Built in 2016 by Squash Meadow Builders, this exceptional five-bedroom Colonial is ideally situated just moments from the sandy shores of Tashmoo Beach on Vineyard Sound. Thoughtfully designed across four levels of living, the home seamlessly blends timeless architecture with modern comfort. The main level offers an inviting open floor plan with a  spacious living room with gas fireplace anchored by a gourmet kitchen with custom built-ins and charming bench seating. The kitchen blends effortlessly into a light-filled sunroom, creating the perfect setting for relaxed coastal living. A generous first floor primary suite provides privacy and convenience. The second level features bedroom suite with a private bath and three well-appointed guest bedrooms share a full bath with recently updated modern tile and vanity.  The finished third level offers an expansive bunk room, ideal for extended family or guests. The finished lower level is designed for entertainment and wellness, featuring a media room, home gym, and ample storage. Indoor and outdoor living connect beautifully where the new sunroom opens to a pergola-covered stone patio overlooking a saltwater pool framed by a classic stone wall. The backyard is a private oasis, complete with an outdoor stone fireplace and lush landscaping accented by blue hydrangeas, perennials, and native sea grass. Additional highlights include a one-car garage and solar panels for energy efficiency. A turnkey Martha’s Vineyard retreat offering comfort, style, and effortless summer living near one of the island’s most beloved beaches.

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241 Daggett Avenue

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Being sold turnkey and fully furnished, this modern home has four bedrooms and three full baths. Large windows and high ceilings, the home lets in bright natural light. The first floor has three bedrooms and a full bath with double sinks. Beautiful oak and maple floors complement the cherry stairs and living room built-ins. Open concept second level contains the open concept kitchen, living room, dining room. The primary en suite includes full bath, Jacuzzi tub and shower, walk-in closet and dressing area. Three sliders lead onto a large sunny deck from the living area, great for alfresco dining, lounging and entertaining, extending the large living space. A fourth slider accesses the deck from the primary bedroom. Building into the hillside, the builder made use of topography resulting in a third level of fully usable living space. Along with eighteen foot ceilings, multiple windows and glass back door, the basement also includes a third full bath and utility room. This surprising third level would make a fantastic recreation / media room / playroom / home office. This home is being sold in "as is" condition. Located in a private community with wonderful amenities such as tennis, pickleball, mail delivery, freshwater pond, clubhouse, and kayak storage with access to a salt water dock and boat landing. Potential for a boat mooring via the Oak Bluffs Harbormaster! Great central location near Farm Neck Golf Club with easy access to all island Towns, shopping, beaches, restaurants and entertainment.

18 Wood Duck Way

Recently updated Oak Bluffs ranch-style home ideally located near Downtown and Oak Bluffs Harbor. Step inside to discover vaulted ceilings and an airy open floor plan that seamlessly connects the living room, dining area, and a spacious kitchen featuring granite countertops and updated appliances. The private primary suite is thoughtfully positioned off the main living area and offers a full bath with in-suite laundry, plus its own separate exterior entrance, perfect for added privacy or guest flexibility. Two additional guest bedrooms and a full hall bath complete the interior layout. Outdoor living is equally inviting, with a charming front deck featuring built-in bench seating, a stone patio for entertaining, and a convenient storage shed. Recent upgrades include a new roof, updated flooring, and energy-efficient mini-split systems for heating and cooling. Move-in ready and perfectly suited for enjoying the Vineyard lifestyle.

3 Kims Way

*All information should be confirmed with the town boards. 
From BOH - Lot can support a 2 bedroom system with a standard Title 5 or 3 bedrooms with an enhanced system.
From Water Department - Town water runs down Sixth Street N. Buyer will need to hook up from the road.
From Building/Zoning Department - Lot can support a house and an ADU, by right, with proper permitting.
From Wastewater Dept. - Sewer is expected to run down Sixth Street N in 5 years or so. At that time, buyer will have 2 years to connect to sewer once a letter is received from the town.

