Spectacular beach lot at Quansoo. This is the ultimate amenity. Ownership provides access to one of the most stunning beaches on the entire eastern seaboard. On one side is the majestic Atlantic Ocean and on the other the calm waters of Tisbury Great Pond where kids can catch crabs and play safely as you watch. Skip the lines and crowds at other beaches - come and go as you please for sun, sand, and surf. Note: Not a buildable lot.

This quiet and lovely four-and-a-half-acre lot in Chilmark is set on a gentle rise, bounded on one side by an old stone wall. The land features graceful trees and a distant water view is possible from a second floor. The lot has been staked, including a proposed home site at the highest elevation. There are so many outstanding possibilities for a future Buyer to build their dream home on this special piece of land. Peaceful and private, this area is next door to 184 acres of conservation land at Waskosim's Rock Reservation, with miles of walking trails. A 4-bedroom septic has been designed by Sourati Engineering which could be expanded. A guest house is also possible with proper permitting. Natural heritage approval is in process. The lot is part of the Association tennis allowing a future owner access and usage of the community tennis courts. Chilmark residents enjoy the ocean beaches of Lucy Vincent, Squibnocket, and Vineyard Sound beach featuring the celebrated sunsets at Menemsha. *NOTE: Architect Peter Breese designed an elegant potential 4-bedroom home on this land for the current owner that she is willing to share with a Buyer.

Abutting hundreds of acres of conservation land and walking trails leading to the second-highest point on Martha's Vineyard with views of the Elizabeth Islands, this classically-styled house with detached guest quarters offers 5 total bedrooms and 4 full baths plus an outdoor shower. The primary bedroom suite is a generous size and has its own small deck that overlooks the charming front yard. The property feels quintessentially Chilmark with ancient stone walls and mature plantings. The detached guest quarters features a spacious bedroom, full bath, kitchenette eating area, and a garage. Menemsha Hills Reservation is your backyard - 211 acres described by its Trustees as follows: "Menemsha Hills was shaped by thousands of years of glacial advance and retreat. Today an array of mini-environments comprise a rugged, pleasant landscape: low wetlands, woodland groves leading to a hilltop, wind-blasted coastal plains, a rocky ocean edge, and 308-foot Prospect Hill." Not to mention - Menemsha sunsets are a short distance away!

Tucked away in a prime location just off Middle Road is this bright modern home offering the perfect blend of comfort and style. The main level features a large bedroom or first-floor office and a full bath, while the upper floor boasts two additional bedrooms and a beautifully appointed bathroom with a steam shower and double vanity. The open concept living and dining areas flow effortlessly into the kitchen and porch, creating an inviting space ideal for entertaining. The kitchen is neat, functional, and well-equipped. On cooler days, enjoy the warmth of a propane stove in the living room. Step outside to enjoy outdoor life at its best, with a private southwest-facing deck and a spacious, screened-in porch. The property is beautifully landscaped, featuring mature gardens and tasteful granite stonework - complete with a firepit for peaceful evenings. A convenient walk-out basement provides easy access to additional storage space. Nature lovers will appreciate the nearby Fulling Mill Brook Land Bank property, offering nearly 50 acres of scenic trails perfect for hiking and biking. Lucy Vincent Beach is just a short drive or bike ride away, making it easy to enjoy the coast. With great rental potential, this home also presents an excellent investment opportunity. Conveniently located near Chilmark Center and Alley’s General Store, this property offers both privacy and easy access to local amenities. Seller is working on new title V septic for three bedrooms.

Nestled in the heart of Chilmark, this four-bedroom home offers a blend of comfort, convenience, and timeless Vineyard charm. Thoughtfully designed with distinct, well-proportioned rooms, the home centers around an expansive, sunlit, eat-in kitchen featuring dual ovens, elegant granite countertops, and extensive custom cherry wood built-ins that combine beauty and practicality. The welcoming living room, anchored by a pristine Vermont Castings wood stove, opens seamlessly to a covered porch and spacious deck—perfect for morning coffee or evening gatherings. The spacious first-floor primary suite provides a private retreat with two en-suite baths and two walk-in closets. Upstairs, you'll find two bedrooms with beautiful wood floors, built-in drawers, and cabinets that add both charm and functionality to the rooms. These bedrooms share a hall bath, making the second floor an ideal space for family or guests. A generous bonus room above the garage offers flexible space for a home office, gym, or additional sleeping quarters. A separate studio on the property adds further versatility. The private backyard—featuring a naturally shaded stone bench and trees perfectly placed for a hammock—offers a peaceful retreat. An outdoor shower provides the ideal post-beach rinse or a refreshing start to the day. Additional highlights include a garage and a full, unfinished basement, and a new generator. You will enjoy access to Lucy Vincent Beach and other up-island locations including a quick ride to the center of both Chilmark and West Tisbury. Well-maintained through the years and in close proximity to everything Chilmark has to offer, this property is an exceptional find—whether you're looking for a year-round home, seasonal getaway, or investment opportunity.

