A private Edgartown home in the distinguished Boldwater neighborhood on Martha's Vineyard. This property is spread over 8.5 acres of pristine land and fruit trees and includes a 4 bedroom/3.5 bathroom main house and a 1 car garage. A winding drive leads from the road to the main residence which features a generous first floor plan with an open living room with a brick fireplace, dining room, and a kitchen with doors leading out to a welcoming screened porch. This home features a primary bedroom suite  and a guest bedroom suite on the first level. Two additional guest bedrooms complete second floor. The exclusive Boldwater Association offers tennis courts, a boat landing on the Edgartown Great Pond, and a private South Shore sandy Atlantic Ocean beach. The Edgartown Great Pond is great for kayaking, paddling and boating.

4 Boldwater Road, Edgartown MA 02539

Amazing opportunity to own almost 16 acres in Aquinnah, with substantial road frontage on State Road. Perfect for a family and a great project for the creative mind. Property is overgrown and deemed condemned and being sold "as is."

461 State Road, Aquinnah MA 02535

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!

125 Massasoit Avenue, Vineyard Haven MA 02568

This harbor front commercial property is comprised of 3 separate buildings. The largest building is over 3,000 square feet and includes a large first floor office space with an apartment above. The second building is currently home to an art gallery and the third building is a separate cottage on the water. With 50 feet of frontage on the harbor and views to the Sound beyond. This is one of three commercial waterfront properties being offered individually or as a package.

34 Beach Road, Vineyard Haven MA 02568

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.

377 State Road, West Tisbury MA 02575

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!

22 Paddock Road, Oak Bluffs MA 02557

Private Oyster Pond waterfront residence on 3-acres with a private dock, manicured lawn, and beautiful gardens. This traditional 5 bedroom, 4.5 bath home boasts a unique design flooded with natural light. Incredible views of Oyster Pond can be enjoyed from the gourmet kitchen and the spacious living room featuring cathedral ceilings with exposed beams and a stone fireplace. 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 mudroom entryway provides convenient access to the two-car garage. A guest apartment located above the garage with a full kitchen, bath, laundry, a spacious living room and bedroom.  This thoughtfully designed space offers guests ample privacy. The expansive lawn stretches to the edge of Oyster Pond where you can enjoy clamming, kayaking, paddle boarding, swimming, and boating from your private dock. Oyster Pond residents enjoy exclusive access to the Pond and the sandy beach on the Atlantic Ocean. A truly special Martha’s Vineyard escape in one of the Island's most coveted locations.

81 Oyster Pond Road, Edgartown MA 02539

The famed ‘1720 House’ has been welcoming guests to Vineyard Haven and Martha’s Vineyard as a private residence and B&B for generations. 
Built in 1720, it is the oldest home in Vineyard Haven, and was previously known as the Timothy Chase House when it was moved to Vineyard Haven harbor from West Tisbury in the 1800s. The property, extending from Main Street to William Street is part of the William Street Historic District.

Beautifully sited to take advantage of the morning and afternoon sun, and nicely set back from the road behind a graceful circular driveway, it is a living testimony to the island’s rich history to which the new owner can add with its own story.

A comfortably sized lot offers privacy, a garage, and a shed all within a short distance of Vineyard Haven’s shops, MV Playhouse, VH Library and ferry. Also close by are Owen Park, the town dock/harbor and public beach.

Little has changed in the home’s interior, and the character and integrity of the architecture remain intact along with its prominent, two brick chimneys. Wide, colonial-era style floorboards, gunstock posts, beamed ceilings and lattice windows create a warm atmosphere that showcases its historic pedigree.
Offering 6 Bedrooms with 4 full Bathrooms, two half baths, it’s easy to imagine the house continuing its recent role as a popular B&B or being open to updating. 
A majestic copper beech tree in the side yard, which beckoned mariners in a bygone era, still stands, providing a stately welcome to the Buyer who finds safe harbor here.

152 Main Street, Vineyard Haven MA 02568

TO BE BUILT on LOT 5 MARSHE~With wellness and resilience in mind, the 2-bedroom 2-bathroom Marshe incorporates design features and appointments for ultra-comfortable, year-round, single floor living. At the core of the Marshe floorplan is a chef’s kitchen with professional appliances and a generous island – equally suited for culinary innovations and cocktail conversations. Open living spaces transition effortlessly and include a studio space that can be employed to accommodate wellness pursuits limited only by your imagination and ambition or serve as your Zoom-base for remote check-ins with family, colleagues, and fitness trainers. The Marshe’s primary bedroom features an ensuite bathroom with dual vanities, luxurious tile, quartz surface, and Kohler fixtures throughout. Guests and family will be drawn to gather at the Marshe and will be delighted by the serene quarters that await them after a memorable day on the Island. **See Interactive Virtual Tour Attached ** Options for many extras too** Call for an appointment and private tour. Don't wait RESERVE YOUR HOME TODAY!

32 Double Ox Road, Oak Bluffs MA 02557

2 HOPES WAY  LAND OPPORTUNITY 2 BEDROOM LOT WITH FLEX ROOM approximately1931 sq ft..& BUILDING PLANS Lagoon Ridge "Oak Bluffs Newest Neighborhood" You can’t beat this location and setting! Perched 95 feet above the Lagoon with Colorful BIG Sky Sunsets and Salty Sea Breezes in the air. LOT 2 is one of the building sites in Cluster C (which is comprised of 13 lots and 9 are currently under contract). The buyer is responsible to secure their builder and building permit. All utilities are at the curb including water, electric and private Amphridome wastewater system. Don't Wait this is a terrific opportunity to build your ISLAND home in this PRIME Peacefully Located Popular location abutting acres of conservation land with many bike and hiking trails. Please Note Do not drive up to Lagoon Ridge without an appointment there is heavy equipment and construction activity. Call Broker for more details.

2 Hopes Way, Oak Bluffs MA 02557

TO BE BUILT on Lot 13 NAUSHON *** Larger Lot and a WALK OUT BASEMENT ~Featuring 3 bedrooms and 3 ½ bathrooms, offering over 2,400 square feet of living space, the Naushon is the flagship of the Homes at Lagoon Ridge. A grand, covered wrap-around porch at the front of the home heightens one’s sense of arrival and provides the perfect setting for enjoying those cool summer breezes and refreshing morning air. The Naushon leverages a smart and efficient floor plan that connects its chef’s kitchen to living and dining areas to form a generous space to host large gatherings of family and friends where life-long memories will be made. All three-bedroom suites feature tiled ensuite bathrooms with quartz surfaces, Kohler fixtures, and spacious closets, while the Naushon’s second floor suites offer the option for private bedroom balconies. The Naushon’s classic lines pay homage to the cottage history of Oak Bluffs while offering all of the benefits of modern technology and comfort. The Naushon is the realization of your island dream. **See Interactive Virtual Tour Attached ** See Lagoon Ridge Website** Options are available for many too**Call for an appointment and private tour. Don't wait RESERVE YOUR HOME TODAY!

31 Double Ox Road, Oak Bluffs MA 02557

Look to Spring (Street)! Unrivaled in-town opportunity on an oversized corner lot. The current house has been thoughtfully renovated and features 2 bedrooms and a separate sleeping area. Recent updates include a brand new kitchen, mini splits in every room, updated bathrooms, double french doors in the kitchen leading out to a new Azek deck, windows replaced with new exterior Azek trim and casing throughout the house and much more. Current owner planned a large expansion to the existing house and adding a barn (please see sketch in photos). The property has already been cleared and several trees have been removed with expansion plans in mind. The house has been used as a 2 family previously and offers tremendous flexibility - use 1 unit and rent out the other, use as a single family, or use the substantial lot size to expand. All of this a few steps from downtown Vineyard Haven and the ferries. Offered partially furnished. Don't miss out! There is a 4 bedroom Title V septic already installed and passed inspection.

112 Spring Street, Vineyard Haven MA 02568

One bedroom apartment PLUS Warehouse/Garage. Take immediate use of over 2,000 square feet of first floor storage space with two bay garage, 16' ceilings and two half bathrooms. The separate year-round apartment is ready for immediate occupancy. This B1 zoned property in downtown Oak Bluffs is perfect for future development plans, while meeting storage and parking needs now for a local business. Apartment is serviced by town sewer.

114-116 Dukes County Avenue, Oak Bluffs MA 02557

NEWER CONSTRUCTION, with POOL, walking distance to Edgartown Village! Approx. 4,500 square feet of open living space. The Great Room has a dramatic Two Story wall of windows which surround a gas fireplace and overlooks the 14 x 30 foot in ground pool. In addition to the dramatic Great Room there is a first floor den/lounge area, a first floor primary-en-suite, a mud room and separate laundry area. The Gourmet Kitchen, with it's central island, opens to the dining room which flows into the Great Room. The second floor offers a second primary-en-suite, as well as two additional guest bedrooms which share a full bath. The finished basement offers a third den/lounge area with slider walk out doors.  The plot can support an additional bedroom, bringing the bedroom count to five bedrooms. The plot has plenty of room for a detached garage with a 400 square foot bedroom/bath above, permitting required.  This sought after neighborhood is the jewel of the Village.  A rare opportunity!

11 Jordan Way, Edgartown MA 02539

This spacious three bedroom home has been lovingly cared for by the original owner who built the home. There are many fantastic features including an open floor plan with the kitchen and breakfast bar opening into the dining area. Off the dining area there are French doors leading to a light filled grand, three season room (360sf - 18x20sf). In the main living room there is a Swedish coal stove, the focal point of the room, with a stone wall artistically created by Lew French. In 2002 the owner added an addition onto the living room. A beautiful stone faced wood burning fireplace with brick chimney were added. Robert Merriman helped create this unique fireplace in 2010. One of the three bedrooms and full bath are on this level. There are yellow pine floors throughout the first floor adding warmth to the home. The second floor features two bedrooms an office and half bath. There is a full basement that is partially finished and there is a half bath. The other side has washer, dryer, utility and storage area. The home is heated by a kerosene monitor and electric baseboard. Additional features include a large farmer's porch that spans the front of the house, an attached artist studio with beautiful lighting, pine floors, heat, and skylights, a free standing detached workshop/shed with loft and built in cabinets. All sited on 1.1 acres of land, this property has many mature trees, secret gardens and fenced in areas for meditation and privacy. The moss badminton court adds to the charm of the backyard.

