Chilmark Homes with Ranch Style

Welcome to Chilmark, a hidden gem nestled on the picturesque island of Martha's Vineyard in Dukes County, Massachusetts. Known for its stunning coastal landscapes, Chilmark is a haven for those seeking tranquility and natural beauty. With its rolling hills, pristine beaches, and charming rural character, this quaint town offers an idyllic retreat from the hustle and bustle of everyday life.

Chilmark is not just a place; it’s a lifestyle. The region is rich in history and community spirit, where local farmers’ markets, art galleries, and cozy eateries provide a warm and inviting atmosphere. Whether you’re taking a leisurely stroll along Menemsha Beach at sunset or exploring the scenic trails of the nearby conservation lands, the essence of Chilmark is one of peace and connection to nature.

For those looking to settle down in this enchanting area, ranch-style homes in Chilmark present a unique opportunity. These single-story residences are not only practical but also embody the charm and simplicity of coastal living. With open floor plans and expansive outdoor spaces, ranch-style homes are perfect for entertaining friends and family or enjoying a quiet afternoon surrounded by the beauty of nature. Imagine sipping your morning coffee on a sun-drenched deck, with the gentle sound of waves in the distance.

Embrace the tranquil lifestyle that Chilmark offers, and discover the perfect ranch-style home to call your own. In this serene corner of Martha's Vineyard, your dream home awaits amidst the stunning landscapes and vibrant community spirit. Experience the essence of coastal living in Chilmark today!

Newest Chilmark Homes with Ranch Style

$1,600,000

3 Beds ⋅ 3 Baths ⋅ 73546774 MLS

Nestled on a private, 1.9-acre lot along historic South Road in Chilmark, this charming New England retreat offers an exceptional sense of tranquility and classic Martha's Vineyard living. Built in 1950, Vineyard Home offers 2 bedrooms and 2 full bathrooms great light, cozy additional living spaces and fireplace. Multiple patios and gardens seamlessly connecting the living spaces to the surrounding natural landscape. In addition there is a one bedroom one bath guest cottage. The property features extensive parking and serene, tree-lined privacy back from the main road, serving as a peaceful getaway, investment property or year-round island home. Bring your personal updates and creative touch or begin anew and make this classic Chilmark estate your very own island legacy.

132 South Rd, Chilmark

$1,300,000

2 Beds ⋅ 1 Baths ⋅ 73471152 MLS

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. Well system updated in 2011. With strong rental income, currently generating $2,500 month to month year-round, and expansion potential, this outstanding value is located close to South Road, West Tisbury's village center, and Chilmark's iconic town beaches Squibnocket and Lucy Vincent. Town records indicate a 4 bedroom septic, passed Title V Inspection in December 2025. #45 is shown as Lot 1-B on a new subdivision not yet reflected on the assessments and public records - approved plans are attached. 47 Quenames Lot 1-B is also available.

45 Quenames Rd, Chilmark

$1,325,000

2 Beds ⋅ 1 Baths ⋅ 73471155 MLS

On a beautiful 3.02-acre parcel in Chilmark, 47 Quenames Road offers privacy, outstanding value, and excellent potential. The year-round 2-bedroom home features first-floor living, an open floorplan with living and dining space, a kitchen remodeled in 2023, two bedrooms, and a full bath with tub. A new roof (2023) and outdoor deck with bluestone patio area overlooks the lawn and the natural woodland setting. With strong rental income, currently generating $2,500 month to month year-round, and expansion opportunities subject to town approvals, the property is conveniently located near South Road, West Tisbury's village center, and Chilmark's iconic Lucy Vincent and Squibnocket Beaches. Passed Title V in December 2025 for 3 Bedrooms. #47 is shown as Lot 1-C on a new subdivision not yet reflected on the assessments and public records - approved survey is attached. 45 Quenames Lot 1-B is also available.

47 Quenames Rd, Chilmark

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