Located on a quiet cul-de-sac in a private Edgartown neighborhood, this half-acre parcel offers the perfect setting for your Martha's Vineyard home. Centrally located, the property provides easy access to the bike path and State Forest walking trails. With the recent Massachusetts Affordable Homes Act, this lot is now buildable and will include an approved 3-bedroom septic plan. The site allows for a home of up to 1,850 sq. ft. of heated living space. Use as a seasonal residence or short-term rental is not permitted, ensuring a stable year-round neighborhood setting. Please note, the property may not be used as a seasonal residence or short-term rental. An excellent opportunity to design and build your future home on Martha’s Vineyard.

A picturesque half-acre lot in the desirable Edgartown neighborhood, perfect for building your Martha's Vineyard home. Bordered by more than 175 acres of pristine conservation land, this property offers peaceful surroundings with easy access to the island’s top attractions, including stunning beaches, scenic trails, vast state forests, and public transportation. In accordance with recent amendments to Chapter 40A Section 6 of the Affordable Homes Act, any single-family residential structure constructed on this lot shall not exceed 1,850 square feet of heated living area, shall contain not less than 3 bedrooms, and shall not be used as a seasonal home or short-term rental. This offering includes an approved 3-bedroom septic plan.

Buildable lot in an established Edgartown neighborhood. Approvals are in hand for the construction of a single-family residential structure not to exceed 3 bedrooms and not to exceed 1,850 square feet of heated living area (screened porches, patios, etc are not included in this square footage). Note that this property cannot be used as a seasonal home or short-term rental. Septic plan has been approved by the Board of Health. This lot was previously deemed unbuildable by Town zoning but is now buildable based on the new Affordable Homes Act (more info at https://www.mass.gov/info-details/mass-general-laws-c40a-ss-6). THIS PROPERTY IS NOT INCOME-RESTRICTED AND RESALE IS NOT RESTRICTED. Note: The current assessment reflects the lot's previous unbuildable status; refer to "Documents" section for revised assessor card with updated assessor's card.

CHAPPAQUIDDICK — Just over one acre in the desirable Calebs Common neighborhood, ideally located near the ferry, beach, and Community Center. Enjoy easy access to beaches, miles of walking trails, and the surrounding conservation land that makes Chappy so special. A wonderful opportunity to create your own island retreat. Per the Board of Health, the lot may support a three-bedroom home with an enhanced system and proper approvals. Also included in the sale is the owner's share of the Calebs Beach Corporation, giving you access to the sandy beach on the outer harbor.

Wooded vacant land, consisting of .92 acres, just under one acre, located on a dead end residential street located less than a mile to Main street Edgartown grocery stores, restaurants, gift shops, churches and town hall offices.

Two-bedroom, one bath, renovated cottage in Ocean Heights, Edgartown, offering a classic island “camp” charm with a thoroughly modern interior. Over three phases of work (2001, 2021, 2025), the owners have rebuilt key exterior elements, upgraded major systems, and fully refreshed the living space to create a cozy move-in-ready home. The central living area features a cathedral ceiling and large bay window with light-filled views toward Sengenkontacket Pond, with fresh, bright finishes and new Protech laminate flooring throughout. The kitchen has white porcelain tile flooring, butcher block counters, open shelving, subway tile walls, and updated appliances; the bathroom includes a new shower, toilet, and porcelain tile flooring. Additional highlights include two AC mini-splits, a Rennai propane heater, each recently serviced. The partial basement holds the washer/dryer & hot water tank. An outdoor shower, and front deck compliment the living experience. The property is currently on a well and private septic, with town water available at the property line and an anticipated future sewer expansion for the neighborhood. This all in a well canopied setting just minutes to Main Street Edgartown, walking trails, and water access. Currently tenant occupied on a month to month lease.

EDGARTOWN COTTAGE ON A COUNTRY LANE - Nestled on a spacious .56-acre lot in the Lily Pond District, this charming 2-bedroom, 1-bath cottage offers a rare opportunity to create your own Island haven. Renovate or build to suit just a short distance from all that Edgartown village has to offer — shops, restaurants, harbor, and beaches — you’ll enjoy both privacy and convenience in one of the island’s most sought-after locations. Inside, the home is cozy and full of character, waiting for your vision and personal touch to bring it to life. Whether you're dreaming of a full renovation or a few thoughtful updates, this is your chance to make it truly your own. The conforming lot size opens up future potential expansion (subject to town approvals) — think gardens, additional space and outdoor living. Bring your ideas and a little imagination — this is the perfect canvas for your Martha’s Vineyard dream home. NOTE: Several photos have been virtually augmented to show a potential renovation.

This one-acre lot is nestled in a peaceful, centrally located neighborhood, offering the perfect balance of privacy and convenience. Abutting conservation land, the property provides a serene natural setting while supporting a spacious six-bedroom home. Enjoy easy access to town, nearby beaches, bike paths, a public gym, veterinarian services, shopping, the airport, and a variety of dining options.

OPPORTUNITY ABOUNDS: This conforming parcel offers a great opportunity to build with close proximity to Edgartown Village! This adjoining lot offers ability to connect to Town Water and Sewer (see notes below) creating the perfect setting for your custom dream home or next investment. Located just moments from shops, restaurants, parks, and everyday conveniences, this is a chance to enjoy all the benefits of in-town living while building new in a highly desirable neighborhood. NOTE: Being sold as-is; estate rules apply. Sale is subject to probate approval and court confirmation.

This four-bedroom cape-style home offers a comfortable and convenient lifestyle, ideally located just off the bike path with easy access to town and the bus route. Designed with an open floor plan, the main living area provides a seamless flow between the kitchen, dining, and living spaces—perfect for everyday living and entertaining. The first floor features two well-sized bedrooms and a full bathroom, offering flexibility for guests, a home office, or single-level living. Upstairs, you’ll find two additional bedrooms, providing ample space for family or visitors. A spacious deck extends the living area outdoors, creating an ideal setting for relaxing or hosting gatherings. With its desirable layout and prime location close to local amenities, transportation, and recreational paths, this home combines convenience and classic Cape-style charm.

