With Land Bank in your back yard, this well located and convenient property is part of a newly formed condominium sharing an acre with the neighboring home. The south facing hillside is a great place to build a home with a walk-out basement and up to 5 bedrooms. Room for a nice yard, gardens etc. The Septic has been installed already. Buyers will have to bring power and water in to site. Condo docs will be finalized and approved by all parties prior to closing. This is a great opportunity for a well prices home site.

A wonderful opportunity to build your island home on this high, level, and beautifully wooded parcel just minutes from town. With electricity and water already in place, the lot is ready for development. Mature trees provide natural privacy and a serene setting. Located next to the trailhead for the Land Bank’s Beech Tree Preserve, you’ll enjoy scenic walks that lead to the Lagoon—perfect for kayaking, paddle boarding, and more. The nearby bike path and bus stop add ease and convenience to access all three down island towns. The lot is not restricted on bedroom count with the installation of a Nitro enhanced septic system. An adjacent 1.08-acre parcel is also available, offering additional space and potential. This is a unique chance to create a private compound or develop with flexibility—purchase one or both parcels to suit your needs.

Recent Price Reduction and Incredible opportunity build your dream home on Martha's Vineyard! Surrounded by large upscale homes on a paved road just minutes to Downtown. This perfectly shaped building lot in Baylis Woods in Vineyard Haven offers 14,374SF ready to build up to a six bedroom home. NOT in the 'watershed' no need for an enhanced Septic System. Have in hand designed preliminary septic for six (6) bedrooms to build a Main House and Guest House with proper Town permits. The lot is surveyed with bounds staked, utilities on property, brush cut and ready to start your dream home. Conveniently located near Downtown, Mink Meadows Golf and beautiful Lake Tashmoo boat landing with easy access to Ferry local amenities beaches boating shopping dining and golfing. Ideal for those seeking a peaceful location close to Town.

Nestled in a high, gently rolling landscape, this beautiful parcel is ready for your vision. With town water and power already at the site, it's an ideal setting for a dream home. Surrounded by conservation land on two sides, and just steps from the trailhead to the Land Bank's Beech Tree Preserve, you'll enjoy direct access to serene paths that lead to the Lagoon—perfect for kayaking, paddleboarding, and all your water adventures. Conveniently located near the bike path and a bus stop, the property offers both tranquility and easy accessibility to all three down island towns. The lot is not restricted on bedroom count with the installation of a Nitro enhanced septic system. An adjacent 0.6-acre parcel is also available for expanded possibilities. This is a unique chance to create a private compound or develop with flexibility—purchase one or both parcels to suit your needs.

Outstanding year-round, two-bedroom condo on the ground level with dedicated parking, and close to the ferry, shops, and restaurants on Main Street, Vineyard Haven. 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.

Position your business for success in one of Vineyard Haven’s most visible and accessible locations in Tisbury Marketplace. Unit 30 at 79 Beach Road offers a rare opportunity to own commercial space in the bustling Vineyard Haven business district—just minutes from the ferry terminal and downtown. This versatile, second-floor unit features 641 square feet of space with a private half bath and stunning views of the Harbor and Lagoon Pond, ideal for a wide range of uses including retail, office, wellness, or professional services. With excellent foot traffic and prominent road frontage, your business will benefit from strong exposure in a high-demand area. Property highlights include: prime location with steady vehicle and pedestrian traffic; flexible layout adaptable to multiple business types; ample on-site parking; well-maintained complex with professional management; and easy access to ferry, shops, and island amenities. Whether you're an investor looking for a strong rental property or an owner-user ready to establish a Vineyard presence, this commercial condo delivers unmatched value in a high-visibility setting. Note: Elevator access available to second floor at the rear of the building.

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.

Embrace the Essence of Martha's Vineyard on Red Buoy Lane. This idyllic vacant lot in Vineyard Haven offers a gateway to serene island living. Once you build your dream home, you will able to explore nature just steps away. Nearby there are two Lagoon access points for kayaking and swimming, as well as walking trails within the Martha's Vineyard Land Bank and Sheriff's Meadow properties. Enjoy the peace of a rural setting, yet remain conveniently close to the ferry and vibrant downtown Vineyard Haven. Design your home with a walk-out basement, maximizing natural light and living space. Benefit from the Massachusetts ADU law and build an accessory apartment or guest house with no waiting period. The Board of Health confirms there is no limit on the number of bedrooms with the required enhanced septic system - you just need to comply with zoning setbacks. Seize this extraordinary chance to make a shrewd investment and build your legacy on Martha's Vineyard. Note: This is the last vacant lot available in the now established subdivision. Disclosure: Listing Broker is property owner.

