Recently Sold Chilmark, MA Homes

Long Point Beach Retreat - Privately set on 1.6 acres in the highly-coveted Long Point area of West Tisbury, this reverse style beach house is an idyllic island retreat. The open-designed Great Room features vaulted ceilings and a wall of sliding glass doors that open out to an expansive deck, perfect for indoor-outdoor summer living and entertaining. There are also screened porches on both

Wendy Harman Compass

LUXURY PROPERTY AUCTION: BID 11-24 APRIL. Listed for $14M. Starting Bids Expected Between $4M-$7M.Perched high on a hill, this Martha's Vineyard estate offers unparalleled privacy and commanding views of the Atlantic Ocean and Chilmark Pond. Designed by renowned architect Rick Sundberg and crafted by master builder Andrew Flake, this three-parcel residence harmoniously blends contemporary

Alyssa Halisky Wallace & Co. Sotheby's International Realty

Two peaceful acres on coveted Lamberts Cove Road with access to Lamberts Cove Beach and proximity to West Tisbury Center and Conservation Land. This property boasts mature plantings, various trees, and much Mother Nature offers, including a small pond. The home has been completely renovated and enjoys hardwood floors, skylights, a wood stove, and other special features such as antique

Stephanie Roache Donnelly + Co.

This Recently Constructed Carriage House in Vineyard Haven is the epitome of thoughtful planning with custom details and exceptional finishes throughout. The sunny second level has an open floor living and kitchen area with vaulted ceilings. Highlights include a farmer's sink and quartz countertops. There are two bedrooms, one is ensuite and both have been outfitted with California style

Carol Shore Donnelly + Co.

With easy access to the West Tisbury Village, this lovely 4 bedroom, 3.5 bath home is privately sited on 1.4 acres overlooking a protected pasture. Many nice features include open living spaces, a well equipped kitchen with stainless steel appliances, a center island and granite. The sun-filled great room with oversized windows offer peaceful views of the meadow, a cathedral ceiling and sliders

Brenda Galligan Karen M. Overtoom R.E.

Lamberts Cove Beach access, first and second floor water views, and a warm and inviting home in a private West Tisbury location - that is what is on offer here. The home was recently upgraded with a new kitchen and bathrooms. The primary bedroom suite has even better views than those from the first floor. The walkout lower level is a two bedroom suite with full bath, sitting area, kitchenette,

Mark Jenkins Wallace & Co. Sotheby's International Realty

Discover the perfect blend of comfort and character in this delightful bungalow nestled in the heart of historic Chilmark. Surrounded by scenic landscapes and the serene beauty of Martha's Vineyard. This home will require substantial renovations and improvements or explore possibilities of a complete renovation. This property could be your idyllic escape and is less than a mile from Menemsha

SERENE & PRIVATE WEST TISBURY PROPERTY - Down a country lane off West Tisbury Road, this 1.55 acre property is a serene location for a vacation or year round home. Set on a knoll with established gardens, the outdoor spaces are cool and inviting with a large deck, level back yard, and an outdoor shower. Newly painted walls and trim throughout. There is room to spread out and relax after a day

Leslie Floyd Portfolio Real Estate Inc.

West Tisbury with bells and whistles! This well tended to property has seen a LONG LIST of recent IMPROVEMENTS to make ownership easy and up-island life a breeze! Nicely tucked in and off of Old County Road means easy access to up island and down. The raised ranch style provides terrific living space duality. BOTH LEVELS have living rooms with fireplaces as well as renovated bathrooms and

The Whale House: Coastal-Inspired Living Near Long Point - This beautifully appointed residence is an ideal sanctuary for family and friends to indulge in relaxation and seaside splendor. The first floor welcomes you with a sun-filled open layout. A Living Area adorned with a gas fireplace sets the stage for cozy gatherings. The well-appointed Kitchen boasts a prep counter/breakfast bar and

Wendy Harman Compass

Nestled on a private road, follow the long gravel driveway to this 3-bedroom, 2-bathroom home offering tranquil living on 2.48 wooded acres. The fully-applianced kitchen and vinyl flooring throughout provide ease of maintenance, while the bedrooms offer cozy carpeting. The primary bedroom features an ensuite bathroom and generous closet space. Step out from the kitchen to the back deck and enjoy

Chelsea Brennan Lamacchia Realty, Inc.

CHARMING CHILMARK- This sweet, sunny home comes with deeded access to Chilmark Pond and South Shore Beach. Kayak, paddleboard, sail, or motor across the pond to one of Chilmark's most pristine private beaches. The location is also convenient, being centrally located and close to West Tisbury Center, Grey Barn, the Yoga Barn, Chilmark Center, Beetlebung Farm, Chilmark Store, and Chilmark Tavern.

