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LINK ID: 34963 $699,000


Town: Oak Bluffs
Type: Single Family

Cottage Delight - this roomy year 'round victorian cottage home has it ALL! Water views, a terrific location with easy access to Oak Bluffs harbor, beaches, ferries and village amenities. PLUS updated systems and tons of storage. The original restored cottage blends perfectly with an impressive two story addition complete with a full basement and attic storage. Top to bottom there’s a lot to LOVE! Harbor views from the porch and second floor covered balcony will beckon you to sit back and enjoy a slower pace! Comfortable parlor leads to a large "heart of the home” kitchen with french doors leading out to the back deck/outdoor shower enclosure/patio/BBQ area and on-site parking. Two staircases, front and back, lead up to 4 ample bedrooms. Well planned, renovated and ready for entertaining - Come see how comfortable life can be in this convenient seaside setting!

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LINK ID: 34958 $4,750,000


Town: Edgartown
Type: Land

One of the last remaining buildable lots has become available in the exclusive Herring Creek Farm neighborhood of Katama. This six acre lot, with sunset water views over Edgartown Great Pond and the Atlantic Ocean beyond, is nestled within the one-hundred, plus acres of conservation land that Herring Creek Farm has to offer. On approach, you pass open fields and an idyllic gentleman’s farm, with a limited number of stately homes, all of which are private from each other with large land buffers between each residence. This lot has deeded access to Edgartown Great Pond, from which you can launch your boat and access the secluded South Shore barrier beach across the pond. In addition, the buyer of this unique lot may have the option to belong to the Herring Creek Farm Landowners Association which comes with access to a private South Shore beach, just at the end of the road. The property, owned by a single family since the 1940s, allows for a six bedroom home or the option to subdivide into two-three acre lots each supporting a four bedroom home. At $4,750,000 this location is a rare opportunity to own a piece of the Vineyard. With water views, beach access and only minutes away from shopping and fine dining and yet tranquil and magnificent, this is a true chance to both have it all and get away from it all.

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LINK ID: 34957 $965,000


Town: Edgartown
Type: Single Family

Great development opportunity for investor or builder. Located on Pinehurst Road in a well established and ever-changing neighborhood with a number of recent record sales. The lot currently has 2 separate structures so there are great possibilities for improvement. This is the perfect opportunity to create a true Vineyard compound, tucked away yet close proximity to all Village activities....Restaurants, Shopping, Edgartown Harbor, Library and Bike Paths.See Land listing ID#34831

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LINK ID: 34953 $2,785,000


Town: Edgartown
Type: Single Family

This custom-designed tri-level home sits on over a ½ acre in a desirable Katama neighborhood, minutes from South Beach. With over 4,200 sq feet of living space, the main house provides 3 bedrooms, 4.5 baths, an open floor plan on the main level, and a spacious Epay maintenance-free deck with wide views of the Katama Airfield. Entering on the ground floor will bring you to a casual living room with wet bar and sliding doors to the covered deck and landscaped lawn, a spacious guest suite with full bath, a bonus room/office and a full hallway bath. The second/main level is designed with open kitchen, living and dining areas. The gourmet kitchen features cherry cabinets, granite countertops and top of the line appliances. The adjacent living room boasts a large gas, stone fireplace and takes advantage of 5 sets of sliding doors leading to the sunny deck – perfect for entertaining, grilling and dining. Rounding out this floor are the master suite with vaulted ceilings and a full bath, a powder room with a hand-painted Margot Datz mural, and a business office. Heading up to the third loft level with hardwood floors, vaulted ceilings and a petite balcony provides additional space as a rec room, bunk room, studio or office. In addition to the two-car attached garage is a nicely designed detached garage that was built in 2004. The finished space above with a full bath and balcony, compliments this already feature-rich property. Yes, there is room for a pool amongst the impeccably landscaped lawn.

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LINK ID: 34950 $1,275,000


Town: Chilmark
Type: Single Family

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.

