Chilmark Real Estate

Types of homes in Chilmark include ranch style homes, charming cottages, traditional farmhouses, vacation homes, and old family homesteads. Real estate in Chilmark offers access to fishing, beaches, and miles of trails. Chilmark's coastline is very dramatic, ranging from the sloping sandy beaches of the south shore to the rocky coast of the north shore.

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2 Squibnocket Road Chilmark MA 02535

Chilmark, MA2 Squibnocket Road

Price$12,500,000

Est. Mortgage: $/month

MLS Number 41941

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 5.5
  • Acreage 4.5

CHILMARK SOUTH SHORE WATER VIEWS. This Squibnocket gem is a Hutker Architect-designed family compound on 4.5 acres. With captivating water views in every direction, this home is the perfect launch pad for the ultimate up-Island lifestyle. Grab your surf or paddle board and head down the path to Squibnocket Beach for a morning surf or swim. Pack the cooler with lunch from the Chilmark Store for a day at Lucy Vincent Beach or on the boat. Pick up some local oysters and lobster rolls in Menemsha and then head home to enjoy a perfect summer sunset on the patio overlooking Menemsha Pond and the Elizabeth Islands. The home is pristine and private with many unique features that make it the perfect place from which to enjoy all that up-Island has to offer. The chef's kitchen and dining area are serene, bright, and functional. The main floor living spaces feature unparalleled Chilmark panoramas with views of South Shore beaches, Quitsa and Menemsha Ponds, and the Vineyard Sound. A stately wood-burning stone fireplace centers the living room which overlooks the expansive lap pool and stone patio area with dining space for outdoor enjoyment. The stunning main house has 4 bedrooms and 3 1/2 baths. The primary bedroom, on the main level, has its own fireplace, ensuite bathroom, walk-in closet, and direct access to the outdoor shower. This rare up-Island property also includes a secluded guest house with a well-appointed kitchen, two ensuite bedrooms, and a spacious living area with wood burning fireplace. A one-car garage on the property is a plus for storing all of your Island toys such as surfboards, beach gear, and the Island car. This Chilmark retreat also features deeded access for small boat pick-up and drop-off on Menemsha Pond, just across the way. Close to the Chilmark General store, Chilmark Tavern, Beetlebung Farm Stand, and the Chilmark Community Center for your convenience. However you like to spend your days, at the beach, by the pool, grilling with a crowd, or curled up with a good book in front of the fire, you can do it all at this one-of-a-kind Chilmark property. The co-listing agent is related to the Seller.

Listed by Compass | Point B

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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94 Menemsha Inn Road Chilmark MA 02535

Chilmark, MA94 Menemsha Inn Road

Price$9,250,000

Est. Mortgage: $/month

MLS Number 42061

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 3.5
  • Acreage 5.6

This waterfront 4 bedroom 2.5 bath quality 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 the primary bedroom balcony. This is a finely crafted home with many wonderful details including salvaged heart pine floors and beautiful old beams. A large building envelope allows room for expansion should a new owner desire. Relax amidst the gardens, expansive lawn and mature trees as you take in the beauty around you or go for a leisurely stroll to Menemsha Village. A short path leads to 340 feet of private waterfront on the Vineyard Sound where one can swim peacefully in the calm waters.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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94 Menemsha Inn Road Chilmark MA 02535

Chilmark, MA94 Menemsha Inn Road

Price$9,250,000

Est. Mortgage: $/month

MLS Number 42074

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 4.5
  • Acreage 5.6

Walk to a private beach and enjoy the beautifully manicured gardens and landscape of this well-loved and privately situated home! Custom designed with a charming Vineyard feel and tasteful interior design. Water view from a gourmet kitchen and formal dining area. Large open living room and spacious bedrooms. Large deck with exceptional views of the North shore and Elizabeth Island's A large enclosed sun porch off the kitchen to enjoy meals and family time and is adjoined by a breakfast nook. Three (3) Bedrooms are located on the upper level. The primary bedroom is complete with a balcony to enjoy sunrises and sunsets. The 4th bedroom is on the first floor next to a full bathroom. The basement is a finished area with an additional living area. The septic system has been upgraded to allow for six bedrooms.

