Squire House Ossining: Historic $965K Property with B&B Potential

The Squire House in Ossining, New York, presents a rare investment opportunity, blending historic preservation with significant commercial potential. Currently listed for $965,000, this 5,800-square-foot landmark is ideally suited for a boutique hotel or bed and breakfast venture, a use strongly supported by the local community. Its unique concrete construction, a feature that earned it the early nickname "Mud House," has proven exceptionally durable over its 150-year history, resulting in a meticulously restored property that stands as a local treasure.

What is the History of the Squire House in Westchester County?

Built in the 1870s, the Squire House holds the distinction of being the first concrete residence in Westchester County. The original owner, Henry J. Baker, designed it as a "Swiss cottage" inspired by High Victorian Gothic architecture. The property's most notable period began in 1905 when it was purchased by Dr. Amos Squire, the head physician at the nearby Sing Sing prison. The Squire family owned the home until 1996, during which time it served various purposes, including a mental hospital, Naval hospital, restaurant, and business school. This varied history contributes to its unique character. The current owner undertook a comprehensive, multi-phase restoration from 1998 to 2004, returning the mansion to its original grandeur.

What Are the Key Features of This Ossining Landmark?

The home's exterior features an imposing tower and Gothic details, while the interior boasts meticulously preserved original elements. Key features include:

• Five bedrooms and seven bathrooms spread across multiple floors.
• A grand foyer with original tilework leading to a broad, winding wooden staircase.
• Three fireplaces on the first floor, located in the living room, study, and chef's kitchen.
• A chef's kitchen equipped with a 400-bottle wine refrigerator.
• A master bedroom with an ensuite bath on the second floor.
• A top floor with a massive original skylight, a floor-to-ceiling bookcase in the tower (accessed by a rolling ladder), and gorgeous views of the Hudson River.
• A separate, income-generating 2,000-square-foot garden-floor apartment with a private entrance, kitchen, and two bathrooms.

Why is This Property Considered a Commercial Investment Opportunity?

Based on our experience assessment, the Squire House's scale and layout make it a prime candidate for a commercial venture. The local community has expressed strong interest in seeing the property become a bed and breakfast or boutique hotel, ensuring it remains a vibrant part of Ossining. The existing separate apartment provides an immediate source of rental income, which can help offset holding costs while a larger business plan is developed. The property's historical significance and unique architecture are powerful marketing assets that would attract visitors seeking an authentic Hudson Valley experience.

Prospective buyers should consider the zoning regulations and licensing requirements for operating a commercial hospitality business in Ossining. While the structure is ideal for this purpose, due diligence is necessary. The asking price of $965,000 for a property of this size and historical value represents a significant opportunity for an investor looking to enter the hospitality market with a turnkey, landmark property.