single Family
• Village Osterville
• Year Built 1918
• Bathroom 7
• Full Bathrooms 5

Perched upon an elevated almost ten-acre bay front parcel sits an exceptionally rare offering in arguably the finest location of Oyster Harbors. ''Faraway,'' as it is known, evokes the elegance of a bygone era and features commanding vistas of Cotuit Bay, Sampson's Island, Nantucket Sound, and on the horizon, Martha's Vineyard. Stately manicured grounds include sweeping lawns on all sides, a rose garden, gated swimming pool, and a wooden staircase along the breakwater down to a deep-water dock large enough for a substantial yacht.Tastefully updated over the course of 40+ years of single-family ownership, the main home has been meticulously maintained and almost all rooms enjoy a water view. In the entry hall you are greeted with sweeping views through floor-to-ceiling windows. Step-down into the formal loggia for entertaining; a wood-burning fireplace provides warmth and cheer. In the east-wing of the house is a stately living room with lovely built-ins and a Dutch door opening onto a cozy sun room overlooking the bay, lawn, and swimming pool. In the west-wing is an entertainer's dream dining room with seating for twelve or more, a fireplace, a built-in mirrored china cabinet and dutch-door to gardens. Through a classic butler's pantry with a sink and shelving is a large, open concept kitchen with commercial-sized refrigerators, island and casual TV/family room with a breakfast nook. A set of back-stairs provide easy access to the second-floor. An elevator and grand staircase with double-landings in the entry hall leads to a bright second-floor gallery. Two large guest bedrooms each have their own baths providing luxurious accommodations for guests. A central master bedroom with en-suite bath and two separate dressing rooms enjoys stunning water views. In the west-wing are two overflow guest bedrooms each with their own baths, second-floor laundry, and an outdoor second-floor deck overlooking the rose garden and water. There is an unfinished third-floor providing ample storage with the possibility of a conversion to additional living spaces. A detached carriage house with garage has two guest bedrooms, a full kitchen, bathroom, and a common area complete this offering. "Faraway" is an original Oyster Harbors property, the perfect waterfront estate ideal for high level entertaining, private family functions and the most discerning of buyers.

Listed by Robert B Kinlin of Robert Paul Properties, Inc.

Premier Commercial
1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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MLS Number 21908121

• Single Family
• Village Chatham
• Year Built 2001
• Bathroom 9
• Full Bathrooms 5

Seaside sophistication in a world class setting!The lure of breathtaking water vistas and the appeal of luxurious appointments can be found in this grand waterfront property known as ''Viewpoint Estate.'' An unparalleled location, the secluded 5.2-acre setting offers panoramic water vistas of Oyster Pond River, Hardings Beach and Nantucket Sound. Set atop an elevated bluff surrounded by 1,130 feet of shoreline, the owners painstakingly created this spectacular estate where privacy was paramount, and design incorporated the ideal balance of comfort and elegance. The 10,350 sq. ft. main residence offers sophisticated, striking design, generous yet comfortable living spaces, beautiful architectural detailing, richly variegated water views and flawless craftsmanship. Interior spaces include a welcoming foyer, stunning great room and formal dining room along with a fabulous chef's kitchen with top of the line appliances and a large breakfast area, and a mahogany clad private bar and office. The upper level features five bedrooms including the stunning master suite and a bunkroom over the garage. The lower level offers a custom designed theater room with billiards area and sixth en suite bedroom. An infinity-edge pool, multiple outdoor seating areas and path to the water's edge are havens for entertaining or relaxing and soaking in the sweeping views. Also included is a beautifully designed 1,673 square foot guest house featuring two separate apartments ideal for extended family and friends. 'Viewpoint Estate' offering an unparalleled lifestyle is a legacy property for generations to come.

Listed by Robert B Kinlin of Robert Paul Properties, Inc.

Premier Commercial
1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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MLS Number 21904049

• Single Family
• Village Orleans
• Year Built 2012
• Bathroom 8
• Full Bathrooms 5

Bluefish House in East Orleans is an exceptionally crafted, private waterfront estate. It is expertly sited on 10.5 acres, high on a knoll overlooking both Town and Rachel's Coves. The residence, with extensive custom details and distinctive finishes throughout, offers views of both Nauset Beach and Coast Guard Beach. Just under 10,000 square feet with five bedrooms, eight baths and a private gym, there's ample room for guests and limitless options for entertaining. Outside, a heated salt water pool, multiple levels of patio area, tennis courts, and walking areas await. A mooring on Town Cove with access to the Atlantic Ocean provides the finishing touch

