Chilmark Properties for Sale

Address: 81 Squibnocket Farm Road Town: Chilmark Link ID: 32757

Price: $12,650,000

Property Description:
Home, water and community are the highlights of this extraordinary property. Award winning architect Bernard Wharton and Allan Shope designed a breathtaking 4 bedroom 4 bath home. Each room enjoys marvelous ocean and meadow views and is complimented by exquisite floor to ceiling design details whic... Click here for more details

Property description and photos provided by listing broker Tea Lane Associates.

Address: 138 and 140 State Road Town: Chilmark Link ID: 33559

Price: $11,000,000

Property Description:
Spectacular 3 home waterfront Chilmark estate on 5.8 acres with private dock on Stonewall Pond. Breathtaking one-of-a-kind views across Stonewall Pond out to the Atlantic from all 3 homes as well as stunning views of Quitsa Pond. Each of the homes is charming and beautifully maintained, with its o... Click here for more details

Property description and photos provided by listing broker Tea Lane Associates.

Address: 94 Menemsha Inn Road Town: Chilmark Link ID: 30472

Price: $6,500,000

Property Description:
This elegant, architect-designed main house and guest quarters are steeped in privacy at the end of a picturesque Chilmark Lane. A private path leads you to the private North shore beach frontage that is provided by this property. With remarkable views of the Vineyard sound, Elizabeth Islands, and e... Click here for more details

Property description and photos provided by listing broker Flanders Real Estate.

Address: 94 Menemsha Inn Road Town: Chilmark Link ID: 30425

Price: $6,500,000

Property Description:
This waterfront 4 bedroom 2.5 bath impeccable custom home and detached 1 bedroom, 1 bath guest studio are sited on 5.6 pristine acres. Enjoy spectacular water views and magnificent sunsets from almost every room as well as from the stone terrace, screened porch and master bedroom balcony. This is a ... Click here for more details

Property description and photos provided by listing broker Tea Lane Associates.

Address: 135 State Road Town: Chilmark Link ID: 19770

Price: $5,750,000

Property Description:
Located on the edge of Quitsa Pond, this four bedroom home is perfect for summering on the Vineyard. Views from nearly every room of this home over Quitsa and Menemsha Pond. With extremely desirable dock space included, this property has two full private docks and one floating dock only steps from y... Click here for more details

Property description and photos provided by listing broker Flanders Real Estate.

Address: 140 State Road Town: Chilmark Link ID: 33561

Price: $5,500,000

Property Description:
Spectacular waterfront property with private dock on Stonewall Pond. Breathtaking one-of-a kind views across Stonewall Pond out to the Atlantic Ocean as well as stunning views of Quitsa Pond. This magical property is known as the "Lorca" home because the current owners purchased it in 1972 from the... Click here for more details

Property description and photos provided by listing broker Tea Lane Associates.

Address: 11 Azalea Lane Town: Chilmark Link ID: 30618

Price: $5,200,000

Property Description:
With 425 ft of private ocean beach, this offering deserves its reputation as the "ultimate beach house". The 5-bedroom home has been completely renovated to the highest specifications with a focus on bold contemporary choices to take advantage of the views and setting. The beach stairs provide acces... Click here for more details

Property description and photos provided by listing broker Wallace and Co. Sotheby's.

Address: 3 Eliot Avenue Town: Chilmark Link ID: 32911

Price: $4,995,000

Property Description:
A substantial Tom Tate built home on 1.2 acres in Chilmark, designed to work with the landscape to maximize the spectacular water views from almost every window. Experience the most amazing sunrises and sunsets with panoramic views over Nashaquitsa and Menemsha Ponds and the Elizabeth Islands to the... Click here for more details

Property description and photos provided by listing broker Tea Lane Associates.

Address: 21 Squibnocket Road Town: Chilmark Link ID: 33963

Price: $4,375,000

Property Description:
Perched above and just steps from beloved Squibnocket Beach and Pond, this idyllic cottage 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 mos... Click here for more details

Property description and photos provided by listing broker Tea Lane Associates.

Address: 137 Quansoo Road Town: Chilmark Link ID: 32538

Price: $4,300,000

Property Description:
This rare Chilmark waterfront setting is on three acres of graceful land featuring a light-filled home with an intelligent one level layout. Kayak from the private pond front beach to the Atlantic, or enjoy paddle boarding, shell fishing and the sunset right in your front yard. The current home i... Click here for more details

Property description and photos provided by listing broker Tea Lane Associates.