Experience refined coastal living in this impeccably renovated 2022 modern condominium nestled within the tranquil enclave of Meetinghouse Village. This sophisticated end-unit residence lives with the ease of new construction, offering bright, sun-washed interiors and an elevated design sensibility throughout. Every detail has been meticulously upgraded — from the all-new appliances, lighting, and systems to the custom window treatments, energy-efficient tinting, and enhanced insulation that ensure quiet comfort year-round. The beautifully reimagined bathrooms and fully finished lower level add versatility and style, while three seamlessly integrated 50" smart TVs bring a touch of modern luxury to everyday living. Outdoors, a newly crafted bluestone terrace with curated landscape lighting provides a serene private retreat, framed by the natural privacy of an additional side yard that borders the woods — a rare advantage for a condominium. Residents of Meetinghouse Village enjoy a peaceful setting moments from downtown Edgartown’s fine dining, boutiques, and beaches, as well as access to a community pool and ample guest parking. Elegant, effortless, and move-in ready, this residence is perfectly suited for those seeking a polished year-round home or a sophisticated seasonal escape. 24 hour notice for showings.

Turnkey Katama Retreat – Welcome to this beautifully appointed, fully furnished home, offering the perfect blend of relaxed coastal living and effortless ownership. With a strong rental history and thoughtful upgrades throughout, this property is an exceptional opportunity as a year-round residence, vacation escape, or income-producing investment. At the heart of the outdoor experience is a 19-foot heated swim spa with current and attached Jacuzzi, set into a stunning wood deck. The surrounding outdoor spaces are equally inviting, featuring an outdoor shower, a bluestone fire pit patio, dining area, multiple decks, and wooded privacy that creates a peaceful atmosphere. Inside, the kitchen and dining area with cathedral ceilings provide an airy and welcoming gathering space with an abundance of natural light. Stainless steel appliances, granite countertops, and modern finishes complement refreshed interiors and new maple floors upstairs. Recent improvements include a new roof, renovated bath, updated landscaping, and numerous interior enhancements—ensuring true turnkey convenience. The thoughtfully designed layout includes a primary bedroom with a private balcony and two first-floor bedrooms with a shared full bath for convenient accessibility. Town sewer connection allows for expansion up to six bedrooms, offering added long-term value. Ideally located, a short distance to South Beach, Edgartown Village and Morning Glory Farm, this property captures the very best of Katama living. Move-in ready and ready to enjoy from day one—this is a rare opportunity to own a truly turnkey home in one of Martha’s Vineyard’s most sought-after locations.

Build your dream home in Katama just 2 miles to the parking area at South Beach, and the same distance to the heart of vibrant Edgartown village. This wooded parcel of vacant land is almost an acre in size and will support SEVEN bedrooms once tied into town sewer. Swimming pool and Accessory Dwelling Unit are allowed "by right" (certain restrictions apply to ADUs; an unrestricted 900 sq ft guesthouse can be built "by right" after 5 years). The property is shown as Lot 2 in a "Plan of Land in Edgartown Mass" dated November 5, 2013 and revised May 22, 2023 (See "Documents" section).

35 Mariner’s Way is sited on nearly a half acre lot and lies within walking distance to Edgartown Village shops, restaurants, galleries, and inns and Sheriff’s Meadow conservation land. This 4 bedroom, 2 ½ bath home features a large living room and formal dining room, chef’s kitchen with two ovens and wine room/pantry, and a spacious family room with a gas fireplace. There are two ensuite bedrooms found on each floor. A colorful children’s rec room is just downstairs which could also function as a media room. Step outside to wide front, back and side yards which provide plenty of room for a pool. Other features include hardwood flooring in most rooms, a two-car garage, patio with hot tub, and a large outdoor shower. This property is connected to both town water and sewer.

Imagine owning your own beach house on Martha’s Vineyard, ready for summer fun. Perched atop a rise that captures sweeping views over the property, floods interiors with natural light, and opens to a spectacular night sky, this furnished move-in-ready home delivers the Vineyard lifestyle you've been imagining — with room for everyone. Over 2,600 square feet unfold across four levels, beginning with a dramatic 30-foot vaulted foyer bathed in sunlight. The fully renovated chef's kitchen features Sub-Zero paneled refrigerator, luxury stainless steel appliances, and stone counters, opening onto a favorite gathering place in the heart of the home - a custom banquette with built-in window seats that easily seats 10. A formal dining room, oak floors, a wood-burning stone fireplace once featured in Architectural Digest, and a view-facing living room with balcony set the tone for effortless entertaining. The primary suite features a walk-in closet and en-suite bath, complete with a sunken tub and double vanity. Two additional bedrooms share a full bath. A sculptural spiral staircase rises to a loft lounge with glass doors to a private balcony — perfect for stargazing or savoring the serene setting — plus two bonus rooms for overflow guests. The walk-out lower level(an additional 900 s/f not included in the s/f), with custom stained concrete floors and new Andersen French doors, adapts easily as a lounge, home office, or gym. Overall, the home is well-maintained, lightly used, with regular renovations and upgrades, including a HydroViv water filter system. The expansion potential is exceptional: a sewer connection option allows growth to seven bedrooms, with room for a guest house, pool, and pool house. There is flex space within the existing floor plan ready for additional bedrooms. The adjacent 0.9-acre lot at 87 Whalers Walk is also available, creating the rare opportunity for a 14-bedroom compound. Minutes to Vineyard Golf Club, Morning Glory Farm, South Beach, Edgartown Village, and scenic bike paths.

EDGARTOWN – Beautifully landscaped property set on a lovely open, cleared lot with exceptional curb appeal, located just minutes from Downtown Edgartown and South Beach. This inviting home features many updates including a Tesla Solar Roof with a Tesla Powerwall, attached to Town Sewer with a SEVEN (7) bedroom sewer connection and an approval for a Two Car Garage with a detached bedroom above. Currently configured as a four-bedroom, 2.5-bath residence, with a full unfinished walkout basement, this property is move in ready and also offers significant expansion potential. The main living room is generously sized and can easily accommodate both living and dining areas. Sliders open to a 52-foot-long deck overlooking a seemingly endless, park-like backyard—ideal for entertaining or the addition of a future Swimming Pool. The first floor also includes a casual eat-in kitchen with deck access, a formal dining area with sliders to the deck, a formal living room, and a powder room. Upstairs are four (4) bedrooms, including a charming primary suite with a private bath and custom details, along with three guest bedrooms and a shared full bath. The layout of the home already lends itself to additional bedrooms within the existing structure, providing flexibility for future expansion. The property is ideally sited to accommodate a 900 sq. ft. guest house while still allowing plenty of room for a pool. Comes with Approvals already in place from the ZBA for a two-car garage with a detached bedroom, further enhancing the property's development potential! Outdoor shower. Shed. Easy to show!

