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Chilmark Properties

A somewhat isolated community, Chilmark is known for its rustic beauty, Chilmark MA Beach Access Homesrolling land, rambling stone walls, grazing sheep and picturesque beaches. Home to Great Rock Bight Preserve, Menemsha Reservation, Chilmark Chocolates, and many idyllic beaches and ponds. Also in the town of Chilmark is the small fishing village of Menemsha, offering fantastic eateries, a public beach, and the most famous sunset on the island.

Chilmark real estate includes waterfront homes on the South Shore, Vineyard Sound, Menemsha or Squibnocket Ponds, as well as property along scenic Middle Road and North Road, or near the village of Menemsha.

Contact Sandpiper Realty to learn more about one of the Chimark real estate listings below. Register with our site if you would like to stay up to date on your favorite Chilmark properties.

You might also like to browse Katama properties or West Chop properties.

5 North Tabor Farm Road, Chilmark, MA

Chilmark MA5 North Tabor Farm Road

Price$1,299,000

Est. Mortgage: $/month

MLS Number 28966

  • Residential
  • Village Chilmark
  • Bathroom 2
  • Bedrooms 3
  • Acreage 2.8000

This charming 3 bedroom, 2 bath home features an updated kitchen with granite and soap stone and is open to the dining room. A spacious family room with stone fireplace has south facing windows and is great for entertaining. There is a first floor mast & bath, laundry room and mud room. The second floor includes 2 nice size bedrooms that share a bath. Many nice details throughout include beautiful fir floors, a full basement and a bonus studio with separate entrance, a full bath with steam shower. Beautifully landscaped with stone retaining walls, perennial gardens and 2 blue stone patios.

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

8 Snail Road, Chilmark, MA

Chilmark MA8 Snail Road, South

Price$22,500,000

Est. Mortgage: $/month

MLS Number 28958

  • Residential
  • Village Chilmark
  • Square Feet 6967
  • Bathroom 5
  • Bedrooms 6

Majestically perched 120 feet above the Atlantic Ocean, the magnificent Chilmark House is an award-winning triumph of design and execution. Designed by Seattle architect Rick Sundberg, Falmouth landscape architect Steve Stimson and built by master builder Andrew Flake, the house flows continuously between interior and exterior spaces. A comfortable yet luxurious seaside retreat that celebrates panoramic ocean views of the South Shore and Chilmark Pond. This home features gracious skylights, huge windows and wonderful detail in both design and materials. Oak and radiant-heated limestone floors, marble baths, precast concrete fireplace mantles and top quality appliances support a relaxed yet sophisticated experience for residents and guests. Views from the grand entrance encompass the ocean and infinity pool. The foyer leads past an exquisitely appointed dining room to the great room with soaring ceilings, floor to ceiling windows and an oversized wood burning fireplace. The impeccable attention to detail is highlighted in the chef's kitchen with sitting area, fireplace and custom casework. Heated infinity pool, half-basketball court, large screened porch and outdoor terraces provide a breezy and beautiful venue for all. This secluded residence and 2 bedroom guest cottage sit on 9.5 acres of wooded hillside and includes three private Atlantic Ocean beach lots accessed by boat across Chilmark Pond from your private dock. An exquisite Vineyard home!

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

267 State Road, Chilmark, MA

Chilmark MA267 State Road, North

Price$8,400,000

Est. Mortgage: $/month

MLS Number 28888

  • Residential
  • Village Chilmark
  • Square Feet 3076
  • Bathroom 3
  • Bedrooms 5

Rare Menemsha waterfront opportunity with private deep water dock on Menemsha Pond. The water views are breathtaking from nearly everywhere on site. Fun contemporary beach home with a wrap around deck overlooking Menemsha Pond, Menemsha Harbor, the Vineyard Sound, the Elizabeth Islands and incredible sunsets. This is one of Chilmark's finest locations. Three bedrooms in the main house as well as a detached separate guest cottage with a private bedroom, bathroom, kitchen and livingroom also with exceptional water views. There is an 11 bedroom septic system installed. A deep water dock is extremely difficult to obtain on Menemsha Pond.

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

2 Chockers Lane, Chilmark, MA

Chilmark MA2 Chockers Lane

Price$4,500,000

Est. Mortgage: $/month

MLS Number 28885

  • Land
  • Village Chilmark
  • Acreage 9.2000

Open Meadows, stonewalls and expansive views over Menemsha Pond, the Vineyard Sound and the Elizabeth Islands. Fully engineered and ready to build, a new owner has had all of the guess work done and the property is ready for an exquisite home to be built. There is a seven bedroom septic installed and a well in place. Property is permitted for a private boardwalk down to the pond where you can keep a kayak, zodiac or paddle board on your own private shore line. Enjoy all that pond frontage has to offer by exploring Menemsha Pond, Stonewall Pond, Quitsa and the Vineyard Sound from your direct water front access. Truly a rare opportunity in Chilmark.

