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Chilmark
0 Blackpoint Key, Chilmark MA 02535

LINK ID: 43139
Town: Chilmark
Type: Unimproved Land
$445,000.00

Property Details

Blackpoint Beach is an exquisite destination for beach walking, swimming, and access to Blackpoint Pond, which leads to the Tisbury Great Pond. Miles of sandy beach east and west with easy access via a boardwalk to the beach. Grassy parking, private gated beach access on the south shore of Chilmark. Blackpoint is a less common offering. This is a great time of year to include this in your summer or year-round living. This is not a buildable property, strictly beach and pond access only

37 Bijahs Way, Chilmark MA 02535

LINK ID: 43069
Town: Chilmark
Type: Unimproved Land
$1,325,000.00

Property Details

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.

345 North Road, Chilmark MA 02535

LINK ID: 42920
Town: Chilmark
Type: Single Family Residence
$1,625,000.00

Property Details

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!

3 Fulling Mill Road, Chilmark MA 02575

LINK ID: 41666
Town: Chilmark
Type: Single Family Residence
$1,875,000.00

Property Details

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.

10 North Abels Hill Road, Chilmark MA 02535

LINK ID: 42180
Town: Chilmark
Type: Single Family Residence
$1,900,000.00

Property Details

A rare opportunity in the iconic Abel's Hill Association which offers private association beach access, three tennis courts and walking trails. This multi-level Chilmark home was designed and built as an homage to architect Frank Lloyd Wright's ethos of open living spaces with flowing sightlines from room to room. The main house has a pocket view to the Atlantic that opens in the fall and winter months, wood floors, natural light and multiple levels. The living room features a contemporary Swedish woodstove and two skylights and sliding glass doors to a balcony making the space bright and cozy. The expanded primary bedroom suite is spacious and offers a private bathroom with generous jacuzzi tub. The kitchen and dining rooms open onto a large deck for entertaining that looks out over the back yard and lovely plantings. There are two guest bedrooms on the second floor separated by an open loft space currently being used as a study and sitting area. The lower level of the main house features a garage, additional storage, and a bonus room with private entrance. The studio style separate guest house offers a full bathroom and kitchen and is situated over a large barn storage space that could accommodate a vehicle or boat. The 1.4 acre property is surrounded by mature trees and abuts the historic Chilmark Cemetery, preserving the privacy and ensuring quiet neighbors. The private association barrier beach is a short walk from the house, or use the association's private beach parking. There are also kayak racks available for association residents to store their kayaks and canoes by Chilmark Pond. The main house has solar panels powering all the electric and hot water in the home and the auto charging station. The main house features a whole house water purifier, ducted heat and AC. The main and guest have separate septic systems and both septic systems have passed Title V. Please Note: Attorney Dick Dubin has been appointed as the Special Master to oversee the sale of this property.

25 Fulling Mill Road, Chilmark MA 02535

LINK ID: 43014
Town: Chilmark
Type: Single Family Residence
$2,450,000.00

Property Details

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.

2 Other House Road, Chilmark MA 02535

LINK ID: 42602
Town: Chilmark
Type: Unimproved Land
$2,500,000.00

Property Details

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.

0, 27 & 30 Tower Lane, Chilmark MA 02535

LINK ID: 42752
Town: Chilmark
Type: Single Family Residence
$2,699,000.00

Property Details

Designed by renowned architect Araldo Cossutta as his personal retreat, the estate is made up of 5 dwellings providing a rare opportunity with pre existing density. One of the most stunning approaches from Middle Road thru your 8 acres of agriculturally conserved land. In need of renovation, the options are endless. Create a family compound, B+B/Inn, Farm, much needed housing or other ideas. Priced for sale "As Is". Showings to begin Saturday March 15th.

31 North Slope Lane, Chilmark MA 02535

LINK ID: 43097
Town: Chilmark
Type: Single Family Residence
$2,895,000.00

Property Details

Located on a private lane along North Road in the heart of Chilmark, this hilltop four bedroom home was perfectly sited to enjoy fantastic water views of Vineyard Sound toward the Elizabeth Islands. Built in 1983 and lived in seasonally, this home has been meticulously cared for. There is a new forced air HVAC system, and recently upgraded electrical. In addition, there are three working wood-burning fireplaces, and the roof, windows, exterior doors, decking and siding have all been replaced within the last 10 years. The interior layout is ideally suited to taking in the views and spectacular sunsets, with an open kitchen, dining and living room that connect to a spacious deck and screened porch. The primary suite also connects to the deck and has views to the water. Guest bedrooms are on the ground floor and are privately set. The land is generous and beautifully landscaped, with a half basketball court carved in along the drive up to the house. Located just a short drive or bike ride to Menemsha and all town beaches, the setting is private, convenient and quintessentially Chilmark.