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.

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.

This delightful three-bedroom Cape is ideally situated just under a mile from Main Street and the harbor, offering easy access to Tisbury Center. The inviting open floor plan blends comfort and functionality, with multiple seating areas ideal for relaxing or entertaining. A finished basement adds over 600 square feet of living space, complete with a half bath—making it ideal for a home office, playroom, gym, or media area. Whether you're searching for a year-round residence or a seasonal retreat, this charming home delivers comfort, convenience, and classic Vineyard style.

A wonderful home on the outskirts of town. This property is being offered as part of a 2 unit condo. Set nicely back off the Edgartown Road, the existing home has 4/5 comfortable bedrooms and 2 baths on a nice shared 1-acre parcel with a good sense of privacy. Behind the home is a fire pit, a shed and another septic system already installed on the 2nd condo unit that will serve an additional 5 bedrooms! The land price is $500,000. This property is on a trail to the Bare Hill Preserve Landbank property. This is a great investment for anyone interested in workforce and community housing. Finalization and recording of condominium documents to occur prior to closing. Maps of condo are for demonstration only and revised plans will be produced prior to closing. The house septic system falls within the Lagoon Pond watershed and sellers are offering a $35,000 credit at closing toward the installation of a denitrification system as per title 5.

Welcome to this delightful Cape-style home offering easy access to Vineyard Haven shopping and the Island’s bike paths. Nestled on just under an acre of land, this inviting residence features three spacious bedrooms and two full bathrooms, providing ample space for year-round living or weekend getaways. Inside, you’ll find a warm and welcoming open concept, perfect for both relaxing and entertaining. The home boasts a sun-filled living room, a kitchen, and a dining area ideal for gatherings. With one bedroom and bath on the main floor and two additional bedrooms and full bath upstairs, there’s room for everyone. Enjoy the tranquility of the expansive yard—ideal for gardening, outdoor play, or simply soaking in the serene surroundings. Whether you're looking for your first home, a retreat from the city, or a place to grow, this charming Cape has it all. Price includes $50k credit to the buyer to bring the septic system into compliance per the Tisbury Board of Health requirements.

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!

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.

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.

Adorable four bedroom cape features an updated open concept living, kitchen and dining area with a cozy screened in porch accessed via French doors. Wood floors, high ceilings and an abundance of windows throughout the home create a unified and pleasing aesthetic as well as a sense of light and spaciousness. Also included on the first floor are a bedroom with lots of natural light and a nicely updated shared bath. Upstairs, each of the three bedrooms have soaring cathedral ceilings which allow for even more natural light to enter, creating a bright and cheerful atmosphere. There is a shared bath with shower and double vanity on the second floor as well. Full unfinished basement with potential office space. Imagine enjoying the outdoor patio under the handsome pergola on warm summer nights as well as the fabulous enclosed outdoor shower. This property has a wonderful large yard with mature plantings and trees lined by a wooden fence. The location is unbeatable - nearby you have the Sherriff’s Meadow West Chops Woods with miles of well-marked hiking trails throughout the nearly 90 acres of pitch pine forest and oak woodlands. Only one mile to the Steamship Authority, as well as the center of Vineyard Haven with its shops, restaurants, entertainment and just over one mile through the neighborhood to the town beach!

Enjoy effortless island living in this beautifully renovated 3-bedroom, 2.5-bath condo, tucked within a quiet and well-maintained association. Thoughtfully updated with modern finishes and quality craftsmanship, this spacious unit offers comfort, style, and functionality. The open-concept living area features a cozy wood pellet fireplace, perfect for cooler evenings, and flows seamlessly into a kitchen outfitted with granite countertops and updated appliances. The first-floor primary suite boasts a spa-like bathroom with granite finishes, heated floors, and heated towel bars, creating a warm and luxurious retreat. The entire home benefits from energy-efficient Pella windows and a Rinnai on-demand water heater. A brand-new HVAC system was added in 2025, ensuring year-round climate control. Additional conveniences include a central vacuum system and custom touches throughout. Step outside to a beautifully designed exterior living space featuring an expanded bluestone patio and deck—ideal for dining, lounging, or entertaining. The deck is outfitted with a custom removable canvas shade by MV Sails, offering comfort and protection from the sun. A teak table, chairs, and umbrella (included in sale) make the space turnkey and ready to enjoy. Perennial flowers line the hill behind the home, enhancing the serene atmosphere (irrigation throughout). Community amenities include a heated pool, tennis courts, a 500-foot beach on the Vineyard Sound, and a private boat landing perfect for launching kayaks, making it easy to enjoy both relaxation and recreation. Whether you’re seeking a year-round residence or a seasonal escape, this turnkey property offers the best of Martha’s Vineyard living in a peaceful and inviting setting. Located in the Tashmoo watershed area, the sellers are willing to contribute to the upgrade of a new denitrification septic system.

