A chance to own your own home here on the Vineyard!! This is NOT a condo - own your own piece of ground and this charming small house in an in-town location. The home has a handsomely and efficiently updated kitchen, bath with tub, sunny living/dining room and bedroom with built-in closet. Walker Way is a little dead-end street so you aren't bothered with thru-traffic. This is a terrific ownership opportunity not to be missed. * Interior photos coming soon. First showings will be Saturday, December 28th.

LAND: Potential for a 2 BEDROOM HOME & GUEST HOUSE on more than 1/2 an acre at 26,309 s/f of nicely treed land, located 1.5 miles from the Ferry terminal and all of the lovely shops and restaurants on Main Street. The Beech Tree Preserve, a MV Land Bank property sits within the 6.6 acres of the Wapatequa Woods Reservation that is just across the road and meanders down to the lagoon. This unique opportunity, that will allow for a 2 Bedroom septic, is your chance to build your own custom home close to town. If you would like to expand, the adjacent lot is just over an acre, Lot #8.1 and will accommodate a 4 bedroom septic. An opportunity to create 2 BEAUTIFUL HOMES. Underground Electric & Water service are on both lots. Owner planted dozens of bamboo varieties decades ago and will make some available if buyer desires for green fences and zen gardens. Conveniently located on the bike path and the Vineyard Transit line with a bus stop just across the road. All information should be verified by Vineyard Haven Building Department and Board of Health.

LAND: Potential for a 4 BEDROOM HOME & GUEST HOUSE on just over an acre of gently sloping land, located 1.5 miles from the Ferry terminal and all of the lovely shops and restaurants on Main Street. The Beech Tree Preserve, a MV Land Bank property sits within the 6.6 acres of the Wapatequa Woods Reservation that is just across the road and meanders down to the lagoon. Potential for 2nd floor distant waterview. This unique opportunity, that will allow for a 4 Bedroom septic, is your chance to build your own custom home close to town. If you would like to expand, the adjacent lot, is 26,136 sq/ft, #8.11 and will accommodate a 2 bedroom septic. An opportunity to create 2 beautiful homes. Underground Electric & Water service are on both lots. Owner planted dozens of bamboo varieties decades ago and will make some available if buyer desires for green fences and zen gardens. Conveniently located on the bike path and the Vineyard Transit line with a bus stop just across the road. All information should be verified by Vineyard Haven Building Department and Board of Health.

Stunning Building Lot in Vineyard Haven! Discover this beautiful 1/3-acre building lot on Tashmoo Avenue, nestled in the serene Baylis Woods community. This prime location offers easy access to Main Street, the Harbor, Owen Park, and Lake Tashmoo, as well as nearby boating and tennis facilities. Enjoy leisurely bike rides around West Chop or explore the picturesque beaches and trails of the Martha's Vineyard Land Bank. With ample space to build both a main residence and a guest house, this lot is perfect for creating your dream home. Plus, a preliminary septic design has already been approved for a 6-bedroom home, streamlining the building process. Baylis Woods is a charming subdivision of custom homes, all within walking distance to the vibrant Village area of Vineyard Haven. Don’t miss this exceptional opportunity!

Vineyard Haven Centrally located Causeway Condominiums just a short distance from town and ferries. Lovely grounds and a community swimming pool, a great place to live year-round or use as an investment property that's easy to manage. On ground level this spacious 2 bedroom condo with a tiled eat-in kitchen has a door accessing the back of condo. The tiled bathroom has been recently renovated and the entire unit freshly painted and ready to go!

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. Seller not able to close prior to October 31, 2024.

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.

