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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8 Snail Road Chilmark MA 02535

Chilmark, MA8 Snail Road

Price$17,590,000

Est. Mortgage: $/month

MLS Number 40676

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 6
  • Acreage 4

Experience the ultimate luxury lifestyle at this exquisite Martha's Vineyard estate. Nestled in a private and serene location, this magnificent property offers stunning views of the Atlantic Ocean and Chilmark Pond. Chilmark House, designed by Seattle-based architect Rick Sundberg and constructed by master builder Andrew Flake, merges contemporary amenities with Vineyard themes to create a truly unique living experience. Walking up to the front door you will see an enormous boulder that sits just inches away from the home. The massive stone was deposited on the property from a receding glacier long ago. As you enter the home, you will be greeted by tall ceilings, oak flooring, and natural light. From here, your eye will immediately be drawn to the walls of glass and ocean views. The modern kitchen is a chef's dream, featuring cherry cabinets, granite countertops, and appliances from Sub Zero, Miele, Wolf, and Scotsman. The family room off the kitchen boasts a custom fireplace and is ideal for casual gatherings. Adjacent to the kitchen and deck is a wonderful screened porch with high ceilings and ample room for dining and relaxing. The primary suite is a retreat in itself, featuring access to a private study with fireplace, two luxurious baths, deck and heated floors throughout. The second wing of the house includes three large guest bedrooms, two baths and a dressing room. The heated infinity pool is awe inspiring; a centerpiece of the home with elegant terrace and ocean views. Other outdoor features include the large kitchen garden, fruit trees and half-basketball court. A detached 3-bay garage and additional parking rounds out the main house. Set apart from the main house is the two-bedroom cottage, offering guests a private spot of their own. Chilmark House includes private south shore beach rights, accessible by boat from Chilmark Pond. This one-of-a-kind property, where the Obamas have vacationed, is the ultimate in luxury living. For a truly seamless transaction, all furniture, artwork and gym equipment is available for purchase. Please inquire for more details.

Listed by Compass | The O'Hanlon Group

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$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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 Clam Point Cove Road Chilmark MA 02535

Chilmark, MA1 Clam Point Cove Road

Price$9,950,000

Est. Mortgage: $/month

MLS Number 40699

  • Residential
  • Mls Status Active
  • Bedrooms 7
  • Bathroom 6
  • Acreage 3

Martha's Vineyard has many fine waterfront properties but only a handful of exceptional ones. The Lee Family Compound is an exceptional 3 acre waterfront property with breathtaking unobstructed pond views from an elevated secure location, 750+ ft of pond frontage, 48 ft dock with separate mooring for easy access to Menemsha Pond and Vineyard Sound and privacy without an abutter in view - all compliment the spacious 5 bedroom 5 bath comfortable well built main house and well sited 2 bedroom 1 bath contemporary guest house. The stunning views are everywhere so 14 of the 16 rooms in both houses enjoy grand pond views. Because of the elevation -- the sunsets, moonrises, and stargazing are some of the most remarkable the island has to offer. The two home compound can house 18 comfortably and is perfect for year-round family events. Come launch your canoe, kayak or paddle board from spring to fall; swim, clam or sail from private sandy beach off the point all summer long; sunbathe on your private dock or 3 decks or on the terraced lawn overhanging the cove; and enjoy seasonal holidays by a roaring fire with extended family and loved ones. This compound is proof that a picture is worth a 1,000 words.(see Video Aerial Tour)

Listed by Tea Lane Associates

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$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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 02535

Chilmark, MA94 Menemsha Inn Road

Price$9,250,000

Est. Mortgage: $/month

MLS Number 40627

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 3.5
  • Acreage 5.6

This waterfront 4 bedroom 2.5 bath quality 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 the primary bedroom balcony. This is a finely crafted home with many wonderful details including salvaged heart pine floors and beautiful old beams. A large building envelope allows room for expansion should a new owner desire. 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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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 02535

Chilmark, MA94 Menemsha Inn Road

Price$9,250,000

Est. Mortgage: $/month

MLS Number 40668

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 4.5
  • Acreage 5.6

Walk to a private beach and enjoy the beautifully manicured gardens and landscape of this well-loved and privately situated home! Custom designed with a charming Vineyard feel and tasteful interior design. Water view from a gourmet kitchen and formal dining area. Large open living room and spacious bedrooms. Large deck with exceptional views of the North shore and Elizabeth Island's A large enclosed sun porch off the kitchen to enjoy meals and family time and is adjoined by a breakfast nook. Three (3) Bedrooms are located on the upper level. The primary bedroom is complete with a balcony to enjoy sunrises and sunsets. The 4th bedroom is on the first floor next to a full bathroom. The basement is a finished area with an additional living area. The septic system has been upgraded to allow for six bedrooms.