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.

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 near the Lagoon, hiking trails, downtown Vineyard Haven, and Steamship Authority. A private wooded sanctuary sited on 1.5 acres of land with backyard 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. With a propane heat monitor and two storage rooms on the lower-level, this is a perfect space to be finished off and expand your living area. French doors from the walkout basement lead to the driveway. Many renovations have been completed and awaiting your finishing touches. Septic has conditional pass and will need to be upgraded to a nitrogen reduction system due to proximity to the Lagoon. Seller paying for the new Title V system design. House is vacant and easy to show.

Welcome to this 4 bedroom 3 bathroom 2,961 square foot home! Enjoy the open, first floor layout, with high ceilings, finished walk out basement, beautiful hardwood flooring and a quality kitchen with new granite countertops. Just off of the kitchen there is a convenient first floor bedroom, bathroom and laundry room, as well as a lovely bonus space currently enjoyed as a sunroom with a sliding door to the large mahogany deck off the back of the home overlooking mature trees, a quiet back yard & garden. Located at the end of a private road in Vineyard Haven, just 1.3 miles from Tashmoo Beach and in just a few minutes from your back yard you will end up at the Lake Street Landing and public Tennis/Pickle Ball courts. This is an ideal location with so much to offer. Upstairs you will find the Primary Bedroom Suite with a private, full en suite Bathroom and two large closets, as well as two generously sized guest rooms which share a full bathroom. The newly finished walk out basement offers unlimited potential. With almost 3000 square feet of living space this home has plenty of room to spread out. If you are looking for a spacious well maintained home close to town, and the beach this is a property not to be missed.

MULTIFAMILY OPPORTUNITY A wonderful compound on the outskirts of town. Set nicely back off the Edgartown Road, the existing home has 4/5 comfortable bedrooms and 2 baths on a nice 1-acre parcel with a good sense of privacy. Behind the home is a fire pit, a shed and another septic system already installed that will serve an additional 5 bedrooms! This property is on a trail to the Bare Hill Preserve Landbank property. What a fantastic opportunity for anyone that would like an income making property or to make some community housing. Property is being offered as one but the town has approved the sellers to condo the land with restrictions which would allow 2 separate owners. This is a great investment for anyone interested in workforce and community housing.

Tucked away on a quiet residential street just minutes from downtown Vineyard Haven and West Chop, this rare offering includes two legally subdivided 10,000 sq. ft. lots—totaling 20,000 sq. ft. of prime real estate in a desirable island neighborhood. One lot includes a recently renovated home with a 3-bedroom septic system already in place. The second lot is currently undeveloped and may offer an opportunity for new construction, subject to appropriate approvals. Together, the properties provide outstanding flexibility—live in one, explore building on the other, or hold both as a strategic long-term investment. The subdivision was created in consultation with local engineers and designed to meet zoning requirements at the time. Preliminary discussions suggest the potential for a 5-bedroom septic system on the vacant lot, though final approvals would be required from the appropriate authorities. This is an exceptional opportunity for builders, investors, or buyers seeking to create a multi-lot island compound in a peaceful yet highly convenient location. Opportunities with this level of flexibility and potential are rare.

Waterview Condo in the Heart of Downtown Vineyard Haven. Experience the best of in-town living with this newly built, thoughtfully designed 2-bedroom condo offering beautiful harbor views and luxurious modern finishes. The first level welcomes you with a primary suite featuring a full bath with a tub/shower combination and direct access to a private deck complete with an outdoor shower—perfect after a day at the beach. Also on this level is a comfortable guest bedroom with peaks of the harbor, a stylish full tile bath with a glass-enclosed shower, a cozy living area, and washer/dryer for convenience. Upstairs, cathedral ceilings and a gas fireplace create an inviting open-concept living space. The gourmet kitchen is outfitted with sleek Bosch appliances, a large center island ideal for entertaining, and an adjoining dining area. Enjoy panoramic water views of the harbor, passing ferry boats, and Vineyard Sound from the entire second floor, or step out onto your private deck—perfect for alfresco dining or morning coffee. Just steps from your door, a private path leads to the association’s sandy harbor beach, where you can store your kayak or launch your boat. This condo also includes a dedicated parking space and an enclosed storage area under the house—ideal for bikes, beach gear, or seasonal items. With easy access to downtown shops, restaurants, ferry terminal, and local beaches, this condo offers the ultimate combination of luxury, convenience, and island charm. A rare opportunity for carefree coastal living on Martha’s Vineyard.

