Kelleher Real Estate Services

Chilmark Real Estate

The visual trademark of Chilmark, just west of West Tisbury, might well be the stone walls that wind their way through rolling fields and forests, recalling the day when vast expanses of the Island landscape were open land, devoted to sheep farming. You’ll still see a working sheep farm if you look south from the South Road across the fields of Allen Farm to sweeping vistas of the Atlantic.

Chilmark has two important town centers. One, at a place called Beetlebung Corner for the trees there, has its library, school and town hall.There is also the charming Chilmark General Store where everyone gathers in the summer for chats and lunch.  Just a ways to the north is Menemsha, a picturesque fishing village which, remarkably, has kept much of its old New England character. While there you will want to buy fish right off the dock at Larsen's Fish Market. The beach at Menemsha draws people all summer long, and is especially popular for its colorful sunsets and one of the few places on the east coast where the sun sets over the sea.

2 Rockrose Path Chilmark MA

Chilmark, MA2 Rockrose Path

Price$1,288,000

Est. Mortgage: $/month

MLS Number 36863

  • Residential
  • Square Feet 2100
  • Bedrooms 4
  • Bathroom 3
  • Acreage 1.6

This four bedroom, three bath home with ocean views is located on Rockrose Path off Meetinghouse Road in Chilmark. This heated, year round house is sited on one and a half acres in a private setting with a large front yard and easy to care for landscaping. The open living room, dining area and kitchen have direct views to the Atlantic. The master bedroom and bath also have ocean views. The lower level of the home has one bedroom and one full bath, large laundry room and plenty of storage space. Architectural plans are available for renovation or rebuild. Owner motivated to sell. Furnishings available separately. Access to a deeded, private Atlantic Ocean beach at Thumb Cove is also available separately (follow this link: http://vineyard.mylinkmls.com/Listings/36865).

Listed by Russell Maloney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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 TourAsk A QuestionMore Details

14 Wisteria Lane Chilmark MA

Chilmark, MA14 Wisteria Lane

Price$1,825,000

Est. Mortgage: $/month

MLS Number 37137

  • Residential
  • Square Feet 2093
  • Bedrooms 5
  • Bathroom 3
  • Half Bath 1

Magical and stunning setting with a luxurious lawn that stretches between ancient stonewalls to a lovely pond. This family compound has it all- a wonderful sunny setting with a pool out the back, private tennis court below the house and a large yard for anything fun outdoors. Also just across pasture road is the Chilmark softball field where sunday games delight the ballplayers young and old. Landbank properties up the road for miles of hiking or mountain biking. With sun beaming in throughout the day, this 5 bedroom home has great spaces for hanging together or alone, and plenty of opportunities to relax and appreciate the scenic surroundings. A short drive to Chilmark's spectacular beaches, its a home to enjoy for generations.

Listed by Feiner Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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 TourAsk A QuestionMore Details

20 Tennis Lane Chilmark MA

Chilmark, MA20 Tennis Lane

Price$1,995,000

Est. Mortgage: $/month

MLS Number 37213

  • Residential
  • Square Feet 2673
  • Bedrooms 4
  • Bathroom 3
  • Half Bath 1

Move right in to this bright and beautiful Chilmark home on 3 private acres off Old Farm Road. There are 4 bedrooms and three and a half bathrooms plus a modern kitchen with high end appliances, large sliders open to the screened porch and two more set of sliders open to the sunny deck. With a contemporary and open floor plan, this home has great entertaining spaces in and out. The large living room has a cathedral ceiling and a modern fireplace which is the focal point, there is lots of natural light. The 2 first floor bedrooms share a full bath as well as access to the outdoor shower, while there is also a powder room for visitors, and the laundry room is also on this level. On the second floor there are two private master suites each with a private bath and one with private balcony. Large clean unfinished basement which could be finished for extra living space. A great second home or rental investment property with strong rental history. Chilmark residents have access to beautiful Lucy Vincent beach and a Squibnocket beaches and the home is a short stroll to the lovely trails at Waskosims Rock land bank property.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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 TourAsk A QuestionMore Details

239 State Road Chilmark MA

Chilmark, MA239 State Road

Price$2,450,000

Est. Mortgage: $/month

MLS Number 36769

  • Residential
  • Square Feet 1024
  • Bedrooms 3
  • Bathroom 2
  • Acreage 1.5

A Charming summer home with magnificent, uninterrupted views of Menemsha Pond, Vineyard Sound, and on a clear day the Elizabeth Islands, in the distance. The property comes with access to Short Beach; a private beach 10 minutes away by foot and just a few minutes by car. The beach comes with small boat launching rights. The house has great cross breezes on warm days and a fireplace for when it's chilly. It has been in the same family for over 60 years and has been called "Windhover" based on the Gerard Manley Hopkins poem by that name. The property is on what is now considered an undersized lot, but is grandfathered in for zoning purposes. Property is located close to State Road, but has extensive privacy with natural brush surrounding the perimeter.