Listed by Flanders Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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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20 Eliot Avenue Chilmark MA 02535

Chilmark, MA20 Eliot Avenue

Price$6,800,000

Est. Mortgage: $/month

MLS Number 41047

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3.5
  • Acreage 0.6

Nestled along the serene shores of Stonewall Pond, this waterfront home is located in one is Chilmark’s most idyllic locations. This remarkable property offers an unparalleled living experience with breathtaking Atlantic Ocean views and exclusive access to Stonewall Beach. Step inside and be greeted by a seamless fusion of elegance and comfort. The interior spaces are thoughtfully designed to maximize the views and large windows let in an abundance of natural light. With most of the living area on the first floor, the spacious layout features a large living room with stone fireplace, dining room with fireplace, home office, gourmet kitchen, and 3 spacious bedrooms. The second floor features a bedroom suite with breathtaking views of Stonewall Pond and the Atlantic Ocean beyond. This Chilmark location harmoniously combines natural beauty and modern conveniences. In addition to the immediate waterfront access, the surrounding area offers a wealth of activities including boating, fishing, kayaking and paddle boarding. Don't miss your chance to make this unparalleled waterfront retreat your own.

Listed by Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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 Pondmark Chilmark MA 02535

Chilmark, MA1 Pondmark

Price$4,200,000

Est. Mortgage: $/month

MLS Number 40055

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2.5
  • Acreage 4.7

Massive Atlantic Ocean views! This 4.7-acre lot with 120-degree views of the Atlantic Ocean over Keith Farm offers the ideal opportunity to create a stunning property with a main house, guesthouse and swimming pool. The current home is ready to make way for the new owner's vision. The property is just one mile to the entrance of Lucy Vincent Beach and half a mile to Beetlebung Corner. It is a mile and a half to Menemsha. The property is criss-crossed with ancient lichen-covered stone walls and has a feeling of having stepped back in time.

Listed by Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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 Gosnolds Way Chilmark MA 02535

Chilmark, MA100 Gosnolds Way

Price$3,800,000

Est. Mortgage: $/month

MLS Number 40760

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 2.5
  • Acreage 5

Well designed and maintained home, situated on 5 acres in a private, desirable neighborhood. Open floor plan with high ceilings that allows a lot of great light into house. The screened in porch is perfect for family dinners or relaxing. Nice water views of Vineyard Sound & the Elizabeth Islands. Short walk to the Brickyard Beach on the North Shore, rights are included with property, where you can enjoy swimming and watching beautiful sunsets. There is also a 1 car garage with a work space.

Listed by Flanders Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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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300 North Road Chilmark MA 02535

Chilmark, MA300 North Road

Price$3,200,000

Est. Mortgage: $/month

Pending

MLS Number 40645

  • Residential
  • Mls Status Pending
  • Bedrooms 2
  • Bathroom 3
  • Acreage 4.38

Beautifully sited on over four acres, commanding views across 22+ acres of conservation land to the Middle Line Ridge beyond, a gracious drive directly off North Road brings you to this Soikkeli-built central Chilmark home with entry courtyard, cathedral ceilings, and artisan plaster interior. Sun-filled, single-floor living focused on the land: rolling lawns, perennial gardens, and exceptional stone elements. The main level, featuring a single primary suite, generous spaces for entertaining and multiple activity areas, could be furnished to accommodate a large, light-filled second and a charming smaller third bedroom with shared bath. A large finished lower-level walkout suite with rock-walled private entry, full bath and darkroom holds a myriad of possibilities.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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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0 Wequobsque Road Lot 110-1 Chilmark MA 02535

