Martha's Vineyard Cottages for Sale

View all cottages for sale on Martha's Vineyard below. Whether you’re looking for a summer cottage in Vineyard Haven, Edgartown, Chilmark, or another beautiful town, Coldwell Banker Landmarks Real Estate can help you find the perfect vacation home on the Vineyard. Explore a variety of available properties including waterfront, water view, beachfront, and more.

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260 South Road

Chilmark, MA260 South Road

Price$4,195,000

Est. Mortgage: $/month

MLS ID 32807

  • Residential
  • Square Feet 2604
  • Bedrooms 6
  • Bathrooms 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

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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52 Middle Road

West Tisbury, MA52 Middle Road

Price$11,750,000

Est. Mortgage: $/month

MLS ID 35777

  • Residential
  • Square Feet 8700
  • Bedrooms 7
  • Bathrooms 7
  • Acreage 25.2

The 1719 Tilton House is the perfect blend of authentic early American design and decor with 21st Century comfort and convenience. The Tilton House was lovingly restored and renovated in 2000 to its original splendor and doubled in size adding a modern kitchen, spacious sun room, two bedrooms, two full baths, a 4th fireplace and many other features. The 2006 superbly designed and decorated large cottage and exquisite pool area with incomparable Lew French stone sculptures compliments the 18th Century Tilton House. In addition, there is a large cathedral like barn often called the most stunning barn in the northeast. This combination of two homes, pool and barn on 25 private pastoral acres make this paradise one of the finest Vineyard estates. Words do not do justice to this property which has been a desirable venue for important charitable and cultural events over the last decade.

Listed by Tea Lane Associates

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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7 Grove Avenue

Vineyard Haven, MA7 Grove Avenue

Price$950,000

Est. Mortgage: $/month

MLS ID 35006

  • Residential
  • Square Feet 1408
  • Bedrooms 4
  • Bathrooms 1
  • Half Bath 1

This classic and utterly charming quintessential beach cottage sits behind a white picket fence on a beautiful lot and is mere steps to idyllic Grove Avenue ocean beach. Meticulously maintained and owned for 45 years, it has been cherished by three generations. Thoughtful upgrades include renovated kitchen, new roof on both structures, 4 BR upgraded Title 5 septic 2017, expanded and finished garage/boat shed/office/studio with wood floor, cathedral ceiling, loft, half bath, beverage area, and outside shower. The neighborhood is primarily year round and has an interesting maritime history, once the location of the village's superior town wharf, a boat chandlery, boat builder, and more. The main house includes a sunny kitchen with pantry, large living room with brick fireplace and dining area, wood floors, and over 1200 s.f. combined of wrap around front porch and covered back deck. Upstairs are four bedrooms, one with a breezy screen porch, a large full bath, and ample linen closet with ladder to the attic. The finished attic is a bonus rainy day hide-out, play area and includes skylights and gable windows. Overlooking the large grassy lawn sits the garage/boat shed/office/studio, expanded and upgraded in 1997. The spacious yard is lovely with old growth trees and newer landscaping including flowering shrubs and trees and even a small waterview of the ocean. In summary this welcoming property is a rare find and needs to be seen to be appreciated. Easy walking distance to the VH Yacht Club, West Chop Woods, and the village amenities or ferry.

Listed by Viewpoints

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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27, 30, 31 Tower Lane

Chilmark, MA27, 30, 31 Tower Lane

Price$2,950,000

Est. Mortgage: $/month

MLS ID 35757

  • Residential
  • Square Feet 4967
  • Bedrooms 6
  • Bathrooms 3
  • Acreage 63.3

Over 63 acres 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

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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33 Beach Road

Oak Bluffs, MA33 Beach Road

Price$1,375,000

Est. Mortgage: $/month

MLS ID 35787

  • Residential
  • Square Feet 1622
  • Bedrooms 4
  • Bathrooms 2
  • Acreage 0.1899

