Kelleher Real Estate Services

Chilmark Real Estate

The visual trademark of Chilmark, just west of West Tisbury, might well be the stone walls that wind their way through rolling fields and forests, recalling the day when vast expanses of the Island landscape were open land, devoted to sheep farming. You’ll still see a working sheep farm if you look south from the South Road across the fields of Allen Farm to sweeping vistas of the Atlantic.

Chilmark has two important town centers. One, at a place called Beetlebung Corner for the trees there, has its library, school and town hall.There is also the charming Chilmark General Store where everyone gathers in the summer for chats and lunch.  Just a ways to the north is Menemsha, a picturesque fishing village which, remarkably, has kept much of its old New England character. While there you will want to buy fish right off the dock at Larsen's Fish Market. The beach at Menemsha draws people all summer long, and is especially popular for its colorful sunsets and one of the few places on the east coast where the sun sets over the sea.

70 State Road Chilmark MA 02552

Chilmark, MA70 State Road

Price$1,195,000

Est. Mortgage: $/month

Pending

MLS Number 40632

  • Residential
  • Mls Status Pending
  • Bedrooms 1
  • Bathroom 1
  • Acreage 1.1

This charming 3 room cottage has tons of potential and is sited in a sweet spot off South Rd. Chilmark near the public boat landing and town center. Oriented towards the sunsets with ample privacy, you can almost see the pond from the 2nd floor deck. Lived in for the past 20 years, this home is sunny and sweet and could be used as is, or expanded into 3 bedrooms with a septic upgrade to a maximum of 3000 square feet. Currently its affordably heated with a propane monitor, the addition of a mini-split and solar would be a great upgrade and easily provide comfort in all 4 seasons. There is a generator on site as well. Property is being sold AS-IS.

Listed by Jim Feiner of Feiner Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 2023
* 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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31 Cross Rip Lane Chilmark MA 02535

Chilmark, MA31 Cross Rip Lane

Price$1,275,000

Est. Mortgage: $/month

Pending

MLS Number 39731

  • Residential
  • Mls Status Pending
  • Bedrooms 1
  • Bathroom 1
  • Acreage 1.88

Beautiful private 1.88 acre lot in the North Abel's Hill neighborhood, amidst rolling meadows, lush trees and old stone walls. There is an existing charming 1 bedroom cottage built in 1999. The property has a three bedroom septic that has recently passed Title V, the Chilmark Board of Health has approved the system to serve a two bedroom home with the possibility of approval for a third bedroom. This is a wonderful opportunity to realize your Chilmark dream, by either working with the existing structure or designing a new home. The Chilmark Town Building Inspector has indicated that there can be interior renovations by right, and expansion beyond 800 square feet with a Special Permit from the Zoning Board of Appeals. An Accessory Structure could also be built by right, providing it meets the setback requirements. There are wetlands on the Western edge of the property that mean that any proposed expansion outside of the Building Envelope (see rough sketch in the listing packet created by the Seller's property manager) would need to go before the Chilmark Conservation Commission. The property does not have a share in the Abel's Hill Association (AHA) nor does it have rights to usage of the Abel's Hill private tennis courts or beach access. A buyer may inquire about purchasing a share from AHA, but there is no assurance as to whether a share will be made available, or at what price. Given that the house is situated in a private housing association, the owner may be expected to contribute to the cost of maintaining the shared roadways. Please contact Broker for all showings.

Listed by Elle Lash 508-560-1213 of Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 2023
* 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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99 Hammett Road Chilmark MA 02535

Chilmark, MA99 Hammett Road

Price$1,800,000

Est. Mortgage: $/month

Pending

MLS Number 39929

  • Residential
  • Mls Status Pending
  • Bedrooms 4
  • Bathroom 5.5
  • Acreage 3.8

Colonial style home built in 2007 that boasts 4 bedrooms and 5 full and 1 half bath totaling just over 2400 sqt ft. of living. Located in the highly desirable 335 acre Spring Point community with 38 home sites with 125 acres of common land, 3/4 mile of private beach, 2 tennis courts and endless dirt roads and trails. A distant, second story water view could likely be improved. Massachusetts Estate rules apply. Buyer will be given a 5 -day opportunity to respond to any 3rd party Offer. Property being sold "AS IS". Performance by Seller is contingent upon Seller obtaining a license to Sell from the Dukes County Probate Court

Listed by Julianna Flanders of Flanders Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 2023
* 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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276 South Road Chilmark MA 02535

Chilmark, MA276 South Road

Price$2,180,000

Est. Mortgage: $/month

MLS Number 40452

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

Come put your finishing touches on this great 4 Bedroom cape! Located on the very popular south side of South Road in Chilmark. Enjoy your morning coffee gazing over stone walls and a quiet pasture. Or relax in the delightful four season sun room. Walking distance to a private pond where you can take your boat across to the favorable South Shore beach. A must see!