Listed by Matt J Leonard of Kinlin Grover Real Estate

Premier Commercial
1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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MLS Number 21900851

• Single Family
• Village Osterville
• Year Built 2005
• Bathroom 8
• Full Bathrooms 5

There are three possible benefits to living beside the sea: Views, beach and boating. Most properties offer one of these and most offer no more than two. This extraordinary residence offers ALL the benefits of living on the water and takes it even further. A private location within close proximity to the village center, west-facing views, pool and a painstakingly designed, built and maintained estate residence. Enjoy this extraordinary opportunity to experience the best of Osterville sea side living. Please verify all information contained her

Listed by John A Largay, Jr of Sotheby's International Realty

Premier Commercial
1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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MLS Number 21908223

• Single Family
• Village Chatham
• Year Built 1960
• Bathroom 6
• Full Bathrooms 5

This extraordinary waterfront estate is one of the most significant properties to come to market in Chatham. Set on 7.75 fenced in acres and abutting 20 acres of conservation, the residence offers 300 feet of waterfront footage, a deep-water dock, Pebble-Tec pool, fountain and an impeccable Oyster Pond River setting that is just a short stroll to Chatham's Village. The multi-roomed renovated estate comprises 5 BR 4.1BA with 3 fireplaces, custom kitchen with Aspen wood cabinetry, first floor master suite and views from nearly every room. The estate surprises with a whimsical two-story ''tower'' radiating light that connects to a dramatic lounge with soaring beamed ceilings, state of the art projection systems, billiard room, kitchen, and full bath. Full amenities available upon request.

Listed by Chris Rhinesmith of Pine Acres Realty

Premier Commercial
1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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MLS Number 21806851

• Single Family
• Village Chatham
• Year Built 2018
• Bathroom 10
• Full Bathrooms 6

Spectacular Opportunity! North Chatham Luxury Waterfront. The Only New Construction with a Deep-water Dock and Pool in Chatham! Luxurious Interior Finishes. Serenity and Privacy abound. Finest Details and Millwork with Top Amenities. Views of Crows Pond and Eastward Ho. 10,000 S.F. of Exceptional Living Space with 5-Bedroom Suites over 3 Levels including an Elevator. Stunning Main Level Layout with Custom Kitchen, Dining Room, Living Room, Study, Master Suite and Laundry. Above are Four Striking En-suite Bedrooms Laundry Room, Sitting Room with Waterfront Deck and a Conservatory with Views. One of a Kind Lower Level with Sauna, Stunning Stone Wine Cellar, Entertainment & Exercise Room and Changing Room with Custom Kitchen. Meticulous Attention to Detail.

Listed by Chris Rhinesmith of Pine Acres Realty

Premier Commercial
1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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MLS Number 21906603

• Single Family
• Village Chilmark
• Year Built 1850
• Bathroom 5
• Full Bathrooms 4

Spectacular and charming; this cottage style home and guest annex is located in one of the most picturesque parts of Martha's Vineyard. This home is full of character with access to private beach just steps from the home and unforgettable ocean views from nearly every vantage point on the property. The main house offers a large gourmet kitchen, amazing patio space for outdoor dining, quaint bedrooms and several entertainment and gathering space. The recently constructed guest annex and garage space is tastefully done with room for overflow family and friends.

Listed by Paul E Grover of Robert Paul Properties, Inc.

Premier Commercial
1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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MLS Number 21805605

• Single Family
• Village Harwich Port
• Year Built 2000
• Bathroom 7
• Full Bathrooms 6

A true masterpiece, this custom built estate rests majestically on 3.56 acres on picturesque Wychmere Harbor with spectacular panoramic views of the harbor out to Nantucket Sound. Gated entry leads you into your private oasis. Fine architectural details including, deep crown molding, crafted mill work and hardwood floors throughout. Double doors open to the magnificent two story foyer. Crowd size kitchen with breakfast bar, sitting area and casual dining area or enjoy entertaining in the spacious dining room with fireplace and french doors to the patio. First floor master suite boasts a sitting area, walk-in closet with custom cabinetry, sliders to the patio and a luxurious spa-like bath. Second level offers 5 bedrooms, 3 are en-suites and all with views. Setting the stage for any so any social gathering, the outdoor entertainment space is complete with a pool, pool house, gazebo, boat house and deep water dock with easy access to Nantucket Sound.

