$5M - $10M

36 Smiths Way, Edgartown, MA

Price$9,900,000

Est. Mortgage: $/month

MLS Number 30139

  • Residential
  • Square Feet 6230
  • Bedrooms 8
  • Bathroom 6
  • Acreage 3.1

Private and serene natural setting, with deep water dock, pool and guest house. Minutes to downtown, yet a world away, among the unspoiled coast, a coveted view of the Bay, perched on a rise, the six bedroom Shingle Style Main House by a much sought after Vineyard builder overlooks acres of meadows and low lying forest to the quiet shores of Edgartown Bay. Long views filled with sea and sky flood the house with light. The long drive and graceful approach lead to a charming entry capped with an eyebrow window that leads into a bright double height entrance hall. One is immediately taken by the view, straight through the screened porch, across the Bay to Wasque, and the Ocean beyond. With generous, flowing living spaces, both formal and family, first floor guest suite, four fireplaces, library, generous lawns and charming Pool area, illuminated path to a private deep water dock, this property checks off all the boxes for a discriminating buyer wanting to have all the best of what Edgartown offers.

Listed by Priestley Smadbeck & Mone

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

22 Austin Pasture Road, Chilmark, MA

Price$8,900,000

Est. Mortgage: $/month

MLS Number 31818

  • Residential
  • Square Feet 3358
  • Bedrooms 4
  • Bathroom 3
  • Acreage 22.9

22 acres in Chilmark with a well designed home that truly resonates with the land. Commanding views over Squibnocket Pond, south shore barrier beaches and the Atlantic Ocean. A three bedroom main house and a one bedroom guest house are sited privately on a south facing slope taking advantage of the best this property has to offer. Ultimate privacy with an exceptional location. Exclusive access to Squibnocket Pond with two little private islands included (Strawberry Island and Gull Island). Paddle board and kayak around this pristine pond and enjoy the quiet and calm that comes with living in this natural environment.This is truly a once in a lifetime opportunity for a discerning Buyer. Click on the link for a drone video of the property.

Listed by Tea Lane Associates

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

721 Main Street, Vineyard Haven, MA

Price$8,600,000

Est. Mortgage: $/month

MLS Number 30721

  • Residential
  • Square Feet 3037
  • Bedrooms 4
  • Bathroom 4
  • Acreage 0.81

This spectacular waterfront West Chop home with panoramic views looking out across the Vineyard Sound will take your breathe away. A true beach home featuring 110 feet of private beach with dock and mooring, and positively the best swimming on the island! The great room with cathedral ceilings and floor to ceiling windows captures the boat activity in every direction. Easy living here with one wing with master and guest ensuite bedroom. A newly renovated state of the art eat-in kitchen just off the great room makes this the perfect home for entertaining. One bedroom and den is found off the kitchen with separate exterior access to an outdoor shower. A huge bonus here, and something that could not be duplicated today, is the quaint detached bedroom complete with a kitchenette and living room area. Additional garage and basement, perfect for storing the kayaks, beach toys and bikes! This is a very special offering, that is totally turnkey including furniture, all you need is your bathing suit!

Listed by Viewpoints

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

51 Squibnocket Farm Road, Chilmark, MA

Price$7,500,000

Est. Mortgage: $/month

MLS Number 32000

  • Residential
  • Square Feet 3225
  • Bedrooms 4
  • Bathroom 2
  • Acreage 4.3

Quintessential Chilmark property located in one of the finest coastal enclaves in the entire Northeast, only 16 home sites on 500+ acres of private and natural seaside lands. Renovated 1830's barn with soaring ceilings, exposed beams and modern kitchen amenities. One-of-a-kind property with deeded rights to miles of private, south-facing sandy beaches and pond-side trails.

Listed by Rooney & Company

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

51 Squibnocket Farm Road, Chilmark, MA

Price$7,500,000

Est. Mortgage: $/month

MLS Number 31990

  • Residential
  • Square Feet 3200
  • Bedrooms 4
  • Bathroom 2
  • Acreage 4.3

Set in one of the wildest, most natural open landscapes on the island, this converted 1830s Dutch barn in Squibnocket Ridge Farm is unlike any other home on the island. Just steps from the beach and Squibnocket Pond, surrounded by conservation land, tranquility and miles of private shoreline, this home combines rustic historic character with modern kitchen, baths, and utilities/systems. 32-ft high ceilings in the soaring living room, water views, screened porch and expansive outdoor living space including lawn, gardens, trails. This is a truly extraordinary property.

Listed by Tea Lane Associates

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

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

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

139 Meetinghouse Way, Edgartown, MA

Price$6,500,000

Est. Mortgage: $/month

MLS Number 30342

  • Land
  • Village Katama
  • Acreage 54.83

The largest available tract of land (54 acres) in Edgartown, off Meetinghouse Road. Subdivision potential, with R20 zoning. Electric Power to property, and adequate frontage on multible sides, for either a Form C or Form A subdivision. One of the two owners also owns abutting property with pond frontage which can be joined. Due note abutter has a 30 day right of first refusal. Property has been divided into 5 lots, but Plan not recorded. More lots will require MVC approval.