Address: 2 Chockers Lane Town: Chilmark Link ID: 32231

Price: $3,900,000

Property Description:
Exquisite piece of Chilmark available with frontage on Menemsha Pond. This gorgeous parcel has already been staked, surveyed, and the well and septic are already complete and in place! The expansive views of Menemsha Pond and beyond include the Vineyard Sound and Elizabeth islands inclusive of sunse... Click here for more details

Property description and photos provided by listing broker Flanders Real Estate.

Address: 27, 30, 31 Tower Lane Town: Chilmark Link ID: 33303

Price: $3,500,000

Property Description:
This is a unique property like no other! Located off of Middle Road on over 63 acres (much of which are conservation restricted), this amazing property has been used as a family compound. Offering an architecturally designed main house, a charming guest house, a caretaker's cottage, additional outbu... Click here for more details

Property description and photos provided by listing broker Flanders Real Estate.

Address: 5 Herring Run Town: Chilmark Link ID: 30966

Price: $3,200,000

Property Description:
Simply charming home that enjoys one of the most breathtaking views you will ever see. Perched high on a hill, the views of Menemsha Pond, Vineyard Sound, the Elizabeth Islands beyond and the nearby marshlands with their abundant bird life are simply mesmerizing. 3 Acres of land with Deeded rights... Click here for more details

Property description and photos provided by listing broker Karen M. Overtoom R.E..

Address: 15 Lake Road Town: Chilmark Link ID: 25297

Price: $3,000,000

Property Description:
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 ... Click here for more details

Property description and photos provided by listing broker Russell Maloney Real Estate.

Address: 11 Howell Lane Town: Chilmark Link ID: 33171

Price: $2,950,000

Property Description:
No detail was forgotten in this meticulously maintained Post and Beam custom home down Flanders Lane. A peaceful setting where you can hear the Menemsha bell chiming in the distance. With four spacious bedrooms, 2 of which are master bedrooms, gracious living areas, beautiful outdoor spaces and dee... Click here for more details

Property description and photos provided by listing broker Flanders Real Estate.

Address: 8 Boston Hill Road Town: Chilmark Link ID: 33362

Price: $2,850,000

Property Description:
Within walking distance to Chilmark center and Quitsa boat landing,this 4 bedroom home with beautiful grounds and water views of Menemsha Pond has a light filled interior rising above the in-ground pool. The center of the home with soaring cathedral ceilings has a unique open staircase rising to th... Click here for more details

Property description and photos provided by listing broker Conroy and Company R.E., Inc..

Address: 114 Middle Road Town: Chilmark Link ID: 33858

Price: $2,375,000

Property Description:
This masterfully-crafted home was built in 2010 with high quality materials and finishes of paramount importance. There is custom paneling, mill work, and cabinetry gracing each and every room. Start with the open concept floor plan - enter first the foyer with a coat closet, powder room, and gorgeo... Click here for more details

Property description and photos provided by listing broker Viewpoints.

Address: 12 and 24 North Slope Lane Town: Chilmark Link ID: 33341

Price: $2,100,000

Property Description:
A fabulous property located off North Road, with sweeping protected water views of the North Shore and the Elizabeth Islands. The house sits on an enchanting piece of property with mature trees, pretty pathways, glacial boulders and of course the water views. The existing 2 bedroom seasonal home a... Click here for more details

Property description and photos provided by listing broker Tea Lane Associates.

Address: 30 Huntington Way Town: Chilmark Link ID: 32883

Price: $2,100,000

Property Description:
A wonderful Chilmark opportunity on the Tisbury Great Pond with view and pond access. This sweet single level cottage is surrounded by 3 plus acres of land. Large dwelling and building site location formerly approved. A quick trail leads to the edge of a sandy swim spot where you can keep a sailbo... Click here for more details

Property description and photos provided by listing broker Tea Lane Associates.

Address: 7 Black Point Road Town: Chilmark Link ID: 33729

Price: $1,960,000

Property Description:
Come see this charming architect designed retreat with main house and two connecting guest wings, set on 5.5 pristine acres plus 17,424 SF deeded Atlantic Ocean Beach lot valued at $303,000 included with sale for a total acreage of 5.9 acres (SEE Comments/directions). Impeccably maintained the prope... Click here for more details

Property description and photos provided by listing broker Point B Realty LLC.

