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Find charming homes for sale in downtown Martha’s Vineyard. Enjoy the vibrant island lifestyle with these centrally located properties.

Downtown

Downtown Homes for Sale, Martha’s Vineyard | MV Seacoast

This 3 + acre Lower Makonikey lot with mature trees is a short distance away from a deeded private association beach. A quiet friendly community with protective covenants. The lot has been surveyed and a building envelope has been established. To date no testing or septic design has been performed.

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00 Kennebago Avenue - 65-E-1

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EXISTING FIVE (5) LOT SUBDIVISION IN OAK BLUFFS.  Almost 5 Acres of wooded, level land within half a mile of Eastville Beach, Doug's Cove Preserve (4.6 acres of Land Bank Property) and less than a mile to Oak Bluffs Harbor.  NEW Shared Use Path runs along Eastville Avenue, when finished will link Vineyard Haven and Oak Bluffs for walking and cycling.  Septic permits in place for two lots.  Lot #1 - 147.2 (45,782sq.ft.) Permit in place for an APPROVED 6 Bedroom Septic System;  Lot #2 - 147.3 - (31,320sq.ft.) 6 Bedroom Septic System Designed and submitted, NOT YET approved; Lot #3 - 147.4 - (34,824sq.ft.) 6 Bedroom Septic System Designed and submitted, NOT YET approved; Lot #4 - (52,451sq.ft.)  6 Bedroom Septic System Designed, NOT YET submitted; Lot #5 - (45,074sq.ft.) - Permit in place, APPROVED for a 4 Bedroom Septic System.  Lot # 5 - May have access directly from Wapello Street.  Ten (10) Bedrooms have been approved.  Applications for an additional Twelve (12) Bedrooms are in process.  Lot#2 - Application for 6 bedrooms. Lot#3 - Application for 6 Bedrooms.  Lot #4 is undetermined at this point.  Access may be allowed via Sunset Road or Eastville Avenue.  Water is available via Sunset Road, at the property.  Electricity is on site.  Buyer is responsible for verifying any and all information on this property.

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0 Eastville Avenue

THE PRESERVE at THE WOODLANDS ~ OAK BLUFFS COVETED COMMUNITY of architecturally designed residences. Live in ONE of the most sought-after locations in Oak Bluffs that is conveniently located to town, beaches, harbor, ferry ports, and Farm Neck Golf & Tennis Club. This is a RARE OFFERING to purchase one of the last remaining building lots and develop a family compound. There are underground utilities and town water in place and each lot has been approved for up to six bedrooms per Oak Bluffs Board of Health. A peaceful and private setting abutting conservation land and trails for hiking, walking and biking! Don't wait to be part of this lifestyle!

22 Paddock Road

Rare opportunity to build on Chilmark's south shore. This 1.4 acre parcel should allow for new construction of 3,100 square feet and 24 feet in height, by right, with building department approval. Views to the Atlantic Ocean and Chilmark Pond can be seen from the second floor. This parcel comes with a dock on the pond which provides access to a beautiful barrier beach on the Atlantic. Well in place, buyer responsible for new septic system.

2 Other House Road

Exceptional 8 bedroom home with attached artist/fitness barn studios. 
Each bedroom includes a en-suite bathroom.
The kitchen/dining area includes: 3 refrigerators and 6 freezer drawers, a 5-burner gas stove and oven, dishwasher and microwave. Finished basement (1,000 square feet). Basement includes: 3 washer/dryer units. Outdoor deck with table, chairs and an outdoor grill.

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26 Curtis Lane

Unique opportunity to purchase two adjoining lots at 211 Upper Main Street and 26 Curtis Lane in Downtown Edgartown. 

211 Upper Main St., Edgartown is a 15 bedrooms, 18 full baths, 2 half baths building with two large artist/fitness studios attached. It is in the B1 Commercial zoning district. Each bedroom includes an en-suite bathroom. Spacious kitchen and dining area. The kitchen/dining area includes: 2 refrigerators and 4 freezer drawers, A 5-burner gas stove and oven, 2 dishwashers, 1 microwave. Spacious living room: including 2 sofas and 1 coffee table, finished basement (2,000 square feet), Basement includes: 10 washer/dryers, 1 television and DVD player, 2 small rehearsal rooms, Complimentary Wi-Fi, Outdoor deck with picnic tables.

26 Curtis Lane is an exceptional 8 bedroom home with attached artist/fitness barn studios. Each bedroom includes a en-suite bathroom. The kitchen/dining area includes: 3 refrigerators and 6 freezer drawers, a 5-burner gas stove and oven, dishwasher and microwave. Finished basement (1,000 square feet). Basement includes: 3 washer/dryer units. Outdoor deck with table, chairs and an outdoor grill.

Two more adjacent lots with parking and a yard are also available for purchase upon request.

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211 Upper Main Street & 26 Curtis Lane

PRIME 5-ACRE LOT - R20 ZONE EDGARTOWN 
Introducing a rare opportunity to own a piece of the island (currently two parcels) close to all Edgartown has to offer. This spectacular level lot is situated along Edgartown Road and provides the perfect setting to create a private retreat or a potential subdivision. The property borders the Triangle area of Edgartown, with ease of access to public transportation routes. Ideally located just minutes from beautiful beaches, boutique shops, and world-class dining. Please note, that perc tests and utilities are the buyer's responsibility. Don't let this extraordinary opportunity to build slip away!

15 & 27 Pennywise Path

Located in the heart of Oak Bluffs, this land offering abuts a protected Town park and is within close proximity to the various public access points to the sandy shoreline of Lagoon Pond. With engineering in place for a 1 bedroom home, embrace the unique opportunity to build your own custom residence. Whether you envision a cozy cottage, a modern retreat, or a traditional island dwelling, the possibilities are endless.

