Chilmark Properties for Sale

Address: 8 Jethro Lane Town: Chilmark Link ID: 35593

Price: $15,000,000

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

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

Address: 277 North Road Town: Chilmark Link ID: 35612

Price: $12,500,000

Property Description:
With a sweeping entrance through an expansive farm field, walking and riding trails, woodlands, pond, beach access, and total privacy, this feels like one of the exclusive home associations on the island, but this is yours all unto your own. Almost 70 acres of storied history, seclusion and a mile o... Click here for more details

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

Address: 277 North Road Town: Chilmark Link ID: 32237

Price: $12,500,000

Property Description:
With a sweeping entrance through an expansive farm field, walking and riding trails, woodlands, pond, beach access, and total privacy, this feels like one of the exclusive home associations on the island, but this is yours all unto your own. Almost 70 acres of storied history, seclusion and a mile o... Click here for more details

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

Address: 18 Austin Pasture Road Town: Chilmark Link ID: 34345

Price: $8,900,000

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

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

Address: 100 Beach Plum Lane Town: Chilmark Link ID: 35399

Price: $8,500,000

Property Description:
Travel up a short winding, gravel drive and arrive at a compound of shingle-clad seaside cottages positioned to take advantage of the commanding views of Vineyard Sound and the village of Menemsha. This property, once featured on the cover of Architectural Digest, dates to the 1930's and was loving... Click here for more details

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

Address: 18 Spruce Gate Road Town: Chilmark Link ID: 34218

Price: $7,750,000

Property Description:
Squibnocket Farm, Martha's Vineyards' only exclusively gated private community is further enhanced by the private 450+ acre Squibnocket community with over 1.5 miles of pond front, over 2 miles of ocean front, 300+ acres of conservation land and shared with only 12 other homes. This turnkey offering... Click here for more details

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

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: 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: 138 and 138B State Road Town: Chilmark Link ID: 34994

Price: $4,950,000

Property Description:
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 th... 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: $3,950,000

Property Description:
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... Click here for more details

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

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: 27, 30, 31 Tower Lane Town: Chilmark Link ID: 35757

Price: $2,950,000

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

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

Address: 11 Howell Lane Town: Chilmark Link ID: 35123

Price: $2,795,000

Property Description:
This property exudes fine craftsmanship and a well rounded experience with pool, privacy and Menemsha Pond access nearby. Located in the Flanders Lane area near Menemsha, this post and beam home was built with only the best materials - red oak timberframe, quarter sawn red oak floors, radiant heat, ... Click here for more details

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

Address: 27 Clambelly Road Town: Chilmark Link ID: 35814

Price: $2,600,000

Property Description:
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 and Speed Oven. Large open formal dining area and open formal sitt... Click here for more details

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

Address: 17 Chowder Kettle Lane Town: Chilmark Link ID: 19789

Price: $2,450,000

Property Description:
Menemsha -- one of the most desirable locations on the Island. It is an easy walk to the village for a fish sandwich and a swim at the beach from this sweetly located property. Set at the end of a private cul-de-sac, this remodeled beach themed, sea view cottage oozes with charm. Three bedrooms an... Click here for more details

Property description and photos provided by listing broker Kendall and Kendall.

Address: 28 Black Point Road Town: Chilmark Link ID: 35279

Price: $1,975,000

Property Description:
Bright and airy retreat on Black Point complete with key to Black Point Beach. Set on 5.4 acres off Black Point Road in Chilmark, this charming cottage brings an immediate feeling of peace and levity. One can hear the ocean and walk, ride or drive to Black Point Beach as a key to this private south ... Click here for more details

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

Address: 68 Meeting House Road Town: Chilmark Link ID: 35318

Price: $1,725,000

Property Description:
Lovely four bedroom on six acres of rolling hills and meadow. Portion of land held in conservation, Open floor plan with a large screened in porch. New Windows installed in 2019.

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

Address: 15 Doctors Creek Path Town: Chilmark Link ID: 34870

Price: $1,700,000

Property Description:
You can "see for miles and miles and miles and miles" from this uniquely located Chilmark cottage that includes a deeded beach lot on South Beach...a $300,000 value! . 180 degree water views looking easterly over Chilmark Pond, to the Barrier Beach and beyond and westerly over the Atlantic to Nom... Click here for more details

Property description and photos provided by listing broker RE/MAX on Island.

Address: 2 Rockrose Path Town: Chilmark Link ID: 35538

Price: $1,695,000

Property Description:
This four bedroom, three bath home with ocean views and a private, south shore beach, is located on Rockrose Path off of 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 o... Click here for more details

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

Address: 0 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: 16 Trails End Town: Chilmark Link ID: 34723

Price: $1,495,000

Property Description:
One of the unique aspects of this hilltop home is it's location at the top of a rise where it captures the stunning water views looking westerly over the Atlantic to Squibnocket point and the amazing sunsets. Connect with nature within the abutting Land Bank preserve. Several favorite vantage point... Click here for more details

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

Address: 2 Creek Hill Road, Menemsha Town: Chilmark Link ID: 35507

Price: $1,475,000

Property Description:
An opportunity to be right in the heart of Menemsha in one of the most iconic cottages over looking the harbor. This sweet 2 bedroom home has been enjoyed by the Klimm family for generations. Some of you may remember Rasmus Klimm, a renowned fisherman and local figure who displayed his wooden ca... Click here for more details

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

Address: 60 Meeting House Road Town: Chilmark Link ID: 35879

Price: $1,275,000

Property Description:
Enchanting cottage in the heart of Chilmark. Set hilltop, this home is found in a bucolic setting, surrounded by ancient stone walls, gorgeous trees and a fabulous landscape with flowers, lawn, and much more. The house has been beautifully maintained and features expansive outdoor decks, screened in... Click here for more details

Property description and photos provided by listing broker Compass.

