Menemsha Luxury Homes

Find all luxury homes for sale in Menemsha, Martha's Vineyard. Contact Sandpiper Realty if you have questions or would like to schedule a showing.

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3 East Pasture Lane, Aquinnah, MA

Price$4,500,000

Est. Mortgage: $/month

MLS Number 31791

  • Residential
  • Square Feet 2310
  • Bedrooms 4
  • Bathroom 3
  • Acreage 6

Boasting one of the most spectacular views in Aquinnah, this home is poised on 6 acres and majestically resides over the Menemsha Pond and Vineyard Sound. With expansive living space spanning three levels, the four bedroom home has simply breathtaking views, manicured grounds and wonderful outdoor entertaining spaces. Two master suites and two additional bedrooms, open living floor plan and views from nearly every room of this home!

Listed by Flanders Real Estate

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Apr 27, 2017
* 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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30 Flanders Lane, Chilmark, MA

Price$4,500,000

Est. Mortgage: $/month

MLS Number 31698

  • Residential
  • Square Feet 5200
  • Bedrooms 5
  • Bathroom 4
  • Acreage 4.73

Such an offering is rare to the market and the discerning buyer will immediately recognize this special opportunity! This quality crafted and the high level build of this home is evident throughout. Spectacular Menemsha Pond and Vineyard Sound views, affording sunset views as well! The floor plan provides a sense of comfortable and easy living. A well maintained home with spacious bedrooms and lovely outdoor entertaining areas. Only a short distance to Menemsha as well. Deeded pond beach access.

Listed by Flanders Real Estate

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Apr 27, 2017
* 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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8 Boston Hill Road, Chilmark, MA

Price$2,850,000

Est. Mortgage: $/month

MLS Number 31742

  • Residential
  • Square Feet 2500
  • Bedrooms 4
  • Bathroom 3
  • Acreage 3.5

This 3.5 acre home with beautiful grounds, waterviews of Menemsha pond, Vineyard sound and Squibnocket point 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 the second floor Master bedroom en-suite with study and private sunning deck. Creative designed open living, kitchen and dining areas overlook the pool from every room. 6 bedroom septic for 2 additional bedrooms or guest house.

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

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Apr 27, 2017
* 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 Herring Run, Chilmark, MA

Price$4,950,000

Est. Mortgage: $/month

MLS Number 30966

  • Residential
  • Square Feet 1284
  • Bedrooms 3
  • Bathroom 2
  • Acreage 3

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 to a sandy Menemsha Pond cove that is shared by just 4 households and which you access down a short, pretty, winding path. Perfect for swimming, fishing and boating. A new well and a 5-bedroom septic have been installed. The newly-refreshed home has open living spaces that all enjoy the water views and there are 3 comfortable bedrooms and 2 tiled baths. Enjoy this Chilmark classic just as it is - or renovate to your heart's desire. * Land Assessment and Taxes are an approximation because lot is being re-configured.

Listed by Karen M. Overtoom R.E.

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Apr 27, 2017
* 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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199 State Road, Chilmark, MA

Price$2,395,000

Est. Mortgage: $/month

MLS Number 30695

  • Residential
  • Square Feet 1246
  • Bedrooms 4
  • Bathroom 2
  • Acreage 3.5

A diamond in the rough in Chilmark, ready for your polish and perfection, this elegant waterfront home on 3.5 acres is truly an outstanding offering, having been owned by the same family for over 60 years. With private waterfront on Quitsa Pond and incredible, panoramic views to Menemsha Pond, the Sound, Elizabeth Islands and Menemsha Harbor, this is a dramatic retreat, ideally situated for sunsets and recreation on the water. Originally built in 1950, the existing 4 bedroom home is a beautiful, classic design, thoughtfully laid out with all attention paid to the outstanding water views found in nearly every room. The grounds are spacious and relaxing, with ample lawns sprawling around the home and down toward the waterfront, and an ancient stone wall provides a rustic aesthetic along State Road. An update or modernization of the house could create a refined Chilmark destination, while the opportunity to rebuild could allow for larger home, with pool or tennis as possibilities in the future. The location is just 0.5 miles from Squibnocket Beach and 2 miles to the Chilmark Store and Beetlebung corner, putting all of Chilmark's best amenities readily within your grasp.

Listed by Wallace & Co. Sotheby's

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Apr 27, 2017
* 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 Peases Point Way, Chilmark, MA

Price$1,050,000

Est. Mortgage: $/month

MLS Number 30444

  • Residential
  • Square Feet 1652
  • Bedrooms 3
  • Bathroom 2
  • Acreage 3.2

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 and new outside shower. This charming space flows gracefully out to a spacious sun room leading out to a large back deck. The private, first floor master en-suite includes a large inviting window seat perfect for morning coffee. Two second floor bedrooms and a small loft complete the picture. Located just minutes to Menemsha for an early morning swim or idyllic sunset lobster dinner. Check out the 3D Tour - https://livetour.istaging.com/590cc123becd360054078dae?ui=true

Listed by Kelleher R.E.