MLS Number 40992

  • Land
  • Mls Status Active
  • Acreage 4

CHILMARK! 4 Acre Hilltop Property on the highly desirable Wequobsque Road. Build your up-island dream home atop one of the highest elevations on the South Shore. With salt in the air and the distant sound of the ocean waves you will find this property located less than a mile from the town center. The Chilmark Store, Post Office, The Chilmark Community Center, tavern, library, Beetlebung Farm & town hall are all just minutes away! Make Chilmark center your home. Access to the property is a short drive along a well-maintained private road with beautiful topography, wild grapes, bordering stonewalls, and lush fields. If water access plays high on your list, there are multiple access points within 3 miles of the property; Quitsa Landing, Menemsha Harbor, Squibnocket & Lucy Vincent Beach! This parcel has been perked and is ready for your architect’s plans for your Chilmark dream home. Assessed at $2,279,200.00

Listed by Landmarks at TODAY Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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 Ebens Lane & 31 Tower Lane Chilmark MA 02535

MLS Number 40361

  • Land
  • Mls Status Active
  • Acreage 11

Sited high on a ridge and abutting Tea Lane Farm and 100s of acres of conservation land. The property consists of 2 buildable lots(3.9 acres + 3.7 acres) allowing for two residences and one guest house. Additionally, there are 3 acres of exclusive use land for siting utilities and systems, farming, horticulture, agriculture and quiet enjoyment. Opportunities to create a family compound are few and far between in Chilmark.

Listed by Byrne & Company Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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 Meeting House Road Chilmark MA 02535

Chilmark, MA5 Meeting House Road

Price$2,149,000

Est. Mortgage: $/month

MLS Number 41421

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2.5
  • Acreage 3

CHARMING CHILMARK- This beautifully built home comes with deeded access to Chilmark Pond. Kayak, paddleboard, sail, or motor across the pond to one of Chilmark's most pristine private beaches using MV Landbank access. The location is also convenient, being centrally located and close to West Tisbury Center, Grey Barn, the Yoga Barn, Chilmark Center, Beetlebung Farm, Chilmark Store, and Chilmark Tavern. This three-bedroom post and beam has an efficient Viessmann heating system and a mini-split for AC. The three-acre lot has been thoughtfully landscaped, providing a serene and picturesque setting. Additionally, per Chilmark zoning regulations, there is potential for expansion, allowing for a total of 3,500 square feet and up to six bedrooms with the necessary permits and an upgraded septic system. If a pool is on the wishlist, there is also room for that with a special permit. This property has a lot of opportunities to create your vision, enjoying all Chilmark has to offer. Passed 3-bedroom Title V.

Listed by Compass | Point B

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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 Marsh Road Chilmark MA 02535

Chilmark, MA15 Marsh Road

Price$1,650,000

Est. Mortgage: $/month

Pending

MLS Number 41474

  • Residential
  • Mls Status Pending
  • Bedrooms 2
  • Bathroom 1.5
  • Acreage 0.3787

Magical Menemsha get-away. Lovingly tucked into the edge of the tidal saltmarsh, this mid-century style home, designed be renowned architect Richard Brigham, is a wonderful place to get away from it all. Designed in 2 parts, the main living area has an open concept kitchen living room with full bath and porch with views overlooking Menemsha Pond. The second part has 2 adorable bedrooms and a shared half bath. Out the back door there is a path that connects to Larsen Lane where you can sneak away to all things Menemsha. A short walk around Cove Rd. and you come to an amazing pond access where people keep kayaks and SUPS, a perfect place to explore tidal pools, swim in the warmest waters, learn to snorkel or venture out into Menemsha pond for clamming, striper fishing or just an escapade into the gorgeous waters for peace of mind and rejuvenation of spirit. This property, situated near streams and the salt marsh is a wonderful mecca for birdlife/ Because of its close proximity to the water this is a property that could never be built here today. The sunsets nightly are wonderful and the setting serene. This is on the Menemsha Water Company well and the house is currently seasonal.

Listed by Feiner Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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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Based on information submitted to LINKMV as of December 4, 2023 . All data is obtained from various sources and has not been, and will not be, verified by broker or LINKMV.  All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.