Ideal Tashmoo Woods Association, located adjacent to Mink Meadows Golf Course and minutes from downtown Vineyard Haven. This location offers private association beach on Vineyard Sound, access to Lake Tashmoo and association dock, heated pool, tennis courts, basketball court and playground, all on 100+ acres of association land. Well loved through the years, this unit is ideal for year-round living or as an investment opportunity. The first floor living room is full of windows, bringing natural light into the rooms. Open floor plan design connects the main living area with the cathedral ceiling and fireplace to the dining room, mini bar and eat-in kitchen. There is a separate den with French doors. The full bath is located across the hall from the den. Large refinished deck off the back. The second floor offers a primary suite with vaulted ceiling, spacious bath with Jacuzzi and large walk-in closet. A second floor balcony leads to the guest suite, with full bathroom, and offers views of the living and outdoor space on each side. This is a unique combination of location and amenities. Hiking trails through the property lead to both Lake Tashmoo and the north shore beach where you can enjoy amazing sunsets. Strong rental history.

Ideal Tashmoo Wood Association, located adjacent to Mink Meadows Golf Course and minutes from downtown Vineyard Haven. This location offers a private association beach on Vineyard Sound, access to Lake Tashmoo and association dock, heated pool, tennis courts, basketball court, and playground, all on 100+ acres of association land. Well-loved through the years, this unit is ideal for year-round living or as an investment opportunity. The first-floor living room is full of windows, bringing natural light into the rooms. Open floor plan design connects the main living area with the cathedral ceiling and fireplace to the dining room, mini bar and eat-in kitchen. There is a separate den with French doors. The full bath is located across the hall from the den. Large refinished deck off the back. The second floor offers a primary suite with vaulted ceiling, spacious bath with Jacuzzi, and large walk-in closet. A second-floor balcony leads to the guest suite, with full bathroom, and offers views of the living and outdoor space on each side. This is a unique combination of location and amenities. Hiking trails through the property lead to both Lake Tashmoo and the north shore beach where you can enjoy amazing sunsets. Strong rental history.

This charming Colonial home, designed by island architect Tom Burke and stick built, is located in the convenient Spring Hill Road Association offering close proximity to town, Tisbury's elementary school, post office, markets, Lake Tashmoo beach and town landing, the Steamship ferry, and more. The main level includes eat-in kitchen with center island plus dining area, living room with layout designed to accommodate addition of a woodstove or fireplace, home office or den, mudroom/laundry/coat area, and a half bath. The second floor includes the primary bedroom with walk-in closet (with potential to add ensuite bath), bedrooms two and three, and a shared full bath. The insulated attic has vaulted ceiling, sheetrock, and carpeting offering ample storage. The lower level walkout basement includes bedrooms four and five, a wonderful open light filled art studio or professional home office with separate entrance, countertop, cabinets, sink, refrigerator, opening onto a private fenced patio/garden with Koi pond, plus a half bath with toilet and shower, and walkout utility room. Terrific opportunity for new owner to secure application and permitting for a legal one or two bedroom accessory dwelling unit OR explore separate accessory dwelling unit. The walkout utility/storage room opens to the side yard for easy access. The landscaped yard includes perennial beds, flowering shrubs, Umbrella Pine, and pea stone parking area. Recent improvements include fresh interior paint and exterior trim, painted kitchen cabinets, power washed exterior, new kitchen flooring, new bathroom flooring, two new toilets, wall to wall carpet steam-cleaned, property surveyed and staked, new roof 2021, new electric HWH 2022. Sold "as is." Approved 5 bedroom Title 5 septic inspection: House is located with the Tashmoo Watershed District. New owner is responsible for Enhanced Nitrogen System upgrade: Seller will provide $25,000 credit at closing toward upgrade. Spring Hill Road Association, LLC Declaration of Restrictive Covenants and By-Laws apply. Easy to show!

