Courtesy: Sandpiper Realty Inc
508-627-3737
Set on a serene 3.02-acre parcel in Chilmark, 45 Quenames Road offers privacy, charm, and excellent potential. In a sunny clearing among mature trees, the maintained 2-bedroom house features first-floor living, an open kitchen and living area, two spacious bedrooms, a full bath with shower, an enormous three-season screened porch, a large outdoor shower, kitchen gardens, and a potting area with utility sink. With strong rental income and expansion potential, it's close to South Road, West Tisbury's village center, and Chilmark's iconic town beaches Squibnocket and Lucy Vincent. Interior photos and floor plan coming soon.
Courtesy: Sandpiper Realty Inc
508-627-3737
Set on a serene 3.02-acre parcel in Chilmark, 47 Quenames Road offers privacy, charm, and excellent potential. The maintained 2-bedroom house features first-floor living, an open kitchen and living area, two spacious bedrooms, a full bath with tub, and an outdoor deck overlooking the natural woodland setting. With strong rental income and expansion options subject to approvals, the property is convenient to South Road, West Tisbury's village center, and Chilmark's iconic Lucy Vincent and Squibnocket Beaches. Interior photos and floor plan coming soon.
Perched on 2.7 acres in one of Aquinnah’s most stunning settings, this coastal retreat captures sweeping views over the Atlantic and Noman’s Land. The main level offers an open living/dining/kitchen wrapped in windows and opening to a wraparound mahogany deck—ideal for sunrise coffee and sunset dinners. A Viking-equipped kitchen and a spacious ocean-facing primary suite complete this floor. The lower level includes two bedrooms, a large flex room with walkout stone patio, plus a full bath, laundry, and storage. Beautiful grounds feature custom stonework, garden beds, and multiple outdoor seating areas. A two-level workshop/studio with plumbing, electricity, and a wood stove offers excellent potential, including a future ADU with permitting. Directly across the street, the new Squibnocket Pond Reservation provides trail access to a pristine shoreline. Move-in-ready, private, and perfectly sited—this is Aquinnah at its best.
Nestled on a serene 3.32-acre parcel between North Road and Tabor House in Chilmark, this property blends privacy, charm, and great potential. A sweet 2 bedroom guest house—beautifully maintained and offering excellent rental income—sits amid rolling stone walls and mature trees, creating a peaceful woodland setting. Recent updates include a new roof, siding, and HVAC system, ensuring comfort and ease for seasonal and year-round living. The land offers room to grow, with exciting expansion possibilities subject to town approvals. Whether you envision a quiet island retreat, an investment opportunity, or a future compound, this Chilmark gem offers endless possibilities and timeless Vineyard appeal.
Courtesy: Wallace & Co. Sotheby's International Realty
508-627-3313
Welcome to an extraordinary ocean view coastal sanctuary set within the exclusive gates of Squibnocket Farm--a 450+ acre private community with access to over 2 miles of oceanfront, 1.5 miles of pond frontage, and 300+ acres of conservation land. Set on a peaceful, pastoral landscape abutting 17 acres of preserved land, this stately home was designed and built by Soikkeli & Company, one of the island's premier luxury builders. Inspired by traditional New England farmhouse architecture, the exterior features cedar shingles, multiple gables, and timeless charm. At the heart of the home is a stunning chef's kitchen with soapstone countertops, a custom farm sink, high-end appliances, and a walk-in pantry. Two living rooms flank the kitchen, while the first-floor primary suite occupies the sunny southern end of the house offering luxurious comfort and ocean views. Four additional bedrooms and a two-car garage sit in a separate wing. Outdoors, the organic landscaping showcases historic stone walls, colorful gardens, and a manicured lawn, all complemented by nearly 3 acres of fenced pasture. This is more than a home, it's a lifestyle. Welcome to an extraordinary ocean view coastal sanctuary set within the exclusive gates of Squibnocket Farma 450+ acre private community with access to over 2 miles of oceanfront, 1.5 miles of pond frontage, and 300+ acres of conservation land. Set on a peaceful, pastoral landscape abutting 17 acres of preserved land, this stately home was designed and built by Soikkeli & Company, one of the island's premier luxury builders. Inspired by traditional New England farmhouse architecture, the exterior features cedar shingles, multiple gables, and timeless charm. At the heart of the home is a stunning chef's kitchen with soapstone countertops, a custom farm sink, high-end appliances, and a walk-in pantry. Two living rooms flank the kitchen, while the first-floor primary suite occupies the sunny southern end of the house offering luxurious comfort and ocean views. Four additional bedrooms and a two-car garage sit in a separate wing. Smart features include Nest thermostats and a HEOS sound system. Outdoors, the organic landscaping showcases historic stone walls, colorful gardens, and a manicured lawn, all complemented by nearly 3 acres of fenced pasture. Enjoy outdoor living from the expansive back deck or the screened porch with stone fireplace, both perfect for stargazing or enjoying the breathtaking Atlantic Ocean views. Squibnocket Farm ownership includes exclusive access to scenic trails, pond launches, and a private beach with some of the Martha's Vineyard's most pristine dunes and shoreline. This is more than a home, it's a lifestyle.