Premier Build-Ready Lot with Private Beach Access Get to know Stonewall Association, one of Chilmark’s most sought-after enclaves on the South Shore. This sunny, build-ready parcel offers a rare opportunity to own land with deeded private access to Stonewall Beach—a beloved destination for swimming, surfing, excellent fishing and summer memories. Set on beautifully contoured land with southern exposure, the property is fully engineered and approved, offering the potential for a main residence, an 800 sq ft guest house , plus a detached bedroom and other accessory structures as allowed by Chilmark zoning. Enjoy proximity to Chilmark Town Center, Nashaquitsa Pond boat landing, and Menemsha Harbor, while tucked away in a quiet, nature-rich setting. The southern facing topography is ideal for incorporating a walk-out lower level, perfect for expanding your living space while maximizing natural light . A custom build/design package is available to simplify your development process and bring your dream island retreat to life. Photo of exteriors and plans available. Stop trying to find your perfect home and build just what you want!

Modern Cape style home located off Tea Lane could be your special Chilmark retreat. This four bedroom, 2.5 bathroom home needs some updating but is in good condition. Living room with fireplace, dining area and family room provide space for living. Attached two bay garage allows for storage and projects. Wood working area in the basement is a plus. Enjoy the outdoors via the screened porch, large deck and the rolling lawn. Come see this property to truly appreciate it. Massachusetts Estate rules apply to this listing.

Perched atop Fulling Mill Hill this distinctive contemporary main house plus guest house offers mid-century charm and a serene retreat set on 3.3 acres of mature oak and beech forest and bordered by an ancient stone wall. Designed by renowned Yale School of Architecture Dean Paul Mitarachi, the main house features a striking circular entryway framed by mature Asiatic gardens. Step inside to discover a custom circular staircase with dramatic floor to ceiling windows, leading to the upper living area flooded with natural light from the wall of south-facing windows. The living area with high ceilings and woodstove is a comfortable place to congregate, while the kitchen and open dining areas lend themselves to modern day living. Glass sliding doors open onto a spacious 2nd story deck giving the entire living space an intimate relationship with the outdoors. On the first floor there are three total bedrooms; two bedrooms sharing a full bath plus a primary bedroom with a full bath en-suite. Total square footage represents house (1,400 sq. ft.) and guest house (518 sq. ft.). A shared six (6) bedroom septic system services both houses.

Rare opportunity to build on Chilmark's south shore. This 1.4 acre parcel should allow for new construction of 3,100 square feet and 24 feet in height, by right, with building department approval. Views to the Atlantic Ocean and Chilmark Pond can be seen from the second floor. This parcel comes with a dock on the pond which provides access to a beautiful barrier beach on the Atlantic. Well in place, buyer responsible for new septic system. Fire destroyed house in 2020. See old and new views in document attached.

Designed by the famous mid century architect Andrew Geller, this contemporary home is situated at the top of the parcel with ocean views and a glimpse of Chilmark pond. There is ample open space to accommodate family and friends and overlooks the large meadow which follows the stone wall to South Road. Access to walking trails, and Lucy Vincent Beach is a short distance away.

Dreamlike Chilmark retreat on 4.5+/- acres overlooking the Chilmark Pond & Atlantic Ocean beyond. Uniquely designed with European and medieval history in mind. The House has 3 bedrooms, 3 bathrooms, an atrium dining area, a two-story library, a kitchen, and a pantry/wet bar. Charming garden and plantings surround the home. A must-see to appreciate all the special touches throughout the Main House, Guest Camp, and Garage. Option to buy shares of abutting conservation land for an additional fee, please inquire.