CLASSIC STYLE MEETS TIMELESS CHARM. Located at the end of a lightly traveled lane and surrounded by stunning gardens and stone retaining walls, this meticulously maintained home 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, with handsome custom built-ins and pocket doors for quiet and privacy. The second-floor primary bedroom is a private sanctuary, complete with a walk-in closet and an en-suite bathroom featuring contemporary fixtures and a spacious walk-in shower. The two additional bedrooms on the second floor 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. Schedule a showing today and envision your future in this charming Vineyard Haven residence. *Note: The property is located in the Lagoon Pond watershed and will require an upgrade to an enhanced nitrogen septic upgrade. An approved septic plan is included in the purchase price.

Located just six minutes from Downtown Vineyard Haven and the ferry, this updated home offers flexible living with three bedrooms and four bathrooms and many additional interior/exterior living areas to enjoy. It has a private entry studio apartment a large fenced in yard and a detached garage for boat or car storage. The main level features hardwood floors, a modern kitchen with granite countertops and stainless steel appliances, open concept living with fireplace to dining, office, and a large sun filled four season room. The primary suite includes a private bath with porcelain tiles and balcony access. Lower level offers a second living room/media room, fireplace, laundry and interior access to the garage. Additional features: Detached garage, mini-split A/C, fenced backyard, multiple relaxing balconies, outdoor shower, outdoor deck and grilling area and firepit. Located on a quiet dead end cul-de-sac with 109 acres of trails at the end of the road. The Seller has upgraded this property on a massive scale. PASSED: Existing updated Waterloo Biofilter Septic System already in place NO UPGRADE REQUIRED. Title V has been inspected/PASSED. Water service line has been tested and PASSED. This Property lives large with 3,027 Living Area and 4,568 Gross Area!

The Premiere Townhouse at Tashmoo Wood. Elegantly renovated, this sun-filled end unit is fresh and modern with finish details. From the moment you step onto the expanded wrap-around deck, you will begin to see the fine craftsmanship of the property. Walk through the front entry and you will gain further appreciation for the meticulous attention to detail. Expansive windows fill the living area with light while providing a view to the side yard and fountain down below. Enjoy evenings on the deck or in front of the wood-burning fireplace. Any chef will be happy in the well-appointed kitchen with Thermador appliances that include a 5-burner cook top and double wall ovens, sizable island with seating, and counters topped with quartz. The kitchen affords views to the dining and living areas as well as out to the deck and yard. There is a first-floor room with an en suite bath. Pocket doors allow for the bath to be a powder room while providing privacy to the flex-room. Ascend the modern staircase to be wowed by the primary suite. The spa-like bath has double sinks and a make-up vanity. There is a glass-enclosed, tiled shower with multiple shower heads. The walk-in closet has been finished with hanging rods, shelves, and drawers. and there is a sliding door that opens to a balcony overlooking the yard. The second en suite bedroom has plantation shutters and a bathroom with a tub. Behind a pocket door, in the hall, you will find a well-organized laundry room with commercial-sized washer and dryer. White oak floors throughout the first and second level with tiled baths. Rinnai on demand water heater. Plantations shutters and custom shades throughout. There is an over-sized garage that is larger than many of the other units. With association amenities that include a pool with pool house, multiple tennis courts, playground, basketball court, private access area to Lake Tashmoo, and a beach on Vineyard Sound. If you are looking for luxury with the convenience of townhouse living, look no further than this truly spectacular unit.

