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Photo from Sotheby\'s Wine.
Parcel D at South Shore Estates, West Tisbury, MA
PRICE: $24,500,000

This 29 +/ acre oceanfront property features a four-bedroom residence with salt-water swimming pool, hot tub, Har-Tru tennis court, and an impressive, underground 10,000 bottle-capacity wine cellar. The home was designed by Gary Graham of Graham Meus, Inc. to highlight the home's proximity to the beach. With the exception of the bathrooms, each room has wonderful views of the ocean. The home features a media room, exercise room, office, two sitting rooms, three full bathrooms, two half bathrooms (one with adjacent steam bath and a separate cedar sauna), two outdoor showers, and five fireplaces. The home is divided into three large sections which are connected to each other by decks on both the first and second floors. This thoughtful layout provides the owner and his or her guests with ample privacy and the opportunity for solitude, if desired.The main outdoor deck is the perfect place to entertain or to relax by the pool. Enjoy a peaceful morning reading the newspaper and sipping coffee poolside, or host an elegant luncheon on the deck for close friends after a tennis match. The brilliant colors of sunset over the Atlantic Ocean make a perfect backdrop for al fresco dining on the deck. The owner of this parcel has exclusive rights to use 300' of private beach that is within walking distance from the house. This beach abuts two private beaches and is therefore exceptionally private. The parcel contains two lots and can host additional residences and/or guest homes in the northern section of the property. The owner of Parcel D has rights to use, along with the other owners of South Shore Estates on Martha's Vineyard, the 141 +/- acres of conservation land in the northern section of the property for hiking, trail running, and recreation.

Link ID; 31685
Type: Single Family
Lot Size: 29.0000
Sunset on 2 Little Homer\'s Pond Road.
Parcel C at South Shore Estates, West Tisbury, MA
PRICE: $20,500,000

This 30

Link ID; 31690
Type: Single Family
Lot Size: 30.0000
Squibnocket Point 550+ Acres
81 Squibnocket Farm Road, Chilmark, MA
PRICE: $15,250,000

Home, water and community are the highlights of this extraordinary property. Award winning architect Bernard Wharton and Allan Shope designed a breathtaking 4 bedroom 4 bath home. Each room enjoys marvelous ocean and meadow views and is complimented by exquisite floor to ceiling design details which make it the most interesting home on the Vineyard. The multi year collaboration of architect, interior designer, builder and owners ceated a home beyond stunning -- this collective genius created a home which is exciting, charming and livable. Like a great artistic masterpiece, it gets better over time. The owners have felt this way every day for 20 years. This exquisite home on 6 private acres embraces the natural wonder of the endless Chilmark, West Tisbury and Edgarown shoreline with the Edgartown Water Tower in clear view 14 miles away. The home and coastline splendor is further enhanced by the private 450+ acre Squibnocket community with 1.5 miles of pond front, 2 miles of ocean front, 300+ acres of conservation and shared with only 12 other homes. 123 of these conservation acres abut this property on one side and 17 conservation acres abut on another side. This paradise is considered the finest waterfront community on the east coast. (see Virtual Tour)

Link ID; 32757
Type: Single Family
Lot Size: 5.9000
8 Red Gate Farm Road, Aquinnah, MA
PRICE: $15,000,000

Offering priceless peace and privacy, this rare and pristine 75.64

Link ID; 32135
Type: Land
Lot Size: 75.6400
50 Oyster Watcha Road, Edgartown, MA
PRICE: $14,950,000

Ideally and prominently positioned on the southernmost peninsula of Oyster Pond, this perfectly idyllic compound, among the most spectacular on Martha's Vineyard, awaits. With over 1,200 feet of private waterfront on Oyster Pond and access to over 2,200 feet of prime sandy Atlantic beach, the pristine waters of the pond and ocean set the tone for pure relaxation.The property features beautifully constructed and impeccably maintained residences for family, friends, and guests, with a 4 bedroom main house, 2 bedroom guest house, and charming boathouse, all clad in cedar shingles and elegantly landscaped. Views from both residences are jaw-dropping with a true

Link ID; 31928
Type: Single Family
Lot Size: 11.5000
16 Bayside North, Edgartown, MA
PRICE: $14,750,000

This property represents one of the finest opportunities on the Edgartown Waterfront. The 6.5-acres and 380+ feet of direct Katama Bay waterfront is accessed through 23 acres of pristine association land. The property has wonderful rolling pastures, rising from a tidal pond at the bays edge to a large building envelope that could afford a substantial main house, guest house and any number of accessory usages with up to 10 bedrooms. Expansive views stretch across Katama Bay to Chappaquiddick and the barrier beach. There is a substantial dock and the option to buy additional adjoining acreage. The association land could be improved and used for a range of recreational purposes. This very unique property offers tremendous flexibility to create an unparalleled compound in a beautiful and private setting, all located mid way between downtown Edgartown and South Beach.

Link ID; 32527
Type: Land
Lot Size: 6.5600
12 Boldwater Road, Edgartown, MA
PRICE: $12,750,000

This unique and remarkable Martha's Vineyard retreat is one of the Island's finest private compounds, on 10 acres of beautifully landscaped and natural grounds. The home, designed by noted architecture firm Robert AM Stern, includes over 11,000 sq. ft. of exquisite living areas, sweeping decks, and porches. The expansive great room has 10 ft. windows and a fireplace up to the 20 ft. cathedral ceiling. Every interior space is appointed with the highest level of detail and craftsmanship. A curved staircase leads up to the private master suite, with a beautifully appointed cathedral ceiling bedroom, covered deck, and 2 full bathrooms with walk-in closets. There are an additional 6 bedrooms, with 5 full bathrooms and 3 half-baths in the main house. The large gourmet kitchen is exquisitely outfitted. The octagonal dining room has a fireplace, and provides a 270-degree view of the expansive rear gardens and pool. There is a library with fireplace, a private office with fireplace, large decks off the great room and dining room for outdoor entertaining and dining, and a grill area. The finished lower level includes a children's playroom, wine cellar, recreation area, laundry room, and storage closets. The heated garage accommodates 2 cars and storage. There is ample additional parking for guests. The lawn area features flower gardens, and further back, an organic vegetable garden, adjoining blueberry patch, and flower-cutting garden. The 20 ft. by 60 ft. pool and Jacuzzi are nestled between the main house and the pool house, which has an enclosed heated porch, gym, massage room, sauna, and full bathroom. The compound offers extraordinary privacy, bounded in back by a large forest preservation area, while located within a ten-minute drive to downtown Edgartown, the airport, and golf club. The Boldwater Association provides tennis courts, convenient private access to Edgartown Great Pond for small boating, and a private south shore beach. Additional adjacent 12-acre lot offering ponds, meadows and additional building flexibility available separately.

Link ID; 30656
Type: Single Family
Lot Size: 10.0000
6 Red Gate Farm Road, Aquinnah, MA
PRICE: $12,000,000

Nestled on the shores of picturesque 603

Link ID; 32134
Type: Land
Lot Size: 40.5600
Front of the House facing Pease\'s Point Way and Edgartown Village
22 Peases Point Way South and 11 Tilton Way, Edgartown, MA
PRICE: $10,350,000

Custom built by and for high end Island builder so endless details abound! This LEED CERTIFIED house measures over 9,000 square feet with 5 ample bedrooms, 6 full baths and 3 powder rooms. It is wide open with rambling qualities to accommodate generational family gatherings. Easy going and aristocratic simultaneously blending old with new using sustainable materials including 200 year old flooring and beams. Perfect for summer entertaining with large covered porch complete with dining for 12, 2 fireplaces and wonderful living area overlooking the pool, yard and gardens. Every amenity possible including steam shower, sauna, 2 outside showers, hot tub, gym, theater, game room, mahogany inside/outside bar, office and breathtaking Lew French living room fireplace set in an inverted hull mahogany ceiling with 3 balconies overlooking this Great Room. Absolutely spectacular and a must see!

Link ID; 32348
Type: Single Family
Lot Size: 0.2900
44 Green Hollow Road, Edgartown, MA
PRICE: $9,995,000

VINTAGE CHARMER ON KATAMA BAY - WITH PRIVATE BEACH AND DOCK. Sitting proudly on a gentle knoll overlooking Katama Bay, this charming 1920's summer home known as "The Minnow" evokes images of quintessential Vineyard summer days spent sailing, fishing, clamming, reading books and playing games . . . and many years of treasured summer memories. Featured in the well-known book "Martha's Vineyard Gardens and Houses", the property features classic cottage-style detailing and architectural details of the era and there are water views from most rooms of the house. The home is surrounded by lush hydrangeas and perennial gardens and is framed beneath blue skies and sparkling blue water. This charming vintage home can be enjoyed as-is, transformed with a whitewashed interior, or completely renovated into your own signature seaside residence -- complete with a private sandy beach and deep water dock -- in this very special location and setting.