Listed by Tea Lane Associates

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

6 Kalyana Lane, Chilmark, MA

Chilmark MA6 Kalyana Lane

Price$2,950,000

Est. Mortgage: $/month

MLS Number 28500

  • Residential
  • Village Chilmark
  • Square Feet 4352
  • Bathroom 4
  • Bedrooms 4

Meticulously crafted home on a spacious 6+ acre lot with distant views of the South Shore and Tisbury Great Pond. An ancient stonewall borders this gorgeous property with mature plantings and beautiful landscaping including a large fish pond and incredible glacial moraine. This home underwent a transformation in 2000. It was renovated with attention to every detail and that is evident throughout the house. There is a two car garage, ample storage spaces and a generator. A guest house completes the property.

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

3 Clam Point Cove Road, Chilmark, MA

Chilmark MA3 Clam Point Cove Road

Price$2,800,000

Est. Mortgage: $/month

MLS Number 28875

  • Land
  • Village Chilmark
  • Acreage 3.1000

Breathtaking views from this 3 acre waterfront parcel. Build your dream home with intimate views of Quitsa Pond out to the Vineyard Sound and the Atlantic Ocean. Recently engineered, this parcel will support a 6 bedroom home. Proposed lot line change to accommodate the septic is approved but not recorded. Permit already granted to clear a walking path to Quitsa Pond. Path will be shared with owner of the abutting homestead lot. Walk to 77 feet of private waterfront. Kayak and sail out to Menemsha and Vineyard Sound. Abutting homestead lot (225 State Rd.) also available for purchase (see separate LINK listing). Note: Clam Point Cove Rd., which originally bisected this lot, has been moved to the north western boundary of the homestead lot and no longer divides this parcel. The move opens up the prime building area on this waterfront lot. (See building site document).

Listed by Tea Lane Associates

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

225 State Road, Chilmark, MA

Chilmark MA225 State Road

Price$2,800,000

Est. Mortgage: $/month

MLS Number 28779

  • Residential
  • Village Chilmark
  • Square Feet 3190
  • Bathroom 3
  • Bedrooms 6

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 in 1850 with simple, graceful lines, this year round home holds potential for a wonderful restoration. Sited on three acres, amidst old stone walls, lilacs and rolling lawn, this home 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 waterfront parcel (3 Clam Point Cove Rd.) is also available for purchase. (See other LINK listing.)

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

12 Hill Land Road, Chilmark, MA

Chilmark MA12 Hill Land Road

Price$3,900,000

Est. Mortgage: $/month

MLS Number 28480

  • Residential
  • Village Chilmark
  • Square Feet 3106
  • Bathroom 3
  • Bedrooms 5

Glorious setting waterfront on Stonewall Pond. A sweet location where one could never build today. The home has a large footprint that offers a new owner a great space to renovate. Private Stonewall beach access by boat or car. Enjoy all that ocean and pond life has to offer. Fish, paddleboard, kayak and swim right in front of your deck. Stonewall pond leads to Quitsa and Menemsha pond which invites you to hours of exploring the waters of Chilmark.

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

3 Nickerson Farm Lane, Chilmark, MA

Chilmark MA3 Nickerson Farm Lane

Price$3,100,000

Est. Mortgage: $/month

MLS Number 28749

  • Residential
  • Village Chilmark
  • Square Feet 3457
  • Bathroom 3
  • Bedrooms 6

HISTORIC TREASURE BY THE SEA Originally built in 1724 by the Norton and Mayhew families and later bought by mariner, Sam Nickerson, this extraordinary and irreplaceable home holds the distinction of being the oldest house in Menemsha. Set within a perfectly idyllic landscape with water views encompassing sailboats, buoys and the Gay Head Light, the painstaking and complete renovation in 2002 was undertaken with a refreshing sensibility aiming for an elegant simplicity. Legend has it that the house was once a lively chandlery and tavern for seamen….tales and toasts easily imagined around the central fireplace in the intriguing stone-walled lower level family room. Meticulous methods along with stellar skill and materials were used in re-imagining the spirit of the house. Original floorboards and their pegs were numbered and reassembled while the stairway to the master bedroom wing is vaulted through the massive original chimney. The dazzle of a vivid seascape is evident from many vantage points including the lovely screened porch above the terrace. The joy of a chef's kitchen is enhanced by its bank of windows, masterful lighting, ample soapstone counters and top-of-the-line appliances. Always room for one more in the separate bedroom wings plus detached sixth bedroom in the airy barn. Buoys and birdsong envelope the bucolic setting yet in ten-minutes a private trail through meadow and moor brings you to Menemsha. Plaster walls throughout... gardens, lawns and always, the sea. Truly, not a thing you'd want to change in this once-in-a-lifetime treasure.

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

365 Middle Road, Chilmark, MA

Chilmark MA365 Middle Road

Price$2,495,000

Est. Mortgage: $/month

MLS Number 28710

  • Residential
  • Village Chilmark
  • Square Feet 3595
  • Bathroom 3
  • Bedrooms 4

Enjoy the spectacular Atlantic Ocean views across the protected 31 acre Keith Farm from this 1880 Antique Farm House, Barn & Bunk House. 2.2 beautifully landscaped acres with perennial gardens, fruit trees and walking paths over to the the large post & beam barn which serves as the compounds guest house complete with kitchen, bath and private deck. Slide open the barn doors to take in more pasture & sea views. A wonderful Middle Road location walking distance to Beetlebung Corner and minutes to Lucy Vincent Beach.

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.