65 Snake Hollow, Vineyard Haven MA 02568

PICTURE Perfect in Every Way ~Beautiful Victorian located in the Historic Martha's Vineyard Camp Meeting Association on popular Clinton Avenue with expansive Park Views!  This cottage has been lovingly maintained and is IMMACULATE throughout. There are 4 bedrooms and 1.5 bathrooms. Many updates include newer roof, exterior cedar shingle siding, kitchen, first floor bathroom, laundry room with on demand hotwater tank, Ginger Bread Porch Balusters,  and new screens in the Sun Porch.  Easy stroll to Oak Bluffs Harbor, Beaches, Ferries, Galleries and Restaurants! The interior living space includes over 1107 sq feet with high ceilings, striking wood floors a welcoming dining room, an updated sparkling kitchen and a bright airy living room. A good morning stair case leads to the second floor with 4 pleasant bedrooms and 1 bathroom. Charming, Comfortable and Convenient to the Grand Tabernacle and Trinity Park!  Exceptional offering with the perfect flow for both Summer living and entertainment.  For more information on the Martha's Vineyard Camp-Meeting Association please visit www.mvcma.org

8 Clinton Avenue, Oak Bluffs MA 02557

This classic two story full Cape is centered on a nearly square acre-plus wooded lot in a desirable neighborhood.  In the same family since new, nearly fifty years ago, it has all the traditional touches including a brick center chimney fireplace, raised panel doors and hardwood floors throughout, a full basement with oil heat and an attached one-car garage.  Three ample bedrooms and two baths with lots of closets, bookshelves and built-ins make for comfortable year-round living.  It is under a mile to Five Corners, five hundred feet from the Lagoon and a tenth of a mile to 20 acres of conservation land with trails and a Town pier.  Although current regulations limit the bedrooms to three, there is considerable room for expansion while still maintaining privacy. Note:  access is off Winyah Lane.

165 Weaver Lane, Vineyard Haven MA 02568

Summer has arrived, and the Vineyard's coastline is on the horizon. During the drive down to Edgartown, your family converses about their summer bucket list and where they want to go to dinner tonight. With each Vineyard sunset that passes, unforgettable memories are made. While everyone grows older and reaches new milestones, the one thing for certain is that next Memorial Day, the family will reunite at their home in Edgartown. 
Designed by Patrick Ahearn Architect and fully furnished by Serena & Lily interior designers, this 5bed/4bath colonial home found in the heart of Edgartown's historic district is the perfect landing pad for any Vineyard retreat. This 2022 rebuild and expansion is complete with custom finishings, antique beams, and meticulous attention to detail to highlight the history of Edgartown's landscape and modern-day living. 
Spend your summers relaxing by the pool and enjoying a cocktail with friends and family before heading into town for dinner or participating in the off-season holiday festivities of Christmas in Edgartown. The property comes with all furnishings, kitchen appliances, linens, etc., thus making this home truly turn-key.

55 North Summer Street, Edgartown MA 02539

Tucked away on peaceful Pine Tree Lane – along Vineyard Haven’s outer harbor, sits this comfortable four bedroom home, finished lower level and large private yard with mature trees and plantings. Located in a fabulous, well established West Chop neighborhood, you are just steps to Grove Street town beach. This classic ranch-style home had many renovations by former owner, including kitchen, bathrooms, new roof and boiler.  Other improvements completed in 2020 were new cedar shingle siding, all windows and trim, garage door, hardwood floors throughout, central A/C, and new driveway. The main level features a living room with wood-burning fireplace, updated kitchen, primary with en-suite bath, and two additional bedrooms which share a bath.  The lower level offers an additional 1000 sf of living space including a family room, bedroom and full bath. Conveniently located just one mile from town, it is an easy walk to the yacht club, library and all that Vineyard Haven has to offer. This property is a must see and move-in ready!!

11 Pine Tree Lane, Vineyard Haven MA 02568

It's All About The Address ~ Lagoon Ridge ~ "OAK BLUFFS Newest Neighborhood" TO BE BUILT  by AWARD-WINNING BUILDER, OAK DEVELOPMENT & DESIGN ~ NAUSHON FLEX ~ Featuring a Stylish and Spacious Primary En-suite Bedroom on each floor,  functional and convenient second floor office/ Flex Room, and 3.5 Tiled Bathrooms are included in over 2,400 square feet of prime living space.  On the exterior you are greeted by the grand covered wrap-around porch that heightens one’s sense of arrival and provides the perfect setting for enjoying those cool summer breezes and refreshing morning air. The Naushon leverages a smart and efficient floor plan that connects its chef’s kitchen to living and dining areas forming a generous space to host large gatherings of family and friends where life-long memories will be made.  Its classic lines pay homage to the cottage history of Oak Bluffs while offering all of the benefits of modern technology and comfort with top-of the-line finishes and designer touches throughout. The Naushon is truly the Flagship of the Homes at Lagoon Ridge and the realization of your island dream.  Potential Room for a Pool (not included in this price see attached site plan)

3 Hopes Way, Oak Bluffs MA 02557

Located in the exclusive Island Grove neighborhood, this perfectly maintained 4,218 square-foot Edgartown retreat is conveniently located near Morning Glory Farm, Downtown Edgartown, and South Beach. The home was designed with entertaining in mind. The first floor offers a den, custom kitchen, a large dining room, living room, half bathroom, and screened porch, all while flowing seamlessly to the outdoor living areas. In addition, there is a first-floor primary bedroom with a large walk-in closet and a full bathroom. The second floor offers two massive bedrooms, two full bathrooms, and a bonus room. The lower level provides a hangout room with a gas fireplace, wet bar, and full bathroom. Highlights include access to the neighborhood association tennis courts, two laundry rooms, two car garage, four-zone heating and cooling system, and mature landscaping. Town sewer serves the property, allowing up to six bedrooms. Come live the Edgartown lifestyle you have always dreamed of.

7 Whistling Swan Circle, Edgartown MA 02539

1st Floor!  Bright and Sunny Studio condo that currently sleeps 4 at the fabulous Island Inn Country Club Resort. Very sweet fabulous price point for property ownership on Martha's Vineyard with a bundle of amenities. This END unit provides extra window for light and feeling of better space. Higher level of upgrades include granite counters with under-mount sink.  Upgraded Bathroom as well! Overlooking a lovely yard area and Farm Neck golf course beyond.  Vacasa management is on site and makes the rental magic happen without any worry or stress 24/7. Plan your time for vacation and let the pros handle the rest. Housekeeping, picturesque grounds, a heated pool, bbq areas along with fire pits and children’s playground. Pet friendly if you so choose. Onsite tennis courts, along with shared washers and dryers, function rooms and so many more amenities. A short walk to the beautiful sandy beaches, bike paths, kayaking, fishing, golf, freshest seafood and nearby restaurant is the short list of all the fun and beauty this opportunity provides. A carefree lifestyle with benefits!

27 Island Inn Road # 11D, Oak Bluffs MA 02557

Lucrative Vacation Rental..can be occupied weekly thru the winter. 2 Bedrooms, sleeps 6 comfortably.   Newer bathroom with walk in shower.  Stainless steel appliances and hardwood floors.   A highly sought after condo!  
This end unit overlooks the lovely, sprawling landscaped yard and pool area.  Exceptional Offering after 19 years of ownership. The Island Inn is a gem and just a short walk to beautiful stretch of sandy beaches. The sunsets are world class at the end of the day. Vacassa management is on site and makes the rental magic happen without any worry or stress 24/7. Housekeeping, picturesque grounds encompass a heated pool, bbq areas along with fire pits and children’s playground. Pet friendly if you so choose. Shared washers and dryers, function rooms and so many more amenities. Bike paths, kayaking, fishing, golf, the freshest seafood and nearby restaurant is the short list of all the fun and beauty this opportunity provides. A carefree lifestyle with benefits!  An opportunity not to be missed!

27 Island Inn Road # 2A, Oak Bluffs MA 02557

Beautifully restored 4 bedrooms 3.5 bath 1840 In Town Home. High Ceilings throughout. Original wood floors.One first floor bedroom with private bath. Second floor Primary Bedroom with ensuite bath with free standing tub and two additional bedrooms and full bath. This home was gutted and renovated in 2016 both inside and out. All new electrical, plumbing, double paned windows with wood sashes, roof (35 year) shingles, *siding, *shutters, bathrooms, plaster and mechanicals. Lovely fir deck accessed from dining room and upscale kitchen with pantry, laundry room and half bath. Outdoor shower (cedar). Irrigation. Central Air. All fireplaces are relined. Original mantles. Transom windows above doorways. Separate shed and outdoor shower in yard. Lovely gardens with stone border with a little room to be creative. Propane FHW and FHA systems.

26 Morse Street, Edgartown MA 02539

NEW LISTING in LAGOON RIDGE " OAK BLUFFS NEWEST NEIGHBORHOOD" TO BE BUILT on LOT 17~ MARSHE~With wellness and resilience in mind, the 2-bedroom 2-bathroom Marshe incorporates design features and appointments for ultra-comfortable, year-round, single floor living. At the core of the Marshe floorplan is a chef’s kitchen with professional appliances and a generous island – equally suited for culinary innovations and cocktail conversations. Open living spaces transition effortlessly and include a studio space that can be employed to accommodate wellness pursuits limited only by your imagination and ambition or serve as your Zoom-base for remote check-ins with family, colleagues, and fitness trainers. The Marshe’s primary bedroom features an ensuite bathroom with dual vanities, luxurious tile, quartz surface, and Kohler fixtures throughout. Guests and family will be drawn to gather at the Marshe and will be delighted by the serene quarters that await them after a memorable day on the Island. **See Interactive Virtual Tour Attached ** Options for many extras too** Call for an appointment and private tour. Don't wait RESERVE YOUR HOME TODAY!  7 HOMES are UNDER CONTRACT SALE PENDING in Lagoon Ridge.

