These are the 30 most expensive towns to buy a home in Massachusetts.

The data highlights remarkable price appreciation across these top-tier markets, particularly in island communities.

Heres the list…

#30.

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Home Stratosphere | Zillow Home Value Index

#29.

#28.

The town is known for its dramatic coastal cliffs, historic Highland Light, and the Truro Vineyards.

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#27.

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#25.

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Westwood

Westwood is an affluent suburban town known for its strong public school system and convenient location near Boston.

The town features University Station, a major mixed-use development, and maintains numerous conservation areas and walking trails.

#24.

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#23.

#22.

Sherborn

Sherborn is a rural-suburban community that has maintained its agricultural character despite its proximity to Boston.

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The town is known for its excellent Dover-Sherborn Regional School System and features numerous apple orchards and farm stands.

#21.

#20.

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#19.

Tisbury

Tisbury, also known as Vineyard Haven, is Marthas Vineyards main port and a year-round working town.

#18.

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Manchester

Manchester-by-the-Sea is a picturesque coastal town known for its scenic harbor and beautiful Singing Beach.

#17.

Carlisle

Carlisle is a rural-suburban town known for its preservation of open space and rural character.

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#16.

Gosnold

Gosnold encompasses the Elizabeth Islands chain, with Cuttyhunk being the only inhabited island.

#15.

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Cohasset

Cohasset is a scenic coastal town known for its beautiful harbor and rocky shoreline.

#14.

Concord

Concord is a historic town of profound literary and revolutionary significance.

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#13.

The town features excellent schools and is home to McLean Hospital, one of the countrys premier psychiatric facilities.

#12.

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Needham

Needham is a prosperous suburban town with a strong business district and excellent schools.

The town has undergone significant development around the Route 128 corridor and features numerous parks and recreation areas.

#11.

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#10.

Lincoln

Lincoln is a small, pastoral town that has maintained its rural character through careful conservation efforts.

The town is home to the DeCordova Sculpture Park and Museum and features numerous hiking trails and historic sites.

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#9.

Winchester

Winchester is an affluent suburban town known for its beautiful homes and scenic Mystic Lakes.

The town features a charming downtown area, excellent schools, and easy access to Boston via commuter rail.

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#8.

Lexington

Lexington is a historic town famous as the site of the first battle of the American Revolution.

The town combines its rich historical heritage with excellent schools and a strong technology sector along Route 128.

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#7.

West Tisbury

West Tisbury is Marthas Vineyards agricultural center, known for its rural character and famous farmers market.

The town features beautiful beaches, the historic Alleys General Store, and numerous working farms.

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#6.

Dover

Dover is an affluent town that maintains a rural atmosphere despite its proximity to Boston.

The town is known for its large estates, equestrian facilities, and the Dover-Sherborn Regional School System.

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#5.

Edgartown

Edgartown is Marthas Vineyards most elegant town, featuring pristine beaches and historic whaling captains homes.

#4.

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Wellesley

Wellesley is an affluent town known for its excellent public schools and Wellesley College.

The town features a vibrant downtown area, beautiful homes, and numerous parks and conservation areas.

#3.

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The town is known for its stunning natural beauty, historic lighthouse, and strong Native American heritage.

#2.

The town maintains a rural character with numerous conservation areas and scenic roads.

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#1.

Nantucket

Nantucket is an exclusive island community known for its pristine beaches, historic architecture, and cobblestone streets.

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