Single Family Homes for Sale in Dukes County, MA

Home for Sale

The Perfect Package - If ever there was a property that truly delivers - here it is! With ease of location, systems and well planned spaces this expanded home offers abundant lifestyle comforts. Set back from the street, with a welcoming front entrance that reveals years of care and attention to details - blending luxury and coziness. RECENT UPGRADES include; Central AC, new windows, plantation shutters throughout, oak flooring on both levels, new exterior doors including rear slider to the expanded deck. This FOUR bedroom year 'round property is serviced by town water and town sewer allowing for permitted expansion up to 6 bedrooms. The 2019 built garage and rear patio balances this delightful offering. Front to back there's a lot to love about this Island Grove home with easy access to Katama, South shore beaches, Edgartown village as well as up island along the West Tisbury Road. Nearby amenities capture foodies and outdoor adventurers alike; Morning glory farmstand, Katama general

Home for Sale

Luxurious Living In Edgartown Village -

Home for Sale

68 Shawanue has been enjoyed by the same family since it was lovingly built in 1975. A seasonal home near public access to Lagoon Pond and proximity to the bike path, Oak Bluffs Center, the Sailing Camp, and Farm Neck Golf Club. The home features three bedrooms, a full bath, an open living room + eat-in kitchen. The enclosed porch off the living room + the deck off the kitchen offers additional indoor/outdoor gathering space. A full unfinished walk-out basement completes this property. Enjoy the home as it has been for many years or create your own Vineyard vibe! There is potential for two 3-bedroom conforming lots based on the existing lot configuration. The existing cesspool passed inspection. Per the Oak Bluffs Board of Health, an upgrade is required. The Seller will provide a BOH-approved 3-bedroom septic plan and will contribute $25,000 at closing to the execution of the new Title V compliant system and elimination of the old cesspool. The property is being sold as-is.

Home for Sale

Move-in ready. Don't miss this summer! Full dormered Cape situated on a quiet dead-end street. Nicely landscaped with flowering trees, white post rail fence in front and privacy fence, side & back. Within walking distance to beaches, hospital, downtown Oak Bluffs, library, parks, and more. Features an open living concept family room, sunny kitchen and dining area with access to a large private exterior deck, perfect for summer entertaining. A first fl. office with double closet could also be used as a game room or bedroom with adjacent new bath. Off the bright inviting front entry is a large formal living room with a double closet. Upstairs, the spacious front to back primary bedroom boasts a huge walk-in closet and full en suite. Also upstairs, 2 more roomy bedrooms with shared Jack-&-Jill full bath. Recent updates include new 1st fl. bath, roof, skylights, cedar trim, front porch - over $30K in improvements. Full dry basement/workshop. Plenty of parking. Great location, don't wait

Home for Sale

Privately sited in a quiet neighborhood on Oakdale Drive, abutting Edgartown Golf Club, this property offers a bright and spacious cathedral ceiling 1-bedroom, 1.5-bath home and a charming 1-bedroom, 1-bath cottage. The location is ideal with proximity to the bike path, State Beach, and the Village. The home features an open floor plan with beamed ceilings, skylights, and sliders to an expansive deck for extended outdoor entertaining. The cottage also embraces abundant natural light, with a vaulted ceiling and 2 sets of slider doors to a private deck, patio, and outdoor shower. Being sold furnished except for some personal items, this offering is a rare opportunity not to be missed. The septic system did not pass the Title V inspection. Sourati Engineering Group has been engaged to design and obtain Town approvals for a three-bedroom sewerage disposal system. Seller will contribute up to $20,000 at closing to the repair/execution of the Title V compliant system.

Home for Sale

30 Hillside Path, Vineyard Haven. Retreat from a hectic world. This stylish yet comfortable three bedroom home welcomes you with soaring cathedral open living spaces, charming wood planked ceilings and gleaming hardwood floors, expansive decks and patios. Outside enjoy protected woodland views of Brightwood Park, Sheriffs Meadow Reservation and trail to the Lagoon overlook. Enjoy the comfort of a sunny main level bedroom and bath, inviting 2nd floor primary bedroom w/luxurious tiled bath and an additional bedroom and bath. Your home away from home is equipped with two kitchens, each serving outdoor entertainment areas and is well equipped including Sub Zero refrigerator, Bosch cooktop, double drawer dishwashers, double ovens, pantry & islands and more. The walk out lower level contains a complete spacious living area with double sliders, second laundry, second kitchen and dining and living room and half bath, perfect for family and guests. Great for casual get togethers & cookouts.