Winding tree lined driveway off North Rd brings you to this commanding, custom designed residence built by a top tier island builder. This home is set on over 4 private acres of rolling meadows and big sky views. Main living space is all on one level which includes primary bedroom with en-suite bath, large living area with fireplace, bright sunroom or second living room, custom kitchen and two additional bedrooms with full bath. The finished walk-out lower level is an additional 1700 square feet offering a studio suite with full bathroom and separate entrance. Two outbuildings consist of a second garage and an unfinished cottage style building that has amazing potential for detached bedroom or guest suite.

11 Greenhouse Lane...an incredible opportunity to own in this sought after private enclave with deeded private south shore beach and pond access close by...this charming vintage cape enjoys views over wetlands out to the Atlantic beyond! Three bedrooms, two baths, living room with fireplace, dining area, updated kitchen, screened porch and outside shower. The owners have taken full advantage of this beautiful site, with a patio for entertaining and a dipping pool. A spacious shed has great storage for kayaks, paddle boards, surfboards and much more. Beautifully landscaped and ready for you to enjoy summer in Chilmark with additional beach access to Lucy Vincent and Squibnocket. An added bonus is the 240v ChargePoint at the driveway.

Well designed and maintained home, situated on 5 acres in a private, desirable neighborhood. Open floor plan with high ceilings that allows a lot of great light into house. The screened in porch is perfect for family dinners or relaxing. Nice water views of Vineyard Sound & the Elizabeth Islands. Short walk to the Brickyard Beach on the North Shore, rights are included with property, where you can enjoy swimming and watching beautiful sunsets. There is also a 1 car garage with a work space.

Make your own Chilmark dream come true! 12.6 +/- acres of prime land allows you to create your own family compound or Island Farm. Enjoy the peacefulness of the Chilmark with room to expand. Two separate buildable lots provides you unique options. The Main house has three bedrooms, three bathrooms, two studies, multiple living spaces and a large three-car garage

A place of serenity tucked in the woods of Chilmark. Complete renovation 2017/2018, large fenced in back yard with exquisite fish pond with waterfall and lighting. Kitchen has concrete countertops, sub zero refrigerator, Wolf Oven & Speed Oven. Large open formal dining area and open formal sitting area with fireplace. Beautiful reclaimed wood flooring. LED lighting throughout house, Media room with Sonos Music System, and Lutron Radio RA Switching System (can be smartphone controlled) Radiant heat in mudroom, and all bathrooms (except 1/2 bath in basement) to keep cozy in the cooler months, and a heat pump system with Boiler back up. Six bedroom septic. Close proximity to North Road and Middle Road. Beautiful home with a lot of attention to details. sq. footage is Approx.

Discover an exceptional opportunity with this rare combination of two abutting parcels spanning more than 6 acres in a coveted location offering water views and Atlantic Ocean private beach access. Surfers and fishermen delight in this location! The Stonewall Association is a beloved area of Chilmark in a supreme location for easy Chilmark living close to the Chilmark Store, the Chilmark Community Center and a short drive to Menemsha for fresh fish and easy dining. Positioned to capture westward views of Squibnocket Point and vibrant evening sunsets, both 32 Stonewall Road and adjacent 4 Cedar Lane provide flexibility to accommodate generous development for generations to come. Ownership includes coveted parking at the exclusive, serene Stonewall Association beach on the Atlantic Ocean. Wells have already been installed and septic designs included. Stop looking for the perfect home and build just what you want out of your Chilmark home. An optional design-build package with an accomplished builder is available for those looking to streamline the process. Acquiring the two parcels creates a compound opportunity for two main homes plus a guest house and accessory structures like a barn, pool, and pool house (per Chilmark zoning by-laws). Lots may be sold independently.