35 Double Ox Road, Oak Bluffs MA 02557

Water views and elegance in West Tisbury.  This gracious and impeccably maintained home is in the upscale Deep Bottom Association and offers views of Deep Bottom pond and the rolling pastoral fields of the farm beyond.  The elegant and turnkey home is filled with natural light and features an open concept great room, dining space, and chef's kitchen with high ceilings. The kitchen has granite counters and high-end appliances.  The living room and dining area offer a fireplace and flow out to the back deck with expansive views of the pond, making it a perfect space for entertaining family and friends.  There are three bedrooms and three baths, including a first floor primary bedroom with ensuite bathroom and walk-in closet.  In addition there is a bonus room that could be used as an overflow bedroom, office or den.  There is a generous first floor laundry room and a large, as yet unfinished basement filled with possibility, and an attached two car garage.  The property is 1.4 acres offering room for a pool or home expansion.  As part of the Deep Bottom Association in West Tisbury, there is access to walking trails, association tennis, and use of a shared dock on Tisbury Great Pond offering wonderful opportunities for superb fishing, and family fun on the water with kayaks or paddle boarding.
MORE PHOTOS PENDING
** Please note that there are leases in place for summer of 2021

30 Pond Lane, West Tisbury MA 02575

Located on a dead-end dirt road right outside downtown Vineyard Haven sits this quaint 1 bedroom and 1 bath ranch style home (with a 3 bedroom septic in place). It is just waiting for you to come give it some love and attention. A lot of potential on this 0.235 acre lot on the outskirts of town, but tucked back from the main road, making it feel more private. It even has the coveted outdoor shower that the island is known for! The kitchen is large and overflows into the front living room and also to a side area that could be used as a dining area or a quiet sitting area. The living room has 2 skylights allowing sun to pour in during the day. This property is being sold AS IS.

21 Walker Way, Vineyard Haven MA 02568

A stunning multi house property with so much to offer, residential or commercial! A three bedroom bungalow style front house with central AC and proven rental history. The indoor/outdoor living space is truly impeccable with a private deck and perfectly manicured side yard with its own separate entrance and a quaint working fireplace inside. A three bedroom colonial style home sits in back with an open layout downstairs, an updated kitchen, and stainless steel appliances. The primary bedroom located on the second floor has a loft above with great extra space and distant views of Vineyard Haven Harbor! There are solar panels on both the front house and back house which help to provide over half the electricity to the property. An unbelievable courtyard with gorgeous trees and plantings separates the two homes. In the back of the home there is more storage with a 6'x8' garden shed as well as a 16'x14' insulated and heated workshop with a 10'x12' attached room. A true amazing use of space.

62 Lagoon Pond Road, Vineyard Haven MA 02568

RENOVATED CAPTAIN'S HOME MERGES HISTORIC AND MODERN ELEMENTS. Steeped with history and beautifully renovated inside and out by Hutker Architects in 2013, this 1860's gem is situated on a large corner lot in the heart of Edgartown Village. Known as the Captain Ellsworth West House, the home's historic connections coupled with its impeccable quality and lush gardens would be sufficient to make this one of the finest homes in the village -- but add to that, its characterful styling and beautifully curated vintage details and this property is really something special. This expansive retreat is comprised of a Main House, with four floors of living spaces -- plus a private covered porch with wood-burning fireplace overlooking the beautifully landscaped grounds, which is the perfect place to relax with a book or enjoy a quiet fireside evening in the summer. The detached two-story Carriage House features a pool cabana with an inside lounge area plus French doors that open out to a private outdoor living area with gunite pool, built-in whirlpool spa and bluestone terrace with additional poolside lounging. This rare property includes over 7,000 square feet of living space and is a perfect in-town compound for discerning buyers who are seeking a spacious and comfortable home for gathering family and friends -- and creating treasured memories for years to come.

52 South Summer Street, Edgartown MA 02539

Pristine three-bedroom cottage on Chappy! Perfectly appointed, this successful rental property checks all the boxes. The three-acre parcel affords potential expansion opportunities. Centrally located off the paved road, enjoy the tranquility of Chappaquiddick while still having easy access to downtown Edgartown. Being sold fully furnished, the transition is easy, with rentals already in place for the 2023 season.

300 Chappaquiddick Road, Edgartown MA 02539

This beautifully updated and recently renovated, sunny 4 bedroom home is ready for you to step into summer without lifting a finger! Centrally located on 1.4 private acres near Long Point Wildlife Refuge and south facing beaches.  You and your guests will enjoy easy access to Morning Glory Farms, Edgartown Village, Alley’s General Store, Lamberts Cove, and the Farmer's Market.  There is a vast network of bike and walking trails just minutes away.   The house features an open floor plan with hardwood floors throughout, with two ample bedrooms and a full bath on each level.  Large, dry basement with tons of storage space as well as a new shed on the property. The exterior features a large deck for outdoor entertainment, a spacious yard and an outdoor shower. Strong rental history with great reviews and for buyers seeking an income-generating opportunity.

205 Vineyard Meadow Farms, West Tisbury MA 02575

Introducing ''Sound View Acres,'' one of the largest and most private estate settings in Aquinnah, with over 17 acres of bucolic and rolling terrain, native meadows and serene forests. Located minutes from the beach and boasting absolutely stunning water views of Vineyard Sound, the Elizabeth Islands and Buzzards Bay beyond, this contemporary rendition of a Dutch Colonial and it's adjacent guest house were thoughtfully sited to take advantage of the high elevation and tranquil surroundings. The architecturally significant structures were constructed using first-class materials by top local builders and craftsmen, while especial focus was placed on the state-of-the-art mechanical systems throughout the property. With potential for expansion or subdivision, ''Sound View Acres'' represents a remarkable opportunity to create a multi-generational estate in one of the most peaceful and pastoral locations on the East Coast. A pleasure to show, by appointment only.

19 Locust Lane, Aquinnah MA 02535

Spacious Colonial in Vineyard Hills is waiting for you to make it your own.  Owner is now offering a $2,500 at closing to go towards closing costs!  This gracious home has 3 floors of living space that include 5 bedrooms and 3.5 baths.  The backyard is an oasis with tiered landscaping, an in-ground pool, deck, pergola with trumpet vines, and a large, partially finished shed that can be transformed into your pool house.
There have been many improvements over the last couple of years, including a new furnace, new hot water heater, new stainless appliances with gas cooktop and double wall ovens, a new 5 bedroom septic, new windows, and doors, remodeled full bath and powder room, and more.  
The first floor features a kitchen, dining, den/office space, mudroom with laundry, and living room with gas fireplace.  Sliding doors from the living room and dining area open to a deck. The second floor features a primary bedroom en suite bath and a walk-in closet. Three additional bedrooms with a shared hall bath complete the second floor. The partially finished, walk-out lower level has a kitchenette, the 5th bedroom, and an additional living room that opens to a private deck.  The lower level is also home to the new furnace and hot water heater as well as plenty of storage and a bulkhead.  This house is waiting for you to make it your  Vineyard home.  Vineyard Hills has deeded beach rights to a quiet beach on the Lagoon.

3 Poplar Lane, Oak Bluffs MA 02557

Large Family?  Employee Housing?  This Fixer Upper has what you need.  Great space!  3 levels to spread out and enjoy.  Bring your imagination and capable friends or family to help make this terrific home reach it's full potential.  Perched on a knoll with a newly issued Cert of Occupancy for 5 bedrooms  Almost an acre of land just outside of town on a cul d sac. Central AC on the 1st floor. Plus 3 bedrooms which includes the Master Bedroom en suite with walk in closet.  Kitchen has granite counters and custom cabinets. Pellet Stove and propane heat and on demand Hot Water heater.  Garage plus Semi-Finished Walk Out basement is roomy and convenient.  Beautiful expansive yard, a short walk or bike ride to town and ferry.  
Septic has failed and will be Buyer's responsibility.  Home is being sold AS IS.
Please no drive bys. Home is occupied and the turnaround is on the property.  48 hour notice.

47 Carl Lairs Lane, Vineyard Haven MA 02568

Bring your vision to restore this quaint, three bedroom ranch style home. Located in an established neighborhood just a few miles from Main Street, this property is right off the bike path and bus route. Sited on a nice lot that offers privacy and a variety of mature plantings, there are so many possibilities to make this house your home. Comfortable living spaces, large deck, full walk out basement. Please see attached mold disclosure. Passed Title 5 3 bedroom system

18 Lagoon Avenue, Vineyard Haven MA 02568

Historically known as the Parsonage, this elegant, Federal-style residence dates to the early 1820's and directly overlooks Edgartown harbor, Chappaquiddick and Katama Bay. Sited at a commanding elevation on an uncommonly large in-town lot, the sweeping harbor views are effortlessly captured throughout the home's graceful living spaces. Soaring ceilings and original wide-plank pine floors make the interior remarkably clean, bright and airy while original woodwork and wide fireplaces evoke the home's storied history. The expansive lawn slopes gently down to a private beach, where the bustle of the harbor can be enjoyed up close. This stately property has been treasured for decades and presents the next owners the chance to create one of the finest legacy residences on Edgartown harbor.

75 South Water Street, Edgartown MA 02539

Rogers Way offers close proximity to the center of town, school, beaches, and bike paths. This quiet location, with attractive homes, is convenient to everything that Oak Bluffs has to offer. One of the last vacant lots in this area. This property includes an installed three bedroom Title V septic system.

28 Rogers Way, Oak Bluffs MA 02557

This conforming, buildable lot in the center of Vineyard Haven provides an opportunity to construct your starter home or rental investment property.  An engineered plan is in the works.  Based on current zoning bylaws, a buyer can have as many bedrooms as can fit within house floor plans and within the property setback lines of 20' from the front and rear, and 10' from the side.  Max building height is 35'.  In Vineyard Haven, a septic design can not be presented without floor plans.  Located at the bend in the road, this parcel is nestled into the neighborhood and could be the right location for your next project.