ASSOCIATION POOL, TENNIS, LAKE TASHMOO BEACH, PLUS GOLF NEARBY! Welcome to this meticulously maintained 2+ bedroom, 3 bathroom end unit condo in the prestigious Tashmoo Woods Association. The updated kitchen, with granite countertops and high-end appliances, opens to a dining room with access to a private deck overlooking lush woods. The living room, featuring a wood-burning fireplace, flows into the dining area, separated by a half wall for a touch of distinction. The first floor also includes a den and a renovated bathroom. Upstairs, both bedrooms have ensuite bathrooms. Upgrades to the original plans include forced hot air with propane heat and air conditioning, a gas stove, an alarm system, and Andersen sliding doors. Outside, the owners added 24 White Pine trees to enhance privacy, and the property features Belgian Block pavers, a flagstone walkway, and a large planting bed with a bird bath. This end unit offers a private driveway with ample parking, which is unusual in the Tashmoo Woods association. Additionally, there is a 1-car garage with custom shelving, and an attached storage shed for bikes and beach chairs. Tashmoo Woods amenities include tennis courts, a heated pool, a playground, a basketball court, a dock on Lake Tashmoo, and a private beach. It's also within walking distance to Mink Meadows Golf Course. Don't miss this chance to own a beautifully upgraded home in a sought-after community. **Note: Some images include virtual staging.

ASSOCIATION POOL, TENNIS, LAKE TASHMOO BEACH, PLUS GOLF NEARBY! This meticulously maintained 2+ bedroom, 3 bathroom end unit condo in the prestigious Tashmoo Woods Association has it ALL! The updated kitchen, with granite countertops and high-end appliances, opens to a dining room with access to a private deck overlooking lush woods. The living room, featuring a wood-burning fireplace, flows into the dining area, separated by a half wall for a touch of distinction. The first floor also includes a den and a renovated bathroom. Upstairs, both bedrooms have ensuite bathrooms. Upgrades to the original plans include forced hot air with propane heat and air conditioning, a gas stove, an alarm system, and Andersen sliding doors. Outside, the owners added 24 White Pine trees to enhance privacy, and the property features Belgian Block pavers, a flagstone walkway, and a large planting bed with a bird bath. This end unit offers a private driveway with ample parking, which is unusual in the Tashmoo Woods association. Additionally, there is a 1-car garage with custom shelving, and an attached storage shed for bikes and beach chairs. Tashmoo Woods amenities include tennis courts, a heated pool, a playground, a basketball court, a dock on Lake Tashmoo, and a private beach. It's also within walking distance to Mink Meadows Golf Course. Don't miss this chance to own a beautifully upgraded home in a sought-after community. **Note: some images include virtual staging.

A must see property located in the heart of Vineyard Haven. This three-bedroom, two bath, colonial style condo boasts expansive living spread over three floors. Completed in 2019, this energy efficient 1682 sq ft home includes a 5 KW solar PV system. The open layout of the first floor includes a modern, galley style kitchen with stainless steel appliances and extensive counter space. The three bedrooms located on the second floor include the primary bedroom with an amazing third floor loft. The loft spans the length of the home and offers distant water views of Lagoon Pond and Vineyard Haven Harbor at opposite ends. The house is surrounded by unbelievable, professionally landscaped yards with ornamental trees, a grape arbor, herb garden, planting beds, cobblestone walls, front and back lawns, and over 1500 sq ft of brick paver walkways and patio spaces. The property is fully fenced and provides the owners with a private oasis in the heart of downtown Vineyard Haven. This is village living at its best! In the back of the home there are two outbuildings. A large 16'x14' insulated/heated workshop with an attached 10'x12' storage room, and a detached 6'x8' garden shed. There is a three-car asphalt driveway at the front of the property and room for additional parking in the courtyard space at the front of the house. The property is a 4 minute (0.2 mi) walk to the Steamship Authority ferry terminal. Just steps from all the shops and restaurants downtown Vineyard Haven has to offer, as well as the MV Museam , and Veterans Park. Located in the Tisbury Waterfront/Commercial District with flexible zoning that allows for residential, commercial, or mixed uses. Additionally, the home is tied into the Tisbury Wastewater system which provides for possible expansion pending town and condo trust approval.