Address: 68 Meeting House Road Town: Chilmark Link ID: 33760

Price: $1,950,000

Property Description:
Charming four bedroom Cape with beach key to the sandy shores of Black Point. Sited on over six pristine acres, some of which is held in conservation, complete with stone walls, rolling hills, and meadow. The well-built home offers the perfect layout for comfortable summer living, with an open flo... Click here for more details

Property description and photos provided by listing broker Sandpiper Realty.

Address: 34 High Mark Town: Chilmark Link ID: 33598

Price: $1,950,000

Property Description:
Enter into this home and be immediately stunned by the wide open expansive South Shore Atlantic views! This vintage home is reminiscent of mid century architecture and offers a lovely open floor plan with an expansive deck facing the views. The master bedroom and a full bathroom is also on this leve... Click here for more details

Property description and photos provided by listing broker Flanders Real Estate.

Address: 24 Bassett Place Road Town: Chilmark Link ID: 33369

Price: $1,950,000

Property Description:
Chilmark Pond front cottage with Atlantic Ocean views and private beach lot. YOU CAN'T BE CLOSER TO CHILMARK POND. Unique waterfront summer house with outstanding ocean and pond views on Chilmark Pond. Very private. Nature preserve setting on 15 acres surrounded by marsh lands, heron and osprey.No... Click here for more details

Property description and photos provided by listing broker Conroy and Company R.E., Inc..

Address: 7 Middle Coomb Town: Chilmark Link ID: 31201

Price: $1,550,000

Property Description:
OLD FIELD COMMUNITY, IN THE QUANSOO AREA OF THE TISBURY GREAT POND IN CHILMARK. 3 PRIVATE WOODED ACRES WITH POND VIEW OF THIS SMALL WATERFRONT ASSOCIATION COMMUNITY. LAND INCLUDES MULTIPLE DEEDED ACCESS TO BOTH THE GREAT POND BEACH AND ATLANTIC OCEAN DUNES BY BOAT. UNTOUCHED AREA OF LOWER CHILMARK... Click here for more details

Property description and photos provided by listing broker Suzanne Lanzone and Associates LLC.

Address: 7 Middle Coomb Town: Chilmark Link ID: 31000

Price: $1,550,000

Property Description:
Waterfront 3-acre parcel on Middle Coomb Pond, with spectacular views of Tisbury Great Pond. Part of the Old Fields Community, ownership includes association common land and two deeded accesses to Tisbury Great Pond with some of the best clamming, fishing and boating in Chilmark. Boat across t... Click here for more details

Property description and photos provided by listing broker Conroy and Company R.E., Inc..

Address: 156 South Road Town: Chilmark Link ID: 33282

Price: $1,485,000

Property Description:
This quintessential Vineyard retreat is located just 1.5 miles to West Tisbury on a large 5 acre lot on South Road. Upon entering this charming Cape you are immediately greeted with a warm yet dramatic post and beam living room with cathedral ceilings and a wood burning fireplace encased in a cust... Click here for more details

Property description and photos provided by listing broker Kelleher R.E..

Address: 24 North Slope Lane Town: Chilmark Link ID: 33844

Price: $1,475,000

Property Description:
Sweet location with surprising views over the Vineyard Sound. The lot is a form A which has not been recorded given the Seller would like the future owner to determine if they want the property in its entirety (6.7 acres) or this 3.9 acre parcel which has already been surveyed.A new well would need ... Click here for more details

Property description and photos provided by listing broker Tea Lane Associates.

Address: 100 South Road Town: Chilmark Link ID: 33322

Price: $1,395,000

Property Description:
Classic features blend seamlessly with modern sensibilities in this expanded Cape Cod-style home. With double the square footage of the original and updated for the 21st-century lifestyle (including a first-floor master suite), this home is perfect for year-round living or as an all-seasons Vineyard... Click here for more details

Property description and photos provided by listing broker Up Island Realty.

Address: 130 South Road Town: Chilmark Link ID: 33794

Price: $1,295,000

Property Description:
Once a two story barn, this 2200 square foot space was converted to a 3-br residence some years ago and still retains much of its original character. Formerly known as the Fenner barn, the exposed beams, trusses and original wood walls and ceiling were thoughtfully preserved to retain the antiquity... Click here for more details

Property description and photos provided by listing broker Tea Lane Associates.

