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16 Bayside North, Lot 1, Edgartown, MA
PRICE: $15,000,000

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; 37736
Type: Land
Lot Size: 6.5600
Great Pond Front
17 Boldwater Road, Edgartown, MA
PRICE: $14,900,000

One of the better water front locations in the Bold Water association. Enhanced by a newly and completely renovated Post and Beam home by one of the islands most sought after designer architects. This is a compound, including, full guest house, Pool, Beautiful grounds, detached garage and game area. The appeal of this unique property is to be seen. Although perfectly suitable , year round, it was designed with a light and airy summer feeling. The frontage on the Great Pond is very suitable for boating, both power and sail ; very easy deeded access to one of the most spectacular beaches on the entire south shore barrier. And, private to Bold Water Association.

Link ID; 38502
Type: Multi-Family
Lot Size: 8.1000
81 Oyster Pond Road, Edgartown, MA
PRICE: $12,500,000

Private Oyster Pond waterfront residence on 3-acres with a private dock, manicured lawn, and beautiful gardens. This contemporary 5 bedroom, 4.5 bath home boasts a unique design flooded with natural light. The home features a living room with a cathedral ceiling with exposed beams and a stone fireplace, a gourmet kitchen with top-of-the-line stainless appliances all with incredible views of Oyster Pond. The dining area offers access to the spacious mahogany sundeck overlooking the private heated pool, and gardens. The first-floor primary bedroom includes a home office and views of Oyster Pond. The guest bedrooms and baths are on the lower level with private access to the pool area. The spacious mudroom entryway provides convenient access to the two-car garage. The guest apartment is located above the garage with an elegant kitchen, and spacious living room offering privacy and incredible views. The expansive lawn stretches to the edge of Oyster Pond and a private dock where you can enjoy clamming, kayaking, paddle boarding, swimming, and boating. The residents of Oyster Pond enjoy access to the Pond and the barrier beach on the ocean. A truly special Martha's Vineyard escape in one of the Island's most coveted locations.

Link ID; 38572
Type: Single Family
Lot Size: 3.0000
9 Briggs Road, Edgartown, MA
PRICE: $12,500,000

This amazing, newly built home lies on nearly 5-acres of beautifully landscaped grounds with 385 ft of private pond frontage. The attention to detail and elegant style of the house is abundant. The main residence features a spacious and open floor plan with entry hall, large living room with fireplace, gourmet kitchen and eat-in area, all of which have tall ceilings and oversized doors and windows facing the pool, gardens and waterviews. There is a large 1st floor master bedroom suite and 4 second floor bedrooms with private baths. The 2-car carriage house compliments the main house architecture and offers a large 2nd floor space that could be utilized for any number of uses including additional bedrooms. The in-ground pool, patios, retaining walls and gardens are meticulously designed and 2 different paths offer access to the ponds edge for boating and beach access. Too many features to mention in a peaceful and private setting yet located less than 10 minutes to downtown Edgartown.

Link ID; 37475
Type: Single Family
Lot Size: 4.8000
MacMaster Property and Cove
8 Jethro Lane, Chilmark, MA
PRICE: $11,995,000

Stunning Chilmark north shore 4 acre waterfront paradise with wonderful sunsets and unique privacy nestled between a large wooded hill and a 200 acre private estate. The 5 bedroom 4 1/2 bath TWO kitchen main house and 2 bedroom (with 2 dormers) 2 bath guest house enjoy dramatic views of the Elizabeth Islands from the Gay Head Lighthouse to Woods Hole from every room. The property is beautifully manicured with an enchanting contour stretching to the bluff overlooking a dreamy private cove and sandy beach. Four cleared acres are very rare on the heavily wooded north shore. Waterfront values on the rugged, elevated and protected Vineyard north shore are attracting more interest after Hurricane Sandy damaged the low elevation fragile south shore NY, NJ and New England coast line. The property is in the highly desirable 335 acre Spring Point community with 38 home sites with 135 acres of common land, 3/4 mile of private beach, 2 tennis courts and endless dirt roads and trails.

Link ID; 35593
Type: Single Family
Lot Size: 4.0000
1115 Main Street, Vineyard Haven, MA
PRICE: $11,950,000

Step back in time as you explore the old-world charm of this West Chop waterfront grande dame overlooking Vineyard Sound, the Elizabeth Islands, and Woods Hole. Built in 1893 and meticulously maintained and updated over the past century, the much-loved 7,026-sf Victorian home includes many original hand-crafted architectural details. The expansive great room with exposed beams and windows on three sides offers panoramic water views with truly magnificent sunsets, and the adjacent reading room faces a cozy wood-burning fireplace with a door to the covered porch. Flooded with morning light, the kitchen - convenient to the entry mudroom and butler's pantry/laundry room - features a six-burner Wolf stove, soapstone counters, and sunny breakfast area. Each of the three floors includes a spacious main bedroom with an en-suite bath and expansive water views, for a total of three primary bedroom suites. The fully renovated basement addition - with an underground hallway and door leading to the beach path - also includes two bedrooms, totaling eleven throughout the house. Two bedrooms have fireplaces, and custom built-ins provide plenty of storage. Outside, beautifully crafted stone walls, a south-facing stone terrace, and mature perennial landscaping create a tranquil seaside retreat on .31 acres, with convenient proximity to the West Chop Club and Mink Meadows Golf Club. There's no shortage of nearby things to do, from tennis and golf to swimming and sailing, but perhaps this property's greatest appeal is its sense of timelessness, the charm and allure of a bygone era. With only a handful of owners over the generations, now is the rare opportunity to make summers at

Link ID; 38728
Type: Single Family
Lot Size: 0.3145
1005 Main Street, Vineyard Haven, MA
PRICE: $11,600,000

Welcome to 1005 Main St! Located at the northern tip of Martha's Vineyard comes one of the most beautiful oceanfront properties on the entire island. A 5,050 square foot estate with an incredible deck, private beach, lovely painted floors and a ton of space for entertainment is now on the market. A feeling of privacy and peace surrounds this property due to the amazing landscaping, views, and unique character that this home brings. Come watch the sunset from the very spacious and freshly painted deck and be taken away into the immersive environment of the immaculate surroundings. Call and set up an appointment today!

Link ID; 38460
Type: Single Family
Lot Size: 0.8333
14 and 22 Cataumet Avenue, Vineyard Haven, MA
PRICE: $11,500,000

This magical beachfront estate is located in the heart of the exclusive West Chop community on a double lot with 200 feet of beach dune frontage. There are four classic shingle style structures complimenting the property of which all enjoy enchanting views across the expansive rolling lawns and gardens to the beach and breathtaking sunset views over the Vineyard Sound. There are two, turn of the century, five-bedrooms homes, each with extraordinary character including wrap-around porches and 2nd floor balconies. Additionally, there is a charming 1-bedroom/1-bath guest house with cathedral ceiling living room and fireplace, and a studio building offering a fitness area and sauna. This unique compound, set within mature vegetation offering complete privacy, beautiful gardens and specimen trees is just a short walk to the West Chop Club with Mink Meadows Golf Club and downtown Vineyard Haven just minutes away. This is a very special Vineyard property that must be seen if considering the best waterfront offerings.

Link ID; 38212
Type: Single Family
Lot Size: 1.5500
Views from the Dock
44 Green Hollow Road, Edgartown, MA
PRICE: $10,900,000

Edgartown Water Front Opportunity - The Minnow, an existing 1925 vintage

Link ID; 38325
Type: Single Family
Lot Size: 1.1400
19 Locust Lane, Aquinnah, MA
PRICE: $9,995,000

Incredibly rare and PRIVATE 17.76 acre lush, green, beautiful high country erosion-free Aquinnah Hilltop Estate with 6,100+ sf 6 bed, 3.5 bath, winterized main house with radiant floors, outdoor shower, 2 beautiful + large fireplaces, Tuscan fireplace grill, chef's kitchen, roof deck, stone patio with gas line connected to outdoor grill, and water and island views from every room in the house, as well as a 1,000+/- sf 1 bed, 1 bath winterized guest house with full kitchen, and large deck overlooking the property and the Elizabeth islands + Vineyard Sound, and a 3 car heated garage. 2 min to the Atlantic Ocean and 5 min to the Vineyard Sound. 1 minute drive to Gay Head Cliffs + Lighthouse. Live off the grid w/ 80KW Kohler generator, 2000 gallon propane tank, fenced in garden, streams, stone walls, industrial tankless water heater, Viking, GE, and Bosch stainless steel appliances! Room to entertain over 100 people.

Link ID; 38453
Type: Single Family
Lot Size: 17.7600
1153 Main Street, Vineyard Haven, MA
PRICE: $9,500,000

Beautifully sited on a winding, private lane and overlooking pristine North Shore West Chop, conservation trust protected beach, this elegant seaside home flawlessly combines the refined lifestyle of its 1896 origins with a modern style. Meticulously maintained and completely renovated, it is move-in ready for you to enjoy wide, panoramic views of Vineyard Sound and the Elizabeth Islands, dramatic sunsets, natural light, and a fine, sandy beach made for memorable summer days and nights. The house features a first floor that openly flows from an eloquent entrance foyer through dining, living and kitchen areas, and ending up on the most incredible spacious covered porch taking in the magical views of always entertaining boating and fishing activity lawn, gardens, and the Sound. Coastal living has never been easier with its 8 BRs and 6.5 BAs that will make filling this open and airy waterfront home with the happy sounds of summer vacations and family gatherings a breeze. The property is wonderfully landscaped with many specimen trees, nicely framing the lawn and gardens and there is potential to add a swimming pool. Mink Meadows Golf Course and downtown Vineyard Haven are only minutes away. A truly amazing Vineyard property in one of the few remaining N. Shore Martha's Vineyard private communities!

