Thinking of vacationing on the Vineyard? Scroll down to view vacation homes in the area. Contact Sandpiper Realty if you would like to learn more about one of the Martha's Vineyard vacation homes below. Register with our site to stay up to date on your favorite listings.
Great Expectations ~ A grand Victorian home on one of the most sought after vacation spots on the Island, Oak Bluffs Ocean Park, has been completely renovated and transformed into the jewel on the park that it once was. Water and park views are enjoyed inside and out of this elegant home from the wraparound veranda to the second floor balcony. Three of the four en-suite bedrooms have water views with access to the front porch. This thoughtful renovation encompasses the entire home. From the impeccable attention to detail on the exterior, to creating an open floor plan to accommodate a large family & friends. All the amenities one would expect in this high quality renovation: spa-like baths with carrara marble, Thermador appliances & soapstone counters in the kitchen, sun filled family room, game room with access to the patio, central AC and two car parking in the rear, to name just a few! This beautifully restored Victorian home is a rare find and one that is ready for you and your family to enjoy for generations to come!
Stunning, well maintained contemporary House and guest house located in the heart of Katama, mid-way between town and beach. Main house features bright, open kitchen/dining/living room with cathedral ceiling, skylights, and fireplace with a wall of south-facing glass leading out to a large wraparound deck and outside shower. There is one first floor bedroom and bath, two second floor bedrooms and a full bath, and a bedroom and half bath on the third floor. The detached two car garage also features an apartment with one bedroom, full bath, and kitchen. Great rental investment or vacation home! Available turnkey.
When small can be perfect - A charming home with just enough space... open living room, dining room and kitchen, two bedrooms and a bath. A pleasant "not too large" yard behind a white picket fence in a quiet neighborhood with a small price. The location is a pleasant walk to Vineyard Haven Village with longer walks to West Chop. Only an owner could provide these wonderful highlights. To quote the present owners, "There is a lot of punch packed in this 600 square foot cottage! This cottage is primarily used for rental income that generates over $16,000 in the summer vacation months and $8,000 in the winter months. It comes fully furnished and ready for rental generating income. Renters are already in place for the summer of 2015. It is easy to maintain because of its size. Block out a summer week for your own personal enjoyment! Imagine sipping your morning brew on the 300sf wrap around deck in the morning while listening to the foghorn and ferry in the distance. This cottage is conveniently situated on a quiet dirt road, right off of Main Street. It is a 10 minute stroll into downtown Vineyard Haven. Along the way, stop off at the Tisbury town beach (Owen Little Way, next to Yacht Club), Owen Park Beach (Harbor Beach off of Main Street) or the library for a beach read refresher. Ride your bike to West Chop lighthouse or hike in the nearby West Chop Woods. Pack a picnic lunch and take a short car trip (4 minute drive) to Lake Tashmoo. Don't have a car? No problem. The bus is located in downtown Vineyard Haven. Love to golf? Mink Meadows Golf Course is just a short trip away." There is a three bedroom septic in place.
This is the way to go!! You own your own condo. Your free 2 week island vacation is secure every year - you choose the weeks and this includes all the bells and whistles! If you want more time - you can stay longer. Reguarly updated, FULLY FURNISHED, AC, Fireplace, Beach, Tennis, Pool, parking and so much more! This is a great ownership price and buying this time of year lets you collect 2015 rental income. Easy to show -
Enjoy gorgeous water views from this wonderful home. Relax on the three season porch and watch the beautiful sunsets over Brush Pond and the Lagoon. Kayak or canoe on the pond. What more could you want? There are two spacious bedrooms. A generous sized living room that will be perfect for entertaining. Enjoy the fireplace on those chilly nights. The kitchen offers plenty of room and the eat in dining area boasts a great view of the water. The septic inspection has been done. This home offers a summer cottage feel that is just right for the Vineyard. This home is the perfect vacation spot for countless summers to come.