Address: 8 Smith Lane Town: Chilmark Link ID: 33196

Price: $1,175,000

Property Description:
If location is important this is the spot. Just a short drive off State road, this house is an easy bike ride to both town beaches and walking distance to the Chilmark Store and the community center. 2.5 wonderful rolling acres with a large west facing meadow affording tons of privacy and sun. Th... Click here for more details

Property description and photos provided by listing broker Feiner Real Estate.

Address: 34 Bijahs Way Town: Chilmark Link ID: 32139

Price: $1,100,000

Property Description:
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... Click here for more details

Property description and photos provided by listing broker Carroll and Vincent R.E..

Address: 4 Peases Point Way Town: Chilmark Link ID: 30444

Price: $1,010,000

Property Description:
Located down an idyllic country lane, this beautiful 3 bedroom home offers an inviting open floor plan with cathedral beamed ceilings perfect for entering summer family and friends. Renovated in 2004, updates include a new kitchen with granite counters and new appliances, updated bathrooms, new roof... Click here for more details

Property description and photos provided by listing broker Kelleher R.E..

Address: 3 Catherines Way Town: Chilmark Link ID: 30329

Price: $995,000

Property Description:
A lovely traditional farmhouse with great history located just a short distance from Chilmark Center. This well maintained home boasts beautiful perennial gardens, and well manicured landscapes. A spacious interior provides the first floor with 2 separate large living areas, a large formal dining ro... Click here for more details

Property description and photos provided by listing broker Flanders Real Estate.

Address: 96 Menemsha Cross Road Town: Chilmark Link ID: 33992

Price: $950,000

Property Description:
Meticulously maintained Cape style home and 2 car garage is move in ready! This home is charming and offers a lovely setting. This home has had tremendous updates in recent years; some of which include new kitchen, new furnace, new roof, upgraded insulation and so much more! A master bedroom and ful... Click here for more details

Property description and photos provided by listing broker Flanders Real Estate.

Address: 26 Hammett Road Town: Chilmark Link ID: 32443

Price: $880,000

Property Description:
Ten+ spacious and private acres in the highly desirable Chilmark north shore waterfront community of Spring Point with 3/4 mile of private beach, 335 total acres, 125 acres of common land, two tennis courts and endless dirt roads and paths for walking, running and biking. This property abuts 29 acr... Click here for more details

Property description and photos provided by listing broker Tea Lane Associates.

Address: 26 Kenasaoome Way Town: Chilmark Link ID: 33069

Price: $879,900

Property Description:
CHILMARK - Abutting 90 + acres of Conservation Land, this gem of a property has so much to offer, with tons of potential! Located in the lovely Quansoo area, on 3.2 acres of level and wooded land. Currently, a two bedroom, two story home, with an open floor plan and a large wrap around mahogany de... Click here for more details

Property description and photos provided by listing broker Alisan Lohan-Conway Properties.

Address: 34 High Meadow Lane Town: Chilmark Link ID: 28497

Price: $869,000

Property Description:
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 abut... Click here for more details

Property description and photos provided by listing broker Tea Lane Associates.

Address: 9 Quansoo Road Town: Chilmark Link ID: 26725

Price: $849,000

Property Description:
This cozy cape is situated down private Quansoo Road, with lots of amenities. It is a four bedroom home with 2 full bathrooms, a renovated kitchen, central a/c and a full basement that could easily be finished off for more living space. A large lovely yard, plenty of room for a garden and for the ki... Click here for more details

Property description and photos provided by listing broker Flanders Real Estate.

Address: 508 North Road Town: Chilmark Link ID: 32266

Price: $800,000

Property Description:
Historically known as the Cooper Gallery, this endearing icon of Menemsha has remained in the same family for years. A 3 bedroom cottage with a wonderful location, centrally located to all things Menemsha has to offer. Large Kitchen space with dining space, spacious living room, full bathroom and a ... Click here for more details

Property description and photos provided by listing broker Flanders Real Estate.

Address: 1 Swans Way Town: Chilmark Link ID: 33545

Price: $789,000

Property Description:
Designed for the utmost in individual privacy, this truly charming home is comprised of three "pods". The central pod houses living/dining room with brick hearth; immaculate kitchen with windows onto the screened porch that let you serve directly onto a dining bar with stools; a roomy bedroom with a... Click here for more details

Property description and photos provided by listing broker Karen M. Overtoom R.E..