Chappaquiddick: Beautiful 5-acre parcel offering private frontage on Katama Bay. The generous-sized lot affords plenty of development flexibility, with the ability to capture the view from nearly any location. Located on Maqua Way, a quiet subdivision just off the paved road, the property is conveniently situated near all the Chappy favorites: beaches, trails, a community center, and Slip Away Farm. Much of the preliminary engineering work has already been completed to help ensure ease of building.

Located on Upper Main Street in Edgartown’s BII zoning district, this versatile property is currently home to Lucky Hank’s restaurant. Set on a desirable lot with a large private parking area, and in a coveted high-visibility location. The building offers a turnkey restaurant space and thriving business complete with a fully equipped commercial kitchen on the first floor. Upstairs, you’ll find one bedroom with an ensuite full bathroom, currently being used as the office. There is also an additional room being used for restaurant storage. With the flexibility to convert the property back to residential use, if desired, this is a rare opportunity in a prime location that should not be overlooked! Showings are on Mondays when the restaurant is closed.

This stunning reverse-contemporary four-bedroom custom home is perfectly situated in one of Chappaquiddick’s most sought-after locations. Designed with an expansive open-concept floor plan, the airy and inviting living area flows seamlessly onto a generous wraparound deck, where sweeping, bird’s-eye views capture the natural beauty that surrounds you. Thoughtfully renovated throughout, the home blends modern updates with custom finishes to create a rare balance of style, comfort, and year-round functionality—an uncommon find in this idyllic setting. Enjoy direct access to Katama Bay, just a three-minute stroll down the road. Its calm waters and sandy shoreline are ideal for swimming, boating, and shellfishing. Nearby, the Wasque Preserve offers over 200 acres of pristine conservation land, featuring scenic trails, abundant wildlife, and direct ocean beach access. Whether you’re seeking a serene coastal retreat, a multi-generational family home, or a proven investment property, 76 Washque delivers it all. With an impressive rental history and consistent bookings during both summer and shoulder seasons, it stands out as a premier opportunity in today’s market. This home is more than just an address—it’s the essence of Chappy living.

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

Where Chappaquiddick’s natural beauty meets Edgartown sophistication, this impeccably maintained custom home offers thoughtful design and exceptional livability. Professionally styled interiors include an inviting entry foyer, a gracious dining room open to the living room with a masonry fireplace and glass doors leading to a deck, and a gourmet kitchen with a large island and built-in banquette. An inviting sun porch is accessed via the hall connecting the wet bar and powder room. The first floor also features a private guest suite. Two staircases lead to the second level, which offers a spacious primary suite with a luxurious bath, soaking tub, and ample closets, along with a sitting room or office with built-ins, a large laundry room with sink, cabinetry, and generous counter space. Down the hall, a rooftop deck and an additional guest suite with an attractive bath complete the level. Additional features include a full basement, an attached heated garage, generator and advanced water filtration system. Set on three acres of beautifully landscaped grounds, the property includes a charming barn with water and power, a post-and-beam garden shed, fenced garden, freestanding outdoor shower, and a level lawn framed by mature trees. Expansion potential is excellent, with the ability to upgrade the existing four-bedroom septic to accommodate up to eight bedrooms, including conversion of the barn into private guest quarters. The barn also benefits from a separate driveway, offering added privacy. Enjoy direct access to walking trails and a short drive to Wasque and East Beach.

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

OPEN AND AIRY COASTAL RETREAT WITH EASY ACCESS TO SOUTH BEACH and EDGARTOWN VILLAGE. Welcome to this tri-level contemporary home in the heart of KATAMA. This home offers the perfect blend of spacious indoor-outdoor living with three levels of outdoor decking nestled amongst mature vegetation and a quick stroll to South Beach. The home features vaulted ceilings, two first floor bedroom en-suites, each with it’s own private bath and a central lounge area to enjoy. The second, primary floor, opens to a bright, light filled living space where the kitchen, dining and living room area flow into each other with ease. From the living and dining area outdoor decking offers al fresco dining and lounging. Ascend to the top floor where you are met with a full floor primary suite with a private lounge leading to a private exterior deck, a bedroom with an inviting window seat and a luxurious bathroom with vaulted ceiling and soaking tub. This home comes fully furnished, a true turn-key experience. Come and enjoy!

Nestled on a private 1.7-acre parcel in the peaceful Bold Meadow neighborhood, this classic expanded Cape offers a perfect blend of comfort, space, and Vineyard charm. Surrounded by mature woodlands, association land, and State Forest, the property provides a serene retreat just moments from all that Edgartown has to offer. The main level is thoughtfully designed for both relaxation and entertaining, featuring a formal living room with a wood-burning fireplace and a separate TV/family room. The well-appointed kitchen includes stainless steel appliances, quartz countertops, and a breakfast bar for casual dining. An eat-in area opens through sliding glass doors to a spacious mahogany deck, complete with outdoor seating and beautifully landscaped gardens. The first-floor primary suite features vaulted, beamed ceilings and offers a private retreat with an en-suite bath. An additional bedroom/office and a fully renovated hall bath are also located on this level. Upstairs, two guest bedrooms share a full bath, while a loft above the two-car garage provides flexible bonus space, currently used as an artist’s studio. The home is served by a four-bedroom septic system, with the potential to expand to six bedrooms subject to Board of Health approval and installation of an enhanced system. With easy access to nearby bike paths, pristine beaches, and the shops and restaurants of downtown Edgartown, this property offers an exceptional combination of location, privacy, and lifestyle.

WELCOME to this turn-key CHAPPY COMPOUND! This property offers it ALL, with its Six (6) Bedroom, Five (5) bath Primary Home, Two (2) bedroom, Two (2) bath GUEST HOUSE, expansive POOL HOUSE with a bath, kitchenette, large lounge area topped with a cathedral ceiling, a WORKOUT & GAME BARN, a POOL, a VOLLEY BALL COURT and a TENNIS and PICKLEBALL COURT that has recently been resurfaced with the traditional US Open colors. The court is lined for tennis as well as two full pickleball courts with portable nets. Game on! All of this is set upon three acres of private, expansive land with distant WATER VIEWS! The estate is spectacularly located on Sampson Hill, being the highest elevation on Chappaquiddick. The location is convenient to the Chappy ferry, the Chappy Community Center, Slip Away Farm, the hiking trails on Land Bank properties and the beaches. A true gem of a location! This Chappy Compound has been meticulously grown and maintained over the years through architectural design, professional decorating and professional landscaping. The Workout & Game Barn was recently constructed in 2022. It has a light airy feeling with its cathedral ceiling, light colored wood and abundance of natural light streaming into its interior space. An interior barn door separates the space into two work out areas. The architecturally designed Guest House was constructed in 2018 with year round living as an option. It was designed with an open floor plan and an abundance of outdoor living spaces to make this Guest House live large. The fun Pool House sports a wooden beamed cathedral ceiling with a large open lounge area, kitchenette and bath, overlooking the Pool and Workout & Game Barn. The interplay between the Workout & Game Barn, Pool House, Pool and abutting Tennis and Pickleball Courts makes this Chappy Compound fun and playful! Strong Rental History.