The Premiere Townhouse at Tashmoo Wood. Elegantly renovated, this sun-filled end unit is fresh and modern with finish details. From the moment you step onto the expanded wrap-around deck, you will begin to see the fine craftsmanship of the property. Walk through the front entry and you will gain further appreciation for the meticulous attention to detail. Expansive windows fill the living area with light while providing a view to the side yard and fountain down below. Enjoy evenings on the deck or in front of the wood-burning fireplace. Any chef will be happy in the well-appointed kitchen with Thermador appliances that include a 5-burner cook top and double wall ovens, sizable island with seating, and counters topped with quartz. The kitchen affords views to the dining and living areas as well as out to the deck and yard. There is a first-floor room with an en suite bath. Pocket doors allow for the bath to be a powder room while providing privacy to the flex-room. Ascend the modern staircase to be wowed by the primary suite. The spa-like bath has double sinks and a make-up vanity. There is a glass-enclosed, tiled shower with multiple shower heads. The walk-in closet has been finished with hanging rods, shelves, and drawers. and there is a sliding door that opens to a balcony overlooking the yard. The second en suite bedroom has plantation shutters and a bathroom with a tub. Behind a pocket door, in the hall, you will find a well-organized laundry room with commercial-sized washer and dryer. White oak floors throughout the first and second level with tiled baths. Rinnai on demand water heater. Plantations shutters and custom shades throughout. There is an over-sized garage that is larger than many of the other units. With association amenities that include a pool with pool house, multiple tennis courts, playground, basketball court, private access area to Lake Tashmoo, and a beach on Vineyard Sound. If you are looking for luxury with the convenience of townhouse living, look no further than this truly spectacular unit.

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

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

Unique, waterfront property with amazing, 180 degree views of the lagoon from one side of the property, and the Vineyard Haven Harbor on the north side of the property. Zoned both residential and commercial, rarely does such a unique property become available. Elevated above Beach Road and the lagoon, there are 2 structures on the property. The first, sited on the lagoon with private access, is a year-round home with breathtaking, expansive sunrise views up and across the lagoon. This building has 4 bedrooms, two on the first floor and two on the second floor, 2 baths, one on each level, and 2 living areas. The upper level has a spacious deck overlooking the gardens and expansive views of the lagoon. The waterside patio has beautiful perennial gardens. There are many creative details throughout. Use the property as it is or take advantage of the work the sellers have completed to turn it into 3 condos: 2 residential condos and one commercial condo. The commercial building is currently used as an artist’s studio. Work needs to be done to meet building code regulations for a commercial operation. Mooring is transferable. Property is connected to the town sewer and town water.

Designed and built by the owner's architect father, Nembhard N. Culin in 1975. The unique mid-century style house is perfectly sited on a knoll overlooking the head of Lagoon Pond. Follow the private path to the sandy beach for walking, swimming, kayaking or boating. The property includes a permitted boat mooring and the beach is perfect for launching small boats. The house was built as a solar house and has recently been updated with a new roof and solar panels. It is now 100% renewable electric. The ceiling has radiant heat with separate thermostats in each room. Downstairs has a bedroom suite with a kitchenette and utility room for yard tools and boating accessories easily accessible from the yard.

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.

Discover this stunning newly contructed single-family home in the heart of downtown Vineyard Haven. This beautifully crafted 3-bedroom, 3-bathroom residence offers high-end finishes and thoughtful design throughout. The modern kitchen and bathrooms feature elegant quartz countertops, while tile showers with custom glass enclosures add a touch of luxury. Each bedroom includes spacious walk-in closets and enjoys an abundance of natural light. Upstairs bedrooms also offer scenic views of the harbor and downtown. On the first floor, you'll find a spacious two-car garage with 8-foot ceilings and a storage closet. The home is equipped with an energy-efficient heat pump system for heating and cooling, as well as an ERV ventilation system that continuously circulates fresh air throughout the house. Enjoy outdoor living on both the front and back mahogany decks, or relax in the long, irrigated backyard that borders Veteran’s Park. Location is everything—this property is literally just steps from the Vineyard Haven ferry terminal, Main Street, shops, restaurants, and all the charm downtown has to offer. NOTE: Strong preference will be given to prospective buyers who are part of the year-round island community and/or employers who purchase the property for purposes of workforce housing.

