Oak Bluffs, MA Houses for Sale

This charming 4 bed/2.5 bath Cape style home is set in a perfect setting, carefully sited on 1 acre bordered by a beautiful stone wall with mature plantings. Newly renovated kitchen with plenty of cabinets and storage, quartz counters and dining room with sliders to a screened-in porch. There is a den and living room with access to a spacious deck. The Great Room features cathedral ceilings,

Brenda Galligan Karen M. Overtoom R.E.

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

Thomas Wallace Wallace & Co. Sotheby's International Realty

This Cape style 5 bed/ 3.5 bath home is located in a nice area privately sited on 3 acres. This home features a nice floor plan thatincludes a fully equipped kitchen with center island, custom cabinetry and granite counters. Just off the kitchen is a sunny breakfastroom, a separate dining room, a spacious living room with fireplace and 2 sets of sliders to a backyard deck. There is a cozy

Brenda Galligan Karen M. Overtoom R.E.

Rare private waterfront retreat on the Tisbury Great Pond. Nestled on an expansive 3.70 acres of land, this charming oasis offers a unique opportunity to enjoy serene water views and direct access to the beautiful Tisbury Great Pond and the South shore.The year-round main house spans 2,153 square feet and has three bedrooms and two bathrooms. Its seamless blend of Island charm and modern

Tina Miller Compass

You will find this outstanding property at the end of a quiet country lane in West Tisbury nestled alongside hundreds of acres of conservation land and walking trails that extend all the way to Lamberts Cove Road. The setting is magical - 4 acres of rolling lawns with specimen trees and ponds. There are multiple structures to allow you to customize this compound to your personal needs. The main

Madelyn Silvia Wallace & Co. Sotheby's International Realty

Picturesquely sited on a spacious 4.6-acre parcel, this remarkable property is the perfect Vineyard retreat offering a luxurious home, guest house, fenced pastures, and a large barn. Just minutes from Lamberts Cove Beach, hiking trails, Up-Island Cronig's, and all the conveniences of West Tisbury Center, the location is ideal. Designed with three distinctive living levels, each area provides

Stephanie Roache Donnelly + Co.

This charming Cape-style home, built in 1992, is tucked away in a quiet, subdivision on South Vine Lane. With three bedrooms and two bathrooms, it blends classic Island character with modern comforts. The inviting living room features vaulted ceilings and a double-sided fireplace, creating a bright and spacious atmosphere perfect for both relaxing and entertaining. The kitchen, filled with

Bonnie Pierce Wallace & Co. Sotheby's International Realty

Welcome to 14 Galway Road, West Tisbury. The home and property have been lovingly maintained and used by the same family since the home was built. It offers an open eat-in kitchen/living room design with a masonry fireplace. On the first floor are two bedrooms, one full bathroom, a linen closet, and hidden washer and dryer along the hallway. The stairway brings you to a second floor which

Michele Casavant Vineyard Village Realty

Nestled within Seven Gates Farm, one of Martha's Vineyard's most storied and scenic communities, this 26.5-acre estate offers a beautifully renovated farmhouse that seamlessly blends modern comforts with historic charm. Surrounded by ancient stone walls, mature trees, and lush gardens, the property includes a charming guest house, scenic walking paths, and a peaceful hilltop retreat with a stone

Alyssa Halisky Wallace & Co. Sotheby's International Realty

This charming reverse-style home is ideally located near Long Point Beach and offers a perfect blend of comfort and functionality for year-round living or seasonal getaways. The first floor features three spacious bedrooms, a full bath, and a convenient laundry room. On the second floor, you'll find soaring cathedral ceilings and an open-concept living area, complete with a cozy living room,

Alyssa Halisky Wallace & Co. Sotheby's International Realty

Abutting hundreds of acres of conservation land and walking trails leading to the second-highest point on Martha's Vineyard with views of the Elizabeth Islands, this classically-styled house with detached guest quarters offers 5 total bedrooms and 4 full baths plus an outdoor shower. The primary bedroom suite is a generous size and has its own small deck that overlooks the charming front yard.

Mark Jenkins Wallace & Co. Sotheby's International Realty