Address: 10 Rumpus Ridge Town: Chilmark Link ID: 33533

Price: $750,000

Property Description:
Close to Chilmark Center, this three bedroom, two bathroom home is pleasantly sited on a quiet lane.It is ready for a new owner to repair and refurbish it for the next chapter!

Property description and photos provided by listing broker Flanders Real Estate.

Address: 11 High Meadow Lane Town: Chilmark Link ID: 32599

Price: $749,000

Property Description:
Three acre lot with second story waterviews with privacy abutting conservation land. Property owns the view easement. Enjoy pastoral and pond views along with beautifully restored stone walls from your building site. Lot is fully engineered with well and utilities in place with rights to nearby ten... Click here for more details

Property description and photos provided by listing broker Wallace and Co. Sotheby's.

Address: 11 High Meadow Town: Chilmark Link ID: 17138

Price: $749,000

Property Description:
This private three acre lot enjoys North shore waterviews, substantial building envelope, privacy from abutting Waskosim's Rock Reservation, beautiful stonewalls, and pondviews. This is a rare offering of one of only a few lots in an area of pastoral and ecologically protected land in Chilmark. Full... Click here for more details

Property description and photos provided by listing broker Tea Lane Associates.

Address: Lot 1A Bartlett Woods Town: Chilmark Link ID: 31481

Price: $695,000

Property Description:
Rolling land suitable for just about any style house. This lot is limited to one dwelling but would still allow for a barn/garage, or detached studio. Several choice building sites to choose from. Road, well, and utilities are in.

Property description and photos provided by listing broker Wallace and Co. Sotheby's.

Address: 96 Hammett Lane Town: Chilmark Link ID: 29872

Price: $659,000

Property Description:
Gently rolling hills and wooded surroundings add to the allure of this 4.3 acre parcel tucked away at the end of Hammett's Lane in Chilmark. The large, corner lot provides a tranquil setting for building an inviting Vineyard home. Property could support 6 bedrooms, based upon perk test results.

Property description and photos provided by listing broker Wallace and Co. Sotheby's.

Address: 46 South Ridge Road Town: Chilmark Link ID: 27720

Price: $629,000

Property Description:
Lovely rolling land with dramatic sunsets and sweeping vistas of the Chilmark north shore. Located in the desirable Meetinghouse Road Association which combines wonderful privacy, convenient Chilmark location and many fine homes. South Ridge Rd is an ideal location for endless miles of biking and ... Click here for more details

Property description and photos provided by listing broker Tea Lane Associates.

Address: 46 South Ridge Road Town: Chilmark Link ID: 23680

Price: $629,000

Property Description:
A stunning large building lot on the crest of a long knoll,overlooking the Tiasquam River Valley.Gently rolling terrain and a mix of deciduous ,evergreen and and hardwood trees at the end of a cul de sac Perfect location for your up- island dream house in the heart of the country.Accessible from e... Click here for more details

Property description and photos provided by listing broker Feiner Real Estate.

Address: 102 Kings Highway Town: Chilmark Link ID: 32554

Price: $547,000

Property Description:
Best-priced land opportunity in Chilmark! Quietly set off King's Highway, between South and Middle Roads in the heart of Chilmark, this gently sloping building parcel awaits. Conveniently located to Lucy Vincent Beach, Beetlebung corner, Menemsha and even West Tisbury's center, this property has the... Click here for more details

Property description and photos provided by listing broker Wallace and Co. Sotheby's.

Address: 98 Kings Highway Town: Chilmark Link ID: 33661

Price: $535,000

Property Description:
A lovely 2.2 acre south facing parcel off South Road, with approved 6 bedroom septic design and access to power. Birdsong, glacial boulders and nature all around. Cleared paths and site and easy to show A great opportunity to build your dream in Chilmark.

Property description and photos provided by listing broker Tea Lane Associates.

Address: 0 Tabor House Road Town: Chilmark Link ID: 33027

Price: $535,000

Property Description:
First time offered this family held home site on 3.4 wooded acres is located directly across from the entrance to Peaked Hill Reservation, and a short drive to Lucy Vincent Beach and Menemsha.

Property description and photos provided by listing broker Conroy and Company R.E., Inc..

Address: 0 Eliot Avenue Town: Chilmark Link ID: 33176

Price: $165,000

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

Property description and photos provided by listing broker Flanders Real Estate.

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