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LINK ID: 33972 $899,000

front view
front viewBR #2wrap around porchthe garage
Town: Oak Bluffs
Type: Single Family

Exceptional East Chop cottage located near the Lighthouse and tennis club. Antique home (circa 1890) has many recent improvements including roof, sidewall shingles, 7 bedroom septic system, refinished wood floors and more! This is a work in progress so you are afforded the opportunity to complete the home to your "taste". The wrap around front porch and rear screened porch extend the living area outside. Plus there is a 2 car garage and room for a guest house. Included with the sale are architectural plans for the guest cottage.

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LINK ID: 33971 $850,000


Town: Edgartown
Type: Land

Off Clevelandtown Road ~ Prime building opportunity on a conforming lot within close proximity to the Edgartown Village and South Beach. The over-sized parcel can accommodate a main house, guest house, and pool! The existing home remains but affords the potential for a quickened development rate. Private and convenient your dream home awaits!

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LINK ID: 33970 $2,100,000

Living/ dining room.
Living/ dining room.Stairway to lower level.Media room.Well-lit bedrooms.
Town: West Tisbury
Type: Single Family

This newly completed, six bedroom residence and one bedroom guest house are well-located on over an acre and a half in central West Tisbury. The private lot, on a small cul-de-sac, is quiet yet only a short distance to either Vineyard Haven center , West Tisbury center or Lambert's Cove beach. The principal residence utilizes a reverse floor plan to take advantage of the natural contours of the lot. There are multiple spaces for indoor and outdoor entertaining, plenty of room for a pool and the guest house and studio space is distant enough to provide privacy.

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LINK ID: 33969 $699,000


Town: Oak Bluffs
Type: Single Family

Located near the Arts district just a short walk to downtown Oak Bluffs, this home features two first floor bedrooms with a third bedroom on the second floor. Walk in to an open kitchen/dining area with a large pantry off the kitchen. Down the hallway there is a full bathroom and a den/living room. The basement is partially finished with a full bathroom and separate laundry room with a washer and dryer. The backyard is fenced in with a large deck and a shed. There is off-street parking in the gravel driveway with room for 2 cars. Please give 24 hour notice for all showings

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LINK ID: 33967 $555,000

Front entry
Front entryBasement laundry & new H2O heaterSecond floor stairwayFull basement
Town: Edgartown
Type: Single Family

Located at the end of a dead-end street close to Sengekontacket Pond, walking trails and bike path. Two plus bedrooms and three full baths with full basement. All bathrooms have new vanities, fixtures and newly painted walls. All electrical on first and second floor has been updated, new hot water heater and well tank. Furnace was recently serviced and updated. Second floor is large open area with newly painted walls and recently tiled bath.

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LINK ID: 33963 $4,375,000

Squibnocket Beach
Squibnocket BeachChilmark house 1Squibnocket PondGuest bath
Town: Chilmark
Type: Single Family

Perched above and just steps from beloved Squibnocket Beach and Pond, this idyllic beach house has amazing views of the Atlantic and shoreline out to Squibnocket Point. It has been fully renovated with many tasteful, modern enhancements and sustainably-sourced materials, and yet retains some of the most charming elements of its past. The airy floor plan offers a family-friendly open kitchen, living and dining area, a master bedroom, and a guest wing with three more bedrooms. The lower level is finished, adding about 1350 square feet of space including a spacious 30' x 20' recreation room and laundry room. The property is surrounded by stone walls, a bluestone patio facing the Atlantic, and a path to the Pond (with rights to build an elevated walkway and kayak rack). Originally known as the Hilly Mayhew House, this property was for over 80 years the haven for the international modernist painter Vaclav Vytlacil and his family. He created hundreds of seascapes and harbor scenes of the Vineyard, many of which can still be found on the island and around the world. Walk to the beach, kayak in the pond, or just sit out on your patio watching the day unfold, osprey fish and surfers ride the waves.

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LINK ID: 33957 $799,000

Living/Dining Room
Living/Dining RoomLiving/Dining with pass through to kitchen
Town: Oak Bluffs
Type: Single Family

OAK BLUFFS: WATERVIEW FARMS!! Sweeping MEADOW VIEWS and some distant peek views of Nantucket Sound and Sengekontacket Pond from this spacious year round residence. Short walk to community beach and dock area and potential for a mooring in The Pond with access to the OCEAN for small boats. LOTS OF BANG FOR YOUR BUCK! Open sun-filled living/dining room with cathedral ceilings and access to deck, large eat-in kitchen, 2 ample bedrooms and 2 full bathrooms on the first floor and a finished second floor with a half bathroom, and a full basement. Exterior is good condition with newer cedar shingle roof. A MUST SEE!!!!

