Martha's Vineyard Cottages for Sale

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86 School Street

Price$3,300,000

Est. Mortgage: $/month

MLS ID 33993

  • Residential
  • Square Feet 4004
  • Bedrooms 6
  • Bathrooms 4
  • Acreage 0.21

A classic historic house located on a quiet corner of School and High Street on a well designed lot with .21 A of mature, manicured lawn and gardens. The home which was thoughtfully restored and expanded sits graciously on School Street with enough room for a pleasant patio for the main house and two guest buildings with patio at the back of the lot; the ultimate well designed use of a fabulous parcel of land in a fabulous location. The historic design of the main house follows tradition. A long, narrow home that moves through many functional rooms and a quiet wing on the left side for a spacious master suite. The entrance takes you directly into the formal, inviting living room with fireplace that is washed in sunshine. The living room opens to a family/game room. To the left of the game room is another sitting area separate enough to participate in a different activity. Beyond this sitting area is a small office that opens up to the master bedroom and bath. This area can be completely closed off for privacy. Returning to the game room, the formal dining room and efficient kitchen and laundry are at the back of the house. A door off the dining room leads to the patio for summer dining. A traditional stairway at the entrance leads to the second floor with three bedrooms and a bath. Typical of the era, a back stair way from the back bedroom leads to the dining room on the first floor. The historic design of the main house is changed as you visit the guest cottages built in 2006 at the back of the yard. There are few Village homes that offer such diversity in such a well designed setting. Quiet but close, 86 School Street is just a short walk to the harbor, galleries, ice cream shops and fine restaurants. The property is in the Edgartown Historic District.

Listed by Sandpiper Realty

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$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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 Quitsa Lane

Price$9,995,000

Est. Mortgage: $/month

MLS ID 34036

  • Residential
  • Square Feet 3888
  • Bedrooms 6
  • Bathrooms 4
  • Half Bath 1

Spectacular and charming; this cottage style home and guest annex is located in one of the most picturesque parts of Martha's Vineyard. This home is full of character with access to private beach just steps from the home and unforgettable ocean views from nearly every vantage point on the property. The main house offers a large gourmet kitchen, amazing patio space for outdoor dining, quaint bedrooms and several entertainment and gathering space. The recently constructed guest annex and garage space is tastefully done with room for overflow family and friends.

Listed by Flanders Real Estate

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$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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12 Trapps Pond Road

Price$3,200,000

Est. Mortgage: $/month

MLS ID 33503

  • Residential
  • Square Feet 1574
  • Bedrooms 4
  • Bathrooms 2
  • Acreage 10.72

Over 10 special acres stretching from Beach Road to the waters of Trapps Pond - all less than a mile away from Edgartown village. This property is sub-dividable (proposed plan available upon request). The cottage at the water's edge is charming, and from just yards away from the deck you can set off to explore the pond by kayak, paddle-board, or dinghy. The birdlife here is extraordinary, and so are the sunsets over the barrier beach from Nantucket Sound. This waterfront property will be the setting of family memories for generations to come.

Listed by Wallace & Co. Sotheby's

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$
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$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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37 Pasture Gate Road

Price$7,000,000

Est. Mortgage: $/month

MLS ID 33630

  • Residential
  • Square Feet 7604
  • Bedrooms 5
  • Bathrooms 4
  • Half Bath 2

A prestigious home designed by a meticulous owner. Built by the current residents in l988, the property has evolved over the years in updates and numerous expansion projects. When you love where you live, a property such as this is the result. The owners chose the location in the Tashmoo Association because of the tranquil pastoral setting overlooking the grazing fields, the amenities of the community which provide tennis, dock and beach and the close proximity to Vineyard Haven Village; a combined feeling of up and down Island. With 3.15 acres of land there was more than adequate room to create a spacious estate setting. As you approach the house the feeling of relaxed elegance is apparent. It is evident that the expansive home with 7,604 sf of living space will offer room for all. The surrounding landscape and natural, wooded open space creates an exceptional setting. The unusual details in the house are everywhere from the formal living room and dining room, the large well-designed kitchen, the newer addition year round sun porch, the wonderful den to retreat to, and the newest addition, a contemporary incredible living room/dining room with fireplace and custom designed ceiling, to name a few highlights. An exceptionally large pool area has room for many lounge chairs and tables for dining along with a pool house with full kitchen. Beyond the pool area and above the oversized two car garage is a fifth bedroom suite. The second floor is dedicated to the en suite master bedroom, three guest rooms and an unusual common room with high ceilings and many windows to be used as a second floor family room or elegant office. A finished third floor is there for your interpretation. The sale also includes a beach lot (32C/4 and 32D/4) just before the opening to Lake Tashmoo with beach access on the Lake and the Sound. Boating from the association dock to your private location, anchoring your boat for a picnic or digging clams for dinner puts the frosting on the cake or the Vine in Vineyard. In the event you need more space for your family compound the totally renovated, fully furnished cottage on 1.06 A at 19 Chappaquonsett (54C/ 2) is also available at $1.5M. See photos attached to this listing. This property provides all the components to establish a family estate for generations to come on this magical Island of Martha's Vineyard.

Listed by Sandpiper Realty

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$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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331 East Chop Drive

Price$895,000

Est. Mortgage: $/month

MLS ID 33868

  • Residential
  • Square Feet 444
  • Bedrooms 1
  • Bathrooms 1
  • Acreage 0.1796

LOWEST PRICED BEACH FRONT ON MARTHA'S VINEYARD. EAST CHOP COTTAGE, SPECTACULAR VIEWS, PERFECT GETAWAY COTTAGE. Beach cottage, a rare find these days and just perfectly cute. The cottage is located along the waterfront on East Chop Drive, a very desirable area of Oak Bluffs. The porch looks out over the beach and beyond to Vineyard Sound. Relax on the covered porch and take in the outstanding water views and the parade of boats heading to and from the harbor. The interior has been freshened with updated kitchen, an adjacent dining area and a bedroom with a bath with shower. There is also a loft area currently used for storage. An outside shower tops the list and is so loved by the family. Strong rental history and rentals in place for 2018.