Listed by Julianna Flanders of Flanders Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 2023
* 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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50 South Road Chilmark MA 02535

Chilmark, MA50 South Road

Price$2,395,000

Est. Mortgage: $/month

Active With Contract

MLS Number 40343

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Acreage 6.4

Authentic and lovely Vineyard homestead on over 6 acres with hedgerow borders and stone walls, this is a special and storied piece of island history. The sweeping views over farm fields are stunning, filling the windows with light and the beauty of this natural rural landscape as it has been for hundreds of years. The 1700s post and beam home was originally a "high double house" and became a three-quarter house with an ell in the 1800s. It retains some original features like wainscoting and ancient wide plank floors. The sturdy barn, which was moved to the property in the early 1900s, is ready for it's next chapter as a work barn again, rec space, studio or entertaining spot. This antique Chilmark home awaits its rejuvenation. The property can support an additional house. Property is being sold AS IS.

Listed by Meg Bodnar 508-221-2782 of Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 2023
* 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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300 North Road Chilmark MA 02535

Chilmark, MA300 North Road

Price$3,200,000

Est. Mortgage: $/month

MLS Number 40645

  • Residential
  • Mls Status Active
  • Bedrooms 2
  • Bathroom 3
  • Acreage 4.38

Sited on over four acres and nestled in a peaceful setting of ancient stone walls, mature plantings and trees, open meadows and large glacial boulders. The architectural design creates an entry courtyard edged with gardens and a covered porch. Single floor living, cathedral ceilings, plastered walls, and lasting quality construction. The house is designed to feel light and airy taking in the privacy of the land from the open living/dining area that leads out onto an expansive deck and onto rolling lawn and gardens. The finished lower-level walkout basement with bathroom offers up a myriad of possibilities. A separate detached garage provides extra storage along with the accompanying detached workspace and gardening room.

Listed by Jessica Bradlee 508-212-9341 of Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 2023
* 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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23 Black Point Road Chilmark MA 02535

Chilmark, MA23 Black Point Road

Price$3,200,000

Est. Mortgage: $/month

Pending

MLS Number 40664

  • Residential
  • Mls Status Pending
  • Bedrooms 2
  • Bathroom 2
  • Acreage 3.88

This South Mountain built home within walking distance to Black Point Beach is a sandy beach lover’s dream. With two bedrooms and two bathrooms on just over 3.8 acres, a new owner will have room to expand. The lot size allows for a main house and guest house with a special permit (and a five year wait) and the five bedroom septic provides easy expansion. This little gem has an open floor plan, exposed beams, hardwood floors and a stone edged fireplace centering the living room. There is an abundance of south facing light on this private and generous sized lot in Chilmark. Property includes a Black Point Beach key valued at $425,000.

Listed by Jill Hobby Napior 508-642-0831 of Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 2023
* 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 Pondmark Chilmark MA 02535

Chilmark, MA1 Pondmark

Price$4,400,000

Est. Mortgage: $/month

MLS Number 40055

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2.5
  • Acreage 4.7

Massive Atlantic Ocean views! This 4.7-acre lot with 120-degree views of the Atlantic Ocean over Keith Farm offers the ideal opportunity to create a stunning property with a main house, guesthouse and swimming pool. The current home is ready to make way for the new owner's vision. The property is just one mile to the entrance of Lucy Vincent Beach and half a mile to Beetlebung Corner. It is a mile and a half to Menemsha. The property is criss-crossed with ancient lichen-covered stone walls and has a feeling of having stepped back in time.

Listed by Mark Jenkins of Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 2023
* 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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15 Red Valley Road Chilmark MA 02535

Chilmark, MA15 Red Valley Road

Price$5,795,000

Est. Mortgage: $/month

Pending

MLS Number 40729

  • Residential
  • Mls Status Pending
  • Bedrooms 5
  • Bathroom 3
  • Acreage 3.6

Glorious views spanning over Nashaquitsa and Menemsha Pond to the Vineyard Sound and Elizabeth Islands. This sweet Vineyard home is situated up high overlooking open meadows, old stone walls with multiple views to the Atlantic Ocean. Located in beloved Blacksmith Valley and enjoyed by the same family for over sixty years -this is a rare opportunity. With 3.6 acres of open, rolling land, classic Chilmark stonewalls and beach plum bushes, this charming 5 bedroom home with an existing pool, sits on a ridge and offers views from Noman's Land to the Edgartown shoreline. The property also includes a garage for vehicle and boat storage at the edge of the property. Squibnocket Beach is around the corner as well as an opportunity to join Zack's Cliffs for Blacksmith Valley residents. The property includes deeded access to Quitsa Pond and a small dock area where kayaks and a sunfish can be stored. Boating, swimming, fishing and bird watching are right outside your door.  This is a special opportunity for a Buyer who appreciates and understands what this location has to offer.

Listed by Jill Hobby Napior 508-642-0831 of Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 2023
* 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 40627

  • 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 Abby Rabinovitz cell 617-429-4561 of Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 2023
* 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 40668

  • 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 Julianna Flanders of Flanders Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 2023
* 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$9,950,000

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 Robert Kenney of Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 2023
* 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 June 10, 2023 . 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.

Kelleher Real Estate Services