Link ID; 38206
Type: Single Family
Lot Size: 0.5900
Aerial view
13 Boldwater Road, Edgartown, MA
PRICE: $9,495,000

A truly exceptional waterfront home on Jane's Cove in the distinguished Boldwater neighborhood on Martha's Vineyard. This beautiful compound is spread over 5+ acres of pristine land and includes a sprawling 5 bedroom/5 bathroom main house and 2 bedroom guest suite with views of the pond from almost every room. A winding drive leads from the road to the main residence. The recently renovated main house features a generous first floor plan, detailed woodwork, modern finishes, and splashes of color throughout. This home was clearly designed to take full advantage of its beautiful surroundings. The first floor contains, a large living room and a family room each with a fireplace, a dining room, gourmet kitchen, and a beautiful screened in porch. This home features a bedroom suite on the first floor and a primary bedroom suite on the second floor with water views off the private balcony. Three additional guest bedrooms complete the second floor. The property offers a separate guest quarters located above the spacious 3-car garage featuring two bedrooms, tile bath, kitchenette and a sun-filled living room that opens to a welcoming deck overlooking the pond. A path meanders down to the water's edge where you can enjoy kayaking, paddling and boating. The Boldwater Association offers tennis, private boat landing and a South Shore sandy beach. This is a rare opportunity to call a serene piece of Martha's Vineyard

Link ID; 38730
Type: Single Family
Lot Size: 5.4000
31 Tower Lane, Chilmark, MA
PRICE: $8,700,000

Located in the Tower Farm neighborhood in Chilmark, this property is a masterpiece of light and design. An exceptional new to-be-built 5-bedroom and 5.5-bath modern style beach house nestled among 55+ acres of conservation area. Generously entertain family and guests in the open kitchen/family floor plan lined with oversized windows which overlook the lively outdoor landscape, stone walls and Conservation land beyond. This turn-key home will feature state-of- technology, sustainable materials and solar. The outdoor spaces include expansive decking, outdoor grill kitchen, lavish gardens, and proposed reflecting pool. Tower Farm Chilmark invites the senses to a realm of well-being and pleasurability. (Construction to begin 2021)

Link ID; 38491
Type: Single Family
Lot Size: 3.7000
109 North Water Street, Edgartown, MA
PRICE: $8,650,000

This unique Edgartown harbor front parcel offers the rare opportunity to construct a newly built house on historic North Water Street with amazing views of the lighthouse and entrance to the harbor. Complimenting the property is the most charming two-bedroom boathouse just steps to the sandy shoreline. There is a deeded dock slip for a 17-foot boat on the neighboring dock. A very special property that must be seen if considering an inner harbor property acquisition.

Link ID; 38268
Type: Single Family
Lot Size: 0.2579
Aerial of House
56 North Neck Road, Edgartown, MA
PRICE: $8,400,000

PRIVACY and LUXURY ON MARTHA'S VINEYARD - this is a rare chance to own a sprawling 18.4-acre estate on Chappaquiddick as it has been in the same family for over 40 years. Surrounded by acres of conservation land, and next to the Royal and Ancient Chappaquiddick Links, this multi-generational estate offers an exquisite Main house (8335sqft), a second residence (1319sqft), Gunite pool with outdoor shower, tennis court, and 4 bay garage with finished space (708sqft) over the garage. The main house, remodeled in 2005, offers striking panoramic views of Cape Pogue Sound, gourmet kitchen with upgraded top-of-the-line stainless steel appliances including a wine fridge, Viking oven, 2 Sub Zero fridges and granite countertops; multiple decks for outdoor living, a wet bar in the lower level adjacent to the pool and patio and an office perfect for working from home. The second residence has 3 bedrooms, a full kitchen, 2 full bathroom, an outdoor shower, multi-level deck and a screened-in porch. The Bunk House has 1 bedroom, kitchenette, living area and a full bathroom. This estate offers multiple land plots allowing for potential expansion opportunities. This property comes with deeded Beach Access

Link ID; 37136
Type: Single Family
Lot Size: 18.3800
93 South Water Street, Edgartown, MA
PRICE: $8,250,000

Located within Edgartown's charming Historic District and offering magical views across a tidal pond to Edgartown Harbor, lies this unique 5 bedroom residence. The home underwent a complete renovation in 2010 preserving every historic detail while introducing a fresh and stylish flair. The first floor offers a gourmet kitchen, family room, dining room and large living room with fireplace and French doors leading to the harbor facing deck. The 2nd floor offers 4 bedrooms and 3 baths. There is an entire wing offering an dramatic master bedroom suite with a 20 foot high, cathedral ceiling, an office, sitting room and luxurious bathroom. The lower level offers a second living space, bathroom and walkout to the covered grill area, exterior shower and pool / terrace area. Complimenting the property is a 2-car garage and perfectly landscaped lot which stretches from South Water Street to the waters edge, all located less than three blocks from Main Street.

Link ID; 38269
Type: Single Family
Lot Size: 0.4400
3 Katama Bay View Road, Edgartown, MA
PRICE: $7,995,000

Magnificent Impeccably-maintained Edgartown Estate. Rare 5-acre compound in the heart of Katama, surrounded by 17 acres of Sheriff's Meadow conservation property and across from the Nature Conservancy's Farm Institute. Sited and designed by architect Jack Kemper to provide both sanctuary and large social gatherings, the property offers walkable or biking access to all that Edgartown, Katama Bay, South Beach, and the Farm Institute have to offer. Replete with charming details that honor the island's centuries-old traditions, the more-than 7,500 sf of finished living areas provide a variety of spaces for both private and group gatherings. In addition to separate living and family rooms, an oversized chef's kitchen with round dining room, a fitness area and rec room, the property offers a total of 5 en-suite bedrooms and 3 half baths, with radiant heating throughout. There is easy access to multiple outdoor decks and a covered patio that face eastward toward a large, level, landscaped rear yard as well as wooded hiking trails. A screened-in porch allows for all-weather enjoyment. Wet-bars exist on all three house levels as well as in the pool house to service guests. A whole-house generator provides year-round peace of mind.The lovely oval-shaped, heated, pebble-tech pool is surrounded by professionally designed colorful gardens and is enhanced by an outdoor sound system, adjacent hot tub, fire pit and pool house that includes bathroom and shower plus a kitchenette that makes outdoor entertaining pool-side a snap! The easy connection between front entry, side pool complex and level, spacious rear yard, make the site a natural both for large tented social affairs as well as informal parties involving outdoor activities such as pool and yard games and putting contests on the putting green and bunker. A large driveway offers ample parking. A spacious and heated garage with powder room and light-filled office above is attached by gated stone wall with paths to fenced cutting and vegetable gardens. Professionally designed and lighted landscape includes flower and fern gardens as well as a flowering apple orchard, assuring months of color and fragrance. Pool and landscape irrigation comes from well water. Edgartown supplies water for the house.

Link ID; 38791
Type: Single Family
Lot Size: 5.0000
20 Eliot Avenue, Chilmark, MA
PRICE: $7,900,000

Surrounded by nature, this is a South Shore waterfront sanctuary. The presence of the peaceful placid pond combined with the power of the ocean and the sound of the waves is part of the special experience of living here. It has a particular sense of privacy and peacefulness. Hidden away on a quiet road of lilacs and summer cottages, the yard is defined by stone walls, lush gardens, natural art objects and several outdoor patios. Just beyond the lawn is a sandy path for easy access to the ocean and pond. The feeling inside the tasteful home is one of understated pleasing ambience. There are three bedroom suites and the ability to create a fourth. Each of the bedrooms has a connection to an outside space, two have pond and ocean views and one bedroom includes a sleeping loft space. The large and open kitchen which was recently renovated has a vaulted ceiling and an expansive dining space. Natural light and views of the pond fill the room and glass doors lead to the outdoor patios. The library with fireplace and a wall of windows to the water also serves as a formal dining room. In the living room, the dramatic height and spectacular views of the ocean and pond give you an expansive sense of water. The views from the adjacent sunroom have an intimacy and this room is currently used as an office and sitting room. The primary bedroom suite has extraordinary panoramic views and is a retreat that includes an open sitting room and fireplace as well as a private balcony and bathroom. The character of this property, its authenticity, vistas and connection to the natural landscape all combine to create a truly unique experience.

Link ID; 38217
Type: Single Family
Lot Size: 0.6000
20 Eliot Avenue, Chilmark, MA
PRICE: $7,900,000

Spectacular Stonewall Pond and beyond! Experience a sense of privacy and peacefulness while enjoying panoramic ocean and pond views. Each of the three bedroom suites have a connection to an outside space. The master bedroom has extraordinary views and includes an open sitting room and fireplace, as well as a private balcony to take in the sounds of the ocean. The large and open kitchen has recent upgrades with expansive area for dining. Adjacent to the living room is a lovely sitting room currently used as an office. Truly an experience of special living on the Vineyard.