Listed by Flanders Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1 Clam Point Cove Road Chilmark MA 02535

Chilmark, MA1 Clam Point Cove Road

Price$8,900,000

Est. Mortgage: $/month

MLS Number 40699

  • Residential
  • Mls Status Active
  • Bedrooms 7
  • Bathroom 6
  • Acreage 3

Martha's Vineyard has many fine waterfront properties but only a handful of exceptional ones. The Lee Family Compound is an exceptional 3 acre waterfront property with breathtaking unobstructed pond views from an elevated secure location, 750+ ft of pond frontage, 48 ft dock with separate mooring for easy access to Menemsha Pond and Vineyard Sound and privacy without an abutter in view - all compliment the spacious 5 bedroom 5 bath comfortable well built main house and well sited 2 bedroom 1 bath contemporary guest house. The stunning views are everywhere so 14 of the 16 rooms in both houses enjoy grand pond views. Because of the elevation -- the sunsets, moonrises, and stargazing are some of the most remarkable the island has to offer. The two home compound can house 18 comfortably and is perfect for year-round family events. Come launch your canoe, kayak or paddle board from spring to fall; swim, clam or sail from private sandy beach off the point all summer long; sunbathe on your private dock or 3 decks or on the terraced lawn overhanging the cove; and enjoy seasonal holidays by a roaring fire with extended family and loved ones. This compound is proof that a picture is worth a 1,000 words.(see Video Aerial Tour)

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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11 Greenhouse Lane Chilmark MA 02535

Chilmark, MA11 Greenhouse Lane

Price$4,975,000

Est. Mortgage: $/month

MLS Number 41656

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2
  • Acreage 1.4

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.

Listed by Hancock Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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100 Gosnolds Way Chilmark MA 02535

Chilmark, MA100 Gosnolds Way

Price$3,800,000

Est. Mortgage: $/month

MLS Number 41875

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 2.5
  • Acreage 5

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.

Listed by Flanders Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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27 Ocean View Farm Road Chilmark MA 02535

Chilmark, MA27 Ocean View Farm Road

Price$2,995,000

Est. Mortgage: $/month

MLS Number 41916

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3
  • Acreage 1.2

27 Ocean View Farm Road is a unique house with the main living spaces designed by architect Elizabeth Carlhian in 1964 along with a connected, yet private bed and bath suite designed by architects Modigliani/Noyes in 1987. A covered breezeway between the two spaces frames the ocean views while providing cover from the weather. Taken together the house consists of 4 bedrooms and 3 baths sited high on a hill providing wide views of the Atlantic Ocean and distant views to Squibnocket and Aquinnah. Owned by the same family for over 60 years this rare offering is located on the southern side of Chilmark and is just 1.3 miles from famed Lucy Vincent Beach. The property abuts the Ocean View Preserve and provides miles of walking crosstown walking trails to Fulling Mill, Peaked Hill and beyond. Buyers will either want to renovate and restore the house to its original design or simply rebuild. The lot size is 1.2 acres which, according to Chilmark's zoning, this parcel should support a new house of 3,000 square feet by right (larger with a special permit), with 24 feet in height. Buyers will need to confirm building size and height with Chilmark’s building inspector. New construction may be able to site a house higher on the hill (25 ft. setbacks) for even more impressive views. Please note: potential buyers and their agents must be accompanied by listing broker as there are some hazards about. Call for appointment, easy to show. The property is subject to estate sale rules and is being sold in “as is” condition. Property video can be seen at this link: https://vimeo.com/manage/videos/935864342

Listed by Russell Maloney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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76 State Road Chilmark MA 02535

Chilmark, MA76 State Road

Price$2,325,000

Est. Mortgage: $/month

MLS Number 41569

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 2
  • Acreage 1

Sunny and bright describes this sweet home settled off of State Road in Chilmark. Well located near Menemsha Pond, the Chilmark Store and the Chilmark Community Center, this is a great home for summer or year-round living. The original house was built in 1856 and has been added onto creating a south facing kitchen and living space with wrap around windows and tons of natural light. Off the living room is a northwest facing, all season, glassed in porch which captures the last rays of the sun. This house has been well loved and well maintained. On site is a heated workshop/studio barn with a large finished private space above. Attached is a double car garage. The property is well landscaped with mature gardens and old stone walls lining the boundaries. Five bedroom septic permit in had for easy expansion of the main house or a detached bedroom in the studio.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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74 Hammett Lane Chilmark MA 02535

Chilmark, MA74 Hammett Lane

Price$2,250,000

Est. Mortgage: $/month

MLS Number 42006

  • Residential
  • Mls Status Active
  • Bedrooms 7
  • Bathroom 3
  • Acreage 3.1