Listed by Nab's Corner

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

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

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

90 Manaquayak Road, West Tisbury, MA

Price$6,495,000

Est. Mortgage: $/month

MLS Number 32024

  • Residential
  • Square Feet 8575
  • Bedrooms 17
  • Bathroom 17
  • Acreage 7.6

Lambert's Cove Inn, Farm, and Restaurant. A premier 17 room luxury boutique hotel and award winning 70 seat restaurant. Just under 8 acres of sprawling grounds, including beautiful gardens, salt mineral pool and spa, tennis courts, and 2 luxury guest cottages. The Inn can be a cleverly adapted private retreat, residence and spa for anyone looking for a farm or a compound with multiple buildings for staff or family.

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

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

348 Sea View Avenue, Oak Bluffs, MA

Price$6,490,000

Est. Mortgage: $/month

MLS Number 18014

  • Residential
  • Square Feet 3891
  • Bedrooms 10
  • Bathroom 5
  • Acreage 1.5

150 Feet of PRIVATE BEACH at this WATERFRONT COMPOUND IN HARTHAVEN - With 180 degree views of Nanctucket Sound and beyond, this property offers a rare opportunity for a waterfront family compound or an investor's dream with a private beach. The three homes that make-up this unique 13 bedroom property are as follows: The "Main Deck" is a sprawling cape-style home with 5+ bedrooms, 2 1/2 baths, oil forced hot water heat, air conditioning, wood-burning fireplace, large covered deck overlooking the bluff and a screened-in porch. This home was updated in 1996. This home is considered the main house of the property because of its commanding location perched on the bluff. The "Captain's House" was rebuilt in 1996. It has a reverse-style floor plan to take full advantage of the sweeping water views. Featuring 2 master suites and 2 additional bedrooms that share a bath, this home is light-filled, open and airy. Two wood-burning fireplaces. The craftsmen that created this home gave extra attention to the wood details throughout and made the house worthy of the finest sea "captain". You will notice these details from the moment you walk into the foyer and move your way through the home to enjoy the beamed ceiling in the living room. The "Cottage" completes this property...almost. This home was also fully rebuilt in 1996. It consists of a living room with wood-burning fireplace, eat-in kitchen, first floor bedroom, first floor laundry and bath. The second floor bedroom has breathtaking views from its private deck. A second large deck runs along the back side of the house. All 3 homes have been created to be independent of each other and all feature air conditioning, outdoor showers and more. With plenty of storage and additional space to be creative with, the garage nicely completes this property. All homes have a solid rental histories with repeat tenants. Sellers would consider a full "turn-key" option.

Listed by Island Real Estate

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

4 Windy Way, West Tisbury, MA

Price$6,390,000

Est. Mortgage: $/month

MLS Number 31766

  • Residential
  • Square Feet 2651
  • Bedrooms 4
  • Bathroom 3
  • Acreage 3.3

Set on one of the highest points on Makonikey in West Tisbury, this 4 bedroom home and detached studio offer warmth, character and breathtaking views across Vineyard Sound, the Elizabeth Islands, Woods Hole, and the coastlines of Aquinnah to Edgartown. This shingled style contemporary has an open floor plan with many windows, a spacious living room that flows into the kitchen and dining area, and several decks perfect for entertaining. The stairs to the sandy beach are a stone's throw away - great swimming, boating, fishing and sunsets. This is an authentic Vineyard experience. Exclusively offered. Included as part of the sale are engineering plans and Conservation Commission approval to build a 5000 sf home.

Listed by Tea Lane Associates

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

3 Eliot Avenue, Chilmark, MA

Price$5,995,000

Est. Mortgage: $/month

MLS Number 31243

  • Residential
  • Square Feet 4696
  • Bedrooms 5
  • Bathroom 3
  • Acreage 1.21

Enjoy incomparable water and landscape views, exquisite sunrise and sunsets, from this inviting and sophisticated home, designed and built by one of the Island's best,Tom Tate, is uniquely situated in the landscape in one of Chilmark's most exclusive areas. Reclaimed lumber and wood beams are discreetly incorporated into the details throughout the house to give an enduring and timeless affect. The open floor plan captures views from different bodies of water and landscape elements. A gourmet kitchen with Gaggenau stove, Sub-zero and built-in Fisher & Paykel dishwasher, lends itself as a perfect place to entertain guests next to a stone fireplace and dining area. There are five bedrooms and an additional family room on the lower level that leads out to a stone patio with hot tub. The exterior details are intriguing with professional hardscaping in abundance. Very convenient location to beaches, shopping, and restaurants. Steps away is access to your deeded beach rights on the south shore and boat launch at Quitsa pond. Come see and experience this property for yourself.

Listed by Wallace & Co. Sotheby's

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details