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Charming Island Retreat with Historic Character and Modern Comfort

Tucked into a peaceful, pastoral setting surrounded by conservation land, this inviting year-round home blends timeless up-island charm with a central location that offers easy access to town and island amenities. Crafted with care and character, the home is a true refuge—rich in warmth, history, and thoughtful updates.

The open-concept living and dining area features wide plank floors, hand-hewn beams, and a central brick fireplace, creating an atmosphere of rustic elegance. The adjacent kitchen is both functional and inviting, perfect for gatherings and daily living. A sunlit family room, added off the main entrance, offers vaulted ceilings, walls of windows, custom built-ins, and a second fireplace—ideal for relaxing, reading, or entertaining in all seasons.

The main level also includes two bright bedrooms and a beautifully renovated full bath with a new walk-in shower. Upstairs, a private office, large third bedroom, and full bath provide flexible space for work, guests, or family living.

Recent upgrades include new windows throughout, an updated bathroom, and a new deck—enhancing both style and efficiency. Outside, mature plantings and tranquil landscaping provide privacy and beautiful outdoor living areas, with the added serenity of abutting conservation land.

Architecturally distinctive, the home’s swayed rooflines pay homage to the historic Joshua Slocum house from the 1700s, merging classic Vineyard design with modern comfort. A four-bedroom septic system is already in place, offering potential for expansion, and the adjacent vacant parcel will soon be available for purchase—providing a unique opportunity to create a compound or preserve additional privacy.

Move-in ready and full of personality, this special home is the perfect blend of heritage, craftsmanship, and ease—offering the best of up-island living with a centrally located advantage.

251 State Road, West Tisbury is being offered exclusively for $1,695,000

Legacy Living at 24 Alex Way – Timeless Design, Protected Views, and Vineyard History

Nestled within the cherished Nat's Farm community of West Tisbury, 24 Alex Way offers a rare opportunity to embrace a legacy of thoughtful design and lasting conservation. This remarkable property is part of the Elias and Langmuir vision that transformed 140 acres of pastoral land in 1972 into a community rooted in natural beauty, purpose, and architectural integrity.

Overlooking 56 acres of preserved meadowland donated to the Sheriff’s Meadow Foundation, and neighboring the Misty Meadows Equine Learning Center, the home enjoys uninterrupted pastoral views and year-round sunsets—framing an ever-changing canvas of light and landscape.

Originally designed by esteemed architect Jane Langmuir—whose early career included work with Saarinen & Swanson—the home reflects the elegance and simplicity of post-and-beam construction. In 2007, Langmuir led a major renovation and expansion that seamlessly honored the home’s original spirit while significantly enhancing its livability. The reimagined layout includes a sun-filled first floor with a renovated kitchen, expanded primary suite with office space and custom closets, a sunroom, powder room, laundry, and mudroom.

Upstairs, the former loft was thoughtfully converted into two guest bedrooms, a full bath, and a dedicated office complete with built-in bookshelves and a custom desk. Additional upgrades include a new cedar shingle roof, expansive wraparound decking, and the conversion of the original garage into flexible living space. A retrofitted basement offers ample dry storage in place of garage capacity.

This home offers more than just style and comfort—it provides direct access to over 4,000 acres of State Forest, encircled by a 10-mile paved bike path and connected to an additional 25 miles of scenic routes leading to Edgartown, Vineyard Haven, and Oak Bluffs.

24 Alex Way is a rare convergence of architectural legacy, protected land, and island charm—where history, beauty, and convenience are gracefully woven into the fabric of one truly exceptional property.

24 Alex Way, West Tisbury is being offered exclusively for $2,495,000

Tranquil 4.12-Acre Building Parcel in Plum Bush Point – Ready for Your Vision

Set within the highly desirable Plum Bush Point neighborhood, this serene and wooded 4.12-acre parcel offers a rare opportunity to build a custom Vineyard retreat surrounded by natural beauty. Peaceful and private, the land is bordered by two expansive conservation areas—the 91-acre Short Cove Preserve and the 173-acre Sepiessa Point Reservation—creating a quiet refuge with nature right at your doorstep.

The property is ready for construction: a private well is installed, the boundaries are clearly staked, a successful perc test has been completed, and a septic system has been designed and approved for a five-bedroom home. A spacious and level building envelope provides design flexibility, allowing you to create open meadows and gardens, or preserve a more wooded, natural setting. The parcel is also grandfathered for a potential guest house, offering additional value and versatility.

Enjoy easy access to the South Shore's best outdoor adventures, including kayaking or boating from nearby Sepiessa Point Reservation, and swimming, fishing, or shellfishing in Tisbury Great Pond. Lambert’s Cove Beach access is also included, offering some of the Island’s most beloved shoreline.

Centrally located yet tucked away in a private and pristine area, this property is equidistant from Menemsha Harbor, Edgartown’s Main Street, and Vineyard Haven. Whether you're planning a peaceful year-round home or a seasonal retreat, this parcel combines convenience, seclusion, and Vineyard charm.

Come build your island dream in a location that offers both quiet connection to the land and easy access to all that Martha’s Vineyard has to offer.

25, Plum Bush Point, West Tisbury is exclusively listed for sale for $1,325,000