Chilmark Real Estate

Types of homes in Chilmark include ranch style homes, charming cottages, traditional farmhouses, vacation homes, and old family homesteads. Real estate in Chilmark offers access to fishing, beaches, and miles of trails. Chilmark's coastline is very dramatic, ranging from the sloping sandy beaches of the south shore to the rocky coast of the north shore.

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100 South Road Chilmark MA

Price$1,325,000

Est. Mortgage: $/month

MLS Number 33322

  • Residential
  • Square Feet 3166
  • 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. This home is turn key. Beautifully furnished right down to the grand piano!

Listed by Up Island Realty

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$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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8B Clambelly Road Chilmark MA

Price$1,275,000

Est. Mortgage: $/month

MLS Number 34950

  • Residential
  • Square Feet 1978
  • Bedrooms 3
  • Bathroom 3
  • Half Bath 1

CHARMING IN CHILMARK - WITH FULLY PERMITTED COMMERCIAL KITCHEN! Nestled among the rolling hills of Chilmark, this expanded Cape welcomes those who wish to retreat to its magical comfort. The thoughtful design captures the southern light traversing the first floor living area as the day unfolds. The Chef's kitchen, open concept design and large deck allow for an exceptional space in which to entertain. Three outbuildings grace the property allowing for additional storage, gardening tools and a space for simple solitude, play or work. Just minutes away from Lucy Vincent and Squibnocket as well as Alley's and the famous Liz Lemon at 7A. See additional details below.

Listed by Point B Realty LLC

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$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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 Larsen Lane Chilmark MA

Price$1,199,000

Est. Mortgage: $/month

MLS Number 34809

  • Residential
  • Square Feet 1361
  • Bedrooms 3
  • Bathroom 3
  • Acreage 0.13

Unique opportunity to enjoy the Vineyard the way it use to be on this lovely country lane just steps from the Homeport and Menemsha Pond. Nestled in among vintage cottages this charming, fully renovated home offers all of the amenities buyers are looking for in an expanded Cape with three floors for entertaining family and summer guests. The home offers a beach theme design with its white beadboard wainscoting and offers rich wood floors, ceramic tile floors and baths. The home includes three spacious bedrooms and three full baths as well as a cozy sun room off the kitchen and a large finished basement. Winter water views from upstairs. This location offers your family and guests the unique ability to walk to a day at the beach, watch a Menemsha sunset, go to dinner and never have to get into a car or struggle to find a coveted parking space. Most Furnishings Included. Check out the 3D Virtual Tour.

Listed by Kelleher R.E.

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$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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$995,000

Est. Mortgage: $/month

MLS Number 30444

  • Residential
  • Square Feet 1652
  • Bedrooms 3
  • Bathroom 2
  • Half Bath 1

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. Small stained glass insert in front door to be replaced with clear glass. Check out the 3D Tour - https://livetour.istaging.com/590cc123becd360054078dae?ui=true

Listed by Kelleher R.E.

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%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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 Little Oak Lane Chilmark MA

Price$949,610

Est. Mortgage: $/month

MLS Number 34858

  • Residential
  • Square Feet 1590
  • Bedrooms 3
  • Bathroom 2
  • Acreage 1.6

Chilmark living - the way it's supposed to be. Located between Middle Road and South Road, this year-round, 3 bedroom, 2 bath home offers Up-Island privacy on 1.6 acres. A gardener's dream, with newly planted raised perennials in a deer resistant enclosure. Centrally located, it is close to “one of the 10 best beaches in North America” - Lucy Vincent Beach; steps away from Fulling Mill Preserve's extensive trail system and dramatic ocean views; minutes away from the Chilmark Store, the Chilmark Community Center and Menemsha. The house has undergone extensive renovations with a new Corian bathroom sink and vanity, new glass shower doors, 4 new heating/air conditioning ductless Mini-Splits, all new windows, new gutters, all new Moen faucets, new carpet on the lower level, insulated blinds and fresh paint throughout. A lower garden shed and storage has easy access. *Agent is the brother-in-law of the sellers.

Listed by Feiner Real Estate

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$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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 Catherines Way Chilmark MA

Price$925,000

Est. Mortgage: $/month

MLS Number 30329

  • Residential
  • Square Feet 2000
  • Bedrooms 4
  • Bathroom 2
  • Acreage 1.8

A lovely traditional farmhouse with great history located just a short distance from Chilmark Center. This well maintained home boasts beautiful perennial gardens, and well manicured landscapes. A spacious interior provides the first floor with 2 separate large living areas, a large formal dining room and a renovated granite counter top kitchen. This house is full of character and charm and also offers an additional outbuilding that can be used as an oversized shed, studio or transformed into an endearing summer bunkhouse for overflow guests. A spacious deck space off the back of the house is great for entertaining or can serve as a quiet reading spot to enjoy the blooming gardens that surround this home. Only a short distance to the Chilmark store, Chilmark Chocolates and approximately a mile and half from Squibnocket and Lucy Vincent beaches.

