1,855 houses for sale in Dukes County

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

Perfectly situated on Nashaquitsa Pond, this charming two-bedroom cottage offers sweeping views of Quitsa and Menemsha Pond from a rare vantage point few properties can match. The cottage includes private beach rights to Short Beach and dock access for a mooring. Inside, hand-painted floors and a warm, unpretentious interior reflect the authentic character of Old Vineyard - a property that has brought multiple families together over generations of summers. For those seeking an authentic connection to the Vineyard's natural beauty and storied past, this is a rare and remarkable find

Here is your opportunity to own a charming Cape close to beaches, the bike path and plenty of dining and shopping options. This home features wide plank wood floors on the first level and a full unfinished basement for storage and potential additional living space. Second level has two spacious bedrooms with cathedral ceilings and ample natural light. Rooftop widow's walk provides panoramic views. 3 bedroom septic has passed Title 5 inspection. This home is being offered as-is

Set on 60 acres along one of the most private and unspoiled stretches of Atlantic coastline in Chilmark, this exceptional estate offers a rare combination of scale, privacy, and enduring coastal beauty. With over 800 feet of direct ocean frontage, the property commands expansive views while maintaining a true sense of seclusion, an increasingly scarce offering on Martha's Vineyard. A gated drive winds through scenic farmland and open fields, running along the edge of Quenames Cove before arriving at your own white sand beach and the Atlantic Ocean. The setting is defined by open land and natural surroundings, creating a sense of space, privacy, and uninterrupted views. The compound consists of five thoughtfully crafted structures. The original 1842 Farmhouse has been meticulously restored and fully modernized, preserving its original character while introducing thoughtful updates, modern systems, and high-quality finishes. A detached structure offers flexible space for a gym or additio

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. C

Turnkey Katama Home-Beautifully furnished and move-in ready, this updated coastal retreat offers relaxed Island living with a strong rental history and effortless ownership. Outdoor highlights include a 19-foot heated swim spa and Jacuzzi set on an expansive wood deck, an outdoor shower, bluestone fire pit patio, multiple lounging spaces, decks, and wooded privacy for serene entertaining. Inside, the light-filled kitchen, living and dining area features cathedral ceilings, stainless steel appliances, granite countertops, and modern finishes. Recent improvements include a new roof, renovated bathroom, new maple flooring, refreshed interior, and updated landscaping. The thoughtful layout includes a primary bedroom with private balcony, two first-floor bedrooms with a shared full bath, and town sewer allowing expansion up to six bedrooms. Ideally located near South Beach and just minutes to Edgartown Village and Morning Glory Farm, this is a rare opportunity in a sought-after neighborhood

Experience the timeless beauty of Martha's Vineyard from this luxurious waterfront retreat where the landscape feels so effortlessly connected to daily life. This property embodies understated luxury and timeless design, featuring a meticulously crafted stone residence and guest house. The setting overlooking Edgartown Great Pond has a sandy pond beach and deeded access to the pristine Atlantic Ocean Beach. Ospreys and redtail hawks soar overhead in this naturalized setting that is only 13 minutes to Edgartown village or the MV airport, yet a world away. This is a rare combination of privacy and proximity. An opportunity to own one of the Vineyard's most distinctive properties. The home was thoughtfully designed to embrace its exceptional surroundings; the residence is filled with natural light and enjoys beautiful water views. Custom floor to ceiling sliding doors invite the outside in. Spacious interiors flow easily to inviting outdoor living spaces, enhanced by a swimming pool, walk

An iconic retreat in Chilmark, this totally renovated beach house captures sweeping views of the Atlantic Ocean, Stonewall Beach, and Stonewall Pond. The design honors the timeless simplicity of its coastal setting with elegant, understated finishes that allow the extraordinary vistas to take center stage. Designed for effortless indoor-outdoor living, the home's light-filled spaces open to expansive outdoor areas, inviting you to spend your days moving between the comfort of the house and the beauty of the surrounding shoreline. Nearly every room frames breathtaking ocean vistas, creating the feeling of living within a constantly changing work of art. From sunrise over the Atlantic to spectacular sunsets and star-filled skies, every moment here is unforgettable. In the evening, unwind in the hot tub on the courtyard patio, where rising steam meets the night air and the sounds of the ocean provide the perfect backdrop for reflection after a day spent enjoying the sun, surf, and sea. Co

Perched atop Fulling Mill Hill this distinctive contemporary main house plus guest house offers mid-century charm and a serene retreat set on 3.3 acres of mature oak and beech forest and bordered by an ancient stone wall. Designed by renowned Yale School of Architecture Dean Paul Mitarachi, the main house features a striking circular entryway framed by mature Asiatic gardens. Step inside to discover a custom circular staircase with dramatic floor to ceiling windows, leading to the upper living area flooded with natural light from the wall of south-facing windows. The living area with high ceilings and woodstove is a comfortable place to congregate, while the kitchen and open dining areas lend themselves to modern day living. Glass sliding doors open onto a spacious 2nd story deck giving the entire living space an intimate relationship with the outdoors. On the first floor there are three total bedrooms; two bedrooms sharing a full bath plus a primary bedroom with a full bath en-suite.