3 Acre Katama Building Lot with Existing Guest House. This parcel is ready to be developed into a true Edgartown Compound. The last of three private, forested lots to be offered in this part of the Browns Farm Lane subdivision, two of which have already been sold and developed into breathtaking, substantial residences. Located one mile from Edgartown Great Pond and 2 miles from both South Beach and Edgartown Village. Featuring a custom guesthouse built in 2018, with solid rental history and is outfitted with modern amenities. With a 6-bedroom septic system in place, there’s ample opportunity to build a main house or additional structures, pending necessary town approvals. Expansion to 8 bedrooms possible with septic upgrade. This unique opportunity allows the developer to enjoy Edgartown now while envisioning the full potential.

3 Acre Katama Building Lot with Existing Guest House. This parcel is ready to be developed into a true Edgartown Compound. The last of three private, forested lots to be offered in this part of the Browns Farm Lane subdivision, two of which have already been sold and developed into breathtaking, substantial residences. Located one mile from Edgartown Great Pond and 2 miles from both South Beach and Edgartown Village. Featuring a custom guesthouse built in 2018, with solid rental history and is outfitted with modern amenities. With a 6-bedroom septic system in place, there’s ample opportunity to build a main house or additional structures, pending necessary town approvals. Expansion to 8 bedrooms possible with septic upgrade. This unique opportunity allows the developer to enjoy Edgartown now while envisioning the full potential.

LUXURY COTTAGE-STYLE LIVING IN THE VILLAGE – WITH A POOL! This updated classic cottage is located in the heart of Edgartown Village, less than a quarter mile to Main Street. Upon arrival, you are greeted by a spacious porch and elegant French door entry that lead you into the dramatic foyer. The open living plan with kitchen, dining, and living area is light and bright. The first floor opens out onto a charming brick terrace and fenced backyard - the ideal location for outdoor living and entertaining. The swimming pool is the centerpiece of the backyard space. In this delightful cottage, there are a total of FOUR BEDROOMS, each with a full bath. A first-floor primary bedroom suite for comfort and convenience. An elegant staircase leads upstairs to two spacious bedrooms, each with its own private bath. Separating the bedrooms is a charming balcony lined with a wall of ample storage closets, blending style with exceptional functionality. The partially finished lower level includes over 500 square feet of finished space, including a 4th bedroom with its own sitting area, a full bath, and a separate laundry/utility room. There is over 2,000 sq feet of living space in this in-town cottage. Enjoy the benefits of in-town living with easy access to the village’s vibrant restaurant and shopping scene, and also take advantage of the strong rental history.

CHAPPAQUIDDICK - Dynamic views of Poucha Pond, barrier dunes, and the waters of the Atlantic are enjoyed from this 11+ acre building lot. The close to ½ mile of private pond frontage provides easy access for swimming, kayaking, paddle boarding, and everything in between. Sheltered amongst 200 acres of conservation land, enjoy and explore the wonders of the natural habitat right in your backyard. An exceptional opportunity to create more than just a home, but cherished memories for generations to come.

Located in the heart of Edgartown Village, this circa 1840 Greek Revival residence offers a rare opportunity to own a piece of island history on a coveted block. The property features a total of seven bedrooms across the main house and carriage house, making it a superb destination for family and guests. The main house features wide plank hardwood flooring and bright and sunny spaces with five bedrooms on two levels. The detached carriage house offers a two bay garage with a finished two bedroom apartment above. The property includes a private patio and yard, great for outdoor entertaining, all within easy reach of the harbor, shops, and restaurants. Owned by the same family for over 60 years, this is a rare opportunity on downtown Edgartown’s south side.

A RARE CHAPPAQUIDDICK LEGACY ESTATE WITH BEACH ACCESS— Privacy & Island Living at its finest. Step into a world where time slows, ocean breezes carry the scent of salt and cedar, and each day begins and ends with the relaxing sounds of the local fauna and the Vineyard Sound. This 18.4-acre multi-residence estate, with 4 conforming size parcels, on Martha’s Vineyard’s treasured Chappaquiddick Island is more than a property—it’s a rare opportunity to create a generational legacy in one of New England’s most sought-after coastal enclaves. Tucked beside the historic Royal & Ancient Chappaquiddick Links and surrounded by conservation land, this compound offers unmatched seclusion while placing you moments from sandy beaches, island trails, and the gentle rhythm of Vineyard life. Main Residence | 8,335 sq. ft. Chef’s kitchen with Viking oven, dual Sub-Zero refrigerators, wine fridge, and granite counters. Expansive decks for morning coffee at sunrise and cocktail hours at sunset. Lower level with wet bar opening to pool and patio; private home office for remote work in paradise. Second Residence | 1,351 sq. ft. - 3 bedrooms, 2 bathrooms, full kitchen, screened-in porch, multi-level deck, and outdoor shower. Bunk House Retreat | 1 bedroom, kitchenette, living area, and full bath — perfect for overflow guests or a quiet getaway. Resort-Style Amenities include a Heated Gunite pool with outdoor shower, a Tennis court for friendly matches and a 4-bay garage with room for all the toys. Multiple parcels offering flexibility for expansion, this property invites you to imagine a lifetime of gatherings, celebrations, and quiet escapes. Opportunities of this scale and privacy on Chappaquiddick are exceedingly rare—and once gone, they may never come again. Ready for its next chapter, this property awaits a discerning new steward to restore its former glory and carry it proudly into the future. Call now to arrange a private tour and experience firsthand what it means to live surrounded by natural beauty, boundless privacy, and the authentic Chappy way of life. NOTE: The images and photographs provided are for illustrative purposes only and may not reflect the current state if the state, features, or furnishings of the property. Prospective buyers are encouraged to conduct their own inspections and due diligence to verify all details prior to making any purchase decisions.

