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.

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Set just off North Road, this exceptional parcel offers a rare opportunity to build in a setting rich with natural beauty. Recently subdivided, this land combines privacy, character and thoughtful positioning. The lot is perfectly sited capturing serene woodland views and the natural contours of Middle Line Ridge. A 600ft stonewall lines the western property line, creating a timeless sense of arrival, while the property itself is adorned with beautiful glacial rock formations that add texture and distinction to the landscape. Surrounded by 23 acres of protected land to the southeast, including Roaring Brook Ravine and across Tabor House and along Middle Line for an additional 45+ acres of MV Land Bank ensuring privacy and an unspoiled natural backdrop. Preliminary engineering has been completed and the well is being installed by the Seller. The septic design, plan and installation is the responsibility of the buyer. Substantial infrastructure work has been completed through clearing and road installation. A special offering where nature and opportunity converge. **abutting 3.4 acre parcel with Guest House is also for sale, please inquire**

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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 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 survey is attached. 47 Quenames Lot 1-C is also available.

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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.

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FRESHLY BRUSH CUT and EASY to WALK! This quiet and lovely four-and-a-half-acre lot in Chilmark is READY-TO-BUILD. The land has a gentle rise, bounded on one side by an old stone wall. The land features graceful trees and a distant water view is possible from a second floor. The lot has been staked, including a proposed home site at the highest elevation, NHESP has been completed and there are no restrictions on the lot, there's a septic design and the well has been installed. This means so many outstanding possibilities for a future Buyer to build their dream home on this special piece of land. Peaceful and private location right next door to the 184 acres of conservation land at Waskosim's Rock Reservation, with miles of walking trails. An accessory dwelling is also possible. The lot is part of the Old Farm Road Association tennis allowing a future owner use of the association tennis courts. Enjoy access to the ocean beaches of Lucy Vincent, and Squibnocket. Architectural plans by Peter Breese for a 4-bedroom home and 2 car garage - current owner is willing to share with a Buyer. NOTE: Larger septic and home possible.

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Set amid the rolling farmlands of Chilmark, this beautiful parcel offers an exceptional opportunity to create your own island retreat. Framed by stone walls, wooded surroundings, and open meadow views, the property combines privacy and natural beauty in a serene rural setting with glacial erratics and trails winding throughout. Elevated and peaceful, this is a rare opportunity to build a home that captures the timeless character, tranquility, and extraordinary beauty of Chilmark.

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Nestled in a bucolic setting moments from the iconic Menemsha fishing village, this beautiful and fully engineered parcel is approved for a 6BR home. One of the few remaining Menemsha buildable lots makes this a rare opportunity. With room for a pool with a special permit! Surrounded by ancient stone walls on three sides and mature trees, the land has stunning sunset skies, lovely pastoral views, and potential second-floor water views to the Vineyard Sound. The sounds of nature, and the beloved distant Menemsha bell buoy will quietly become a part of each day. A walking path takes you to Menemsha's historic harbor and beach in just 10 minutes for waterfront dining, local fish markets, boutique shopping, art galleries, and the timeless charm of village life. Chilmark residents' access to nearby Lucy Vincent, Squibnocket, and Menemsha beaches invites days of swimming and sunset walks along the shore. The Seller has surveyed and staked the property lines and building envelope, a partially installed 6 bedroom septic, and has architectural plans from well-known and respected MV-based Sullivan and Associates.

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A rare legacy offering in the heart of Edgartown Village, this extraordinary in-town compound is among the largest of its kind on Martha’s Vineyard. Originally built in 1835 and masterfully renovated by renowned architect Patrick Ahearn, the estate seamlessly blends historic character with refined modern luxury. Just moments from Edgartown Harbor and the island’s premier dining and shopping, the property spans two lots and features an exceptional compound with 10 bedrooms and 14 baths. Designed for both elegant entertaining and comfortable everyday living, the main residence showcases refined architectural details and modern technology throughout. Beautiful oak floors run across the home, complemented by sophisticated hardware, premium appliances, and walls finished in classic nickel board. A gracious living room with fireplace opens to a patio with retractable screens, creating effortless indoor-outdoor flow. The chef’s kitchen is impeccably appointed with dual dishwashers, a plumbed Miele coffee bar, refrigerator drawers, and a wine refrigerator. A custom brass and glass bar, complete with an ice maker and refrigerated drawers, can easily convert into a secondary kitchen. Two private bedrooms with en-suite tile baths anchor opposite wings of the main level, offering privacy and balance. The main floor also includes a secondary living room with a gas fireplace, an elegant dining room wrapped in seagrass wallpaper, a generous walk-in pantry, and a spacious mudroom. Upstairs, a spectacular primary suite serves as a retreat with a private balcony and two spa-inspired full baths. Three additional en-suite guest rooms and a spacious laundry room complete the second floor. The third level features a charming nautical-themed bunk room with four built-in beds and a full bath. The finished lower level includes two bedrooms with en-suite baths, a media room, wine cellar, and additional laundry. Beyond the main house is a beautifully finished two-car garage with brick floors and wood-paneled walls. The carriage house above offers a private guest suite with a balcony overlooking the pool. Lush hydrangeas surround a resort-style pool and spa, complemented by a built-in grill, firepit, and a fully equipped cabana with kitchenette, half bath, laundry, and climate control. This Edgartown estate offers rare privacy, scale, and sophistication just steps from Main Street. An iconic Martha’s Vineyard property reimagined for modern coastal living.