Gorgeous waterfront cottage with deep water dock. This 4-bedroom home is a slice of paradise on Martha's Vineyard. Located on bustling Beach Road close to Eastville Beach, the home is a peaceful oasis once you have entered the home through the covered porch and closed the front door behind you. The property looks westerly over Vineyard Haven harbor and is blessed not just with fabulous water views and sunsets, but also an incredible vista filled with passing ferries, classic wooden sailboats, modern motor yachts, and all manner of small craft from kayaks to paddle-boards. These are also the waters where world class kiteboarders train for international competition and you can enjoy a front row seat to watch them swooping back and forth. The deep water dock has a 7' draft at low tide and has accommodated large boats. There is also a mooring close by. It is fitting that the setting should have such a strong nautical bent - the house was originally "Station #7" of the NY Yacht Club, a place where NYYC members could tie up their tenders and step ashore while visiting the waters around the Vineyard. The interior of the home is as quaint as you could possibly imagine, with painted beams, wainscoting, and the beachstone fireplace creating a distinctly Vineyard ambience. The ground floor master bedroom suite is spacious, and there are three additional bedrooms upstairs, including one with a king size bed. Want to spend the day at the beach but be able to come home for lunch and go back again - well, popular Eastville Beach is virtually next door, just 600 feet away. The current owners have cared for the house well, and made many improvements since purchasing it, including renovating the kitchen and bathrooms, lining the chimney, putting on a 40-year roof, replacing all upstairs windows, replacing the plumbing and wiring, replacing appliances in the last 2 years, replacing Rennai gas monitor in the last 2 years, and more. LEXAN window shutters increase the cottage's 'weather tightness' and allow you to use the cottage from spring to fall. Note that present and future owners of this property have the right to maintain and/or replace their licensed dock and seawall.

Listed by Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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179 Upper Main Street

Edgartown, MA179 Upper Main Street

Price$3,950,000

Est. Mortgage: $/month

MLS ID 35724

  • Residential
  • Square Feet 4185
  • Bedrooms 4
  • Bathrooms 4
  • Half Bath 2

Located just two blocks from Edgartown Village this cottage style home with detached guesthouse has multiple living areas and luxury amenities throughout. The private outdoor living area is beautifully landscaped with a heated Pebble Tech pool and bordered by a bluestone patio. The main level offers a spacious living room with French doors leading out to the pool and patio. There is also a chef's kitchen with breakfast nook, a formal dining area, den and a full bath. There are three bedrooms on the second floor, the master bedroom with en-suite bath and two additional bedrooms sharing a full bath. The lower level hosts a media room with surround sound, wet bar and half bath. The poolside guest cottage features a separate living area, small partial kitchen, bedroom with full bath.

Listed by Coldwell Banker Landmarks

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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87 Bellevue Avenue

Vineyard Haven, MA87 Bellevue Avenue

Price$3,600,000

Est. Mortgage: $/month

MLS ID 35371

  • Residential
  • Square Feet 2398
  • Bedrooms 5
  • Bathrooms 2
  • Half Bath 2

This extraordinary waterfront home sits on a bluff overlooking the desirable Lagoon Pond, with views spanning to Eastville Point Beach and Vineyard Haven Harbor beyond. This home is sited on 1.57 acres of landscaped lawn with brilliant green oak trees and features 120 feet of frontage on Lagoon Pond. A stunning example of the perfect blend of historic charm and modern amenities, this classic Victorian style home was built in the 1870s as part of the Innisfail Inn, a summer resort that attracted famous actors, operetta stars, and musicians, who spent their days enjoying the ocean breeze and perfecting their craft with informal concerts on the wrap-around porch. This home has been thoughtfully renovated to include updated amenities. The kitchen was expanded; an eight-hundred-square-foot master bedroom suite including private bath, a walk-through closet, an office alcove, and air conditioning was added; and the porch was enlarged to wrap around the new living space. The interior of the house radiates happiness, with cheerful accents of color grounded by crisp white paint. Yet the vintage character of the home remains with original exposed joists, board walls, and open ceilings, keeping the feel of the Victorian cottage intact. In Celtic, Innisfail means "the abode of peace and rest", an accurate translation to convey the tranquility and beauty of this property. This is a rare opportunity to own a lovingly maintained home with a long and storied history, but most importantly, this elegant home is the perfect property for generations of gatherings for family and friends. This home directly abuts the vacant land for sale at 0 Howard Street. A buyer looking to keep the same feel and privacy that 87 Bellevue currently holds, should also consider buying the adjacent land with almost 150 feet of Lagoon frontage and a 4-bedroom septic in place.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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77 Washque Avenue

