Property for Sale in Chilmark, MA

LINK ID: 35593
Town:Chilmark
Type: Single Family
$15,000,000.00

Property Details

Stunning Chilmark north shore 4 acre waterfront paradise with wonderful sunsets and unique privacy nestled between a large wooded hill and a 200 acre private estate. The 5 bedroom 4 1/2 bath TWO kitchen main house and 2 bedroom (with 2 dormers) 2 bath guest house enjoy dramatic views of the Elizabeth Islands from the Gay Head Lighthouse to Woods Hole from every room. The property is beautifully manicured with an enchanting contour stretching to the bluff overlooking a dreamy private cove and sandy beach. Four cleared acres are very rare on the heavily wooded north shore. Waterfront values on the rugged, elevated and protected Vineyard north shore are attracting more interest after Hurricane Sandy damaged the low elevation fragile south shore NY, NJ and New England coast line. The property is in the highly desirable 335 acre Spring Point community with 38 home sites with 135 acres of common land, 3/4 mile of private beach, 2 tennis courts and endless dirt roads and trails.

LINK ID: 36699
Town:Chilmark
Type: Single Family
$13,500,000.00

Property Details

Perfectly sited on a slight bluff overlooking upper Chilmark pond to the Atlantic. Kayak or canoe from your dock to the private beach access. Superbly appointed , this 6 bedroom custom built home offers the finest in craftsmanship and materials including Lew French stone work and patios. There are few words that can adequately describe the feeling that exists in this location. The roar of the ocean and the glorious sunrises, the privacy, the view of nature's world serene and safe. Exclusively offered.

LINK ID: 36756
Town:Chilmark
Type: Single Family
$9,995,000.00

Property Details

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.

LINK ID: 36814
Town:Chilmark
Type: Land
$8,950,000.00

Property Details

The James Cagney Estate - A vast 70-acre estate with multiple building sites on the north shore of Chilmark. This is possibly the last time a real estate asset of this scale ever becomes available on Martha's Vineyard. The property is a world unto itself offering so much of what Chilmark and Martha's Vineyard are rightly famous for - water views, beach access, sun-dappled meadows, shaded forests through which streams and brooks wend, and lichen-covered stone walls. Exploring this estate - actually made up of three contiguous pieces of property - is like traveling through time and offers a window into a Chilmark of days gone by. The property was at one time the summer retreat of movie star Jimmy Cagney whose affection for this place is legendary. The Cagney house dates from the 1700s and is still in its original location along with a second house, studio, and barn. The prime waterview building site is located a distance away and is completely private. Located on a ridge and surrounded by acres of meadows and stone walls, this site offers views of Vineyard Sound and the mainland in the distance. A third building site is situated in another area of wide open meadows. The opportunities to develop this estate are many and varied and are limited only by a buyer's vision. This rare property could be yours to be treasured now and for generations of your family to come - truly a refuge from the exigencies of modern city living.

LINK ID: 36813
Town:Chilmark
Type: Single Family
$8,950,000.00

Property Details

The James Cagney Estate - A vast 70-acre estate with multiple building sites on the north shore of Chilmark. This is possibly the last time a real estate asset of this scale ever becomes available on Martha's Vineyard. The property is a world unto itself offering so much of what Chilmark and Martha's Vineyard are rightly famous for - water views, beach access, sun-dappled meadows, shaded forests through which streams and brooks wend, and lichen-covered stone walls. Exploring this estate - actually made up of three contiguous pieces of property - is like traveling through time and offers a window into a Chilmark of days gone by. The property was at one time the summer retreat of movie star Jimmy Cagney whose affection for this place is legendary. The Cagney house dates from the 1700s and is still in its original location along with a second house, studio, and barn. The prime waterview building site is located a distance away and is completely private. Located on a ridge and surrounded by acres of meadows and stone walls, this site offers views of Vineyard Sound and the mainland in the distance. A third building site is situated in another area of wide open meadows. The opportunities to develop this estate are many and varied and are limited only by a buyer's vision. This rare property could be yours to be treasured now and for generations of your family to come - truly a refuge from the exigencies of modern city living.