You haven't missed the boat. And if you live here, you will never miss the boat. This fully furnished, classic Vineyard-style home can be your home in time for spring. This beautifully restored 3-bedroom, 2-bath home has touches from the old Vineyard—a sun porch for napping or reading, a large yard with magnificant magnolia tree, and a detached garage for your Island car. You will never have to worry about steamship reservations again. You're within walking distance of everything you need—markets with locally grown food, fish, and meats; coffee shops, restaurants, galleries, and you can walk to the Steamship Authority terminal. This Vineyard classic home is being sold fully furnished down to the lobster pot. All you need to bring is your swimsuit.

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.

Located near the Lagoon, hiking trails, downtown Vineyard Haven, and Steamship Authority. A private wooded lot sited on 1.5 acres of land with outdoor covered patio, covered front porch and new mahogany deck railings at each entry. Many recent updates include hardwood floors on the first floor, remodeled bathrooms, kitchen cabinets and countertops, baseboard trim, baseboard heat and painting throughout. New roof installed in 2023. Large propane monitor in the living room to supplement the new baseboard electric heat. Propane heat monitor located in basement with two storage rooms and French doors leading to driveway. Great space that can be finished off for additional living space. Many renovations have been completed and awaiting your finishing touches. Being sold "AS IS". House is vacant and easy to show.

PANORAMIC VIEWS OF VINEYARD HAVEN HARBOR, VINEYARD SOUND, AND THE CAPE COD COASTLINE! This is a rare chance to acquire a BRAND NEW, STUNNING, and STAND-ALONE Condo offering more than 1500 square feet of stylish living space filled with natural light and expansive windows. The gourmet kitchen boasts Bosch appliances, including a convenient 5-burner gas stove, perfect for culinary enthusiasts. This modern gem features lofty ceilings and panoramic vistas, epitomizing the essence of island living! Additional highlights include an elegant corner gas fireplace (currently not finished) with a glass door and exquisite 5" Luxury Plank tile flooring. Crafted for both relaxation and practicality, all en-suite bedrooms are conveniently situated on the first floor, with the primary suite featuring French doors that lead to a Mahogany deck and an outdoor shower, all overlooking the active harbor. The second cozy bedroom, also on the first floor, is adjacent to a fully tiled bath/shower, which offers views as well! This unbeatable location is just steps away from the Ferry Ports and Main Street, where you can explore a variety of boutique shops, galleries, and dining options! Enjoy watching the ferries come and go, ensuring you never miss a departure! This is truly a must-visit property!

Discover the pinnacle of luxury living in Vineyard Haven with this exceptional 5-bedroom, 3.5 bath home, now enhanced by a brand-new farmer's porch. Only 3 years old, this residence seamlessly marries modern sophistication with timeless charm, providing an idyllic retreat for families seeking the finest in comfort and style. From the moment you step inside, you'll be captivated by the expansive eat-in kitchen, boasting a gas stove, double ovens and a free-standing refrigerator as well as a free-standing freezer that cater to your storage needs while showcasing premium cabinetry and countertops. This culinary haven effortlessly flows into the dining area, perfect for daily life and entertaining. For easy clean up, enjoy the central vac system and 2 large pantries in the kitchen. The main floor bedroom, walk-in closet and main bath are an enchanting retreat away from the second-floor bedrooms which provide comfort and seclusion for family members and guests alike. Endless possibilities with the finished attic space which offers versatility to suit your family's evolving needs. Whether you desire a play area for youngsters or a productive home office, this space can be tailored to your preferences. Outdoor living reaches new heights with the addition of a freshly constructed farmer's porch. This charming space provides an inviting entryway and a welcoming spot to enjoy the surroundings. Thoughtfully designed outdoor lighting casts a warm glow over the outdoor spaces, setting the stage for enchanting evenings. The irrigation system ensures that the lawn and gardens remain vibrant and lush year-round. Set in the sought-after Vineyard Haven locale, convenience and elegance converge seamlessly. Local amenities, schools, parks and the delightful downtown area are all within easy reach. Whether you 're spending a leisurely day at the beach or exploring nearby boutiques, this location offers an array of options.