Harthaven ~ An opportunity that doesn't come often... step from the farmers porch of this almost new, expanded Cape, through the door and into the entry and the far wall of french doors and windows coaxes to the great room. This sunny, inviting room is anchored by a beautiful fireplace and french doors that lead to a spacious deck and yard beyond. The great room is open to the chef's kitchen and the dining area allowing for family and friends to easily gather together. The first floor master en suite is privately tucked at the end of a hall and includes a walk-in closet and access to the deck as well. A powder room and laundry room are situated off their own hall which leads from the entry and kitchen and into the garage. The cozy den/office is a more private space in which to enjoy the newspaper or television and finishes the first floor. The second story overlooks the great room and makes the spaces feel light and airy. Three bedrooms, another master en suite with bonus room and outside balcony, are found on this floor. The home has the bells and whistles expected in new construction and the basement awaits finishing. The icing on the cake is the location and amenities offered in the Harthaven community. No longer will finding a parking space at the beach be an issue - beautiful private beach, harbor and Farm Pond access and tennis are just a short distance away and bike or walk into town on the path just at the entrance of the neighborhood. Privacy, summer amenities and close proximity to town - the ultimate vacation retreat!
Oak Bluffs: The spacious and private home is located at the end of a cul-de-sac and sits on 1.26 acre lot abutting the State Forest. The large lot has an existing 6 bedroom septic system which would allow expansion to the existing 4 bedroom home or the possibility of adding a separate 2 bedroom dwelling on the property. This wooded location affords privacy, yet you are not far from the centers of Oak Bluffs, Edgartown, and Vineyard Haven. This home was designed with many features including a large farmer's porch, dormers, central air-conditioning, security system, and radiant flooring in the full basement. The spacious living room leads into the dining room and kitchen with sliding glass doors opening onto the deck. A separate den with half bath and exterior door are on one side on the house and two bedrooms and a full bathroom are on the other wing. Upstairs you'll find the large master suite with full bathroom and sitting room and another bedroom with bonus space. The full basement with radiant flooring could easily be finished off for additional living space. The back yard has a deck overlooking 500 acres of state forest. A cedar shingled shed completes the yard. Investors: House has had vacation rentals at $3,000 a week during summer.
Idyllic Katama Retreat abutting conservation land. It's a vacation home most people only dream about. Rambling 3 bedroom/3 bath contemporary cape hidden away on a large 37,000 sq ft lot near association tennis and only a short bike ride to South Beach! Tall ceilings, 2 brick fireplaces, full length rear deck and hand painted "fish" on the staircase risers make this a true "Vineyard" home. You'll truly enjoy entertaining in the sun sprinkled eat-in kitchen with attached dining area. Relaxing is expected while stretching out in the naturally lighted living room. Wood floors throughout the home. This property will fulfill your island fantasy.
Calling all fishermen who enjoy fishing on Martha's Vineyard especially in the fall. This fractional 2 bedroom/ 2 bath condo located in the center of downtown Edgartown with an amazing view of the harbor, just came on the market. This unit at the Edgartown Residence Club has deeded the second week in October, so every year you can bring your fishing poles and gear, and take part in the famous Blue Fish Derby. The local fishermen have told me that fishing is great this year, so don't miss this opportunity. Besides the week in October, you will be able to choose another week in season and two weeks out of season. Don't worry about bringing a car over on the ferry, you will get picked up at the Steamship Authority or the airport, and will have the use of a car for the weeks that you are staying at the ERC. There is maid service every day, a complimentary continental breakfast, so you can just relax and totally enjoy your vacation. If you are not a fishermen, this is still a great week to be on the island. All the locals know that October is one of the best months to spend time on the Vineyard. The weather is amazing, and the island is quiet and beautiful.
Tucked away on a quiet side street in the heart of Katama 1.5 miles from South Beach and just a short bike ride or walk to the public landing on the Edgartown Great Pond where you can enjoy a variety of water activities this reverse style beach house offers open concept living with quality fixtures, finishes and hardwood floors. The great room with vaulted ceilings, exposed beams, skylights and fireplace flow into the dining area and custom kitchen with beadboard cabinets, granite counter tops and stainless steel appliances. Enjoy a quite dinner on the three season porch or deck which are both accessed through the multiple sliders. The half bath with laundry complete this level while the first floor provides the sleeping accommodations. The master suite with its newly updated bath with custom tile, fixtures and acid etched shower enclosure is located at the rear of the house with access to the ground level deck and private backyard. Two additional bedrooms and full bath with the same level of finishes as the master bath complete this "move in ready" vacation home. Abutting Sheriffs Meadow Foundation property, the half acre parcel with a blend of large pines, other mature plantings and raised gardens provides privacy and space for outdoor entertaining. Four bedroom septic system allows for expansion if needed. The strong rental history and high number of returning tenants makes this home a "must see." Being sold mostly furnished with some 2015 rentals in place already.