Listed by Sandra Tanco of Kinlin Grover Real Estate

Premier Commercial
1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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MLS Number 21901241

• Single Family
• Village Duxbury
• Year Built 1895
• Bathroom 4
• Full Bathrooms 3

Live Duxbury Bay! This 9+ acre private oasis in the heart of Duxbury boasts natural wildlife & scenery at your fingertips with a unique architectural experience. Drive down your private lane. Enter a waterfront property with two docks, bay & ocean views & a potentially buildable lot to create your perfect family compound. One of the last waterfront properties with this much land offered in Duxbury, you can create your summer hideaway or make a year round escape from the hustle & bustle of city life. A grand cottage dating back to 1895 & relocated to it's current location this lovingly maintained estate with cedar columned porch & classic details exudes timeless living. The Main House leads into a grand rotunda designed as an artist studio or whatever your imagination desires that has walls of glass & was inspired by an Italian church from the countryside perfect for spectacular sunrises. Purposefully planned gardens complete this magical estate, come & explore the relaxed grandeur.

Listed by Reciprocal Agent of Reciprocal Office

Premier Commercial
1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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MLS Number 21903880

• Single Family
• Village Nantucket
• Year Built 2010
• Bathroom 7
• Full Bathrooms 5

Stunning Monomoy compound has it all and is available for immediate occupancy! 3.72 acres in 1 acre zoning (has new access to Town sewer). Beautiful 5 bedroom main house with views of Nantucket Harbor, 20' x 40' pool, large spa, cabana that includes bath, kitchenette, and sitting area. Second structure includes oversized 3 car garage, 1 bedroom cottage, 800 sq.ft home gym complete with sauna and steam. Har-Tru tennis court, bocce court, access to harbor beaches in Monomoy down Cathcart or Monomoy Rd. First Floor Views of Nantucket Harbor from the elevated covered porch, opens into the home with direct views of outdoor kitchen to pool area and outdoor living plaza behind the home. Living space wraps around the masterfully crafted stairway, all living areas flow to the outdoor decks and patio filled with lush gardens. The chef's kitchen enjoys a large center island, comfortable living area with fireplace to entertain guests, access to both the front porch and side driveway area of the home. Half bath. Second Floor Beautiful landing that has vaulted ceilings on second floor includes wetbar, access to roof walk, french doors to 2nd floor deck to enjoy direct views of Brant Point Light to the west and expansive sunset skies. One wing has two bedrooms each ensuite. 2nd floor laundry room. Master Bedroom has beautiful private bath, walk in closet, views of Brant Point Light and Nantucket Sound. Third Floor Roof Walk with Expansive views of Nantucket Harbor and Sound to the west. Basement Main House - Finished Lower level includes two large bedrooms that share a full bath. Large rec room with direct access to the exterior, includes bar area with wet bar, refrigeration, 1000 bottle wine room. Primary Dwelling Total Rooms: 9 Bedrooms: 5 Bathrooms: 4 full, 1 half Square Feet (GLA): 5,058 sq. feet Secondary Dwelling Total Rooms: 4 Bedrooms: 2 Bathrooms: 1 full, 1 half Square Feet (GLA): 3,499 sq. feet Oversized 3 car garage, complete with air compressor and ice storage. Cottage Portion has 1st floor living area, second floor with vaulted ceiling, deck, kitchen, living area, bedroom and full bath. Lower level has been completed with private entrance to the fully functioning 800 sq.ft gym/spa including steam shower, sauna, and half bath.

Listed by Brian Sullivan of Fisher Real Estate

Premier Commercial
1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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MLS Number 21905196

• Single Family
• Village Osterville
• Year Built 2001
• Bathroom 7
• Full Bathrooms 6

The address is coveted. The legacy is yours forever. This stunning waterfront estate, located in the gated community of Oyster Harbors, reflects luxury living at its finest. Encompassing 2.2 acres, the 7,500 sq. ft custom designed residence balances warmth, elegance and comfort. Designed to make the most of the outdoors, this exquisite property boasts enclosed porches, beautiful patios, sprawling landscape, majestic pool, tennis court, long circular drive and private deep-water dock. The five-bedroom main residence is distinguished by striking design and impeccable workmanship. Uncompromising attention to detail is evidenced by the beautiful mouldings, custom millwork and beams, spectacular gourmet kitchen, custom home office and master suite with spa-like bath and private sitting area to name just a few of the highlights of this exceptional residence. A two-bedroom guest house mirrors the extraordinary design and fine finishes evident throughout this property. This is a special opportunity to create lasting memories in this extraordinary waterfront estate in one of the most sought-after communities on the Cape. Information herein is not guaranteed or warranted and should be verified by any person who is looking at this property to purchase.