Sweetened Water Farm ~ Just off the main road, past an idyllic horse barn and conserved association land, you’ll find this eight-bedroom residence that sits prominently on 2.4 acres. The sprawling main house, an expanded classic Cape featuring separate living areas, both inside and out, and six bedrooms, including two first-floor en-suites, overlooks the rolling pastures with grazing horses. Private guest quarters above the detached oversized garage offer additional comfortable accommodations. Sweetened Water Farm combines the tranquility of an up-island location with the convenience of being just moments from the boutiques, restaurants, and harbor of downtown Edgartown. A home for all generations in a setting like no other.

Old World Vineyard Charm Meets Modern Katama Living. Welcome to this beautifully crafted Katama family compound, a private, thoughtfully designed estate offering timeless elegance and exceptional amenities. Nestled near Edgartown Village, this stunning property includes a four-bedroom main residence with three levels of living space, a charming two-bedroom guest house, pool house, pool, spa, stone patios, lush gardens, and multiple outdoor entertaining areas. Step into the main residence through a welcoming screened-in porch with dual entries. The main foyer leads to a light-filled great room, the heart of the home, featuring custom built-ins, a fireplace flanked by French doors, and sweeping views of the stone patio, pool, and gardens. The gourmet kitchen is open to the great room and features a central island, access to a mudroom, and a half bath. The formal dining area is complete with a wall of French doors that leads to the outside. Nearby, a first-floor bedroom currently serves as a richly appointed library, with custom built-ins, a compass rose medallion, and a bay window overlooking the back gardens. The first-floor primary suite is a private retreat, accessed through its own hallway with a built-in home office. The bedroom features a bay window, and the ensuite bath includes a soaking tub. Upstairs, a cozy lounge anchors two bedrooms and a full bath. An unfinished bonus room offers potential for expansion or serves as ample storage. The partially finished lower level includes a playroom with custom built-in seating and shelves, a second home office/lounge area, and a walk-in cedar closet. Unfinished areas provide more storage. The Outdoor Living: From the great room and dining room, step onto an expansive stone patio bordered by classic Vineyard stone walls. Multiple seating areas invite entertaining or peaceful relaxation, all with views of the pool, spa, and manicured gardens. The Guest House: The two-bedroom guest house offers complete privacy, with its own driveway, garden entrance, outdoor shower, and patio. The open-concept living space features a cathedral ceiling, French doors, and an eat-in kitchen. One bedroom is on the main level, alongside a full bath and laundry, while the second bedroom is upstairs. This guest house boasts a strong rental history. This unique Vineyard compound offers timeless elegance, privacy, and a stellar location, perfect as a year-round residence, summer retreat, or investment opportunity.

A rare opportunity to create your dream Vineyard estate in a unique setting with the rural feel of up-Island and the easy convenience of, and proximity to, Edgartown Village. Just a 1/2 mile walk, bike or drive to the top of Lower Main Street, the vacant lot rests on a private, dirt road off prestigious Planting Field Way. The 1.79 acre, wooded lot has been partially cleared for an ideal building site, set on a level expanse about halfway up a gradual hill, providing additional privacy, quiet, and beautiful views. Rolling out in front and below are conservation wetlands (which can never be developed) in the foreground with glimpses of Eel Pond and Nantucket Sound in the near distance. Access from both Lenssen Way and Eel Pond Lane provide exceptional flexibility for site planning, privacy, and design. With utilities already in place, it's the perfect canvas to bring your Vineyard vision to life. A truly rare chance to secure a significant parcel in one of Edgartown’s most desirable locations. Other notes: This classic Vineyard property has been owned by the same family for almost a century. Easy walk to Sheriff’s Meadow nature reserve.

NEWLY BUILT 4-BEDROOM HOME WITH POOL – 10-Minute WALK TO TOWN, Enjoy modern living in this beautifully furnished, recently built 4-bedroom home featuring a heated saltwater pool and a stylish 20' x 30' entertainment barn—all just a short walk to downtown Edgartown.The home offers two floors of bright, elegant living space with 3.5 beautifully designed bathrooms, an open kitchen and family room, a dining area overlooking the pool, and two laundry areas for added convenience. The sleeping arrangements include an upstairs primary suite with a king bed and an ensuite bathroom with both a tub and a shower. Also upstairs are a front bedroom with two twin beds and a middle bedroom with full-size bunk beds and a trundle. The first-floor guest suite provides added privacy with a queen bed and an ensuite bathroom. The home includes two ensuite bathrooms, a shared upstairs bathroom between the secondary bedrooms, and a convenient main-floor powder room. The open family room, complete with a fireplace, 57" TV, and SONOS sound system, flows seamlessly into the fully equipped kitchen, which features a large island and pantry. The dining area seats eight to ten guests and offers a lovely view of the pool. Outside, a private backyard oasis awaits with a heated saltwater pool, outdoor shower, BBQ area, and a spacious entertainment barn outfitted with a ping pong table, cornhole, and relaxing hanging chairs. Offered fully furnished, excluding artwork, and boasting a strong rental history, this home invites you to experience the best of Edgartown living.

First time on the market in 26 years, this beautiful waterfront family compound sits at the end of Majors Cove Lane in a private and peaceful setting with sweeping and expansive water views and a private 85’ boat dock shared with only one neighboring property. The property directly fronts Sengekontacket Pond, on a 1.5-acre natural park-like setting, abutting Felix Neck Wildlife Sanctuary, a 350-acre nature preserve, which can never be developed. The 2,900 sq ft main house is comprised of 4 bedrooms, 3 full baths, a living room with vaulted ceilings, kitchen, dining room and a comfortable loft space which can be used as a den, office or playroom. All rooms open to the upper and lower mahogany decks through multiple glass French doors. The 600 sq ft Patrick Ahearn designed guest house over the 2 car-garage features a light-filled living room with a vaulted ceiling, bedroom, full bath and kitchen, with sliding doors to a mahogany deck with exterior stairs and water views. Lush gardens and beautiful landscaping surround the property. An Architectural shed with electricity, antique copper lanterns, weathervanes and an outdoor shower further enhance this charming home. Majors Cove property owners also enjoy access to the Association’s brand new private tennis/pickleball courts. This one-of-a-kind Edgartown property is for the discerning buyer seeking an all-encompassing Vineyard experience.