Link ID; 32506
Type: Single Family
Lot Size: 1.1400
Welcoming Front view
6 Janes Cove, Edgartown, MA
PRICE: $9,990,000

This beautifully designed and appointed Contemporary Colonial is tucked away on a very private 9.2 acre setting directly on Janes Cove, Edgartown Great Pond with private association south shore beach and tennis courts. Waterviews throughout. Enter the property to the circular drive in front of the Main House.This wonderful House offers a spacious great room/living room with vaulted ceilings, 5 ensuite bedrooms including first floor master with fireplace, sunroom/parlor, family/media room, office/bedroom and finished basement with sauna and full sized recessed wine cooler. There is a separate two car garage with lovely one bedroom apartment above. Natural landscaping, apple trees, children's play area.

Link ID; 32215
Type: Single Family
Lot Size: 9.2000
Guest Cottage
221 and 223 John Cottle Road, West Tisbury, MA
PRICE: $9,950,000

Paul's Point, one of the most treasured shorelines on Martha's Vineyard, known for its sandy shores, emerald waters and remarkable privacy, is home to this wondrous ocean front property. Perfectly manicured yet whimsical grounds sprawl over 8 acres with beetlebung groves, stonewalls and gently rolling meadow leading to nearly 200' of shoreline. The magic continues into the woodland over an artfully crafted footbridge through tall trees and over a rustling creek. Sitting high over the trees, the main residence offers captivating views and is an appealing design that includes 5 bedrooms on three levels and semi attached guest quarters. Stone steps weave through ample gardens to the vintage guest house and to the open expanse stretching to the water. A unique opportunity to own on this prestigious shoreline of legacy estates.

Link ID; 33024
Type: Single Family
Lot Size: 7.9500
View looking towards the Cape
721 Main Street, Vineyard Haven, MA
PRICE: $7,950,000

This spectacular waterfront West Chop home with panoramic views looking out across the Vineyard Sound will take your breathe away. A true beach home featuring 110 feet of private beach with dock and mooring, and positively the best swimming on the island! The great room with cathedral ceilings and floor to ceiling windows captures the boat activity in every direction. Easy living here with one wing with master and guest ensuite bedroom. A newly renovated state of the art eat-in kitchen just off the great room makes this the perfect home for entertaining. One bedroom and den is found off the kitchen with separate exterior access to an outdoor shower. A huge bonus here, and something that could not be duplicated today, is the quaint detached bedroom complete with a kitchenette and living room area. Additional garage and basement, perfect for storing the kayaks, beach toys and bikes! This is a very special offering, that is totally turnkey including furniture, all you need is your bathing suit!

Link ID; 30721
Type: Single Family
Lot Size: 0.8100
556 Chappaquonsett Road, Vineyard Haven, MA
PRICE: $7,000,000

This unique waterfront compound offers dramatic water views, privacy, direct access to 300+ feet of private beach, pastoral pond, tennis court, and multiple dwellings. The 22 acre property is in an old established area of the island abutted by gracious summer estates and hundreds of acres of permanently protected open space. The combination of the many existing structures and historic footprints combined with the staggering beauty of the waterfront setting creates a property with tremendous charm and vast potential in one of the Island's very special locations. While tucked away from the crowds it is only about a 12 minute drive from ferry to the property.

Link ID; 32041
Type: Single Family
Lot Size: 22.0000
In Katama amidst open filed protected by the Nature Conservancy.
26 Crackatuxet Cove Road, Edgartown, MA
PRICE: $6,975,000

This rare property on Herring Creek Farm is set on 4 private acres with pond frontage and water views and offers private Atlantic ocean beach as well as the beauty of the farm, with grazing horses, sheep, goats and alpaca. Nestled in the woods of the farm, the 4 bedroom home is light and bright with a substantial deck and plenty of open space to gather and appreciate the ocean views and setting. The property features a path offering an easy walk to Crackatuxet Cove, where one can launch a kayak to paddle across Edgartown Great Pond to the ocean beach or observe the natural wildlife. Take a golf cart down a small private road to reach the Atlantic Beach. With only 15 property owners and a total of 215 acres, much of which are open fields controlled by the Nature Conservancy, this experience and setting is one of a kind.

Link ID; 32364
Type: Single Family
Lot Size: 3.9500
Dock and active harbor view
44 Caleb Pond Road, Edgartown, MA
PRICE: $6,500,000

Edgartown Harbor- A remarkable location offering sandy shoreline and a deep water dock. The expansive four bedroom home, superbly designed to afford views from nearly every room, exudes elegance. Privately situated, yet within close proximity to the Village, even closer by water, this truly is the best of both worlds.

Link ID; 32881
Type: Single Family
Lot Size: 3.0000
Guest House
94 Menemsha Inn Road, Chilmark, MA
PRICE: $6,500,000

This elegant, architect-designed main house and guest quarters are steeped in privacy at the end of a picturesque Chilmark Lane. A private path leads you to the private North shore beach frontage that is provided by this property. With remarkable views of the Vineyard sound, Elizabeth Islands, and endless sunsets this lovingly maintained property has much to offer. The four bedroom main house is in excellent condition with a spacious, well laid out kitchen and dining space as well as a lovely screened-in porch. A large living room area, with stone fireplace and French doors, leads out to the terrace and ocean views. Vaulted ceilings, spacious bedrooms and an additional living space and bathroom in the lower level plus a detached guest annex with wonderful Sound views add to the appeal of this home. The gardens and manicured outdoor spaces of this land add to the already welcoming and flawless feel of this entire property.Menemsha village is only a short drive away or one could also walk along the shore's edge to get there. This home and property is truly a magical and restful place inwhich to enjoy the Vineyard.

Link ID; 30472
Type: Single Family
Lot Size: 5.6000
Menemsha waterfront house and guest studio with magnificent water views
94 Menemsha Inn Road, Chilmark, MA
PRICE: $6,500,000

This waterfront 4 bedroom 2.5 bath impeccable custom home and detached 1 bedroom, 1 bath guest studio are sited on 5.6 pristine acres. Enjoy spectacular water views and magnificent sunsets from almost every room as well as from the stone terrace, screened porch and master bedroom balcony. This is a finely crafted home with many wonderful details including salvaged heart pine floors and beautiful old beams. Relax amidst the gardens, expansive lawn and mature trees as you take in the beauty around you or go for a leisurely stroll to Menemsha Village. A short path leads to 340 feet of private waterfront on the Vineyard Sound where one can swim peacefully in the calm waters.

Link ID; 30425
Type: Single Family
Lot Size: 5.6000
348 Sea View Avenue, Oak Bluffs, MA
PRICE: $6,490,000

150 Feet of PRIVATE BEACH at this WATERFRONT COMPOUND IN HARTHAVEN - With 180 degree views of Nantucket Sound and beyond, this property offers a rare opportunity for a waterfront family compound or an investor's dream with a private beach. The three homes that make-up this unique 13 bedroom property are as follows: The "Main Deck" is a sprawling cape-style home with 5+ bedrooms, 2 1/2 baths, oil forced hot water heat, air conditioning, wood-burning fireplace, large covered deck overlooking the bluff and a screened-in porch. This home was updated in 1996. This home is considered the main house of the property because of its commanding location perched on the bluff. The "Captain's House" was rebuilt in 1996. It has a reverse-style floor plan to take full advantage of the sweeping water views. Featuring 2 master suites and 2 additional bedrooms that share a bath, this home is light-filled, open and airy. Two wood-burning fireplaces. The craftsmen that created this home gave extra attention to the wood details throughout and made the house worthy of the finest sea "captain". You will notice these details from the moment you walk into the foyer and move your way through the home to enjoy the beamed ceiling in the living room. The "Cottage" completes this property...almost. This home was also fully rebuilt in 1996. It consists of a living room with wood-burning fireplace, eat-in kitchen, first floor bedroom, first floor laundry and bath. The second floor bedroom has breathtaking views from its private deck. A second large deck runs along the back side of the house. All 3 homes have been created to be independent of each other and all feature air conditioning, outdoor showers and more. With plenty of storage and additional space to be creative with, the garage nicely completes this property. All homes have a solid rental histories with repeat tenants. Sellers would consider a full "turn-key" option.