Edgartown Village: Welcome to Fractional Ownership on Martha's Vineyard. The benefits of fractional ownership are well documented throughout the country and is now offered in this exclusive listing on Martha's Vineyard. Each fractional ownership at the ERC is 1/12 share. This lovely 796 square foot 2 bedroom condo is located on the fourth floor with panoramic views of Edgartown Harbor. It is located in the center of Edgartown Village, with all the shops and dining options at your finger tips. The Edgartown Residence Club (ERC) is the islands only Premier Fractional facility, with many amenities to draw from. This two bedroom unit can be enjoyed by you or take advantage of the ERC Rental Program should you wish to rent your unit for any unused weeks. Professionally decorated interior features, attractive coastal style furnishings and artwork. A vehicle is provided for your use while you stay at ERC ,with transportation from the boat or airport. As a fractional owner, you are given 4 weeks usage throughout the year, 2 weeks in season and 2 weeks out of season. This unit is deeded the first and second week of July, which means, you will always be able to be here for the famous Fourth of July Parade and fireworks. The Edgartown Residence Club is part of the REGISTRY COLLECTION which offers exchange privileges with luxury residence clubs at top destinations around the world. All you will need is your tooth brush and a small bag. everything else is provided, including daily housekeeping! What a vacation you will have!
This property promises a legacy of fun and good memories for all on your summer vacations. Located within an easy drive to Lucy Vincent Beach and Chilmark town center, yet the site has the feeling of a private family retreat. The house can accommodate a large family or group comfortably with a casual, carefree atmosphere. An inviting pool promises refreshing enjoyment. The interior of the house is very attractive with great natural light, 4-bedrooms, 3 full baths, and a well designed floor plan. Mini-splits provide AC. Great rental history.
This 4-bedroom Cape style home is in mint condition. A perfect vacation home or year round residence close to town and VHYC. With an open floor plan, a propane stove for those cold winter nights, rear deck for summer evenings, and a detached one-car garage. The fenced in landscaped yard offers a perfect get-a-way. Ready for immediate occupancy.
A true waterfront vacation home that caters to all generations. Sitting high on a hill with expansive waterviews, the property was designed over the years to accommodate everyone. The casual house is centered around a living room with a fireplace and levels of glass windows which place you within full view of the water. There is an efficient, open kitchen, three bedrooms and two baths along with a loft area for contemplative writing if so inspired. A large pantry holds a surprise; an extra space for an unexpected guest. Creatively landscaped by one of the family members, a screened gazebo sits closer to the water designed to serve as a summer dining room with water and good storage....A trip to the outdoor shower is a treat via an interesting walkway.....There are a number of sheds for everything including one with electricity for the extra refrigerator or freezer. Does this sound perfect? Well it is. Minutes walk to Vineyard Bus stop. Lovely waterview walk along Lagoon Pond down the "Ramble" and Weaver Lane to downtown Vineyard Haven. It has been represented that the building can be expanded by an additional 500 sf. it is recommended that this information is confirmed by a buyer agent.
Charming beach cottage with peeks at the water and a short walk to Eastville beach. The '20's cottage has been updated over the years; wood floors thru-out; a breezy screened porch; deck; and yard. Property abuts town land with access to Brush Pond and the Lagoon. On town water and sewer. Possible expansion to second floor or roof deck for expansive waterviews. Garden shed. Ready for laid back summer vacations or year-round living.
Live the Vineyard dream and be the master of all you survey...Menemsha Pond, Vineyard Sound and Gay Head. Two houses on two gracious acres in exclusive Flanders Lane location, with lily pond, brook, paths through grapes and blueberries, access to private beach and within walking distance to Menemsha's sunsets and seafood. Both houses are flat roofed, Japanese inspired, mid-century classics. The larger one offers glass enclosed dining area, cedar lined living room, two bedrooms, outdoor shower plus a broad deck to enjoy the view. A smaller modernist guest house with one full bath can sleep four. Guest house is entirely self-contained yet is accessible from the main house by a charming foot bridge over the stream. Designed by Billy Smull, a pioneering post-war architect, the house and land carry fifty years of artistic and poetic inspiration, memorialized in the poem "All Here Are On Vacation" written by the father of current owner.