WEST CHOP! Farmhouse charm and comfortable elegance define this very spacious 5 Bedroom, 3,200 s/f home that is set on just over an acre on a private wooded lot. Hear the ferry, spot the osprey, and unwind on the back deck. This is your invitation to island living! The home welcomes you with an expansive front porch that overlooks a mature landscape that is framed with a stone wall and beautiful red maple trees. The heart of the home is a large sunlit kitchen with custom cabinetry, granite countertops, stainless appliances, 6 burner cooktop, and a breakfast bar. An open floor plan extends the kitchen into a comfortable area to gather and relax. Thoughtful craftsmanship include oak flooring throughout, radiant heat, central air and a wood burning fireplace. Four generous size bedrooms and a private primary suite that features a lovely balcony, a wet bar, and a rooftop deck with a distant waterview. Start your day with a lovely morning walk around the scenic "chop" or enjoy walks through peaceful west chop woods or take your golf cart to Mink Meadows public golf course. The VTA bus stop at the end of the road provides easy Vineyard access. A rare blend of refined comfort and location! *all waterford crystal lighting excluded from sale. Very easy to show! Title 5 compliant.

This 1.1-acre waterfront lot is located at the end of a quiet lane abutting 20+ acres of conservation land. The level and wooded lot sits high on a bluff overlooking the Lagoon. The lot has been engineered, and the bounds have been staked. A buyer would be able to connect to Town water nearby, and an enhanced septic system should allow at least four bedrooms. This quiet, beautiful neighborhood has seen many improvements and new construction in recent years, making it quite desirable. While being a tranquil neighborhood, you are still in close proximity to the shops and restaurants of Main Street, the Steamship Authority, Museum, and the MV Film Center.

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.

Welcome to your dream home! The perfect blend of comfort and luxury awaits you in this custom-designed 5-bedroom, 4.5-bathroom residence. Over 3200 square feet of spacious living, upscale furnishings, finished basement with entertainment bar, and all the right touches to make every day feel like a retreat. Conveniently located under a half mile from downtown Vineyard Haven, where you will find restaurants, shops, and the Ferry to the mainland, Owen Park and Tashmoo beaches. Step inside to find an open-concept floor plan filled with natural light, soaring ceilings, and elegant hardwood flooring throughout the first and second levels. This homes contains two primary bedrooms on the first and second levels. The kitchen features a Wolf stove, stainless steel Kitchen-Aid appliances, granite countertops, and walk-in pantry. An island and custom glass front cabinetry separate the kitchen from the dining room. The screened porch has a comfortable sitting area with exterior flat screen TV. Off the deck another set of French doors opening into the inviting living room with a cozy marble Heat Glow fireplace providing atmosphere and warmth. A beautiful bedroom en suite. A powder room off the hall with washer and dryer. Upstairs the primary bedroom suite with cathedral ceiling, double closets, bathroom with jetted soaking tub and separate glass shower. Another large bedroom with a cathedral ceiling and a palladium window. The fourth bedroom is just as nice. Off the hall is a tiled bathroom with a quartz vanity and glass walk-in shower. Downstairs, the fully finished basement is a true showstopper. Whether you're entertaining guests or enjoying a quiet night in, you'll love the custom-built bar, cabinetry, wine cooler and full refrigerator in the lounge area. The 5th bedroom with walk-in closet providing privacy for family or guests., A bathroom with tub shower and a second full size washer and dryer, 2 storage closets, and utility room. Retaining walls allow natural light to flow into the basement. A private entrance walks out to stairs leading to the front yard. A beautifully landscaped yard with irrigation system, enclosed outside shower, a Generac generator protecting you from any unexpected outages. Invisible Fence and a home security system. All furnishings and island themed artwork are negotiable.

BEAUTIFUL CUSTOM-BUILT RETREAT- LAMBERT'S COVE This impressive property offers the perfect blend of privacy and convenient access to downtown and the picturesque James Pond Reserve at Lambert's Cove Beach. Step inside to discover over 4,900 sq ft of recently renovated living space. The home boasts 5 bedrooms and 4.5 bathrooms, including a stunning chef's kitchen that will ignite your culinary creativity after visits to the nearby farm stands. Whether hosting gatherings or enjoying a quiet evening at home, the oversized family/media room, separate dining room, sunny living room, and game room offer ample space and comfort. Outdoor living is just as enticing, with an oversized deck featuring a hot tub, outdoor shower, and a lower patio area. The expansive lawn is perfect for leisurely activities and includes a newly added Bocce Court. With a 2-acre lot, there’s potential for a pool or ADU with permitting. Additionally, a private attached accessory apartment with its own entrance provides fantastic options for guests or rental opportunities. Surrounded by nature's beauty, the property borders conservation land and hiking trails, making it perfect for those who love the outdoors. Whether you're seeking a year-round residence, a vacation home, or an investment property with a solid rental history, this home delivers. This property is being sold fully furnished!!

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.