CHILMARK BLISS – Refined Retreat 15 Old Farm Road. Set on 3+ acres of manicured grounds, this 2020 Peter Breese–redesigned home blends elegance and tranquility. A serene pond, stream, and custom hardscape set the tone. Inside, a dramatic open kitchen/living area boasts high-end appliances, stone countertops, and a striking fireplace, with a pantry leading to a screened porch. The main-level primary suite opens to a private deck; also on this floor are a library and media room. Upstairs offers a guest room and bath plus a separate suite with fireplace, lounge, and patio. The lower level features storage, a bonus room, and a walk-out to gardens, fenced flower beds, and a post-and-beam artist studio. Designed for a future pool with a 5-bedroom septic. Includes access to Lucy Vincent & Squibnocket beaches.
Beautifully designed and built Post & Beam style home is tastefully thought out and meticulously maintained. The open living, dining and kitchen feature custom built-ins, a wood burning fireplace and a fabulous gourmet kitchen with Wolfe 8 burner professional style stove, Sub Zero refrigerator, Boshe dishwasher, soapstone counters and a butlers pantry with extra cupboards, shelving and a wine refrigerator. There are sliders that take you to an oversized deck and stairs to a blue stone patio and beautiful gardens. The screened-in porch off the living room steps out to the side yard, patio and outdoor shower. First floor Primary with walk-in closet, access to the deck and a private en-suite bathroom with beautiful tiled steam shower and large soaking tub. Second floor includes a loft with sitting room, 2 spacious bedrooms that share a full bath with shower and office, all with cathedral beamed ceilings. Many nice features throughout include white oak random width floors, marble and tile.
Courtesy: Island Real Estate
508-693-4800
Nestled in the heart of Chilmark, this four-bedroom home offers a blend of comfort, convenience, and timeless Vineyard charm. Thoughtfully designed with distinct, well-proportioned rooms, the home centers around an expansive, sunlit, eat-in kitchen featuring dual ovens, elegant granite countertops, and extensive custom cherry wood built-ins that combine beauty and practicality. The welcoming living room, anchored by a pristine Vermont Castings wood stove, opens seamlessly to a covered porch and spacious deck--perfect for morning coffee or evening gatherings. The spacious first-floor primary suite provides a private retreat with two en-suite baths and two walk-in closets. Upstairs, you'll find two bedrooms with beautiful wood floors, built-in drawers, and cabinets that add both charm and functionality to the rooms. These bedrooms share a hall bath, making the second floor an ideal space for family or guests. A generous bonus room above the garage offers flexible space for a home office, gym, or additional sleeping quarters. A separate studio on the property adds further versatility. The private backyardfeaturing a naturally shaded stone bench and trees perfectly placed for a hammockoffers a peaceful retreat. An outdoor shower provides the ideal post-beach rinse or a refreshing start to the day. Additional highlights include a garage and a full, unfinished basement, and a new generator. You will enjoy access to Lucy Vincent Beach and other up-island locations including a quick ride to the center of both Chilmark and West Tisbury. Well-maintained through the years and in close proximity to everything Chilmark has to offer, this property is an exceptional findwhether you're looking for a year-round home, seasonal getaway, or investment opportunity.
Courtesy: Wallace & Co. Sotheby's International Realty
508-627-3313
An incomparable setting in Chilmark, a beautifully renovated 5-bedroom home, stunning landscape and hardscape, all on three separate building lots totaling almost 14 acres - this is Allerton farm. The historic house has been expanded with new additions to create a thoroughly modern residence that nevertheless retains a charm that could not be achieved without technical expertise, attention to detail, and very good taste. In addition to the beautifully renovated home there is a very large enclosed garden, pickleball court, and a wind turbine that produces large amounts of energy.
Courtesy: Wallace & Co. Sotheby's International Realty
508-627-3313
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. Total square footage represents house (1,400 sq. ft.) and guest house (518 sq. ft.). A shared six (6) bedroom septic system services both houses. 2 miles to Lucy Vincent beach
Chilmark is located in Massachusetts. Chilmark, Massachusetts 02535has a population of 1,460. Chilmark 02535 is less family-centric than the surrounding county with 11.15% of the households containing married families with children. The county average for households married with children is 27.66%.
The median household income in Chilmark, Massachusetts 02535 is $104,716. The median household income for the surrounding county is $77,392 compared to the national median of $69,021. The median age of people living in Chilmark 02535 is 53.5 years.
The average high temperature in July is 80.1 degrees, with an average low temperature in January of 22.6 degrees. The average rainfall is approximately 47.3 inches per year, with 30.1 inches of snow per year.
