Newly priced ~ fully renovated building and move-in ready! Outstanding, year-round, two-bedroom condo on the ground level with dedicated parking, and conveniently located close to the ferry, shops, and restaurants on Main Street, Vineyard Haven. This building (Building A) is undergoing a complete renovation including a new roof, siding, windows and doors, trim, decks and steps. Enjoy this freshly updated unit in time for Spring! The common grounds feature colorful landscaping, picnic tables, grills, and a swimming pool with a distant peek at the Lagoon. This unit has been tastefully renovated, featuring new hardwood floors, an updated bathroom, updated kitchen appliances, and a freshly painted interior. Being sold furnished, this true gem is ready for immediate occupancy.

Rare opportunity to build your dream home in a quiet, well-established Vineyard Haven neighborhood. This level parcel offers excellent potential with flexible zoning that allows for as many bedrooms as will fit within the allowable footprint, governed by 20-foot front and rear setbacks and 10-foot sides. Not located in the watershed district, the property does not require an enhanced septic system, simplifying the process. Whether you're designing a year-round residence or a seasonal escape, this is a prime location to bring your vision to life.

MOVE RIGHT IN! This sunny end unit is being offered furnished! Spacious living area opens to an eat-in kitchen with a new Bosch dishwasher. Bedroom number one has a queen bed. Bedroom two has two single beds. Conveniently located within close proximity to Main Street shops, the ferry and bus terminal, and the scenic bike path that extends across the island. At the bottom of the hill you will find a recreation area with basketball hoops, volleyball net and swings! Could this be the opportunity that you have been waiting for to be a homeowner on the Island? Year-round living or investment home with a solid rental history. Additional financial information provided upon request.

One of Vineyard Haven’s most popular and accessible locations in The Tisbury Marketplace. Water views of Lagoon Pond and Vineyard Haven Harbor. Unit C- 9 at 79 Beach Road offers highly visible exposure in a high-demand area in the Vineyard Haven business district—a few minutes from downtown and the ferry. This 1st-floor unit - features 602 square feet of space, flexible layout adaptable to multiple business types (wide range of uses including retail, professional services, office, or health services) 1/2 bath that is shared with adjoining unit. Open floor plan with big open front room, 3 changing rooms, a back office area and another small room, with backdoor access. With excellent with steady vehicle and foot traffic and prominent road frontage , and ample on-site parking; well-maintained complex with professional management; and easy access to ferry, shops, and restaurants.

Find your sweet spot in this charming starter home, ideally located on a quiet street yet within an effortless walk of everything. Forget the car and get your steps in! You're a short jaunt to essentials like Cronig's Market and Shirley's Hardware, AND local favorites including The Maker, Black Dog Cafe, Island Fresh Pizza, Pie Chicks, and Island Adventures Mini Golf. Also within walking distance is the newly renovated Tisbury School! The interior delivers classic warmth, showcasing mellow wide pine floors in the living areas. Enjoy the convenience of an efficient kitchen with deck access, a cheerful updated bathroom, and cozy carpeted bedrooms. Need more space? The full, dry basement is a blank canvas, offering massive potential. This is your affordable opportunity to settle on Martha's Vineyard! Schedule your showing now!

A Sweet Spot to call Home. West Chop charms are many in this delightful setting. Acres upon acres of nearby conservation trails make walks, hikes and bike rides an easy daily appeal. Equal distance to Owen Little Way town beach and Vineyard Haven Main Street shops and amenities as well as harbor and ferry port. This move-in ready Clark Avenue abode offers the magic formula of single level living plus upgraded systems and a tidy fenced, easy care yard. Open beamed main rooms and bedrooms, beautiful wood floors throughout, bead board details, custom tile/stone work and multiple mini splits (four) providing heat and AC. The snazzy well-designed kitchen offers vertical storage plus there’s a hallway utility/laundry room and a pull down attic access to additional storage. Front porch, a side deck with a roomy outdoor shower and a useful shed too. All of it equals one pleasant package and a welcome opportunity for Vineyard homeownership!

This attractive colonial style home is located in a terrific neighborhood. Just a short distance to the center of town with nearly 1/2 acre of rolling treed land. The features include a cathedral ceiling over the kitchen and dining room. A large fireplace highlights the living room. From upstairs you can look over the balcony to the dining area and kitchen below. The first floor bedroom with has its own bathroom. A small screened in porch on the front side of the house will keep the bugs away. A spacious deck is on the back side of the house. Built in 1972, this home needs some TLC but is well worth it in this terrific neighborhood. Price includes a $50,000 credit to the buyer to bring the septic system into Title V compliance with the Tisbury Board of Heath.