Edgartown, MA77 Washque Avenue

Price$895,900

Est. Mortgage: $/month

MLS ID 35392

  • Residential
  • Square Feet 1025
  • Bedrooms 3
  • Bathrooms 1
  • Acreage 0.23

Chappaquiddick By the Sea- Step back, relax and unwind at this utterly charming three-bedroom cottage! Where the views across the neighboring Wasque preserve, 200 acres held in conservation, to the blue waters of Atlantic, will captivate and inspire. Enjoy the nearby ocean beach, or the calm waters and sandy shores of Katama Bay, located at the end of the road, which is perfect for swimming, boating, shellfishing. Located in one of the most special enclaves on Chappy, this is the definition of summer living!

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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100 Beach Plum Lane

Chilmark, MA100 Beach Plum Lane

Price$8,500,000

Est. Mortgage: $/month

MLS ID 35399

  • Residential
  • Square Feet 2140
  • Bedrooms 4
  • Bathrooms 3
  • Acreage 3.3

Travel up a short winding, gravel drive and arrive at a compound of shingle-clad seaside cottages positioned to take advantage of the commanding views of Vineyard Sound and the village of Menemsha. This property, once featured on the cover of Architectural Digest, dates to the 1930's and was lovingly renovated and restored by the current owner and Joseph Dick, a well-known and respected architect on the Cape and Islands. The main house features two bedrooms, two baths, living and dining rooms with water views, fireplace, well-appointed kitchen, outdoor rain shower, and a front porch which provides a front row seat to those magical Menemsha sunsets and the Elizabeth Islands. The guest house has one bedroom and bath, large, open living and dining areas, an ample kitchen, and an outdoor shower. Adjacent to the guest house is a detached, one bedroom cottage. A cottage at the rear of the property contains an office with wide water views and a lower level space currently configured as a personal gym. The last of the five cottages on the property is used for storage of seasonal furnishings. Expansion of the main house is possible with permitting. The property has been approved for a five bedroom septic system (see listing broker for conditions). Mature landscaping, specimen trees and lush perennial gardens surround the property and delight the senses with vivid colors and welcoming floral scents. A short stroll on a deeded path takes one to the historic fishing village of Menemsha, it's seafood and craft shops and the calm waters at Menemsha Beach. A video tour of this property can be found here: https://vimeo.com/video/358902170

Listed by Russell Maloney Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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273 East Chop Drive

Oak Bluffs, MA273 East Chop Drive

Price$1,695,000

Est. Mortgage: $/month

MLS ID 35374

  • Residential
  • Square Feet 1104
  • Bedrooms 3
  • Bathrooms 1
  • Half Bath 1

Located on East Chop Drive, this unique offering provides the opportunity to own one of the Vineyard's quintessential beach cottages. The 1,100 sq ft, three-bedroom, 1.5-bath cottage is in immaculate condition with its restored original look, stone fireplace and wrap around porch. Enjoy the beautiful sunsets from your private waterfront, which is also perfect for a refreshing swim or family barbecue. The property could provide an existing MV property owner with a second location for perfect getaways, and with the property's strong rental history, a great investment.

Listed by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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