Listed by Robert B Kinlin of Robert Paul Properties, Inc.

Premier Commercial
1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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MLS Number 21903441

• Single Family
• Village Cotuit
• Year Built 1995
• Bathroom 5
• Full Bathrooms 4

Set on the sparking waters of North Bay at the end of a tree-lined drive, this magnificent waterfront estate blends the very best of indoor and outdoor living. Boasting unparalleled attention to detail, the modern interior is highlighted with soaring ceilings, an open floor plan with defined spaces, and fine craftsmanship throughout. The waterside kitchen is well-appointed with top-of-the-line appliances, custom cabinetry, stone countertops, and elegant fixtures. The dramatic walls of windows superbly frame the stunning water views and expansive grounds, which include lush gardens, tennis court, pool and pool house with guest suite, and protected dock. This exceptional property is close to Cotuit and Osterville villages and several world-class golf resorts.

Listed by Paul E Grover of Robert Paul Properties, Inc.

Premier Commercial
1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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MLS Number 21906336

• Single Family
• Village Cotuit
• Year Built 1995
• Bathroom 5
• Full Bathrooms 5

On the sparkling shores of Cotuit Bay, this gated, seven-bedroom waterfront home superbly showcases glorious bay views. The landmark residence boasts a chef's kitchen, sun-drenched living room with stone fireplace, paneled library, observatory, guest quarters, and elevator. Across from 100+ acres of conservation land and set against the backdrop of sensational water views, this masterful property encompasses 150+ feet of sandy beach shoreline, protected deep water dock and beautiful outdoor spaces overlooking the expansive pool. Create memories for the generations along the storied shores of Cotuit Bay.

Listed by Paul E Grover of Robert Paul Properties, Inc.

Premier Commercial
1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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MLS Number 21906484

• Single Family
• Village Osterville
• Year Built 2002
• Bathroom 8
• Full Bathrooms 5

This stunning Osterville residence is prominently situated overlooking North Bay at the end of a quiet lane. Architecturally significant, this waterfront home features impressive curb appeal, extraordinary craftsmanship and superb finishes throughout. Situated on 1.23 acres, this property offers panoramic water views, an inground pool with a beautiful bluestone patio, a sandy beach and a private dock with access to Nantucket Sound. The design of the home and its timeless craftsmanship contribute to its warm and comfortable atmosphere offering 8,500 square feet of living space with five bedrooms and seven bathrooms. Highlights include stunning millwork, custom ceilings and windows, a gourmet kitchen, butler's pantry, billiard room and spacious master suite with lavish bath to name just a few. Each outdoor feature adds to the home's overall ambience. From the back patios to the pool and sandy beach, to the cobbled drive and beautiful landscaping, the entire property exudes a mixture of prestige and elegance. A very special offering that you won't want to miss.

Listed by Robert B Kinlin of Robert Paul Properties, Inc.

Premier Commercial
1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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MLS Number 21805945

• Single Family
• Village Nantucket
• Year Built 2007
• Bathroom 10
• Full Bathrooms 7

Multigenerational living at its best! 82 Pocomo truly has something for everyone. This large and well thought out home has three levels of living space and is serviced by an elevator. The private, oversized lot is the perfect setting to create lasting memories. Appointments include a 1250sf pool, hot tub, cabana with bath, generous stone patios, fireplaces, second story decks, wine cellar, work out room, massage room, avant-garde theater and music room. When you're ready for more, follow the private shell path to deeded beach access!

Listed by John McGarr of William Raveis - Nantucket

Premier Commercial
1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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MLS Number 21806068

• Single Family
• Village Orleans
• Year Built 2016
• Bathroom 7
• Full Bathrooms 5

Newly built stunning architectural masterpiece is the crown jewel of Nauset Heights. Built to capture 180 do breathtaking ocean & harbor views and receive the natural light at the most appropriate time of day. The ultimate Cape Cod Dream Home. Built by award winning architects/builders Polhemus Savery DaSilva with inventive design and skillful craftsmanship including layered mill work, extensive moldings, artistically carved built-ins, are integrated throughout the home and create a high degree of originality yet achieve a casual elegance. The open living space promotes social interaction where socializing, cooking and dining are connected. Enjoy the ever changing water views from the amazing sunrises to the lavish sunsets. You will never want to leave. Rare and unique. 234 sq. ft. porch is not included in sq. ft. Polhemus verified sq. ft.

Listed by Alberti Team of Gibson Sotheby's International Realty

Premier Commercial
1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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