Welcome to this coastal chic farmhouse set in the heart of Katama, a few blocks from the Field Club, close to SOUTH BEACH and close to Edgartown Village. To be built is a four bedroom en-suite home with a heated saltwater POOL. This home sits upon a flat, beautiful parcel of land with mature trees. The facade of the home offers an inviting covered porch with free standing columns, a granite entry step, mahogany decking and shiplapped ceiling. The expansive entry foyer presents with a spectacular great room ahead. The great room offers a large lounge area with a gas fireplace and a wall of sliding glass doors leading to the outdoor entertaining and pool area. The great room opens to the dining room which features a wall of windows. The dining room flows into the gourmet kitchen which features a kitchen island that can seat at least four. From the kitchen area there is easy access to the smartly designed mudroom which offers a walk in pantry with an additional refrigerator, a half bath, laundry and closet area. Off the mudroom area is a large outdoor shower with quick access to the heated saltwater pool. The first floor hosts the primary bedroom with a luxurious bathroom featuring a soaking tub, oversized tile and glass shower, a two sink vanity. Two custom built closets are found in this primary bedroom en-suite offering plenty of storage. The second floor offers three guest rooms, each with their own private bathroom. Central to the three guests suites is a large lounge area. The exterior of the home, with its mature trees, cobblestone and pea stone driveway show off the homes architecture and is framed by its landscape. In the rear yard you experience privacy in the salt water heated pool which is surrounded by bluestone and professional landscaping. A true gem of an offering!

New Construction in Edgartown with a heated saltwater POOL, GUEST HOUSE and PRIMARY HOME, all within close proximity to Main Street, Edgartown. This gorgeous four bedroom gambrel home offers comfort and ease of coastal luxurious living. The primary home welcomes you with a two story foyer which opens to a large great room with a gourmet kitchen, with a bar area and a central island offering seating for at least four. The kitchen flows into the open dining and living room with a gas fireplace. The great room overlooks the outdoor pool and entertaining area. Off the kitchen is a large walk in laundry/pantry room. The 1st floor primary suite has easy access to the abutting private study/home office. The second floor offers an open lounge area, central to the three guest en-suites. All bedrooms have their own private bathroom. Completing the 2nd floor is a 2 laundry room. Off the 2nd floor lounge area is a set of stairs leading to the oversized 3rd floor finished space that can be used as a game room/yoga room, or additional lounge. Complimenting the primary home is the guest house which offers a 1st floor bedroom, a full bath, a kitchen, dining area and lounge area which opens to an attached deck overlooking the pool. The outdoor entertaining area offers a 15 x 30 heated, saltwater pool surrounded by bluestone hardscape and professional landscaping. Landscape and hardscape link the primary home and pool to the inviting guest house. A true compound, all within a short distance to Edgartown Village.

Village dreams come true… STUNNINGLY CRAFTED, **this four-bedroom five bath property in Edgartown Village with Garage is truly a rare find! Situated on a corner lot just two blocks north of Main Street and two blocks from the Harbor, it features walking convenience and luxury in one package. Main and second floors combine over 3,800 square feet of spacious, elegant living. The partially finished lower level abounds with an additional 1891 sf, opening even more possibilities for unique customization to suit any lifestyle. Three of the four bedrooms are en suite with all four quarters well separated, adding wonderful privacy from the next. The show-stopping central staircase with its grandeur and contour adds a touch of elegance to the home, complemented perfectly by the warmth and sophistication of the maple inlay flooring, which is comfortably radiant heated throughout all three floors. Despite its proximity to the bustling village life, the thoughtful sound-proof design allows for quiet relaxation when desired. The abundance of French doors not only brings in natural light but also seamlessly connects indoor and outdoor living spaces, enhancing the overall inviting atmosphere of the home. Overall, this superb Edgartown Village property offers exceptional location with a unique blend of charm and elegance, making it a wonderful investment for those seeking a truly special home in the highly desirable Village of Edgartown.

KATAMA RD WITH EXTRAORDINARY POOL + OUTDOOR AREA. Nestled in the heart of Katama, this stunning four-level home is thoughtfully designed for the ultimate indoor-outdoor living experience. As you step into the dramatic Living Room, you'll be greeted by vaulted ceilings, a sleek tiled linear fireplace, and a full wall of 12-foot glass doors that seamlessly open out to an expansive mahogany deck, complete with comfortable lounging and dining furniture. The open-concept Dining Room and gourmet cook's Kitchen are perfect for both intimate family meals and entertaining guests, also with a full wall of glass doors that provide a seamless transition between indoor and outdoor living. An open staircase with cable railing leads to the luxurious Owner's Suite, featuring an outdoor balcony, two walk-in closets, and a spa-like bath complete with vanity, soaking tub, and a walk-in glass shower. Descending to the lower level, you'll find a spacious TV/Family Room that opens directly out to the outdoor pool area. Additionally, two bedrooms, a full bath, and convenient laundry facilities complete this level. The outdoor living spaces are truly extraordinary, boasting a captivating gunite pool with a built-in whirlpool spa and a mesmerizing waterfall with a striking fire feature. An outdoor cabana with bar seating, two beverage refrigerators, and a 76" water-resistant TV wall offers the perfect setting for outdoor entertainment. To top it off, a sunken conversation area with a fire-pit provides the ideal spot for gathering and relaxation. This idyllic beach house has been meticulously maintained,,it is being offered with all furnishings and contents* for a TURNKEY move-in or rental-ready property for Summer 2026!

Newly renovated commercial and residential building in Edgartown. Located on N. Summer St., less than a block off Main Street, this handsome building is finishing a complete renovation. The building includes 2 commercial spaces and 2 apartments each with their separate entrances, parking spaces in the rear, and storage spaces in the basement. No detail has been missed from the new appliances, tiles, and HVAC to the copper lanterns outside and the redesigned first floor deck. This is truly a unique property with endless possibilities. There are some leases in place, those can be available upon request.

Introducing 3 Somerset Lane, one of 4 newly built residences in an exclusive new enclave in the heart of Katama. This beautifully crafted new construction home, built by respected Island builder Adam Moran Construction, showcases nearly 4,000 square feet of thoughtfully designed living space, executed with the highest level of detail, craftsmanship, and timeless Vineyard style. The residence features 4 bedrooms and 5.5 baths, with elevated interiors designed for both comfort and sophisticated entertaining. Light-filled living spaces flow seamlessly throughout the home, complemented by high-end finishes and architectural details that reflect the quality and reputation of both the builder and the developer. Outdoor living will be equally inviting with a heated 16x32 Gunite pool and open-air cabana currently underway with a target completion date of July 1st to enjoy this summer! The property also offers a spacious unfinished basement, providing the opportunity to create additional living spaces such as a recreation room, home theater, fitness studio, etc. An attached two-car garage adds convenience and functionality, completing this exceptional offering. Ideally situated between Edgartown Village and South Beach, Somerset provides easy access to the Field Club, the island’s finest dining, shops, harbor activities, and one of Martha’s Vineyard’s most beloved beaches. A rare opportunity to own new construction in a premier location. *Cover photo has been enhanced to show the property in bloom in the summer season.