Nestled in a quiet enclave on Lantern Lane, this charming 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and island charm. Located just moments from the heart of Vineyard Haven, you’ll enjoy easy access to shops, restaurants, and the ferry. The interior of the home features a bright and welcoming layout with an open living and dining area, hardwood floors, and a private backyard and deck. Three spacious bedrooms provide plenty of room for family and guests. Outside, a spacious yard offers space for relaxing or entertaining. Whether you're looking for a year-round residence, a vacation getaway, or an investment property, this home is sure to please! *NOTE: The seller is offering a $25,000 credit towards the required septic upgrade.

Experience sun-drenched living in one of Tashmoo Woods’ most desirable floor plans. This beautifully maintained 3-bedroom, 3-bath home offers full access to the coveted Tashmoo Woods amenities, including a pristine pool and pool house, multiple tennis courts, a children’s play area, a private launch on Lake Tashmoo, and a beautiful Association beach on the Sound. Inside, soaring ceilings and clerestory windows fill the living and dining areas with incredible natural light, creating an inviting, airy atmosphere. The eat-in kitchen features an entire wall of windows and glass doors that seamlessly blend indoor and outdoor living. The first-floor bedroom — currently enjoyed as a cozy study — sits next to a full bath, offering flexible options for guests or single-level living. Upstairs, the spacious primary suite boasts vaulted ceilings, an ensuite bath, and an enviable walk-in closet. A charming third bedroom with its own ensuite bath completes the upper level. Setting this unit apart, however, is the rare full, walk-out basement and here there is already a finished bonus room — ideal for a gym, home office or creative workspace. Of course, there is also a garage, an attached shed and the must-have outdoor shower.Could you add Offered TURNKEY for immediate enjoyment - this home is ready for its next chapter - whether as your year-round retreat or seasonal sanctuary. Easy to Show.

This move-in ready four-bedroom, being offered fully furnished, delivers effortless living, simply bring your swimsuit and settle in. Featuring an open and inviting layout, the living space seamlessly extends to the large deck and heated pool, perfect for relaxing or entertaining. Conveniently located just one mile from the shops and restaurants of downtown Vineyard Haven and less than two miles from the sandy shores of Tashmoo public beach. With a strong rental history, it’s perfectly suited as a year-round residence, vacation retreat, or investment property. The property is located within the Tashmoo Watershed District, and the septic system will require upgrades to comply with denitrification requirements.

Located at the five corners, this rare commercial property presents an opportunity to set your future business venture up for success. This prime location captures the attention of every single vehicle disembarking the Vineyard Haven Ferry! There are 2.5 parking spots included. Please note that the bike shop business is not for sale. This offering is solely for the real estate. The sellers require a deed restriction that prevents the property from ever being used as a bike rental shop. Seize this unique chance to establish your business in a highly visible area.

3 BEDROOM HOUSE + 1 BEDROOM APARTMENT! Discover a rare opportunity in a convenient Vineyard Haven neighborhood. This move-in ready property features a 3 BR, 1.5 BA main house plus a legal 1 BR, 1 BA accessory apartment, offering the perfect setup for multi-generational living or a high-demand rental to offset your mortgage. The main house features a stunning solarium or sunroom, a cheerful efficient kitchen, and a sweet living room anchored by a beautiful stone fireplace. The main house has been emptied out and awaits the new owner's touch (please refer to images showing digital staging). Both the main house and the apartment have been freshly painted throughout, radiating a clean and bright atmosphere. Situated on a spacious lot, the site is large enough to support a 5-bedroom septic system; a design is currently being finalized by Sourati Engineering (buyer to be financially responsible for the upgrade). Other features include oak floors, two decks for outdoor enjoyment, a vintage garden shed, and a full dry basement for additional storage.

