luxury real estate for sale Dukes County, United States

A dramatic home with water views and over 6000 sq ft of living space. So much thought has gone into this stunning property. Immediately upon entering the visitor is awestruck by the Great Room with 32 ft high ceilings and a stunning fieldstone fireplace. Could there be a more dramatic spot on Chappaquiddick to host a dinner party? All four of the bedrooms have bathrooms ensuite, and three of the bedrooms have water views. The details of the house are too many and varied to mention, and include the iron chandelier and sconces handmade by Vineyard artisan Barney Zeitz, glass prism set in the skylight roof, large reclaimed antique heart pine flooring throughout, atrium balcony, and two story screen porch. The landscape is equally captivating, with the softness of the many blooming flowers juxtaposed against the fieldstone walls. A lily pond allows visitors to visit and reflect. The property is virtually surrounded by conservation land and the abutting Pocha Pond Preserve offers 150 acres of trails and waterfront to enjoy. Views of Nantucket Sound are visible from the first and second floors and on a particularly clear day it is possible to see Nantucket itself. In addition to the 6500 sq ft of living space, there is a 2-car garage and large basement that includes an entertainment room, laundry room, a half bath, and large amounts of storage space

In an enclave of luxury homes in Katama, this 2021-built 5 bedroom, 5 bathroom property with three half-baths is being delivered turnkey with fine furnishings and artwork. The home has everything the modern buyer wants, including two primary bedroom suites (one upstairs, one downstairs), all bedrooms with ensuite bathrooms, two laundry rooms, detached guest quarters, high-end music system, a beautiful pool area, the list goes on. In addition to the 4700-sf main house with 4 ensuite bedrooms there is a Carriage House with a bedroom suite upstairs. In 3 years time this detached bedroom can be converted into full guest apartment by converting unfinished space into a living room and kitchen. The Carriage House also includes a poolhouse with half bath and a 2-car garage.

Welcome to the timeless elegance of the Captain Swain House, nestled on the prestigious historic William Street in Vineyard Haven. This distinguished Greek Revival main residence and barn-style guest house seamlessly merges historical charm with modern luxury. Step into this meticulously updated 4-bedroom home and you will find a gourmet kitchen with top-of-the-line appliances and custom butcher block island. Attached to the kitchen is a welcoming dining room and wet-bar and a screened porch with garden views. The multiple spacious living areas are flooded with natural light and fireplaces perfect for both entertaining and everyday living. The second floor features 3 beautifully appointed bedrooms with 3 updated tile baths. Additionally, a serene sitting room awaits, complete with built-in bookshelves, creating the perfect place for relaxation or study. Venture to the third level and discover a hidden retreat—a charming bedroom offering privacy distant water views. Outside, there is an expansive yard, a rare find in-town, offering ample space for outdoor gatherings and gardening. The detached 2-story 1-bedroom barn-style guest house beckons, a charming retreat with its own private back deck. From the elegant facade to the meticulously landscaped grounds, every aspect of this property reflects a rich history and a timeless appeal. The perfect in-town location with easy access to Downtown Vineyard Haven restaurants, shops, beaches and ferry.

Enjoy your entire summer poolside or at the beach. Welcome to this charming property near Long Point Wildlife Refuge and explore all it has to offer. You can walk, bike, or drive from the house to the beach, and spend the day body surfing in the ocean, splashing with the little ones in the ponds, or walking the grassland habitat. Afterward, take a refreshing dip in your 16 x 32 ft. in-ground swimming pool surrounded by a private, lush 1.7 acre sanctuary of gardens, grassy lawn, a wide variety of trees and perennials, and acres of conservation land beyond. Inside, three levels of living space provide you a versatile floor plan and room to spread out. Recent interior updates include a new library/office, kitchen appliances, quartz counters with tile backsplash, a vanity and tile in the bathrooms, and a full bedroom/bathroom/rec room suite in the basement. Updated electric. Also worth noting - a completely rebuilt brick chimney, flue, and propane fireplace, new entry doors and several windows, a new furnace, hot water heater, and a water softening system. Recent exterior updates include low-maintenance Hardie Board siding and Azek trim, asphalt roofing, a beautiful mahogany deck overlooking the lawn and pool, an outdoor shower, a built-in propane fire-pit for gathering on cool evenings, pool fence and filter, and an updated 6-bedroom septic system. Enjoy this home year-round or seasonally, or take advantage of the weekly income that 5 bedrooms and a pool bring. This is truly a superb value not to be missed!

