Menemsha Real Estate

Menemsha is a classic New England fishing village in Chilmark. Homes in Menemsha include waterfront homes, contemporary homes, cottages, and old family homesteads. Whether you’re looking for a permanent residence or a vacation home, Hancock Real Estate can help you find your island dream home.

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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

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%
$/month over payments
Federal 30-year interest rate: 6.35% last updated on Sep 5, 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$8,950,000

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: 6.35% last updated on Sep 5, 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$7,950,000

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 Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.35% last updated on Sep 5, 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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49 Tilton Road Chilmark MA 02535

Chilmark, MA49 Tilton Road

Price$7,950,000

Est. Mortgage: $/month

Pending

MLS Number 42292

  • Residential
  • Mls Status Pending
  • Bedrooms 6
  • Bathroom 5
  • Acreage 4

Unique opportunity to enjoy a remarkable, secure, elevated Chilmark north shore 4 acre waterfront property with dramatic 180 degree year round sunset water views over the one mile Spring Point sandy coastline to Great Rock Bight, Menemsha Hills, Aquinnah shore, Gay Head Lighthouse and the Elizabeth Islands stretching almost to Woods Hole. This wide expanse of the Vineyard Sound enjoys endless sailboat, fishing and other boating activity to enhance the ocean splendor. The views are enchanting every hour of every day of every season under any conditions rain or shine. Enjoy the 4 bedroom 3 bath main house, 2 bedroom 2 bath guest house, 60 by 20 ft waterside pool and pool house and garage on a 33 ft elevated 500 ft setback site in the highly desirable Spring Point waterfront community -- 40 homesites on 330 acres with 90 acres of common land, 2 tennis courts and 4-5 miles of lovely private paths and dirt roads including the finest coastal bluff walk on the Vineyard north shore along the one mile beautiful sandy private Spring Point beach to the dreamy Great Rock Bight Beach Cove.( see Video)

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.35% last updated on Sep 5, 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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49 Gosnolds Way Chilmark MA 02535

Chilmark, MA49 Gosnolds Way

Price$5,950,000

Est. Mortgage: $/month

MLS Number 42197

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 3.5
  • Acreage 9.8

Perched high on the north shore with sweeping views of the Vineyard Sound, this expansive and private property is surrounded by Menemsha Hills conservation land and trails and offers broad water views, even from ground floor of house. The house is large and well maintained with an upside down floor plan allowing for high ceilings and bright spaces in the open plan kitchen/dining/living room, as well as the primary bedroom suite and office on this upper level. This is a great house for entertaining and offers A/C, screened porch, generator, music system, outdoor lighting and other perks. The exterior space features a tennis court, beautiful gardens with water feature, and a cleared meadow, which is several acres in size, surrounded by woodlands. No other houses can be seen from here. A pool is possible and there is plenty of space for this addition. Subdivision potential. Includes Brickyard Beach rights.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.35% last updated on Sep 5, 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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515 State Road Aquinnah MA 02535

Aquinnah, MA515 State Road

Price$4,950,000

Est. Mortgage: $/month

MLS Number 40790

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 4.5
  • Acreage 3.1

Set atop a hill overlooking Menemsha, Quitsa and Squibnocket Pond sits this stunning home. A masterful combination of up-island elegance, fine craftsmanship and expert design sets this contemporary apart from other high end homes. Being sold completely turn key, this house was built with the finest of materials and finishes and with entertaining in mind. Large living room with magnificent fireplace, state of the art kitchen and screened in porch overlooking the pool. The family room adjacent to the guest bedrooms offers another entertainment space while affording privacy. This home is at harmony with its natural surroundings, while at the same time sophisticated and extremely comfortable. A bonus pool house with bathroom, lounging area and kitchenette is surrounded by extensive gardens and patio area. A meditation pond at the entry of the house sets the Zen mood as you approach this enchanting home. Easy to show.

Listed by Conroy & Company R.E.,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.35% last updated on Sep 5, 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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6 Beach Plum Way Aquinnah MA 02535

Aquinnah, MA6 Beach Plum Way

Price$3,995,000

Est. Mortgage: $/month

Active With Contract

MLS Number 42350

  • Residential
  • Bedrooms 7
  • Bathroom 5.5
  • Acreage 4

Waterview compound with an updated, coastal move-in ready main house and a newer oversized guesthouse sited on 4 acres in the heart of Aquinnah. This exceptional property offers a rare package of two houses with a total of 7 bedrooms and 5.5 bathrooms, several decks on all levels for outdoor living and enjoying sunset skies above the meadow-like lawn, large yard with vegetable garden, mature landscaping, garden beds and stonework, and stunning waterviews of the Vineyard Sound and beyond to the mainland. The main house features a newly renovated chef's kitchen, bathrooms, new and/or refinished floors, beautiful window treatments, updated furnace and hot water tank, new decking and was completely reshingled. The guesthouse has also been refreshed with new appliances, new french doors and other upgrades. The combination of houses allows for many possibilities in terms of generational living, rental income, or just welcoming all your family and friends! Aquinnah ownership allows you access to water in all directions - Philbin beach on the south shore, Lobsterville and West Basin on the north shore, and two beaches on Menemsha Pond (where moorings are also available with Aquinnah home ownership). This is what the Vineyard life is all about! (Note: Main house furniture not included, also dining chandelier excluded. Guesthouse furniture included with a short list of exclusions.)