Country Living so close to Town! Lovely 3/4 Bedroom 2,304sq ft. Colonial Cape perched on a rise on Alyssa Lane off West Spring Street. Open Kitchen with handcrafted side cabinets and Island with stool seating. Dining, sitting, entertainment area with sliders open to a generous front to back side deck. Living room with propane fired wood stove and half bath also on the first floor. Interior stairs to lower level and garage. 3 Bedrooms 2 full baths on the 2nd floor. Attic. Many windows. High Ceilings. Hardwood Floors throughout. Small front porch to entryway on the first floor level. Lower level above ground office/living space/bedroom with half bath and private entrance from the exterior. Built in Garage and on site parking area. Propane FHW Heat pump A/C. Propane HW Heater. Sited on .23 acres bordered by grassy areas on the side and front of the property. Residential R10 zoning. Small Association. Easy access to Main St, Ferry, Shops, Restaurants, Schools, the Amphitheatre, the Tashmoo Overlook and a direct route to Up Island Towns. Town Water, Title V Four Bedroom Septic System. With the transfer of this property the Septic will need to be upgraded to a Nitrogen reducing Septic system. Owner to provide newly engineered approved septic design when completed.

Prime commercial opportunity in Vineyard Haven, Martha’s Vineyard’s vibrant year-round community! This 2,614± sq. ft. corner commercial condominium in popular Woodland Center Marketplace —one of the largest in a well-managed association—offers outstanding visibility and versatile space. Currently configured for a tile and flooring business, Unit 8 features a showroom with office area, a workroom/warehouse storage section, kitchenette, and half bath. The flexible layout easily adapts for retail, design, or professional use. With ample parking, professional management, and a high-traffic location, this property is a standout investment. The successful Karpet Kare tile and flooring business is also available separately for those seeking a turnkey operation in a thriving commercial hub.

This spacious 5-bedroom, 3-bathroom home is located in a quiet enclave off Main Street, Vineyard Haven. Just half a mile to the vibrant restaurant and shopping scene in the village, and even closer to the library, Owen Little Beach, and Yacht Club. Thoughtfully designed across three finished levels featuring hardwood floors, a cozy fireplace, and a seamless layout, the home is ideal for entertaining. The design is casual but practical, evidenced by the well-appointed kitchen which offers direct access to the rear deck for an eat-in or eat-out option. With separate finished living quarters on the garden level, the home easily accommodates guests and multi-generational living. The expansive deck invites morning coffee, summer gatherings, and peaceful evenings surrounded by nature. Mature plantings bloom on stone-scaped retaining walls and evergreen trees provide ultimate privacy. You are just moments from the harbor, shops, and ferry, and yet this property also offers seclusion and privacy - this is a rare combination in this price point.

Blending 1920s charm with modern luxury, this beautifully renovated home is tucked away in the sought-after West Chop area of Vineyard Haven. Just steps from the neighborhood beach on the pristine shores of Vineyard Sound, this elegant seaside retreat offers the perfect mix of historic character and contemporary comfort. Inside, a thoughtfully designed floor plan welcomes you with generous living spaces. At the heart of the home is a chef’s kitchen featuring custom cabinetry, high-end appliances, and stylish finishes—perfect for both everyday living and entertaining. The open-concept living and dining areas flow seamlessly, enhanced by updated systems and central air conditioning for year-round comfort. Upstairs, the primary suite provides a serene escape with a spa-like tile bath and soaking tub. Two additional guest bedrooms share a beautifully appointed full bath that also includes convenient laundry. Unique details like a compass rose stained glass window add a distinctive nautical touch. The finished lower level offers even more living space, including a large bedroom—ideal for guests or extended family. Outdoors, a stunning mahogany deck overlooks the newly landscaped backyard, complete with an outdoor shower and perfect areas for entertaining. With close proximity to downtown Vineyard Haven and the beaches of Vineyard Sound, this exceptional home captures the essence of island living—timeless, refined, and move-in ready.

Brand new construction in the heart of downtown Vineyard Haven! This pristine and thoughtfully designed 3-bedroom, 3-bathroom home offers modern downtown living just steps away from the ferry terminal, restaurants, shops and all that Vineyard Haven has to offer. Where luxury meets sophisticated coastal charm complete with an open floor plan, luxury kitchen featuring quartz countertops, custom tile bathrooms and seamless living both indoors and out. Enjoy water views from the living room, bedrooms and the inviting front porch, perfect for relaxing or entertaining, while the private backyard and spacious back deck provide the privacy many desire. The two-car garage provides a rare in-town convenience, for both parking and storage of your island car and beach gear. The property also boasts impressive rental history, look no further for your next in town purchase - an exceptional, well-rounded offering!