0 Barnes Road

Secluded island retreat nestled above the trees! Located in the desirable Sengekontacket Association, this four-bedroom, three-bathroom home offers stunning views of acres of conservation land, Sengekontacket Pond, and Nantucket Sound. Perched on a hillside, the house provides utmost privacy from all rooms while being just a short walk from the Association boat ramp and kayak storage.

The main level features a living area with a wood-burning fireplace, a spacious kitchen, and a screened-in porch with cathedral ceilings, perfect for dining while enjoying the beautiful views.

The primary suite is situated on the second floor and boasts French doors that open to a small deck, allowing you to take in the expansive scenery. The lower level includes three bedrooms, each with French doors leading to a lower deck, and they share a full bathroom. 

The Sengekontacket Association, established in 1971, encompasses 93 acres and provides a variety of amenities including tennis and pickleball courts, an Association Clubhouse situated on Wiggy’s Pond, and a boat ramp with kayak storage on Sengekontacket Pond. Homeowners can consult the Harbor Master for a mooring in Major’s Cove, where the Association dock is located.

Fully renovated in 2007, this property is ready for you to enjoy!

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30 Sengekontacket Road

You’ll always feel like you’re on vacation at this four-bedroom, two and one half bath home sited perfectly on 2.4 acres to capture sweeping vistas of the Atlantic Ocean and Noman's Island. Built in 2006, this home features an open living room, dining room and stainless steel kitchen flooded with light from the wall of windows providing wide views to the Atlantic. Enjoy dining on the wrap around mahogany decking. Views are also seen from the large, first floor, primary bedroom with en-suite bath. Descend to the lower level, where three additional bedrooms await—two of which have water views. The larger of the three bedrooms has walk out access to a patio with an adjoining flower and vegetable garden. A large bathroom, laundry and utility room complete the lower level. The property is further enhanced by stone walls and mature landscaping, creating a picturesque setting. A workshop/studio with full basement, plumbing, electricity and a wood stove is located at the rear of the property. A new Land Bank/Sheriff's Meadow property currently under development will provide access to Squibnocket Pond and one of the most beautiful beaches on the island and is located just across the street.

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4 Nomans Watch Road

PRIME 1.5 ACRE BUILDING LOT IN EDGARTOWN - Seize this opportunity to design and build your very own signature estate in Katama including the possibility of a Main House, Guest House, Garage, Pool, and more! This conforming, R-20 prime building parcel will support EIGHT BEDROOMS (8) with a standard Title 5 septic system. Nestled in an area of fine homes and ideally located on the edge of famed Katama, just 4 minutes to Main Street in Edgartown. PLEASE NOTE: Locus shown in first photo is approximate. Refer to attached documents for complete survey.

26 Mill Hill Road

Hidden behind a wall of vegetation on Winthrop Avenue this is a little 'oasis' of a piece of land.  One bedroom house situated on a 1/3 Acre, 14,810 sq.ft. level lot.  One side of the property is lush with vegetation and the opposite side is clear.  It is one lot in total and may not be subdivided. The existing house has been lived in year round. Only .6 of a mile to Oak Bluffs Harbor and .5 mile to the top of Circuit Avenue!  Title 5 Certification in place for existing one bedroom septic system.  Lot is in Zone II and will allow a total of two bedrooms with an advanced treatment system.  Land is large enough to have a house and guest house when meeting ZBA requirements or with new Massachusetts Accessory Dwelling Unit law.  A short stroll, just one house away, from Wesleyan Park.  Close to town, restaurants and all that Oak Bluffs has to offer!  Walk to the harbor!  This is a little gem, waiting to be polished!!  Property is being sold in "As is" condition. Easy to show!!

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26 Winthrop Avenue

Private Atlantic Ocean beach lot located on the serene coastline of Aquinnah on Martha's Vineyard.  This exceptional beach lot offers a rare opportunity to own a piece of prime oceanfront. Located just off of Moshup Trail is private gated access to your own designated parking area. From there, a picturesque boardwalk meanders through native flora and opens onto a sandy path leading directly to the water's edge. The sandy ocean beach offers panoramic views of the Atlantic Ocean. Don't miss your chance to own a piece of Martha's Vineyard's coveted coastline.

00 Moshup Trail

WELCOME to this turn-key CHAPPY COMPOUND!  This property offers it ALL, with its Six (6) Bedroom, Five (5) bath Primary Home, Two (2) bedroom, Two (2) bath GUEST HOUSE, expansive POOL HOUSE with a bath, kitchenette, large lounge area topped with a cathedral ceiling, a WORKOUT & GAME BARN, a POOL, a VOLLEY BALL COURT and a TENNIS and PICKLEBALL COURT that has recently been resurfaced with the traditional US Open colors. The court is lined for tennis as well as two full pickleball courts with portable nets.  Game on!  All of this is set upon three acres of private, expansive land with distant WATER VIEWS! 

The estate is spectacularly located on Sampson Hill, being the highest elevation on Chappaquiddick. The location is convenient to the Chappy ferry, the Chappy Community Center, Slip Away Farm, the hiking trails on Land Bank properties and the beaches. A true gem of a location!

This Chappy Compound has been meticulously grown and maintained over the years through architectural design, professional decorating and professional landscaping.

The Workout & Game Barn was recently constructed in 2022. It has a light airy feeling with its cathedral ceiling, light colored wood and abundance of natural light streaming into its interior space. An interior barn door separates the space into two work out areas. 

The architecturally designed Guest House was constructed in 2018 with year round living as an option. It was designed with an open floor plan and an abundance of outdoor living spaces to make this Guest House live large.  

The fun Pool House sports a wooden beamed cathedral ceiling with a large open lounge area, kitchenette and bath, overlooking the Pool and Workout & Game Barn.  The interplay between the Workout & Game Barn, Pool House, Pool and abutting Tennis and Pickleball Courts makes this Chappy Compound fun and playful! Strong Rental History.

