Chilmark Luxury Homes

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

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15 Valley Lane, Chilmark, MA

Price$2,600,000

Est. Mortgage: $/month

MLS Number 32252

  • Residential
  • Square Feet 4976
  • Bedrooms 6
  • Bathroom 5
  • Acreage 3

End-of-the-road privacy off Old Farm Rd in Chilmark. As you enter through an attractively designed entrance to this property, you'll discover a contemporary farmhouse enveloped in a landscape with vibrant, mature perennials and lush lawns with a wooded backdrop and conservation land beyond. Enter into a dramatic, over-sized living-dining area with beach stone fireplace. Walking through to the left, Patrick Ahearn has designed a gorgeous master bedroom and bath that opens through French doors to both a screened porch and open deck. Circle through the other way to a connecting first floor study/TV room. To the right of the living area is a sensational gourmet kitchen loaded with amenities. Three bedroom/bath suites are located on the second floor. A 2-room detached bedroom is located over a 2-car garage. This is a comfortable year-round house, and one that will accommodate family and friends for many summers filled with great memories. Don't miss the video, see link below!

Listed by Wallace & Co. Sotheby's

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 Jul 13, 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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3 Tennis Lane, Chilmark, MA

Price$2,700,000

Est. Mortgage: $/month

MLS Number 32264

  • Residential
  • Square Feet 3498
  • Bedrooms 5
  • Bathroom 4
  • Acreage 3.2

Sunlight surrounds this beautifully built and tastefully appointed 5 bedroom home on 3.2 acres. A large open Chef's kitchen, living room and dining room offer plenty of room to entertain and relax. Lovely features include the fireplace made with bricks from Martha's Vineyard Brickworks and a hand-hewn mantle beam. The first floor master bedroom, has vaulted ceiling and reading loft, and doors that open to the expansive deck overlooking the large gunite pool, hot tub and post and beam pool house. Three further bedrooms each with private baths are on the 2nd floor. A study/5th bedroom, powder room, double garage and large basement complete the home. And there is potential for a guest house by special permit.

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 Jul 13, 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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26 Pinkletink Road, Chilmark, MA

Price$2,200,000

Est. Mortgage: $/month

MLS Number 32172

  • Residential
  • Square Feet 1800
  • Bedrooms 3
  • Bathroom 2
  • Acreage 3

A coveted area with nature trails through lichen covered meadows leads you to this must see renovated 3 bedroom home on 3 acres with panoramic water views. Gleaming wood floors, beautifully tiled kitchen and bathrooms, Light an airy bedrooms , a welcoming entry and charming living room all situated on one level which opens to the expansive 1,200 sq ft wrap-around deck . A wall of sliding glass doors showcases the brilliant blue of the Vineyard Sound, Lobsterville beach and surrounding fields with old stone walls.

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 Jul 13, 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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34 Bijahs Way, Chilmark, MA

Price$1,100,000

Est. Mortgage: $/month

MLS Number 32139

  • Residential
  • Square Feet 2293
  • Bedrooms 4
  • Bathroom 2
  • Acreage 4.2

Well designed for low maintenance this 4 bedroom home located off Tea Lane in Chilmark has plenty to offer. With over 4 acres and access from 2 different roads a guest house could be added with it's own entrance for total privacy. The open kitchen living floor plan with sliders to a large 25 ft deck offers great entertaining space. Built in bookcases and window seat adds to the charm of the room and tie in nicely with the hardwood floors. The renovated kitchen with lots of counter space and large pantry provides ample room to create. There are 2 floors of outside decks overlooking the garden area and the walkout basement adds additional living space. Spacious entryway leads to first floor master bedroom and 2 additional bedrooms that share a bath. This home is in excellent condition and ready for summer enjoyment. Seasonal water views from the living room.

Listed by Carroll & Vincent 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 Jul 13, 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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100 South Road, Chilmark, MA

Price$1,450,000

Est. Mortgage: $/month

MLS Number 31585

  • Residential
  • Square Feet 2877
  • Bedrooms 4
  • Bathroom 3
  • Acreage 1

Classic features blend seamlessly with modern sensibilities in this expanded Cape Cod-style home. With double the square footage of the original and updated for the 21st-century lifestyle (including a first-floor master suite), this home is perfect for year-round living or as an all-seasons Vineyard retreat. The property adjoins acres of untouched woods, providing ample privacy, while remaining easily accessible throughout the year on a town-maintained paved road. First floor consists of formal living room with fireplace, separate dining room, master suite with large sitting room and private screened-in sunroom, laundry room, additional bedroom and bath, kitchen, 650 sq. ft. mahogany deck for outdoor entertaining, and sun-filled, 530 sq. ft. great room with 14' ceiling, exposed antique beams and radiant floor heating for the ultimate in winter comfort. Second floor contains two large bedrooms with cozy dormer alcoves, and full bath. Oversized two-car garage with built-in work bench. 1500 sq. ft. basement provides lots of storage space, additional refrigerator and freezer, and second laundry room. The many updates and improvements include new well, architectural-shingle roof, cedar-siding shingles, HVAC, Title V septic system, top-quality insulation, upgraded electrical and plumbing, and energy-efficient Marvin windows and French doors throughout.