DELIGHTFUL VINEYARD HAVEN HOME WITH TIMELESS CHARM. Located at the end of a lightly traveled lane and surrounded by stunning gardens and stone retaining walls, this smartly-design and meticulously maintained residence provides a modern and spacious environment for comfortable island living. Upon entry, the home welcomes you with an open and bright layout, featuring sleek finishes and an abundance of natural light. The gourmet kitchen is a chef's delight, featuring Kitchen Aid® stainless appliances and a center island with counter seating that seamlessly connects with the living and dining areas, creating an ideal space for entertaining or everyday living. A cozy Family Room/Den is also located on the main floor and features handsome custom built-ins. The primary bedroom is a private sanctuary, complete with a walk-in closet and a spa-like en-suite bathroom featuring contemporary fixtures and a spacious walk-in shower. The additional bedrooms offer versatility and comfort, accommodating various needs and lifestyles. With a 4-bedroom septic, the walk-out Lower Level offers an ideal are for adding a bedroom, home office, in-home gym and/or recreation area. Outside, the meticulously landscaped yard provides a serene escape for outdoor relaxation and gatherings, offering a private retreat for enjoying the beautiful surroundings. Conveniently located near nature trails that lead to the Lagoon and within a mile of Vineyard Haven with dining, shopping, and entertainment options, this home offers the perfect combination of modern living and convenience. Don't miss the chance to experience the epitome of contemporary living at 27 Chapde Lane. Schedule a showing today and envision your future in this modern Vineyard Haven residence. Note: The property is located in the Lagoon Pond watershed and will require an upgrade to an enhanced nitrogen septic upgrade. The Seller is in the process of obtaining the upgraded septic design and permit.

Located in a desirable area in Vineyard Haven Clover Hill Drive is a paved private dead end road just six minutes to Town and Ferry Terminal. Enter the grand entry way into a bright sunlit gateway to the sizable raised ranch style home. Clean hardwood flooring throughout with porcelain tile in bathrooms. Upstairs is the open concept updated kitchen with stainless steel appliances granite countertops large centered island breakfast bar. A highly functional kitchen with modern appliances and fixtures. Open to the living room fireplace balcony and dining room. Home office with a barn door when you need privacy. Hallway renovated full bath. Primary bedroom suite is a luxurious escape with private bath direct access to relaxing balcony's. To the left is another bedroom with double door access to balcony. Four season sunroom great for large gatherings with exterior stairs to the backyard deck additional living area dine outside grill and make smores in the fire pit under the stars. Lower level has large living room second fireplace multiple closets laundry room and attached garage. Studio apartment has a full kitchen with separate private entrance. Large detached garage for your island car boat bikes kayaks and summer toys. Located at the end of the cul de sac is 109 Acres of trails to enjoy nature. The Seller has upgraded this Property on a massive scale! See Property Updates. PASSED: Existing updated Waterloo Biofilter Septic System ~ NO UPGRADE REQUIRED. Title V has been inspected/PASSED. Water service line has been tested per BOH regulation 7/1/24 and PASSED.

Nestled in a private neighborhood in Vineyard Haven conveniently located to the ferry and town for plenty of shopping and dining, this renovated home is move-in ready and sited on 1.5 generous acres. There are two entrances to the home. The most operational is off the side deck where you enter the fabulous must-have mudroom. Offering separation from the main part of the home is a dramatic cathedral-ceiling Great Room with a wood-burning stove where you will occupy most of your time. There is an office area set aside in this room and a cleverly designed spiral staircase with a loft perfect for overflow. Entering the opposite side of the home you will enjoy the open floor plan with a fully renovated kitchen, dining room, and living room with another wood-burning stove. A renovated full bath with laundry and a first-floor bedroom complete this floor. There are two large bedrooms with skylights for great natural light and another large fully renovated full bath on the second floor. The unfinished basement has room for storage. You will love the stunning professionally landscaped yard with a patio, mature plantings, an outdoor shower, and room for a pool. There is a ZBA-approved pool plan and permit in place. If you are interested in renting, this property has a solid rental history. This property offers ultimate privacy and is not to be missed! The property is in the Tashmoo watershed and will require an upgrade to an Enhanced Nitrogen Septic system.