LINK ID: 34345
Town:Chilmark
Type: Single Family
$8,900,000.00

Property Details

A magical setting on Squibnocket Pond with endless waterviews of Squibnocket Pond, Atlantic Ocean and Nomans Land Island. Perched high up on a hill on over 16 acres of untouched land, sits this inviting Chilmark home that has been crafted to take in the beautiful surroundings and private landscape. The home features wonderful wood throughout, a generous main level with an open living room and a stone fireplace, a built-in window seat, a spacious dining room and a large gourmet kitchen with an over-sized island. The master suite includes a spacious bath and access to a lovely porch overlooking Squibnocket Pond and beyond. A separate guest wing includes 2 additional bedrooms and full guest bath. Oversized windows allow for spectacular waterviews in every direction. The lower level features a comfortable sitting room with a wood stove, 2 guest bedrooms, full bath and access to a one car garage and storage area. Venture down a peaceful footpath to the water's edge and boat, kayak, or paddle board with ease on Squibnocket Pond. With over 16 acres of grounds, this home is sited to take in mesmerizing waterviews and its serene setting is the perfect retreat to create memories for a lifetime.

LINK ID: 36962
Town:Chilmark
Type: Single Family
$4,995,000.00

Property Details

Perched above and just steps from beloved Squibnocket Beach and Pond, this idyllic beach house has amazing views of the Atlantic and shoreline out to Squibnocket Point. It has been fully renovated with many tasteful, modern enhancements and sustainably-sourced materials, and yet retains some of the most charming elements of its past. The airy floor plan offers a family-friendly open kitchen, living and dining area, a master bedroom, and a guest wing with three more bedrooms. The lower level is finished, adding about 1350 square feet of space including a spacious 30' x 20' recreation room and laundry room. The property is surrounded by stone walls, a bluestone patio facing the Atlantic, and a path to the Pond. Access to the pond is by a newly constructed elevated walkway and there's a new kayak/paddleboard rack. Originally known as the Hilly Mayhew House, this property was for over 80 years the haven for the international modernist painter Vaclav Vytlacil and his family. He created hundreds of seascapes and harbor scenes of the Vineyard, many of which can still be found on the island and around the world. The house comes fully furnished with new, interior designer-sourced furniture and furnishings. Walk to the beach, kayak in the pond, or just sit out on your patio watching the day unfold, osprey fish and surfers ride the waves.

LINK ID: 36861
Town:Chilmark
Type: Single Family
$4,950,000.00

Property Details

This is an amazing Chilmark waterfront property that sits between Stonewall and Nashaquitsa ponds just past Hariffs Bridge. A 3 bedroom main house and 2 bedroom guest house occupy 4 acres of private natural land, and include access to Stonewall pond and Stonewall beach. The "Lenom" property has been in the same family since the 1970's and is being offered for the first time in over 50 years. The year-round main home has been lovingly maintained over the years and AC was added in 2017, the whole house interior was painted in 2020 which has transformed the space and emphasizes the cathedral height living room and the impressive central stone fireplace. Glass doors and three large picture windows surround the dining area to maximize the water views and summer indoor/outdoor living and entertaining. There's also a lovely patio directly off from the dining area to enjoy the outdoor space. The open kitchen has views over to

LINK ID: 32807
Town:Chilmark
Type: Single Family
$4,195,000.00

Property Details

Waterview Chilmark estate sprawling over 6.1 acres with access to Chilmark Pond and an Atlantic Ocean beach. Known as The James Allen House, this historic home has been lovingly maintained by the same family for generations. The landscape is like no other with stonewalls, various species of trees, expansive lawn, and an open field with paths that lead you to Chilmark Pond and beyond. The classic floor plan of the main house offers multiple living spaces with 3 bedrooms, several fireplaces, and beautiful waterviews. This property features multiple other buildings including a 2 bedroom guest cottage, 1 bedroom bunkhouse, garage and garden shed. This is a unique opportunity for a new owner to carry on the proud legacy of this home's historic past. An extraordinary and rare find in the heart of Chilmark.