Link ID; 18014
Type: Single Family
Lot Size: 1.5000
Expansive backyard
19 Pierce Lane, Edgartown, MA
PRICE: $6,100,000

Elegant and stately custom built home in the heart of Edgartown Village. The home exudes an Old World charm along with all of the amenities required by today's discerning buyers. Extensive detail work throughout, including a whimsical "boat bar" in the basement entertainment area. The main level has ample room for entertaining, with French doors leading from the living room to a covered deck with electric screens for summer comfort. The chef's kitchen features double Sub Zero refrigerators, two Miele dishwashers and an eight burner Viking Stove with griddle and double ovens. The home boasts 4 indoor fireplaces, 4 bedrooms with ensuites, multiple sitting areas, and balconies looking out to the large backyard and pool area, past Sheriff's Meadow to the Vineyard sound.

Link ID; 32920
Type: Single Family
Lot Size: 0.4400
Amazing waterfront location
4 Windy Way, West Tisbury, MA
PRICE: $5,850,000

Set on the highest island point on Makonikey in West Tisbury, this property's commanding, panoramic view is one of the best on the North Shore and possibly the whole island. At 108' above sea level, these breathtaking water views across Vineyard Sound, the Elizabeth Islands, Woods Hole, and of the coastlines from Aquinnah to Edgartown are truly one of a kind and will take your breath away! Take in the North Shore's boating activity during the day and the amazing sunsets at dusk! The property offers 3.3 private acres with a 4-br home and a detached artist's studio with old style Vineyard charm AND could be so much more! With the guidance and expertise of a local engineer, the owners have successfully accomplished permit approvals for a 5000 sf home. This engineering work and the Conservation Commission approval is included in the sale. The property can support up to six bedrooms and the acreage allows for a guest house. As part of Makonikey Association, owners will enjoy 3000' of coastline with two beautiful, sandy beaches. The shared stairs to one of the sandy beaches is a stone's throw away - great swimming, boating, fishing and sunsets. This is an authentic Vineyard experience.

Link ID; 31766
Type: Single Family
Lot Size: 3.3000
135 State Road, Chilmark, MA
PRICE: $5,750,000

Located on the edge of Quitsa Pond, this four bedroom home is perfect for summering on the Vineyard. Views from nearly every room of this home over Quitsa and Menemsha Pond. With extremely desirable dock space included, this property has two full private docks and one floating dock only steps from your door. First level of home is a large living area with kitchen all fronted by a large screened in porch. There is also another area that serves as bedroom or could also be used as a den or office space. Upper level has 3 bedrooms, large living room, full bathroom and loft space - great for the young ones. This home is great for entertaining and offers some of the most spectacular views in Chilmark. Enjoy sunset views over the pond...or swim off of the private sandy beach area on the pond which is great for young swimmers and for launching kayaks...All of this just within a short distance of Squibnocket Beach.

Link ID; 19770
Type: Single Family
Lot Size: 1.9000
275 South Farm Road, Vineyard Haven, MA
PRICE: $5,700,000

Not all vineyard waterfront properties are the same. This waterfront estate on the shores of Lake Tashmoo is truly unique. Located on 6.4 acres of woods, the house is on a point of land with water on three sides. There is a main house and several outbuildings. The property is landscaped with two circular drives, brick walkways and over 700 feet of deepwater frontage on Lake Tashmoo. A sandy beach is a few steps away from the front porch. It slopes gently into the water and is ideal for young children. There is a plentiful supply of shellfish just off the property. There is a family of otters, a pair of ospreys that live near the shore and an occasional sighting of harbor seals. It is a bird watcher's paradise. The house has five comfortably sized bedrooms, two of which have their own outside entrances and private decks. The master bedroom and bath occupies the entire second floor of the house, and has the utmost privacy. It has a loft, built-in bureaus, a fireplace and a wraparound outside deck. The living room has fireplace, wood paneling, yellow pine floors and a cathedral ceiling with skylights. A glass wall opens into a screened porch, a favorite place to dine in the summer. The dining room is connected to the kitchen by a set of French doors. It has yellow pine floors, wood paneling and wraparound windows. There is also a family room with a very private screened porch overlooking the dock. The entire house is very bright and cheerful with skylights and an abundance of windows. Have you been searching for Vineyard waterfront properties with a deep water dock? Search no more! Don't miss the opportunity to own this stunning Lake Tashmoo property.

Link ID; 29771
Type: Single Family
Lot Size: 6.4000
3 Dunes Road, Edgartown, MA
PRICE: $5,500,000

Situated just steps from South Beach, this stunning home on Dunes Road is the perfect blend of seaside comfort and classic sophistication. The home is beautifully appointed and the outside amenities create a resort-like compound. Interior and exterior spaces flow seamlessly making a perfect environment for entertaining and relaxation.

Link ID; 32393
Type: Single Family
Lot Size: 1.5000
77 North Neck Road, Edgartown, MA
PRICE: $5,500,000

This very special North Neck Road beachfront property offers nearly 6-acres of land. The four-bedroom / four-bath house is situated to take advantage of the expansive and spectacular views of the Edgartown Light House and the harbor front. The lot is surrounded by mature vegetation to the sides and rear while the interior offers rolling pastures, sloping to water's edge. A walking trail accesses over 200 feet of beach, a small beach house and a private pier. There are permit ready plans approved for a spectacular 8,500 Sq. Ft. main residence and carriage house. Please inquire to learn more on this very special opportunity.

Link ID; 26519
Type: Single Family
Lot Size: 5.8500
Stunning approach
122 Kuffies Point Way, Vineyard Haven, MA
PRICE: $5,499,000

Waterfront on Lake Tashmoo with sweeping water views. This highly sophisticated home with deeded north shore beach access was built by Mark Baumhofer and bears all the hallmarks of a luxury residence. The design blends rustic elements with contemporary styling, all to dramatic effect. Privacy is assured with three of the four bedrooms being bedroom suites, one upstairs and two semi-detached. The lush landscape by renowned Tea Lane Nursery is all-organic. Custom details include plaster walls, CWM copper-clad windows, doors and windows made from the highest grade Tahitian mahogany, radiant floors, and a 23 ft ceiling height in the Great Room. The property abuts 50 acres of Sheriff's Meadow conservation land to the west, and to the east, a 6-acre parcel that cannot be subdivided. A 42-acre farm lies immediately to the south. The 150-ft north shore beach to which owners have deeded access is reachable via a quiet country road or by kayak, canoe, or paddleboard. This beach offers excellent swimming and beautiful sunsets. Please view imagery and request a specifications sheet for more information on this spectacular property.

Link ID; 31874
Type: Single Family
Lot Size: 1.5280
82 Turkeyland Cove Road, Edgartown, MA
PRICE: $5,395,000

RARE FIND ON THE EDGARTOWN GREAT POND: OPEN VIEWS, PRIVATE DOCK, PRIVATE SOUTH SHORE BEACH AND ABILITY FOR SEVEN BEDROOMS. Located at the end of a private winding drive this spectacular 3.4-acre waterfront property is surrounded by a natural landscape of shady mature oaks, pines and maples, and a lush lawn that leads right up to the water's edge. Facing southwest with views across the pond, the site provides afternoons basked in warm golden light that softly turn into brilliant colored sunsets. This property boasts a PRIVATE DOCK located on the Edgartown Great Pond, which is ideal for exploring by boat, kayak, canoe or paddle board There are only three docks on the entire Edgartown Great Pond -- so this is a very rare and valuable amenity. The property includes deeded access to a PRIVATE ASSOCIATION SOUTH SHORE BEACH which is accessible by boat and an ideal place perfect Vineyard summer days, sunset dinners by the beach and more. This attractive Katama property is grandfathered in to allow up to SEVEN BEDROOMS (current standards would typically only allow for a maximum of five bedrooms). Bring your visions to crate a signature waterfront estate in Katama. There is currently a 4-Bedroom Main House plus 3-Bedroom Guest House on the property which would can be renovated or replaced with new homes. ***NOTE. See video for a tour of this property and the private association beach.

