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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!

Ocean Park Realty Inc

Marilyn Moses Cell 617-462-0381 ANYTIME !

22 Paddock Road, Oak Bluffs MA 02557

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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.

Wallace & Co. Sotheby's

Ana Paiva

81 Oyster Pond Road, Edgartown MA 02539

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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.

Tea Lane Associates

Jill Hobby Napior

377 State Road, West Tisbury MA 02575

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

Elle Lash

30 Pond Lane, West Tisbury MA 02575

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.

Seacoast Properties

Stephanie Burke

26 Morse Street, 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."

Flanders Real Estate

Julianna Flanders

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!

Viewpoints

Emily Flake

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.

Cronigs Real Estate

Peter Cronig

34 Beach Road, Vineyard Haven MA 02568

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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.

Landvest MV

Elise Jeffress Ryan

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!

Cathy Gargiulo

32 Double Ox Road, 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

Expensive utilities?  Not a problem in this awesome and unique modern home abutting  almost 30 acres of protected conservation land and fields. This contemporary design is graciously powered by the sun with propane backup providing independence from the grid. Annual costs are shockingly low for a home that totals close to 4000 square feet.  This home was constructed using ICF insulated block walls, built to withstand both high hurricane winds and the rising costs of fuel and electricity.  Super insulated with radiant forced hot water heat through the slab this home has a cozy and constant heat. The European triple glazed windows are among the most energy efficient windows made and the house was designed with overhanging eaves to minimize heat absorption during the hot summer months. The design and finishes in this home are very low in toxicity compared to more standard construction styles. The open floor plan and spacious living concept is perfect for entertaining and allows large families plenty of room to spread out. With fantastic views of Coffin's field, it is a perfect place to have horses,  fly kites, practice archery, golf or bike. In addition, you will find a heated yurt which could provide overflow for your guests and a greenhouse to start and grow a lot of your own food. Just down the road is the access to Long Point, an easy bicycle ride or adventure out the back door. Part of the property is in West Tisbury but the house is in Edgartown.  Landscape is ready for your design and inspiration. The 1st 2 interior photos are virtually staged.  5 bedroom septic installed.

Feiner Real Estate

Jim Feiner

99 Watcha Path, Edgartown MA 02539

Located on Circuit Avenue right across from Hiawatha Park and a short distance to Oak Bluffs town center, beach and restaurants. Home features and enclosed side porch, living room, dining room and kitchen along with 3 bedrooms and 1 full bath.  A great opportunity on Martha's Vineyard for first time home buyers.  Renovate or start fresh. Home inspection report available. Being sold "as-is".

Alyssa Halisky

141 Circuit Avenue, Oak Bluffs MA 02557

West Tisbury Farmhouse close to Lambert's cove Beach. This charming historical home is just 0.2 miles from coveted Lambert's Cove Beach, with Seth's Pond less than a half mile in the opposite direction. The circa 1900 home sits in a broad field on a 1.0 acre lot, surrounded by old stone walls and mature native trees. There are 5 outbuildings including a 484-sf studio with bathroom, a 272-sf storage shed, a garden shed, small shed, and a garage. 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 with walk-in closets 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 also features period hardwood floors throughout, and an enclosed outdoor shower. Exclusions: dining room chandelier

Island Real Estate

Diana Gilmore

323 Lamberts Cove Road, West Tisbury MA 02575

This beautiful historic home lies on a corner lot in the heart of the Edgartown historic district. The mostly original home was built in 1870 and was styled in the Greek Revival design featuring tall ceilings, 5-bedrooms and 5-baths. The stately home with its elegant gardens is one of the most recognized homes in town for its uniqueness and its position on Davis Lane with it’s high canopy of mature trees and charming surrounding homes. Just blocks to Main Street and Edgartown Harbor and offering a classic in-town home with tremendous style and opportunity to renovate to a buyer’s liking.

Gerrett Conover

60 Davis Lane, Edgartown MA 02539

OAK BLUFFS - 4 Bedroom lot in a quiet location, down a lovely treed street, yet less than a mile to all the activity of beautiful Oak Bluffs Harbor, boating, restaurants and stores!  Close enough to Town for easy access by foot, bike or car, yet distant enough for quieter living.  Included in the sale - Septic Approval in hand for 4 Bedrooms from Oak Bluffs Board of Health.  Sale is contingent upon Seller's approval of proposed house design. Property Taxes will be determined once new house has been completed.