0 Bernard Circle, Vineyard Haven MA 02568

UNPARALLELED LUXURY AWAITS AT THE HARBOR VIEW CAPTAIN’S COTTAGES - Near the end of North Water Street, overlooking Edgartown’s picturesque harbor and steps from the iconic lighthouse, sits the most storied hotel on Martha’s Vineyard. The legendary Harbor View Hotel has been a mainstay for all to gather for generations. Built in 1891 and after a top to bottom restoration in 2018 and extensive modernization again in 2021, this charming and sophisticated resort is offering the opportunity of fully managed residences with deeded ownership providing the splendor of Vineyard homeownership without the worry of maintenance and property management. Sprinkled across the property, the Harbor View Captain’s Cottages provide all of the hotel’s refined amenities. This oversized 1-Bedroom, 1-Bath first floor residence is located in the Captain Collins Cottage and features fresh and inviting spaces with furnishings that evoke Vineyard style and life lived near the sea. The expansive living room has a pull out couch for extra guests and a big bay window to let the sunshine in. Enjoy morning coffee on the front porch before a day lounging at the pool and cabanas. Have the Concierge book a tee time or pack a picnic for your afternoon relaxing with a book at Lighthouse Beach. Gather for sunset cocktails before dining at the hotel’s award winning Bettini Restaurant, while the Chef prepares your favorite meal. Bicycle or stroll around Edgartown Village and enjoy the many art galleries, shops and restaurants surrounded by the beauty and historic charm of the village. Ownership at the Harbor View Captain’s Cottages has been thoroughly contemplated to offer the finest service and unsurpassed experiences for Vineyard lovers of all ages. Owners enjoy a myriad of benefits including dining and lodging discounts at the hotel. There is also a fully managed rental program available for when owners are not in residence. The Harbor View Captain’s Cottages offer easy and carefree second home ownership with the opportunity for idyllic in-town living.

131 North Water Street, Edgartown MA 02539

UNPARALLELED LUXURY AWAITS AT THE HARBOR VIEW CAPTAIN’S COTTAGES - Near the end of North Water Street, overlooking Edgartown’s picturesque harbor and steps from the iconic lighthouse, sits the most storied hotel on Martha’s Vineyard. The legendary Harbor View Hotel has been a mainstay for all to gather for generations. Built in 1891 and after a top to bottom restoration in 2018 and extensive modernization again in 2021, this charming and sophisticated resort is offering the opportunity of fully managed residences with deeded ownership providing the splendor of Vineyard homeownership without the worry of maintenance and property management. Sprinkled across the property, the Harbor View Captain’s Cottages provide all of the hotel’s refined amenities. This all encompassing 2-Bedroom, 2-Bath second floor residence is located in the Captain Osborne Cottage and features fresh and inviting spaces with furnishings that evoke Vineyard style and life lived near the sea. There is even a private outdoor shower and deck right off the primary bedroom! Enjoy morning coffee on the front porch of your cottage enjoying the beautiful gardens, before a day lounging at the pool and cabanas. Have the Concierge book a tee time or pack a picnic for your afternoon relaxing with a book at Lighthouse Beach. Gather for sunset cocktails before dining at the hotel’s award winning Bettini Restaurant, while the Chef prepares your favorite meal. Bicycle or stroll around Edgartown Village and enjoy the many art galleries, shops and restaurants surrounded by the beauty and historic charm of the village. Ownership at the Harbor View Captain’s Cottages has been thoroughly contemplated to offer the finest service and unsurpassed experiences for Vineyard lovers of all ages. Owners enjoy a myriad of benefits including dining and lodging discounts at the hotel. There is also a fully managed rental program available for when owners are not in residence. The Harbor View Captain’s Cottages offer easy and carefree second home ownership with the opportunity for idyllic in-town living.

Authentic and lovely Vineyard homestead on over 6 acres with hedgerow borders and stone walls, this is a special and storied piece of island history. The sweeping views over farm fields are stunning, filling the windows with light and the beauty of this natural rural landscape as it has been for hundreds of years. The 1700s post and beam home was originally a "high double house" and became a three-quarter house with an ell in the 1800s. It retains some original features like wainscoting and ancient wide plank floors. The sturdy barn, which was moved to the property in the early 1900s, is ready for it's next chapter as a work barn again, rec space, studio or entertaining spot. This antique Chilmark home awaits its rejuvenation. The property can support an additional house. Property is being sold AS IS.

50 South Road, Chilmark MA 02535

This three-bedroom two bath home in Westminster Acres packs a big punch! An open floor plan with easy access to an oversized deck enhances and extends the light-filled living area. The detached office, the most recent improvement, offers an additional 170sf of finished space, ideal for those looking for a quiet retreat. Convenient to all down island amenities, with Edgartown Village and the bustle of downtown Oak Bluffs just a short distance away, the location will be enjoyed and appreciated. An oversized yard, outdoor shower, and garden shed round out this lovely offering.

5 Windsor Drive, Edgartown MA 02539

INCREDIBLE VALUE IN EDGARTOWN- Nicely sited at the end of the lane adjacent to the Pennywise Path Preserve and Vineyard Golf trails, this considerable three-bedroom, open floor plan, farmhouse-style Cape will delight year-round buyers and investors alike. The farmer's porch extends the entire length of the home, offering space to relax as well as a magnificent view of the sunset. The rear deck area is perfect for entertaining, sunbathing, or simply relaxing. All three bedrooms and both full baths are incredibly spacious. The finished space in the lower level, which is not reflected in the square footage, is an excellent area for an office, exercise suite, and/or playroom. The new 3 BR septic is located on the additional 3000 square foot lot. (Map 11 Lot 26). Bring your vision and commitment to making this house a home again. Please note the property is being offered "as is."

77 Twentieth Street South, Edgartown MA 02539

West Tisbury- Pleasantly located near the end of a well maintained private road you will find this 3 bedroom 2 bath single story home set on 2.37 acres in a quite area of West Tisbury. Not far from Lambert's Cove Beach and abutting the nearly 2,500 acres of State Forest land. This home is perfect for you if you are looking for privacy and convenience. With close proximity to all that North and West Tisbury have to offer; Summer Markets, the Library, Alley's General Store, Galleries, & Farms Stands, as well as easy access to both up and down Island towns there won't be a shortage of activities to choose from. Or if solitude is what you are needing, hop onto the bike path just out your front door and enjoy miles of trails and throughways. The house itself offers a generous, open floor plan with a central living, dining & entertaining areal area and two separate sleeping wings with sizeable bedrooms and baths. With it's traditional ranch layout of nearly 1500 sqft it is a wonderful space for entertaining and gathering. Enter through the main doorway to an open concept living area with an easy flow into the dining room & kitchen. There is a well placed owners entry off the kitchen as well with a laundry room and or additional storage space. From the living room access the spacious Primary Bedroom with plenty of closet space and en suite bath. On the West side of the living area off of the dining space you will find the other two bedrooms (one currently is being used as an office) and shared full bath. In addition you will be pleasantly surprised with the lower level bonus space & workshop, offering plenty of opportunity to utilize and make it your own, as well as two additional out buildings at the far end of this lovely large lot.

88 Hopps Farm Road, West Tisbury MA 02575

A delightful sunny 3 bedroom cape with a fully equipped kitchen is waiting for your new ownership.  Wide pine floors, nautical touches, gas fireplace for cooler nights, mini-splits with heat/ AC and the home comes furnished plus décor items.  The location allows you to enjoy access to the water as well as town amenities.  This home has added many new features including new front and back decking to name a couple.  Currently rented until November 2023, the $5500 per month income will allow you to own a Vineyard home during these changing times.  Easy to show on Wednesdays, Saturday and Sunday with little notice. Come and take a look at your next home with a fantastic price.

129 Lagoon Avenue, Vineyard Haven MA 02568

REIMAGINED ISLAND LIVING AT SOMERSET. Construction is underway with a targeted completion date of June, 2023! Welcome to Somerset, an exclusive five-home luxury enclave perfectly located between Edgartown Village and South Beach -- and developed by Stanmar, owners of the Winnetu Oceanside Resort. Thoughtfully designed by noted architect Dudley Cannada, each home will be perfectly designed for indoor-outdoor summer living and entertaining, peaceful relaxation, working from home --   and will feature comfortable spaces conducive to hosting and entertaining family and friends. The home sites have been designed to maximize outdoor living and entertaining around a spacious and private yard with expansive lawns and room for an in-ground pool, pool house/cabana and outdoor fire pit. The beautifully designed interiors will feature a fresh coastal style and will evoke a sense of casual island living and barefoot elegance. **ABOUT THIS HOME: This smartly-designed luxury residence will include 3,311-square feet of finished interior living space with an additional 532 square feet of outdoor living spaces, including a spacious covered portico and second-floor screened porch -- for a combined total of over 3,800 square feet. Somerset offers a one-of-a-kind opportunity to own in premiere Katama location, with easy access to Edgartown Village, The Field Club -- as well as the bicycle path and South Beach.

2 Somerset Lane, Edgartown MA 02539

Colonial style home built in 2007 that boasts 4 bedrooms and 5 full and 1 half bath totaling just over 2400 sqt ft. of living.   Located in the highly desirable 335 acre Spring Point community with 38 home sites with 125 acres of common land, 3/4 mile of private beach, 2 tennis courts and endless dirt roads and trails.  A distant, second story water view could likely be improved.  
Massachusetts Estate rules apply. Buyer will be given a 5 -day opportunity to respond to any 3rd party Offer. Property being sold "AS IS".
Performance by Seller is contingent upon Seller obtaining a license to Sell from the Dukes County Probate Court

99 Hammett Road, Chilmark MA 02535

Recently purchased 4 lots off Holly Bear Land. This lot #2, but all 4 are available. Each lot will have a 4 bedroom septic permit approved. Town water available to each lot, and electricity. There is a $250 annual membership in the Holly Bear Lane Road Association required, and Owner may record house design covenants on these 4 lots prior to a P&S being executed. Broker has a partial ownership interest in property. Broker is also a builder and can give a land/house package price. Note: $3,189,000 new spec home now on market being built just across the Street.