Tina Miller Compass

This iconic West Tisbury property features a rustic post and beam farmhouse with endless charm. The inviting home highlights original wide-planked wood floors, cathedral ceiling, wood-burning stove and fireplace, and exposed brick. Enjoy the cozy kitchen, dining, and living area on the first floor, including a full bath and mudroom. The bedroom occupies the second floor with room for an

Stephanie Roache Donnelly + Co.

27 Ocean View Farm Road is a unique house with the main living spaces designed by architect Elizabeth Carlhian in 1964 along with a connected, yet private bed and bath suite designed by architects Modigliani/Noyes in 1987. A covered breezeway between the two spaces frames the ocean views while providing cover from the weather. Taken together the house consists of 4 bedrooms and 3 baths sited high

This rare and cherished setting is truly in the heart of West Tisbury. With old growth cedar, oaks and evergreen trees this level 4.8 acre parcel includes a main house and timber barn, perfectly sited to enjoy serene views and southern exposure. Currently set up as a horse farm with a two stall barn, paddocks, full size arena, interconnecting grazing areas and multiple watering stations, it could

Welcome to a delightful Cape-style home nestled in this serene and picturesque area. This beautiful property offers the perfect blend of classic charm and modern comfort, making it an ideal retreat for those seeking the quintessential Vineyard experience. Situated on a peaceful, tree-lined cul-de-sac, this home has a tranquil and private setting, perfect for relaxing and enjoying the Island's

Jennifer B. DaSilva Compass

Welcome to 188 Waldrons Bottom Road near the south shore in West Tisbury. Nestled on a private 3-acre property with access to Long Point Beach, this home offers incredible potential for a serene lifestyle. This unique property currently has 1-bedroom (the property has a 2-bedroom septic), 1.5-bathroom home with a total of 1,665 square feet of living space. The main level features the library,

Tina Miller Compass

NEW PRICE! ENJOY YOUR ENTIRE SUMMER POOLSIDE OR AT THE BEACH! Welcome to this charming property near Long Point Wildlife Refuge and explore all it has to offer. Walk, bike, or drive from the house to the beach, and spend the day body surfing in the ocean, splashing with the little ones in the ponds, or walking the habitat. Afterward, take a dip in your 16 x 32 ft. in-ground swimming pool

Idalyn Macchia Gilstad Wallace & Co. Sotheby's International Realty

Looking for a private, up-Island beach refuge without feeling remote? This secluded West Tisbury beach house is situated on a paved road less than a mile from the entrance to the popular Long Point beach and wildlife conservation area. Also, West Tisbury residents have access to the highly desirable Lambert's Cove Beach. The property is only 6 miles from Main Street in Edgartown and 3.7 miles

Lynn Buder Sandpiper Realty Inc

Private and serene on more than 2 acres, with over 2,500 s/f of living space, high ceilings, wide windows, 2 first-floor bedroom suites, and meadow views throughout - discover the perfect balance of sophistication and charm at 49 Oak Lane. When you consider the additional benefit of access to Lamberts Cove Beach, it truly is the ideal setting to enjoy your Vineyard lifestyle. The expanded first

Dawn Bellante Sandpiper Realty Inc

Oasis in the woods of West Tisbury! This meticulously constructed, updated and well-maintained home is set on an expansive, yet private, 2.7 acre parcel. This 6-bedroom home has three levels of living space, 2,363 square feet on the spacious first floor, 672 over the garage and 1,877 in the bright, sunlight-filled lower level, for a total of 4,912 square feet. This home abounds in gathering

Lynn Buder Sandpiper Realty Inc

DEEP BOTTOM POND: 5-bedroom custom home with heated Pebbletec pool and exclusive association access to Tisbury Great Pond. This spacious layout features two primary suites, two guest rooms, and a third private guest suite. Perfect for entertaining, the open floor plan centers around the kitchen, dining, and living areas. The dramatic living room has cathedral ceilings, floor-to-ceiling windows, a

Rose Ryley Sandpiper Realty Inc

This distinguished four bedroom, four bathroom home in Deep Bottom Pond is meticulously maintained and ready for the 2024 season. Featuring a grand foyer, screened in porch, elegant living room with wood burning fireplace, oversized primary suite with private bathroom and private balcony, finished lower level, mahogany decking, attached two car garage and generator. Neighborhood amenities include

Rose Ryley Sandpiper Realty Inc

5 Stillpoint Meadows is where modern luxury and historic preservation seamlessly blend, creating the casual yet refined lifestyle so highly sought after in West Tisbury. The five-bedroom home, enriched by original details, offers several living areas and an expansive eat-in kitchen. Immaculately manicured grounds, elevated by serene plantings and mature trees, will be enjoyed from several outdoor

Katherine Donahue Sandpiper Realty Inc