Location and quality is just the start of this Katama property. Main house of 4 bedrooms and 4.5 baths with plans for a 900 square foot guest house make this the ideal vacation compound. Rental income of $70k can be greatly increased with the addition of a pool which would work easily into future plans of this property. A great room and master bedroom on the first floor makes easy living for all generations. The second floor provides an additional master bedroom as well as an open family tv room. The finished basement gives a second living area. You can have a total of 6 bedrooms on this lot. Being sold furnished right down to the pool table.
HISTORIC SOUTH SUMMER STREET HOME WITH TWO COTTAGES - In a town known for its historic charm, this majestic Victorian on South Summer Street, stands as one of Edgartown Village's most intriguing homes -- as much for its distinctive architecture, as its unique appeal as a multi-generational family compound, or smart vacation rental investment property. Built in 1895 for a sea captain's wife, the Main House is one of Edgartown's only historic Victorian homes. Thoughtfully renovated from top-to-bottom in 2003, it features three-floors of fully furnished living space with 5 bedrooms and 4.5 baths, PLUS a completely finished family space in the basement with TV, sofas for lounging, ping pong table and half bath. Rounding out the compound, a 1 bedroom/1 bath Guest House, with full kitchen, living room, bedroom and sleeping loft. PLUS, there's another 1 bedroom Guest Cottage with full bath. The turnkey offering has all new furniture throughout, new paint inside and out, new landscaping, and a strong rental history ($100,000+ summer rental income). NOTE: Current assessment does not include third floor bedrooms and an additional 1200sf.
Splendid isolation. This landmark 5.2 acre property on the tip of John Oliver Point is akin to living on your own private island with a long stretch of white-sand beach. The stunning architect-designed post & beam house enjoys 360-degree water views so you can enjoy sunrise and sunset from the same seat. These are among the biggest and best water views from any home on Martha's Vineyard. You can see the twinkling lights of the mainland and ships far out at sea, lighthouses from Cape Cod, Nantucket, Oak Bluffs, Cape Poge, and Edgartown. Watch sailboats racing off Edgartown and yachts making their way from the Cape to Nantucket. Light and space are the defining characteristics, with soaring ceilings and large custom windows that take full advantage of the massive water views. A dramatic freestanding stone fireplace is the centerpiece of the great room, running upward through the exposed ceiling. The large master bedroom and bath enjoys a commanding setting, and each of the guest bedrooms has its own ensuite bathroom as well as its own sweeping waterviews. This house is also built for year-round living, and some say the setting here is even more dramatic in the off-season. The house has been featured in "Boston Common" magazine and also "Vineyard Home & Garden." The pristine 2-bedroom guest house cottage - romantic and quaint - lets you step back in time, and it also has huge waterviews from the house and deck. Privacy is assured but it is a mere 5 minute drive to the Chappy ferry - or you can take your Whaler over to Edgartown for dinner. The mooring has a 7-ft draft at low tide and the outhaul just off the sandy beach provides quick and convenient access. The fishing and clamming on this site are among the best on the Eastern seaboard. There are several watercraft that come included with the purchase price and the house is available fully furnished with oriental rugs and beautiful Swedish antiques. This is the setting for families to enjoy unforgettable vacations or year-round living in their own piece of paradise.