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.

Nestled in Vineyard Haven, 46 Red Buoy Lane is an exquisite and sophisticated home completed in 2022. This residence offers 4 bedrooms and 3.5 bathrooms and spans a generous 1,816 square feet. The property's unique offering of a one-bedroom apartment in the basement is noteworthy, providing an additional 597 square feet of living space. The main level boasts a thoughtfully designed floor plan featuring a gourmet kitchen, a spacious living area, and a dining space ideal for entertaining. The primary bedroom suite offers a private retreat with a luxurious en-suite bathroom. With a 6-bedroom septic in place, the possibilities for expansion are endless. The generous lot size allows for the potential of a garage, guest house, and pool catering to your individual vision. Located in the sought-after Vineyard Haven, this home presents a rare opportunity to embrace a lifestyle of luxury and tranquility. The property is located within the Lagoon Watershed and does not require a septic system upgrade. The current system complies with the new town regulations. 24-hour notice is needed for all showings.

UPDATE: OWNER WILL CONSIDER SELLING JUST THE BUISNESS AND LEASING THE COMMERCIAL SPACE TO THE BUYER. IF, IN THE FUTURE, THE BUYER WOULD LIKE TO PURCHASE THE REAL ESTATE PORTION, OWNER WILL AGREE. Rocco's Pizza in the Tisbury Marketplace...an Iconic Island Eatery and Definitely Some of the Best Pizza on the Island! For Sale is this "Turn-key" business along with the 2 commercial condominiums totaling 1309 sq.ft., which the business occupies. There is also a water view roof-top deck, with an additional 500 (+-) sq. ft. of space and plenty of seating. This a rare opportunity to own a highly 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 new owner upon an application and approval from the Town of Tisbury. Property has 3 half-baths, 2 sets of stairs to access the upper deck, water views from first and second floors, along with convenient parking. It is located adjacent to the new Vineyard Wind Headquarters on Beach Road, along the Tisbury Waterfront area. This area is in the midst of a revitalization. NOW... is the perfect time to make your investment! Financials and an Inventory List are available upon request.

This meticulously renovated 1920s gem is nestled in the desirable West Chop area of Vineyard Haven, offering a perfect blend of historical charm and modern luxury. With access to a pristine beach on Vineyard Sound, this exquisite residence is a seaside haven. Step inside to discover a spacious layout. The heart of the home is the gourmet kitchen, boasting custom cabinetry and high-end appliances. Entertain with ease in the open-concept living and dining areas, where upgraded systems and central A/C ensure year-round comfort. The second floor features a primary bedroom suite with a luxurious tile bath and soaking tub in addition to 2 guest bedrooms and an elegantly appointed guest bath with laundry. Every detail of this home has been thoughtfully considered, including a charming compass rose stained glass window, adding a touch of nautical flair. The finished lower level includes additional living space and a spacious bedroom. Step outside to the stunning mahogany rear deck overlooking a newly landscaped yard, ideal for entertaining and an outdoor shower. With easy access to Downtown Vineyard Haven and Vineyard Sound beaches, don’t miss the opportunity to own this exceptional property where timeless beauty meets contemporary living.

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 owners abutting Town Approved Building Lot comprised of 12,527 s.f on William Street is available for purchase together for $3,800,000.