This beautifully designed and built Post & Beam style home is tastefully thought out and meticulously maintained. The open living, dining and kitchen feature custom built-ins, a wood burning fireplace and a fabulous gourmet kitchen with Wolfe 8 burner professional style stove, Sub Zero refrigerator, Boshe dishwasher soapstone counters and a butlers pantry with extra cupboards, shelving and a wine refrigerator. There are sliders that take you to an oversized deck and stairs to a blue stone patio and beautiful gardens. The screened-in porch off the living room steps out to the side yard, patio and outdoor shower. First floor Primary with walk-in closet, access to the deck and a private en-suite bathroom with beautiful tiled steam shower and large soaking tub. Second floor includes a loft with sitting room, 2 spacious bedrooms that share a full bath with shower and office, all with cathedral beamed ceilings. Many nice features throughout include white oak random width floors, marble and tiled baths, incredible workmanship throughout with an eye for style. warmth and comfort. There is also a generous laundry room with wash sink. The fully finished walkout basement includes a great room, finished utility room with a dog bath, workshop and a full bath with shower. Beautifully landscaped grounds with multiple perennial beds , vegetable gardens and surrounding stone retaining walls. Privately sited on 4.80 acres and potential for a guest house with proper town permitting after 5 years.

CHILMARK BLISS – A Refined Retreat- 15 Old Farm Road, where elegance meets tranquility. Set on over 3 acres of private, manicured grounds, this exceptional Chilmark residence was thoughtfully reimagined in 2020 by architect Peter Breese and expertly built by Doug Best. A beautifully designed hardscape welcomes you, a serene pond, and the gentle murmur of a babbling stream—an introduction to the home’s atmosphere of relaxing sophistication. Step inside to a dramatic open-concept kitchen and living space, where high-end appliances, luxurious stone countertops, and a custom stone fireplace come together to create the heart of the home—ideal for both intimate gatherings and inspired culinary adventures. A spacious pantry off the kitchen, offering extra prep space, leads to a lovely screened porch for summer nights. The first floor features a sunny, bright primary suite that opens to its private deck overlooking the lush landscape. A formal foyer leads to a cozy library and media room. Upstairs is a private guest bedroom and a full bathroom. A breezeway deck—perfect for enjoying morning coffee—leads to a third bedroom suite featuring another exquisite stone fireplace, and a lounge area that provides warmth and privacy for visitors and a full bathroom. There is a large barn door opening to a private patio. The versatile lower level adds yet another layer of functionality, featuring ample dry storage and a bright bonus room that is ideal for a gym, yoga studio, media lounge, or overflow space. This space opens to a verdant backyard, blending beauty with practicality, complete with a fenced flower garden and a charming post-and-beam garden shed featuring electricity and a basement. The property was designed with a pool in mind. There is also a 5-bedroom septic for expansion possibilities. Enjoy everything Chilmark has to offer, including access to Lucy Vincent and Squibnocket Beach.

Magical waterfront Quitsa pond cottage with private dock. This home has the most spectacular views including sunsets and an intimate relationship with the charming and timeless waterfront at Quitsa Pond. Designed with the setting in mind this sublime piece of architecture has wonderful spaces, fantastic detail and so much packed into a smaller home. Landscape design by Edwina von Gal accentuates the simplistic beauty of this propery. A unique and inspirational built-in art installation by Andy Goldsworthy adorns the northeastern wall of the living room. A fireplace created with slate roof tiles unlike any other is built into the southwest wall. Custom Will Parry windows and doors throughout with giant floor to ceiling glass doors that slide wide to join the inside and outside of the home bringing the natural beauty of the area into the house. Step outside and onto your private dock with power and water, or walk down your boat ramp into the warm waters of the pond for a swim, kayak or paddleboard adventure. A custom staircase influenced by Frank LLoyd Wright has built-in book cases and metal work by artisan Whit Hanschka which brings you to the upper floor where there are 3 bedrooms and 2 baths. 2 of the bedrooms open out onto a small deck overlooking the pond and all have views of the water. This home is cozy with radiant floor heat under the tile floor

Nestled along the beautiful and tranquil shoreline of Tisbury Great Pond and surrounded by a stunning natural environment of water, sand and sky, this is an unparallelled beach house experience on the south shore of Chilmark. The five-bedroom home consists of a three-bedroom main house connected by walkways to a two-bedroom guest wing with studio space above, all with spectacular water views including from ground floor. The yard surrounding the house is a meadow like setting with an easy grassy path out to the sandy pond shoreline. Play on the pond with paddleboards, kayaks, small motor boats and sailboats, and quickly cross over to the ocean beach. Although little ones love to stay on the pond shoreline at the house to explore and swim in these safe calm waters. The existing buildings and six-bedroom septic await your vision. Abutting conservation land on two sides. Access to Chilmark beaches as well. This is a rare offering with the combination of water frontage on the pond, proximity to the ocean, conforming acreage and panoramic views. Create your own private sanctuary for your family in this wild and beautiful, natural setting.

