The Brandt House – Unique property with many income opporunities

  • $945,000
29 Highland Avenue, Greenfield, Massachusetts, 01301, United States
For Sale Inn / Bed + Breakfast

The Brandt House – Unique property with many income opporunities

29 Highland Avenue, Greenfield, Massachusetts, 01301, United States
  • $945,000


B&B? Family retreat? Multi-family? Vacation rental? Event venue? With absolutely unique dual commercial/residential zoning, the possibilities abound. A full penthouse apartment offers an ideal situation for multigenerational living, AirBnB space for extra income, or multi-family use. . .or live in the 2-bedroom apartment and continue running the Brandt House as a turn-key B&B with a 30-year track record. There is no other property like this in Greenfield, and now’s the perfect time to buy.

The Brandt House is a turn-of-the-century Georgian Colonial style estate located in the most historically significant residential area of Greenfield, Highland Park, just minutes from I-91 and Route 2 in northwestern Massachusetts.  Perched on top of a hill with views over the valley, on almost three acres of grounds and manicured gardens, this gorgeous gem from eras past is built with exceptional quality and timeless elegance. Walking distance to downtown restaurants and shops, and access to miles of scenic hiking and skiing trails right out the back door across the incredibly spacious back lawn (almost 3 acres!) used as a gorgeous private venue for weddings, events, and other gatherings.

Currently operating as one of the area’s top B&Bs, this is a rare opportunity to own a spacious and dramatic property, that’s equally suited for comfortable family gatherings and elegant entertaining. This 9 bedroom, 8 bathroom house with most baths ensuite makes this home ideal for multiple uses. On the 3rd floor there is an impressive multi-level, 2-bedroom apartment. Gorgeous library with pocket doors and coffered ceilings in the large living room. A total of 4 fireplaces, an east-facing sunroom on the mezzanine, terrific 16 x 26 covered porch for summertime entertaining and 2 acres of professionally landscaped yard with complete privacy. The exterior was just painted in September, it has newer natural gas heating systems, partial central air, minisplits on the third floor apartment, and all electric updated in 2016. Separate metering for apartment means its ready to go for multifamily use.

Close to Deerfield Academy, Bement School and Eaglebrook school. Ideal property for multi generational living or B & B. Short drive to Brattleboro, close to Historic Deerfield, walking distance to Greenfield’s Farmer’s Market, and ideally situated for access to all the outdoor activities the Pioneer Valley has to offer.

Also available as a turnkey B&B with a 30-year track record of success, all furnishings, reservations system, website, guest list, etc. Please inquire for business price and visit our website for more info:


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Updated on January 12, 2022 at 1:50 pm


  • Address 29 Highland Avenue, Greenfield, Massachusetts, 01301, United States
  • City Greenfield
  • State Massachusetts
  • Zip/Postal Code 01301
  • Country United States

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Georg Burwick
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Georg Burwick
  • Georg Burwick