LINK ID: 25297
Town:Chilmark
Type: Single Family
$3,000,000.00

Property Details

Endless Atlantic Ocean views, Squibnocket Pond, rolling hillsides, dramatic vistas, centuries old stone walls, gravel roads... these are just some of the features of this extraordinary property new to market for the first time in nearly fifty five years. This architect designed modern Cape Cod home with five bedrooms and two and one half baths on nearly three acres can be your summer place. Swim, kayak, row or clam in Nashaquitsa Pond, surf at Squibnocket or relax and enjoy the unspoiled, crowd free beach at Zacks in Aquinnah (with membership).

LINK ID: 35757
Town:Chilmark
Type: Single Family
$2,950,000.00

Property Details

Over 63 acres in Chilmark. As you turn off of Middle Road you are met by a cobblestone driveway that leads you through 7+acres of conservation land and up to the towering Carriage House archway that is the entryway to this majestic property. Emerging through the archway you are greeted by a unique assemblage of structures including the contemporary main house, guest house, and studio. These are surrounded by old stonewalls and newer detailed stonework that creates a harmonious balance between old farmland and new modern design. The Main House contains 4-bedrooms, large open living space and a rooftop deck. The nearby Guest House with 2-bedrooms and full kitchen overlooks raised bed gardens and rolling hills. Also located on the property is another 2-bedroom cottage with a full kitchen and an unfinished pool with pool house. On the far side of the property is over 45 acres of conservation land including portions of the Tiasquam River, all creating the utmost in privacy. There is potential to build one more single-family home on a portion of the property, or simply update the existing structures and enjoy the pristine land that surrounds you. The options for this property are many and varied.

LINK ID: 36769
Town:Chilmark
Type: Single Family
$2,450,000.00

Property Details

A Charming summer home with magnificent, uninterrupted views of Menemsha Pond, Vineyard Sound, and on a clear day the Elizabeth Islands, in the distance. The property comes with access to Short Beach; a private beach 10 minutes away by foot and just a few minutes by car. The beach comes with small boat launching rights. The house has great cross breezes on warm days and a fireplace for when it's chilly. It has been in the same family for over 60 years and has been called "Windhover" based on the Gerard Manley Hopkins poem by that name. The property is on what is now considered an undersized lot, but is grandfathered in for zoning purposes. Property is located close to State Road, but has extensive privacy with natural brush surrounding the perimeter.

LINK ID: 36342
Town:Chilmark
Type: Single Family
$1,475,000.00

Property Details

This charming Chilmark cottage offers unexpected water views of the Vineyard Sound. Private and tranquil, the two bedroom, two bath main house and separate two bedroom guest suite, and garage is nestled in the woods off of Tea Lane on Chilmark's North Shore. The main house features an open concept living space comprised of a great room, open kitchen, and dining area with high ceilings, wide planked hardwood floors, an impressive stone fireplace and a wall of windows looking out onto an expansive view of the Sound. The main house has two bedrooms, both facing the water, and two bathrooms, designed with a warm post and beam style that fits so well in the natural beauty of the Chilmark woods. The property has a spacious two car garage with a guest suite above which offers two bedrooms, a bathroom, and study space. The property has a six bedroom septic in place offering the possibility for expansion. The house was built to be a three season home, but the Seller is currently installing additional insulation and a heat pump. This is a wonderful investment opportunity for a Chilmark Buyer looking for a special view at a great price.

LINK ID: 36441
Town:Chilmark
Type: Single Family
$1,450,000.00

Property Details

Beautifully kept three bedroom contemporary home, set amongst 3 acres of rolling Chilmark land. The first floor is all wood floors, a spacious first floor master bedroom, with large bathroom and walk-in closet space as well as an open layout plan for the living/dining and spacious kitchen area all add to the comfort of this home. Enjoy dinners on the screened in porch, or reading a back on the back deck overlooking the large yard and wooded surroundings. A First floor laundry area, a half bathroom, a small office area, as well as a 2 car garage complete the first floor. Upstairs you will find 2 more large bedrooms that share a full bathroom. This home gets amazing light, the living room is lined with windows, making it a wall of glass to enjoy the Chilmark landscape. This home has a 5 bedroom septic in place, yet it is only a 3 bedroom home so the potential already exists to add more bedrooms either by finishing the walk out basement area, an addition or a detached bedroom, so many options!