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72 Chappaquiddick Avenue

Tucked away off Old County Road in West Tisbury, this 3 bedroom 1 bath cape home has been owned by the same family for years. Sitting on 1.6 acres in a quiet area that is centrally located on the Island for easy access to up or down Island towns. Short walk to bike path and state forest. West Tisbury residents have access to the lovely Lambert's Cove Beach, with purchased sticker. Included on property is a detached 304sq. ft. garage/cottage.

9 Galway Road

Set atop a hill overlooking Menemsha, Quitsa and Squibnocket Pond sits this stunning home. A masterful combination of up-island elegance, fine craftsmanship and expert design sets this contemporary apart from other high end homes. Being sold completely turn key, this house was built  with the finest of materials and finishes  and with entertaining in mind. Large  living room with magnificent fireplace, state of the art kitchen and screened in porch overlooking the pool. The family room adjacent to the guest bedrooms offers another entertainment space while affording privacy. This home is at harmony with its natural surroundings, while at the same time sophisticated and extremely comfortable. A bonus pool house with bathroom, lounging area and kitchenette is surrounded by extensive gardens and patio area. A meditation pond at the entry of the house sets the Zen mood as you approach this enchanting home. Easy to show.

515 State Road

Located in a desirable Oak Bluffs neighborhood, surrounded by mature plantings and attractive colorful landscaping, this property offers a pleasantly appointed 3-bedroom, 2.5-bath home and a recently renovated 1-bedroom, 1-bath apartment above the 2-car garage. The first floor features a spacious living room with a pellet stove and a fabulous great room with a wood-burning stove. French doors lead to a large deck, perfect for outdoor entertaining. The open kitchen and dining room are at the back of the house and enjoy direct deck access. There is a half bath off the living room. The primary suite with a full bath, and 2 additional bedrooms that share a full bath, complete the second floor. An exceptional feature of this property is the apartment with comfortable living space and a private entrance and deck. The location is ideal with easy access to the bike path, YMCA, high school, and state forest, and centrally located to all the down-island towns! Easy to show and being sold mostly furnished, this property is ready for immediate use.

8 School House Village

Over 3 acres in the West Tisbury section of Makonikey. This buildable lot is a short distance from the Lower Makonikey Association beach. The prime home site on this property was recently cleared to reveal beautifully contoured land with several ancient white oak trees. The property is in an area of several multimillion-dollar homes and will accommodate a house, guesthouse, and swimming pool. The neighboring 3.2-acre lot (48.5), which includes 60 ft of water frontage on Vineyard Sound, is also available for purchase. Note: The lot is most easily accessed via Chappaquiddick Ave, where the cleared area is easily visible on the left.

11 Beach Pebble Road

Nestled within Seven Gates Farm, one of Martha's Vineyard's most storied and scenic communities, this 26.5-acre estate offers a beautifully renovated farmhouse that seamlessly blends modern comforts with historic charm. Surrounded by ancient stone walls, mature trees, and lush gardens, the property includes a charming guest house, scenic walking paths, and a peaceful hilltop retreat with a stone bench, offering stunning water views of Vineyard Sound and the Elizabeth Islands. Ideally located just steps from Gray's Beach and dock, this is one of the most picturesque properties in Seven Gates Farm. The Seven Gates Farm community consists of 45 homesites on 1,600 acres with 1,000 acres of protected conservation land, open fields, woodlands, ponds, and miles of trails for walking and horseback riding. Residents of Seven Gates Farm also enjoy exclusive access to 1.5 miles of private beach, two piers, and two tennis courts. This rare opportunity allows you to become part of a remarkable community, once an assembly of farms, that remains dedicated to the preservation and stewardship of the land.

85 North Reservoir Road

Great opportunity for commercial space in a thriving business district with plenty of street parking and a storefront and side entrance. Office / Studio / Retail ~ Your choice! The space is versatile and is currently set up as a large open space with 2 dressing rooms, a large storage room in the back, and a shared half bath. If you are looking for a different layout, the space can easily be reconfigured to fit your specific business needs. With move-in-ready space and a fabulous location, this is an exciting opportunity to own a piece of commercial/retail space, whether for your own business or as an excellent rental investment property.

47 Circuit Avenue 1B

Site of the original Rainbow Farm, this 8.05-acre parcel is one of the most beautiful pieces of land in West Tisbury. The warm and convivial 5,000 sq ft home with its 4 bedrooms looks out onto a setting that is as if from a bygone era, the vast fields stretching into the distance. The spring-fed pond is a centerpiece of the pastoral view. The home itself has many surprising and charming design details. There is a stunning swimming pool area as well as detached guest quarters. The property was once part of an equestrian estate and there is an 8-stall barn with turnout shed that is the subject of a Stan Murphy painting. Privacy to the north is assured thanks to many dozens of acres of conservation land.

140 Merry Farm Road

Village dreams come true…
STUNNINGLY CRAFTED, **this four-bedroom five bath property in Edgartown Village with Garage is truly a rare find! Situated on a corner lot just two blocks north of Main Street and two blocks from the Harbor, it features walking convenience and luxury in one package. 

Main and second floors combine over 3,400 square feet of spacious, elegant living.  The partially finished lower level abounds with an additional 1891 sf, opening even more possibilities for unique customization to suit any lifestyle.

Three of the four bedrooms are en suite with all four quarters well separated, adding wonderful privacy from the next.

The show-stopping central staircase with its grandeur and contour adds a touch of elegance to the home, complemented perfectly by the warmth and sophistication of the maple inlay flooring, which is comfortably radiant heated throughout all three floors.

Despite its proximity to the bustling village life, the thoughtful sound-proof design allows for quiet relaxation when desired. The abundance of French doors not only brings in natural light but also seamlessly connects indoor and outdoor living spaces, enhancing the overall inviting atmosphere of the home.