Link ID; 36784
Type: Single Family
Lot Size: 0.6000
34 Ebens Lane, Chilmark, MA
PRICE: $7,650,000

An exceptional new 5-bedroom and 5.5-bath single-story modern style farmhouse nestled among 55 acres of conservation area in Chilmark. Generously entertain family and guests in the open kitchen/family floor plan with 10'-foot ceilings. Designed with entertaining and relaxation in mind, this beautiful timeless design offers expansive views that immediately connects you with nature in a private setting. The artfully designed landscape will feature custom planters, a lively outdoor grill kitchen and pool overlooking views of the Conservation Area beyond. Places like landscapes to experience and inhabit; to welcome guests and feel welcomed ourselves in beautiful, comfortable outdoor surroundings. Tower Farm Chilmark invites the senses to a realm of well-being and pleasurability. [Construction to begin 2021]

Link ID; 37882
Type: Single Family
Lot Size: 3.9000
Close to Downtown Vineyard Haven shops and harbor
47 and 31 Hatch Road, Vineyard Haven, MA
PRICE: $7,450,000

Elegant and refined, this exceptional estate property is sited on 1.3 acres. Located in the coveted Hatch Road neighborhood, this 2 home property boasts incredible architectural detail with all the modern amenities. As you enter the property via a winding gravel drive past an expansive lawn, you come to a setting not found so close to downtown Vineyard Haven. The main house dates back to 1900 and has been meticulously renovated and features a gourmet kitchen open to a dining room with french doors looking out to a rose garden, a spacious first floor master bedroom suite, dramatic great room with 20 foot ceilings with wood detail, and an inviting screened-in porch leading out to a private brick patio. The home features 4 additional guest bedrooms on the second floor. The guest house was designed in 2008 and built by a prominent Martha's Vineyard builder. The wood detail includes aged lumber and the walls are warmly lined with recycled barnwood. Stunning museum quality terrazzo flooring inlaid with wood beams and terrazzo countertops are featured in the spacious great room, gourmet kitchen and dining room. Other guest house amenities include two bedrooms with en suite baths each with stunning wide plank flooring, and a spacious loft perfect for a home office. A home gym/pool house, outdoor kitchen, 2 car-garage and pool complete this rare offering.

Link ID; 37396
Type: Single Family
Lot Size: 1.3400
27 Pierce Lane, Edgartown, MA
PRICE: $7,400,000

Own a piece of island history with this exquisitely restored 1830's house which was owned and built by Doctor John Pierce. Stand out on Pierce Lane! This desirable location is within walking distance to downtown Edgartown and sits on a .27 acre lot. The property features ample parking, a single-bay two car garage, beautiful pool with pool house and professionally landscaped yard with patio that overlooks Sheriff's Meadow. Three porches and a spacious sunroom add a nice touch to this home for the summer months and three fireplaces make it ideal for the winter. As you walk through this stately historic house with 3,910 square feet of living space, you will find beautiful hardwood floors, generously sized rooms and a full, very clean brick basement with interior access. Tastefully designed throughout, from top to bottom this home has been preserved in the 1830's time period with fine craftsmanship and attention to detail. Showings available all summer on turnover days, Saturday/Sunday. Please call to schedule. Virtual tour: https://vimeo.com/525761840/a0abe891d4

Link ID; 37492
Type: Single Family
Lot Size: 0.2699
400 Barnes Road, Oak Bluffs, MA
PRICE: $7,300,000

A gated drive sweeps up to the contemporary-designed home. There are 7,000 square feet of luxurious open plan living on 3 levels with multiple rooms connecting you to outdoor entertaining patios and terraces. Relax in the infinity pool with waterfalls on 2 sides or the Spa pool while taking in the views of Lagoon Pond. The distinctive interior features generous living spaces designed with high open ceilings, full-length windows, exquisite materials, and high-end finishes throughout. Solar panels installed. There are 6 bedrooms, 5 bathrooms situated in areas throughout the floor plan to provide privacy when there is a full house. An elegant media and entertainment room with 106" flat-screen TV, full bar and wine cellar and a full bath. The gym is outfitted with professional equipment with a full wall of glass opens up to the outside lounging terrace and around to the pool and an outdoor rain shower. Enter from the two-car attached garage and an elevator provides a lift to the other living levels. The residence is surrounded by beautiful landscaping and terraced gardens, and further protected by the abutting 190 acres of the Land Bank Southern Woodlands property.

Link ID; 38540
Type: Single Family
Lot Size: 2.4170
90 Manaquayak Road, West Tisbury, MA
PRICE: $6,950,000


A premier recently renovated 15 bedroom luxury boutique hotel and award winning 70 seat restaurant. Just under 8 acres of sprawling grounds, including beautiful gardens, salt mineral pool and spa, tennis court, and spacious 2 bedroom 2 bathroom owners/employee apartment. Access to one of the island's nicest private beaches and 50 spot parking lot. This is an excellent opportunity for a hotel operator or restaurateur to expand their portfolio to include a Martha's Vineyard resort property. With a thriving existing wedding and banquet business, repeat clientele and rising room rates, this property could be a lucrative destination resort with worldwide appeal.

Link ID; 38816
Type: Single Family
Lot Size: 7.6000
90 Manaquayak Road, West Tisbury, MA
PRICE: $6,950,000


A premier recently renovated 15 bedroom luxury boutique hotel and award winning 70 seat restaurant. Just under 8 acres of sprawling grounds, including beautiful gardens, salt mineral pool and spa, tennis court, and spacious 2 bedroom 2 bathroom owners/employee apartment. Access to one of the island's nicest private beaches and 50 spot parking lot. This is an excellent opportunity for a hotel operator or restaurateur to expand their portfolio to include a Martha's Vineyard resort property. With a thriving existing wedding and banquet business, repeat clientele and rising room rates, this property could be a lucrative destination resort with worldwide appeal.

Link ID; 38660
Type: Commercial
Lot Size: 7.6000
Tilton House
52 Middle Road, West Tisbury, MA
PRICE: $6,750,000

The Kenney compound consists of the authentic updated 1719 Tilton House, wonderful estate cottage and stunning sculptured pool area. The Tilton House is the perfect blend of early American design and decor with 21st Century comfort and convenience. It was lovingly restored and renovated in 2000 to its original splendor and doubled in size adding a modern kitchen, spacious sun room, two bedrooms, two full baths, a 4th fireplace and many other features. The 2006 superbly designed and decorated large cottage and exquisite pool area with incomparable Lew French sculptures compliments the 18th Century Tilton House. This estate on 15 private pastoral acres nestled in the Tiasquam Valley is one of the Vineyard's finest properties in the most convenient location within easy walking distance to the Ag Hall, Alley's General Store, the town center and library and over a private bridge to miles of trails through endless conservation lands. Words do not do justice to this paradise which has been a desirable venue for important charitable and cultural events over the years.

Link ID; 38471
Type: Single Family
Lot Size: 15.3000
69 Kanomika Road, Edgartown, MA
PRICE: $6,595,000

EDGARTOWN GREAT POND retreat with 6 bedrooms, 5.7 acres, over 400' of waterfront, and boating access to the Atlantic barrier beach. Look no further than this beautiful residence designed by Sherman and Associates for a move-in ready option on the coveted shores of the Great Pond. Set privately in Kanomika, a hidden enclave that occupies one of the few true peninsulas on Edgartown Great Pond, this property offers room for all guests, with options available for pool and guest house. The interior features brilliant light and volume, with huge windows and high ceilings throughout. Fabulous views of the water from many rooms. All of the bedrooms and living spaces offer generous proportions. A gorgeous boardwalk out to the waterfront provides a sublime connection between the house, land, and water, and the experience of boating, paddleboarding, kayaking, and swimming on the pond. Access by boat to the Atlantic barrier beach provides an experience that is second to none on Martha's Vineyard.