5 Holly Bear Lane, Edgartown MA 02539

One of the last lots available in this newly created 5-lot Edgartown subdivision! This group of residences will feature over-sized lots with utilities in place. Division Road is located between Meshacket and Meetinghouse Way, less than 1 mile from the center of town. This concept was thoughtfully and creatively developed in an effort to create a new and upcoming neighborhood. The properties will be able to accommodate up to 7 bedrooms, and offer the opportunity to create your own family compound including all of the popular requests such as garage, pool and pool house. The Seller will be improving the area and implementing professional landscaping, entry ways and fencing. Construction has already begun on Lot 1, and Lot 2 will be underway shortly. Lot 4, which is 1.57-acres, is currently being offered and is ready for your design concept.

63 Division Road, Edgartown MA 02539

Revived, refurbished, and refreshed, this gem in Hidden Cove is a home for all seasons.  No detail was overlooked or corner cut during this owner’s thoughtful stewardship.  A spacious and open floor plan offers multiple seating areas, inside and out, with easy access to a large blue stone patio that overlooks the lush and private landscaped yard. The finished lower level provides additional living space, complete with a full bath and bedroom with a private exterior entrance. Water access on Sengekontacket and tennis courts, amenities of the Association, only enhance the central location, convenient to all down island towns.  The perfect place to call home.

11 Hidden Cove Road, Oak Bluffs MA 02557

Here is the in-town getaway compound you've dreamed of: As your seasonal vacation spot.  Or as your year-round "secondary primary" home.  Perhaps as your rental income magnet, too.  Upgraded by successive owners, the property still honors the grace of the site's original 18th Century homestead, built for prominent Edgartown minister Joseph Thaxter.  In the spirit of historic Edgartown, the current owners of this meticulously maintained property have upgraded the landscaping to garden-tour levels and re-opened the streetfront vistas to the appreciation of neighbors and passersby.  The main house, built in 1970 and remodeled in 2004 by architect Pat Ahearn, features a lofty, open-concept great room with gourmet kitchen and wood-burning fireplace.  The 2018 dining room addition offers egress to a sunny little patio for morning coffee.  All four bedrooms -- two up, two down -- feature en suite baths and romantic gas fireplaces.  One downstairs suite directly accesses the rear patio via French doors.  Perfect for that right-out-of-bed dip in your 11x27 heated pool and spa.  The two upstairs bedrooms each have private decks for basking in the sunshine.  (The owner dubbed one suite "the McCartney Suite."  Ask me why.)  The Juliet balcony over the great room is a perfect spot for an office nook or for the children to spy on grownup conversations below.  In the walkout lower level:  Fully appointed studio quarters for the nanny, the caretaker or the collegian’s must-have hideaway.  The 2018 improvements include a detached carriage house, with a one-car garage, storage spaces and an extra laundry room on the lower level.  Above, a game room (or whatever you dream this bonus space to be) features a custom stone fireplace, wet bar and half bathroom.  At ground level, a brick outdoor fireplace faces poolside, for cozy gatherings in the chilly shoulder seasons.  You might never wish to leave home, but in case you do:  Dinner in town is near to your doorstep, as is the bike path to South Beach.  Included in the sale are the handsome furnishings -- darn near every convenience you could wish for, down to the lobster pot.  Just move in and savor.  NOTE: The quoted square footage (3607sf) combines the living areas of the main house, including finished basement area (2,791sf) and carriage house (816sf).

77 Cooke Street, Edgartown MA 02539

Charming Cape! Located on a quiet road in a well established neighborhood with a short drive to beaches, ferries, lagoon, hiking trails and fun Oak Bluffs activities! This classic cape offers an open layout featuring a living area, kitchen and dining area with glass sliding doors leading to an inviting mahogany deck and outdoor living space. There are two bedrooms upstairs and two bedrooms downstairs that each share a hall bathroom. 
Enjoy this adorable home year round, for seasonal use or as an investment rental property. The property is being offered turnkey with all contents and furnishings, subject to seller's list of exclusions. Strong rental income history.

66 Forest Avenue, Oak Bluffs MA 02557

Exciting opportunity to build your Vineyard dream home just ½ mile from Main Street in downtown Edgartown. This 31,798sf parcel meets R5 zoning regulations, offers a seven-bedroom potential with it’s preexisting town sewer stub according to wastewater dept., has room for a pool and has potential for a guest house in five years.

57 Curtis Lane, Edgartown MA 02539

Renovated in 2019, this sweet & petite cottage is located 2 blocks from Upper Main Street and just a short walk to all the activity of Edgartown Village.  Recently connected to the town sewer, this lot will now permit up to 4 bedrooms with plenty of room to expand on the lot.  A built-in pool would also be permitted. The cottage had a complete and total renovation throughout including all new plumbing and electrical.  The interior offers a bright and sunny open floor plan, bamboo floors, shiplap walls, new appliances and mini-split.  A spacious deck overlooks the backyard.  Excellent opportunity for anyone who wants to be walking distance to town on a quiet tucked-away cul-de-sac.

3 Bernard Way, Edgartown MA 02539

1st Floor! Bright and Sunny 1 bedroom studio condo at the fabulous Island Inn Country Club Resort. A fabulous price point for property ownership on Martha's Vineyard with a bundle of amenities. This unit has a great feeling of space.  Higher level of upgrades include granite counters with under-mount sink. Upgraded Bathroom as well! Overlooking a lovely yard area and Farm Neck golf course beyond. Vacasa management is on site and makes the rental magic happen without any worry or stress 24/7. Plan your time for vacation and let the pros handle the rest. Housekeeping, picturesque grounds, a heated pool, bbq areas along with fire pits and children’s playground. Pet friendly if you so choose. Onsite tennis courts, along with shared washers and dryers, function rooms and so many more amenities. A short walk to the beautiful sandy beaches, bike paths, kayaking, fishing, golf, freshest seafood and nearby restaurant is the short list of all the fun and beauty this opportunity provides. A carefree lifestyle with benefits!

27 Island Inn Road # 14D, Oak Bluffs MA 02557

Located in the heart of historic downtown Edgartown on a prime commercial street lies this beautiful 1820’s Colonial building on nearly 15,000 sq. ft. of property. Patrick Ahearn’s office was retained to permit for renovations to the main residence and guest house, as well as a new pool and pool house. This property offers the rare opportunity to create a substantial in-town compound with matter of right permitting. Alternatively, this property has tremendous potential to offer the many usages allowed in the Edgartown B1 district and could provide a wonderful mix of retail, office and residential uses. There is substantial frontage on North Summer Street just a half block from Main Street. In addition, the rear of the property fronts the entire rear length of the town parking area that also offers entrances to a number of commercial businesses, including Espresso Love, 19 Raw / 19 Prime, Juniper and the Edgartown Cinemas. Please call to preview this unique opportunity.

26 North Summer Street, Edgartown MA 02539

You'll love the carefree luxury living at Fairway Village, a small distinctive enclave of luxury condominiums set on 1.51 acres located close to town and the harbor. A thoughtfully designed residence built with exquisite craftsmanship, crown molding, central air conditioning, heart pine flooring, and custom details throughout. This home offers four bedrooms, three full baths, two half baths, 10-foot ceilings, and a well-equipped chef's kitchen. Two of the bedrooms are private suites with a full bath, one on each floor; there is also a fully finished basement with a laundry room and half bath (approx. 1,000 square feet of additional living space, not included in square footage noted herein). Fairway Village offers a convenient location with easy access to the bike path. Total privacy abutting the nicely wooded backside of the Edgartown Golf Club. Being sold furnished except for some personal items.

3A Magnolia Way, Edgartown MA 02539

NEW CONSTRUCTION, contemporary farmhouse style home with a wrap around deck and outdoor shower.  This home features a first floor en-suite bedroom with a full double sink bath, a half bath off the foyer entry, an open kitchen/dining and living room area with a gas fireplace, with the rear wall sporting walls of sliding glass doors from both the dining area and living room area.  There is a well designed mudroom area, a large overflow pantry and a built in bench seating area. The second floor offers two en-suite bedroom/baths, a large second floor living room area and a second floor laundry.  The finished lower level/basement area offers 1,000 square feet of finished space with half bath! The plot has been designed with a future pool and detached garage in mind.  The property is located in Katama, close to the Katama General Store, 1 mile from Main Street in Edgartown Village and 2 miles to South Beach. This NEW CONSTRUCTION is in truly a superlative LOCATION.

22 Herring Creek Road, Edgartown MA 02539

This property is perfect for anyone looking to run a business with an opportunity to build a home onsite. An uncommon asset on Martha's Vineyard. A new owner can construct a home for themselves or perhaps two apartments for a mix of personal use and employee housing or rental units. A successful business is included in the price as well as the restaurant equipment. There is an opportunity to enhance the outdoor seating atmosphere and continue with the 74 seat capacity inside. The building is in great condition as much of it was renovated in 2017 which includes new restaurant equipment (stoves, refrigerators, freezers, all necessary kitchen items) as well as a new propane HVAC system. This is a gem of an opportunity in a really great location. Very easy to step right in to a fully functioning and well-equipped business and design your own home for the property. This area is rapidly changing and becoming a highly desirable area in Oak Bluffs.

7 Oakland Avenue, Oak Bluffs MA 02557

East Chop – Nestled on the corner of Madison and Green Avenues is a vintage two-story summer home with all the charm of a by-gone era. A superb location, only one block from the East Chop Tennis Club, two blocks from the East Chop Lighthouse and gorgeous bluff views. Ownership of this address provides East Chop Membership access. Explore the opportunities that exist; the large acreage allows room for additional building and expansion. The central hub of the home is the dining room, flanked by a living room with fireplace on one side and a cozy den with bath on the other. The kitchen is conveniently located off the dining room and has access to the backyard and outdoor shower. Four bedrooms and a shared bath are on the second level and feature vaulted ceilings with exposed rafters. The screened porch and stone patio are the perfect places to enjoy the tranquil and private setting. East Chop is a quintessential, close-knit community only a short distance from the harbor and downtown Oak Bluffs.