77 Sixth Street North

Nestled on a quiet street just moments from the heart of Vineyard Haven, this well-maintained 4 BR, 3 BA home offers a winning blend of comfort, privacy, and classic island appeal. The sun-filled main level features an open-concept living area flowing seamlessly into a bright, updated kitchen with center island, ideal for everyday living and casual entertaining. Two 1st floor bedrooms and a full bath provide excellent flexibility for guests, home office space, or convenient one-level living, while upstairs offers two spacious en-suite bedrooms designed for privacy and relaxation. Outdoor living shines with a deck overlooking the yard, plus a lower-level bonus with laundry, storage, and workshop potential. Peacefully set yet close to it all, enjoy easy access to public beaches, Tisbury School, and just 0.5 miles to Main Street Vineyard Haven with shops, dining, and ferry access. Perfect as a year-round residence, second home, or investment opportunity—this property checks all the boxes!

116 Franklin Terrace

MIXED USE PROPERTY WITH PROFESSIONAL OFFICES AND TWO-BEDROOM APARTMENT – Extensively renovated mixed-use property offering commercial + residential use in a high-visibility location on State Road in Tisbury. This versatile property presents a true live-work opportunity with strong income-producing potential.

The first floor offers four offices including a reception area, 1.5 baths, and a kitchenette, with both front and side entrances, including handicap access. The second floor features a bright and sunny two-bedroom apartment with a full bath, living room, and kitchen—ideal for owner occupancy or rental income.

The entire building has been renovated and includes heat and air conditioning throughout, off-street parking for multiple vehicles in the rear, and a yard. Seller financing available, please inquire!

378 State Road

Breathtaking property at the tip of a prominent peninsula on Sengekontacket Pond's western shoreline. Set beautifully at high elevation above the shore, this charming home and guest cottage includes jaw-dropping views of the pond, barrier dunes and Nantucket Sound. Direct from the property take your whaler or other watercraft out into the sound and beyond for endless recreational pursuits. Aside from boating, the swimming and clamming in the immediate waters are sublime. Expansive lawns slope down to the water on three sides of the residence - one of the most enchanting settings on the waterfront on Martha's Vineyard.

43 Sengekontacket Road

This mixed use building is zoned for residential and commercial use. It is extremely well built with an emphasis on non-toxic materials throughout. High ceilings on all three levels. There are radiant floors mixed with forced hot air/AC. The building offers a variety of uses for a new owner. The existing spaces are very versatile and would be ideal for any service oriented business given the multiple office spaces and a large open room for perhaps physical therapy or treatment space.  There is a galley kitchen and two full baths on the main floor as well as three offices (one could be considered a first-floor bedroom), and a large open room with doors out to the parking area. Upstairs, there is a two-bedroom apartment with a full bath, a full kitchen with wood cabinets, and a living room with a fireplace. In addition to the finished apartment, there is a separate space framed and insulated with generous square footage to easily expand the living space or bedroom capacity in the second-floor apartment. The property supports four bedrooms. The basement has high ceilings with steel beam construction. There is a wide, full-height access to the lawn from the basement. This space could be renovated to serve as an additional workspace or living space.

24 Cournoyer Road

Tucked away in a serene setting, this beautifully designed custom home offers the ultimate in privacy, comfort, and luxury living. The first floor features a spacious open-concept design, seamlessly blending the dining room, kitchen, wet bar, and living area-perfect for entertaining or relaxing with the family. Home chefs will fall in love with the gourmet kitchen complete with custom cabinetry, high-end appliances, stunning granite countertops and generous counter space for cooking and hosting in style. Outdoor enthusiasts will appreciate private access to over 200 acres of trails right from your back yard.