Link ID; 38770
Type: Single Family
Lot Size: 5.7000
10 Puwal Lane, Edgartown, MA
PRICE: $6,395,000

KATAMA COMPOUND WITH POOL - UNDER CONSTRUCTION - OCTOBER 2021 COMPLETION - In an area of finer homes, within biking distance of South Beach and Downtown Edgartown, and just a stone's throw from The Field Club. This Five (5) Bedroom, Seven Bathroom (5 full, 2 half) Compound is situated on over half an acre of land. One of only 4 lots in a small private Enclave. MAIN HOUSE - 4,716sq.ft. - Front Porch with maghony decking, columns and Board and Batten Detail. Front entrance hall leads to an expansive open living with views of a 32' x 16' GUNITE, SALTWATER, HEATED Pool. Glass doors from Living Room open onto 48' mahogany deck. Living Room with fireplace and hard wood floors leads to a huge dining room and kitchen with glass doors from dining room into a 26ft. long Screened Porch with wainscoting detail. Elegant custom Kitchen with Quartz counters, 4'6" x 11' Center Island, Custom Cabinetry with a mix of solid and glass fronted cabinets, Stainless Viking

Link ID; 38652
Type: Single Family
Lot Size: 0.5281
West Tisbury estate of over 21 acres.
73, 72, 83, Red Farm Road and Kelly Lane, West Tisbury, MA
PRICE: $6,250,000

Red Farm is a magical world that encompasses wild natural beauty, and multiple dwellings overflowing with stories and picturesque antiquity. The sprawling estate combines iconic Island history, over 21 private acres of pastoral West Tisbury land. The property also includes a key to Hancock Beach, a beautiful South Shore private beach in Chilmark. The Robert Luce homestead now known as Red Farm is one of the first and oldest English style houses in West Tisbury and is still on the original site. The antique homestead has been carefully renovated preserving the character of exposed framing, the builder's marks, and the large cooking fireplace with bread oven. An antique home from Eagle Bridge, NY, was purchased from the descendants of Grandma Moses, brought to the Vineyard by the current owner of Red Farm, and painstakingly connected to the main dwelling to create the master suite. The antique barn features two levels and an attached greenhouse with a sauna, soaking pool, and a working 17th century French bathing tub. There is also a charming two bedroom guest house that was once a forge. The property offers walking trails, exquisite stone walls, an outdoor entertaining area, man-made pond, and a replica of Thoreau's cabin where he wrote Walden Pond, his treatise to the worth of a spiritual connection with nature. This spiritual connection to the natural world and days of old is truly embodied by the Red Farm property. Property being sold "as is", with a historic home, seasonal guest house, barn and two conforming building lots and possible post closing subdivision reformation by Buyer of five lots or adjustment to three lots.

Link ID; 38301
Type: Multi-Family
Lot Size: 21.2900
140 Merry Farm Road, West Tisbury, MA
PRICE: $6,100,000


This is a lovely estate with over 28 private acres in a pastoral setting in West Tisbury. The main home over looks a spring fed pond, old stone walls and open meadows. There is a private pool nestled on the side of the home surrounded by mature gardens. The home is in wonderful condition and has so many private spaces that lend themselves to the outdoors. There are three additional dwellings onsite making it easy to create a family compound as well as housing for help with the property or caretaking. There is also an impressive barn with 8 stalls and a turn out shed. This is a combination of three parcels combined (19.1, 7.1 and 1.4 acres). The Land Bank abuts the southwest part of the parcel ensuring peace and privacy.

Link ID; 38710
Type: Single Family
Lot Size: 28.3000
25 Circuit Avenue, Oak Bluffs, MA
PRICE: $6,000,000

Linda Jean's, an iconic Oak Bluffs eatery that's served family fare to Islanders and visitors for generations, is now one of the best investment opportunities on Martha's Vineyard. Located on Circuit Avenue

Link ID; 38477
Type: Commercial
Lot Size: 0.0487
63 Peases Point Way North, Edgartown, MA
PRICE: $5,950,000

This rare, in-town jewel is just being completed and near ready for move-in. The Greek Revival styled home was designed by Patrick Ahearn and offers an open 1st floor, floor plan with entry way, dining room, kitchen, and family room with fireplace, as well as an office with powder room. There is a wide-covered veranda facing the street and a screened porch with fireplace accessed through the family room. There are three 2nd floor bedrooms, all with private baths and two with access to a second-floor deck overlooking the pool, as well as laundry. The lower level offers an additional bedroom with full bath, medial room and a second laundry. There is a detached 2-car garage with a 5th bedroom and full bath above. The backyard offers a pool, jacuzzi, expansive patio with exterior wet bar and changing room with full bath. There are mature Evergreen privacy plantings, offering a lush backdrop.

Link ID; 38677
Type: Single Family
Lot Size: 0.1834
31 Lamberts Cove Road, Vineyard Haven, MA
PRICE: $5,750,000

Why would you need to leave home? this extraordinary estate offers everything one needs for privacy and seclusion in a safe at home setting. Tashmoo Farm has been meticulously and tastefully restored to preserve the historic character and grandeur yet offers all of today's modern amenities. This gracious home is in pristine condition and now features 6 bedrooms, 5 full baths, 3 half baths, several sitting rooms, a more formal living room, dining room, family room and home office. All new heating and A/C. The newly renovated kitchen includes 2 Sub Zero refrigerators, a Bosche dishwasher, Thermador double ovens and a five burner stove top. Many complimenting features include original moldings, 7 fireplaces, wide pine and fir floors and all new windows. A har-tru tennis court, gunite pool and a delightful pool house were added in the late 1990's. The pool house is accessible to both tennis and pool through oversized doors that lead to private patios covered by a pergola. It's is well equipped with grill area and wet bar, a changing room and full bath. Beautifully landscaped grounds with expansive lawns overlooking rolling meadows, extensive perennial gardens surrounded by stone walls offers exceptional privacy. Access to Lake Tashmoo, association dock and several walking trails. Additional 3.30 acre parcel. Please inquire. BUYER'S BROKER MUST BE PRESENT AT ALL SHOWINGS AND APPOINTMENTS.

Link ID; 35174
Type: Single Family
Lot Size: 7.3900
41 Naushon Road, West Tisbury, MA
PRICE: $5,695,000

Spectacular waterfront property in Upper Makonikey with sweeping water views, private sandy beach right in front of the house, and more. Perched with a front row seat of Vineyard Sound, with active boating and soothing waters, this sprawling home is a choice destination with a variety of amenities and custom features. Water views abound and there is room for a multitude of guests. Truly a rare offering on the island's north shore.

Link ID; 38639
Type: Single Family
Lot Size: 1.5000
733 Main Street, Vineyard Haven, MA
PRICE: $5,450,000

Brand-New West Chop Waterfront-Sweeping water views, spectacular sunrises, and a private 143-foot sandy beach anchor this brand-new waterfront home overlooking Vineyard Haven harbor, the East Chop lighthouse, and Nantucket Sound in the distance. Exquisitely finished and move-in ready, this four-bedroom, three-and-a-half bath home with gourmet kitchen features nearly 900 SF of water view outdoor living space with expansive covered porches on the main floor and upstairs. An airy, light-filled open floor plan allows for relaxed ease of movement between the spacious entryway, living room, and kitchen and dining areas, with amenities galore. Enjoy state-of-the-art kitchen appliances, including a wine fridge and pebble ice maker, mudroom/laundry room with its own entrance, sunny outdoor shower and changing area, a built-in propane grill, and plenty of storage areas. Built to current FEMA safety standards, its elevated position dramatically enhances the views and offers ample storage space on the ground level for kayaks, bikes, surfboards, and fishing gear. Two waterview master bedrooms - one on the first floor and another upstairs - include en-suite marble-tiled bathrooms and double closets. Another upstairs bedroom features a beautiful view of the outer harbor, and a fourth bedroom accommodates bunk beds for four. Centering the upstairs bedrooms and full bath is an open sitting area with a wall of French doors offering access to a covered porch overlooking the water, sandy beach, and nearby West Chop Meadow. With its elegant and serene decor, central air conditioning, and furnishings by Vineyard Decorators - available for purchase separately -this 2,581-SF house on .9 acres is ready for immediate occupancy. The private sandy swimming beach with its calm, clear waters and the spectacular water views are clearly the star attraction, but the thoughtful attention to design, details, and craftsmanship make this house a place you will appreciate for its easy living and low maintenance for years to come.The location is superb - close to downtown, Vineyard Haven Yacht Club, Mink Meadows Golf Club, West Chop Club, the 83-acre West Chop Woods nature preserve, and the iconic 1891 West Chop lighthouse. Sailing, tennis, walking and running trails, biking, swimming, fishing, children's activities, and more are close at hand. Contact listing agent for house plans and details about club memberships. Enjoy the perfect Vineyard summer from your sparkling new, waterfront aerie!

Link ID; 37140
Type: Single Family
Lot Size: 0.9110
11B Duarte Circle, Edgartown, MA
PRICE: $5,350,000

CASUALLY LUXURIOUS, 5 BEDROOM IN KATAMA - Nestled at the end of a quiet country lane, this Edgartown home, with 6159 sq. ft. of living space (including the screened porch), is the prodigious result of a thoughtful collaboration between homeowners, architects and designers. One can only describe the palette throughout as a timbre of color and light. Filled with design elements that evoke tranquility, this home serves as a place to relax and rejuvenate. Built as a legacy home, clearly, no expense was spared in the detail and could not be replicated at this price point. The living area is artfully designed, aesthetically pleasing and offers a well-planned flow for entertaining and everyday activities. The focal point is a massive granite, see-through, gas fireplace stretching to the cathedral ceiling. Master chefs and home cooks will be delighted by the kitchen. Host two, twenty or more; multiple private gathering spaces exist throughout. Stepping into the backyard, the edges of the property stretch away from the house amplifying the privacy and largess of the lawn and natural gardens. A generous 18x38 Gunite Pool with a Riverflow jet swim system, stone patio, Bullfrog Hot Tub, and soapstone sculpture complete the thoughtful design. Included in the large footprint of the home, is a 26x14 Blue Mist granite and Brazilian hardwood screened porch graced by a wood burning fieldstone fireplace. While away your afternoons by the pool and relax into the night by the fire. There are currently 5 BRs, three of which boast ensuite baths and king beds. A master tiler completed each bathroom as only an artisan can. The finished lower level includes a kitchenette, 2nd laundry, large open space, media room, expansive 5th BR and a 1/2 bath prepped with plumbing for a shower. Natural light streams in the windows and glass doors throughout the day. Completing this level is an exquisite, terraced brick garden that serves as a useful and artful egress. The recent addition of town sewer allows for a 6th BR in a Guesthouse which can be added to the property by early 2022. Please ask about a private preview

