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Once-in-a-lifetime opportunity to own a stately Victorian on Main Street in Stockbridge!

Kate Lascar of Berkshire Property Agents offers an elegant Italianate Victorian in a renowned and iconic location.

RARE GEM! Impeccably preserved, unique and elegant Italianate residence looking for its new custodian. Perfect for refined in-town living and seamless entertaining with high ceilings, tall windows, hardwood floors, marble fireplaces, and a delightful front porch which overlooks Main Street, the ideal spot to relax on a rocking chair and watch the town go by. UNBEATABLE location near hiking trails, dining and cultural experiences like Monument Mountain, the Norman Rockwell Museum and a stone’s throw away from the iconic Red Lion Inn. The house has been in the same family since 1975 and is currently divided into three rental apartments with established income. Ideal for plug-and-play investment, multigenerational living or just a magnificent first or second home. Versatility abounds!

What’s the most compelling thing about this property?

What’s most compelling about this property is its majestic and distinguished appearance. The Italianate, Victorian architectural style adds a touch of elegance. The unique and vibrant color of the building further sets it apart, drawing attention in an already renowned and iconic location at the heart of what some might consider one of the most famous Main Streets in America.

For whom is this house perfect?

The house presents a unique opportunity that appeals to investors and homeowners alike, offering a trio of apartments within a single house. This arrangement provides the potential for consistent rental income for investors and multi-generational living arrangements for families. Homeowners can enjoy the flexibility of living in one apartment while renting out the others to offset costs or accommodate changing needs. Its prime location ensures convenient access to amenities and services. An enticing prospect for a wide range of individuals!

What’s the most fun thing to do within five miles of this house?

If you appreciate art, the Norman Rockwell Museum, located in Stockbridge, is a fantastic destination. Enjoy the beauty of nature at the Berkshire Botanical Garden. Stroll along Main Street in Stockbridge to explore charming shops, cafes, restaurants and art galleries. If you’re an outdoor enthusiast, discover nearby hiking trails or recreational areas where you can enjoy activities like walking, biking, swimming or picnicking.

If this house could talk, what secret would it tell about its history?

Prior to becoming the cherished abode of the Henderson family in 1975, this residence had been in the possession of Dr. Knight, an esteemed American psychoanalyst who held the role of Medical Director at the Austen Riggs Center in Stockbridge from 1947 until his passing in 1966. It is also rumored that the house was once a lively and bustling tearoom.


Interested? Contact Kate Lascar

Berkshire Property Agents

Office: 413-528-6800

Mobile: 646-593-1895


12 Railroad Street

Great Barrington, Mass.


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