Listed by Flanders Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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 TourAsk A QuestionMore Details

17 Chowder Kettle Lane Chilmark MA

Chilmark, MA17 Chowder Kettle Lane

Price$2,450,000

Est. Mortgage: $/month

MLS Number 37199

  • Residential
  • Square Feet 2384
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.2

Menemsha -- one of the most desirable locations on the Island. It is an easy walk to the village and to the beach from this sweetly located property. Set at the end of a private cul-de-sac, this remodeled beach themed, sea view cottage oozes with charm. Three bedrooms and two baths are in the two story main house. The second floor consists of a master suite, dressing area, bathroom, water-view office and bonus room with ample storage. A screened in porch and upper and lower decks point the way to terrific sunsets! A one bedroom one bath guest cottage and outdoor shower complete this property. Agent has an ownership interest in home.

Listed by Kendall & Kendall

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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 TourAsk A QuestionMore Details

23 Black Point Road Chilmark MA

Chilmark, MA23 Black Point Road

Price$2,900,000

Est. Mortgage: $/month

MLS Number 37327

  • Residential
  • Square Feet 1164
  • Bedrooms 3
  • Bathroom 2
  • Acreage 3.01

Located near Black Point Beach, this quaint rural setting offers lots of privacy and a wonderful yard for children to play, outdoor games. and mature garden bed. Open Kitchen/living room with soap stone counter tops and an island with granite countertops and storage. Beautiful hardwood floors through out house. Built by South Mountain, this house can be expanded or reduced to guest size, and the property is large enough to create a family compound. Black Point Beach lot available at an additional cost.

Listed by Flanders Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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 TourAsk A QuestionMore Details

15 Lake Road Chilmark MA

Chilmark, MA15 Lake Road

Price$3,000,000

Est. Mortgage: $/month

MLS Number 25297

  • Residential
  • Square Feet 1980
  • Bedrooms 5
  • Bathroom 2
  • Half Bath 1

Endless Atlantic Ocean views, Squibnocket Pond, rolling hillsides, dramatic vistas, centuries old stone walls, gravel roads... these are just some of the features of this extraordinary property new to market for the first time in nearly fifty five years. This architect designed modern Cape Cod home with five bedrooms and two and one half baths on nearly three acres can be your summer place. Swim, kayak, row or clam in Nashaquitsa Pond, surf at Squibnocket or relax and enjoy the unspoiled, crowd free beach at Zacks in Aquinnah (with membership).

Listed by Russell Maloney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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 TourAsk A QuestionMore Details

37 North Abels Hill Road Chilmark MA

Chilmark, MA37 North Abels Hill Road

Price$3,475,000

Est. Mortgage: $/month

MLS Number 37032

  • Residential
  • Square Feet 2082
  • Bedrooms 4
  • Bathroom 3
  • Acreage 2.3

An uncommon opportunity in Abels Hill. A sweet year round 4 bedroom home that offers strong south shore Atlantic Ocean and Chilmark Pond views. Renovated in the 90's and well maintained with an easy floor plan that expands out to the large deck and looks over a meadow to the ocean beyond. Wood floors, open beams, high ceilings and so much sunlight! 2 Loft style bedrooms and 2 additional bedrooms on the first floor with a total of 3 bathrooms. The open living space has four sets of glass sliding doors that open to the water views and make this feel like a real vacation home. Central AC plus a mini-split in one of the lofts. There is also a brick fireplace in the living room. Plus a garage to store your on island car. This is a solid year round home in one of the most desirable areas of Chilmark. Private access to the exclusive sandy south shore beach of Abels Hill. Zip around in your boat, kayak and paddle board all across Chilmark Pond and have a game of tennis on the three private courts the association offers.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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 TourAsk A QuestionMore Details

27, 30, 31 Tower Lane; 34 Eben's Lane Chilmark MA

MLS Number 35757

  • Residential
  • Square Feet 4967
  • Bedrooms 6
  • Bathroom 4
  • Acreage 67.2

PRICE CHANGE reflects the addition of 3.9 acres to the existing listing. Large estate in Chilmark. As you turn off of Middle Road you are met by a cobblestone driveway that leads you through 7+acres of conservation land and up to the towering Carriage House archway that is the entryway to this majestic property. Emerging through the archway you are greeted by a unique assemblage of structures including the contemporary main house, guest house, and studio. These are surrounded by old stonewalls and newer detailed stonework that creates a harmonious balance between old farmland and new modern design. The Main House contains 4-bedrooms, large open living space and a rooftop deck. The nearby Guest House with 2-bedrooms and full kitchen overlooks raised bed gardens and rolling hills. Also located on the property is another 2-bedroom cottage with a full kitchen and an unfinished pool with pool house. On the far side of the property is over 45 acres of conservation land including portions of the Tiasquam River, all creating the utmost in privacy. There is potential to build one more single-family home on a portion of the property, or simply update the existing structures and enjoy the pristine land that surrounds you. The options for this property are many and varied.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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 TourAsk A QuestionMore Details