Link ID; 38640
Type: Single Family
Lot Size: 0.5000
Aerial of patio
45 Winter Street, Edgartown, MA
PRICE: $5,250,000

Historic 1870's house with a modern feel! This house is located in the heart of Edgartown on Winter Street. A backyard with brick patio, gardens and mature landscape and hedges will give you a sense of privacy from the downtown atmosphere. This tastefully designed house by architect Patrick Ahearn has a very open and inviting floor plan, and a kitchen and dining area with bay windows. Beautiful wood flooring throughout and appealingly styled bathrooms make this home an all-around beauty. Upper and lower decks add a nice touch for the summer months and an intricately crafted stone fireplace by Lew French, is perfect for winter. This property also features a two car garage with apartment above. It has a brick parking area for off-street parking, accessible from N. Summer Street. A must see! Virtual tour video: https://vimeo.com/545570873/d873f02ad7

Link ID; 38091
Type: Single Family
Lot Size: 0.1554
137 Massasoit Avenue, Vineyard Haven, MA
PRICE: $5,100,000

Spacious West Chop House with Waterviews - The huge, sun-dappled porch on this family-friendly house, set within the West Chop

Link ID; 38416
Type: Single Family
Lot Size: 0.8700
Post and beam pole barn
71 Stoney Hill Road, Vineyard Haven, MA
PRICE: $5,100,000

Incredible opportunity to own a magnificent home on just over 7 professionally landscaped acres (by Vineyard Gardens and Jerimiah Brown.), nestled in a quiet wooded area of Vineyard Haven. Main house is a beautifully designed post and beam home, including 15 zones of irrigation, and a regulation horse shoe pit. Consisting of 5 bedrooms and 3 1/2 baths it's open living at it's finest! Gourmet Chef's kitchen with 48"Sub Zero fir paneled refrigerator and 36" Wolf induction 5 burner stove and pantry with double Thermador ovens and a gorgeous fireplace, living room and dining room. Custom built-in cabinetry throughout house, and cypress ceilings and white ash floors. Two offices, one has a separate outdoor entrance, perfect for a home business. Incredible media room with a 10' screen and overhead projector, 7 speakers and 4 sub-woofers. 4,000 sq. ft. screened in porch built by Johnny Hoy, perfect for entertaining and relaxing. Property is surrounded by over 200 acres of MV Land Bank property with access to Land Bank walking trails. The entire home is set up as wheelchair accessible with a large elevator to access the bottom floor, and entire home is 100% solar powered. A 2,480sq. ft. massive post and beam barn with concrete floors has been used for special occasion gatherings and additional storage.Please copy and paste the following link into your browser for virtual tour https://my.matterport.com/show/?m=Ug5DLd5xrhWandmls=1?ts=1

Link ID; 37393
Type: Single Family
Lot Size: 7.1700
22 Paddock Road, Oak Bluffs, MA
PRICE: $4,995,000

THIS IS THE ONLY LOT AVAILABLE in the PRESERVE at The WOODLANDS! COMING SOON...TO BE BUILT...by SHAWN CHAPPS...UNDER EARLY STAGES OF DESIGN and STILL TIME to CUSTOMIZE with YOUR OWN PERSONAL TOUCHES! Sophisticated Sprawling Contemporary Barn Style Residence with Clean Classic Lines, Natural Timber Beams, Field Stone Fireplace and Soaring Ceilings. This Spacious Airy Open Floor Plan will have no shortage of living areas with multiple intimate gathering spaces surrounded by lots of glass that displays an unobstructed panorama of the lush landscaped backyard and 20x 40 Gunite Pool and Spa. The Decked Out Chefs Kitchen will be a fusion of modern design, rustic accents and State of the Art Appliances. Boasting 6 en suite luxury bedrooms and unmatched bathrooms, with deep soaking tubs, artistic tiled showers, custom vanities, walk-in closets, and sitting areas all designed for convenience and comfort. A generous walk-out finished basement, containing over 2000 square feet, will include additional living areas along with a custom home bar, gym/media room and or wine cellar. Other Rare feature is the "Show Stopping Two Story Vaulted Stairway" This Unparalleled design with exceptional visuals highlighted by exquisitely detailed finishes will be SUPER DELUXE; So Be prepared for the "WOW FACTOR " Don't Wait...Call Today to Secure this RARE OFFERING in the POSH PRESERVE Oak Bluffs' Newest Luxury En Clave abutting conservation land and trails for hiking, walking and biking!

Link ID; 38557
Type: Single Family
Lot Size: 1.8670
4 bedroom house with pool and private beach
1 Mariners View Lane, Aquinnah, MA
PRICE: $4,995,000

One of the largest properties for sale in Aquinnah with a waterfront home and Private Beach on 8 plus acres. This charming house offers privacy and magnificent views of the Vineyard Sound and the Elizabeth Islands. The well-built family home is a classic Colonial Salt Box from the front and all-glass in the back, offering endless views of the water. There are four existing bedrooms with the ability to add a fifth. The first floor offers a spacious entry way, a large open living/dining room, primary bedroom suite, laundry room and kitchen. On the second floor are three bedrooms, shared bath and a room which can act as a bedroom or home office. Walk outside to a wrap-around water view deck and outside shower. Step down to the heated swimming pool and spa and follow the path to the private beach. An easy walk to the Lighthouse and Philbin beach. The property is just a short drive to Menemsha Pond for sailing, fishing, kayaking, and swimming. This is a magical location on which to either build your new home or add your own touches to the existing house. This is a unique opportunity which can provide many options with potential for a second home.

Link ID; 38216
Type: Single Family
Lot Size: 8.2000
31 West Tisbury Road, Edgartown, MA
PRICE: $4,995,000

GRAND EDGARTOWN VILLAGE RETREAT WITH POOL - BEING OFFERED TURNKEY! This grand colonial-style retreat in Edgartown Village features indoor-outdoor options that take al fresco living to the next level. Imagine starting your day with breakfast on the screened porch and then entertaining family and friends for dinner in your private open air living/dining area with pergola, outdoor fireplace and a gorgeous 20'x30' gunite pool. This gracious colonial-style home features an open-designed floor plan anchored by a spacious Living Room with wood-burning fireplace and three sets of French doors that open out to the pool area and screened porch. There are two dining areas to accommodate casual and formal occasions or to accommodate larger dinner parties for 20 persons. The beautifully outfitted Chef's Kitchen features high-end commercial appliances (SubZero

Link ID; 37833
Type: Single Family
Lot Size: 0.3700
There is a small cottage near the water\'s edge that can be used as a beach cabana or boathouse.
77 North Neck Road, Edgartown, MA
PRICE: $4,995,000

CHAPPY WATERFRONT WITH 200-FEET OF BEACH, BOAT HOUSE AND DOCK. Set on nearly six acres on Chappaquiddick's North Neck, this private waterfront property features a gentle rolling landscape that stretches to meet the water's edge. The superlative, unobstructed views expand to Edgartown Harbor and Nantucket Sound -- and the westerly exposure is the perfect for spectacular evening sunsets. A pathway leads the way to the 200-foot beach with private dock, where there is also a small shingled building that can be used as a beach cabana or boathouse. Custom-designed architectural plans for a luxurious Main House and Gest House by Boston-based architectural firm, Grassi Design Group, are included with this offering (see attached). There is also an approved septic design for nine (9) bedrooms. This is an unparalleled opportunity to build your signature waterfront compound in this most magical setting on Chappaquiddick.

Link ID; 37573
Type: Land
Lot Size: 5.8500
87 Bellevue Avenue and 0 Howard Street, Vineyard Haven, MA
PRICE: $4,800,000

This extraordinary waterfront home sits on a bluff overlooking beautiful Lagoon Pond with views spanning from Eastville Point Beach to the south and Vineyard Haven Harbor and beyond to the north. This is a one-of-a kind property with expansive views, privacy, yet easy access to Vineyard Haven. The home is sited on a total of 3 acres of land, rare for waterfront property, with a landscaped lawn, lush gardens and plantings around the home, a fire pit, hammocks, rope swing and shady, green oak trees. The property features a total of 270 feet of beachfront on Lagoon Pond.The home is a classic Victorian, built in the 1870's as part of the Innisfall Inn, a summer resort that attracted actors, opera singers, and musicians. The home has been thoughtfully renovated to include updated amenities. The kitchen has been expanded, including a loft above; and an 800 square foot master bedroom suite including private bath, walk-through closet, and an office alcove with Lagoon views added. The generous porch was enlarged to wrap around the new living space, including a painting porch with a sink nestled into the garden. The exterior gable filigree trim and porch of the new construction were carefully matched to the original design of 150 years ago. A guest cottage and storage shed were built as well as two spacious outdoor showers under a floral arbor. The property includes a large parking area and Tesla charger.The interior of the house radiates happiness, with cheerful accents of color grounded by crisp white paint. The charming character of the home remains with the exposed joists, board walls, open ceilings, keeping the feel of the Victorian cottage intact. In Celtic,

Link ID; 38276
Type: Single Family
Lot Size: 2.9600
1 Pondmark, Chilmark, MA
PRICE: $4,700,000

Turn onto country lane and make first turn to right. Drive past Norwegian Pine and many mature plantings and follow stately stone walls up past an open field overlooking the pond. The gentle slope takes you past the garden to a parking area. The white cottage sits on top of the knoll with sweeping views looking out over Keith farm and beyond to the ocean. From the living room the light brightens the large room with vaulted ceilings and a fireplace with a copper chimney hood.You can walk out on the deck for breakfast and watch the cows, geese, horses or the calming motion of the sea. You can lay in bed and take it all in from the king size bed and wall of windows facing south. There is room for a guest house or barn in this private setting. There are walking trails on Old North Road or a trail to Menemsha Crossroads. Go back in time to a slower way of life in this old style Chilmark retreat.