Listed by Up Island Realty

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 Jul 13, 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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15 Old Farm Road, Chilmark, MA

Price$1,195,000

Est. Mortgage: $/month

MLS Number 32030

  • Residential
  • Square Feet 800
  • Bedrooms 2
  • Bathroom 1
  • Acreage 3.2

This year round house provides the perfect balance of modern and minimal, style and simplicity, compact design and interior spaces that make a big impact. Set on just over three acres in Chilmark, this house is sited on a cleared, gentle rise and is surrounded by towering pine and oak trees that provide a serene and private setting. Built in 2003, this architect owned home features two distinct living spaces joined by a large mahogany deck, perfect for outdoor dining. The primary space contains the kitchen, dining area, one bedroom, one full and one half bath and a covered porch. The secondary space features an open living barn design with a wood burning, double sided, fireplace that can be enjoyed both in and outdoors. This space is currently configured for living and dining and has ample room for sleeping quarters and a half bath. Features and architectural elements present in both structures include radiant heating, two full walkout basements, whole house generator, Marvin windows and doors, wide pine plank flooring, concrete foundation with fieldstone veneer, mahogany decking, outdoor shower and a new cedar shake roof. Community tennis court within walking distance. Lot size can accommodate multiple structures with an additional 2,700 square feet of living space. Owner in residence, please no drive-bys.

Listed by Russell Maloney 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 Jul 13, 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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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

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 Jul 13, 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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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

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 Jul 13, 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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7 Black Point Road, Chilmark, MA

Price$2,100,000

Est. Mortgage: $/month

MLS Number 31969

  • Residential
  • Square Feet 2120
  • Bedrooms 4
  • Bathroom 2
  • Acreage 5.9

Come see this charming architect designed retreat with main house & two connecting guest wings, set on 5.5 pristine acres plus 17,424 SF deeded Atlantic Ocean Beach lot valued at $297,000 included with sale for a total acreage of 5.9 acres (SEE Comments/directions). Impeccably maintained the property is designed for relaxing and enjoying the unpretentious beauty of Black Point and the beach. The great room with banks of sliding doors beacons you the deck & patio. Ocean breezes & the sound of the surf gently wake you in the morning & help you drift off to sleep. The evening sky will make an Astronomer out of you. Main house features the great room, dining area, kitchen, laundry, pantry, master, full bath & outdoor shower. 1st guest wing has 2 BR'S, full bath with outdoor shower. Built in 2007 the 2nd guest wing has living area, BR, bath and outdoor shower. With town permitting you can add a guest house & pool. While you feel miles away you are still less than 10 minutes to Alley's store.

Listed by Laer Realty Partners

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 Jul 13, 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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27 Hewing Field, Chilmark, MA

Price$1,890,000

Est. Mortgage: $/month

MLS Number 31822

  • Residential
  • Square Feet 4652
  • Bedrooms 10
  • Bathroom 6
  • Acreage 4.5

This is a compound for someone with a dream. Whether to connect family and friends in comfort the year round, to host workshops, to garden, to conduct a professional practice or pursue creative endeavors - there's ample room to do it all here. With the treasure of Chilmark beaches to enjoy, it's just a scenic 5-minute drive from Alley's. Tucked away on a hilltop meadow bordered by conservation land, an extensive trail network beckons just steps from the decks leading down to the mossy banks of the Tiasquam. Besides the space and versatility here, the main house has extra insulation in the interior walls for an added sense of quiet, a 2015 Buderus 7-zone heating system, three stairways to the second floor, additional attic and basement rooms, an attached 2-car garage and a generator. There's great privacy between the dwellings and a general sense of sanctuary and expansiveness on these bright acres.

Listed by Tashmoo Realty

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 Jul 13, 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 Austin Pasture Road, Chilmark, MA

Price$7,800,000

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

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 Jul 13, 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 Jul 13, 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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24 Bassett Place Road, Chilmark, MA

Price$2,100,000

Est. Mortgage: $/month

MLS Number 31720

  • Residential
  • Square Feet 1473
  • Bedrooms 4
  • Bathroom 1
  • Acreage 15.8

Chilmark Pond front cottage with Atlantic Ocean views and private beach lot. YOU CAN'T BE CLOSER TO CHILMARK POND. Unique waterfront summer house with outstanding ocean and pond views on Chilmark Pond. Very private. Nature preserve setting on 15 acres surrounded by marsh lands, heron and osprey.Nothing between you, the pond and ocean. Big deck for dining and relaxation. Shared dock on the pond. Private ownership in Atlantic Ocean beach short boat ride away.