An incomparable setting in Chilmark, a beautifully renovated 5-bedroom home, stunning landscape and hardscape, all on three separate building lots totaling almost 14 acres - this is Allerton farm. The historic house has been expanded with new additions to create a thoroughly modern residence that nevertheless retains a charm that could not be achieved without technical expertise, attention to detail, and very good taste. In addition to the beautifully renovated home there is a very large enclosed garden, pickleball court, and a wind turbine that produces large amounts of energy.

This exceptionally elegant and tranquil home in Seven Gates Farm combines contemporary architectural design with timeless high-end features for Vineyard casual, nature-inspired living. Extraordinary and rare, this move-in ready three-bedroom home with six-bedroom septic system sits on an oversized 5.3-acre parcel in Chilmark. This thoughtful layout has an easy flow, soothing tones with cypress wood paneling and accents, and combines open living spaces with separate, more secluded areas such as the TV/media room, private multi-room primary suite and private guest wing. The great room features floor to ceiling walls of windows creating a transfer of light and air from both sides of the space. The primary suite includes a separate office space, expansive walk-through closet, an architectural feature wall defining the sleeping space, beautiful bathroom of wood and glass, and access to the outdoors. Upstairs you'll find an expansive bedroom currently used as a gym and office, a cedar closet room and a large unfinished space for potential expansion. The airy guest bedroom wing is found off the entryway and includes French doors for access to the yard, built-in ceiling curtain tracks and art hanging ledges, and a full bathroom with soaking tub. The interior seamlessly blends into the exterior spaces. The artistic stonework of the front yard patio and water feature lead beyond to gardens, lawn and a trail through the wooded areas of the property. This property is part of Seven Gates Farm and enjoys the benefits of miles of coastline including three distinct beaches and two docks, 1000 acres of common land with trails weaving throughout, two tennis courts and a lovely community of neighbors. Note: 2% fee to Seven Gates Farm at closing in addition to purchase price and Land Bank fee.

This spectacular and bright modern american farmhouse is perfectly sited to capture the varied scenic beauty that surrounds the farm. Built in 2021 with great attention to detail and materials, this home was created around gatherings and community with ample space for the extended family. The land has been lovingly curated into a place which can grow, generate and support those who want to have the best qualities of an island existance, minimize their impact and enjoy the literal fruits of life. The home has an 81 panel solar production system, granting it producer status and producing a surplus of energy that far surpasses the use. There are fruit orchards around the property that include fig, plum, apple, blueberry, cherry and more. (see addendum) The property achieved status as a Certified Organic Farm (USDA). The fantastic kitchen is designed for the serious chef with a huge 4 x 9 foot center island made of honed granite and a 48 gas range, subzero fridge and bosch dishwasher. The great room has a floor to ceiling rumford designed stone fireplace with cathedral ceilings, reclaimed antique beams, and a great floor plan that still maintains a sense of intimacy. Great mudroom with tons of built in that opens into the garage and the laundry room. Generator fed by 500 gallon buried propane tank provides security if weather goes bad. This is a really wonderful house and must be seen.

Commercial certified organic farm set in the hills of Chilmark. This wonderful small scale farm has been lovingly created and grows a variety of high value fruits and vegtables which are sold to local businsses and restaurants. The land has been lovingly curated into a place which can grow, generate and support those who want to have the best qualities of an island existance, minimize their impact and enjoy the literal fruits of life. Lots of opportunity to expand the commercial operation with value added products. There are fruit orchards around the property that include fig, plum, apple, blueberry, cherry and more. (see addendum) The property achieved status as a Certified Organic Farm (USDA) which is renewed annually. There is a rainwater catchment system to supplement watering with over 7500 gallons of capacity. In addition there is a spectacular and bright modern american farmhouse perfectly sited to capture the varied scenic beauty that surrounds the farm. Built in 2021 with great attention to detail and materials, this home was created around gatherings and community with ample space for the extended family. The home has an 81 panel solar production system, granting it producer status and producing a surplus of energy that far surpasses the use. The fantastic kitchen is designed for the serious chef with a huge 4 x 9 foot center island made of honed granite and a 48 gas range, subzero fridge and bosch dishwasher. The great room has a floor to ceiling rumford designed stone fireplace with cathedral ceilings, reclaimed antique beams, and a great floor plan that still maintains a sense of intimacy. Great mudroom with tons of built in that opens into the garage and the laundry room. Generator fed by 500 gallon buried propane tank provides security if weather goes bad. This is a really wonderful house and must be seen.