Located in one of Katama’s most coveted neighborhoods, this 2.11-acre parcel offers stunning ocean views and a direct path to South Beach. Surrounded by high-end homes and just minutes from Edgartown Village, it’s an ideal setting for a custom-built retreat with room for a four bedroom residence with pool and views over the dunes. A rare opportunity to own in this prestigious coastal enclave.

NEW CONSTRUCTION: Experience modern Katama luxury in this thoughtfully designed new construction by Morgan Studio, a husband-and-wife–led boutique design firm. A turn-key offering for elevated indoor-outdoor living, the residence features soaring ceilings, a fluid floor plan with multiple gathering spaces, abundant natural light through oversized windows, and exceptional materials and finishes throughout. Every detail has been carefully considered in this modern interpretation of the Vineyard summer house. The layout centers on a private interior courtyard, envisioned as an edible garden, accessible from multiple points of the lower level. The centerpiece of the living spaces is a cathedral-ceiling great room with a wood-burning fireplace that opens to both the courtyard on one side and a 20’ by 40’ heated gunite swimming pool on the other. The great room also opens naturally into the kitchen, which features a large center island of patagonia tiffany stone, a breakfast nook, and a dedicated butler’s pantry. Bedrooms are strategically situated in separate wings, all with private bathrooms, each one uniquely designed. The primary suite is a true spa-like retreat, complete with a custom circular skylit shower and wall-to-wall travertine. The fully finished basement offers a bright, recreational space with impressive 10’ ceilings. A custom furniture package is available upon request for a truly effortless, fully turn-key purchase. Located on sunny land near Crocker Drive, the property offers convenient access to South Beach, all of Katama, and an easy connection to downtown Edgartown. An exceptional new construction opportunity in the heart of Katama. Please note: Exterior images are shown with seasonal enhancements to reflect how the landscape appears in summer.

This classic New England home is a true masterpiece of modern living. Nestled on a spacious and meticulously landscaped lot in Katama, this property offers the perfect blend of elegance, comfort, and convenience. The main house features three spacious and beautifully appointed bedrooms, each designed for relaxation and comfort. From the primary suite to the guest bedrooms, every room offers a serene retreat with ample natural light. The main living area is thoughtfully designed with an open concept layout, creating an ideal space for entertaining. A cozy fireplace and large windows enhance the ambiance, providing both warmth and captivating views of the lush surroundings. The french doors open to a deck overlooking the manicured lawn. A state-of-the-art media room, complete with comfortable seating, a large screen, and high-quality audio visual equipment. It's the perfect spot for movie nights, game days, or simply relaxing with friends and family along with a wine cellar just steps away. The carriage house features a three-car garage, providing ample space for your vehicles and storage needs including a large one bedroom and bath upstairs. Katama Bay View Road is located adjacent to Sheriffs Meadow Conservation land and public access to Katama Bay. Conveniently located near South Beach, one of Martha's Vineyard's most beautiful and sought-after beaches.

Nestled in the prestigious Field Club, this extraordinary five-bedroom compound epitomizes luxurious island living. This residence exudes timeless elegance and modern sophistication. Upon entering, the foyer sets the tone with a warm and inviting glow. The main level boasts an open-concept layout, featuring a gourmet chef's kitchen adorned with top-of-the-line appliances, granite countertops, and custom cabinetry. The five spacious bedrooms are thoughtfully positioned throughout the home, providing unparalleled privacy and comfort. The main house features four private bedrooms with three full bathrooms and private balconies. The fifth bedroom is housed over the detached two-car garage. The detached two-car garage not only provides ample storage for vehicles but also features a private one-bedroom suite above, perfect for accommodating guests or serving as a tranquil home office space. The meticulously landscaped grounds are a true masterpiece, featuring a sparkling pool surrounded by a flagstone patio complete with an outdoor dining area and fire pit, making indoor and outdoor living seamless. This property offers both tranquility and convenience. Just moments away from the charming shops and restaurants of downtown Edgartown, and a short distance from the island's pristine beaches. A well rounded offering that should not be overlooked!

The historic Captain Ellsworth West House is a landmark property in the very heart of downtown Edgartown, offering an extraordinary combination of history, charm, and modern luxury. Just steps from Edgartown’s celebrated restaurants, galleries, shops, and harbor, this rare estate provides both the convenience of in-town living and the privacy of a graciously designed compound. The main residence spans more than 5,800 square feet and has been beautifully renovated over the years, blending contemporary updates with the timeless character of its historic architecture. On the first floor, an updated kitchen with a spacious pantry overlooks the pool, and flows into a welcoming living room anchored by a fireplace. The main living areas also include a more formal dining room with its own fireplace, and an elegant living room where French doors open to a covered porch. From here, sweeping views of the lush lawn and rows of hydrangeas create a quintessential Vineyard setting. Two staircases lead to the second floor, where the primary suite serves as a private retreat, complete with walk-in closets, an additional wardrobe closet, and a spa-like bath featuring a soaking tub. Two additional bedroom suites, each with private baths, along with a comfortable office space, complete this level. A third floor provides further accommodations with an additional bedroom and full bath, ideal for guests. The lower level is equally impressive, featuring a wine cellar, media room, guest bedroom, full bath, and laundry room. The property extends well beyond the main residence. A carriage house with a one-car garage provides additional storage and guest quarters and an expansive driveway accommodates ample parking rare for Downtown. The pool and spa form the centerpiece of the outdoor living space, surrounded by newly installed stone hardscape that adds elegance and durability. Adjacent to the pool, a thoughtfully updated cabana offers a kitchenette and half bath. Above the cabana, a recently renovated guest suite features a spacious bedroom and full tile bath, giving visitors a private and comfortable retreat. A remarkable property that embodies the very best of Edgartown living.