Address: 8B Clambelly Road Town: Chilmark Link ID: 34950

Price: $1,249,500

Property Description:
CHARMING IN CHILMARK. Nestled among the rolling hills of Chilmark, this expanded Cape welcomes those who wish to retreat to its magical comfort. The thoughtful design captures the southern light traversing the first floor living area as the day unfolds. The Chef's kitchen, open concept design and la... Click here for more details

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

Address: 22 Larsen Lane Town: Chilmark Link ID: 34809

Price: $1,199,000

Property Description:
Unique opportunity to enjoy the Vineyard the way it use to be on this lovely country lane just steps from the Homeport and Menemsha Pond. Nestled in among vintage cottages this charming, fully renovated home offers all of the amenities buyers are looking for in an expanded Cape with three floors for... Click here for more details

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

Address: 252 Middle Road Town: Chilmark Link ID: 35294

Price: $1,060,000

Property Description:
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... Click here for more details

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

Address: 3 Fulling Mill Road Town: Chilmark Link ID: 35606

Price: $995,000

Property Description:
Custom built home set hillside with lovely terraced gardens,patio and glacial rocks. Ample family space on two levels. Bright and fully equipped kitchen opens onto the screened porch for dining alfresco. The en-suite master bedroom opens to private deck. Propane heat, fireplace and central AC. Grea... Click here for more details

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

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

Price: $899,000

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

Price: $799,000

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: 508 North Road Town: Chilmark Link ID: 32266

Price: $750,000

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 Crowberry Lane Town: Chilmark Link ID: 33477

Price: $725,000

Property Description:
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.

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

Address: 11 High Meadow Town: Chilmark Link ID: 34844

Price: $699,000

Property Description:
Three acre vacant lot with second story waterviews abutting conservation land. 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 tennis courts. Just bring your plans.

Property description and photos provided by listing broker Compass.

Address: 33R North Road Town: Chilmark Link ID: 33959

Price: $699,000

Property Description:
Cozy cottage with lots of windows and light set in a very quiet area far off North Road abutting Seven Gates. Lot offers a lovely back and side yard perfect for entertaining. Stone wall border creates a wonderful, rural Chilmark feel yet the lot is just minutes back down to West Tisbury and still of... Click here for more details

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

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

Price: $699,000

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: 15 High Meadow Road-Lot 36 Town: Chilmark Link ID: 35344

Price: $675,000

Property Description:
This beautiful four acre lot in Chilmark is set on a gentle rise with vistas overlooking meadow and woodlands. The building site is large, open and filled with light. It has been staked. Peaceful and private, this lot abuts 184 acres of conservation land (Waskosim's Rock Reservation) with miles of w... Click here for more details

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

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

Price: $659,000

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

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

Address: 12 North Slope Lane Town: Chilmark Link ID: 35012

Price: $645,000

Property Description:
Newly subdivided lot offering 3 acres with main house and guest house potential. Well located close to Menemsha on a sweet private street. Lovely topography and old stone walls. Soil testing complete and well installed with a submersible pump.

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

Address: Lot 1A Bartlett Woods Town: Chilmark Link ID: 34839

Price: $645,000

Property Description:
Nicely wooded and gently sloping vacant parcel with several choice building sites to choose from. Well is installed and electricity and cable are to the site.

Property description and photos provided by listing broker Compass.

Address: 102 Kings Highway Town: Chilmark Link ID: 34519

Price: $547,000

Property Description:
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!

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

Address: 98 Kings Highway Town: Chilmark Link ID: 34926

Price: $495,000

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

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

Address: Lot 7 Black Point Beach Town: Chilmark Link ID: 35793

Price: $345,000

Property Description:
Black Point Beach - Located on the south shore of Chilmark. Pristine. Remote. Exquisite solitude. Forever.

Property description and photos provided by listing broker Rooney and Company.

Address: 0 Beach Lot Quansoo Town: Chilmark Link ID: 35657

Price: $320,000

Property Description:
Beach Lot on Chilmark's South Shore. Access to gorgeous sandy Quansoo beach with swimming, surfing, fishing, and beach walks or launch your paddleboard and kayak in the Tisbury Great Pond. Enjoy peaceful access, with no crowds or lines. Ownership of this non-buildable beach lot will compliment any p... Click here for more details

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

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.

Address: 1 Eliot Avenue Town: Chilmark Link ID: 35677

Price: $150,000

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

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

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