Just after you pass through the stone entry on Lambert's Cove Road you feel truly "up-island" as you head into Lower Makonikey. Wind your way through the ancient paths marked with creative and colorful trail markers, made by modern day natives, and find yourself at 15 Massabesic Avenue. This subtly majestic home fulfills every need you have as well as those you have yet to discover. Sit back and relax in these thoughtfully crafted living spaces, with accents made by local artisans with gorgeous designs, and spectacular details. When you wake to sight of Vineyard Sound from the third floor master suite, you know you're finally here, living your life on Martha's Vineyard. Go ahead downstairs for breakfast, don't worry, the views continue on the second floor's open floor-plan style living space. The kitchen with sitting area, dining room and formal living room all enjoy perfectly placed glazing so that the peaceful water view on the horizon beyond becomes the backdrop for your everyday life. Introduce your guests to the short wooded path at the foot of the yard; this delightful walk will deliver them to the private association beach, which also has a small parking area for the considerate late afternoon post-beach day pick up. The ubiquitous outdoor shower on the lower level deck greets them upon their beachy return, with easy access to the two first floor guestrooms. Evenings at 15 Massabesic are as much a destination for sunset viewing as any north shore beach but with better amenities. From either your master suite upstairs or the formal living room, light the fireplace, relax, enjoy the view and then wake up and do it again in this perfect vineyard vacation home.
Unique two-family property close to Tradewinds and the Oak Bluffs School. Two side-by side two-bedroom apartments with woodfloors throughout. Each apartment has it's own yard, large deck and own entrance. Both are separately metered. Great opportunity for an extended family, to use as a vacation home or live in one side and rent out the other. Broker is related to the Seller and has owner interest. Notice needed for showing.
A great vacation getaway! The entry is most welcoming with the covered porch that leads to the open concept kitchen, living and dining areas. Expansive decking across the rear of the house accessed through glass sliders provides wonderful space to enjoy the great outdoors and generous yard. The vaulted ceilings add interest and combined with the many windows creates a very bright and spacious atmosphere. Accommodations include a first floor master with ensuite and two spacious guest rooms with full bath on the second story. Not only meticulously maintained but many upgrades over the years including new heating system and central air conditioning, roof, windows and the addition of irrigation. The full walk out basement offers additional living space for rainy day activities. The home is well screened from the road with mature trees and professionally landscaped grounds, accentuated with raised beds and stone work. Located just off the Boulevard and under 1/2 mile to Sengekontacket Pond water access.
3 bedroom Saltbox with newly renovated kitchen with granite countertops - a great layout for the chef! Skylit dining room and second floor reading nook. Newly painted/stained exterior. Hardwood floors. Composite decks. Full basement. Furnishing negotiable. Has been rented both year round and as a vacation rental property. Town water and sewer may allow for expansion and addition of garage, etc. Abuts 6+ acre recreation lot that won't be developed. Summer vacation rentals in place so please call for showing availability.
What a great place for a beach vacation! Management will handle the renting of your condo to offset fees. Beachfront condo complex - ground floor unit close to the water. Lovely private courtyard, Association beach, picnic tables, and outdoor decks for owners' enjoyment. Well maintained complex and such an attractive price for a getaway on Martha's Vineyard! Enjoy the active harbor and watch the tall ships Shenandoah and Alabama come and go. Some owner financing possible.
Location, Location, Location...If you live for Fishing, Beach and Peace and Quiet...Welcome to one of the best kept secrets on Martha's Vineyard. Chappaquiddick ! This very comfortable house feels like "HOME" the minute you step in the door, according to the many return renters. Walking distance to both Katama Bay for kayaking or swimming with young children and Wasque (South) Beach for all the surf, sand, sun and fishing you could ask for. This house has very comfortable furnishings without a lot of upkeep. Neat ,Clean, and Simple the way it should be so you can spend your vacation enjoying all the beauty the Vineyard has to offer. Some of the renovations include, All New Shingles, Newly painted interior and exterior (trim), New sliding glass door, New Well, New dishwasher, counter tops newly painted cabinets with brand new carpet throughout. The basement has been repainted, brand new outdoor shower and exterior shingles complete all the work The attic is an empty slate just waiting for dormers on both sides to reveal the original water views towards South Beach for an amazing family or studio room!....Don't count out Chappy until you've seen it . The secret behind "Chappy" that people don't know is that you don't have to spend hours driving around Edgartown looking for parking .. just park at the point and walk on the little 3 car ferry to get you right into town for movies, restaurants, library, shopping and a vibrant night life. Or hop on the bus and go to Oak Bluffs for the Flying Horses or a different night out on the town. Once you've lived here you'll never want to go anywhere else. It's a piece of HEAVEN just waiting for the right person(s) to appreciate it! Lot size includes lot 29 and 30.