Refined, timeless, and unparalleled, 43 Peases Point Way South effortlessly blends warmth, elegance, and sophistication to create a truly distinctive living experience in one of Edgartown’s most coveted locations. Designed by celebrated architect Patrick Ahearn, this exceptional residence is just a short stroll from historic Main Street. From the gated arbor entry and tranquil courtyard to the thoughtfully curated interiors and unique floor plan, every detail reflects impeccable craftsmanship and intentional design. The outdoor living space is equally remarkable, featuring a heated saltwater pool, a sunken fire pit, and a show stopping custom glass wall feature. With a strong, proven rental history, this luxurious retreat offers both investment potential and flexibility for today’s discerning buyer. A rare and refreshing opportunity in the heart of Edgartown Village.

Thirty-eight (38 acres) of available land in Edgartown! This is a truly extraordinary and increasingly rare opportunity to own thirty-eight (38) acres of contiguous land in Edgartown. Come create a landmark estate or private compound in one of Edgartown’s most sought-after locations. Perfectly positioned between the charm of Edgartown Historic Village and the sweeping sands of South Beach and moments from Edgartown Great Pond. This premier parcel offers an unparalleled setting for a world-class residential retreat. The property’s scale and configuration present exceptional development potential, the creation of a substantial main residence complemented by guest accommodations, recreational amenities, and expansive outdoor living spaces. Whether envisioned as a generational compound or a singular statement estate, the land provides the flexibility to bring a sophisticated vision to life. Surrounded by prestigious homes and natural Vineyard beauty, the setting offers both privacy and proximity, close to harbor access, Edgartown Great Pond, fine dining, boutiques, and some of the island’s most celebrated beaches. Opportunities of this caliber, combining estate-scale potential with such a coveted location, are exceedingly rare and highly prized. An offering of this distinction is seldom available. This is an exceptional canvas for the discerning buyer seeking to establish a lasting presence in Edgartown.

Set within the historic fabric of Edgartown Village, 14 Thayer Street is a property of uncommon scale and quiet distinction. Occupying a 0.62-acre parcel, rare for this in-town setting, the grounds offer a sense of space and privacy just moments from the harbor and village center. The residence is attributed to Frederick Baylies Jr., the builder of the Whaling Church, and reflects the enduring architectural traditions that define Edgartown. With five bedrooms and five baths across more than 3,100 square feet, the home is both comfortable and unpretentious, suited to long summer stays and informal gatherings. Mature landscaping and open lawn frame the house, lending a sense of seclusion that is increasingly difficult to find within the village. Properties of this scale and provenance seldom come to market, offering a measured opportunity to steward a piece of Edgartown’s architectural legacy.

This expansive historic compound in the heart of Edgartown village offers the perfect blend of old-world charm and modern luxury. Just steps away from Edgartown’s finest restaurants and shops, this stunning property has been completely renovated by Stern McCafferty Architecture + Interiors, showcasing a harmonious balance of contemporary design and traditional architectural details. Upon entering, you'll be greeted by a sophisticated interior with open-plan living spaces designed for easy entertaining. The main level features sleek modern furnishings, flowing from the kitchen and dining area through French doors to a beautifully landscaped outdoor patio, ideal for al fresco dining and relaxation. Beyond the patio, a lush lawn and manicured gardens surround an impressive 42' x 18' swimming pool, creating a true outdoor oasis. The second level houses four spacious bedrooms, including a luxurious primary suite with an office, ensuite bath, and a private deck overlooking the pool. The third floor offers a large sleeping area with six twin beds, a full bath, a game area, and French doors leading to a sun-drenched deck. Perfect for family living or hosting guests, this home combines historic character with the finest modern conveniences. Located on North Water Street, this light-filled property is an exceptional opportunity to own a one-of-a-kind retreat in one of Edgartown’s most desirable locations.

Edgartown Village Compound with Harbor Views: Positioned in the heart of Edgartown’s historic district, 114 North Water Street is a newly complete, move-in-ready property offering views of Edgartown Harbor. A rare combination of scale, craftsmanship, and location. The offering includes eight bedrooms and seven-and-a-half baths across three thoughtfully designed structures: a six-bedroom, five-and-a-half bath main residence, a one-bedroom guest house with full kitchen, and a two-car carriage house with additional living quarters. The property features a private backyard oasis with a 16' x 32' saltwater pool, spa, and pool cabana—an exceptional outdoor setting in Edgartown Village. With furnishings and window treatments included, the home is ready for immediate enjoyment. 114 North Water Street represents a turnkey Edgartown Village estate offering the scale, amenities, and setting that are seldom available in this iconic location.

A rare legacy offering in the heart of Edgartown Village, this extraordinary in-town compound is among the largest of its kind on Martha’s Vineyard. Originally built in 1835 and masterfully renovated by renowned architect Patrick Ahearn, the estate seamlessly blends historic character with refined modern luxury. Just moments from Edgartown Harbor and the island’s premier dining and shopping, the property spans two lots and features an exceptional compound with 10 bedrooms and 14 baths. Designed for both elegant entertaining and comfortable everyday living, the main residence showcases refined architectural details and modern technology throughout. Beautiful oak floors run across the home, complemented by sophisticated hardware, premium appliances, and walls finished in classic nickel board. A gracious living room with fireplace opens to a patio with retractable screens, creating effortless indoor-outdoor flow. The chef’s kitchen is impeccably appointed with dual dishwashers, a plumbed Miele coffee bar, refrigerator drawers, and a wine refrigerator. A custom brass and glass bar, complete with an ice maker and refrigerated drawers, can easily convert into a secondary kitchen. Two private bedrooms with en-suite tile baths anchor opposite wings of the main level, offering privacy and balance. The main floor also includes a secondary living room with a gas fireplace, an elegant dining room wrapped in seagrass wallpaper, a generous walk-in pantry, and a spacious mudroom. Upstairs, a spectacular primary suite serves as a retreat with a private balcony and two spa-inspired full baths. Three additional en-suite guest rooms and a spacious laundry room complete the second floor. The third level features a charming nautical-themed bunk room with four built-in beds and a full bath. The finished lower level includes two bedrooms with en-suite baths, a media room, wine cellar, and additional laundry. Beyond the main house is a beautifully finished two-car garage with brick floors and wood-paneled walls. The carriage house above offers a private guest suite with a balcony overlooking the pool. Lush hydrangeas surround a resort-style pool and spa, complemented by a built-in grill, firepit, and a fully equipped cabana with kitchenette, half bath, laundry, and climate control. This Edgartown estate offers rare privacy, scale, and sophistication just steps from Main Street. An iconic Martha’s Vineyard property reimagined for modern coastal living.