NEW CONSTRUCTION – Designed by Outlands Design and built by McElhinney Construction, this home exemplifies modern coastal design. 34 Davis Street delivers the perfect balance of sophistication and relaxed island living. Positioned to offer both privacy and proximity to the Island’s harbors, shops, and beaches. Spread across two thoughtfully designed levels, the interiors are bathed in natural light, highlighting the clean lines, open spaces, and high-end finishes throughout. Highlights include a chef’s kitchen with Thermador appliances, a 9-foot island, and 7-inch oak flooring. The exterior is clad in timeless cedar shingles with crisp white trim, while expansive windows create a seamless indoor-outdoor connection. A walk-out unfinished lower level provides the option for a home office, gym, or media room. The professionally designed landscape plan by Contemporary Landscape allows you to customize the outdoor experience—whether adding a fire pit, pool, or spa. Perfect as a year-round residence, summer retreat, or investment property with strong rental potential, this home is truly an island gem. *Agent is owner.

Enjoy beach-close living—just 0.2 miles to the shore—in sought-after West Chop. This welcoming 5BR/3.5BA colonial blends classic Vineyard character with modern comforts, including central air, an updated kitchen, and three fireplaces. Approximately 3,152± sq ft (expanded from 2,632± with a 520± sq ft finished space over the garage) offers flexible, easy flow to a large fenced backyard with a deck, outdoor shower, and a new saltwater hot tub for effortless relaxation. The dry, unfinished basement with bulkhead walkout presents excellent finish potential for a gym, media room, or workshop (buyer to verify). From your front door, bike or stroll to town, beaches, shops, and the ferry. Ideal as a year-round residence, second-home retreat, or investment/rental opportunity.

This Colonial Style home with wrap around porch is beautifully maintained and nicely sited on almost a half acre. The first floor is thoughtfully designed and offers an open floor plan that includes an ample mudroom with half bath and is just off the side porch that takes you into the well equipped kitchen with a center island, stainless appliances, custom cabinetry and dining room with sliders to a peaceful and private deck. Living room offers a comfortable space for TV and relaxing. There is also nice size first floor primary with walk-in closet and spacious en-suite bathroom. The grand entryway takes you to the second floor which offers a second primary bedroom with walk-in closet and en-suite bath. There are two guest rooms that share a bath and second floor laundry. Wood and tile floors throughout, propane FHA with A/C. The walkout basement features 10'ceiling height and is ready to be finished off for additional living space, workshop or office.

Storybook setting in the quaint seaside village of Vineyard Haven, the commanding Captain Gilbert L. Smith House, c. 1854, affords an enchanting opportunity for space and privacy within the highly sought after William Street Historic District and just two blocks to all the shops, restaurants, galleries, town beach, tennis, and ferry. The property also has potential for an additional buildable lot. For 35 years, home of Susan Branch, the illustrious self-taught artist and author of New York Times best-seller "Martha's Vineyard, Isle of Dreams," this quintessential Greek Revival gem with Neoclassical touches enjoys over 3,300 s.f. of living space on more than a half acre in town with wood floors throughout and day long, east to west sunlight. With period paneling, crown molding, and 9' ceilings, the floor plan includes front hall entry with lovely curved staircase, front parlor-studio, formal living room with fireplace and bay window, spacious dining room, second side entrance vestibule used as a dry bar, cozy wood paneled study/tv room, eat-in kitchen with wainscotting, east-facing side porch, laundry/storage room, and a half bath. With a convenient back staircase off the kitchen, the second floor includes additional spacious rooms: A large primary bedroom with fireplace and ensuite bath, sitting room, three additional bedrooms, one with bay window, plus two additional full baths. Wonderful two-story carriage house - barn, expansive lawn and yard, tea-house pergola for afternoon tea, cocktail social, and alfresco dining. Seller has plans for potential renovation of the barn to include a studio apartment - see Documents. Mature plantings including privet, flowering trees and bushes, perennials, historic Linden trees, and herb garden. Six bedroom approved Title 5 septic. A rare opportunity for those who appreciate the history and value of historic homes in a sailing port which as been described as "the sweetest little harbor on the east coast." *Extensive list of furnishings and household items available for purchase by separate bill of sale. This property and the owner's abutting Town Approved Building Lot comprised of 12,527 s.f on William Street is available for purchase together for $3,200,000.