This private 21-acre Chilmark estate with ocean views, tucked away in the rolling hills and farmlands of Chilmark, offers sweeping ocean views to the south and a rare sense of seclusion and serenity. At the heart of the property is a striking modern style home, thoughtfully designed to bring the outdoors in. Expansive walls of glass flood the interior with natural light and frame panoramic views of open pastures, ancient stone walls, woodlands, and the Atlantic beyond. The three-bedroom residence features an open-concept layout that seamlessly connects indoor living spaces to a full-length deck—perfect for entertaining or simply soaking in the peaceful surroundings. Recent updates include new kitchen appliances and a high-efficiency heat pump system with central air conditioning. A true highlight of this property is the land itself. Crisscrossed with well-maintained trails, it invites exploration through meadows, forest, streams, and even a tranquil pond. With subdivision potential and an extraordinary sense of place, this cherished family estate feels like a private piece of up-island history—rich in character, natural beauty, and possibility.

Waterfront house and guest house with a private dock on Menemsha Pond. This location is in the heart of Menemsha, a waterfront enclave within walking distance of this classic Harbor. Built and cared for over four generations by an Island legacy family, this property is unique among Island estates for its combination of privacy yet convenience and seclusion yet expansive views. To the Southeast, watch Menemsha Pond ebb and flow around sandy islands with 120 degrees of unobstructed view. To the Northwest, elevated rooms look out over the sunset on Menemsha harbor. A secluded lawn is partially shaded by healthy blue spruce and bordered by an ancient stone wall. To the south, the dock traverses the estuary into a private cove opening up to the main pond and the ocean. A secure environment surrounded by water on three sides. The property is only a short walk to the Menemsha harbor, beach, boutique galleries, and fresh seafood restaurants—from the daily catch from local fish markets to the fine dining of the Home Port. Southern orientation provides sun all-day to both the house and the guest house. Year-round water and new 5-bedroom Title-5 compliant septic. Unique remodeling and expansion options compared with other waterfront Island property due to the existing height, large attic with views, and a lower level with tremendous natural light allowing for valuable future living square footage. You are welcome to continue the legacy of this extraordinary real estate.

Commanding Pondfront Retreat with Private Dock and South Shore Views. This exceptional Chilmark residence offers an unparalleled blend of privacy, elegance, and modern comfort. An original Tom Tate build, and renovated in 2018, the home exudes contemporary sophistication while embracing its serene natural surroundings. A private dock on Chilmark Pond provides direct access to the water, inviting you to enjoy peaceful mornings and breathtaking sunsets over the shimmering South Shore. Just follow the most gorgeous manicured pathway, an iconic vineyard staple, to your own private dock and launch across the pond to your private south shore beach lot. The property is enveloped by more than 7 acres of abutting conservation land, ensuring a tranquil and secluded setting. The grounds are a masterpiece, featuring meticulously designed gardens that enhance the property’s timeless allure. The expansive first floor makes entertaining a breeze with wide open living spaces, and also allows for quiet work to take place in the private office. The ground level floor features more relaxed living space and wet bar with access out to the gorgeous back yard and path to the pond. The second floor is dedicated entirely to a luxurious primary suite with two private bathrooms—a sanctuary that boasts expansive water views and refined finishes. This is more than a home; it’s a lifestyle defined by elegance, comfort, and beauty. Separate guest house property also available, please inquire.