10 Mollys Way, Chilmark MA 02535

LINK ID: 42732
Town: Chilmark
Type: Single Family Residence
$2,950,000.00

Property Details

The Salt Shack merges historic preservation with modern updates in Menemsha. Designed by husband-and-wife luxury boutique design firm, Morgan Studio, the renovation of this 100-year-old ocean view cottage preserves its charm and historical integrity while incorporating contemporary design elements to enhance both comfort and aesthetics. Nestled behind Menemsha Pond, the cottage boasts a prime location for watching incredible sunsets over the pond to the ocean beyond and strolling into town for beach-going, fishing, boating, shopping, and dining. The layout and flow of the spaces feature captivating views from many vantages, and all new windows enhance natural light and views. The refined palette and materials reflect the natural surroundings and match the experience of Menemsha living. With modern forced air cooling and heating and a fully insulated structure, the property can be enjoyed year-round. Additionally, the ground level suite is the ideal complement to the two upper floors, providing a private retreat for family and friends. A turnkey ocean-view offering, the Salt Shack presents a rare opportunity to enjoy a stunning escape to the authentic fishing village of Menemsha.

10 Molly's Way, Chilmark MA 02535

LINK ID: 42953
Town: Chilmark
Type: Single Family Residence
$2,950,000.00

Property Details

The Salt Shack merges historic preservation with modern updates in Menemsha. Designed by husband-and-wife luxury boutique design firm, Morgan Studio, the renovation of this 100-year-old ocean view cottage preserves its charm and historical integrity while incorporating contemporary design elements to enhance both comfort and aesthetics. Nestled behind Menemsha Pond, the cottage boasts a prime location for watching incredible sunsets over the pond to the ocean beyond and strolling into town for beach-going, fishing, boating, shopping, and dining. The layout and flow of the spaces feature captivating views from many vantages, and all new windows enhance natural light and views. The refined palette and materials reflect the natural surroundings and match the experience of Menemsha living. With modern forced air cooling and heating and a fully insulated structure, the property can be enjoyed year-round. Additionally, the ground level suite is the ideal complement to the two upper floors, providing a private retreat for family and friends. A turnkey ocean-view offering, the Salt Shack presents a rare opportunity to enjoy a stunning escape to the authentic fishing village of Menemsha.

18 Allen Farm Road, Chilmark MA 02535

LINK ID: 42477
Town: Chilmark
Type: Single Family Residence
$2,950,000.00

Property Details

Located in the agricultural heartland of Chilmark one mile from Lucy Vincent Beach this private 2.36 acre property has a charming 1 + bedroom cottage with screened porch, brick patio and outside shower. There is a large building zone located between the eighty and one hundred foot contour with exciting architectural options, especially for solar designs. The cottage is offered fully furnished, with exception of some art and a few other items (to be listed prior to accepted offer), and has everything you need to enjoy your summers in Chilmark as you plan for your future. The property has a 4-bedroom septic system. Broker has ownership interest.

11 Greenhouse Lane, Chilmark MA 02535

LINK ID: 41656
Town: Chilmark
Type: Single Family Residence
$3,350,000.00

Property Details

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.

100 Gosnolds Way, Chilmark MA 02535

LINK ID: 41875
Town: Chilmark
Type: Single Family Residence
$3,500,000.00

Property Details

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.

49 Gosnolds Way, Chilmark MA 02535

LINK ID: 43016
Town: Chilmark
Type: Single Family Residence
$5,295,000.00

Property Details

Perched high on the north shore with sweeping views of the Vineyard Sound, this expansive and private property is surrounded by Menemsha Hills conservation land and trails and offers broad water views, even from ground floor of house. The house is large and well maintained with an upside down floor plan allowing for high ceilings and bright spaces in the open plan kitchen/dining/living room, as well as the primary bedroom suite and office on this upper level. This is a great house for entertaining and offers A/C, screened porch, generator, music system, outdoor lighting and other perks. The exterior space features a tennis court, beautiful gardens with water feature, and a cleared meadow, which is several acres in size, surrounded by woodlands. No other houses can be seen from here. A pool is possible and there is plenty of space for this addition. Subdivision potential. Includes Brickyard Beach rights.

146 Quansoo Road, Chilmark MA 02535

LINK ID: 43144
Town: Chilmark
Type: Single Family Residence
$5,475,000.00

Property Details

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.

