39 Vineyard
Guilford, CT, 06437
$5,950,000
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!
Current real estate data for Single Family in Guilford as of Jun 06, 2026
83
Single Family Listed
64
Avg DOM
429
Avg $ / SqFt
$1,468,158
Avg List Price
Listing Provided Courtesy of Ana Russo at William Pitt Sotheby’s Int’l
Property Details
Price:
$5,950,000
MLS #:
24155090
Status:
Active
Beds:
6
Baths:
6
Type:
Single Family
Subdivision:
Vineyard Place Associatio
Neighborhood:
na
Listed Date:
Mar 12, 2026
Finished Sq Ft:
6,603
Lot Size:
87,120 sqft / 2.00 acres (approx)
Year Built:
1930
Schools
Elementary School:
Per Board of Ed
High School:
Per Board of Ed
Interior
Exterior
Financial
Map
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Community
- Address39 Vineyard Guilford CT
- NeighborhoodN/A
- SubdivisionVineyard Place Associatio
- CityGuilford
- CountyNew Haven
- Zip Code06437
Subdivisions in Guilford
Property Summary
- Located in the Vineyard Place Associatio subdivision, 39 Vineyard Guilford CT is a Single Family for sale in Guilford, CT, 06437. It is listed for $5,950,000 and features 6 beds, 6 baths, and has approximately 6,603 square feet of living space, and was originally constructed in 1930. The current price per square foot is $901. The average price per square foot for Single Family listings in Guilford is $429. The average listing price for Single Family in Guilford is $1,468,158.
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39 Vineyard
Guilford, CT