Overall, this superb Edgartown Village property offers exceptional location with a unique blend of charm and elegance, making it a wonderful investment for those seeking a truly special home in the highly desirable Village of Edgartown.

62 North Summer Street

LOT #4 - The last lot available in this 5-lot Edgartown subdivision! 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 new residences will be able to accommodate up to 7 bedrooms, and offer the opportunity to create your own family compound including all the popular requests such as a 3-car garage, pool and pool house. The oversized lots are connected to town water and town sewer and all have an established building/development envelope.  Substantial new construction homes are up on surrounding lots 1, 2, and 5. Lot 4, which is 1.57-acres, is currently being offered and is ready for your design concept.

63 Division Road

In the heart of Katama, close to south beach and all that the area has to offer, is this traditional 3 bedroom cape with updates. The bright kitchen and dining area offer a modern space, perfect for entertaining. A vaulted ceiling makes the living room light and bright. Three bedrooms, two up and one down, share bathrooms on each level. An outdoor shower,  screened porch and outdoor decks make the indoor / outdoor transition comfortable. This property has an excellent rental history, or make it your island getaway or year round home. Offered turnkey, As Is.

6 Gerts Way

"Turn-key" offering!  This custom cape design with a delightful farmer's porch provides ample opportunities to entertain.  Set upon nearly an acre of level and landscaped land with irrigation, it abuts the State Forrest, has an open floor plan with cathedral ceilings and skylights. The three bedroom main, has A/C, a finished basement rec room, a large rear deck that spills forth onto a large yard and a pool!  The large detached two-bay garage has a new attached studio with full bath, laundry, kitchen and a private deck.  Newer exterior cedar shingles and trim, and a new 4 bedroom septic installed.  Equidistant to each down-Island village, it resides within a mature neighborhood with attractive curb appeal.

2 Farm Path

Perfectly sited on a knoll with expansive water views at the head of the Lagoon, it is a few short steps to the private sandy shore for swimming, kayaking or continue down the pond out to open water. Designed by the owner's architect father (Nembhard Culin a renowned watercolor artist,) it worked as a solar-heated house for over 40 years. The non working hot air solar collectors have now been turned into a photovoltaic system so it is now 100% renewable electric. The award winning organic garden is being revived by the resident caretaker.

126 Border Road

COMMANDING WATER VIEWS ON CHAPPAQUIDDICK - This beloved fishing cottage rests high above one of the premier fishing areas on the island of Chappaquiddick. Set apart from the hustle and bustle of downtown, but within easy reach of all Edgartown offers, the pristine views over the wilds of Cape Pogue and the outer harbor bring peace and serenity for all who visit. Fishing, clamming, swimming, sailing, and relaxing with friends or family are just a few of the daily dalliances of time spent on Chappy. There is simply no better place to relax and unwind.

9 North Neck Road

This charming reverse-style home is ideally located near Long Point Beach and offers a perfect blend of comfort and functionality for year-round living or seasonal getaways. The first floor features three spacious bedrooms, a full bath, and a convenient laundry room. On the second floor, you'll find soaring cathedral ceilings and an open-concept living area, complete with a cozy living room, dining space, and kitchen. Glass doors throughout the space lead to a large deck, offering a peaceful view of the private backyard. Recent updates include fresh landscaping and various interior improvements. With Long Point Beach just down the road and access to the exclusive Lambert’s Cove Beach, this home is the ultimate Island retreat. Whether you choose to enjoy it as is or explore its expansion potential, this property is a true gem.

108 Charles Neck Way

Welcome to your dream retreat in Oak Bluffs. A magnificent eight-bedroom oceanview estate that combines luxury, space, and unparalleled views in one breathtaking offering. This property is designed to accommodate family and friends with ease while offering an elegant and serene environment for all to enjoy. The open floor plan of the main living areas ensures a seamless flow between the living room, dining room, and kitchen, making it perfect for entertaining. High ceilings and large windows flood the space with natural light and provide spectacular water views from every angle. The state-of-the-art kitchen is a chef's delight, featuring high-end appliances, ample counter space, and a large island that doubles as a breakfast bar. Custom cabinetry and elegant finishes complete this culinary haven. Each of the eight bedrooms is designed as a private sanctuary, offering comfort and tranquility. Most rooms feature ensuite baths and large windows that offer stunning water views, allowing you to wake up to the sight and sound of the gentle waves. In addition to the main living room, the property includes several cozy sitting areas, a media room for movie nights, and a game room, ensuring there's always a perfect spot for relaxation and entertainment. It's more than just a home, it's a sanctuary where you can create lasting memories with loved ones, enjoy sophisticated coastal living, and savor the unique charm of this beautiful area.

150 East Chop Drive

Welcome to a stunning blend of contemporary elegance and charm nestled in the heart of Edgartown. This exquisite water view residence offers 3 spacious bedrooms and 4 luxurious bathrooms, encompassing a generous amount of meticulously designed living space.

The luxurious and versatile interior boasts a modern, move-in ready design, with a gourmet kitchen and recently renovated spaces. Whether you're seeking a private retreat, a space to entertain or an investment property, this home caters to all your needs.

Additional amenities include a spacious garage with studio above that is perfect for extra guests; and a charming outdoor living space with a stone patio. Property is a short walk over to the public boat launch!

99 The Boulevard

Abutting hundreds of acres of conservation land and walking trails leading to the second-highest point on Martha's Vineyard with views of the Elizabeth Islands, this classically-styled house with detached guest quarters offers 5 total bedrooms and 4 full baths plus an outdoor shower. The primary bedroom suite is a generous size and has its own small deck that overlooks the charming front yard. The property feels quintessentially Chilmark with ancient stone walls and mature plantings. The detached guest quarters features a spacious bedroom, full bath, kitchenette eating area, and a garage. Menemsha Hills Reservation is your backyard - 211 acres described by its Trustees as follows: "Menemsha Hills was shaped by thousands of years of glacial advance and retreat. Today an array of mini-environments comprise a rugged, pleasant landscape: low wetlands, woodland groves leading to a hilltop, wind-blasted coastal plains, a rocky ocean edge, and 308-foot Prospect Hill." Not to mention - Menemsha sunsets are a short distance away!