35 South Bowl Road, Chilmark MA 02535

LINK ID: 43145
Town: Chilmark
Type: Single Family Residence
$6,000,000.00

Property Details

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.

78 Hammett Road, Chilmark MA 02535

LINK ID: 43055
Town: Chilmark
Type: Single Family Residence
$6,750,000.00

Property Details

Wonderful elevated Chilmark north shore 3.8 acre secure waterfront property with dramatic year round sunset water views to the Gay Head Lighthouse and Elizabeth Islands. The Vineyard Sound expanse enjoys peaceful sailing, fishing and other boating activity to enhance the ocean splendor. The 5 bedroom 3 1/2 bath 4,050 sq ft home is literally in move-in condition. Architect designed and built by Heikki Soikkeli, the house has 3 self contained bedroom wings and a stunning Lew French fireplace and chimney. The property sits on a private 48 ft elevated 425 ft setback site in the highly desirable Spring Point community -- 48 homeowners on 330 acres with 90 acres of common land, 2 tennis courts and 5 miles of quiet paths and pretty well maintained country dirt roads -- with the finest north shore bluff path along a 1 mile stunning private sandy beach abutting the dreamy Great Rock Bight Beach Cove next to the 200 acre Menemsha Hills Reservation. The house is a short walk on a grassy canopied path to the beach. The living room, primary bedroom and kitchen have grand water views.

308 South Road, Chilmark MA 02535

LINK ID: 43117
Town: Chilmark
Type: Single Family Residence
$7,950,000.00

Property Details

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.

94 Menemsha Inn Road, Chilmark MA 02535

LINK ID: 43275
Town: Chilmark
Type: Single Family Residence
$8,450,000.00

Property Details

Set on 5.6 acres of pristine land, this custom-built 4-bedroom, 2.5-bath main residence, with a detached 1-bedroom, 1-bath guest studio, offers unparalleled privacy, natural surroundings and sweeping views of Vineyard Sound. Nearly every room captures breathtaking water views and unforgettable sunsets, best enjoyed from the expansive stone terrace, screened porch, or the private balcony off the primary suite. Craftsmanship and character define this finely constructed home, featuring salvaged heart pine floors, reclaimed beams, and other thoughtfully curated details throughout. A generous building envelope allows ample room for expansion, making this property a lasting investment as well as a beautiful home. Surrounded by mature trees, lush gardens, and open lawn, this is a place of quiet beauty and natural elegance. A short stroll through the grounds leads to 340 feet of private waterfront—perfect for peaceful swims and tranquil moments on the shore. Enjoy the nearby charm of Menemsha Village, a leisurely walk away.

34 Edys Island Way, Chilmark MA 02535

LINK ID: 42401
Town: Chilmark
Type: Single Family Residence
$8,750,000.00

Property Details

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.

18 Spruce Gate Road, Chilmark MA 02535

LINK ID: 43244
Town: Chilmark
Type: Single Family Residence
$12,500,000.00

Property Details

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.

16 Shotnaigher Lane, Chilmark MA 02535

LINK ID: 43060
Town: Chilmark
Type: Single Family Residence
$12,750,000.00

Property Details

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.

8 Snail Road, Chilmark MA 02535

LINK ID: 43118
Town: Chilmark
Type: Single Family Residence
$14,000,000.00

Property Details

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.

64 Squibnocket Farm Road, Chilmark MA 02535

LINK ID: 40007
Town: Chilmark
Type: Single Family Residence
$16,500,000.00

Property Details

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.

41 Cobbs Hill Road, Chilmark MA 02535

LINK ID: 43193
Town: Chilmark
Type: Single Family Residence
$39,000,000.00

Property Details

One of the most exclusive estates across the Northeast, Blue Heron Farm on Martha's Vineyard is set on nearly 30 acres of lush landscaping along the shores of Tisbury Great Pond. The former summer residence of President Obama and family, chosen for its incredible privacy, serenity and significance, this multi-generational compound is protected by surrounding farmland and mature trees. Approached by a long gated drive, and past a 150 year old barn that was relocated from Pennsylvania, the beautiful Main House with bespoke interiors and a wraparound porch overlooks rolling lawns and a quintessential boat house with dock and private beach. A separate guest house, design studio, gym, tennis court, garages, additional guest accommodations and staff housing are thoughtfully sited around the property. Multiple riding rings and paddocks for the equestrians and gentleman farmers, while the stunning Norman Foster designed pool house is a true work of art, ideal for personal relaxation or sophisticated entertaining alike. A legacy property like no other, Blue Heron Farm is a pleasure to show, by appointment only.

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