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Land with Home for Sale in Guilford, Connecticut

39 Vineyard Pl, Guilford, CT 06437

$5,950,000
2 acres
Active sale
ago
Est $33,225/mo

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!

6,603
Sq feet
6
Beds
5
Full baths
1
1/2 bath
1930
Built

Location

Street address
39 Vineyard Pl
Community
Vineyard Place Associatio
Elevation
4 feet
Coordinates
41.2459, -72.6966

Property details

Acreage
2 acres
Zoning
R-2
MLS #
CTMLS 24155090
Posted

Property taxes

2026
$56,151

Expenses

Home Owner Assessments Fee
$900 annually

Details and features

Listing

Type
Residential
Franchise
Sotheby's International Realty

Lot

Waterfront
Yes
Features
Level Lot, Sac de On Cul, Water View

Exterior

Pool
Patio
Features
Porch-Enclosed, Underground Utilities, Terrace, Tennis Court, Porch, Stone Wall, French Doors, Underground Sprinkler, Patio

Structure

Basement
Crawl Space
Water
Public
Heating
Zoned
Cooling
Central Air

Interior

Room Count
13
Rooms
Bathroom x 6, Bedroom x 6
Appliances
Dishwasher, Freezer, Oven/Range, Refrigerator, Wall Oven
Security
Security System
Features
Audio System, Auto Garage Door Opener, Security System

Listing history

DateEventPriceChangeSource
Mar 13, 2026New listing$5,950,000CTMLS
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This 2-acre property is located at 39 Vineyard Pl in Guilford, CT 06437. The property is available for sale for $5,950,000. It has a 6,603 sq ft 6 bedroom, 5 bath house built in 1930.

Checked 1 hour ago — Updated

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