345 North Road

Handsome, newly created large level parcel of land in Chilmark! Bounds are in, lot lines are flagged and brush cut, as well as a bit of the lot interior so that you can appreciate the size and orientation of the parcel. Well will be installed and perc test completed soon. Quenames Road is off South Road, a short hop to West Tisbury village center with Alley's General Store, the Town's fabulous library, 7A takeout, and movies and performances at the Grange; while your Chilmark address affords access to the Town's Lucy Vincent and Squibnocket Beaches! *Lot Subdivision is too new for the land to have been separately assessed. This is the 3 acre southerly portion of what had been identified as 45 Quenames Road.

00 Quenames Road

This commercially zoned property enjoys plenty of foot traffic in the heart of Circuit Avenue’s pedestrian activity. The space is bright and cheery with great natural light. Currently set up as a hair salon with access to a shared half bath, the space can be transformed to fit other specific needs including retail or office space. The property offers an opportunity for a piece of commercial/retail space or as an excellent rental investment property.

47 Circuit Avenue 1A

Rocco's Pizza Restaurant located in the vibrant Tisbury Marketplace. This is an Iconic Island Eatery open year-round! For Sale is this "Turnkey" business along with the 2 commercial retail condominiums totaling 1309 sf, which the business occupies. There is also a water view roof-top deck consisting of an additional 500(+-) sf. with plenty of seating. OWNER IS OPEN TO CREATIVE FINANCING WITH THE OPTION OF PURCHASING THE BUSINESS ONLY AND LEASING THE REAL ESTATE PORTION WITH AN OPTION TO PURCHASE THE REAL ESTATE IN THE FUTURE. This is a rare opportunity to own a successful and well-established island business. Sale includes all equipment, commercial appliances, furnishings, fixtures, and recipes. Owner currently holds a Beer and Wine Permit which is transferable to the buyer upon application and approval from the Town of Tisbury. Property has 3 half-baths, 2 sets of stairs to access the upper deck. There are water views from the first and second floors, along with an abundance of convenient parking. A very desirable location, along the Tisbury Waterfront area which is in the midst of a revitalization. NOW is the perfect time to make your investment. Inventory List and Financials are available upon request.

79 Beach Road B13 and B14

Located on the corner of Circuit Ave and Massasoit this B1 property with mixed use capability has an existing Victorian home with 6 bedrooms, and 3.5 bathrooms and plenty of room to build a commercial building facing Circuit Ave. The house spacious home with a large wrap around porch would be a great weekly rental property or for employee housing. Right in the heart of Oak Bluffs, walkable to shops, restaurants, beaches, and ferries. . The commercial zoned land has been approved for several different situations from housing to store fronts. Come take a look at all this property has to offer.

34 Massasoit Avenue

Circuit Ave. Commercial Property Build your own commercial building of your dreams on the last B1 undeveloped commercial property on Circuit Avenue's main strip. The commercial land had previously approved development plans including mixed use with commercial store front and apartments or condos above.  Located on the corner of Circuit Ave and Massasoit Ave. this property has an existing Victorian home with 6 bedrooms, and 3.5 bathrooms. With a large warp around porch the spacious home has a lot to offer from Employee housing to a bed and breakfast. The commercial zoned land has been approved for several different situations from housing to store fronts. Easy to show.

TURKEYLAND COVE: 3-ACRE ESTATE-SIZED PARCEL IN KATAMA.  This beautiful and private building site is one of the last remaining 3-acre parcels in Katama. The property offers a perfect opportunity to create a signature residence, multi-generational retreat, or equestrian dream, with possibilities for a Main House, Carriage House, pool, tennis court and/or barn. An idyllic Katama lifestyle awaits . . . with mornings spent walking or beachcombing along the windswept shores of South Beach or spent swimming and picnicking at Norton Point. For time on the water the property offers easy access to the Edgartown Great Pond from Wilson's Landing where you can enjoy kayaking, paddle boarding or taking a motorboat across the pond to enjoy the sand and surf at the Land Bank barrier beach. This expansive property offers the opportunity to enjoy all the best of Katama living with easy access to Edgartown Village shops, restaurants and more. IMPROVEMENTS: NHESP approvals already obtained and clearing has been done inside the approved building envelope. There is a new electric service off Slough Cove Road, a new well has been installed and 4-bedroom septic design has been approved by the Edgartown Board of Health.  Architectural plans available for separate purchase ($75,000) with a gorgeous modern farmhouse.

9 Turkeyland Cove Road

The Salt Shack merges historic preservation with modern updates in Menemsha. Designed by husband-and-wife luxury boutique design firm, Morgan Studio, the renovation of this 100-year-old ocean view cottage preserves its charm and historical integrity while incorporating contemporary design elements to enhance both comfort and aesthetics. Nestled behind Menemsha Pond, the cottage boasts a prime location for watching incredible sunsets over the pond to the ocean beyond and strolling into town for beach-going, fishing, boating, shopping, and dining. The layout and flow of the spaces feature captivating views from many vantages, and all new windows enhance natural light and views. The refined palette and materials reflect the natural surroundings and match the experience of Menemsha living. With modern forced air cooling and heating and a fully insulated structure, the property can be enjoyed year-round. Additionally, the ground level suite is the ideal complement to the two upper floors, providing a private retreat for family and friends. A turnkey ocean-view offering, the Salt Shack presents a rare opportunity to enjoy a stunning escape to the authentic fishing village of Menemsha.