Link ID; 32915
Type: Land
Lot Size: 3.4000
82 Turkeyland Cove Road, Edgartown, MA
PRICE: $5,395,000

RARE FIND IN KATAMA: WATERFRONT COMPOUND WITH POND, DOCK AND PRIVATE BEACH ACCESS. Located at the end of a private winding drive and set on over three bucolic acres, this spectacular waterfront property is comprised of a Main House plus Guest House -- with a total of SEVEN bedrooms -- making it an ideal family compound or rental property. Both shingle-style contemporary homes feature open-designed living spaces highlighted by vaulted ceilings, an abundance of glass and expansive decks to maximize indoor and outdoor living. Surrounded by a natural landscape of shady mature oaks, pines and maples, and a lush lawn that leads to the water's edge, this property faces west across the Edgartown Great Pond, providing afternoons basked in warm golden light that softly turn into brilliant colored sunsets. This property boasts one of the few RARE private docks located on the Edgartown Great Pond, which is ideal for exploring by boat, kayak, canoe or paddle board. Nearby Sheriff's Meadow conservation land offers beautiful walking trails -- and access to a private, sandy South Shore beach is also just minutes away by boat. This property is an ideal Vineyard retreat for creating lasting summer memories for years to come! There is also a strong rental history and furnishings are available for separate purchase. See video for a house and lifestyle tour of the property and private beach.

Link ID; 30420
Type: Single Family
Lot Size: 3.4000
11 Azalea Lane, Chilmark, MA
PRICE: $5,200,000

With 425 ft of private ocean beach, this offering deserves its reputation as the "ultimate beach house". The 5-bedroom home has been completely renovated to the highest specifications with a focus on bold contemporary choices to take advantage of the views and setting. The beach stairs provide access to a wide swath of sand that many consider the most beautiful stretch of beach on Martha's Vineyard. To fully appreciate this extraordinary setting, view the images in the "photo gallery" and watch this drone video: https://vimeo.com/175588276

Link ID; 30618
Type: Single Family
Lot Size: 8.0000
3 Eliot Avenue
3 Eliot Avenue, Chilmark, MA
PRICE: $4,995,000


A substantial Tom Tate built home on 1.2 acres in Chilmark, designed to work with the landscape to maximize the spectacular water views from almost every window. Experience the most amazing sunrises and sunsets with panoramic views over Nashaquitsa and Menemsha Ponds and the Elizabeth Islands to the North, with Menemsha and Stonewall Ponds and Atlantic beach to the south. At over 4,600 square feet, this fabulous 5 bedroom, 4 bathroom home has been thoughtfully designed with both year round living and summer entertaining in mind. The grand entrance foyer separates the master bedroom suite on the south side of the main level from the open living room with feature fireplace and doors to the decks. There's a superb open gourmet kitchen with custom heart pine countertops and top notch appliances and adjacent large dining space. There are multiple doors to all the outdoor spaces, and decks span the whole length of the home. Two staircases take you down to private guest bedrooms, baths and a great family / hang out space with doors to private hot tub and patio. It's a short stroll to Stonewall Beach and the boat launch on 'Quitsa pond. This property must be seen to be appreciated. Steps away from your own private access to Stonewall beach. Strong rental history.

Link ID; 32911
Type: Single Family
Lot Size: 1.2100
View From Vineyard Haven Harbor Toward Dock
32 Temahigan Avenue, Oak Bluffs, MA
PRICE: $4,995,000

HISTORIC EAST CHOP WATERFRONT ESTATE WITH BOATHOUSE AND DEEP WATER DOCK. Originally built in 1870 with all of the grandeur of a 19th century seaside estate, this grand historic home features over 6,000 square feet of finished interior living space which was meticulously renovated from top to bottom in the year 2000, under the direction of noted architect, Joseph Dick and island builder, Everett Whorton. Today, this luxurious home maintains all of the original character and architectural details of the era, including beautiful coffered ceilings, gorgeous custom wood paneling, and finely crafted millwork throughout. The property boasts sweeping views from three floors of living space -- plus a spacious outdoor deck -- across the 3.2-acre property with rolling lawn, patio with stone fireplace and beautifully landscaped grounds to Vineyard Haven Harbor and Vineyard Sound beyond. A wooden boardwalk crosses over a small pond, leading to the water's edge where a 750-sf boathouse with stone fireplace, kitchen and bath sits adjacent to a deep water dock and moorings. The property also includes a detached 2-car garage with unfinished living space above which can be easily transformed into a beautiful Guest House, also with water views. This iconic property is the ultimate place to gather family and friends and create treasured Vineyard memories for years to come. Furnishings are available separately.

Link ID; 32756
Type: Single Family
Lot Size: 3.1970
49 South Summer Street, Edgartown, MA
PRICE: $4,750,000

Located just 2 blocks from Edgartown Harbor and Main Street, in the shadows of the beautiful Federated Church, lies this classic, reimagined Cape style residence. This high level restoration yielded an amazing combination of traditional exterior architecture with a delightfully surprising stylish interior. The ground floor offers a large entertainment area with its own kitchen, fireplace and French doors leading to the covered porch and formal gardens. There are also 3-bedrooms and 2.5 baths on this level. The second floor offers a cathedral ceiling living/family room with fireplace, kitchen and deck, all with a peak of Edgartown Harbor. The balance of the second floor features a luxurious master suite. The full height, lower level has a media room, powder room, large laundry and guest bedroom. Complimenting the property is a handsomely finished garage with an attached guesthouse offering a living room with kitchenette, bedroom with private bath and a lower level with media room and powder room. Lastly, the grounds are meticulously landscaped and provide several enchanting sitting areas, garden pergola, two exterior showers and ample parking.

Link ID; 32814
Type: Single Family
Lot Size: 0.1900
Aerial View of Backyard and Main House
63 Peases Point Way North, Edgartown, MA
PRICE: $4,700,000

New construction in Edgartown Village within walking distance to all shops and restaurants. Patrick Ahearn designed home with family and entertaining in mind. Main home and detached garage/Carriage house look out onto the lawn and pool area. Main house first floor has an open concept with a chef's kitchen that opens out via French doors onto the pool area as well as a second set opening to an outdoor Portico with fireplace. Carriage house has a main level cabana with bathroom, wet bar and fireplace. High Efficiency and Smart Technology with controls to remotely manage utilities, emergency power, lighting and security. Elegant touches include Coffered Ceilings, Beadboard trim, marble and granite counter tops and multiple built-ins throughout the house.Please look at the drawings under documents as well as in Photos.

Link ID; 30306
Type: Single Family
Lot Size: 0.1800
15 Tilton Way, Edgartown, MA
PRICE: $4,350,000

Custom designed and built house by Patrick Ahern and Hob Knob Construction. No detail overlooked! Turn key Village Home. Hand crafted architectural details through out. Gourmet cooks kitchen with sunroom overlooking the yard and pool. Formal dining room, living room and antique paneled library all with wood burning fireplaces. Four bedrooms upstairs with access to outside decks. Master bedroom has wood burning fireplace. Lower level complete with one bedroom private bath, billiards room and large laundry room. A must see fabulous house!

Link ID; 28206
Type: Single Family
Lot Size: 0.2300
3 East Pasture Lane, Aquinnah, MA
PRICE: $4,100,000

Boasting one of the most spectacular views in Aquinnah, this home is poised on 6 acres and majestically resides over the Menemsha Pond and Vineyard Sound. With expansive living space spanning three levels, the four bedroom home has simply breathtaking views, manicured grounds and wonderful outdoor entertaining spaces. Two master suites and two additional bedrooms, open living floor plan and views from nearly every room of this home!

Link ID; 31791
Type: Single Family
Lot Size: 6.0000
19 and 25 Beach Road, Vineyard Haven, MA
PRICE: $3,995,000

Long term gas station lease in place - with additional tenants on-site. Rare Investment Opportunity on Martha's Vineyard. Multiple Buildings on two parcels and steps from the Steamship Terminal located in a high visibility and heavily traveled year round port. Inclusive of Citgo Gas Station and Convenience Store. Long Term Gas Station Lease - Credit Tenant. Please note: Gas station tenant has the Right of 1st Refusal on the property.For Lease is the end-cap space at 19 Beach Road - front building consisting of 750 SF and offered for $1,875/Month plus Utilities.For Lease is the middle space at 19 Beach Road - front to back consisting of 1,014 SF and offered for $2,500/Month plus Utilities.

Link ID; 33013
Type: Commercial
Lot Size: 0.7199
Part of 16 Forever Wild Way, Edgartown, MA
PRICE: $3,995,000

Herring Creek Farm welcomes you with over 100 acres of conservation land and a beautiful farm setting offering a serene feeling of peace as you enter. The 3-acre lot with lovely water views overlooks Slough Cove, Edgartown Great Pond and the Atlantic barrier beach beyond. The property has deeded access to the pond to enjoy swimming, fishing, boating and relaxing by the waters-edge.The lot will support a 4 bedroom home. The property is a rare opportunity to build your island oasis on one of the last build-able lots in Herring Creek Farm. Recent subdivision LCP13419-18 - Assessed value and taxes are prior to division of property.