Alisan Lohan-Conway Properties

Alisan Lohan-Conway

45 Menahan Street, Oak Bluffs MA 02557

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.

Sandpiper Realty

Rose Ryley

114-116 Dukes County Avenue, Oak Bluffs MA 02557

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

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.

Lisa Stewart

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.

Compass LLC

John dePreaux

19 Locust Lane, Aquinnah MA 02535

Spacious Colonial in Vineyard Hills is waiting for you to make it your own.  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.

Michele Moore

3 Poplar Lane, Oak Bluffs MA 02557

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.

Linda Hathaway

134 Katama Road, Edgartown MA 02539

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.

Jane Brown Assoc.

Martha Smith

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

Sheila Morse

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.

Neal Stiller

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.

Cheri Mason

0 Bernard Circle, Vineyard Haven MA 02568

This well-loved home is beckoning for your vision and updates. The property is located on a quiet street of well-cared-for homes close to town, school, and the 71-acre Tradewind Conservation Park. There is 1,800 square feet of living space that includes a kitchen, living room with vaulted ceiling, a dining room, 4 bedrooms, 2 bathrooms, and a loft area. The full basement has a storage area on one side and 2 car garage on the other. The opportunity is here for a buyer who wants to take advantage of the huge potential this property offers.

Bonnie Pierce

19 Pinewood Lane, Oak Bluffs MA 02557

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.

Compass | Point B

Kim Naylor

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.

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 3,020-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 3,500 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. Construction will commence in

Wendy Harman

2 Somerset Lane, Edgartown MA 02539

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.

Nab's Corner

Paul Adler

5 Holly Bear Lane, Edgartown MA 02539

Idyllic gently rolling parcel of mixed hardwoods, meadow and stone walls awaits your vision. A house, guest house and a barn(subject to town and BOH approval) will fit nicely on this secluded parcel with room for a horse to graze and access near by  land bank and Sheriffs meadow trails. Close to Menemsha Pond for clamming and boating, West Basin and the bike ferry to Menemsha and Lobsterville Beach for a swim.  A short drive to Philbin Beach and the Gay head Cliffs. A secluded and private getaway in Aquinnah,

Jim Wallen

14 Ridge Road, Aquinnah MA 02535

UNIQUE OPPORTUNITY TO BUILD UP TO 7 BEDROOMS IN EDGARTOWN - NEW SUBDIVISION OF 5 LOTS! Create the home of your dreams - an island oasis!! Town water and electricity have been connected. Public sewer connection has been installed.  Use architectural plans of premier architect Chuck Sullivan (included in the price) or use your own architectural plans.

Jennifer B. DaSilva

61 Division Road, Edgartown MA 02539

Commercial condo unit in downtown OAK BLUFFS offers options for a variety of different businesses. Located in the B1 Zone, this first-floor unit is in a desirable location with plenty of foot traffic. The 660 sq ft on the main level features 10 foot ceilings, floor-to-ceiling windows for high visibility, custom cherry wood build-in shelving and display tables, hardwood oak flooring, and a Bose surround system that all add an upscale vibe to this great commercial space. A private office and 1/2 bath complete the unit. A 300 sq ft secure storage room in the basement is clean and dry. Great opportunity to open up your new business in this inviting, thriving space. This part of downtown is enjoying a resurgence. Several new retail and food service businesses have recently been established in the immediate area. One of the island's most in-demand dinner spots, the Red Cat Kitchen, is directly across the street. Condo fees. One parking spot available for additional annual fee.

Anne-Marie Eddy

21 Kennebec Avenue # 2, 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

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

Close to Oak Bluffs center and harbor. This lot has been staked and survey.

Anchor Realty of Martha's Vineyard

Lisa Lucier

31 Second Avenue, Oak Bluffs MA 02557

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.

Katherine Donahue

5 Windsor Drive, Edgartown MA 02539

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

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).

Donnelly + Co

Shelley Christiansen

77 Cooke Street, 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

This lovely 1.60 acre wooded parcel is located in an outstanding neighborhood off Lambert's Cove Road with paved roads and easy access to beautiful Lambert's Cove Beach, less than a mile away.  This lot is ready to build on. It has been staked, there is an approved septic design for 4 bedrooms, well has been installed and electric and cable are to the lot. This is the chance to build the house of your dreams in a great location that offers peaceful and private surroundings.

South Martha's Vineyard Real Estate

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