67 Madison Avenue, Oak Bluffs MA 02557

Exciting opportunity to build your Chilmark dream home on this private 5.2 acre lot.  Located just off Tea Lane, this magical lot features stonewalls, mature trees and a desirable rolling topography.  Approved for a 6-bedroom residence, the dramatic ridgeline offers the ideal homesite. The land is mostly surrounded by Martha’s Vineyard Land Bank with easy access to the miles of hiking trails at Tea Lane Farm.  Chilmark residents enjoy exclusive access to both Lucy Vincent Beach and Squibnocket Beach on the Atlantic Ocean.

21 Tea Lane, Chilmark MA 02535

Lovely, wooded, level lot with a southerly orientation and a small view channel of the Nat's Farm meadow over abutting property.  The lot is now ready to go.  It has been staked and tagged; perc test done, well installed and septic plan for five bedrooms filed and approved pending submission of house plans by the new buyer.  This is the last undeveloped lot in Nat's Farm - an area of fine homes with conservation meadows on both ends of the subdivision and abutting the State Forest all across its eastern boundary. Walking trails give access to both the meadows and the State Forest bike trails. Very near the West Tisbury School and not far from the village center.

15 Alex Way, West Tisbury MA 02575

This charming, historic, West Tisbury farm house is just 0.2 miles from the coveted Lambert's Cove Beach and less than a half mile to Ice House Pond and Seth's Pond. The circa 1900 home is sited in a broad field on a one acre lot, surrounded by old stone walls and mature trees. There are 5 antique outbuildings, including a 484-sf studio with bathroom, a 272-sf storage shed, a garden shed, small shed, and a garage:Tons of potential. Hang your beach towels and umbrellas in the mudroom and enter the country kitchen and adjoining original tongue-and-groove paneled butler's pantry. Relax and enjoy the breeze in the screened porch off the kitchen or dine alfresco on the gracious wrap-around deck. There is a comfortable living room that spans across the front of the house and opens to the front porch. The spacious dining room welcomes in the afternoon light. A downstairs bedroom with en-suite bathroom is located off the dining room. Upstairs, there are 2 generously sized, light -filled bedrooms one with a walk-in closet plus a full bathroom. The second bedroom opens to an extra room that can be accessed by a back staircase from the kitchen. There is also an attached workshop with an antique laundry sink that could be repurposed. The home features period hardwood floors throughout.  Exclusions: dining room chandelier. The property will be transferred with an approved 4 bedroom septic plan that ties in the studio bathroom. Installation will be the buyers responsibility. Please note the furnace in the farmhouse has been removed.

323 Lamberts Cove Road, West Tisbury MA 02575

Commercial condo located in Tisbury Market Place - Great opportunity to become part of a thriving business community.  Create a space that will work for your business.  Currently, the 586 sq. ft. space is divided into a small reception area, 2 treatment rooms with sinks, and a back office/storage room. Deeded space is actually 600 sq. ft..  Unit is being sold "as is".  A pipe burst but has been repaired.  The unit needs new flooring and lower section of the sheetrock needs to be repaired. Half-bath is shared with the unit next door.

79 Beach Road # 12, Vineyard Haven MA 02568

Wonderful vintage farmhouse with character! Great location! This home has been in the same family for generations and is definitely a part of Edgartown history. Large corner lot just a short distance to Downtown Edgartown Village, Katama General Store, South Beach or Morning Glory Farm. Renovated in the mid 90s, the first floor has a bright eat in kitchen, large full bath with washer and dryer, living room with built in shelves and a spacious bedroom/ office/ family room. Upstairs you will find four bedrooms, pine floors, a walk-in closet/storage space and second bathroom with clawfoot tub. A staircase from the second floor leads up to a large semi finished attic with great space for additional bedroom/living area. Title V 6 Bedroom Septic just inspected/passed.

134 Katama Road, Edgartown MA 02539

Undulating parcel of woodland located near North Tisbury village amenities, bounded on two sides by stone walls, with an abutting large parcel to the north and the 932 acres of Seven Gates Farm to the west. Access to the property is via Rogers Path, a "special way". The Planning Board has granted a Special Permit to create a curb cut off the way, which will need some work to make it more navigable by vehicle. There is no express right to tie into power/intelligence line service, so the parcel will be developed "off the grid" unless tie-ins are negotiated separately with the owners of abutting parcels. Limited estate rules apply, meaning that after the Personal Representative (Seller) has accepted an offer to purchase the property, except if agreed otherwise in the purchase and sale agreement called for in the offer, Seller may accept higher offers up to the point of sale; however, Seller will give Buyer the opportunity to match or exceed any 3rd party offer received and vetted. Seller's performance is contingent upon its ability to procure a License from the Probate Court satisfactory to Seller. The property is being offered "as is". To date no perc test has been performed or well installed.

609 State Road, West Tisbury MA 02575

This commercial waterfront property has 50 feet of frontage on Vineyard Haven harbor. Currently unoccupied, this was formerly a workshop and storage building. Includes approximately 12,000 square feet of land on the harbor and plenty of parking. This is one of three separate commercial waterfront properties being offered individually or as a package.

42 Beach Road, Vineyard Haven MA 02568

Commercial waterfront building on Vineyard Haven Harbor with 25 Feet of frontage. This is one of three waterfront commercial properties being offered individually or as a package. Formerly a paint store and currently unoccupied.

46 Beach Road, Vineyard Haven MA 02568

You must see to understand how genuinely incredible the dramatic panoramic views are. 5.41 acres of land situated 135' above sea level with views of the Atlantic. This property boasts enough acreage for two dwellings & pool | Privacy | Potential for Subdivision | 6 bedroom septic design approved by the town. Create your multi-generational estate! The world is your oyster with this property. Sellers do not make any representations or provide warranties regarding the potential use of the property. Buyers are responsible to perform their own due diligence.

1143 State Road, Aquinnah MA 02535

Located in the heart of Aquinnah with 500+ feet of frontage along State Road this lush 6.5 acre parcel presents many potential opportunities including expansion of the existing homestead and subdivision with town approval. Currently there is an abandoned circa 1950's cottage with detached garage/barn and a small outbuilding. Please contact agent for viewing instructions.

922 State Road, Aquinnah MA 02535

Brand new home under construction on Lot 4A. House number to be assigned later. This is my last new home, previous 8 built and sold. Walk to Town. High end construction. House will have 4 bedrooms and 4 full baths. Septic system is a 6 bedroom design. 2 more bedrooms can be added in walk out or over a future garage. Partial Walk out unfinished basement. This lot can accommodate a house, garage, and a pool. Same size House next door rents for $10,000 a week in August. Photos shown are from previous homes I built on same street.

4A Amelias Crossing, Vineyard Haven MA 02568

Here is that rare and unique location you have been hoping for in this wooded 4-plus acre parcel situated
a"hop,skip and a jump"to coveted Sepiessa Point Reservation with its conserved waterfront on the Tisbury Great Pond including kayak and boat launches and miles of trails for nature hikes.  The land has easy access
on a road with substantial  homes and large enough to accomodate an accessory dwelling in addition to the main house for a potentially remarkable family compound. Well and septc have not been installed.

25 Plum  Bush Point Road, West Tisbury MA 02575

Raw land in friendly highlands neighborhood of Oak Bluffs.

4 Sylvan Avenue, Oak Bluffs MA 02557

NEW LISTING in Lagoon Ridge "Oak Bluffs Newest Neighborhood"  TO BE BUILT on Lot #19  PROSPECT ~Offering optimal flexibility, the 2 bedroom with Flex Room  &  2 ½ bathroom Prospect is the perfect fit for owners whose needs and desires change from week to week, season to season, or year to year. An expanded version of Cape Built’s most popular home design at Heritage Sands, the Prospect lives well-beyond its size, and features an expansive open concept living area topped with craftsman inspired cathedral ceilings. Its light-filled dining nook not only is the perfect mealtime host for family and friends, but also serves as the ideal morning “reading room”– whether on your tablet or unfolding the Sunday Times with a steaming cup of coffee. The luxurious first-floor primary suite includes an en suite bathroom with separate tile shower and soaker tub, and dual vanities finished with quartz countertops and Kohler fixtures. The Prospect’s upper floor accommodates a spacious guest bedroom, tiled bathroom and flex-room that can serve as a home office, wellness studio, den, library or endless other uses to accommodate your family’s needs. The Prospect offers forward-thinking owners the opportunity to transition within Lagoon Ridge from seasonal to year-round residents of Martha’s Vineyard on a moment’s notice. See Interactive Virtual Tour Attached ** Options for many extras too**Call for an appointment and private tour. Don't wait RESERVE YOUR HOME TODAY!  7 HOMES ARE CURRENTLY UNDER CONTRACT...

37 Double Ox Road, Oak Bluffs MA 02557

This wonderful Historic Edgartown home has recently undergone a thoughtful renovation and ready for your immediate enjoyment. Located on a quiet side of town, this location offers quick and easy access to Edgartown shops, fine dining, and the harbor at the end of Beach Street.  The first floor offers a welcoming entry, spacious living room, family room, a sun-filling dining room with stone floor, and a beautifully renovated kitchen with new appliances and modern details. The second floor features 2 large bedrooms with en-suite tile baths.  The refinished antique wood floors, painted fireplaces, and original built-in cabinets throughout preserve the historic character of this lovely home.  Step out onto a fabulous second floor sundeck with new mahogany decking and a stylish awning. Venture to the third level where you will find 2 additional bedrooms and a bath all with blue painted wood floors.  This in-town home also includes a detached garage with additional storage space, and an new outdoor shower.  New hedges and landscaping offer privacy for outdoor entertaining.  This home has loads of character and is being sold fully furnished. You will fall in love from the moment you step inside. For future expansion and additional renovations, plans are available by well-known Martha's Vineyard architect Patrick Ahearn.