Link ID; 32553
Type: Land
Lot Size: 3.0200
35A North Neck Road, Edgartown, MA
PRICE: $3,995,000

North Neck... a truly spectacular setting with amazing, endless views from Edgartown Harbor, across Nantucket Sound and around to Cape Poge Bay. A casual and highly functional layout, a large common area complete with soaring ceilings and fireplace is flanked by two bedroom wings, ideal for easy summer living. The property includes 4.6+ acres of land,nearly 500' of private sandy beach and dock - swimming, boating and fishing are just steps away!

Link ID; 30578
Type: Single Family
Lot Size: 4.3000
View from harbor
111 Main Street, Vineyard Haven, MA
PRICE: $3,950,000

Tucked down an unassuming driveway and invisible from the street, this 19th century Cape is just steps from Vineyard Haven's year-round shopping and cultural center. Terrace after terrace unfolds as you descend toward the waterfront through the lovely 2/3-acre compound, culminating in 68 feet of beach on the inner harbor.The main house, built around 1825, has four bedrooms plus an office/bedroom, three-and-a-half baths and five fireplaces. Harbor views abound from many vantage points, with character-filled features including wide board floors and extensive wainscoting, broad-silled windows, plaster walls and low ceilings. A seven-bedroom septic was installed in 2013.The property boasts many extras: a garden shed, detached one-car garage, large harborview porch with arched beadboard ceiling, and lush, mature gardens. A secret gate provides access to Owen Park with its town wharf and gazebo. Near the harbor is a boathouse with brick fireplace, built-in bunkbeds, barrel-ceilinged interior with natural wood, tiny bath and kitchenette. The peaceful private beach, perfect for crabbing, kayaking and contemplation, crowns this property where future memories are waiting to be made. A mooring is available.

Link ID; 31682
Type: Single Family
Lot Size: 0.6726
2 Chockers Lane, Chilmark, MA
PRICE: $3,900,000

Exquisite piece of Chilmark available with frontage on Menemsha Pond. This gorgeous parcel has already been staked, surveyed, and the well and septic are already complete and in place! The expansive views of Menemsha Pond and beyond include the Vineyard Sound and Elizabeth islands inclusive of sunset views. Build your dream home and explore the beauty of all that Chilmark has to offer.

Link ID; 32231
Type: Land
Lot Size: 9.2700
Water View Toward Edgartown Harbor (From Second Floor Covered Porch)
74 North Water Street, Edgartown, MA
PRICE: $3,750,000

PRECIOUS ANTIQUE GEM ON NORTH WATER STREET. Sitting majestically on North Water Street, this circa 1830's Captain's House has been tastefully updated while maintaining its authentic historic charm. Period details include an open staircase, antique wide planked floors, six original fireplaces, period millwork and built-ins, all of which are in exceptional condition. This classic village home blends formal and casual living areas within three floors of generous living spaces for easy living and entertaining. The inviting eat-in kitchen features vaulted ceilings and a cozy sitting area, which make it the perfect gathering spot of the home. French doors open from the kitchen onto a brick terrace and expansive private yard, which is perfect for outdoor dining, entertaining and family plan during the summer months. The backyard will nicely accommodate an in-ground pool and terrace. Another unique feature of this charming property is a covered second-floor porch where you can relax with a cup of coffee or a good book and enjoy the sparkling water views of Edgartown Harbor just across the way. Of course, Edgartown Harbor, the lighthouse and all the best of village living awaits, just outside the front door. This precious gem will truly capture your heart.

Link ID; 29350
Type: Single Family
Lot Size: 0.2300
Waterfront Exterior
55 Jewett Lane, Vineyard Haven, MA
PRICE: $3,700,000

HISTORIC WATERFRONT ANTIQUE - Come live a bit of history in this beautifully restored six-bedroom, four-bath Colonial, formerly a tavern built in 1768, visited by seamen until the 1850's. Many of the small rooms of the tavern were combined into larger spaces when the building was converted into a home. Original architectural details remain including dentil work on the mantel of the living room fireplace, gunstock corners, beaded wainscoting and wide pine floors. Enjoy relaxing on the breezy porch watching the busy activity in the harbor or walk down the garden path to the stairs leading to the shore front lounging deck offering spectacular views of Vineyard Sound. Keep your dingy or kayak on the newly refurbished beach to easily reach your boat on a mooring immediately in front of the house. The house can be purchased with most of the furnishings. Substantial rental income.

Link ID; 31963
Type: Single Family
Lot Size: 0.8100
Fenced in yard with fenced in garden
415 Katama Road, Edgartown, MA
PRICE: $3,649,000

Katama's playground at it's best! Right outside your back door is a Gunite salt water pool with separate 8 x 8 ft hot tub. There is also a chef's patio kitchen with gas grill, pizza oven, food and wine fridge, freezer and ice machine all built into a granite island and counter top. Your guests will enjoy sitting by the outside fireplace and or enjoy the Sunbrite 55" TV as you cook and entertain. Acres of irrigated fenced in lawn area for the games of your choice. Short walk to the beach or Katama bay and an easy bike ride to the village. Main house has 3 bedrooms and 2.5 baths and was fully renovated in 2016. New 3 car garage built in 2017 offers additional luxury bedroom with views of the farm and complete privacy from the main house. The property abuts 17 acres of conservation land offering privacy not found in Katama. The whole property has been up graded with attention to detail not found in most homes. There are marble baths, steam showers with music, the entire property has Sonos system, pool house, heated garage, a dehumidifying systems, cedar closets, central a/c this property makes great vacation living for an extended family.

Link ID; 33288
Type: Single Family
Lot Size: 1.6000
63 Harbor View Lane, Vineyard Haven, MA
PRICE: $3,545,000

Perched high on a sunny bluff, this quintessential Vineyard Haven harbor front home is located on

Link ID; 32387
Type: Single Family
Lot Size: 0.6359
23 North Neck Road, Edgartown, MA
PRICE: $3,500,000

Waterfront perfection on Chappaquiddick's coveted north shore. Set high on a bluff with stunning views of Edgartown, the outer harbor, Nantucket sound and Cape Pogue, this beautiful property features 300' of private sandy beach and 5.7 acres. The contemporary style five bedroom home is bright and airy, with floor to ceiling windows framing the outstanding water views. The central living room features a massive stone fireplace and soaring ceilings, and is ideal for entertaining with easy access to the home's expansive decking. The thoughtful layout includes an exceptionally large master suite with private bath, and two additional bedroom wings - one with three bedrooms, two bathrooms and a play room and the other a large bedroom suite with private bath, sitting area, and view of the Sound. Offered for sale for the first time in over 40 years, this property is truly a outstanding offering in one of Martha's Vineyard's most sought after locations.

Link ID; 27357
Type: Single Family
Lot Size: 5.7000
Looking east from beach path
733 Main Street, Vineyard Haven, MA
PRICE: $3,475,000

This contemporary A-frame located by Sheriff's Meadow in West Chop has unsurpassed views over the Meadow towards the Cape and the Sound and over 145 feet of private beach looking out towards East Chop and the outer harbor. The detached guest house is complete with office, kitchen, bedroom and bath which could not be duplicated today. The main 3 br. house enjoys a 415 sq. ft. deck and a 96 sq. ft. porch area to view all the summer boat activity. This house could be part of a magnificent waterfront compound with the purchase of 741 Main St. next door. This is a very special spot and a rare opportunity.

Link ID; 33134
Type: Single Family
Lot Size: 0.9100
Proposed Front Elevation
20 West Street, Edgartown, MA
PRICE: $3,475,000

Exciting opportunity in the heart of Katama. Build your dream home on this private 1.5 acre lot in a well-established high-end neighborhood close to South Beach. A spectacular home to be built by an established high-end island builder. There is still time to customize the design and building specifications. The 4 bedroom home will feature ~4000 sq. ft. of living space with exquisite craftsmanship and beautiful finishes throughout. Master bedroom suites on both levels and plenty of space for entertaining inside and out. Purchase price includes main house, 18 x 35 gunite pool with stone patio, detached screened porch with fireplace and a 2-car garage. A new construction opportunity not to be missed! PRE-CONSTRUCTION PRICE!

Link ID; 32226
Type: Single Family
Lot Size: 1.5100
98 Peases Point Way North, Edgartown, MA
PRICE: $3,450,000

A premier parcel on Pease's Point Way awaiting a significant Village home, pool and other accessory buildings. Lot will support 6 bedrooms. A rare chance to build on an oversized parcel in the Village, just blocks from Eel Pond, Fuller Street and Lighthouse beaches, the harbor and Main Street boutiques and restaurants.