10 Mollys Way

10 Molly's Way

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

Sublime hillside site with old growth trees and walking easement to 16' of sandy lagoon pond beach.
This property is in the lagoon pond water shed and will require a NitROE denitrification component on the septic system. All information should be verified by the Vineyard Haven Building Department and Board of Health.

Upon entering through the charming side door, you're welcomed into a beautifully screened sun porch – the perfect spot to relax and soak in the surroundings. This inviting space leads to a sprawling, light-filled chef’s kitchen, designed for both culinary creativity and social gatherings. Adjacent to the kitchen, a warm and welcoming living room awaits, featuring a convenient half bath and access to a cozy first-floor bedroom. Just to the right, you’ll discover a second ensuite bedroom, offering both comfort and privacy for guests or family.

From the hallway, a staircase leads to the upper level, where two additional, spacious bedrooms each come with their own well-appointed bathrooms, creating a serene and private retreat.

A second door off the living room opens to the lower level, where you’re greeted by a partially finished entertainment haven, complete with a pool table – an ideal space for relaxation and recreation. Further down the hall, to the left, is the media room, a cozy setting perfect for movie nights. Across from the media room, you’ll find a convenient half bath that leads into a laundry room with direct access to the backyard, blending functionality and convenience seamlessly.

32 Norton Orchard Road

Located in the Dodger's Hole subdivision is this inviting four bedrooms plus office, two-bathroom cape style home. The property has been well cared for and is a delight to view. Sited on .5 acres of land with a pea stone driveway, wraparound deck, and outdoor shower with new enclosure. The antique garage is a great storage space for lawn equipment, garden supplies or small vehicle. The living room is open to the tiled eat-in kitchen area and the hallway leads to a pantry, full bathroom and two first floor bedrooms. The second floor offers a full bathroom and two generously sized bedrooms. The interior has been completely painted and sparkles brand new with new paint on ceilings, walls, windows, doors, baseboard heaters, and all trim. Brand new carpeting in the first-floor hallway and bedrooms. Do not miss the opportunity to purchase this great investment!

11 Flamingo Drive

This historic commercial property, built in 1790, is ideally situated in the vibrant heart of Downtown Edgartown. Currently functioning as a blend of retail and residential units, it presents remarkable opportunities for diverse ventures. The property combines exceptional Main Street frontage with a large open lot that abuts Edgartown’s primary downtown commons, the Village Green. Whether you aspire to establish your own business or take advantage of the rental market, this property offers an exceptional chance for both ownership and investment that should not be overlooked.

37 Main Street

Picturesquely sited on a spacious 4.6-acre parcel, this remarkable property is the perfect Vineyard retreat offering a luxurious home, guest house, and a fabulous barn. The location is ideal just minutes from Lamberts Cove Beach, hiking trails, Up-Island Cronig’s, and all the conveniences of West Tisbury Center. Each area is designed with three distinctive living levels and provides spacious yet private surroundings. The main living area features a great room with dramatic ceiling height. The kitchen and spacious dining room enjoy direct access to the deck. An ensuite bedroom, half bath, and laundry/mudroom complete this floor. The primary suite occupies one side of the second floor with a walk-in closet and full bath, and a three-bedroom guest wing with a private den and full bath offers plenty of privacy. You will be pleasantly surprised with the finished lower level, designed by architect, Chuck Sullivan, for fun and recreation. The spacious game room is perfect for entertaining, watching sports on TV, playing billiards or ping pong, or simply relaxing at the delightfully designed bar with oak barrel barstools. Two additional bedrooms on the lower level provide a more private space for guests and visitors with two exquisitely appointed bathrooms. The library is truly one-of-a-kind with built-in floor-to-ceiling bookshelves and boasts an 81” TV that can be hidden away behind custom cabinets when entertainment calls for a more formal ambiance. A Sonos Sound System was installed throughout the house, ensuring you can always listen to your favorite tunes. There is so much to enjoy here, indoors and out, and creating this stunning Vineyard Farmhouse Estate has truly been a passion of love. The two-story guest house with a new deck overlooks the Egyptian Lotus Pond and awaits your vision. Completing this offering is a large two-story post and beam barn built in 2014.

67 Hidden Village Road

Located at the end of a quiet cul de sac, just half a mile to the top of Main Street, is this 4-bedroom home with a separate studio guest apartment, office, and heated 2-car garage with 10-ft doors. There is also an unfinished full basement. The living space is in excellent condition with a combination of hardwood, carpet, and tile floors. This light and bright home could be a reliable income producer or might be appropriate for the buyer who needs space for guests or employee housing. There is a 10.14 kilowatt rooftop solar array installed by South Mountain Company.

11 Bernard Way

COASTAL RETREAT IN KATAMA. Located in the heart of Katama, with the iconic Katama Airfield and the sandy shores of South Beach nearby, this contemporary coastal retreat is ideal for enjoying all the best of Katama. The reverse-style contemporary features a sunny, open-designed floor plan with vaulted ceilings that seamlessly combine an inviting Living Room with gas fireplace, a Game Room with custom built-ins, a spacious Dining Room with seating for eight -- plus an attractive cook's Kitchen with stainless appliances, granite counters and counter seating. The living space opens onto two second-story decks that are ideal for entertaining or relaxation, which enjoy sounds of the ocean and gentle summer breezes. The property is being offered furnished, providing a turnkey opportunity and seamless move-in experience. This property not only offers an exceptional living experience but also includes a solid rental history and $60,000+ in current gross rentals for Summer 2025 -- plus available peak weeks for a buyer to rent OR use themselves. Make this coastal gem your own and enjoy the unique Katama lifestyle that it offers.