Link ID; 38183
Type: Single Family
Lot Size: 4.7000
Stately waterfront property on Sengekontacket in Edgartown
14 Myober Lane, Edgartown, MA
PRICE: $4,700,000

This custom designed waterfront home located on the inlet edge of Sengekontacket offers unobstructed water views from all rooms. Conservation protections and covenants ensure views will remain preserved forever. Launch a kayak from your waterfront property and head to the sandy State Beach for a day of fun and frolic. Lounge on your 180-degree deck to watch swans glide through the serene cove. For a more intimate view, retreat to your Contemplation Pond to perch on your Giverny French bench to await the spectacle of a nightly sunset. At sunset enjoy dinner either on your main level deck or venture further on your property to the farthest knoll for an even more intimate waterfront dining experience. The interior and exterior of this custom house are of the highest grade. This exceptional home features two waterfront primary en suite bedrooms, one with an adjoining waterfront study and two other full water view bedrooms will make this an extraordinary respite in all seasons. All bedrooms have walk-in dedicated closet spaces. Enjoy the expansive ground level waterfront stone patio which leads directly from your waterfront entertainment center replete with marble wet bar with wine cooler. On the main floor walk out to your mahogany and glass deck from kitchen, lounge or living room all with panoramic water views through which waft the cool water breezes of summer. When the chilly seasons come, enjoy the water views while being warmed by the roaring living room fireplace. French doors throughout the home allow for discrete privacy or when open, full entertaining. Truly a house for all seasons! Mature specimen and enhanced landscaping and new hardscaping add to the outdoor entertaining and visual experience Association provided amenities are of little consequence beyond well-maintained tennis courts, as boat storage and launch are provided on property. The attached one car oversized garage allows a place for kayaks, bikes, and a sturdy island vehicle for dune rides and picnicking at South Beach. Enjoy the Martha's Vineyard experience with a property that has it all!

Link ID; 38025
Type: Single Family
Lot Size: 1.2000
24 Crocker Drive, Edgartown, MA
PRICE: $4,295,000


PRE-CONSTRUCTION: CHIC MODERN COASTAL RETREAT IN KATAMA. Plans are underway for the construction of this modern and sophisticated coastal retreat on Crocker Drive, one of the premiere streets in Katama -- near The Field Club and surrounded by luxurious homes such as the 2015 HGTV Dream Home. This architect-designed home will feature classic New England architecture with a fresh, modern vibe -- including an all-white coastal-inspired interior with shiplap paneling, driftwood and bleached wood accents, plus chic modern hardware and lighting fixtures throughout. The open-designed floor plan is perfectly designed for indoor-outdoor living with a full wall of sliding glass doors that open out to an expansive stone terrace with pergola, outdoor gas fireplace and surrounded by a beautifully landscaped and private backyard. There is also room to round out the outdoor living space by adding a 16'x32' gunite saltwater pool (not included in offering however can be added). The sun-filled gourmet cook's kitchen will feature high-end stainless appliances, stone countertops and a large center island with counter seating. There are three spacious bedrooms, all with en suite baths -- including a beautifully designed first-floor Owner's Suite with French doors that open out to the terrace and pool, a walk-in closet and a luxurious spa-like bath. Other extras include an in-home office, Den/TV Area, wet bar area off the pool entrance, two laundry areas and much more! This superlative property is located equidistant between Edgartown Village and South Beach and offers a wonderful opportunity to create your very own island retreat in this highly sought-after Katama location. Floor plans are attached; building specifications available upon request. Target completion date prior to Summer, 2022.

Link ID; 38647
Type: Single Family
Lot Size: 0.6438
On 0.5 acres
78 West Tisbury Road, Edgartown, MA
PRICE: $4,250,000

For those who seek style and function, this beautiful 6 bedroom, 4 1/2 bath colonial is perfectly situated between Downtown Edgartown and Morning Glory Farm. An easy stroll to Historic Edgartown shops, restaurants and harbor. Built in 2018 by a prominent Island builder, this wonderful home can serve as a formal gathering spot for holidays as well as offering the relaxed comfort of everyday living. The main level boasts a large formal dining room as well as living room with a gas fireplace, and mud-room. The gourmet kitchen with oversized island flows seamlessly into the family room and both open out to a custom designed brick patio overlooking the meticulously landscaped lawn gardens and private backyard. The upper level offers 6 comfortable bedrooms including the beautiful ensuite primary bedroom. The newly renovated lower-level plays host to the laundry area as well as an exercise room, wine cellar and ample storage space. Nestled on 0.5 acres of land, there is plenty of space for a pool and cabana. Other features include a 2-car garage and garden shed. This special offering is ideally suited for discerning buyers seeking historic charm balanced exquisitely with modern living.

Link ID; 38606
Type: Single Family
Lot Size: 0.5000
53 and 54 North Neck Road, Edgartown, MA
PRICE: $3,995,000

SUPERLATIVE WATERFRONT OPPORTUNITY ON CHAPPY'S NORTH NECK. This beautiful low bank waterfront property enjoys sweeping views across Edgartown Harbor and extending north to Nantucket Sound -- and the westerly exposure affords spectacular evening sunsets year-round. The property features a stone revetment along the shoreline and there is a set of stairs that leads down to the 170-foot private sandy beach. The 4.2-acre property spans across both sides of North Neck Road, offering a myriad of opportunities and the existing 1930's structures offer an opportunity to work with the existing building footprints, as desired. Come and explore the possibilities of building your idyllic Chappy retreat in this most magical waterfront setting.

Link ID; 38068
Type: Land
Lot Size: 4.2000
35A North Neck Road, Edgartown, MA
PRICE: $3,995,000

North Neck - A spectacular setting with breathtaking, endless views of Edgartown Harbor, across Nantucket Sound, and around to Cape Poge Bay. The perfect beach cottage, affectionately known as the Hill House, affords a highly functional layout. The oversized living area enhanced with soaring ceilings and a fireplace is flanked by two bedroom wings, ideal for comfortable summer living. The oversized parcel allows for further development if more room or a more substantial home is desired. With nearly 500' of private sandy beach and a dock - swimming, boating, and fishing are just steps away!

Link ID; 36520
Type: Single Family
Lot Size: 4.3000
Entrance - House sits almost 300 yards from road
30 Mill Hill Road, Edgartown, MA
PRICE: $3,950,000

MILL HILL FARM - Breathtaking pastoral estate less than a mile from Main St. - It is so rare that a property such as this comes available. Standing at the homestead, one has the feeling of stepping back in time to a simpler way of life. This 1800's farm has been lovingly maintained while stewarded by one family for three generations. The Farmhouse, bunkhouse and additional outbuildings are surrounded by nearly 14 protected acres of rolling, open fields filled with wildflowers and native wooded edge . During a recent subdivision of the family property, there was foresight toprotect the remaining acreage and preserve the unspoiled magnificence of Mill Hill Farm. No further subdivision will be allowed for 300 years. The original three bedroom Farm house was moved to this location and served as the residence and office of a local Doctor. A more recent addition of a kitchen, dining area and 3-season porch grace the southern end of the home leading out to a large, level yard. A thoughtful renovation and expansion to at least five bedrooms ormore could result in a superlative and rare estate this close to town. The existing barn has more recently served as a one bedroom guest house that could be easily renovated to suit or returned to its original use as a barn. The opportunity is endless for the savvy buyer who chooses to act decisively.

Link ID; 37397
Type: Single Family
Lot Size: 13.9300
42 Road to the Plains, Edgartown, MA
PRICE: $3,895,000

PRE-CONSTRUCTION. Currently under construction 6 Bedroom house in KATAMA WITH POOL. Looking for the perfect home for summer of 2022? This gorgeous house on a spacious lot on Road to the Plains is the option you've been seeking. Located ideally in Katama, with easy access to South Beach, downtown Edgartown, and more, this custom home built by Hess Construction and Renovation is designed with two expansive primary suites, an additional four large bedrooms, and dramatic common areas that lend naturally to indoor/outdoor and comfortable year-round living. The huge open kitchen with island features extensive cabinetry, high-end appliances, quartz counters, and more. Jutting out toward the private south-facing backyard/pool area is a 24' by 20' great room with beamed cathedral ceiling, fireplace, and huge windows/glass doors. Wood floors throughout. All bathrooms will be luxuriously fitted with tile floors, marble counters, and spa-like fixtures. Professional landscaping will include 20' by 36' heated pool with bluestone edging, irrigated lawn and garden beds, peastone driveway, and more. Room for pool house or garage/carriage house. Don't hesitate to jump on this up and coming home in Katama for 2022! Images are renderings or samples of builder's previous work. Floorplan, finish and landscape plan may be modified prior to delivery - ESTIMATED COMPLETION MAY 2022.