LINK ID: 36863
Town:Chilmark
Type: Single Family
$1,288,000.00

Property Details

This four bedroom, three bath home with ocean views is located on Rockrose Path off Meetinghouse Road in Chilmark. This heated, year round house is sited on one and a half acres in a private setting with a large front yard and easy to care for landscaping. The open living room, dining area and kitchen have direct views to the Atlantic. The master bedroom and bath also have ocean views. The lower level of the home has one bedroom and one full bath, large laundry room and plenty of storage space. Architectural plans are available for renovation or rebuild. Owner motivated to sell. Furnishings available separately. Access to a deeded, private Atlantic Ocean beach at Thumb Cove is also available separately (follow this link: http://vineyard.mylinkmls.com/Listings/36865).

LINK ID: 36736
Town:Chilmark
Type: Single Family
$1,195,000.00

Property Details

Charming Chilmark residence with 3+ br main home, a barn and two more outbuildings on 3.6 acres with perennial gardens, mature plantings, stonewalls and plenty of privacy. This property is off the meandering, historic Tea Lane and a stones' throw to the new Paint Mill Brook Preserve and down the road from treasured hiking trails at Waskosims' Rock and Tea Lane Farm. The first floor offers a sun filled, open kitchen and expanded living area with beautiful hardwood flooring, a foyer, and a first-floor en suite master bedroom. The second floor offers another living area with two more bedrooms and a partially finished

LINK ID: 35294
Town:Chilmark
Type: Single Family
$1,060,000.00

Property Details

House and guest house on a hilltop sanctuary. The mid-century modern main house designed by Ronald Gourley offers open-living space with a glorious wall of windows that bring in dramatic light throughout the day. Main house has a first floor en suite master with private office space. Two upstairs bedrooms are connected by a loft hallway. The one-bedroom guest cottage is privately tucked away down the hill. Both houses offer expansive decks and outdoor showers. The large lower yard is hidden from the main road and surrounded by stone walls. Mature landscaping offers privacy and solitude.

LINK ID: 36934
Town:Chilmark
Type: Single Family
$1,049,000.00

Property Details

Well designed for low maintenance this 4 bedroom home located off Tea Lane in Chilmark has plenty to offer. With over 4 acres and access from 2 different roads a guest house could be added with it's own entrance for total privacy. The open kitchen living floor plan with sliders to a large 25 ft deck offers great entertaining space. Built in bookcases and window seat add to the charm of the room and tie in nicely with the hardwood floors. The kitchen has nice lighting with a lot of counter space and large pantry. There are 2 floors of outside decks overlooking the garden area and the walkout basement adds additional living space or studio. Spacious entryway leads to first floor master bedroom with private bath and 2 additional bedrooms that share a bath. This home is in excellent condition and ready for immediate enjoyment. Many possibilities on this 4+ acre Lot! Easy to show!

LINK ID: 36663
Town:Chilmark
Type: Single Family
$997,000.00

Property Details

Quintessential waterfront cottage overlooking Martha's Vineyard's hottest surf destination on the south shore. What a great place to spend some time and enjoy this classic and wonderful home listening to the sounds of the surf and sea. 3 comfortable bedrooms and a delightful kitchen lead to a living room centered around a great field stone fireplace with views from every room. The property may be used as is for some time and then be converted into a private beach access ideal for surfers and beach goers alike. This is a magical location where time stands still.

LINK ID: 37067
Town:Chilmark
Type: Land
$799,000.00

Property Details

NEW LISTING

This four acre building lot off Old Farm Road offers an open, sunny building site on a knoll with waterviews of the Elizabeth Island and wooded land for another structure, a barn or walking trails on your own land, plus another view of a pond. This rural Chilmark neighborhood off Old Farm Road abuts 184 acres of conservation land and walking trails only seconds away and is part of the tennis association. Well and utilities on site.