Beach access, a serene up-island setting and a terrific home make this property a must see! Situated on three acres of land just a half mile from the beach, the spacious, well-laid out and meticulously maintained home is the perfect place to relax and unwind and host family and friends. With over 3,200sf of living space that includes four bedrooms, four baths, an open concept kitchen, dining area and great room, formal dining room with butler’s pantry, a dedicated home office, laundry room, three car garage, outdoor decks, manicured lawn and private woodland, this property truly has it all. While the location affords great privacy, the shops, galleries, and restaurants in Vineyard Haven are conveniently just 3.5 miles away.

Experience the perfect blend of coastal charm and modern sophistication in this beautifully designed Vineyard Haven home. Ideally situated in-town, this 4-bedroom, 3-bath home offers a comfortable, easy flowing layout, complemented by gleaming hardwood floors and a warm, inviting atmosphere. Located just a short stroll from the ferry, vibrant shops, restaurants and the Vineyard Haven Yacht Club, this property offers unparalleled convenience paired with a sense of seclusion. At the heart of the home is a chef-inspired gourmet kitchen with premium appliances, expansive counter space, a generous pantry room, and window-lined separate dining room ideal for both casual or formal dining. Step outside to a spacious private deck, perfect for al fresco dining and entertaining or unwind on the cozy screened-in porch. The partially finished lower level provides versatile space for a home office, exercise room or additional storage, adding to the home’s flexibility. Whether you’re seeking a year-round residence or an island retreat, this exceptional Vineyard Haven home is a rare opportunity to enjoy the best of Martha’s Vineyard living.

West Chop Dream Home in the Making! Experience the charm of this brand-new Shingle Style Colonial, currently under construction—where modern luxury meets timeless elegance. Featuring 4 spacious bedrooms, 4 full baths, and a half bath, this inviting home offers ample space for relaxing, entertaining, and everything in between. You will be wired for sound both inside and poolside so step outside into your private oasis, complete with an in-ground pool—and enjoy perfect for sun-soaked afternoons and evening gatherings. Situated in a prime West Chop location, you're just 2 minutes from Mink Meadows Golf Club and a scenic 7-minute stroll to the West Chop Tennis Club. Craving a change of pace? Spend the day at nearby Owen Park Beach or Tisbury Town Beach, both just moments away. Then head 1.5 miles into Vineyard Haven for top-tier shopping, dining, and island charm. This stunning property isn’t just a home—it’s a lifestyle. Don’t miss your chance to own a slice of paradise in the heart of West Chop. Be sure to secure early and enjoy the opportunity to personalize select finishes to make the home truly yours. *Virtual images closely represent the home's intended design and finishes, but some variations may occur in the final product.* **Offered unfurnished; renderings have been staged to provide inspiration**

Located in the William Street Historic District, this elegant Greek Revival home, built in 1842, has stood the test of time and has been thoughtfully expanded and renovated in recent years. This five-bedroom, four-bath residence combines historic character with modern comforts. The home features five fireplaces, (one currently hidden behind a plastered wall), a gracious living room, dining room, office, and an inviting kitchen/breakfast room. Additional conveniences include a mudroom, laundry room, central heat and 3 zone air conditioning, and a large screened porch where you’ll find yourself spending more time than anywhere else in the summer time. Two of the five bedrooms are on the first floor, including a private ensuite with a full bath. The home is notable for its unusually large and abundant windows, flooding the south-facing interior with natural light. The winding staircase is a sculptural centerpiece that greets you as you enter through the original front door. Renovations include a new roof over the porch, three modernized bathrooms, and updates throughout the first and second floors, all carefully designed to honor the home’s historic charm. Outside you will find a lawn area and back yard patio that overlook perennial plantings including roses, hydrangeas and dogwood and a white picket fence that creates nice privacy. Plus there is off-street parking for 2 cars. Located just one block from Main Street and two blocks from the Vineyard Haven ferry terminal , this prime location offers easy access to shopping and restaurants and the Tisbury Elementary School. The town tennis courts are just a half-block away, and its a leisurely stroll to the town beach at Owen Park. This is a rare opportunity to own a piece of Vineyard Haven history, where timeless charm meets contemporary comfort.

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 an unfinished 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.