Unparalleled Chappaquiddick waterfront estate complete with deepwater dock, 300±-foot private beach, private 3-bedroom guest house and garage/barn, plus the unique added opportunity to acquire the private 17±-acre golf course adjacent, also suitable for horses or open space. Designed by award-winning Boston architects Albert-Righter-Tittmann and expertly crafted, this grand yet welcoming home, featured in numerous publications, is a refined modern take on traditional design. Harmonizing with the idyllic coastal scenery, the 5-bedroom main residence captures glorious wide-open views on Nantucket Sound taking in the sunset, legendary yachting regattas and July 4th fireworks. Comfortably styled and beautifully furnished, the inviting light-filled living/entertaining spaces open their doors to the breezy waterside porch. Appointed with classic shiplap paneling, the home also features a gym, sauna and high-efficiency systems. A worlds-away retreat, yet close to Edgartown village.

Unparalleled Chappaquiddick waterfront estate complete with deepwater dock, 300±-foot private beach, private 3-bedroom guest house and garage/barn, plus the unique added opportunity to acquire the private 17±-acre golf course adjacent, also suitable for horses or open space. Designed by award-winning Boston architects Albert-Righter-Tittmann and expertly crafted, this grand yet welcoming home, featured in numerous publications, is a refined modern take on traditional design. Harmonizing with the idyllic coastal scenery, the 5-bedroom main residence captures glorious wide-open views on Nantucket Sound taking in the sunset, legendary yachting regattas and July 4th fireworks. Comfortably styled and beautifully furnished, the inviting light-filled living/entertaining spaces open their doors to the breezy waterside porch. Appointed with classic shiplap paneling, the home also features a gym, sauna and high-efficiency systems. A worlds-away retreat, yet close to Edgartown village.

Welcome to this enchanting Edgartown home that seamlessly blends timeless charm with modern updates, nestled on a quiet street. This house exudes a sense of old Vineyard charm making it a truly captivating haven for those seeking a unique home. As you approach the property, its welcoming front porch adorned with rocking chairs is perfect for lazy afternoons reading a book and watching the world go by. Once inside you'll be transported into a world of warm and inviting ambiance and the stained glass doors and windows throughout the home are placed in just the right places. The interior spaces are thoughtfully designed to blend classic Vineyard architecture with updated comforts. Hardwood floors run seamlessly throughout, leading you from room to room with a warm and cozy feel. The house has an open kitchen with a dining area, living room, 3 bedrooms, 2 full bathrooms, a powder room, and two common living areas to cater to a range of needs. Step into the backyard where there is peace and quiet and at the back of the lot there is a detached bedroom and half bathroom for guests or extended family. This Vineyard treasure allows you to immerse yourself in the vibrant culture, shops, and restaurants just steps away.

Experience the buzz of one of Katama's most desirable neighborhoods, right across from Down Harbor and next door to the Field Club and Somerset Lane. The good energy is everywhere. Here is your sanctuary amidst the hubbub, a custom-built 4700 sq ft classically styled home that feels brand new (square footage includes a finished basement). The vibe is upscale Edgartown with a coastal contemporary twist. The home is designed for entertaining an open floor plan transitions seamlessly to the stunning patio and landscaped backyard with a swimming pool and an outdoor kitchen beneath the pergola. The entryway provides a taste of things to come, with vaulted ceilings and an elegant stairway to the second floor. The chef's kitchen with top-of-the-line appliances has a large island with soapstone countertops that provides an area for casual gatherings or ample space for cooking. The substantial first-floor primary bedroom suite enjoys direct access to the deck and overlooks the backyard and pool area. Upstairs there are two large bedroom suites - plus a separate sitting area with fireplace and deck. The high ceilings provide light and openness in this elegant home. And as if all this space isn’t enough, there is a 1200 sq ft sq ft finished basement with a media room and two additional bonus rooms for overflow guests. The Carriage House is a revelation, as above the two-car garage there are spacious guest quarters with bold design choices that will appeal to your guests. At present there is a kitchenette that in 2 years zoning will allow to be expanded into a complete kitchen with a stove. A finished product home like this is not seen often in the Katama area.