8 Atwood Circle, Edgartown MA 02539

NEW IMPROVED PRICE!!   MOVE IN READY! FULLY FURNISHED! VACATION HOME OR YEAR ROUND with great rental opportunities for the 2023 Summer rental season with potential of $65K to $75K income for the summer season! This 3 Bedroom, open floor plan is inviting to accommodate family and friends. Soaring ceilings and large windows elevates the spaciousness. Let your imagination and personality rule! 
The kitchen, living and dining area plus two bedrooms, w/full bath and private laundry room make up the 
first floor. The third bedroom and a full bath complete the second floor, including a spacious loft, which provides additional sleeping area for those special friends and a HOME OFFICE. This bonus living area is perfect for private enjoyment to relaxing and read., with slider leading on to a small deck, which provides perfect view for the morning sunrise, overlooking CONSERVATION LAND.
This beautifully maintained property with thoughtful upgrades over the years. Sets back on .92 areas attributes an inviting and relaxing environment with lots of lots Zen for peaceful enjoyment. This home offers ENERGY EFFICIENT and flexibility for both cooling and heating with brand new split HVAC system, a Vermont Castings wood burning stove and individually controlled thermostats for each room throughout. Hardwood maple flooring on each level. Expansive deck w/ large brick patio for outdoor living, includes a shower to refresh after a day on the beach or match at the Community neighborhood tennis courts. 
This property is minutes away, (approximately 2 ½ miles) from Edgartown Village and the shores of Katama Beaches, (under 5 miles) or Edgartown Great Pond for kayaking, and picnics. The bike and walking path 
make it easy for that morning visit to Morning Glory Farm
for homemade breakfast delights or early T time to the nearby Vineyard Golf Club, just minutes away. 
Septic Title V inspection passed!  Town Water and Town Sewer hook-up already in place with the Potential for up to 7 bedrooms with town permitting, including room for a swimming pool. This home is A MUST SEE TO APPRECIATE!  EASY TO SHOW.

120 Whalers Walk, Edgartown MA 02539

OAK BLUFFS BEACHFRONT AND DOCK- Spectacular frontage and views of Vineyard Haven Harbor are achieved from this classic three-bedroom, two-bath home.   The charming cottage has been well maintained and offers a practical layout that will easily accommodate all who visit. However, not much time will be spent indoors, with your days filled with boating, fishing, swimming, and everything in between, and your evenings enhanced by spectacular sunsets over West Chop and beyond. The additional vacant abutting parcel, included in this offering, provides extra privacy and water frontage. A Vineyard classic that can’t be missed!

17 Beach Road, Oak Bluffs MA 02557

Walk to downtown Vineyard Haven, the ferry, MV Museum and Veterans Park from this lovely older home with tons of character. Some of the original molding, doors and doorknobs still remain. Beautiful pine hardwood floors with wood pegs through out the first floor and yellow pine nailed slat floors upstairs. With a total of 5 bedrooms and 2 full baths, the main house can accommodate a large family. House does need updating. Property is being sold "AS IS".

82 Edgartown- Vineyard Haven Road, Vineyard Haven MA 02568

Located in a popular area of West Tisbury, this 1.3+ acre parcel has a lovely, well designed main house, a workshop, garage and chicken house.  There is potential for a detached bedroom or small business on the property if one seeks necessary permits.  The property is well maintained with nice landscaping.  Access to conservation land with walking trails is located across the road from the subject property.  Just a short drive to Sepiessa Point Reservation where you can launch your kayak into Tiah Cove and paddle to Tisbury Great Pond.  While enjoy many sightings of a variety of waterfowl and other wildlife.  West Tisbury property owners also have access to beach stickers for the beautiful Lambert's Cove Beach.

For a 3D tour see below.

10 Crow Hollow Road, West Tisbury MA 02575

Investment opportunity, waterview unit with tenant in place. Located in a well-established building housing respected Island businesses.  On-Site parking and restroom. Easy access to town, restaurants, and the ferry. The perfect Island office.

107 Beach Road # 104, Vineyard Haven MA 02568

Delightful 1st floor seasonal condo located at the impressive Island Inn Country Club has been in the same family for 19 years.  Thoughtfully upgraded with fabulous flooring made for holding up to sand and beach wear.  Bright and sunny along with upgraded kitchen with granite counters.  The wood ceiling is beautiful and the height gives the feeling of spaciousness. The view out the window is serene. Sit on your patio and enjoy a beverage while watching the Farm Neck golfers.  Vacasa management is on site and makes the rental magic happen without any worry or stress 24/7. Plan your time for vacation and let the pros handle the rest. Housekeeping, picturesque grounds, a heated pool, bbq areas along with fire pits and children’s playground. Pet friendly if you so choose. Shared washers and dryers, function rooms and so many more amenities. A short walk to the beautiful sandy beaches, bike paths, kayaking, fishing, golf, freshest seafood and nearby restaurant is the short list of all the fun and beauty this opportunity provides. A carefree lifestyle with benefits!

33 Island Inn Road # 26F, Oak Bluffs MA 02557

33 DOUBLE OX  LOT 15 ROAD LAND OPPORTUNITY 2 BEDROOM LOT WITH FLEX ROOM approximately 1931 sq ft..& BUILDING PLANS Lagoon Ridge "Oak Bluffs Newest Neighborhood" You can’t beat this location and setting! Perched 95 feet above the Lagoon with Colorful BIG Sky Sunsets and Salty Sea Breezes in the air. LOT 2 is one of the building sites in Cluster C (which is comprised of 13 lots and 9 are currently under contract). The buyer is responsible to secure their builder and building permit. All utilities are at the curb including water, electric and private Amphridome wastewater system. Don't Wait this is a terrific opportunity to build your ISLAND home in this PRIME Peacefully Located Popular location abutting acres of conservation land with many bike and hiking trails. Please Note Do not drive up to Lagoon Ridge without an appointment there is heavy equipment and construction activity. Call Broker for more details.

33 Double Ox Road, Oak Bluffs MA 02557

New Construction, READY FOR SUMMER 2023, with POOL and Spa, 1/2 mile from HISTORIC EDGARTOWN VILLAGE! This custom-built home offers a superlative location plus top-notch amenities for the ultimate Vineyard lifestyle. Approximately 5,282 square feet of custom designed space with summer living and entertaining in mind.  


The open floor plan encompasses a Great Room with a gourmet kitchen, dining and lounge area with a wall of sliders that lead to a bluestone terrace with pergola, while overlooking the 16 x 34 custom heated, saltwater gunite pool and a 7 x 7 custom built in spa with a professional landscaped back yard.


In addition to the dramatic Great Room there is a first floor primary en-suite bedroom that has a vaulted ceiling wrapped with shiplap and a beautiful bathroom with a vaulted ceiling wrapped in shiplap, a double vanity, soaking tub and walk-in glass shower. 

A Powder Room and Laundry Area are located off a hallway that connects the foyer to the mud room area and side entrance.

A designated half bath services the pool area. The first floor is completed with an attached one car garage. 

The second floor offers an open Family/TV and billiards/game area, PLUS three bedrooms, all with private full bathrooms. There is a half bath off the billiards/game area and a separate 2nd floor laundry area.

The lower level, (basement area) offers finished space with a half bath.

The plot can have up to FIVE BEDROOMS, a future GUEST HOUSE and/or a future detached bedroom. All of this, only a 1/2 mile to  Edgartown Historic Village.  The location is superlative and comes hand in hand with NEW CONSTRUCTION. Come enjoy for the summer of 2023!

14 Mill Hill Road, Edgartown MA 02539

This hypnotic retreat on 4+ acres is sited on a north-facing bluff above 1300 feet of beachfront in Pilot Hill Farm, off Lambert's Cove Road.  The Farm is comprised of 200 acres, about 1/2 of which is conserved woodlands, beach, fields and trails.  Buy your fresh eggs and produce right at the Farm!  The exciting contemporary home is comprised of 3 "pods" connected by 1600 sq.ft. of decking.  All have dramatic cathedral ceilings and walls of windows that bring in the water views and flood the home with light.  The core of the house has an open floor plan with a central fireplace in the living room, a spacious dining area and two bedrooms, each with their own baths.  The primary suite is set apart unto itself and has a lovely sitting area, walk-in closet with floor to ceiling built-ins and a handsome bath.  The two-story guest suite across the deck has a large ground-floor sitting room with wood stove, a bath beautifully updated in 2016, a walk-in closet and a loft bedroom.  All three structures are wrapped in the most gorgeous gardens.  Full basement, drive-under garage and a generator.  Enjoy a beach at your doorstep, magical gardens and mesmerizing ocean views at this idyllic property.

14 East Sound Lane, Vineyard Haven MA 02568

Great opportunity to own right on the tip of Pear Tree Cove on Tisbury Great Pond. Open and bright to take advantage of the spectacular views of the pond right up to Quansoo Beach. Leave your boat at the water's edge for use on the 500ft of Pond frontage. A special summer retreat and fully winterized for year-round living. Centrally located yet with a feeling of your own private sanctuary.

144 Pond View Farm Road, West Tisbury MA 02578

NEW CONSTRUCTION, contemporary farmhouse style home with wrap around deck and outdoor shower. This home features a first floor en-suite bedroom with a full bath, a half bath off the foyer entry, an open kitchen/dining and living room area with a gas fireplace, with the rear wall sporting walls of glass with the sliding glass doors from both the dining area and living room area. There is a well designed mudroom area with a first floor laundry, a large overflow pantry and a built in bench seating area. The second offers two en-suite bedrooms, a large second floor living room area and a second laundry area. A full poured foundation with a walk out door completes this new construction offering. The property is located close to the Lagoon, and close to downtown.

28 Grovedale Road, Oak Bluffs MA 02557

Land in West Tisbury! This is a three acre lot that has been recently subdivided and is identified as Lot 1B on subdivision map. No guest house is possible on this lot. Access to parcel is from State Road. Curb cut has been approved by the Planning Board but still needs final approval from the State. Applications for NHESP and the curb cut approval forms are in process.

362 State Road, West Tisbury MA 02575

The land you have been hoping for. Located in the the Katama section of Edgartown, this 1/2 parcel is approximately 1.5 miles from beautiful South Beach. Located on a quiet dead-end street, this level lot is currently landscaped with a lush lawn and mature trees. Board of Health says you can build a four bedroom home on the property, buyer should confirm with the town.

