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

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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.

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$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 17, 2016
* 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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Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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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

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$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 17, 2016
* 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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Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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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.

Listed by Kelleher R.E.

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$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 17, 2016
* 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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Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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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

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$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 17, 2016
* 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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Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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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

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$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 17, 2016
* 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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Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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2 Pepperbush Lane, Chilmark, MA

Price$1,250,000

Est. Mortgage: $/month

MLS Number 30373

  • Residential
  • Square Feet 2352
  • Bedrooms 4
  • Bathroom 2
  • Acreage 4.5

Happily and privately located a short distance from Menemsha, sits this well maintained colonial home. Wonderful outdoor space as well with spacious decks, open yard area and an abundance of property. Overlooking Turtle Cove Pond. Open kitchen space with new appliances and updated countertops. A formal dining area and additional breakfast nook all enjoying views of the backyard meadow and stonewalls. The second floor of this home offers 3 bedrooms and a full bathroom, plus a very spacious room that can be used as a family room/game room/bunk room. The unfinished walk out basement is another attribute that could provide great living or gathering area. A great home with lots of space for everyone.

Listed by Flanders Real Estate

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$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 17, 2016
* 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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Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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15 State Road, Aquinnah, MA

Price$2,750,000

Est. Mortgage: $/month

MLS Number 30273

  • Residential
  • Square Feet 4000
  • Bedrooms 4
  • Bathroom 4
  • Acreage 3.1

You CAN have it all! Consider this "finished product" 4000-sf custom home with waterviews of Quitsa, Menemsha, Squibnocket, and Atlantic Ocean, all complemented by a stunning landscaped pool area. Aquinnah's legendary beaches are a short distance away. The workmanship in this home is of the highest quality, with charming Up-Island accents backed up by top-of-the-line systems. Custom details include cherry floors, custom built-ins, and fieldstone fireplace. In additional to extensive interior living space including two large family rooms, there is outdoor space ideal for entertaining friends and family - screened-in porch, roof deck, and bluestone patio. Mature professional landscaping includes perennials, stone walls, koi pond with waterfall and irrigation system. Radiant heating in the floors makes this the ideal winter getaway for when city life is getting to you. The swimming pool and poolhouse area provide a slice of heaven on earth. Available mooring just 400 yards away. With the exception of a few pieces, this beautifully furnished home comes "turnkey." Note: This property has grossed an average of $100,000 p/year the last 5 years. View a drone video of the property by pasting this URL into your browser: https://vimeo.com/177571562

Listed by Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 17, 2016
* 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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Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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15 State Road, Aquinnah, MA

Price$2,750,000

Est. Mortgage: $/month

MLS Number 30265

  • Residential
  • Square Feet 3993
  • Bedrooms 4
  • Bathroom 4
  • Acreage 3.1

One of the most extraordinary homes currently being offered on Martha's Vineyard. This hand-crafted property is a magical oasis unto itself. The home is so beautifully crafted that it is a feast for the eye everywhere you look; and with the thoughtful addition of the salt-water pool and flawless pool house - coupled with water views of Menemsha Pond, Squibnocket Pond and the Atlantic you might never feel the need to leave the property. If you do decide to venture beyond your own borders, Aquinnah offers some of the most dazzling beaches imaginable - or take advantage of your mooring on Menemsha Pond and spend the day out boating and exploring the Pond or all of Vineyard Sound. For the discerning buyer, this property is not to be missed.

Listed by Karen M. Overtoom R.E.

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$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 17, 2016
* 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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Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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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

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$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 17, 2016
* 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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Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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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

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$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 17, 2016
* 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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Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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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

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$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 17, 2016
* 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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Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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28 Loon Lane, Chilmark, MA

Price$3,550,000

Est. Mortgage: $/month

MLS Number 25914

  • Residential
  • Square Feet 4769
  • Bedrooms 6
  • Bathroom 5
  • Acreage 6.01

Heathland is a substantial and noteworthy estate on the bluffs and rolling heaths of Menemsha Highlands. It was built facing out to sea over the North Shore with panoramic views over Menemsha and the Elizabeth Islands. Located in a neighborhood of large parcels and estates, the home is at the end of the road on 6 private acres. It was totally renovated and expanded by South Mountain Company in 1995 using top notch materials and has been carefully maintained since. The house is almost 4800 square feet with six bedrooms and 5 and a half baths and a nearby garage. Considering it's size and grand spaces there are also intimate nooks as well to accommodate the real living experiences of a busy, multi-generational family. There is a great deal of light and sweeping views from almost every room. A spacious and serene two bedroom guest suite attached to the house addresses space and privacy needs of visitors as well as family and grandchildren. The house is surrounded by patios and decks and a generous screened porch with a gas fireplace. Gorgeous landscaping, rolling lawns, wildflower meadows and natural heathlands add to its majestic appeal. Seven bedroom septic in ground. Deeded reciprocal walking path through front meadow. Deeded beach access, with opportunity to permit stairs.The best value in Chilmark.

Listed by Feiner Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 17, 2016
* 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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Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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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

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$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 17, 2016
* 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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Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 17, 2016
* 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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Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 17, 2016
* 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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Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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3 Sunset Way, Aquinnah, MA

Price$2,650,000

Est. Mortgage: $/month

MLS Number 17834

  • Residential
  • Square Feet 5000
  • Bedrooms 5
  • Bathroom 4
  • Acreage 4

5,000 SF high end new construction almost complete on this incredible 4 acre piece of Aquinnah property. Expansive ocean views with the lighthouse just to your west. Walk to private beaches and the picturesque Aquinnah Cliffs. There are deep water moorings available in Menemsha Pond to Aquinnah residents.

Listed by Hartel Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 17, 2016
* 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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