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Built for Generations: Family Compounds Across New England & The Adirondacks05.12.2026

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Some properties are purchased for a moment in time. Others are held for generations.  Across New England and the Adirondacks, family compounds have long represented a distinct kind of ownership — properties designed not simply as homes, but as places to return to year after year. With [...]

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Ask The Seller: One Sears Road

Have you ever wondered what it would be like to live in one of LandVests properties? We invite our owners to tell us a bit about their experience, what they love about their homes and some of their history. The owners of 1 & 7 Sears Roadin Southborough, Massachusetts share how they found this ideally-located historic Colonial-style home and what they love about its original features and design.

How did you come about owning this property, and when?

We bought the house in 1994 because we were living in Cambridge and wanted to move to a small town and start a family.

Why did you choose this location?

We had decided on the town of Southborough because it is a small community with great school options and geographically, it gave us flexibility to Boston and NY for work and family.

What first attracted you to this property?

We loved the old trees and the privacy the acreage gave us. Once inside, we fell in love with the amazing construction and beautiful details of the house itself.

Is there any historic significance of the property?

The house was built more than 100 years ago, and we are just the third family to steward the place. The J. M. Sears family built it in 1904 and used it a few weeks a year as one of their 5 getaway Estates (from their mansion on Arlington St overlooking the Public Garden in Downtown Boston). They were fascinating people. Mrs. Sears was a photographer and artist who was a dear friend of Isabella Stewart Gardner. Her daughter, Helen Sears, was famously painted by John Singer Sargent and that portrait hangs in the MFA in Boston.

What are the top 5 reasons someone should buy this property?

  1. It is a one-of-a-kind, grand old home with gorgeous high ceilings, spacious rooms, and extraordinarily beautiful woodwork and windows!
  2. Its a perfect home for formal and informal entertaining.
  3. The house is happiest (especially around the holidays) when full of family and friends!
  4. Seven working fireplaces to curl up next to in Fall and Winter.
  5. The Estate is private and offers exceptional, peaceful, inviting, indoor and outdoor spaces to enjoy year-round.

- by Regina and Thomas

For more information aboutOne Sears Road or other historic properties, contact Amy L. Donovan at adonovan@landvest.com or J. Stanley Edwards atjsedwards@landvest.com.

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