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

The Captain George Harding Home sits gracefully on the westerly side of iconic William Street overlooking Vineyard Haven village with distant views of the harbor. This immaculate and re-imagined Gothic Revival offers both timeless elegance and modern luxury. Completed in 2024, the comprehensive down-to-the-studs renovation includes all new systems like central air and dehumidification. Every antique window has been meticulously restored, and the wrap-around porch has been rebuilt to the exacting standards of the William Street Historic Society. Striking white paint contrasts elegantly with contemporary black windows and a standing seam copper roof over the porch, while the original restored front door, staircase, decorative balustrades, and porch details pay homage to the home’s history. Upon entering the home you will be struck by a bright contemporary layout with high ceilings and bay windows that let the light pour in. The main reception room features a Carrara marble fireplace imported from Scotland. The kitchen spans the entire width of the home and has nice separation from the living room spaces — great for everyday or entertaining. Fitted with custom cabinetry by Plain & Fancy and with Wolf and Sub Zero appliances, the kitchen also features a dining area with window seat that looks out to the pool and backyard. The property includes a 6-bedroom Title V septic system and is connected to town water. Currently configured with 4 bedrooms and 4 full bathrooms plus a powder room. Outside, lush landscaping, perennial plantings and a grass lawn are framed by mature arborvitae that provide privacy for the 12' x 18' heated Gunite pool, patio and outdoor kitchen. The guest cottage is connected to the main house by a breezeway. A private driveway is accessed by a charming lane off Franklin Street, tucked behind the guest cottage. Enjoy everything that Vineyard Haven has to offer including shops, restaurants and the ferry just one block away. Or it's just a short stroll to the town courts for a game of tennis or Owen Park for a sunrise swim. .... And then there's the Leonard Bernstein story .... ask me!

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 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!

Slated for summer 2025 occupancy and nestled 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 renderings, and the actual completed project may look different- updated photos will follow. Sip n' Tour Open House open to Public June 27th Time: 5 PM to 7 PM

Tashmoo Farm, one of Martha’s Vineyard’s iconic properties, a take-your-breath-away landmark on Lamberts Cove Road! This country estate of over 10 acres is within close proximity of the village of Vineyard Haven with its boutiques and bourgeoning restaurant scene, and yet feels secluded and remote. For 3 centuries it has been a beloved year-round residence and at times a sought-after vacation home for a client list that included Lady Diana Spencer. The historic main house has been completely modernized. There are 6 bedrooms spread out over almost 6000 square feet, a detached pool house, swimming pool, and Har-Tru tennis court. Wherever you are in this gracious home you will be blessed with sweeping views of the open fields, stone walls, and horses in the neighboring farm, a scene as if from a painting done in a previous century. Included within the 10 acres is a separate 3.3-acre parcel of land that will accommodate a full-size home. The property is part of the Tashmoo Farm Association which includes deeded access to the association dock on Lake Tashmoo and tennis courts.

Lily Hill - a rare Hines Point offering that includes a waterfront home with exquisite views, a deep water mooring and dock, and 130 feet of private fine-sand beach. Poised on a knoll on the western shore of the Lagoon, Lily Hill evokes a more peaceful time with sweeping views of the sky and water. Enjoy a swim at your private beach morning, noon or night. Watch the play of light across the water as you sit on the patio listening to the birds and the breeze. Tie up to one of the longest docks on the freshwater/saltwater Lagoon, which opens to Vineyard Haven harbor, or anchor at the 12 foot draw deep-water mooring. From the great room of the house, watch the sunrise across the lagoon through the elegant curved windows. The yard is made for romantic moments: Lily Hill's elegant gazebo overlooks the water and a classic pergola is set beneath the sweeping branches of what may be the largest maple tree on the Island. The property has been owned since 1978 by the same family. The matriarch, a renowned master gardener and interior decorator, was responsible for the exquisite grounds and garden design showcased on the cover and as a 10-page spread in the coffee table book, Martha's Vineyard Gardens and Houses, published in 1992 by Simon and Schuster. The healing landscape features a variety of trees and ever blooming, lush flowering plants: hydrangeas, rhododendrons, Kousa dogwoods, and tiger lilies - the home’s namesake. The interior includes modern conveniences like a new HVAC system and garage, while maintaining the historic mid-century elegance with large bowed windows in the wood-paneled great room, dining room, and downstairs primary bedroom all overlooking the lagoon. This classic Vineyard shingle-and-stone home is a short stroll to Tisbury town center and ferry terminal, yet invisible from the road. The village of Vineyard Haven with shops and dining, and the harbor are less than a mile from the house. The Martha's Vineyard Museum, Vineyard Haven Yacht Club, and Owen Park Beach are also nearby. Lily Hill is a property that, like a work of art or piece of music, must be seen and experienced to be fully appreciated.