LINK ID: 36940
Town:Chilmark
Type: Single Family
$799,000.00

Property Details

Totally renovated cottage conveniently located right on North Road in Chilmark - and being offered turnkey! This fresh and contemporary two-bedroom home is the ideal getaway if you're looking for something cozy up-island. In addition to the bright interior, the brand-new hardwood deck is the perfect hangout space during the day - and the ideal spot to gaze at the stars at night. The location is within easy striking distance of all Chilmark has to offer - Lucy Vincent Beach, the north shore beaches, Squibnocket, Menemsha, and Beetlebung Corner. The property is set amidst hundreds of acres of conservation land, including the 200-acre Waskosim's Rock Reservation almost immediately opposite, with its miles of trails through varied wooded and open landscape. The 23-acre Dunkl farm is right across the road (home of "Chilmark Springwater"), and next to that is a 26-acre Sheriff's Meadow property. The property is located right next door to Seven Gates Farm and shares an ancient stone wall boundary with this storied community. An artist's studio completes the package.

LINK ID: 33477
Town:Chilmark
Type: Land
$725,000.00

Property Details

4.32 rolling acres with stone walls. Deeded walking access to north shore beach. 4-bedroom septic, well, and electric power are all installed. Natural Heritage work has already been completed and permit is in hand. The access and building site was recently brush-cut for easy access.

LINK ID: 36647
Town:Chilmark
Type: Land
$595,000.00

Property Details

A beautiful 4.2-acre piece of land at the top of Hammett Lane. This is a very special spot with gently undulating woodlands punctuated by lichen-covered boulders. The property can support 6 bedrooms, based upon perk test results. In addition to site work by Sourati Engineering, all NHESP work has been completed. No other homes can be seen from the proposed location of the main house which adds to the desirability of this piece of land. Please check the documents section for a site plan showing the location of the ideal home site. The entrance to Great Rock Bight beach is just half a mile from Hammett Lane. Menemsha, Beetlebung Corner, and Lucy Vincent are all a short distance away.

LINK ID: 36755
Town:Chilmark
Type: Land
$547,000.00

Property Details

Wonderful wooded parcel in a private area. Gently sloped parcel has the well installed and septic design is completed for six bedrooms. A great location for your new home!

LINK ID: 34926
Town:Chilmark
Type: Land
$495,000.00

Property Details

A smart opportunity to own a lovely 2.2 acre south facing parcel off South Road. There is an approved 6 bedroom septic design and access to power allowing for an easy property to develop. Birdsong, glacial boulders and nature all around. Cleared paths and site and easy to show A well located private piece of land to build your new home in Chilmark!

LINK ID: 36961
Town:Chilmark
Type: Land
$350,000.00

Property Details

Spectacular beach lot at Quansoo. Ownership of this lot allows you access to one of the most beautiful sandy Atlantic Ocean beaches on Martha's Vineyard (not a building parcel). Skip the lines and crowds at other beaches, and come and go as you please for sun, sand, and oceanfront enjoyment.

LINK ID: 36865
Town:Chilmark
Type: Land
$350,000.00

Property Details

Note: This is NOT a buildable lot, no structures of any kind permitted. Escape the crowds at Lucy Vincent and Squibnocket and take advantage of this very rare opportunity to own a private, 17 member, Atlantic Ocean beach lot, Thumb Cove (abuts Hancock Beach). Included in the sale of this property is a deeded .1 acres of sandy beach, a deeded parking spot at Chilmark Pond and the right to launch boats from a dock in the pond. Sail, kayak, row, swim(!) or motor across the pond to one of Chilmark's best beaches. Chilmark Pond is the perfect spot for swimming for children, learning to sail and crabbing. Dock space provided for one 4HP motor boat and one small sail boat. Storage racks provided for kayaks and row boats. Parking for Thumb Cove is located just one-tenth of a mile off South Road. Call today for a guided tour!

LINK ID: 33176
Town:Chilmark
Type: Land
$165,000.00

Property Details

Enjoy access to lovely stonewall Beach, south shore Atlantic beach with great swimming and fishing! - not a buildable lot.

LINK ID: 35677
Town:Chilmark
Type: Land
$150,000.00

Property Details

Escape the crowds and take advantage of this opportunity to own a private beach lot at the Atlantic Ocean and Stonewall Pond. Stonewall Beach is centrally located between Lucy Vincent and Squibnocket and easily accessed, just 2 minutes off State Road. Enjoy sailing, kayaking, swimming on the pond and sunbathing and surfing at the ocean. Parking is available. This is not a buildable lot.
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