109 Herring Creek Road

Welcome to your ideal Edgartown retreat! This stunning classic cape-style home features four bedrooms and two baths. Built and cared for by a contractor, this residence exudes quality and attention to detail at every turn. Nestled on a picturesque half-acre lot in the Westminster Acres neighborhood, privacy abounds in this tranquil setting. Situated on a quiet paved dead-end street, enjoy easy access to all island amenities, including beaches, bike paths, state forests, and public transportation. Step inside to discover a bright and airy first floor, adorned with hardwood floors and a cozy fireplace. The spacious eat-in kitchen boasts stainless steel appliances and granite countertops, complemented by a slider leading to a sprawling deck overlooking manicured landscaping and gardens. On the first floor, you'll find a convenient bathroom and one bedroom, while the second floor hosts a generously sized primary bedroom with abundant natural light and a skylight. Two additional bedrooms and another full bathroom complete the second level, offering ample space for family and guests. Adding to the allure of this home is the expansive basement, spanning 890 sq. ft. and providing endless possibilities for storage, recreation, or future expansion. Don't miss out on the opportunity to make this exceptional Edgartown property your own.

60 Windsor Drive

EDGARTOWN HISTORIC DISTRICT - Terrific opportunity for an INVESTOR and HOMEOWNER alike to have an in town House and Guest house on this size lot in wonderful part of Town, on a lovely Street. Two cottages - One at the front and one at the rear of lot.  Yard and parking for each cottage. Room to have a beadevelop the yard and the property in general. Presently a three (3) bedroom lot but Town Sewer is available on Norton Street and once connected FOUR (4) Bedrooms will be allowed.  Off Street Parking.  Walk to the Harbor, Edgartown Yacht Club, Restaurants, Stores.  Many possibilities to enhance!!  Tenants in place, but easy to show with reasonable notice.  Shared driveway.  Being sold in "As Is" condition.

11 Norton Street

BUILD YOUR DREAM HOME ON MARTHA'S VINEYARD! This almost 20,00sq ft of BUILDABLE land is nestled in the private quiet neighborhood of East Chop.  Do you want to live conveniently close to downtown Oak Bluffs, the ferry terminal, beaches including Inkwell Beach, the Flying Horses Carousel, Ocean Park, tennis courts, and more? This parcel may accommodate a 7-bedroom home (see perc test letter in documents) and when you're not using it for personal enjoyment this parcel is in the #1 rental location on Martha's Vineyard making it an excellent investment. Town water is accessible on Coral Ave. The seller's agent is related to the seller.

7 Highland Avenue

This coastal contemporary residence is located on a private 1.60-acre lot in WestTisbury, with convenient access to Long Point Wildlife Refuge. The home features four bedrooms and two full bathrooms. On the first floor, you'll find two bright bedrooms, a modernized bathroom, and sliders from the living area that lead to a new AZEK deck and enclosed fenced gardens, perfect for outdoor enjoyment. The open floor plan includes attractive beadboard ceilings that create a sense of space and light. Recent upgrades feature a remodeled kitchen with a tiled backsplash, granite countertops, and an LG induction stove along with matching stainless-steel appliances. The first-floor bathroom has been fully renovated with a tiled shower and glass door, tiled floor, new toilet, vanity/mirror, rainfall showerhead and all new hardware. Additional updates include a newer roof, Azek window trim, an outdoor shower enclosure, and gutters with leaf guards. The basement has a 9-foot ceiling with four windows, providing potential for further finishing with town approval. Other improvements include updated plumbing and electrical systems, a new well pressure tank, new Culligan Water Filtration and Conditioning system, and a Generac whole-house generator installed in 2022. Partially furnished and with additional updates available in the documents, this property is well cared for and ready for new owners. Potential to be a STRONG RENTAL PROPERTY.  Title 5 Inspection Report in documents.

145 Vineyard Meadow Farms Road

Uncover unparalleled Martha’s Vineyard opulence within a sprawling 9.8-acre estate. Immerse yourself in the timeless elegance and meticulous craftsmanship of the 7-bedroom | 10-bathroom main home, designed by the renowned architect, Robert A.M. Stern. From the grand foyer to the post & beam living room, each detail exudes sophistication. Revel in the warmth of multiple fireplaces and experience culinary delights in the superbly designed gourmet kitchen. This residence is a luminous haven, where natural light steals the spotlight. Step outside and discover a remarkable pool and pool house with a fully-equipped gym, sauna, and massage room. Located in the exclusive Boldwater Association, residents enjoy, tennis, pickleball, a boat landing, and a private Atlantic Ocean beach. An additional 11.97 acres is available separately.

12 Boldwater Road

Designed by renowned architect Araldo Cossutta as his personal retreat, the estate is made up of 5 dwellings providing a rare opportunity with pre existing density. One of the most stunning approaches from Middle Road thru your 8 acres of agriculturally conserved land. In need of renovation, the options are endless. Create a family compound, B+B/Inn, Farm, much needed housing or other ideas. Priced for sale "As Is". Showings to begin Saturday March 15th.

0, 27 & 30 Tower Lane

Classic Post & Beam set in Meadow View Farms - This stunning and solidly built four-bedroom home sits on almost an acre of land with endless possibilities and impressive touches throughout. A farmer’s porch stretches the full length of the home offering a warm welcome and a shady spot to relax overlooking the expansive front lawn. The light-filled, open first floor boasts cathedral ceilings, and hand-cut stone propane fireplace, a kitchen featuring granite countertops, Wolf range, and an undercounter wine cooler. A casual dining area at one end of the kitchen, and inviting living room offer the perfect space to entertain. Rounding out the first floor, the primary bedroom has a large walk-in closet, soaking tub, and bay window looking out over the backyard. The second first floor bedroom is currently being used as a TV room. The second level has two sizable ensuite bedrooms with ample closet space and skylights. Highlights of the home include radiant heat, hardwood floors, firepit, large yard and plenty of room for expansion. Even more opportunity for expansion is found in the partially finished lower level. A future office, media room, or workout area awaits. The two car garage is large and has additional space above offering options for additional guest quarters. Meadow View Farms is quiet and private with walking trails and association tennis. The property has mature plantings and is close to both the bike path and over 200 acres of conservation land with hiking trails. Title 5 inspection passed for a 5 bedroom septic. This home is move in ready and is perfect for year-round living. This home would also make a desirable summer vacation retreat.