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LINK ID: 34947 $1,499,900

#66 Home Location abutts  The Private Edgartown golf Club on side & rear of property.See the Blue circle
#66 Home Location abutts  The Private Edgartown golf Club on side & rear of property.See the Blue circleA short walk to get this Gorgeous view of the Golf CourseFrom the Paved Curtis Lane Front View of Main HouseAnother view of the  the Main House from Curtis Lane. Fireplace can be seen behind the tree.
Town: Edgartown
Type: Single Family

House & Guest House on a Half acre of land all within Edgartown Village. Edgartown Living at its Best! Location, Location, Location, GOLFING,SHOPPING,SWIMMING....just steps to the Private Edgartown Golf Club and a very short stroll to Downtown Edgartown. If the beach is your passion, this property is conveniently situated between all beaches Edgartown has to offer. This Mini Compound consists of a 2 bedroom Main House and a large 866 sq.ft. One Bedroom Guest House with farmers porch. Edgartown Wasterwater Dept. has said the Sewer hookup is at the street and by connecting to Town Sewer The property could handle up to 6 Bedrooms with approval from the necessary Town Boards. All this,Nestled in an established neighborhood with a private setting gives it a real country feel, especially while relaxing in the quiet back yard on one of the Many Decks or Patios surrounded by lots of plantings, tall trees and abutting the golf course on two sides. Also, complementing this special setting are two outbuildings, one a Small Shed and another Shed/Play House....use your imagination and make this a fun part of the property. Cleanse off after a hot day on the beach, round of golf or day on the town, whatever it may be and let the sun and sounds of Mother Nature relieve any stress while enjoying one of the Vineyard's Traditions... "Taking an Outside Shower," why not there are three total on the property!! The main home with a walkout basement to one of several Brick patios, and a deck with an outside shower and the Guest House also has an outside shower on the larger private rear deck. One more outside shower at the shed/playhouse. This is a must see property!!!! With a little intuition and insight, this property could accommodate extended family and friends or maybe several Company Employees from your island business. We all know about the lack of Employee Housing on the Vineyard. Seller says Rental income Seasonally is between $75K & $80K. This setting certainly will make someone's Dream a reality. MOTIVATED SELLER

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LINK ID: 34943 $999,000

First floor Laundry room
First floor Laundry roomMudroom - there is so much space and storage!Entry into mudroom from back yardWelcoming entry foyer with gleaming wood floors!
Town: Oak Bluffs
Type: Single Family

OAK BLUFFS CUSTOM COLONIAL SITUATED on.59 ACRES 1st floor sf 1820 2nd floor sf 1280 3rd floor sf 520 Total current finished SF 3620 Above garage unfinished sf 750 Basement sf 1428 Two car Garage sf 550 with an UPDATED & RENOVATED BRIGHT & SUN FILLED GREAT ROOM and an EXPANSIVE living/dining area and NEWER kitchen with STAINLESS STEEL APPLIANCES & GLEAMING GRANITE COUNTERS! The interior of the home is inviting and generous with an abundance of ROOMS! This open design has striking natural wood ship lap ceilings. Glass doors offer access to a huge exterior deck and penetrating views into the abutting State Forest ...The attention to detail includes the luxury of 2 Master Suites, on the first floor and second floor.There is a total of 6 bedrooms, 3. 5 bathrooms and a huge unfinished space above the two bay garage!..STRONG EXISTING RENTAL HISTORY in PLACE! OUTSTANDING LOCATION & TERRIFIC VALUE! ROOM for a POOL TOO!

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LINK ID: 34941 $2,995,000


Guest room deck
Town: Vineyard Haven
Type: Single Family

Ready for summer use! Close to downtown on a quiet side street, this 2,325-SF house with water views and magical morning light is steps away from a secluded beach overlooking the town’s outer harbor. With three en-suite bedrooms upstairs and a downstairs den, first-floor and upper decks facing the water, and proximity to the Vineyard Haven Yacht Club and West Chop, this architect-designed contemporary offers comfortable and convenient summer living. The open floor plan flows around a floor-to-ceiling central fireplace, with expansive windows and plenty of built-in storage. The .20-acre corner lot features mature landscaping and a large sunny lawn with a field stone wall. Other amenities in this beautifully renovated home include a spacious garage, central air, unfinished basement, and an airy, light-filled mudroom.