Welcome to your dream home in the exclusive Lower Makonikey Association, a serene enclave on Martha's Vineyard. This meticulously crafted 3,284 square-foot residence with a 3-car garage is a masterpiece of design and comfort, set on 3.21 acres of lush, tree-lined grounds accented by historic stone walls. Offering 4 spacious bedrooms and 4 elegantly appointed bathrooms, this home embraces the charm of island living. The main level features a flowing floor plan, ideal for both entertaining and everyday living, with a gourmet kitchen with a sun-filled breakfast nook, and butler’s pantry, dining room, and a spacious living room with a brick fireplace. A home office and laundry room finish the first floor which has beautiful hardwood floors throughout. Upstairs, the primary bedroom suite is beautifully appointed and features a spacious bathroom with double sinks, spa tub and shower. The bedrooms are generously sized, with ample natural light and stunning views of the surrounding landscape. The third level holds tremendous potential, offering the possibility to add 2 additional bedrooms, further enhancing the home's versatility. Outside, the back deck and expansive grounds provide a peaceful sanctuary, perfect for outdoor activities, gardening, or simply relaxing in nature's embrace. As a resident of the Lower Makonikey Association, you'll enjoy access to a private association beach on Vineyard Sound. This exceptional property is more than just a home; it's a lifestyle. Experience the perfect blend of privacy, elegance, and community in one of Martha's Vineyard's most sought-after neighborhoods.

Welcome to the timeless elegance of the Captain Swain House, nestled on the prestigious historic William Street in Vineyard Haven. This distinguished Greek Revival main residence and barn-style guest house seamlessly merges historical charm with modern luxury. Step into this meticulously updated 4-bedroom home and you will find a gourmet kitchen with top-of-the-line appliances and custom butcher block island. Attached to the kitchen is a welcoming dining room and wet-bar and a screened porch with garden views. The multiple spacious living areas are flooded with natural light and fireplaces perfect for both entertaining and everyday living. The second floor features 3 beautifully appointed bedrooms with 3 updated tile baths. Additionally, a serene sitting room awaits, complete with built-in bookshelves, creating the perfect place for relaxation or study. Venture to the third level and discover a hidden retreat—a charming bedroom offering privacy distant water views. Outside, there is an expansive yard, a rare find in-town, offering ample space for outdoor gatherings and gardening. The detached 2-story 1-bedroom barn-style guest house beckons, a charming retreat with its own private back deck. From the elegant facade to the landscaped grounds with beautiful perennial gardens, every aspect of this property reflects a rich history and a timeless appeal. The perfect in-town location with easy access to Downtown Vineyard Haven restaurants, shops, beaches and ferry. Excellent rental history.

This beautifully renovated gambrel-style home in Vineyard Haven seamlessly blends classic charm with modern luxury. This pristine residence is nestled within a private, hedge-lined yard in one of Vineyard Haven’s most quiet and quaint neighborhoods. With the new heated salt-water pool, outdoor shower, lovely plantings, and beautiful gardens, no detail has been overlooked. The property also features a renovated garage with a finished second level, perfect for a creative studio. Inside, the home exudes warmth and elegance, with wide pine flooring, custom craftsmanship, and intricate wood detailing on the ceilings. The spacious living room, centered around a gas fireplace, is both inviting and stylish. The sunlit kitchen, equipped with top-of-the-line appliances and refined finishes, includes a cozy window seat that adds to its charm. The primary bedroom suite offers a serene retreat, complete with a private tile bath and access to a 2nd-floor deck. The three additional bedrooms are equally comfortable and well-appointed, providing ample space for guests. The finished lower level expands your living space further, ideal for a home theater, gym, or playroom. Spend your days soaking in this privacy that this tranquil abode provides, or take advantage of its ideal location to access the hustle and bustle of downtown Vineyard Haven where you can enjoy various galleries, shops, and fine dining. This location is also convenient to Owen Park Beach, West Chop and Mink Meadows Golf Club.