Welcome to this meticulously maintained home which features an attractive open kitchen with an island that seats four. The kitchen has a wall of built in appliances and a walk-in pantry for ease of cooking. The kitchen flows into the open dining area and lounge area with a wall of sliding glass doors that lead to the large outdoor entertaining area which features a lounge area and two eating areas, all overlooking the expansive manicured lawn. On the 1st floor is a full bath and a bedroom that is currently being used as a sewing room. The top floor showcases the expansive primary bedroom en-suite which has a seating area with sliders that lead to a private outdoor balcony. This bedroom offers a large walk in closet and a luxurious bathroom. On the lower level there are two more guest bedrooms, a full bath, a lounge and a home office. This property is complimented by its attached garage and outdoor shower. There is a six bedroom septic system in place. The property is truly turn-key and has been meticulously maintained. A true gem!

Tucked back from the road on scenic Lake Street, this one-of-a-kind home offers privacy and charm on a beautifully landscaped 0.7 acre lot accented by mature trees and a classic stone wall. Inside, rich wood detailing, exposed beams, and high ceilings create a warm and inviting atmosphere. The home’s four-level design provides exceptional character and flexibility. The main level features a spacious kitchen with a center island that opens to a dining area. A sunken living room with floor-to-ceiling windows overlooks the surrounding tree canopy, filling the space with natural light. Just off the living room, a large screened porch offers a peaceful setting for relaxing outdoors. Two bedrooms, a full bath, and a laundry room complete this floor. Up the wood staircase, the second level includes a dramatic hallway that overlooks the living area below and leads to a generous primary suite with a spacious bathroom and additional laundry. The third level features a private guest bedroom with its own living area and full bath—ideal for visitors or extended stays. The finished lower level adds even more living space, offering a full bathroom, bedroom windows, and a walkout door to the side yard. A spacious garage provides added convenience and storage. Convenient to the public boat landing on Lake Tashmoo and the Lake Street tennis and pickleball courts, and just a short distance to Downtown, this is the ideal Vineyard Haven location.

For the very first time, the historic Ben Luce Homestead (circa 1850) is being offered on the open market. This charming farmhouse blends rich Island history with timeless appeal. Once home to Benjamin Norton Luce (1840–1912) — Civil War veteran, blacksmith, and town constable — the property sits on 1.5 acres of pastoral land and offers 5 bedrooms, 2 full baths, solar panels, barn, and a newly updated septic system meeting current standards. Thoughtfully restored for year-round living, the home provides comfort, character, and sustainability. Just minutes from Vineyard Haven’s harbor, shops, and ferry, this rare offering combines privacy with exceptional convenience.Whether enjoyed as-is or further restored as a preservation project, the Ben Luce Homestead is ready for its next chapter — as a year-round residence, summer retreat, or historic Island treasure. The barn offers the perfect foundation for adding an ADU or additional living space, enhancing both functionality and value.

Welcome to this stunning 4-bedroom, 3-bathroom primary residence along with a 1-bedroom studio apartment over the one-car garage, ideally located in West Chop! Together, they include approximately 3,871 square feet of beautifully renovated living space (an additional 510 sqft of living space on the 3rd floor in the main house is not included on the town assessment). Situated on a .99-acre lot, this spacious home provides the perfect blend of modern upgrades and timeless charm, with plenty of room for both relaxation and entertainment. Completely designed and rebuilt in 1999, the home features an open-concept design with a charming living room complete with a cozy fireplace, an inviting dining room, and a cheerful sunroom, all creating a warm atmosphere for gatherings and entertaining. The spacious kitchen has ample cabinetry and a large counter perfect for casual meals and entertaining. The first-floor primary suite provides a serene retreat with generous space and an en-suite bathroom. Upstairs, you’ll find an expansive second-floor primary en-suite bedroom with a cathedral ceiling and a separate dressing area. There are two additional bedrooms and a full bathroom on the second floor, all thoughtfully designed for comfort and privacy. The third floor adds an exciting bonus space that can be customized as a home office, playroom or workout area. Outside, a large porch, a charming gazebo, and a gracious, fully landscaped yard provide a private oasis for outdoor living – whether you’re hosting a barbecue, gardening or simply enjoying the peaceful surroundings, the space offers endless possibilities. The property includes a one-car garage with a separate studio apartment above, ideal for visitors, as a rental opportunity, or a creative workspace. With its prime location, expansive lot, and thoughtful design, this turn-key home offers an incredible opportunity to own a piece of paradise. Don’t miss your chance to experience the perfect blend of luxury and comfort. *Owner exclusion list available upon request*