Perfectly positioned along the serene shores of Katama Bay, this property offers a front-row seat to nature's grandeur. Residents will revel in sweeping, 180-degree vistas where the tranquil waters of the bay meet the dramatic horizon of South Beach and the Atlantic Ocean. As you enter the property from Edgartown Bay Road, the home's timeless architecture and expansive front lawn make an unforgettable first impression. Inside, the home features a bright and airy open-concept layout that seamlessly blends the living, dining, and kitchen areas, all enhanced by the dramatic big sky, big water setting. Spanning three levels, the residence offers 4 bedrooms, 3 full bathrooms, and a spacious family room. Nearly every room captures breathtaking water views, creating a true connection to the surrounding coastal landscape. Step outside to the backyard lawn and follow the wooden boardwalk to your own private sandy beach. Whether launching a kayak or paddleboard for a day exploring Katama Bay

Perched atop Fulling Mill Hill this distinctive contemporary main house plus guest house offers mid-century charm and a serene retreat set on 3.3 acres of mature oak and beech forest and bordered by an ancient stone wall. Designed by renowned Yale School of Architecture Dean Paul Mitarachi, the main house features a striking circular entryway framed by mature Asiatic gardens. Step inside to discover a custom circular staircase with dramatic floor to ceiling windows, leading to the upper living area flooded with natural light from the wall of south-facing windows. The living area with high ceilings and woodstove is a comfortable place to congregate, while the kitchen and open dining areas lend themselves to modern day living. Glass sliding doors open onto a spacious 2nd story deck giving the entire living space an intimate relationship with the outdoors. On the first floor there are three total bedrooms; two bedrooms sharing a full bath plus a primary bedroom with a full bath en-suite.

This classic New England home in Katama offers a refined blend of timeless architecture and modern comfort, set on a spacious, beautifully landscaped lot. The main house features three well-appointed bedrooms, including a light-filled primary suite and inviting guest rooms designed for comfort and privacy. The open-concept living area is ideal for entertaining, highlighted by a cozy fireplace and large windows overlooking the manicured grounds. French doors lead to a deck perfect for outdoor dining and relaxation. A state-of-the-art media room with plush seating and a large screen provides the ultimate space for movie nights or game days, with a wine cellar just steps away. The carriage house includes a three-car garage with a spacious one-bedroom apartment above. Located beside Sheriff's Meadow Conservation land with public access to Katama Bay, and just minutes to South Beach and downtown Edgartown

Martha's Vineyard has many wonderful properties but only a few are irreplaceable. Menemsha Harbor is authentic and irreplaceable and this property, Topmast, is the highest and most spacious lot with lovely yard and rare privacy. Topmast was designed and built by master craftsmen in 2016 with unusual quality and care and only occupied a few days each year so virtually brand new. Included close by is a 37+ ft end dock space with 4+ ft low tide draft which makes Topmast arguably the finest Menemsha Harbor home and property. The breathtaking 180 degree views of Menemsha Harbor, Village and Pond, the Aquinnah coastline and Lighthouse and Elizabeth Islands are only rivaled by the dramatic sunsets year round. Topmast is unique as a family home or a special addition to a grand property. (see great video on LINK and Tea Lane web page)

This Greek Revival style home blends timeless architecture with a bright, modern open floor plan, all presented in impeccable condition. A welcoming front foyer leads into a beautifully appointed kitchen featuring high-end appliances, a large center island, and seamless flow into the dining and living areas. The living room is anchored by a fireplace and filled with natural light throughout. French doors open to a covered porch with a striking stone fireplace, overlooking a meticulously landscaped backyard with multiple patios-perfect for outdoor entertaining. Upstairs, the second floor offers a spacious primary suite complete with a private sundeck, along with two additional ensuite bedrooms and laundry room. The finished lower level adds exceptional versatility, featuring two additional bedrooms, comfortable sitting area with TV and a generously sized laundry space. A detached barn at the rear of the property includes a full basement and bathroom, as well as a large deck-ideal for a