Link ID; 38625
Type: Single Family
Lot Size: 0.5000
and great back yard
377 State Road, West Tisbury, MA
PRICE: $3,600,000

Super opportunity for a viable home business with a lovely home. This is a well established business right in the heart of West Tisbury where a new owner can be their own boss and support a lifestyle that allows you to have a home and business onsite. All of the necessary equipment and existing infrastructure is included in the asking price. The home is a large four bedroom home in great condition with an in-ground pool and hot tub. Well landscaped and private from the existing business. There is also a barn onsite for storage or private use. Over 3 acres allows for a guest house of up to 1000 sq feet in West Tisbury (special permit). Really a smart package for those looking to take advantage of a life style shift or gardening enthusiasts.

Link ID; 38232
Type: Single Family
Lot Size: 3.2800
Southeast entrance
130, 132, 13 Cooke Street, Edgartown, MA
PRICE: $3,595,000

Three adjoining properties overlooking Cannonball Park, just half a mile to Edgartown Harbor and even closer to all Edgartown village has to offer. FOURTEEN bedrooms total are permissible on these three properties. The properties are: 1) An antique 5-bedroom Cape that is a legal two-family home; 2) A 5-bedroom home built in 1960, and 3) A 3-bedroom apartment above a large garage with an additional 2 garage bays (4 bedrooms total are allowed). The three properties share 2 driveways off Cooke Street. This unique offering lends itself to a variety of options for the savvy investor.

Link ID; 38223
Type: Multi-Family
Lot Size: 0.5100
31 Llewellyn Way, Edgartown, MA
PRICE: $3,550,000

This 10-acre parcel of land offers a combination of beautiful open meadows and mature trees surrounding the perimeter. The property abuts over 5 acres of pristine conservation land with ponds and walking trails. Utilities will be run to the property including town water, town sewer and electric. Approvals were recently granted to construct a new compound of 7-bedrooms with a 3-car carriage house, a 20 X 50 pool, spa and detached pool house with bedroom. This is an amazing opportunity to create the home of your dreams in a pristine Chilmark like setting, only minutes away from downtown Edgartown.

Link ID; 38387
Type: Land
Lot Size: 10.0600
115 South Water Street, Edgartown, MA
PRICE: $3,395,000

COMING SOON! VINTAGE CHARMER WITH SECOND-STORY WATER VIEWS. Framed by billowing hydrangeas, a top-railed picket fence and a crushed shell driveway, the charming antique home offers the epitome of classic in-town living. The interior is teeming with original millwork and built-ins plus two (2) lined fireplaces. The two-story home features French doors that open from the Living Room to a covered porch overlooking the private and beautifully landscaped back yard -- and an added special feature is the second-floor deck with superlative views of Edgartown Harbor and the Lighthouse. Updated in 2015 with a new foundation, upgraded mechanicals and a new generator, this sweet antique home is ready to be further transformed with signature interior renovation upgrades. There are a total of four bedrooms and three full baths, including a first floor Primary Bedroom, two second-floor bedrooms and a detached bedroom with en suite bath. Note: Interior photographs + showings available the weekend of October 2nd/3rd.

Link ID; 38797
Type: Single Family
Lot Size: 0.2137
Set amid a private setting
1 Marchants Path, Edgartown, MA
PRICE: $3,395,000

IDYLLIC EDGARTOWN VILLAGE COLONIAL WITH SWEEPING MEADOW VIEWS - Located in a bucolic country setting, just a stroll or short bike ride away from the heart of Edgartown Village, this charming colonial beautifully blends country and village living in a most superlative location -- with sweeping views across a 9.75-acre meadow. The home features warm and inviting living spaces that perfectly blend indoor-outdoor living with a spacious screened porch and mahogany deck, both with stunning meadow views . . . the perfect backdrop for brilliant summer evening sunsets. The outdoor living areas and expansive yard offer a myriad of opportunities for creating special memories with family and friends -- from meals shared on the screened porch or deck, gatherings around the stone fire pit under a star-filled sky, or an aperitif by candlelight under the grapevine-covered pergola. There is also a detached studio/bunkhouse that is perfect for an artist/writer's studio or a delightful children's retreat. The property has had many recent upgrades and includes room for an in-ground pool and a detached 900-s.f. guest house (there is potential for up to six bedrooms; subject to approval). There is strong rental income history and the property is also being offered turnkey with all furnishings and contents. NOTE: See attached summary of recent property upgrades.

Link ID; 38779
Type: Single Family
Lot Size: 0.5000
8 Aero Avenue, Edgartown, MA
PRICE: $3,395,000

KATAMA ~ Overlooking 160+ acres of iconic conservation land, you will find this four-bedroom three-bath home! The waves of South Beach, breakfast at the Katama Kitchen, or public landing access on Katama Bay are all easily accessed from this premier location. The home is in pristine condition and features a recently renovated chef's kitchen, central air, and a wood-burning fireplace. The expansive acreage allows for easy expansion, with proper permitting, or relax, unwind, and enjoy this move-in-ready beach retreat!

Link ID; 38404
Type: Single Family
Lot Size: 1.5800
View from patio
12 Llewellen Way, Edgartown, MA
PRICE: $3,325,000


Wonderful bright and airy home recently renovated and impeccably maintained sits on a beautiful 1/2 acre of land overlooking the working farm fields of Morning Glory farm. Views from many rooms allow you to enjoy the productive nature of the farm and there is also a gated entrance that allows you to access the farm. Cathedral ceilings in the living room enhance the feeling of space and light. Home has a great sun room and 5 large and wonderful ensuite bedrooms which make this easy to move-in home perfect for the family but also comfortable for a couple. The chef's kitchen is ready for your creative juices with granite countertops and a 6 burner stainless stove. Walk out to the deck with hot tub or down to the patio and enjoy the farm views from all angles. Full finished basement has a movie set up and serves as a game room with gas-fired stove, laundry and storage. A sweet yard blends with the guest suite over the heated 2-car garage where the fire pit is set up. A short walk to the farm in the morning or an easy bike to town or the beaches, this is a fantastic home in an great location with a lot to offer.

Link ID; 38821
Type: Single Family
Lot Size: 0.5000
151 Beach Road, Vineyard Haven, MA
PRICE: $3,250,000

Large commercial building located in the Waterfront/Commercial District of Vineyard Haven. Currently has 9 rented office spaces. Interior is in excellent condition with many "multi-year" tenants. Waterfront location on scenic Lagoon Pond and with water view over Vineyard Haven Harbor. Great location and close proximity to the ferry and everything that is downtown Vineyard Haven. Financials available upon request and with a signed confidentiality agreement. Monthly fees are based on the square footage of each unit, so the amount varies. **please do not enter building without appointment** Viewing on Sunday only and with 48 hour notice.

Link ID; 37910
Type: Commercial
Lot Size: 0.2731
140 Sarita Walker Road, West Tisbury, MA
PRICE: $3,250,000

UPDATE - PLEASE NOTE CHANGES TO THIS LISTING: Now being offered as 6.3 water front acres (two lots) at the listed price. 1940's 5 bedroom farmhouse with in-ground pool. Dramatic neighborhood of open fields and wide vistas. Create your island home on the shores of Watcha Pond.

Link ID; 35219
Type: Single Family
Lot Size: 6.3000
Rear elevation
54 Clevelandtown Road, Edgartown, MA
PRICE: $3,200,000

EDGARTOWN NEW CONSTRUCTION, with a POOL, a short distance to EDGARTOWN VILLAGE, (approx. 1/4 mile), location, location, location!This custom built home offers top-notch construction details including an open-designed floor plan with a gourmet kitchen open to a casual dining and sitting area overlooking the outdoor deck, patio and pool area. The first floor also offers a half bath, an oversized living room that spans from the front to the back of the home with a gas fireplace and sliders open to the back yard. A home office space completes the first floor. The second floor offers three bedroom en suites, each with their own private full bathroom. A second floor laundry room completes the second floor. The outdoor area offers a front covered porch with columns, a rear mahogany deck, a blue stone patio, a mahogany outdoor shower and an in ground 13 x 30 ft pool. All of this located only 1/4 mile to Edgartown's Historic Village. Anticipated completion of construction, fall of 2021.

Link ID; 37961
Type: Single Family
Lot Size: 0.5000
317 State Road, Vineyard Haven, MA
PRICE: $3,100,000

Location, Location, Location. Largest available parcel in State Road commercial corridor with 1.47 acres of land. Fully tenanted on month to month leases including single family house and other buildings. Lots of vacant commercial land, unwooded and ripe for development of some kind. Commercially zoned B-2.