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LINK ID: 33955 $1,500,000


Expansive back lawn with room for expanded outdoor living.Grand foyer entrance.Landing looking into the open main level living area.
Town: Edgartown
Type: Single Family

Timeless contemporary in Majors Cove overlooking layers of ponds beyond. A spacious four bedroom home with open living room, fireplace, dining room and kitchen all of which enjoy the views from every angle. An expansive deck surrounding the living space can be accessed from the living room and dining room. A large master suite is located in the private east wing of the house with a separate deck. The lower level is dedicated to three guest rooms providing pleasant separation, and a bonus room for additional living space. The well designed landscape takes advantage of mature plantings and creates an enclosed back yard. The detached oversized one car garage can accommodate gardening equipment and summer toys. The property has all the components to enjoy an interesting home in a well established community that offers tennis, boating, boat landing and great walking.

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LINK ID: 33954 $11,750,000

The North Shore beach
The North Shore beachFront elevation of the house from the beachExpansive porch, perfect for entertaining1153 Main Street Vineyard Haven, MA 02568
Town: Vineyard Haven
Type: Single Family

Located on a winding private dirt road, this original 1896 West Chop waterfront home was completely renovated to exacting standards in 1992. With 8 bedrooms and 6 and a half bathrooms, and a classical layout with formal and informal areas in which to relax and pass the time, this home encompasses all that this desirable location provides for multi-generational family gatherings and summer memories at West Chop. A stately front entrance leads to the formal living room with adjoining separate sitting room, with fireplace, that opens to the expansive water facing porch providing active views of the Vineyard Sound and additional entertaining space to while away a lazy summer afternoon. The home offers an exceptional combination of elegant charm and modern amenities including the large gourmet kitchen breakfast room, with Wolf and Sub Zero appliances, bespoke cabinetry and a butler’s pantry that leads through to the formal dining room. The staircase leads to a large master suite with full bath, office and balcony overlooking the water. Three further bedrooms and 2 additional bathrooms occupy the remainder of the second floor with 4 further bedrooms and 3 baths on the third floor. The huge walk out basement was created during the renovation, and could be finished to create living space for wine cellar, family room or gym. Walk from the house through established perennial gardens to the beautiful sandy beach for easy swimming, tide rides to the pier and docks and enjoyment of the water. This is a rare opportunity to buy in the heart of the West Chop community. Contact us for more information about this special North Shore private setting with opportunities for beaches, tennis, golf, and more.

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LINK ID: 33951 $4,500,000


Town: Edgartown
Type: Single Family

14,900 SF lot in a premier Edgartown location for sale at corner of Thayer St and Fuller St, steps from downtown Edgartown, Fuller Street Beach, and the Lighthouse. Suitable for single family home construction or commercial development with special permit.

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LINK ID: 33949 $695,000

Private back yard.
Private back yard.Side yard.Down to the driveway in front.
Town: Vineyard Haven
Type: Single Family

This 4-bedroom, 3-bath home was remodeled and renovated in 2017. The roof was raised and the second story was reconstructed. The result feels like a new home. New windows, new roof, new bathroom, new siding, updated lighting, and additional A/C was added. Also, the yard is newly landscaped, terraced, and fenced in for privacy. The driveway leads to plenty of parking and a one car garage. Just blocks from boating, shopping, restaurants, etc.

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LINK ID: 33946 $679,000

Rear View
Rear ViewKitchenDiningSide View
Town: West Tisbury
Type: Single Family

WEST TISBURY - Four Bedroom, Single Story home on just under an acre of land, a lovely wooded level lot, within walking distance to Up Island Cronig's. You'll be pleasantly surprised when you walk into this house to see its great layout. The living area is large enough to accommodate four separate functions... Kitchen, Dining area, TV area and second sitting area...all in one large, open space. Kitchen is well laid out with an island facing the main living area. Wood burning fireplace in tv area and slider to large deck. Master Bedroom with ensuite and slider to the enormous deck. Three guest bedrooms are a really good size. The house appears to be in very good shape but upgrades might be desired for each of the bathrooms. Huge 1,760 sq.ft. basement. Shed and outdoor shower. Circular asphalt driveway. New well pump installed in July 2018. Living in West Tisbury permits access to the much loved Lambert's Cove Beach. 10 minute drive to the Steamship Authority. EASY TO SHOW - LEAST EXPENSIVE HOUSE IN WEST TISBURY! Chandlier in dining room is excluded.

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49 - 60 of 473 Listings