63 Bayes Hill Road

SHOWINGS START TUESDAY FEBRUARY 3.
 It's a home but also used as a business! R-20 zoning with historical home business uses next to Carrolls Trucking and other mixed uses. Currently its used as a 3-bedroom home with a 1-bedroom apartment, a business is being run out of the huge 576 sq. ft office.  There are multiple storage and garage options to lend to a variety of needs.  Being in the R-20 zoning district it is allowable for someone to run a variety of businesses out of this property as home businesses.  Please consult the town for further clarification. There is a four-bedroom septic design in place which could serve five bedrooms based upon the current leaching capacity. Please consult the Board of Health for further clarification. The system will need to be upgraded to a denitrification system with the installation of a tank. Seller will split costs with buyer for the upgrade.  A design is being created. The parking area has a lot of open space and potential to be increased if needed.  This property could be a great spot for a landscaper, contractor or mechanic, doctors, massage or psychotherapists, or anyone wishing to run a business out of their home without worrying about offending the neighbors subject to town approval. The partially finished basement has lots of options, currently has an overflow room, a workout area and a music/media room. The garage has great options for projects, storage and there is a loft above.  The house has an owned solar system and Mini splits to ease the energy burden. A new Viessmann propane/gas forced hot water system generates lots of heat. Walkout basement provides easy access for whatever you need. There is a sauna in the basement for health maintenance. Home is being sold AS-IS.

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52 Carrolls Way

Sweet office condo in the heart of Vineyard haven.  Reception area, meeting room/office and 2nd office with a door to a porch overlooking Veterans park.  This property has a storage unit in the basement which is dry and fine for a variety of storage uses.  Newer construction utilizes high efficiency insulation so heating costs are very low. There is a parking spot in the front and one in the rear. Walk into town or park and jump on a ferry- this is a great spot for a small business or someone who wants to take the business out of the home.

10 State Road A-10  (3)

This cozy home on Saddle Club Road offers an inviting layout with vaulted ceilings that create a bright, airy feel. With three bedrooms, including one conveniently located on the first floor—there's plenty of space. The open-concept kitchen and dining area flow to a sunny deck, perfect for outdoor dining or unwinding after a day at the beach. Recent updates bring peace of mind and curb appeal, including a new roof, cedar siding, skylights, windows, and exterior trim. Set on over half an acre of landscaped and irrigated grounds, the property features a large back deck, an outside fireplace, a classic storage shed for bikes and beach gear and a bonus shed space with electricity. Centrally located near bike paths and offers easy access to Morning Glory Farm, South Beach, and the heart of Edgartown Village.

60 Saddle Club Road

Nestled in a quiet Oak Bluffs neighborhood, this charming, sun-filled four-bedroom, two-bath home sits on a spacious corner lot and offers an ideal opportunity for both seasonal and year-round living. The home features a functional layout with a cozy wood burning stove and abundant natural light throughout. The main level offers a spacious living area open to a kitchen, both with wide plank flooring, as well as two comfortable bedrooms and access to a screened-in porch, perfect for relaxing summer evenings. Upstairs, you’ll find two extra large bedrooms and a shared bath, providing flexible space for family and guests.

The enclosed backyard is well suited for gardening, entertaining, or simply enjoying the outdoors, while the nearby Lagoon town landing offers easy access for kayaking, canoeing, or launching a small boat. Ideally located walking distance to the Lagoon, less than one mile to Farm Neck, and under two miles to the heart of Circuit Ave and all Oak Bluffs has to offer. This inviting home also offers easy bike access to the Oak Bluffs School and Tradewinds. A full, unfinished basement provides excellent potential for future expansion or storage.

54 Columbian Avenue

Quintessential Seven Gates waterfront compound offering outstanding views and immediate beachfront access. This exceptional Martha’s Vineyard retreat includes a main residence and barn, thoughtfully designed and built by South Mountain Company. Immaculately maintained, both structures are virtually turn-key.
The interiors showcase rich detail, the highest level of craftsmanship, and elegant design—ideal for relaxed seaside living. Expansive views of the Sound and Elizabeth Islands are enjoyed from nearly every room, including the guest suite above the barn.
Just off the main house is an inviting pool area featuring a bluestone patio, extensive stone walls and hardscape, and a separate hot tub. The property is set within one of the Island’s most incomparable private enclaves.
Seven Gates Farm is a historic community encompassing approximately 1,600 acres, with nearly 1,000 acres held in permanent conservation by The Trustees of Reservations. Rolling fields, woodlands, ponds, and private trails define the landscape. Property owners enjoy access to miles of private beach, two piers, and two tennis courts.
This is a rare opportunity to reside within a timeless community originally envisioned in the late 1800s as a “civil wilderness,” deeply rooted in preservation and stewardship.
Note: A 2% fee to Seven Gates Farm applies in addition to the purchase price and Land Bank fee.

