Thursday, October 8, 2026
Home Heritage Homes Circa 1930 Waterfront Estate on a Private Peninsula-Like Setting in Connecticut

Circa 1930 Waterfront Estate on a Private Peninsula-Like Setting in Connecticut

William Pitt Sotheby's International Realty

William Pitt Sotheby’s International Realty

Circa 1930 Waterfront Estate on a Private Peninsula-Like Setting in Connecticut

$5,950,000 | 1930 | 6,603 Sq. Ft. | 6 Beds | 6 Baths | 2 Acres
39 Vineyard Place, Guilford, CT 06437

Where New England architecture meets timeless elegance! Experience the pinnacle of shoreline living in this spectacular waterfront estate, perfectly positioned on a private, peninsula-like setting in Sachem’s Head community. Boasting breathtaking, panoramic views of Long Island Sound, this 1930s residence is a masterwork of historic character and unique architectural artistry. The home’s rich heritage is reflected in its exquisite details, from the enduring beauty of Stony Creek Granite and warm Pecky Cypress woodwork, to the original “porthole” windows in the grand family room. In the formal dining room, a distinctive ribbed ceiling, designed to evoke the overhead of a classic ship’s cabin, creates an unforgettable atmosphere for entertaining.

The heart of the home features a generous galley kitchen that balances functionality with style, offering abundant cabinetry, expansive counter space, and dining area with plenty of windows making sure no view is missed. Retreat to the second floor to find six spacious bedrooms, each offering its own unique perspective of the water, while the finished third-floor “flex” space serves as an ideal game room or private sanctuary. Spread across two manicured acres, enjoy relaxed seaside living with multiple sun porches, an expansive patio for gatherings, and the rare luxury of a private boat house. Take advantage of the Vineyard Place Association amenities, all while being just a short drive from charming downtown Guilford!


Ana Russo • arusso@wpsir.com
William Pitt Sotheby’s International Realty
Photography Credit: William Pitt Sotheby’s International Realty



William Pitt Sotheby’s International Realty
William Pitt Sotheby’s International Realty
William Pitt Sotheby’s International Realty
William Pitt Sotheby’s International Realty



William Pitt Sotheby’s International Realty
William Pitt Sotheby’s International Realty
William Pitt Sotheby’s International Realty
William Pitt Sotheby’s International Realty



William Pitt Sotheby’s International Realty
William Pitt Sotheby’s International Realty
William Pitt Sotheby’s International Realty
William Pitt Sotheby’s International Realty



William Pitt Sotheby’s International Realty
William Pitt Sotheby’s International Realty
William Pitt Sotheby’s International Realty
William Pitt Sotheby’s International Realty
William Pitt Sotheby’s International Realty



William Pitt Sotheby’s International Realty
William Pitt Sotheby’s International Realty
William Pitt Sotheby’s International Realty
William Pitt Sotheby’s International Realty
William Pitt Sotheby’s International Realty
William Pitt Sotheby’s International Realty



William Pitt Sotheby’s International Realty
William Pitt Sotheby’s International Realty
William Pitt Sotheby’s International Realty
William Pitt Sotheby’s International Realty



William Pitt Sotheby’s International Realty
William Pitt Sotheby’s International Realty
William Pitt Sotheby’s International Realty
William Pitt Sotheby’s International Realty



William Pitt Sotheby’s International Realty
William Pitt Sotheby’s International Realty
William Pitt Sotheby’s International Realty
William Pitt Sotheby’s International Realty
William Pitt Sotheby’s International Realty



William Pitt Sotheby’s International Realty
William Pitt Sotheby’s International Realty

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