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Apr 27, 2017
* 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

Price$6,500,000

Est. Mortgage: $/month

MLS Number 30472

  • Residential
  • Square Feet 3241
  • Bedrooms 5
  • Bathroom 3
  • Acreage 5.6

This elegant, architect-designed main house and guest house is 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 endless sunsets this lovingly maintained property has much to offer. The four bedroom main house is in excellent condition with a spacious, well laid out kitchen and dining space as well as a lovely screened-in porch. A large living room area, with stone fireplace and French doors, leads out to the terrace and ocean views. Vaulted ceilings, spacious bedrooms and an additional living space and bathroom in the lower level plus a detached guest house studio with wonderful sound views add to the appeal of this home. The gardens and manicured outdoor spaces of this land add to the already welcoming and flawless feel of this entire property. Menemsha village is only a short drive away or one could also walk along the shore's edge to get there. This home and property is truly a magical and restful place in which to enjoy the Vineyard.

Listed by Flanders Real Estate

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Apr 27, 2017
* 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

Price$6,500,000

Est. Mortgage: $/month

MLS Number 30425

  • Residential
  • Square Feet 3241
  • Bedrooms 5
  • Bathroom 3
  • Acreage 5.6

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 finely crafted home with many wonderful details including salvaged heart pine floors and beautiful old beams. 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

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Apr 27, 2017
* 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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22 Lighthouse Road, Aquinnah, MA

Price$2,370,000

Est. Mortgage: $/month

MLS Number 30002

  • Residential
  • Square Feet 2332
  • Bedrooms 4
  • Bathroom 4
  • Acreage 4

Offered for the first time in nearly 50 years, this 4 bedroom, 4 bath, contemporary home is sited on four acres at 22 Lighthouse Road. Spanning over 2,300 square feet on two levels, this home provides views across Vineyard Sound to the Elizabeth Islands, Menemsha Bight and Chilmark's north shore. Entertain friends and guests in the spacious living room with sky lit, cathedral ceilings, fireplace and wide water views. An open kitchen and dining area lead to a sunlit porch where one can also enjoy the views to the Sound and the property's inground, heated swimming pool. The upper floor of this home is complete with a grand master bedroom overlooking the Sound with a large ensuite whirlpool bath, multiple closets, spaces for an au-pair and a large family room with kitchenette and laundry. The lower floor of this home provides three additional bedrooms and bathrooms, an office, a workshop and guest quarters. In addition to the pool, there are multiple decks and outdoor spaces to enjoy. Other amenities include hardwood flooring, a house generator, outdoor shower, air conditioning and two car garage. Water views are protected with ownership of 1.8 acres across Lighthouse Road that may also be able to be developed with permitting. Summer fun can be found at two included private, association beaches, South Shore Beach, located off Moshup Trail, an Atlantic Ocean beach, and Vineyard Sound Beach, located off Oxcart Road. Adjoining 13.7 acres available separately. See 5-106 Lighthouse Road.

Listed by Russell Maloney Real Estate

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Apr 27, 2017
* 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 Howell Lane, Chilmark, MA

Price$2,850,000

Est. Mortgage: $/month

MLS Number 29242

  • Residential
  • Square Feet 4000
  • Bedrooms 4
  • Bathroom 3
  • Acreage 4.68

Nestled down Flanders Lane, this spacious, post-and-beam custom built contemporary home has an open and airy interior. This 4.68 acre property is the ideal retreat. Featuring four bedrooms, three and a half bathrooms (each with heated towel racks) and lovingly maintained landscapes. The Gourmet kitchen has top of the line appliances, 8 burner gas stove, built in booths as well as a formal dining area. Relax in the sauna, or read a book by the large brick fireplace in the living room. The outdoor space is perfect for entertaining company on the stone patio with views of the rolling backyard. A beautifully constructed outdoor shower and fully fenced expansive garden with raised beds also adorn this property. An Expansive attached garage (With radiant heated floors!), workshop, and so many other details embellish this home. All of this, plus only a short distance to swim, clam or kayak at your own private access on Menemsha Pond. With 200' of deeded frontage on Menemhsa pond and area for boat storage on the shore. This home is in immaculate condition with impeccable craftsmanship and is turnkey for you and your family. Ask about the permit for a pool!