Link ID; 32978
Type: Land
Lot Size: 0.5001
102 Peases Point Way North, Edgartown, MA
PRICE: $3,450,000

An unusually large parcel of raw land, just under 3/4 acre, in the Village with a most gracious presence down a long drive from Pease's Point Way. Development options abound with up to 7 bedrooms possible, a pool, pool house and other accessory structures. A rare chance to create a prominent compound just blocks from Eel Pond, Fuller Street and Lighthouse beaches, the harbor and Main Street shops and restaurants.

Link ID; 32704
Type: Land
Lot Size: 0.6695
53 Circuit Avenue, Oak Bluffs, MA
PRICE: $3,350,000


COMMERCIAL BUILDING AND TURNKEY RESTAURANT INVESTMENT OPPORTUNITY. "State of the Art" construction for up to 99 seat occupancy restaurant with 3 spacious apartments in a central location bustling with foot traffic. This vintage landmark underwent a massive renovation from 2012-2014 in which the ground floor was completely removed to enable excavation of a new commercial basement with new electrical, plumbing, and fire/flood/intruder infrastructure. No cost was spared engaging the best architects, lighting and sound designers, interior designers, mixology/bar experts, and commercial furniture/fixture artisans to create this stunning 100% code-compliant restaurant with 2 well full bar, espresso takeout bar, accessible restrooms, and retail space. The second floor was entirely renovated into a 3 bedroom, 2 bedroom, and studio apartment connected to an attractive common area with central AC and heating throughout...ideal for employee/management/owner housing! The new basement, vital to a great restaurant, is spacious, immaculate, bone dry, and pest free with high ceilings, large walk-ins, commercial laundry, secure liquor room, employee lockers, lots of commercial shelving for dry goods etc. and with a portion designed to allow easy conversion into a prep kitchen. This property must be seen to appreciate that it is the BEST commercial restaurant on Island.

Link ID; 32917
Type: Commercial
Lot Size: 0.0600
71 Kanomika Road, Edgartown, MA
PRICE: $3,350,000

Set beautifully on the southwest part of Kanomika, a prominent peninsula on the Edgartown Great Pond, this prime waterfront parcel is the ideal place to create your dream residence. With over 6 acres and approximately 500' feet of waterfront, the property includes one of the most sandy stretches on the Pond and a southwesterly orientation which provides rare potential for sunsets and spectacular water views toward Swan Neck and dunes in the distance. Launch a boat to enjoy beach on the Atlantic, or swim or sun along your own private shoreline. Perfectly located on the waterfront, the property includes access to a shared tennis court as part of Kanomika - a private neighborhood with protective covenants and waterfront lots of 4 acres or more. Convenient to downtown and Katama, the area is characterized primarily by forest and gently sloping topography and the approach, off Meetinghouse Road, crosses a sprawling meadow that is under conservation. Bring your architect or builder and express what home on the Vineyard means for you in this most pristine and natural locale.

Link ID; 31443
Type: Land
Lot Size: 6.2000
Birds eye view
14 Temahigan Avenue, Oak Bluffs, MA
PRICE: $3,300,000

Historic Water View Home with views of endless sunsets and sailboat races! On the market for the first time in over 50 years. Originally built in 1915, this stately Dutch Colonial has been enjoyed as a family gathering and celebration place every summer. Everything about this house....the 7 bedrooms, grand foyer, imposing dining and living rooms (both with water view), the original hand crafted woodwork details and the full length wrap around covered veranda overlooking West Chop and Vineyard Sound....will help you create your own family legacy and memories on the island. You will be amazed by the classic architecture of the home and the sweeping back yard inviting games for the young and old alike. A deeded walkway to the beach is included where you can keep a dingy to row out to your moored boat, sit and watch the sun set over West Chop or take a quick dip in the Sound. Remember...this is a home where porch parties are a must!

Link ID; 32282
Type: Single Family
Lot Size: 1.0000
7 Maple Hill Road, Aquinnah, MA
PRICE: $3,299,000

This Contemporary home is tucked into the dunes off Moshup Trail and offers the most incredible South Shore ocean views. Deeded beach rights are just a stroll away. There is a total of 3527 square feet of living space, 4 bedrooms and 3.5 baths. The open floor plan includes a spacious living/dining room with cathedral ceiling and fireplace, a modern kitchen with granite counters, all offering expansive ocean views all around. The spacious deck with hot tub are perfect for out door entertainment. The guest wing, separated from the main house by a screened-in porch, includes 2 bedrooms that share a full bath. The first floor master with fireplace and private bath have cathedral ceilings. A first floor laundry room is just off the kitchen. The second floor features a second floor den/office space, a 4th bedroom, full bath and a roof deck protected from the ocean breezes. To top it off, a 3rd floor tower with windows all around offering views of the South Shore, Gay Head Cliffs and the Lighthouse. New Heating and A/C, a partial basement and oversized garage. Sited on almost 3 acres of privacy and seclusion, there are mature plantings, perennial gardens, stone walls and your own pond with a charming bridge that takes you on walking trails throughout. Truly an enchanting property.

Link ID; 32431
Type: Single Family
Lot Size: 2.8500
View from area of house site
160 Plum Bush Point Road, West Tisbury, MA
PRICE: $3,250,000

Waterfront building lot and Quansoo Beach ~ The Seller has agreed to include his Quansoo Beach lot with the building lot for price of $3,250,000. Please call if you have any questions. This peaceful and serene spot on Tisbury Great Pond is awaiting your imagination. A 6.4 acre waterfront parcel has +/-365 ft of frontage on Tiah's Cove across from the Land Bank Sepiessa Point Reservation of 173.7 acres. Fishing, clamming oystering, kayaking, boating and swimming will be just out your front door when you build your new home. Natural Heritage and Endangered Species Development envelope has been approved. There is a six-bedroom septic design in hand. Soils in the area would allow for a larger system, should a Buyer want more bedrooms. Development costs will be a Buyer's expense.

Link ID; 31797
Type: Land
Lot Size: 6.4000
5 Herring Run, Chilmark, MA
PRICE: $3,200,000

Simply charming home that enjoys one of the most breathtaking views you will ever see. Perched high on a hill, the views of Menemsha Pond, Vineyard Sound, the Elizabeth Islands beyond and the nearby marshlands with their abundant bird life are simply mesmerizing. 3 Acres of land with Deeded rights to a sandy Menemsha Pond cove that is shared by just 4 households and which you access down a short, pretty, winding path. Perfect for swimming, fishing and boating. A new well and a 5-bedroom septic have been installed. The newly-refreshed home has open living spaces that all enjoy the water views and there are 3 comfortable bedrooms and 2 tiled baths. Enjoy this Chilmark classic just as it is - or renovate to your heart's desire. * Land Assessment and Taxes are an approximation because lot is being re-configured.

Link ID; 30966
Type: Single Family
Lot Size: 3.0000
Front Exterior
22 Pierce Lane, Edgartown, MA
PRICE: $3,000,000

In-town charmer. This 5-bedroom Victorian is located on a quiet street of multimillion-dollar homes, and represents an opportunity for the buyer seeking entree into one of the island's most distinguished neighborhoods. Tucked away from all the hustle and bustle of village living yet it is an easy stroll to Edgartown Harbor, shopping, restaurants, and Fuller Street Beach. With one-third of an acre of land, there are plenty of options for the future owner, whether it involves a major renovation and/or addition, swimming pool, or new construction. Experience village living in one of New England's most charming communities.

Link ID; 32104
Type: Single Family
Lot Size: 0.3300
15 Lake Road, Chilmark, MA
PRICE: $3,000,000

Endless Atlantic Ocean views, Squibnocket Pond, rolling hillsides, dramatic vistas, centuries old stone walls, gravel roads... these are just some of the features of this extraordinary property new to market for the first time in nearly fifty five years. This architect designed modern Cape Cod home with five bedrooms and two and one half baths on nearly three acres can be your summer place. Swim, kayak, row or clam in Nashaquitsa Pond, surf at Squibnocket or relax and enjoy the unspoiled, crowd free beach at Zacks in Aquinnah (with membership).