Listed by Martha's Vineyard Vacation Rentals

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$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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24 Manaca Hill Road

Price$2,000,000

Est. Mortgage: $/month

MLS ID 33726

  • Residential
  • Square Feet 2096
  • Bedrooms 5
  • Bathrooms 3
  • Acreage 0.34

Walking distance to Chappy Ferry to Edgartown Village. Sitting atop Manaca Hill, this Chappy compound enjoys sweeping water views over Edgartown Harbor on out to Cape Pogue. The Main House features an upside down layout with living spaces on the second floor designed to take advantage of the water views. The Living Area has a vaulted ceiling, and a wall of glass sliding doors and windows that open to a large, ocean-facing, wraparound deck. The Dining Area and Kitchen also open out to the living area for easy entertaining. The four Main House Bedrooms are on the first level and share a full bath with tub/shower. Upstairs, the TV/Family Room has a full bathroom. The separate Guest Cottage has a one Bedroom suite with full bath. The loft-style open layout has sleeping and dining areas, as well as an efficiency kitchen, and a deck. The entire Chappy Beach House Compound has large front and backyards, nicely manicured grounds,. The home has an established rental history grossing over $45,000 in 2017.

Listed by Point B Realty LLC

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$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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42 Looks Pond Way

Price$2,095,000

Est. Mortgage: $/month

MLS ID 33751

  • Residential
  • Square Feet 3041
  • Bedrooms 5
  • Bathrooms 3
  • Half Bath 2

A magical location on a magical Island - As beautiful and unique as all of Martha's Vineyard is, there are very special spots that exceed expectations. This property is one of them. Tucked away off Music Street down a winding road it sits on the edge of Look's Pond. The home is an " Enchanted Cottage" and more enchanting as you walk over a charming bridge to your private Island. Robbie MacGregor has added another dimension to the property by applying his artistic skills working with natural trees and branches in the construction of the gazebo, trellises and fences. The property offers layers of surprises which includes beautifully designed gardens and park-like pathways with the peaceful Pond and swans in the background. The vistas are beautiful, always surrounding you with it's magic. The character of the home fits the environment. The living space is as unique as the property. The single building includes the main house with an elegant living room and wood burning fireplace, a spacious master bedroom suite overlooking the gardens and the Pond, and an open garden and dining room, with an efficient kitchen to the right. Walk through the magic door into the other section of the house which is a separate apartment with four bedrooms, two baths, and kitchen. Imagine the possibilities of using it all for your family or separately for extended visits. This property is truly unique.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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

Price$3,500,000

Est. Mortgage: $/month

MLS ID 33303

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

This is a unique property like no other! Located off of Middle Road on over 63 acres (much of which are conservation restricted), this amazing property has been used as a family compound. Offering an architecturally designed main house, a charming guest house, a caretaker's cottage, additional outbuilding as well as an unfinished in ground pool and pool house. This property, while exceptional, it is in need of maintenance and updating. Being sold "as is", this property needs to be seen to be appreciated.

Listed by Flanders Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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9 Moshup Trail

Price$1,400,000

Est. Mortgage: $/month

MLS ID 33487

  • Residential
  • Square Feet 1176
  • Bedrooms 2
  • Bathrooms 1
  • Half Bath 1

Long favored by Islanders in search of a quiet life, the community of Aquinnah enjoys a secluded natural setting of bayberry, scrub oak, and ocean vistas. This two bedroom light filled cottage is tucked away on a 4.7 acre lot. Cozy up to the propane woodstove in the kitchen which is the focal point for casual family gatherings or relax in the comfortable living/dining room. Multi levels lead to walk out basement and access to the Circa 1850's barn with original chestnut beams and antique wood flooring. This barn was dismantled, brought to the Vineyard from Western Mass, and lovingly rebuilt piece by piece by the present owner.

Listed by Conroy & Company R.E., Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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 Rose Meadow Way

Price$2,900,000

Est. Mortgage: $/month

MLS ID 33279

  • Residential
  • Square Feet 4136
  • Bedrooms 4
  • Bathrooms 4
  • Half Bath 1

This stunning new 3 bedroom 3.5 bath custom home and 1 bedroom 1 bath guest cottage are sited on 2.9 private acres with water views out to the Vineyard Sound. Both are beautifully designed and built with great attention to quality and detail. Relax on the roof deck from the main house and take in spectacular views of the Vineyard Sound and the Elizabeth Islands. This is a home which feels close to the natural beauty around it. Large windows on the main level offer distant views of rolling hills out to the water and soft sunlight infuses the spacious great room, the heart of the home. Here, the gourmet kitchen flows gracefully into the living/ dining area anchored by a beautifully crafted stone fireplace. An expansive deck and screen porch off the great room extend the living space. Several steps up from the great room is a luxurious master bedroom suite with a steam shower and its own deck with private outdoor shower. The light filled lower walk out level has two more bedrooms, each with their own bath, separate stone patio and individual outdoor shower. The lower level also has a separate office and a large family room. This is a fabulous home with wonderful spaces for socializing and entertaining as well as private areas for time alone or quiet conversation. Just a five minute drive to Aquinnah beaches, this exceptional property is ready to move right in. Furnishings are available separately.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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