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LINK ID: 34938 $789,000

Front of house from driveway off Buena Vista
Front of house from driveway off Buena VistaKitchen with granite counter tops and center island seatingFrench doors opening off of living room to back yardSide deck off of kitchen with access to outdoor shower
Town: Oak Bluffs
Type: Single Family

Beautifully renovated 2 BR, 2 BA main house plus 1 BR/1 BA detached bedroom, on nicely landscaped yard in private setting. Features include propane fireplace in living room, open floor plan with counter top seating at kitchen center island, all new appliances and mix of wood floors and carpeting throughout. Mini-split/heat pump heat/AC, and on demand hot water. Outdoor shower and side deck off kitchen. Private patio off main bedroom. Flat cul de sac, private level lot, perfect for entertaining. Buena Vista St location is ideally located close to beaches and restaurants. Great house for airbnb investment, second home or primary residence. Lot is large enough for a garage of 400 sq. ft or less, but please verify with appropriate town departments. 2019 Assessment does not reflect renovations.

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LINK ID: 34937 $899,000

three minute walk to the beach
three minute walk to the beachcomfortable living roommaster bedroomspacious yard. No hot tub
Town: Aquinnah
Type: Single Family

Aquinnah Beach House- your easiest opportunity to enjoy the simple life. Walk in, unpack your bags and let the hardest decisions be which beach and how much sun block. This turnkey low maintenance home is just a few minutes walk to Lobsterville Beach. Very easy access to glorious Philbin as well. Boats can be left at Red beach where you can join the sunfish races Saturday and Wednesday. Currently configured as a 2 bedroom, 2 full bath home with a detached outdoor shower. The 2 spacious bedrooms have lots of light on the top floor and a den downstairs with a pull out is available for overflow guests. The roomy living room has windows on 3 sides and french-style doors that lead out to your sunny deck. A solid kitchen with newer stainless appliances will serve the chef in the family well.

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LINK ID: 34933 $889,000


Town: Edgartown
Type: Single Family

EDGARTOWN ESTATES- Three-bedroom two bath home located in highly desirable Edgartown Estates, a location offering close proximity to both South Beach and the Village. An open floor plan, first-floor bedroom, and a bonus loft space make this property ideal for casual summer living. A large deck and private backyard extends the living space outdoors, perfect for barbeques and lawn games. Truly a home to enjoy!

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LINK ID: 34932 $529,000

Aquinnah Cliffs & Lighthouse
Aquinnah Cliffs & Lighthouse5 Aquinnah Circle # 3 Front & Side ExteriorBack Deck & View Over the Vineyard Sound to Cuttyhunk IslandGorgeous Views Over the Vineyard Sound
Town: Aquinnah
Type: Condo

Located next to the Gay Head Light, this property has magnificent north views of The Elizabeth Islands and expansive south views over Philbin Beach and out to Noman's Land Island...even catch the sun rising over Menemsha Bight while having breakfast on the front deck. You will be surrounded by light and ocean views from everywhere in this lovely location. Only one of four condos, which are three-season residences, this is a unique and exceptionally lovely location. This gem of a property has 532 square feet of newly painted and appointed interior living space which is complemented by a large three-sided wrap around deck, making it perfect for easy living and entertaining. There are two comfortable bedrooms and one full bath, and even the shower has a water view. The open floor plan and working fireplace enhance its livability and charm. This condo is an ideal owners’ retreat or vacation rental property. The rental history is extremely strong and consistent with many repeat rentals. Exquisite views in all directions (N, S, E & W), close proximity to the beach, shops and restaurants, make this a very desirable property. In addition to stunning ocean views, it is surrounded by protected land, nearby walking trails all highlighted by the presence of the beautiful Gay Head Lighthouse. Make steamed mussels and lobster-bakes a perfect end to your Vineyard beach day as you enjoy absolutely beautiful sunsets over the water and Gay Head cliffs. This property is absolutely a “must see” and a "must have".

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97 - 108 of 415 Listings