Link ID; 25297
Type: Single Family
Lot Size: 2.7000
House located in center of image.
15 Maqua Way, Edgartown, MA
PRICE: $2,999,000

Enjoy private beachfront and stunning water views from this antique home with 7 bedrooms spread over 3000 square feet. The home is in immaculate condition and lives like a house more modern than its 300-year-old pedigree would suggest, with lots of privacy as well as expansive common space. This is the perfect home for a large extended family or those who like to entertain lots of guests. Above all, though, this is the ultimate Chappy vacation escape, perfectly located for you to enjoy the natural playground of sun, sand, and sea in your backyard, with extensive opportunities for fishing, clamming, swimming, boating, and watersports of all kinds. Note: Seller will discount property by $400,000 if buyer wishes to build a new home on the lot and agrees to let seller salvage the house. View a drone video of the property by pasting this URL into your browser: https://vimeo.com/174675397

Link ID; 29277
Type: Single Family
Lot Size: 5.2300
Front Exterior
98 Mattakesett Way, Edgartown, MA
PRICE: $2,995,000

KATAMA - See the ocean, hear the ocean, and smell the ocean from this light-filled contemporary home. The design is perfect for a family beach home and is also ideal for entertaining friends and family. The floor plan maximizes the Atlantic Ocean views - the open plan living, dining, and kitchen areas open out onto to the expansive deck. Four bedrooms, 5 bathrooms, recreation room, and den/tv room provide ample room for extended family and visiting friends. The house itself offers almost 4,100 sf of living space that takes full advantage of Katama's big sky and sunshine.

Link ID; 33032
Type: Single Family
Lot Size: 0.5000
15 Moffett Way, Edgartown, MA
PRICE: $2,995,000

SPLENDOR ON SENGEKONTACKET. Once part of the 240-acre Amoz Smith Farm, this gorgeous estate-sized property abuts Felix Neck Wildlife Sanctuary -- and shares a legacy to Felix Neck as previous owners, Lucia and George Moffett, gifted roughly 200 acres of land that make up Felix Neck Wildlife Sanctuary today. Perched on a gentle knoll, the property enjoys superlative views across meadowlands to Sengekontacket Pond and Nantucket Sound beyond. A protective easement provides access to the shores of Sengekontacket Pond, providing many opportunities for kayaking, canoeing, paddleboarding and more. Since the property is surrounded by conservation land, there are also miles of nature trails that are ideal for exploring by foot. Bring your creative vision to fruition in this most special and private setting surrounded by water, meadow and woodlands. NOTE: **** This offering is made up of four separate parcels (including 11, 12, 15 and 20 Moffett Way) with a conservation restriction; the property cannot be developed nor subdivided. There is currently a Main House and Guest House on the property, which can be renovated and/or replaced by new construction. Buyers can also use the current Guest House while a new home is designed and built on the property.

Link ID; 32289
Type: Land
Lot Size: 9.1000
Back view of the house
11 Howell Lane, Chilmark, MA
PRICE: $2,950,000

No detail was forgotten in this meticulously maintained Post and Beam custom home down Flanders Lane. A peaceful setting where you can hear the Menemsha bell chiming in the distance. With four spacious bedrooms, 2 of which are master bedrooms, gracious living areas, beautiful outdoor spaces and deeded rights to 200' of Menemsha Pond frontage, this home is a rare find. From the Alaskan cedar shake roof, to the soapstone kitchen counters and sink, the level of quality and craftsmanship is supreme. The finish work of the oversized living room with huge brick fireplace is an ideal resting place for those chilly winter evenings. The cozy TV/Dining area off the kitchen serves as the perfect entertaining space that can spill out onto the stone patio. A brand new 18 x 36 gunnite heated saltwater in-ground pool currently being added to this unique gem of a property, will enhance the already well maintained and beautiful landscapes and gardens surrounding this home. A must see property, too many details and qualities to list. An unparalleled find!

Link ID; 33171
Type: Single Family
Lot Size: 4.6800
Photo at pond front
160 Plum Bush Point Road, West Tisbury, MA
PRICE: $2,950,000

This peaceful and serene spot on Tisbury Great Pond is awaiting your imagination. A 6.4 acre waterfront parcel has +/-365 ft of frontage on Tiah's Cove across from the Land Bank Sepiessa Point Reservation of 173.7 acres. Fishing, clamming oystering, kayaking, boating and swimming will be just out your front door when you build your new home. Natural Heritage and Endangered Species Development envelope has been approved. There is a six-bedroom septic design in hand. Soils in the area would allow for a larger system, should a Buyer want more bedrooms. Development costs will be a Buyer's expense.

Link ID; 31801
Type: Land
Lot Size: 6.4000
111 Upper Main Street, Edgartown, MA
PRICE: $2,850,000

Featured in Charles Moore's

Link ID; 31853
Type: Single Family
Lot Size: 0.1900
156 South Road, Chilmark, MA
PRICE: $2,800,000

Coveted ownership in the Hancock Beach Association is included with purchase of this quintessential Vineyard retreat on a large 5 acre lot on South Road just 1.5 miles to the beach and West Tisbury. Upon entering this charming Cape you are immediately greeted with a warm yet dramatic post and beam living room with cathedral ceilings and a wood burning fireplace encased in a custom made floor to ceiling wood surround. This room sets the tone for the rest of the home which is very unique in both layout and architecture. The kitchen includes a small island and an additional room which could be used as a more casual eating area or sitting room. There is a bedroom and a den and bath in this section of the house leading to an inviting long corridor which provides access to the second bedroom and finally the master en suite. Placing a couple of the bedrooms away from the main living areas' is great for groups with small children or elders who might prefer to retire a bit earlier then the rest of the family offering peace and quiet from a busy summer day. The home has a full house generator which is a must have for winter use.The house is sited on a dramatic, park like setting lot which offers many options in terms of landscaping or expansion to the house. In season it offers a large lawn area as well as an expansive area of wild flowers, grape vines and vegetable garden. The large lot enables the buyer to add a guest house, barn, garage, pool, etc with town approvals. Access to the private Hancock Beach is just minutes down the road by car with ample parking if you wish to bring your lawn chairs, lunch, kayaks and canoes as it also offers access to Chilmark Pond. With very few members of the Hancock Beach you will never need to worry about finding a place to park or room for your beach towel and chairs. This is truly a once in a life time opportunity for those who love the quintessential Vineyard experience in Chilmark, are looking for South Road and want access to beautiful Hancock Beach.

Link ID; 33282
Type: Single Family
Lot Size: 5.0000
3 Clam Point Cove Road, Chilmark, MA
PRICE: $2,800,000

Breathtaking views from this 3 acre waterfront parcel. Build your dream home with one-of-a-kind views of Quitsa Pond out to the Vineyard Sound and the Atlantic Ocean. Walk to 77 feet of private waterfront where you can paddle board, kayak and sail out to Menemsha and the Vineyard Sound. Recently engineered, this parcel will support a 6 bedroom home. Inspired by the site, Breese Architects has provided some preliminary design sketches to capture the unique beauty of the land. These are available upon request. Stand on this site and visualize the amazing possibilities. Truly a special and unique spot. Note: The assessors map does not reflect the current configuration of this parcel. Clam Point Cove Rd., which originally bisected this lot, has been moved to the north western boundary of the homestead lot and no longer divides the waterfront lot. This move has opened up the prime building area, allowing a new owner to build a home with stunning water views as well as privacy.

Link ID; 28875
Type: Land
Lot Size: 3.1000
Back exterior of house
15 Cummings Way, Edgartown, MA
PRICE: $2,750,000


This charming 5-bedroom home is perfectly located on a quiet street just steps from Downtown Edgartown. With a large backyard, unfinished walk-out basement, and distant views of Edgartown Harbor from the second floor, this property has multiple intriguing features. Whether you are looking for a summer retreat, an investment property with a strong rental history, or a renovation project this property has a lot of options to consider.

Link ID; 33305
Type: Single Family
Lot Size: 0.2800
9 Boldwater Road, Edgartown, MA
PRICE: $2,750,000

If you are searching for the ideal pondfront lot to create your family compound this opportunity must be seen. Centrally located in the exclusive Boldwater Association and offering over 250 feet of pond frontage on 8.3 acres. This lot has been permitted for a significant 10,000 sq. ft., 7-bedroom home and swimming pool. In addition to the pristine setting, views across the pond and boating access to deeded Atlantic beach ownership, there are 2 association tennis courts and a well planned neighborhood with open land, all within minutes of downtown Edgartown.