Home for Sale

This cape style home offers numerous gathering spaces for multi-generational living. The open kitchen/dining floor plan flows seamlessly into the cathedral ceiling family room which showcases a fireplace surrounded by stone. An additional first floor living room offers two separate seating areas. Both first floor living rooms sport french doors that lead to an inviting outdoor living space of decking, patio, garden views and an outdoor shower. There is a first floor and second floor primary suite. There are two additional guest bedrooms, with the capacity to expand with up to seven bedrooms. The first floor primary en-suite has a soaring cathedral ceiling and french doors that lead to outdoor decking. A lower level partially finished basement area offers two finished lounge areas, a laundry room and a large unfinished area for extra storage.

Home for Sale

Stunning sunsets await. This quintessential bungalow style Vineyard home has been lovingly maintained and enjoyed by the same family for close to 100 years. Built in 1933, the main house includes three bedrooms, two full baths and hardwood floors throughout. The spacious living area boasts high ceilings, stone fireplace, and expansive water views. Summer days and nights are well spent under the covered porch. Watch the ferries come and go and delight in the dazzling colors of the setting sun. Recent renovations include raising the house and the pouring of a foundation offering an additional 930 square feet of lower level living area. Experience true Vineyard living at its best, just steps away is easy access to the Lagoon with clamming, swimming, and boating. Bring your vision to the open and airy studio/ bunkhouse that is included in this offering at 60 Bay View Avenue and features the same wonderful vistas. Two unbuildable lots abut this property so you will never lose sight of the b

Home for Sale

Stylish Beach House Near Long Point Beach And Wildlife Refuge - Located on a spacious 1.8-acre parcel near Long Point Beach and Wildlife Refuge, this fully renovated and meticulously maintained beach house offers a fresh, coastal vibe and a soothing palette of seaside-inspired colors. Both the Living and Dining/Kitchen areas open onto sunny outdoor decks, perfect for alfresco dining, entertaining and relaxation. This property is also ideally located near the bicycle path and numerous nature trails -- and offers convenient access to Up-island towns as well as all three Down-Island villages for shopping, restaurants and more. The property was fully renovated from top to bottom in 2013 and the owners have done continuous upgrades since. The finished partial basement offers an additional 400+ square feet of finished living space that is ideal for a Family/Media Room, and which expands the total finished living space to nearly 1,900 square feet. Property is being offered Turnkey.

Home for Sale

Privacy and quiet define this immaculate home near Lamberts Cove beach in West Tisbury. Set in Longview, on a 1.7 acre parcel adorned with stone walls, tall oaks and mature pines, this bright and airy post and beam home is perfect for seasonal or year-round use. Inside, the feel is warm and inviting, with wide-plank hardwood floors, pickled wood beams and paneling, and soaring high ceilings. The floor plan offers a connected living room, dining room and gourmet kitchen, along with the primary bedroom, on the first level, with additional bedrooms and a loft on the second floor. The basement is fully finished as well and is perfect as a rec. space or for overflow guests. There is forced air heating and AC by gas, plus a soapstone wood stove for extra comfort. Brand new roof in 2022. The grounds of the property are accented beautifully by plantings, hardscape with stone walls and a bow-roof outbuilding. Numerous walking trails are nearby, along with access to Lambert''s Cove beach.

Home for Sale

Tucked away on peaceful Pine Tree Lane along Vineyard Havens outer harbor, sits this comfortable four bedroom home, finished lower level and large private yard with mature trees and plantings. Located in a fabulous, well established West Chop neighborhood, you are just steps to Grove Street town beach. This classic ranch-style home had many renovations by former owner, including kitchen, bathrooms, new roof and boiler. Other improvements completed in 2020 were new cedar shingle siding, all windows and trim, garage door, hardwood floors throughout, central A/C, and new driveway. The main level features a living room with wood-burning fireplace, updated kitchen, primary with en-suite bath, and two additional bedrooms which share a bath. The lower level offers an additional 1000 sf of living space including a family room, bedroom and full bath. Located just one mile from town, it is an easy walk to the yacht club, library and all that Vineyard Haven has to offer. Home is move-in ready.