4 High Meadow Lane

Enjoy waterfront living at its best with 163’ of Lagoon frontage, including a private sandy beach. Sited on 1.25 acres of lush-landscaped greenery, this incredible property with a sweeping lawn offers stunning water views and spectacular sunsets. This is your time to enjoy Vineyard life on the water ~ boating, swimming, kayaking, clamming, and more. Savor the views from almost every room of the house, designed to accommodate family and friends with ease, and comfortable living. It is rare to find a home in a setting like this on Martha’s Vineyard. Tucked away off Barnes Road in a remote locale and close to many Island favorites. The main level, with high ceilings and large windows, enjoys natural light and provides spectacular water views from all angles. A wood-burning fireplace and wet bar set the tone of the living room, and a more formal sitting area is focused on the views. There is a half bath, a dining room, and a large eat-in kitchen with access to the patio. Two additional rooms with a private deck and full bath are cleverly located in a separate wing of this floor and can be used as an office or den. Unique to the second floor is a wraparound deck and screened porch overlooking the Lagoon. The primary suite has a wood-burning fireplace, a walk-in closet, and a generous en suite bath with direct access to a private deck overlooking the Lagoon. There are two additional spacious en suite bedrooms on this floor which also enjoy fabulous views. If you are looking for a quiet retreat, a second covered porch at the front of the house is the place for you. Have fun transforming this 2,000-square-foot walk-out basement with a full bath to fit your needs.  Being sold furnished, this is the ultimate Vineyard Experience.

267 Barnes Road

Waterfront beach house on Dogfish Bar in Aquinnah.  Take in the beauty of this gem of a location with rolling dunes, waterviews and immense sunsets!  This property is one of only a few homes on this stretch of private and preserved beach.  This 2009 contemporary beach house offers a reverse floor plan with the entire top floor as the living area, kitchen & dining, and more windows than walls to enjoy the views!  Cherry floors, a fireplace and plenty of space for cooking, dining and entertaining.  The first floor offers an en suite bedroom, and two guest bedrooms with a shared bath.  Recently expanded deck off the living area.  A detached shed houses the water filtration system and offers storage for bikes, beach gear and fishing equipment.  Meander down the path through the dunes to the sandy beach for some of the best swimming, sunsets, fishing and boating on the island.  198' of pristine shoreline, sandy beach and dunes.  This is a magical spot on the Island!

29 Oxcart Road

Rare Opportunity to Be in a Special Location and Neighborhood! Loved by generations, this quintessential Vineyard cottage has been in the same family since its creation in 1900. Step back in time and enjoy easy cottage living of yesteryear with modern updates including newer windows and electrical. Nestled under mature trees and just .3 mile to Inkwell Beach, join this close-knit neighborhood and make this house your island home. Close to the beach, town, bike path, and more, this home sits in a special location. 
It is also part of both the Cottage City and Copeland Districts.  The property is over 100 years old but not on the MACRIS registry. Buyers should research the process for making major renovations.

50 Canonicus Avenue

Great location, this vacant 1.44-acre lot is located on a quiet street with direct access to the bike path and proximity to State Beach, and just minutes to town for shopping, dining, and enjoying all the activities and amenities of Edgartown Village. The wooded parcel will support 2 bedrooms with a NitRoe 2ks Enhanced Septic System. The lot has been staked, and perc tested, and the septic design has been approved by the Edgartown Board of Health. The property is in the NHESP zone and the NHESP study has been completed. The seller is in the process of installing the well. Don’t miss this exceptional opportunity.

117 Pennywise Path

Wonderful Tashmoo Wood Association - West Chop.  Welcome to this spacious and inviting home in the wonderful Tashmoo Wood Community.  Rarely does a Single Family Home come on the market in this Private Association.  This four (4) bedroom home, nestled on a private 1 acre lot with a tree lined driveway, abuts common land, is adjacent to Mink Meadows Golf Course and offers the ultimate in the Vineyard lifestyle, a perfect blend of privacy and convenience, with easy access to amenities both in the association and in Town. This four (4) bedroom home - including two (2) large suites, and four (4) bathrooms, - 3 full and 1 half -  features an open floor plan with double height cathedral ceilings in the living room with multiple skylights, hardwood floors and a cozy wood-burning fireplace, perfect for relaxing at your Vineyard ‘retreat’.  The eat in kitchen flows seamlessly into the dining area and living room which lead to a huge screened porch.  Enjoy outdoor living, entertain effortlessly in the oversized screened porch large enough for dining for at least 8 plus additional conversational seating or on the patio with an evening fire, perfect for al fresco dining and entertaining, overlooking common land and Mink Meadows. Two ground floor bedrooms share a bathroom, in addition to the separate powder room, while upstairs, there are two huge bedroom suites with private baths, seating areas and a separate loft for office or computing.  Mahogany clad outdoor shower when you return from the Association Pool or Sandy Beach.  A finished basement provides additional living space, an entertaining area, media room and storage.  Residents enjoy exclusive association amenities including a heated swimming pool, tennis courts, playground, basketball, private dock on Lake Tashmoo and a sandy Association beach on Vineyard Sound. Conveniently located minutes from downtown Vineyard Haven, the Ferry, restaurants, Mink Meadows Golf Club, Vineyard Haven Yacht Club, restaurants, shopping and the Harbor.   Spend your days lounging by the heated association pool, playing tennis, or exploring Lake Tashmoo from the private dock with an area to leave kayaks, canoes and small sailboats or swimming off the sandy beach on Vineyard Sound.  Easy to show!

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