Listed by Flanders Real Estate

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Apr 27, 2017
* 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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225 State Road, Chilmark, MA

Price$2,495,000

Est. Mortgage: $/month

MLS Number 28779

  • Residential
  • Square Feet 3190
  • Bedrooms 6
  • Bathroom 3
  • Acreage 3.06

This antique six bedroom homestead with barn is perched on a hill in Chilmark overlooking Quitsa and Menemsha Ponds with views out to the Vineyard Sound. Built around 1850 with simple, graceful lines, this year round home holds potential for a wonderful restoration. Preliminary design sketches are available upon request. The antique barn is currently used as a garage but offers the possibility of expansion. With special permit, one could have a studio, detached bedroom or eventual guest house. (There is the potential for second story water views from the barn.) Sited on three acres, amidst old stone walls, lilacs and rolling lawn, this one-of-a-kind property is offered with deeded access to Quitsa Pond, just a short walk away. Kayak and sail out to Menemsha and the Vineyard Sound.The abutting 3 acre waterfront parcel (3 Clam Point Cove Rd.) is also available and is priced at $2,800,000. Both parcels may be purchased together at the reduced price of $4,995,000. (See other LINK listing sheets.)

Listed by Tea Lane Associates

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Apr 27, 2017
* 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 Menemsha Inn Road, Chilmark, MA

Price$1,995,000

Est. Mortgage: $/month

MLS Number 28118

  • Residential
  • Bedrooms 2
  • Bathroom 1
  • Acreage 1.1

This romantic seaside cottage sits on the bluff overlooking Vineyard Sound and offers breathtaking waterviews, spectacular sunsets, a 125' private beach, a creek, and is one of only a handful of waterfront properties along the North Shore that is walking distance to Menemsha Village. With this gem of a spot, the value is in the land, the views and natural setting. At this pristine and unspoiled parcel, one can build a new home of their dreams of up to three bedrooms. This is as good as it gets!

Listed by Tea Lane Associates

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Apr 27, 2017
* 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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225 State Road and 3 Clam Point Cove Road, Chilmark, MA

MLS Number 26642

  • Residential
  • Square Feet 3190
  • Bedrooms 6
  • Bathroom 3
  • Acreage 6.21

This antique homestead with barn was built around 1850 and is sited on six magnificent acres with stunning water views overlooking Quitsa and Menemsha Ponds on out to the Vineyard Sound and the Atlantic Ocean. Walk down a quiet path to seventy seven feet of private shoreline on Quitsa Pond where one can paddle boat, kayak and sail out to Menemsha and the Vineyard Sound. The property consists of two abutting three acre parcels. The six bedroom homestead parcel offers a piece of Chilmark history and holds the potential for a wonderful restoration. With special permit the antique barn, currently used as a garage, could become an art studio, detached bedroom or eventual guest house. The abutting buildable waterfront lot offers the opportunity to create an amazing new home on a spectacular site. Recently engineered, the waterfront lot is approved by the Board of Health for six bedrooms. This is a wonderful offering for the buyer who is looking for a unique and special property. Preliminary design sketches are available upon request. Note: The Assessors Map does not reflect the current configuration of this property. Clam Point Cove Rd., which originally bisected the waterfront lot, has been moved to the north western boundary of the homestead lot and no longer divides this six acre property. The move opens up a prime building area on the waterfront lot. (see building site document) and allows for two homes on this six acres with spectacular water views as well as privacy . The waterfront parcel can be purchased separately for $2,800,000, the homestead can be purchased separately for $2,495,000 (see individual listings) or both can be purchased together at the reduced price of $4,995,000.

Listed by Tea Lane Associates

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Apr 27, 2017
* 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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22 Quitsa Lane, Chilmark, MA

Price$10,500,000

Est. Mortgage: $/month

MLS Number 25426

  • Residential
  • Square Feet 2488
  • Bedrooms 6
  • Bathroom 4
  • Acreage 3.5

"Cliff Cottage" enjoys one of the most picturesque settings and water-views on Martha's Vineyard. Originally built in 1850 and painstakingly remodeled by the current owner's, along with one of the Islands finest builders to reflect today's life style and amenities. The recently constructed detached studio with over 1,400 sq' offers 2 additional bedrooms with water-views along with an office and a garage. An association stairway leads to your private sandy beach on the south shore, additionally, there is deeded access to Menemsha Pond a short walk away.

Listed by Wallace & Co. Sotheby's

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Apr 27, 2017
* 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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135 State Road, Chilmark, MA

Price$5,750,000

Est. Mortgage: $/month

MLS Number 19770

  • Residential
  • Square Feet 2300
  • Bedrooms 4
  • Bathroom 1
  • Acreage 1.9

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 your door. First level of home is a large living area with kitchen all fronted by a large screened in porch. There is also another area that serves as bedroom or could also be used as a den or office space. Upper level has 3 bedrooms, large living room, full bathroom and loft space - great for the young ones. This home is great for entertaining and offers some of the most spectacular views in Chilmark. Enjoy sunset views over the pond...or swim off of the private sandy beach area on the pond which is great for young swimmers and for launching kayaks...All of this just within a short distance of Squibnocket Beach.

Listed by Flanders Real Estate

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Apr 27, 2017
* 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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