Nestled in the prestigious Field Club, this extraordinary five-bedroom compound epitomizes luxurious island living. This residence exudes timeless elegance and modern sophistication. Upon entering, the foyer sets the tone with a warm and inviting glow. The main level boasts an open-concept layout, featuring a gourmet chef's kitchen adorned with top-of-the-line appliances, granite countertops, and custom cabinetry. The five spacious bedrooms are thoughtfully positioned throughout the home, providing unparalleled privacy and comfort. The main house features four private bedrooms with three full bathrooms and private balconies. The fifth bedroom is housed over the detached two-car garage. The detached two-car garage not only provides ample storage for vehicles but also features a private one-bedroom suite above, perfect for accommodating guests or serving as a tranquil home office space. The meticulously landscaped grounds are a true masterpiece, featuring a sparkling pool surrounded by a flagstone patio complete with an outdoor dining area and fire pit, making indoor and outdoor living seamless. This property offers both tranquility and convenience. Just moments away from the charming shops and restaurants of downtown Edgartown, and a short distance from the island's pristine beaches. A well rounded offering that should not be overlooked!

Nestled in the heart of Edgartown Village, this property, known as the Captain Ellsworth West House, boasts a rich historical legacy while showcasing exceptional craftsmanship, making it one of the most remarkable homes in the area. This renovated Captain's home seamlessly combines historic charm with modern elements, resulting in a truly captivating residence. Originally built in the 1860s, the house underwent a meticulous renovation by Hutker Architects in 2013, breathing new life into its storied past. The main house spans four floors, providing expansive living spaces. Stepping onto the private covered porch, one is greeted by the warmth of an inviting porch, wood-burning fireplace and breathtaking views of the exquisitely landscaped grounds. This exceptional property encompasses over 7,000 square feet of thoughtfully designed living space, making it an ideal in-town compound for discerning buyers seeking a spacious and comfortable home for hosting family and friends. Adjacent to the main house stands a detached two-story Carriage House, which adds another layer of luxury and functionality to the property. A pool cabana provides a convenient space for relaxation. The private outdoor living area, complete with a gunite pool, built-in whirlpool spa, and a serene bluestone terrace, is ideal for lounging poolside. This home is poised to create cherished memories for years to come.

This classic New England home is a true masterpiece of modern living. Nestled on a spacious and meticulously landscaped lot in Katama, this property offers the perfect blend of elegance, comfort, and convenience. The main house features three spacious and beautifully appointed bedrooms, each designed for relaxation and comfort. From the primary suite to the guest bedrooms, every room offers a serene retreat with ample natural light. The main living area is thoughtfully designed with an open concept layout, creating an ideal space for entertaining. A cozy fireplace and large windows enhance the ambiance, providing both warmth and captivating views of the lush surroundings. The french doors open to a deck overlooking the manicured lawn. A state-of-the-art media room, complete with comfortable seating, a large screen, and high-quality audio visual equipment. It's the perfect spot for movie nights, game days, or simply relaxing with friends and family along with a wine cellar just steps away. The carriage house features a three-car garage, providing ample space for your vehicles and storage needs including a large one bedroom and bath upstairs. Katama Bay View Road is located adjacent to Sheriffs Meadow Conservation land and public access to Katama Bay. Conveniently located near South Beach, one of Martha's Vineyard's most beautiful and sought-after beaches.

Nestled along the serene shores of Stonewall Pond, this waterfront home is located in one is Chilmark’s most idyllic locations. This remarkable property offers an unparalleled living experience with breathtaking Atlantic Ocean views and exclusive access to Stonewall Beach. Step inside and be greeted by a seamless fusion of elegance and comfort. The interior spaces are thoughtfully designed to maximize the views and large windows let in an abundance of natural light. With most of the living area on the first floor, the spacious layout features a large living room with stone fireplace, dining room with fireplace, home office, gourmet kitchen, and 3 spacious bedrooms. The second floor features a bedroom suite with breathtaking views of Stonewall Pond and the Atlantic Ocean beyond. This Chilmark location harmoniously combines natural beauty and modern conveniences. In addition to the immediate waterfront access, the surrounding area offers a wealth of activities including boating, fishing, kayaking and paddle boarding. Don't miss your chance to make this unparalleled waterfront retreat your own.