Welcome to an extraordinary ocean view coastal sanctuary set within the exclusive gates of Squibnocket Farm—a 450+ acre private community with access to over 2 miles of oceanfront, 1.5 miles of pond frontage, and 300+ acres of conservation land. Set on a peaceful, pastoral landscape abutting 17 acres of preserved land, this stately home was designed and built by Soikkeli & Company, one of the island’s premier luxury builders. Inspired by traditional New England farmhouse architecture, the exterior features cedar shingles, multiple gables, and timeless charm. At the heart of the home is a stunning chef’s kitchen with soapstone countertops, a custom farm sink, high-end appliances, and a walk-in pantry. Two living rooms flank the kitchen, while the first-floor primary suite occupies the sunny southern end of the house offering luxurious comfort and ocean views. Four additional bedrooms and a two-car garage sit in a separate wing. Smart features include Nest thermostats and a HEOS sound system. Outdoors, the organic landscaping showcases historic stone walls, colorful gardens, and a manicured lawn, all complemented by nearly 3 acres of fenced pasture. Enjoy outdoor living from the expansive back deck or the screened porch with stone fireplace, both perfect for stargazing or enjoying the breathtaking Atlantic Ocean views. Squibnocket Farm ownership includes exclusive access to scenic trails, pond launches, and a private beach with some of the Martha’s Vineyard’s most pristine dunes and shoreline. This is more than a home, it’s a lifestyle.

New to market this completely renovated water view home is located in a private enclave of upscale homes fronting on Squibnocket Pond in Chilmark. There are 360 degree views from this 3.6 acre hilltop site offering views of the pond, Atlantic Ocean and north to Menemsha Pond and the Vineyard Sound. Sunrise and Sunset! This home, completely renovated in 2022 features a state of the art gourmet kitchen, adjacent butler's pantry & vast open living area with wood burning fireplace, mellow wood floors and breathtaking views out every window. Four large bedrooms, three bathrooms plus a powder room. Primary suite bathroom features an independent tub and steam shower. Fully heated, insulated and air conditioned this home is four season living. Walking paths to pond access for kayaking, swimming and boating & association tennis court. This property is protected by a Trustees of Reservation Deed of Conservation Easement.

A 1930s-built home that has been remarkably updated to retain its historic charm while incorporating sophisticated and modern amenities. The house overlooks the Chilmark Great Pond and the Atlantic Ocean beyond. The Main House includes 3 bedrooms, 3 beautifully renovated bathrooms, a walk-in closet, a Pantry, a Library/Media room, a full basement, Outdoor showers, and a screened-in porch. The property includes a 2-bedroom Guest house, a Garage with a bedroom & bathroom above, a studio, and landscaped gardens. The property has had a pool designed, and there is walking access to the Chilmark Great Pond from the house.

This exceptional Martha's Vineyard estate promises unmatched privacy and breathtaking views of the Atlantic Ocean and Chilmark Pond. Masterfully designed by acclaimed architect Rick Sundberg and built by renowned island builder Andrew Flake, this three-parcel property seamlessly blends modern sophistication with the timeless charm of the Vineyard. Upon entering, you are greeted by soaring ceilings and rich oak floors that flood the space with natural light. Expansive glass walls open up to sweeping oceanviews over Chilmark Pond creating a seamless connection between the indoors and the stunning landscape. The chef's kitchen is a true standout, featuring custom cherry cabinetry, luxurious granite countertops, and top-tier appliances from Sub-Zero, Miele and Wolf. The primary suite offers a private study with a cozy fireplace, two spa-like baths, and a spacious deck with ocean views. Heated floors throughout add an extra layer of comfort. Outdoors, a spacious screened porch and heated infinity pool overlooks the ocean and a beautifully landscaped terrace. The property also boasts a large kitchen garden, fruit trees, and a half-basketball court. A detached three-bay garage and a charming two-bedroom guest cottage provide plenty of room for family and friends. To complete this extraordinary offering, private access to a secluded south shore beach, accessible by boat from Chilmark Pond, ensures a truly exclusive lifestyle.

Welcome to an extraordinary waterfront retreat, where luxury meets nature perfectly. This exclusive property offers unparalleled access to breathtaking views, serene landscapes, and the soothing sounds of water lapping against the shore. Squibnocket Farm Road is renowned for its unspoiled beauty and tranquility. This sophisticated gated community offers a sense of seclusion while remaining within a reasonable distance from essential amenities and entertainment options. Whether you're looking for a year-round residence or a vacation getaway, this waterfront home in Squibnocket is an idyllic sanctuary to create unforgettable memories with family and friends.