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Experience the timeless beauty of Martha's Vineyard from this luxurious waterfront retreat where the landscape feels so effortlessly connected to daily life. This property embodies understated luxury and timeless design, featuring a meticulously crafted stone residence and guest house. The setting overlooking Edgartown Great Pond has a sandy pond beach and deeded access to the pristine Atlantic Ocean Beach. Ospreys and redtail hawks soar overhead in this naturalized setting that is only 13 minutes to Edgartown village or the MV airport, yet a world away. This is a rare combination of privacy and proximity. An opportunity to own one of the Vineyard’s most distinctive properties. The home was thoughtfully designed to embrace its exceptional surroundings; the residence is filled with natural light and enjoys beautiful water views. Custom floor to ceiling sliding doors invite the outside in. Spacious interiors flow easily to inviting outdoor living spaces, enhanced by a swimming pool, walking paths, blueberry grove and a half basketball court. Timeless architecture and extraordinary ambiance combine to create a peaceful sanctuary. A place to reconnect with nature and experience Martha's Vineyard as it has long been known by those who call it home. 16’ Duxbury Dory with trailer and motor are included with the house, allowing you to explore the great pond and easily access Atlantic Ocean beach rights only 15 minutes away. Simply the Best! If you need more space close-by for family and friends please check out 4 Jacobs Neck, owned by the same family and currently available! Please call listing broker for details.

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This stunning custom-built waterfront estate offers sweeping views of Edgartown Harbor and exceptional craftsmanship throughout. Set on a private Chappaquiddick compound, the property features a beautifully designed main house, a separate one-bedroom guest house, a pool and spa, and expansive outdoor living spaces perfect for entertaining. Inside, warm wood finishes complement the home's comfortable scale, while the gourmet kitchen, spacious living room with a stone fireplace, and walls of windows showcase the spectacular harbor views. The second floor includes two queen suites, a bunkroom, and breathtaking water views from nearly every room. The finished lower level features a home theater and recreation room. A private path leads to the property's beach and deep-water dock, while a barn across the meadow offers a fitness center, guest suite, and basketball court. Cruise to Main Street Edgartown by skiff or take the nearby Chappy Ferry. This exceptional waterfront retreat offers the perfect blend of privacy, luxury, and island living.

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Edgartown Village Compound with Harbor Views: Positioned in the heart of Edgartown’s historic district, 114 North Water Street is a newly complete, move-in-ready property offering views of Edgartown Harbor. A rare combination of scale, craftsmanship, and location. The offering includes eight bedrooms and seven-and-a-half baths across three thoughtfully designed structures: a six-bedroom, five-and-a-half bath main residence, a one-bedroom guest house with full kitchen, and a two-car carriage house with additional living quarters. The property features a private backyard oasis with a 16' x 32' saltwater pool, spa, and pool cabana—an exceptional outdoor setting in Edgartown Village. With furnishings and window treatments included, the home is ready for immediate enjoyment. 114 North Water Street represents a turnkey Edgartown Village estate offering the scale, amenities, and setting that are seldom available in this iconic location.

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Introducing a landmark property in Edgartown’s Starbuck Neck enclave, just one tenth of a mile to Fuller Street Beach. Included in this sale is an adjoining vacant buildable lot. 14 STARBUCK NECK features a 7-bedroom house with 5 full bathrooms, garage, and plunge pool. Known as the Tower House, this home offers delightful views of the harbor from the first and second floors. The views from the bedroom and office located in the tower are stunning. 23 THAYER STREET is an extremely rare vacant lot in the heart of the Starbuck Neck neighborhood. With well over a third of an acre of land, the lot will comfortably accommodate a 5-bedroom house with guesthouse and pool.

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