Karen M. Overtoom Logo
Your connection to all Martha's Vineyard Real Estate and Vacation Rentals
508-693-7832
Karen M. Overtoom Logo
508-693-7832


Martha's Vineyard Real Estate In Vineyard Haven


  • LINK ID: 43834
  • Town: Vineyard Haven
  • Type: 1 Family
  • Price:$2,695,000.00

For the very first time, the historic Ben Luce Homestead (circa 1850) is being offered on the open market. This charming farmhouse blends rich Island history with timeless appeal. Once home to Benjamin Norton Luce (1840–1912) — Civil War veteran, blacksmith, and town constable — the property sits on... [read more]


  • LINK ID: 44187
  • Town: Vineyard Haven
  • Type: 1 Family
  • Price:$2,525,000.00

Ideally located just minutes from the heart of Vineyard Haven, 21 Davis Street offers exceptional island living in this beautifully crafted five-bedroom, four-bathroom home encompassing 3,704 square feet of thoughtfully designed living space. Rich hardwood flooring, custom cabinetry, elegant Restora... [read more]


  • LINK ID: 42020
  • Town: Vineyard Haven
  • Type: 1 Family
  • Price:$2,300,000.00

Storybook setting in the quaint seaside village of Vineyard Haven, the commanding Captain Gilbert L. Smith House, c. 1854, affords an enchanting opportunity for space and privacy within the highly sought after William Street Historic District and just two blocks to all the shops, restaurants, galler... [read more]


  • LINK ID: 43633
  • Town: Vineyard Haven
  • Type: 1 Family
  • Price:$2,290,000.00

Welcome to this meticulously maintained home which features an attractive open kitchen with an island that seats four. The kitchen has a wall of built in appliances and a walk-in pantry for ease of cooking. The kitchen flows into the open dining area and lounge area with a wall of sliding glass doo... [read more]


  • LINK ID: 44820
  • Town: Vineyard Haven
  • Type: 1 Family
  • Price:$2,250,000.00

Tucked away in a private, beautifully landscaped setting, this charming Vineyard farmhouse offers a wonderful blend of privacy, space, and in-town convenience. Just moments from town, the ferry, and shopping, the four-bedroom, three-bath home sits on a spacious 30,000-square-foot lot with a five-bed... [read more]


  • LINK ID: 43234
  • Town: Vineyard Haven
  • Type: 1 Family
  • Price:$2,200,000.00

Thoughtfully designed with custom features throughout, this in-town Vineyard Haven home is the perfect blend of coastal charm and modern sophistication. The 4 bedroom 3 bath property offers a comfortable, easy flowing layout with gleaming hardwood floors and open sun-filled spaces. At the heart of ... [read more]


  • LINK ID: 44396
  • Town: Vineyard Haven
  • Type: 1 Family
  • Price:$2,195,000.00

Tucked back from the road on scenic Lake Street, this one-of-a-kind home offers privacy and charm on a beautifully landscaped 0.7 acre lot accented by mature trees and a classic stone wall. Inside, rich wood detailing, exposed beams, and high ceilings create a warm and inviting atmosphere. The home’... [read more]


  • LINK ID: 44892
  • Town: Vineyard Haven
  • Type: 1 Family
  • Price:$2,095,000.00

COMING SOON! Welcome to 18 Sylvan Avenue, a delightful, custom-crafted four-bedroom, four-bath, contemporary-style home set at the end of a quiet neighborhood road in Vineyard Haven. Surrounded by eight acres of conservation land, the property offers a peaceful setting with a spacious wraparound dec... [read more]


Back to top