44 Forest Road

Coastal Luxury Meets Versatility in Edgartown
Welcome to a rare opportunity to own a brand-new, GORGEOUS, custom-built home in Edgartown, set on a sprawling one-acre plot with a stunning detached 900 sq ft accessory dwelling. The main residence opens to an inviting two-story foyer, leading to an expansive, sun-drenched living room featuring a wall of glass sliders that erase the boundary between indoor and outdoor living. The gourmet kitchen is a chef’s dream, boasting premium Bosch appliances, a large quartz-topped island with casual seating for four, and a sleek, hidden microwave drawer, all perfectly arranged for entertaining. 
The first floor hosts a serene primary suite with a luxurious private bath. Upstairs, you’ll find a cozy second living room and two spacious guest suites, each with private baths. The property includes a 900 sq ft detached accessory dwelling, complete with full kitchen, bath, and bedroom. With one acre of land, this property is poised for a future pool or private oasis. Ready for your 2026 occupancy! 
Note: This property is subject to M.G.L. Chapter 40A Section 6 of the Affordable Homes Act: Single-family residence not to exceed 1,850 sq ft of heated living area, min. 3 bedrooms, no short-term rentals.

6 Lauras Way

Welcome to this fabulous property nestled just a short stroll from all the best of Vineyard Haven. Easily accessible and within close proximity to the ferry, downtown shops, restaurants, galleries, Owen Park Beach, and the MV Playhouse, the location is ideal. This beautifully designed home has been lovingly maintained and offers a wonderful balance of Vineyard charm and modern convenience. Designed across multi-levels of living spaces, the home provides a flexible layout that works beautifully for entertaining, relaxing, and hosting guests. The main floor welcomes you to an inviting living room filled with natural light and open to the dining area with direct access to the wrap-around deck, perfect for outdoor relaxation and dining al fresco. Cooking and entertaining will be a joy in the kitchen with beautiful quartz countertops, a KitchenAid Professional 6-burner gas range, and custom cabinetry and bar by Ryan Dillon Designs. An en-suite bedroom with a full bath completes this level. The second-floor features the primary suite with pleasant views of the pristine yard, a full bathroom with a double-sink vanity, walk-in shower, Jacuzzi tub, and a large walk-in closet. Another en-suite bedroom with a walk-in closet and the “Hydrangea” half bath are also on this level. A third-floor retreat offers flexible bonus space for an office, den, and overflow. The finished walk-out lower level offers even more additional space for gathering or guests, including a recreation room, and large laundry room. Outside, enjoy the meticulously landscaped grounds, irrigation, and an outdoor shower. For added convenience, there is a detached two-car garage that offers both storage and parking. This exceptional property is ready for immediate enjoyment. Come and experience your Vineyard retreat where you can hear the ferry horn from every room!  The property is located in the Lagoon Watershed District.

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61 Causeway Road

An exceptional chance to own one of the few five-unit apartment buildings available on Martha’s Vineyard. Ideally located within a short walk to Oak Bluffs Center, the Harbor, ferry service, and public beaches, this property offers both convenience and strong income potential. The building includes five well-maintained apartments with a total of 7 bedrooms and has been thoughtfully renovated and consistently cared for over the years. There are two two-bedroom apartments and three one-bedroom apartments. With ample on-site parking, this property is easy to manage and highly attractive to year-round and seasonal tenants alike. Tenants-in-place notice required to be shown.

35 New York Avenue

Being Sold Turnkey. Prime Edgartown Location close to Downtown dining, shopping, Edgartown Golf Club and popular beaches. This renovated updated home features four bedrooms all with private en suite full baths. Two bedrooms on the first floor and two bedrooms on the second floor. Bright sunny kitchen with tall windows and vaulted ceiling. The sunroom leads to the backyard and deck area perfect for outside entertaining. Large detached garage with a loft offers ample storage for your island car, bikes, kayaks and beach gear. Spacious yard ideal for children and pets.  Being Sold Turnkey, excluding books and select personal items. Has Town water and Town sewer. Easy to show!

32 Norton Orchard Road

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