A rare offering of extraordinary scale and architectural significance, this 22-acre Martha's Vineyard estate represents a category of ownership seldom available on the Island. Designed around privacy, natural beauty, and enduring craftsmanship, the living spaces encompass more than 9,500 square feet across multiple thoughtfully designed structures, creating an unparalleled setting for multigenerational living, private retreats, or legacy ownership. Altogether, the compound offers 11 bedrooms and 13 bathrooms across its collection of residences and guest accommodations. At its heart is the Robert A.M. Stern-designed main residence-an architectural work by one of America's most celebrated architects, whose residential designs are prized for their timeless elegance and lasting value. Complementing the estate is the architecturally striking Pond House, completed in 2021, featuring cathedral ceilings, exposed beams, shiplap detailing, a dramatic stone fireplace, screened porch overlooking t

Great Point is an unprecedented coastal estate encompassing a total of ~32 acres and 5 individual parcels within the coveted 200-acre Herring Creek Farm, just minutes from Edgartown Village and Harbor. This extraordinary property offers location, scale, privacy, and natural beauty, with architecturally significant residences and the rare opportunity to create three additional homes. More than 2,500 feet of private shoreline frame pristine waters, sweeping Atlantic Ocean views, and a private walking path to the South Shore's miles of unspoiled sandy beaches. Mature trees, open pastures, organic gardens, and a protected waterfront setting create one of Martha's Vineyard's most remarkable landscapes. Recently completed residences blend natural materials, expansive walls of glass, and exceptional craftsmanship, creating a seamless connection between architecture and nature. Great Point offers a multi-generational coastal compound in a setting that could not be replicated today

Welcome to your coastal retreat in sought-after Sengekontacket, offered fully turnkey and ready to enjoy from day one. This light-filled contemporary home blends comfort, style, and exceptional community amenities in one of Martha's Vineyard's most desirable central Island locations. Designed with soaring vaulted ceilings and oversized windows, the home is flooded with natural sunlight throughout. The first floor features three spacious bedrooms and a full bath with double vanities, while warm oak and maple flooring pair elegantly with custom cherry staircases and built-ins. The open-concept second level creates the perfect gathering space for entertaining and relaxed coastal living. The kitchen, dining, and living areas flow seamlessly together and open through three sliding doors onto an expansive sun-drenched deck - ideal for alfresco dining, morning coffee, sunset cocktails, or summer entertaining. The private primary suite offers its own slider to the deck, along with a spa-like e

A rare legacy offering in the heart of Edgartown Village, this extraordinary in-town compound is among the largest on Martha's Vineyard. Originally built in 1835 and masterfully renovated, it blends historic character with refined modern luxury just moments from Edgartown Harbor, dining, and shopping. Spanning two lots, the property features 10 bedrooms and 14 baths, designed for elegant entertaining and everyday living. The main residence showcases oak floors, nickel board walls, premium appliances, and seamless indoor-outdoor flow with a screened patio. The chef's kitchen includes dual dishwashers, a Miele coffee bar, and wine storage, while a custom bar can convert to a secondary kitchen. Highlights include multiple living areas, en-suite bedrooms, a luxurious primary suite, bunk room, and a finished lower level with media room and wine cellar. Outdoors, a pool, spa, cabana, and carriage house create a private coastal retreat

Hidden Cove Gem with Serene Pond Views And Coveted Water Access - Located in the desirable Hidden Cove enclave-a 65+ acre water-access community-this inviting contemporary home offers privacy and high-end finishes with direct access to Sengekontacket Pond and Nantucket Sound. Community amenities include a private boat dock, walking trails, pickleball and tennis, all near Oak Bluffs. The sun-filled interior features a living room with vaulted ceilings, a wood-burning fireplace, and floor-to-ceiling windows. The chef's kitchen is appointed with stone countertops and Dacor(R) appliances. The second-floor primary suite boasts a private balcony with pond views and a stylish en suite bath. The garden level provides additional bedrooms and a bonus space with a Murphy bed. Outside, enjoy a bluestone terrace and two levels of decks overlooking a private yard. This move-in-ready home is offered fully furnished with over $80,000 in 2026 summer rental income already secured

Perched on an elevated half-acre lot, watch horses graze at Sweetened Water Farm from the front porch. This 3-bedroom, 3-bath Edgartown home is situated in a coveted location - less than a mile to Main Street. Easy access to the bike path, close to Morning Glory Farm, Great Pond, and South Beach. Renovate, expand, or reimagine. A connection to town sewer would unlock the potential for SIX BEDROOMS, a rare and valuable advantage in Edgartown. Whether a year-round residence or a summer retreat, this is your chance to create something truly special on Martha's Vineyard