NOW INCLUDING RARE 12,527 S.F. TOWN APPROVED BUILDING LOT ON WILLIAM STREET! Storybook setting in the quaint seaside village of Vineyard Haven, the commanding Captain Gilbert L. Smith House*, c. 1854, affords an enchanting opportunity for space and privacy within the highly sought after William Street Historic District, just two blocks to all the shops, restaurants, galleries, town beach, tennis, and ferry. For 35 years, home of Susan Branch, the illustrious self-taught artist and author of New York Times best-seller "Martha's Vineyard, Isle of Dreams," this quintessential Greek Revival gem with Neoclassical touches enjoys over 3,300 s.f. of living space on .92 acre in-town with wood floors throughout and cheerful morning and afternoon sunlight. With period paneling, crown molding, and 9' ceilings, the floor plan includes a welcoming front hall entry with lovely curved staircase, front parlor, formal living room with fireplace and bay window, spacious dining room, second side entrance vestibule used as a dry bar, cozy wood paneled study/tv room, eat-in kitchen with wainscotting, east-facing side porch, laundry/storage room, and a half bath. With a convenient back staircase off the kitchen, the second floor includes additional spacious rooms: A large primary bedroom with fireplace, double closets and ensuite bath, sitting room, three additional bedrooms, two with double closets, one with bay window, plus two additional full baths. Wonderful two-story carriage house - barn, expansive lawn and yard, tea-house pergola for afternoon tea, cocktail social, and alfresco dining. Seller has plans for potential renovation of the barn to include a studio apartment - see Documents. Mature plantings including privet, flowering trees and bushes, perennials, historic Linden trees, and herb garden. Six (6) bedroom approved Title 5 septic. A rare opportunity for those who appreciate the history and value of historic homes in a sailing port which as been described as "the sweetest little harbor on the east coast." Extensive list of furnishings and household items available for purchase by separate bill of sale. Property is also available for purchase at $2,300,000 without the approved 12,527 s.f. buildable lot

A unique development opportunity in the heart of the State Road commercial corridor. This 1.47-acre assemblage of four parcels, zoned B-2, represents the largest available site in the area and offers expansive, unwooded land ideal for commercial or mixed-use development (buyer to verify). The property is fully tenanted on month-to-month leases—including a single-family home and additional buildings—providing immediate cash flow with long-term upside.

A combination of luxury, comfort, and natural beauty, this expansive custom, five bedroom, post and beam home is sited on more than eight acres of land, surrounded by acres of Land Bank property. From the moment you step inside, you'll be captivated by the attention to detail and the high-end finishes throughout. The open concept layout allows for seamless flow from one room to the next, perfect for entertaining or simply enjoying daily living. The great room features a beautiful custom Johnny Hoy stone fireplace, cypress ceiling, white ash flooring, and custom cabinetry. High end chef's kitchen with breakfast bar opens into the dining area. Home has state of the art technology, solar panels, and an elevator. From the screened porch, with a second custom fireplace by Johnny Hoy, to the expansive finished basement with media room, this home invites you to enjoy many amazing spaces. Main floor offers the open living concept as well as a separate den, two offices, and two bedrooms, including the primary bedroom suite with office and bathroom. Single story living as well as handicapped accessibility and generational living is possible with this floor plan. In addition to the media and rec room, the lower level has ground floor living space as well as two additional bedrooms, one full baths and a 1/2 bath in the theater room. The beautiful, professionally landscaped yard leads you to a two story post and beam 48x52 barn. Every detail of this home has been carefully designed to exceed your expectations. Impeccable craftsmanship elevate this home to a level of luxury that is unmatched. Don't miss out on the opportunity to make this dream home your home.