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 Jul 13, 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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443 South Road, Chilmark, MA

Price$3,500,000

Est. Mortgage: $/month

MLS Number 31295

  • Residential
  • Square Feet 2965
  • Bedrooms 5
  • Bathroom 3
  • Acreage 5.2

Built circa -1840, this former post office during the civil war is a well- recognized landmark with its 300 year old elm trees. The architecturally stylish home and property comprised of a total 11 rooms, 5 bedrooms and three baths is situated on five acres which overlooks the grazing sheep meadow to the Atlantic Ocean. This authentic property has been thoroughly updated blending simple antique warmth with modern function and capability which includes a fabulous gourmet open plan kitchen/ family room opening to pergola stone patio. Steps away is a separate guest house, barn with loft, 2 car garage and several outbuildings all surrounded by stone walls, attractive lawns, fields, and gardens. The 85 solar panel farm provides electric heat to 2 big heat pumps. There is oil FHW for backup which is rarely used. Owner receives credit every quarter and never pays an electric or heat bill.

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 Jul 13, 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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3 Eliot Avenue, Chilmark, MA

Price$5,500,000

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

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 Jul 13, 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$3,900,000

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 Jul 13, 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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7 Clambelly Road, Chilmark, MA

Price$1,375,000

Est. Mortgage: $/month

MLS Number 30825

  • Residential
  • Square Feet 1876
  • Bedrooms 4
  • Bathroom 3
  • Acreage 3.5

The true meaning of R&R is embodied at this fabulous property. Rustic, in tune with nature, comfortably big enough but not too big, easy to live in without much fuss. When you are engaged in your daily tasks the vision of this property is the carrot that gets you to the end of the week. The open living space with stone fireplace and expansive deck looks out to the tree tops and water view beyond. Two bedrooms and two baths on the same level makes it easy to retire after drowsing off with a good book. The adjacent two bedrooms over the garage provide great overflow. Open the house in the spring and close it in late fall, taking advantage of the changing seasonal vistas and the worries of a year round house; the ultimate vacation retreat. If you are looking for year round use it has been estimated that at a cost of approximately $50,000, the space could be insulated and a heating and air conditioning system installed. A six bedroom septic system allows for expansion on the large parcel of land. Access to some of the finest beaches on the Island enhance the property even more.

Listed by Sandpiper Realty

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 Jul 13, 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 Jethro Lane, Chilmark, MA

Price$1,450,000

Est. Mortgage: $/month

MLS Number 30761

  • Residential
  • Square Feet 3150
  • Bedrooms 5
  • Bathroom 3
  • Acreage 3.4

Pleasant water view main house and guest house property in the highly desirable Spring Point north shore waterfront Chilmark community. Spring Point is 40 home sites on 335 acres with 130 acres of common land, 3/4 mile of private beach, two tennis courts, 3.5 miles of pretty dirt roads and 3 miles of beautiful wooded and beach bluff paths for endless walking and running. Beautiful water views from inside and outside the main house with a short 200 yard walk to the private beach and spectacular sunsets year round. Property enjoys wonderful privacy abutting 240 acre private estate.

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 Jul 13, 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 Rockrose Path, Chilmark, MA

Price$1,895,000

Est. Mortgage: $/month

MLS Number 30666

  • Residential
  • Square Feet 1973
  • Bedrooms 4
  • Bathroom 2
  • Acreage 1.6

This is a ranch style summer cottage set high on Rockrose Path (off King's Highway) with wide views of Chilmark Pond and the Atlantic Ocean beyond. A private Atlantic Ocean beach lot, Thumb Cove, is included with the sale of this home. Master suite with full bath, three additional bedrooms, and second full bath, cathedral ceilings, sleep loft, large wraparound mahogany decking provides plenty of seating area for taking in ocean views and starlit skies. This home has an outdoor shower, wood burning stove, insulation, whole house fan, and basement storage. Easy expansion possibilities for larger kitchen and additional master suite with terrific views possible. Furnishings, motor boat and Sunfish available separately.

Listed by Russell Maloney 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 Jul 13, 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 Azalea Lane, Chilmark, MA

Price$5,500,000

Est. Mortgage: $/month

MLS Number 30618

  • Residential
  • Square Feet 4000
  • Bedrooms 5
  • Bathroom 4
  • Acreage 8

With 425 ft of private ocean beach, this offering deserves its reputation as the "ultimate beach house." The 5-bedroom home has been completely renovated to the highest specifications with a focus on bold contemporary choices to take advantage of the views and setting. The beach stairs provide access to a wide swath of sand that many consider the most beautiful stretch of beach on Martha's Vineyard. To fully appreciate this extraordinary setting, view the images in the "photo gallery" and watch this drone video: https://vimeo.com/175588276

Listed by Wallace & Co. Sotheby's

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 Jul 13, 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$2,199,000

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 Jul 13, 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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21 Eliot Avenue, Chilmark, MA

Price$4,000,000

Est. Mortgage: $/month

MLS Number 30462

  • Residential
  • Square Feet 1714
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.65

Leave it all behind when you arrive at this magical location with stunning views of both the Atlantic Ocean and Stonewall Pond. One of the Island's most brilliant settings and an immensely fascinating location where Stonewall Pond meets the Atlantic barrier beach. A path to the beach is just footsteps from an elegantly simple dwelling with lots of glass and decks. This is an incomparable location and must be experienced! The property includes a detached shed and a Stonewall beach lot. Aerial video can be found under External Links.

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 Jul 13, 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 Jul 13, 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 Jul 13, 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 Jul 13, 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