Link ID; 31360
Type: Land
Lot Size: 8.3000
222 Upper Main Street, Edgartown, MA
PRICE: $2,750,000

This Classic Colonial sits in the heart of Upper Main Street. Formerly The Arbor Inn, it has been both a single family residence and a Bed and Breakfast in it's time. This gracious home is full of history and charm. Look for the Arbor out front and turn in onto the Brick Driveway. The Front Entrance faces Upper Main Street. The Entry Foyer opens to the Formal Dining Room and Spacious Living Room with Vaulted Ceilings. There are Four Bedrooms on the First Floor. Both a lovely open Stairway to the Balcony overlooking the Living room and a front Stairway off the Entry Foyer lead to the Six Bedrooms on the 2nd Floor. With 10 bedrooms in the Main House plus a private 1 Bedroom Guest Cottage and Garage, this property offers an abundance of living space and sleeping quarters. The Courtyard is accessed from the Dining Room and from an upstairs outdoor stairway. Wood floors throughout.A generous Yard with mature trees and plantings for seating and recreation. Side yard with seating area and Outdoor Shower. This is a most complete property with many possibilities for a future residence or business opportunities.

Link ID; 30734
Type: Single Family
Lot Size: 0.5100
aerial view showing main house and cottage
19 Harrison Avenue, Oak Bluffs, MA
PRICE: $2,640,000

East Chop Antique home and guest cottage perfectly nestled on large water view lot. Never ending views over Nantucket Sound to Chappaquiddick and Cape Cod. Classic summer home design with wrap around porch, stunning beach stone fireplace in the living room and 7 bedrooms. The 8th bedroom is in the guest cottage. Ideal location "on the chop" with easy access to the lighthouse, beach, harbor and town. Expansive 29,000 sq ft lot allows room for pool, gardens and more. Sale includes engineering and plans for a complete renovation; should you choose. Pictures are from a previous time...home is currently unfurnished. Architectural drawings and revised plot plan available for viewing.

Link ID; 33213
Type: Single Family
Lot Size: 0.6657
Front exterior onto porch
15 Dover Street, Oak Bluffs, MA
PRICE: $2,600,000

Water views, lots of square footage, prime location, and a big bedroom count - you get all this and more in this stunning home. Even in a neighborhood of such substantial properties, 15 Dover Street has the ability to turn heads. This grand dame of East Chop surveys the harbor and all else from her elevated position. The residence is perfectly at ease in this area of classic antique homes, but was actually constructed in 1998 by a respected Island builder who took his inspiration from the distinguished shingled homes that are found in the more desirable enclaves of Martha's Vineyard. As soon as you step inside it becomes apparent that this is a very modern home with wide-open living spaces, multiple entertaining areas, two master bedroom suites, a renovated gourmet kitchen and bathrooms, hardwood floors, and a double-sided fireplace. The huge picture windows accentuate the water views and make it feel like you could reach out and touch the ferries passing by. Other important amenities include central AC, a modern 2-car garage, and a full basement. All the bedrooms are generously proportioned, and three of them have private decks. The landscaping and gardens are the perfect complements to the property. As you would expect, such a home is in extremely high demand by summer visitors, and so it generates a very handsome rental income. The home is easy to show during the off-season and comes completely furnished. Abundant waterviews - watch our video https://vimeo.com/245739832

Link ID; 32913
Type: Single Family
Lot Size: 0.3500
000 Sarita Walker Road, West Tisbury, MA
PRICE: $2,600,000

Located on the shores of Watcha Pond and surrounded by large pastoral fields. Rare setting of open vistas and osprey nests.

Link ID; 32391
Type: Land
Lot Size: 4.6000
Distinguished facade with custom fieldstone chimney
201 Mitchell Road, Vineyard Haven, MA
PRICE: $2,500,000

Private 2.6-acre estate in Mink Meadows with multiple components - main house (3,451 sq ft), swimming pool, 3-bedroom guesthouse (1,540 sq ft), 2-story detached dry studio, and 2-car garage. Extensive landscaping and stonework accentuates the estate feel. The entrance to the half-mile of private association beach is less than 500 yards down a quiet dirt road. There are peeks of Vineyard Sound over the charming golf course views. The field stone chimney is a distinctive landmark for your arriving guests. MAIN HOUSE: There is extensive space for entertaining, including a 600 sq ft great room with cathedral ceiling, 300 sq ft screen porch, 800 sq ft hardwood deck overlooking the golf course, and of course, the beautifully landscaped swimming pool environment with adjacent changing area/outdoor shower. There is a formal dining room for gatherings during the cooler months, as well as an elegant sitting room with fireplace. A dedicated office provides views of the golf course. GUESTHOUSE: A 3-bedroom guesthouse is a rarity, especially one with this much privacy. This one is located almost 200 feet away from the main house, has its own private driveway, and has additional seclusion thanks to mature landscape screening. There is a 600 sq ft main deck overlooking the golf course and woods, and another spacious deck off the master bedroom suite. The guesthouse also has its own outdoor shower and a full basement. STUDIO: The two-level dry studio with hardwood floors is presently being used as a gym and office but it has multiple applications depending on an owner's needs.

Link ID; 32707
Type: Single Family
Lot Size: 2.5800
Fully renovated Victorian with vernada\'s
55 Ocean Avenue, Oak Bluffs, MA
PRICE: $2,395,000

Possible OWNER FINANCING AVAILABLE for this BEAUTIFUL, FULLY RENOVATED LUXURIOUS Victorian home with waterviews from almost every room. Enjoy two stories of verandas overlooking Ocean Park and Nantucket Sound. Attention to detail has been paid throughout all three floors of living which feature a gourmet kitchen, all new bathrooms, a parlor/livingroom with waterviews, a walk out lower level with full bath and laundry, four bedrooms and a brick terrace. This in-town property offers off-street parking on Kennebec Avenue, which can accomodate 2-3 cars.

Link ID; 32742
Type: Single Family
Lot Size: 0.1000
335 East Chop Drive, Oak Bluffs, MA
PRICE: $2,390,000

After almost 2 years of permits ,board meetings and approvals a complete renovation has been completed on this home! This has all been accomplished with finishings in excess of one thousand dollars a foot. Let me describe some of the features! Starting in the kitchen there is a Wolf 6 Burner Cook top with 2 Wolf Ovens underneath and one Wolf Microwave; a Sub Zero Cooling center with Glass Doors and drawers with Separate under counter Freezer with cooling drawers. Miele Coffee center, trash compactor and Sub Zero Red wine with separate white wine fridge with 2 cooling drawers for soda and beer; and Sub Zero ice maker. Custom Brazilian Granite counters with walnut floors. Central vacuum, Radiant heat in all floors through out the whole home! No cold toes! In addition to the radiant heat there is a Hi Velocity heat and A/C system. The original 1900 stone fireplace is redone and in place with a modern gas option. Control 4 security, lighting, video and alarm. Surround sound inside every room and outside whole home for the ultimate music experience. Let's talk about the "Bones" The home was raised to meet the one hundred year flood plan. Each stud in the home was removed, replaced screwed and glued in place to make a home as strong as a boat! Besides that, state of the art insulation and the most modern sound proofing was installed along the road to completely diminish any sounds. Every detail was scrutinized and completed with the best of the best. The master bedroom has a look and feel of being "in the water" and the master bath is complete with a Steam Bath with 10 shower heads , and a Ultra Bayne tub. The second floor deck has a top of the line hot tub overlooking the ocean. Because of the layout of the home, changing rooms, outdoor bathroom, and garage, a private beach compound has been created whereby the occupants can sit,lounge, and swim in complete serenity. It is a "turn key", "state of the art" home that measures up to today's standard of "the ultimate Vineyard experience!"

Link ID; 30026
Type: Single Family
Lot Size: 0.3300
92 Main Street
92 Main Street, Vineyard Haven, MA
PRICE: $2,350,000

The stately Captain Dexter House is the perfect blend of historic charm and modern amenities. In 2004, a three story addition completed the restoration of this gracious home, and included on the first floor adding a chef's kitchen with oversized island and walk in pantry, full and half bath, dedicated laundry room, large family room with fireplace, formal dining room and wetbar. Two large bedrooms which share a Jack and Jill style bathroom, a second family room and outdoor deck were added to the second floor. Finally, a private staircase to the third floor master suite with views across Vineyard Haven Harbor to East Chop Lighthouse, was added. Other features of the home include 5 fireplaces, an updated mechanical system, Energy Efficient windows, 4 zone heating and 3 zone AC, and private parking.The lovely professionally landscaped grounds and tiered gardens offer multiple areas for gathering, entertaining, or watching the world walk by. Enjoy your morning coffee on the front porch, or entertain friends on the large wrap around porch. The hydrangea filled, beautifully landscaped side patio is serene and private.You are steps away from restaurants, movies, health club, galleries, boutiques and the ferry terminal. This lovely home is being sold furnished with the exception of the attached exclusion list.Consistently strong rental history.

Link ID; 32818
Type: Single Family
Lot Size: 0.2200
0 - 75 of 308 Listings

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