Gorgeous waterview home tucked into a corner of Vineyard Haven village. This property is a landmark thanks to its distinctive red door and the stunning flowerbeds visible to passersby. The quaint exterior disguises what greets the visitor upon entering - a sophisticated combination of traditional and modern design within a completely renovated home (most recently in 2008-2010 and then in 2019). Consider the fact that the house has four large bedrooms all with modern ensuite bathrooms PLUS an office PLUS a separate den PLUS an extra full bathroom. The primary bedroom with its private deck occupies the entire third level of the home and enjoys spectacular 120-degree harbor views of the multitude of wooden sailboats on their moorings and the ferries coming and going. This is a home for entertaining friends and family thanks to its open floor plan that opens onto a large deck. The home is located at the far end of Main Street in what is a bustling part of the village, and yet when one steps inside, the hubbub disappears as the door closes behind you. The cobbled driveway fits two cars and there is also a grassy driveway that leads to a detached two-car garage. The garage is currently configured to accommodate one car in the off-season. The other half of the garage is an art studio that could be used as is or repurposed as an office or gym. Tucked between the house and garage is a peaceful area with bluestone pavers that lead to an outdoor shower - the perfect place to rinse off after a day at the beach or out kayaking or paddle-boarding.

Uncover unparalleled Martha’s Vineyard opulence within a sprawling 22-acre estate. Immerse yourself in the timeless elegance and meticulous craftsmanship of the 7-bedroom , 10-bathroom main home , designed by the renowned architect, Robert A.M. Stern. From the grand foyer to the post & beam living room, each detail exudes sophistication. Revel in the warmth of multiple fireplaces and experience culinary delights in the superbly designed gourmet kitchen. This residence is a luminous haven, where natural light steals the spotlight. Step outside and discover a remarkable pool and pool house with a fully-equipped gym, sauna, and massage room. A newly constructed home and cottage complement the main residence, offering versatile options for guests. The pastoral landscape is adorned with a pond and Amish barn, a testament to craftsmanship and tradition. Located in the exclusive Boldwater Association, residents enjoy, tennis, pickleball, a boat landing, and a private Atlantic Ocean beach.

This NEWLY-CONSTRUCTED Greek Revival home on Main Street entering the historic village of Edgartown. This stately classic luxurious home has all the timeless style of a traditional home and the architectural details and upscale amenities the modern buyer desires. With over 4,600 sq ft of living space on three levels, 4 bedrooms and 4.5 baths, and a private backyard with a gunite swimming pool, the home offers plenty of room for you, your family, and houseguests. The 1700 sq ft lower level with 9 ft ceilings can also be finished off to provide additional living space, a media room, and a bedroom suite. Attention to many high-end details too numerous to list including custom Carrara marble stone bathrooms, chef's kitchen with a 3-inch thick marble kitchen island countertop, smart home system, hardwood flooring, high efficient heat and central air conditioning, on-demand hot water, central vacuum and much more. The location is extremely convenient, with the harbor front just down Main Street along with the shops, restaurants, and galleries in the village and in an area of substantial new homes that are part of the expanding village center.

A beautiful piece of land in the West Chop area. 5-bedroom septic design in hand. Cable and electricity on the road. Town water. Located a short distance off Franklin Street, the property is close to West Chop Woods preserve and town and Land Bank beaches at the end of Herring Creek Road. Mink Meadows Golf Club is nearby.

East Chop charmer. This property is nestled in the heart of East Chop and offers spectacular views of the Sound from the living room, screened porch, primary bedroom, and two large water-facing porches. You can watch the ferries coming and going and the sailboats cruising by. East Chop Drive is one of the island's favorite walking spots and it's right in front of this property. The house has been well cared-for and there is also ample opportunity to put your finishing touches on it. In addition to the 4-bedroom, 3-bath home there is a large garage that offers options for the future owner.