Downtown Vineyard Haven with Harbor Views. Positioned between the energy of Main Street and the quiet prestige of West Chop, this location delivers a rare balance of downtown access, privacy, and harbor frontage. Built in 2015, the three-bedroom, two-bath modern ranch is designed for easy first-floor living with expansive water views. Wide, harbor-facing windows showcase the meadow and water beyond. The interior feels open, calm, and intentional, with spaces that flow naturally toward the outdoors and keep the focus where it belongs. Outside, the landscape opens gently toward the water. A private beach path sits immediately adjacent to the Vineyard Haven Yacht Club, offering sailing, tennis, dock access, and a café just steps away, an uncommon amenity pairing in such a peaceful, natural setting. Whether enjoyed as a personal escape or leveraged as an income-producing property, the home’s strong rental history reflects its wide appeal. A rare opportunity to own directly on Vineyard Haven Harbor, with a mooring available and the best of Martha’s Vineyard right outside your door.

The wait is over, move right into your West Chop dream home! Located in the picturesque landscape of West Chop, this luxurious new development by Novo Builds offers an exquisite blend of modern design and coastal charm. Known for their innovative designs and high-quality craftsmanship, Novo Builds is transforming this iconic island with their latest project, providing an ideal sanctuary for families or those who love to entertain in style. This open-concept home spans 4,185 square feet, providing ample space for relaxation and entertainment. Imagine stepping into a home that perfectly combines modern luxury with timeless elegance. This residence is designed to impress with its striking design elements and architectural features such as the modern floating staircase and 7" french white oak floors throughout. The property also features: Five Bedrooms, Five Bathrooms: Each bedroom is designed with comfort and elegance in mind. The home includes a secluded office, perfect for remote work or study. With a 6-bedroom septic system, there is potential to add another bedroom if desired. Outdoor Oasis The outdoor spaces are just as impressive, featuring: 20 x 36 PebbleTec Pool: Dive into luxury with a stunning pool surrounded by a massive, beautifully landscaped backyard—perfect for relaxing or hosting gatherings. Expansive Sunporch: Enjoy the serene views from the back sunporch, accessible from two second-floor bedrooms, offering a peaceful retreat for morning coffees or evening relaxation. Prime Location Situated in the heart of West Chop, this home provides easy access to the best of Martha’s Vineyard. Enjoy pristine beaches, charming shops, and fine dining, all just a short distance away. The estate is conveniently located near: West Chop Club, Vineyard Haven Yacht Club and Mink Meadows Golf Club. This prestigious location ensures that you are never far from the vibrant community and recreational activities that Martha's Vineyard has to offer. Please be aware that some of the photos shown are AI enhanced. Call or text— easy to show!

This well known commercial property, the Pine Village Shops, is being offered to the market for the first time. Currently set up with nine separate rental spaces, all occupied. The location is situated in the center of the State Road commercial district. State Road is heavily trafficked and seen by all when driving by or stopping into to one of the many successful businesses. As part of this package the sale would include a separate 1/2 acre vacant commercial lot. The demand for commercial land is very high, should a new owner decide to sell it.

A rare opportunity -- a Vineyard harbor front property with a Victorian gambrel cottage restored to its original grandeur of a century ago, an expansive front yard, 180 degree commanding views of the active harbor, private sandy beach, and unmatched serenity. As you enter Vineyard Haven Harbor on the ferry, passing the West Chop Light House, you have the opportunity to own one of the finest estates gracing the harbor front -- so admired by all visitors to the Vineyard. The property is located in the historic Hatch Road neighborhood a short distance to downtown Vineyard Haven and the West Chop Club. From Hatch Road, enter a private way between two stone pillars and experience the bygone era of old Martha’s Vineyard. The home, built in 1900, was the summer residence of Leland and Carol Powers who named their estate “The Mooring.” Leland Powers was a prominent public reader, interpreter of Dickens, once known as the highest paid man in the Lyceum field, and founder of the Leland Powers School of the Spoken Word in Boston. In 1920 the estate was sold to the family of General George Washington Goethals, best known as the Chief Engineer of the Panama Canal. The Goethals family sold to the current owners in 2005 who lovingly restored the elegance of the home over a three-year period. The Goethals family retained the former guesthouse of the estate, with the proviso that the successor owners of the Mooring have a right of first refusal to purchase the guest house property. Enjoy the magnificent views and sounds from the wrap-around porch: spectacular sunrise over East Chop; tell time by the passing ferries; see youngsters learn the art of sailing from the Yacht Club; see the Black Dog tall ships raise their sails in front of you; watch family members and guests enjoy lawn games, and swimming and sunning on the beach; listen to the waves lapping the shore; marvel at the moon light shimmering on the harbor; view firework displays from Oak Bluffs and Edgartown from the comfort of home. Let this home become "The Mooring” for your family.