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.35% last updated on Sep 5, 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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382 Lighthouse Road Aquinnah MA 02535

Aquinnah, MA382 Lighthouse Road

Price$3,700,000

Est. Mortgage: $/month

MLS Number 41525

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3
  • Acreage 1.5

Must see to believe the magnificent Ocean Views from this lovely, architect designed 4 Bedroom home, custom built for Summer enjoyment or 4 Season living. The home is lavishly laid out over 2 levels and provides 3000 ft. of living space. A wall of glass on both levels for the enjoyment of the uniquely insteresting, forever protected vistas across a one of a kind beauty of the pristine fauna and flora of Aquinnah. There is nothing obstructing the views to the horizon with the Elizabeth Islands, and Menemsha hills. Watch the sailboats glide by and relax in style and comfort in this wonderful space.

Listed by Beachcombers of MV

$
$
%
$/month over payments
Federal 30-year interest rate: 6.35% last updated on Sep 5, 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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31 North Slope Lane Chilmark MA 02535

Chilmark, MA31 North Slope Lane

Price$3,195,000

Est. Mortgage: $/month

MLS Number 42379

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3.5
  • Acreage 3

Located on a private lane along North Road in the heart of Chilmark, this hilltop four bedroom home was perfectly sited to enjoy fantastic water views of Vineyard Sound toward the Elizabeth Islands. Built in 1983 and lived in seasonally, this home has been meticulously cared for. There is a new forced air HVAC system, and recently upgraded electrical. In addition, there are three working wood-burning fireplaces, and the roof, windows, exterior doors, decking and siding have all been replaced within the last 10 years. The interior layout is ideally suited to taking in the views and spectacular sunsets, with an open kitchen, dining and living room that connect to a spacious deck and screened porch. The primary suite also connects to the deck and has views to the water. Guest bedrooms are on the ground floor and are privately set. The land is generous and beautifully landscaped, with a half basketball court carved in along the drive up to the house. Located just a short drive or bike ride to Menemsha and all town beaches, the setting is private, convenient and quintessentially Chilmark.

Listed by Compass | MV Team

$
$
%
$/month over payments
Federal 30-year interest rate: 6.35% last updated on Sep 5, 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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4 Cedar Lane Chilmark MA 02535

Chilmark, MA4 Cedar Lane

Price$2,300,000

Est. Mortgage: $/month

MLS Number 42337

  • Land
  • Mls Status Active
  • Acreage 3.58

South shore beachy living in Stonewall Association with private parking and access to a lovely swim and surf beach in a beloved area of Chilmark. Super sunny lot that is fully engineered and ready to go. Single-family dwelling plus an 800sq ft guest house allowed by special permit, plus a detached bedroom and accessory dwellings according to the Chilmark by-laws. Great location in Chilmark, close to the Nashaquitsa town boat landing, Chilmark Town Center, and Menemsha. A dream location for Chilmark lovers. The lot offers interesting topography allowing for a lower-level walk-out basement facing south for maximum sunlight and additional living square footage. A rare opportunity in Chilmark to own land in Chilmark in this association. Build/design package for a new owner will allow for ease in the development process.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.35% last updated on Sep 5, 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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32 Stonewall Road Chilmark MA 02535

Chilmark, MA32 Stonewall Road

Price$2,200,000

Est. Mortgage: $/month

MLS Number 42364

  • Land
  • Mls Status Active
  • Acreage 3.3

South shore beachy living in Stonewall Association with private parking and access to a lovely swim and surf beach in a beloved area of Chilmark. Second floor waterviews over Squibnocket Point and the Atlantic Ocean. This lot is fully engineered and ready to be built on! Single-family dwelling , plus a detached bedroom and accessory buildings allowed according to the Chilmark by-laws. Great location in Chilmark, close to the Nashaquitsa town boat landing, Chilmark Town Center, and Menemsha. A dream location for Chilmark lovers. The lot offers interesting topography allowing for a lower-level walk-out basement facing south for maximum sunlight and additional living square footage. A rare opportunity in Chilmark to own land in Chilmark in this association. Build/design package for a new owner will allow for ease in the development process.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.35% last updated on Sep 5, 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$1,950,000

Est. Mortgage: $/month

Active With Contract

MLS Number 41569

  • Residential
  • 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: 6.35% last updated on Sep 5, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

Based on information submitted to LINKMV as of September 12, 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.