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Chilmark Real Estate

Browse homes for sale in Chilmark, a town on Martha's Vineyard known for its open space and natural beauty.

What Makes Chilmark Home

Discover what draws people to this distinctive Martha's Vineyard town.

Life in Chilmark

Blue and gray shingled house with stone retaining wall and manicured lawn, clear sky

Coastal and Inland

Diverse Neighborhoods

Natural Landscape

Open Space Living

Evening outdoor event with guests gathered on wooden deck beside illuminated pool, modern dark-shingled structure with large windows, string lights and

Martha's Vineyard

Island Community

Questions

Chilmark Real Estate FAQ

4.89

176 reviews

We had a lovely stay and hope to return! Perfect location for walking to the ferry and other attractions in Vineyard Haven.

Lauren

Stayed in October 2026

We fully enjoyed our stay. This location was perfect for walking into town, and having a parking space was awesome. We were able to drive all over the island and explore. The place is beautifully decorated and was perfect for the two of us. We would definitely stay here again!

Matthew

Stayed in September 2026

Beautiful location and cozy, charming property. We had a great stay!

Daniel

Stayed in September 2026

The house is great and only a mile from Vineyard Haven.

Virginia

Stayed in September 2026

Get more when you book direct

Lower prices, every time

Pay less than you would anywhere else. No middlemen or platform fees.

Direct line, real care

Book with the team that actually runs the property. Faster answers, better service, real accountability.

Not just a transaction

We go further for direct guests. We’re building a relationship, not closing a booking.

Buying in Chilmark

Frequently Asked Questions