Home for Sale

EAST CHOP Oak Bluffs ~ a rare opportunity! You cannot beat this location with easy access to the ferry ports, beaches, public launch, the East Chop Beach Club, and bustling downtown activities where you can enjoy plenty of shopping and restaurants. This single-story home offers two bedrooms, a full bath, and an open kitchen and living/dining room, with enough yard for outdoor entertaining. Dont miss out on a great chance to own a piece of the rock, in a sought-after neighborhood. Bring your vision and inspiration and create a fun and fabulous year-round or getaway Vineyard home. Offered in "as is" condition.

Home for Sale

Within a five-minute drive of downtown Oak Bluffs, this cheerful saltbox "tree house" is just the right environment for your year-round, secondary or income-producing home. The lofty living area is awash in south-facing light with skylights and double sliders opening to a sweeping outdoor deck. A sleek in-wall gas fireplace adds an extra touch of atmosphere. A convenient first-floor bedroom, currently appointed as a den, has its own bright sliders to the deck, plus en suite bath. Updates since 2018: a gleaming white-and-stainless kitchen with quartz countertops, modern easy-care flooring on the first level, new roof, on-demand hot water system and new furnace. Just add AC condenser! On the second level, two bedrooms, one with private outdoor balcony, share a full bathroom. A Juliet balcony overlooks the living area. Your sky-lit bonus loft is perfect for spillover living space. Create even more living space in the unfinished basement. An "as is" sale. Furnishings included.

Home for Sale

NEW CONSTRUCTION OPPORTUNITY!! Introducing a magnificent residence offering an unparalleled combination of elegance, comfort and coastal charm. Located a short ride/walk on the bike path or drive (2 miles) to the premier restaurants and chic shopping boutiques of Edgartown Village. Enjoy fresh organic produce from nearby Morning Glory Farm and relax on pristine local beaches. You will be captivated by beautifully landscaped grounds. Inside, this custom built home offers an open-concept, thoughtfully designed floor plan blending a gourmet chef's kitchen, living room and dining area. First floor owner's suite with luxurious bathroom, mudroom, laundry and powder room finish off the first floor. The second floor offers two additional ensuite bedrooms with private baths, game room/loft area and additional laundry area. Enjoy additional outdoor spaces with a covered front porch, rear deck and mahogany outdoor shower. Gunite Pool (18x42) with an expansive bluestone patio adorn the backyard.

Home for Sale

Contemporary Katama Beach Retreat. Listen to the sounds of the ocean from this sun-filled retreat near South Beach. Perfectly designed for casual indoor-outdoor living, this property features an open-designed Great Room with vaulted ceilings, skylights, a wood-burning fireplace and large sliding glass doors that open out onto a spacious wraparound deck . . . perfect for morning coffee, alfresco dining or lounging in the sun with a book with the sounds of the ocean nearby. The property features an updated kitchen with granite countertops and stainless appliances. The expansive yard includes offers the possibility to add a pool or garage. Located just a short bike ride or 10-minute stroll from South Beach, this home is being offered turnkey with all furnishings and contents and rental history. The unfinished lower level offers expansion potential for a Media/Game Room and more! This property can be enjoyed as-is or transformed with your signature style!

Home for Sale

This lovingly maintained four-bedroom Saltbox, set on .95 acres, has been recently renovated and is move-in ready. The location is ideal ~ located on a quiet street off the bike path, with easy access to State Beach and downtown Edgartown, where you can enjoy some of the finest shopping and dining on the Island! The spacious open-concept floor plan with vaulted ceilings includes a living room with a fireplace, dining room, and kitchen with a breakfast bar for casual dining. Large windows, two skylights, and three sets of sliders that lead to a new wrap-around Azek deck create a welcoming abundance of natural sunlight throughout the house. The primary bedroom, a second bedroom, and a shared full bath are situated at the back of the main floor. A balcony hallway with a creative desk space at the end is on the second floor, with two additional bedrooms and another shared full bath. Being sold partially furnished, this offering is a must-see!

Home for Sale

TOWER RIDGE - explore this charming community in a central Oak Bluffs location. Inside this home you will be greeted by a comfortable and inviting living space featuring a majestic double-sided stone fireplace.The well-designed layout permeates every room seamlessly combining functionality with style, offering a perfect balance for daily living and entertaining.Step outside and discover the expansive lot a canvas for your outdoor aspirations. Whether you envision lush gardens, outdoor gatherings, or simply enjoying the tranquility of nature, this property provides the perfect backdrop.You'll enjoy easy access to local amenities, such as hiking trails, Farm Neck Golf Club, restaurants, ferries and the beach! Embrace the opportunity to make this your new home where comfort and serenity converge in perfect harmony. Home is being sold 'as is.'