129, 139 Old Farm Road Chilmark MA

Chilmark, MA129, 139 Old Farm Road

Price$3,675,000

Est. Mortgage: $/month

MLS Number 37095

  • Residential
  • Square Feet 1550
  • Bedrooms 3
  • Bathroom 3
  • Half Bath 1

Beauty, privacy and stunning imagination describe the 12 acre Eaton estate with 325 yards of ancient stone walls weaving through a meadow landscape with an extraordinary 2,800 sq ft architectural Greenhouse supported by a charming post and beam 925 sq ft guest house and a 600 sq ft beautiful comfortable living barn. Designed like a cross, this advanced high-tech contemporary Greenhouse may have other uses such as a personal residence resembling a cathedral with a soaring angular roof line in perfect symmetry. It was built by Rough Brothers, the preeminent and largest manufacturer of greenhouses world wide. Rough does extensive research and designs systems and controls for conservatories, public and private gardens, US Dept of Agriculture and Forestry, major universities, Projects completed for NY Botanical Gardens, National Botanical Gardens in Washington DC, MIT University and Huntington Garden and Museum. Equipped with the most advanced temperature control system, it houses dozens of exotic and rare plants, trees, grasses, vegetables and flowers. The 12 acres have beautiful meadows, endless trees, dense brush and hundreds of healthy mature heirloom blueberry bushes. The property abuts the 300+ acres of Roth Woodlands and Waskosim's Rock and Tiasquam Valley Reservations extending uninterrupted from North Road to Middle Road.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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 TourAsk A QuestionMore Details

260 South Road Chilmark MA

Chilmark, MA260 South Road

Price$4,195,000

Est. Mortgage: $/month

MLS Number 32807

  • Residential
  • Square Feet 2604
  • Bedrooms 6
  • Bathroom 2
  • Half Bath 2

Waterview Chilmark estate sprawling over 6.1 acres with access to Chilmark Pond and an Atlantic Ocean beach. Known as The James Allen House, this historic home has been lovingly maintained by the same family for generations. The landscape is like no other with stonewalls, various species of trees, expansive lawn, and an open field with paths that lead you to Chilmark Pond and beyond. The classic floor plan of the main house offers multiple living spaces with 3 bedrooms, several fireplaces, and beautiful waterviews. This property features multiple other buildings including a 2 bedroom guest cottage, 1 bedroom bunkhouse, garage and garden shed. This is a unique opportunity for a new owner to carry on the proud legacy of this home's historic past. An extraordinary and rare find in the heart of Chilmark.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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 TourAsk A QuestionMore Details

17 High Mark Chilmark MA

Chilmark, MA17 High Mark

Price$4,900,000

Est. Mortgage: $/month

MLS Number 37278

  • Residential
  • Square Feet 3883
  • Bedrooms 7
  • Bathroom 5
  • Acreage 10.4289

17 High Mark, built in 1928, sits atop Highmark Hill near the center of Chilmark. There's a plaque on the wall in the kitchen commemorating the original owner, architect, builders and neighbors of this estate which reads 'High Mark House - Abode of Ennobling Vision'. This unique Chilmark property is now exclusively offered for the first time in 49 years. Spread across 10.4 acres, the property consists of two parcels. The first parcel is 6.7 acres in size and holds the living quarters. The second parcel is 3.7 acres in size and provides a wide buffer to the main homesite or a suitable lot for further development. Structures on the larger parcel include the main house, guest house, detached bedroom, artist studio or playhouse, in ground pool with outdoor shower and dressing room, tennis court, detached two car garage and long shed workshop. Water views to the Atlantic Ocean, Menemsha Pond, and Nomans Land are seen from many of the rooms of the main house and guest house. The grounds hold specimen plantings in a park like, private setting with wide and long front and rear yards. The main house has both primary and guest bedroom suites, living room with large fireplace, dining room with ample seating for ten, office and gallery, kitchen and laundry room. The lower level has a library/media room (or another bedroom), full bath, utility room, cedar closet and multiple storage rooms. The guest house is 800 square feet with 3 bedrooms, full bath, an eat in kitchen and laundry. The detached bedroom is the perfect bunk house with views to the Atlantic. It is rare to find an estate property in Chilmark that has the features of this compound already in place . Many of the existing amenities found on this property (guest house, pool, etc.) allow for immediate enjoyment without special zoning permits and years of in town residency. Ample acreage provides room for building expansion or relocation.

Listed by Russell Maloney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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 TourAsk A QuestionMore Details

Kelleher Real Estate Services