Link ID; 38798
Type: Commercial
Lot Size: 1.4700
125 Massasoit Avenue, Vineyard Haven, MA
PRICE: $3,100,000

One of a kind saltbox located in the heart of West Chop. Owned and loved by the same family since 1935, this home was erected on its current site in 1930 incorporating portions of an older (late 1700's) house which had been carefully dismantled and transported from Lambert's Cove to the current West Chop site. This is a wonderful opportunity for a new family to embrace a treasured home with peaks of water. This 5 bedroom, 3 bath home embodies simple summer life on Martha's Vineyard, rocking on the back porch, playing tag in the yard, or enjoying a morning or evening tide ride. Properties on "the Loop" rarely come on the market, this classic is not too be missed!

Link ID; 36566
Type: Single Family
Lot Size: 0.7763
Lagoon Waterfront with 180 degree views
129 Beach Road, Vineyard Haven, MA
PRICE: $3,000,000

LAGOON POND WATERFRONT!! 180 degree views over POND: Rare opportunity to purchase this unique flexible Waterfront/Commercial offering that includes a 4 bedroom main residence, presently used as a year round single family home, along with a separate 2 story road side commercial structure, presently used as an art studio, mooring rights and tackle in the Pond, and a private landing area for your water craft and swimming access. All of the legal and engineering work has been completed for having 3 SEPARATE CONDOMINIUMS....just needs to be filed in registry. This amazing property lies across the street from Tisbury Wharf just a short walk to Town Center, Harbor, and Ferry. Partially furnished, the property is being sold "as is".

Link ID; 38743
Type: Single Family
Lot Size: 0.2699
View from the \
1143 State Road, Aquinnah, MA
PRICE: $3,000,000

You must see to understand how genuinely incredible the views are. 5.41 acres of land situated 135' above sea level with views of the Atlantic. This property boasts Dramatic Panoramic views | Enough acreage for two dwellings and pool | Privacy | Potential for Subdivision | 6bedroom septic design approved by the town. Create your multi-generational estate! The world is your oyster with this property.

Link ID; 35349
Type: Single Family
Lot Size: 5.4100
11 Norton Street, Edgartown, MA
PRICE: $2,995,000

In Town Edgartown in the Historic District - House and Guest house - Two cottages - One behind the other. Town Sewer is on Norton Street. If this property is allowed to be connected, four bedrooms may be allowed on this property. Driveway Easement shared with neighbor. Tenants in place in each cottage. Interior Photos to Follow.

Link ID; 38737
Type: Single Family
Lot Size: 0.1603
135 Middle Road, Chilmark, MA
PRICE: $2,950,000

A quintessential 1950s cottage situated on the highly sought after area of Middle Road in Chilmark. Consisting of a main house, guest house, garage and storage shed on 7.1 total acres. Would make a great family compound. A Landbank walking trail abuts property. Property is being sold "AS IS." Septic upgrade plan completed, but not installed.

Link ID; 37541
Type: Single Family
Lot Size: 7.1000
7 Peases Point Way, Edgartown, MA
PRICE: $2,850,080


House and Guest House in Edgartown Village. Nestled among a lovely block of historic homes in downtown Edgartown Village, this 3-bedroom main house and 1-bedroom guest house offers generous living space and represents a wonderful opportunity for a buyer looking for a family home for personal use or an investment property for rental income. Enter the home through the first-floor foyer where you are greeted by an exquisite stairway with historic elements, a front parlor/sitting room that could be used as a home office, as well as a pleasant sunroom. Continue to the spacious second living room with a fireplace and a bank of windows allowing the home to feel open and airy. The living room opens to a formal dining area which leads to the large kitchen towards the rear of the home with a breakfast nook and separate entrance through a mudroom/laundry room. On the second floor are 3 large bedrooms, including the master with a walk in closet and private bathroom. Two additional bedrooms share a bathroom. A separate guest cottage across the courtyard is complete with one bedroom and a full bathroom. This in-town oasis offers a lush lawn and a private, sun-drenched courtyard walled by hedges that is yours to enjoy. Just blocks away from Edgartown's storied harbor front, restaurants, and shops, this perfectly situated home awaits. Proposed plans have been approved by the ZBA, and the property is approved to connect to town sewer with 5-bedrooms.

Link ID; 38658
Type: Single Family
Lot Size: 0.1303
6 Brewster Avenue
6 Brewster Avenue, Oak Bluffs, MA
PRICE: $2,775,000


Panoramic Ocean Views. This exceptional Victorian style family home and guest cottage has dramatic water views from inside and outside of its ideal location. A park across the way will remain park land in perpetuity, adding to the expansive feel and play opportunities that any family would cherish for a lifetime.The historic Victorian style family home built in 1883 was completely rebuilt in 2010 to allow for comfortable year round living. The 4 bedroom main house was carefully elevated and a full foundation was poured, winterizing with FHA heat and insulation. Impeccable care was taken in order to retain all of the vintage architectural features and details of the home while allowing for modern touches and comfort. Original built-in's, cross beams and wide plank floors protect the whimsical style of this much loved family home. The new full basement creates storage and safe keeping of utilities and the potential for additional living space if desired.Walk to town, beach, tennis and East Chop parkland including the historic East Chop Lighthouse.Facing a park, many evening games , laughter and joy have been tradition for this Vineyard family home.

Link ID; 38609
Type: Single Family
Lot Size: 0.1147
61 Lagoon Pond Road, Vineyard Haven, MA
PRICE: $2,750,000


Newly built 6 bedroom compound with Commercial and Residential opportunities. Minutes from Main Street VH, the ferry, and steps from Lagoon Pond this property consists of a newly built 3 bedroom, 2 1/2 bath front house that sits above an oversized garage with 14 foot ceilings. The home is modern and open with stainless steel appliances and granite countertops. The back house is also 3 bedroom, 1 1/2 bath with an oversized one car garage and plenty of parking around the property. With a great proven rental history and commercial use this compound is definitely a must see.

Link ID; 38827
Type: Commercial
Lot Size: 0.1699
61 Lagoon Pond Road, Vineyard Haven, MA
PRICE: $2,750,000

Newly built 6 bedroom compound with Commercial and Residential opportunities. Minutes from Main Street VH, the ferry, and steps from Lagoon Pond this property consists of a newly built 3 bedroom, 2 1/2 bath front house that sits above an oversized garage with 14 foot ceilings. The home is modern and open with stainless steel appliances and granite countertops. The back house is also 3 bedroom, 1 1/2 bath with an oversized one car garage and plenty of parking around the property. With a great proven rental history and commercial use this compound is definitely a must see.

Link ID; 38794
Type: Multi-Family
Lot Size: 0.1699
168 East Chop Drive, Oak Bluffs, MA
PRICE: $2,650,000

Dramatic Vineyard Sound Views on East Chop Drive - Charming cottage on desirable East Chop Drive - Enjoy spectacular views of Vineyard Sound and boats passing by from your front deck of this cozy Martha's Vineyard retreat. The cottage is just under 1,000 Sf and sits on 12,256 SF of land, and currently features 2 bedrooms and 1 bath. Permits are being prepared for the potential of a new 4 bedroom septic system. This setting offers unbelievable views from a remarkable location in Oak Bluffs.

Link ID; 38342
Type: Single Family
Lot Size: 0.0002
4 State Road, Vineyard Haven, MA
PRICE: $2,600,000

Commercial Opportunity - Right Downtown! This flagship building is the anchor to Main Street. Located right in downtown Vineyard Haven, with more than 20 parking spaces, this building is rich with Vineyard history. This charming brick building was constructed in 1929 to house the telephone company. Next tenants included Community Services offices, a Youth Center on the main level, and a hamburger restaurant in the lower level. Most recently, the beloved art and office supply store, Educomp, has called this home since 1986. This building has a total of 8 office spaces. The lower level features more than 1,950 square feet of office space as well as two additional private offices. The second floor has 5 additional office spaces, ranging in size. Three levels of opportunity in the business district of downtown Vineyard Haven. Come take a look at this property that is a cornerstone of Main Street. *Attached floor plans completed by sellers. There are no bedrooms in this building. Information deemed reliable but not guaranteed.

Link ID; 37691
Type: Single Family
Lot Size: 0.4869
Rear view of building from parking area
4 State Road, Vineyard Haven, MA
PRICE: $2,600,000

This flagship building is the anchor to Main Street. Located right in downtown Vineyard Haven, with more than 20 parking spaces, this building is rich with Vineyard history. This charming brick building was constructed in 1929 to house the telephone company. Next tenants included Community Services offices, a Youth Center on the main level, and a hamburger restaurant in the lower level. Most recently, the beloved art and office supply store, Educomp, has called this home since 1986. This building has a total of 8 office spaces. The lower level features more than 1,950 square feet of office space as well as two additional private offices. The second floor has 5 additional office spaces, ranging in size. Three levels of opportunity in the business district of downtown Vineyard Haven. Come take a look at this property that is a cornerstone of Main Street.*Attached floor plans completed by sellers. Information deemed reliable but not guaranteed.

Link ID; 37596
Type: Commercial
Lot Size: 0.4870
0 - 75 of 153 Listings

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