Quintessential Chilmark! This property in Chilmark is a dream for someone who loves the charm of a natural setting. Overlooking 3.1 acres of natural woodlands the parcel offers a sense of privacy and tranquility. Imagine waking up to the sight of sunlight filtering through the trees or enjoying a cup of coffee on the wrap around porch while taking in the natural beauty all around. The main house and guest house combination presents endless possibilities for expansion and personalization. While the main house may require renovations, its spacious layout of 5 bedrooms and 2 baths, along with a partially finished walk-out basement, offers ample potential for customization to suit one's preferences and needs. And with the existing guest house ready for occupancy, there's flexibility during the renovation process. With the appropriate permitting a pool is a possibility! Per town zoning, for this conforming lot, allowable is a total of 3500 sf ELA expansion. The proximity to Menemsha village and beach, as well as other nearby beaches like Lucy Vincent and Squibnocket, means there's always something to explore and enjoy in this highly desirable area of Martha’s Vineyard. Stunning sunsets and fresh fish are the perfect way to end a day in this enchanting location. Please note Title V passed for the guest house but failed on main house. Seller credit at closing $30,000. Main House is 1236 sf. (Walk out basement not included). Guest house is 728 sf. + two car garage.

Listed by C McManus Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5 Meeting House Road Chilmark MA 02535

Chilmark, MA5 Meeting House Road

Price$1,995,000

Est. Mortgage: $/month

MLS Number 41421

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2.5
  • Acreage 3

CHARMING CHILMARK- This sweet, bright, sunny home comes with deeded access to Chilmark Pond and South Shore Beach access. Kayak, paddleboard, sail, or motor across the pond to one of Chilmark's most pristine private beaches. The location is also convenient, centrally located, and close to West Tisbury Center, Grey Barn, the Yoga Barn, Chilmark Center, Beetlebung Farm, Chilmark Store, and Chilmark Tavern. This three-bedroom post and beam has an efficient Viessmann heating system and a mini-split for AC. The three-acre lot has been thoughtfully landscaped, providing a serene and picturesque setting. Additionally, per Chilmark zoning regulations, there is potential for expansion, allowing for a total of 3,500 square feet and up to six bedrooms with the necessary permits and an upgraded septic system. If a pool is on the wishlist, there is also room for that with a special permit. This property has a lot of opportunities to create your vision, enjoying all Chilmark has to offer.

Listed by Compass | Point B

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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34 Ebens Lane Chilmark MA 02535

Chilmark, MA34 Ebens Lane

Price$1,449,000

Est. Mortgage: $/month

Pending

MLS Number 40477

  • Land
  • Mls Status Pending
  • Acreage 3.9

Settled high on a peaceful ridge this 3.9-acre property is being offered with a long-term lease for 2.5 acres of prime restricted agricultural farmland abutting the property and the Tiasquam River. With the river running along the edge of the property this area is ideal for growing flowers, vegetables, and/or arbors. The land may also be used for grazing and housing livestock along with any amenities that are required to aid in that practice. The building site, situated on the ridge, allows for sprawling vistas across your private farm or peaceful wooded conservation land. Whatever your use may be, this property offers ample privacy and space while remaining close to the Chilmark Town center and its offerings.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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45 Quenames Road Chilmark MA 02535

Chilmark, MA45 Quenames Road

Price$1,300,000

Est. Mortgage: $/month

MLS Number 42050

  • Land
  • Mls Status Active
  • Acreage 3.05

Handsome, newly created large level parcel of land in Chilmark! Bounds are in, lot lines are flagged and brush cut, as well as a bit of the lot interior so that you can appreciate the size and orientation of the parcel. Well will be installed and perc test completed soon. Quenames Road is off South Road, a short hop to West Tisbury village center with Alley's General Store, the Town's fabulous library, 7A takeout, and movies and performances at the Grange; while your Chilmark address affords access to the Town's Lucy Vincent and Squibnocket Beaches! *Lot Subdivision is too new for the land to have been separately assessed. This is the 3 acre southerly portion of what had been identified as 45 Quenames Road.

Listed by Karen M. Overtoom R.E.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Based on information submitted to LINKMV as of May 27, 2024 . All data is obtained from various sources and has not been, and will not be, verified by broker or LINKMV.  All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.