9 Marthas Way, Edgartown MA 02539

Here is your opportunity to own a Campground Cottage,(MVCMA) Built in 1873 with its own driveway with 2 parking spaces, and beautiful yard.Private feel but right down town. Through the Antique Beach stone archway covered with tea roses, to the Living room with cathedral ceiling and ceiling fan and Beach. Fully winterized for year round living with a propane monitor heater and hot water. Antique eyebrow window for sunrise and light all day.all wood flooring throughout the house Walk through to the Galley kitchen with two seat Breakfast nook. A Vintage Marble and beach stone counter top. Frigidaire glass top stove and Refrigerator. Walk into the queen bedroom with sliding glass doors into the 2nd Bedroom room with double bed futon couch with top twin bunk. Bathroom of the main bedroom. through the sliding glass doors to the bunk laundry reading room with stackable washer and dryer.and propane hot water heater. Continue on to the outside antique cast-iron hot and cold running water sink into the outside shower and outside antique cast-iron bathtub. Big yard front back and side. plenty of room to play, crocket, badminton, sits around and chill after a long day at the beach. cookouts etc. Walk to the Beach, Harbor Circuit Ave. for shopping and Restaurants all close by. So close to the ferry too, just walk to the boat.No need for a car. Move in Ready. Owner is Agent Karen Trotier.Newly regraded and seeded lawn with = Beautiful trees all around the yard. This is hooked up to town water and sewer. Come make it you own

3 Dukes County Avenue, Oak Bluffs MA 02557

Charming Oak Bluffs cottage with dramatic Vineyard Sound views.  Spend summer days enjoying spectacular waterviews & boats passing by from your front deck.  This cozy Martha's Vineyard retreat is just under 1,000 sq. ft. and currently features 2 bedrooms and 1 bath. Convenient proximity to East Chop beaches, Downtown Oak Bluffs restaurants, ferry, shopping and everything the waterfront has to offer.

168 East Chop Drive, Oak Bluffs MA 02557

Commercial opportunity, located below the iconic Stone Bank building. Amazing exposure from the public pedestrian walkway that winds its way along a well lit, brick walkway from Main Street to the ferry. Space opens onto the landscaped area and patio. 1,350 square feet of possibilities.

75 Main Street # C5, Vineyard Haven MA 02568

This waterfront compound is privately sited on 4.8 acres overlooking stunning water views and sunsets across Turkeyland Cove. There are 2 homes, the main house is tastefully laid out with a well equipped kitchen, dining and living room with stone fireplace and french doors to a private deck. Such a peaceful setting you won't want to leave. Beautiful custom details include wood floors throughout, built-ins and a full pantry with sink, multiple cabinets, shelving and 2 pull out freezers. There are 2 first floor bedrooms that share a full bath that step out to a deck with outdoor shower, also a 1/2 bath whimsically painted. Second floor includes 2 bedrooms that share a bath with a claw foot tub and open shower. Also a balcony that leads you to the outdoor shower. Many custom built-ins, a window seat and lovely views of the pond. 
The pool house is privately sited in its own secluded area and includes a changing room, wet bar, beverage refrigerator, outside shower and a patio that is steps to an in-ground lap pool. Beautifully landscaped grounds with a charming garden shed with electric and water. There is a fenced in area with raised beds for growing your own vegetables and flowers. As a bonus, take your motor boat, kayak or paddle board from your private dock to a deeded beach lot on the South Shore. Truly a one of a kind property and an opportunity to enjoy a piece of Vineyard living.

74 Turkeyland Cove Road, Edgartown MA 02539

PLUG AND PLAY!!  Condo living - no lawn mowing or other home maintenance tasks to worry about! Enjoy your time at the Island Inn Country Club with ease. Walk to the beach to relax, enjoy a game of tennis and swim in the large, heated pool. Cook in your updated kitchen with granite countertops or grab a delicious meal steps away at Noman's Restaurant. This unit OFFERS 1 BEDROOM WITH PRIVACY and an ADDITIONAL SLEEPING AREA FOR 2 more people to comfortably sleep 4 people. Use your space as desired and/or rent it when you are away. Vacasa rental management team is onsite and in place to handle everything for you (housekeeping, bookings, repairs, etc) to provide a stress-free experience. The Island Inn is seasonal and welcomes guests from April - October.

21 Island Inn Road # 34G, Oak Bluffs MA 02557

One lot listed here, but all 4 are available. Each lot will have a 4 bedroom septic permit approved. Town water available to each lot, and electricity. There is a $250 annual membership in the Holly Bear Lane Road Association required, and Owner may record house design covenants on these 4 lots prior to a P&S being executed. Broker has a partial ownership interest in property. Broker is also a builder and can give a land/house package price.  Note: $3,189,000 new spec home now on market being built just across the Street.

1 Holly Bear Lane, Edgartown MA 02539

CHARMING CAPE WITH COTTAGE STYLING. Renovated in 2019, this charming cape features many tasteful upgrades and offers a picturesque and serene setting. The first floor is comprised of an open-designed floor plan combining a sunlit Living/Dining and Kitchen with updated appliances and cabinets. Sliding glass doors open out to a beautifully landscaped yard and outdoor entertainment area, surrounded by hydrangeas, lilies and fragrant lavender, with ample room for lounging and entertaining. The garden features a natural rock wall and pea stone paths that lead you to a cozy outdoor fire pit or vine-covered alfresco dining area. Extras include hardwood floors, custom tile and more! The property is ideally located with easy access to down-island towns, ferries and beaches and is perfect for a rental property, seasonal or year-round living.

30 Fairmount Avenue, Oak Bluffs MA 02557

Lovely Post & Beam main house with working brick fireplace, spacious cooks country kitchen and screened in porch.  Cherry wood floors throughout. All nestled into a peaceful setting on 3.50 acres of rolling wood land off Deep Bottom Road.  West Tisbury property ownership allows for purchase of sticker to the highly sought after Lambert's Cove Beach.  This listing also includes a 768sq. ft. guest house.

9 Heather Trail, West Tisbury MA 02575

UNPARALLELED LUXURY AWAITS AT THE HARBOR VIEW CAPTAIN’S COTTAGES - Near the end of North Water Street, overlooking Edgartown’s picturesque harbor and steps from the iconic lighthouse, sits the most storied hotel on Martha’s Vineyard. The legendary Harbor View Hotel has been a mainstay for all to gather for generations. Built in 1891 and after a top to bottom restoration in 2018 and extensive modernization again in 2021, this charming and sophisticated resort is offering the opportunity of fully managed residences with deeded ownership providing the splendor of Vineyard homeownership without the worry of maintenance and property management. Sprinkled across the property, the Harbor View Captain’s Cottages provide all of the hotel’s refined amenities. This gorgeous 2-Bedroom, 2-Bath second floor residence is located in the Captain Collins Cottage and features fresh and inviting spaces with furnishings that evoke Vineyard style and life lived near the sea. There is even a private outdoor shower! Enjoy morning coffee on the veranda before a day lounging at the pool and cabanas. Have the Concierge book a tee time or pack a picnic for your afternoon relaxing with a book at Lighthouse Beach. Gather for sunset cocktails before dining at the hotel’s award winning Bettini Restaurant, while the Chef prepares your favorite meal. Bicycle or stroll around Edgartown Village and enjoy the many art galleries, shops and restaurants surrounded by the beauty and historic charm of the village. Ownership at the Harbor View Captain’s Cottages has been thoroughly contemplated to offer the finest service and unsurpassed experiences for Vineyard lovers of all ages. Owners enjoy a myriad of benefits including dining and lodging discounts at the hotel. There is also a fully managed rental program available for when owners are not in residence. The Harbor View Captain’s Cottages offer easy and carefree second home ownership with the opportunity for idyllic in-town living.

UNPARALLELED LUXURY AWAITS AT THE HARBOR VIEW CAPTAIN’S COTTAGES - Near the end of North Water Street, overlooking Edgartown’s picturesque harbor and steps from the iconic lighthouse, sits the most storied hotel on Martha’s Vineyard. The legendary Harbor View Hotel has been a mainstay for all to gather for generations. Built in 1891 and after a top to bottom restoration in 2018 and extensive modernization again in 2021, this charming and sophisticated resort is offering the opportunity of fully managed residences with deeded ownership providing the splendor of Vineyard homeownership without the worry of maintenance and property management. Sprinkled across the property, the Harbor View Captain’s Cottages provide all of the hotel’s refined amenities. This gorgeous 2-Bedroom, 2-Bath second floor residence is located in the Captain Rowley Cottage and features fresh and inviting spaces with furnishings that evoke Vineyard style and life lived near the sea. There is a private outdoor shower and front and back private porches! Enjoy morning coffee on the veranda before a day lounging at the pool and cabanas. Have the Concierge book a tee time or pack a picnic for your afternoon relaxing with a book at Lighthouse Beach. Gather for sunset cocktails before dining at the hotel’s award winning Bettini Restaurant, while the Chef prepares your favorite meal. Bicycle or stroll around Edgartown Village and enjoy the many art galleries, shops and restaurants surrounded by the beauty and historic charm of the village. Ownership at the Harbor View Captain’s Cottages has been thoroughly contemplated to offer the finest service and unsurpassed experiences for Vineyard lovers of all ages. Owners enjoy a myriad of benefits including dining and lodging discounts at the hotel. There is also a fully managed rental program available for when owners are not in residence. The Harbor View Captain’s Cottages offer easy and carefree second home ownership with the opportunity for idyllic in-town living.

Welcome to Nat's Farm, a secluded neighborhood located less than two miles from Alley's and a short walk from the West Tisbury School as well as State Forest walking trails. This contemporary home is sited strategically on the 1.4 acre lot to provide a spacious backyard complemented by a south facing deck perfect for sunbathing or hosting a BBQ. A row of windows and sliding glass doors allow plenty of sunlight into the first floor living room and dining area. There is a bedroom with its own full bath off the kitchen, as well as a separate wing with two bedrooms that share a full bath and laundry. The top floor has a second living room space, and the master bedroom is replete with fireplace, a deck overlooking the backyard and loft bedroom which could also double as a home office. Recent additions of solar panels and mini-splits for AC and Heat ensure comfort and affordability and minimize the possibility of moisture related issues like mold. Sellers are in the process of installing a water filtration system and an on-demand hot water system for the kitchen.

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