7500 sq ft+ commercial office building in the Waterfront/Commercial District of Vineyard Haven. There are currently 10 rented office spaces with several long-term tenants in place who enjoy the building's excellent condition and waterfront location with stunning views over both the Harbor and Lagoon. Located less than half a mile to the ferry and downtown Vineyard Haven. Financials are available with a signed NDA. Note: Monthly fees for each unit are calculated based on the square footage of that unit. Showings on Sunday only and with minimum 48 hour notice.

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 $2,850,000 without the approved 12,526 s.f. buildable lot

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.

A unique opportunity to own a one of a kind property with capacity for twenty people complete with fourteen bedrooms, flanked with large picture windows and water views from all three living levels. Currently being run as a state licensed, private pay, assisted living facility. In addition to the fourteen bedrooms and twelve full baths and one half bath, in the main building, there is a private owners apartment on the first level. The potential opportunity to subdivide this parcel only adds value to this well-rounded offering. The property is being offered turn key with the opportunity to own a very profitable business. This offering is for both the current business and the real estate. Just a short distance to downtown Vineyard Haven, the harbor and the ferry, look no further for your future investment!

Welcome to your Vineyard Dream in the heart of West Chop! Built by Novo Builds, a renowned construction company that is recognized for their innovative designs and high-quality craftsmanship. Novo Builds is set to enhance the landscape of this iconic island with their latest development. This stunning new build offers the perfect blend of modern luxury and coastal charm, making it an ideal sanctuary for families or those looking to entertain in style. The home has 5 bedrooms, 6.5 bathrooms and 4,216 sqft. With a six bedroom septic in place, the new owner has the option of adding a bedroom. The open-concept design of the main living area ensures a seamless flow between the living room, dining area, and kitchen. High ceilings and large windows allow natural light to flood the space, creating a bright and airy atmosphere. The state-of-the-art kitchen is a chef's dream, featuring top-of-the-line appliances, custom cabinetry, and a large island perfect for meal prep and casual dining. Each of the five bedrooms is a private retreat, complete with en-suite bathrooms and ample closet space. The first floor master suite is particularly impressive, walk-in shower, dual vanities and master dressing room. The beautifully landscaped yard offers plenty of space for relaxation and recreation. Enjoy al fresco dining on the expansive patio or take a dip in the sparkling 18X40 pool. Complete with a cabana the yard is your personal retreat for relaxation and entertainment. Situated in West Chop, this home provides easy access to all that Martha's Vineyard has to offer, from pristine beaches, charming shops and fine dining. The estate is nestled near the prestigious West Chop Club, Vineyard Haven Yacht Club and Mink Meadows Golf Club. This new build in West Chop, to be completed summer 2025, is more than just a house; it's a lifestyle. Don't miss the chance to make this exquisite property your own and experience the best of Martha's Vineyard living. *Renderings are for illustrative purposes only. Architect plans and finish details available on request.

The price above reflects the Reserve Price for the property, which is being marketed for sale by luxury private auction. Bidding is open through November 13. Seller reserves the right to accept or reject bids. 5% Buyer's Premium. Additional terms apply. Please visit Paramount Realty USA's website for more details. A landmark property located on the very northernmost tip of Martha's Vineyard. 1005 Main Street is one of the "Four Sisters" - the four grandest and most historic homes in the distinguished West Chop neighborhood. The setting is unparalleled with a large private beach and 210-degree views so expansive that you can enjoy both sunrises and sunsets from the same deck. The views are extremely dynamic with ferries and fishing boats passing in the distance, and at night, the twinkling of lights from the mainland. There are 9 bedrooms and 6 1/2 baths, which includes a 2-bedroom apartment in the lower level. The home still exudes olde worlde charm despite all 5,050 sq ft having been renovated between 1995 and 2022 with new insulation, roof, and HVAC system, and updated plumbing and electric. The 400 ft of private beach is a rare asset, and the boardwalk down to it has been trod by many who have come to love this home and incomparable setting. With its multiple decks and spectacular views, the home has always been a prime location for entertaining friends and family. Owners may inquire about membership at the nearby West Chop Club, which offers a wide range of amenities.