Listed by Flanders Real Estate

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$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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 Hammett Road Chilmark MA

Price$880,000

Est. Mortgage: $/month

MLS Number 32443

  • Land
  • Village North
  • Acreage 10.2

Ten+ spacious and private acres in the highly desirable Chilmark north shore waterfront community of Spring Point with 3/4 mile of private beach, 335 total acres, 125 acres of common land, two tennis courts and endless dirt roads and paths for walking, running and biking. This property abuts 29 acres of the Great Rock Bight conservation on one side and three private properties with over 30 acres on the other three sides. Total privacy and still easy 1/2 mile to North Road. Beach, sunsets, vistas from Aquinnah to the Elizabeth Islands and Woods hole just a short stroll away. Build dream compound of main house, guest house, pool, barn, garage and more.(see two page Hutker Property Plan in "Documents". The house plan would go on sites C or D on Property Plan)

Listed by Tea Lane Associates

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$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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 Kenasaoome Way Chilmark MA

Price$819,900

Est. Mortgage: $/month

MLS Number 33069

  • Residential
  • Village South
  • Square Feet 702
  • Bedrooms 3
  • Bathroom 1

CHILMARK - Abutting 90 + acres of Conservation Land, this gem of a property has so much to offer, with tons of potential! Located in the lovely Quansoo area, on 3.2 acres of level and wooded land. Currently, a two bedroom, two story home, with an open floor plan and a large wrap around mahogany deck for that Summer living, including an outside shower. Very appealing, large, functional existing additional structure being used as a detached bedroom with cute porch! Three bedroom septic system with Title 5 Certification but lot size allows multiple additional bedrooms. Keep the house as is or take advantage of the lot size, location, by building your dream home and keep existing house as your guest house! Guest house allowed up to 800sq.ft, once town requirements are met. Quansoo Beach is at the 'end of the road', end of Quansoo Road, and can be freely enjoyed at the 'relaxing' time of the year........when the season is over.....(unless you have a key)! Short of that.... Spend your Summer days with a beach pass from the Town of Chilmark for Lucy Vincent and Squibnocket Beaches!!

Listed by Alisan Lohan-Conway Properties

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$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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 High Meadow Lane Chilmark MA

Price$799,000

Est. Mortgage: $/month

MLS Number 28497

  • Land
  • Village North
  • Acreage 4.09

This four acre building lot off Old Farm Road offers an open, sunny building site on a knoll with waterviews of the Elizabeth Island and wooded land for another structure, a barn or walking trails on your own land, plus another view of a pond. This rural Chilmark neighborhood off Old Farm Road abuts 184 acres of conservation land and walking trails only seconds away and is part of the tennis association. Well and utilities on site.

Listed by Tea Lane Associates

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$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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33R North Road Chilmark MA

Price$775,000

Est. Mortgage: $/month

MLS Number 33959

  • Residential
  • Village North
  • Square Feet 612
  • Bedrooms 2
  • Bathroom 1

Cozy, beachy four season cottage with lots of windows and light set in a very quiet area far off North Road abutting Seven Gates. Lot offers a lovely back and side yard perfect for entertaining. Stone wall border creates a wonderful, rural Chilmark feel yet the lot is just minutes back down to West Tisbury and still offers access to Lucy Vincent Beach. Home has a new septic system, updated bathroom, hot water heater and well installed in 2013. There is a spacious 500 sq ft wrap around mahogany deck with seating that provides ample room for your summer guests while entertaining. You could perhaps increase the living space by adding a second floor with town approval. Some rentals already in place for the summer.

Listed by Kelleher R.E.

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$
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$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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1 Swans Way Chilmark MA

Price$769,000

Est. Mortgage: $/month

MLS Number 33545

  • Residential
  • Village South
  • Square Feet 1288
  • Bedrooms 3
  • Bathroom 3

Designed for the utmost in individual privacy, this truly charming home is comprised of three "pods". The central pod houses living/dining room with brick hearth; immaculate kitchen with windows onto the screened porch that let you serve directly onto a dining bar with stools; a roomy bedroom with adjoining bath and a tidy laundry utility room. The other two pods each have their own bedrooms and baths - one of which has a propane "woodstove" and is large enough to hold a dance party! The lawn and gardens are serene and magical, creating a unique and charming enclave, while the location is fantastic - just about a mile away from Alley's General Store for any and all those last minute items - yet only a couple of miles from Lucy Vincent Beach.

Listed by Karen M. Overtoom R.E.

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$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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508 North Road Chilmark MA

Price$750,000

Est. Mortgage: $/month

MLS Number 32266

  • Residential
  • Village North
  • Square Feet 900
  • Bedrooms 3
  • Bathroom 1

Historically known as the Cooper Gallery, this endearing icon of Menemsha has remained in the same family for years. A 3 bedroom cottage with a wonderful location, centrally located to all things Menemsha has to offer. Large Kitchen space with dining space, spacious living room, full bathroom and a bedroom make up the first floor plus a large deck space. Upstairs is two bright bedrooms with skylights.

Listed by Flanders Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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