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39 Vineyard Place
Guilford CT 06437 US

$5,950,000

Active Listing ID 24155090
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6 bed
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6.00 Bath (5 Full , 1 Half)
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Lot: 2.00 Acres
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Other

$5,950,000

Active Listing ID 24155090
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39 Vineyard Place 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!

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Property Features

  • Facts
  • Lot Size: 2.00 Acres
  • Property Type: Residential
  • Property Sub-type: Other
  • Features
  • Full Bathrooms: 5
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Exterior Finish: Porch-Enclosed, Underground Utilities, Terrace, Tennis Court, Porch, Stone Wall, French Doors, Underground Sprinkler, Patio
  • Heating Fuels: Other (Heating), Zoned
  • Additional Features
  • Basement
  • Fireplace
  • Patio
  • Waterfront

School Information

  • School
  • Per Board of Ed(Elementary)
  • Per Board of Ed(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Other
  • listprice: 5950000
  • unparsedaddress: 39 Vineyard Place
  • postalcity: Guilford
  • stateorprovince: CT
  • country: US
  • postalcode: 06437
  • bathroomsfull: 5
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 2
  • lotsizeunits: Acres
  • lotsizearea: 2
  • livingarea: 6603
  • livingareaunits: Square Feet
  • latitude: 41.24592
  • longitude: -72.696607
  • listagentfullname: Ana Russo
  • listagentemail: arusso@wpsir.com
  • listagentkey: 3yd-CTMLS-SKARZYNSKA
  • listagentmlsid: SKARZYNSKA
  • listagentpreferredphone: 2039883534
  • listagentofficephone: 2034532533
  • listofficekey: 3yd-CTMLS-PSOTH52
  • listofficemlsid: PSOTH52
  • disclaimer: Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: CTMLS
  • yearbuilt: 1930
  • listingcontractdate: 2026-03-12
  • listagenturl: http://www.williampitt.com
  • countyorparish: New Haven
  • elementaryschool: Per Board of Ed
  • highschool: Per Board of Ed
  • appliances: Oven/Range, Wall Oven, Refrigerator, Freezer, Dishwasher
  • cooling: Central Air
  • heating: Other (Heating), Zoned
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • waterfrontyn: True
  • franchiseaffiliation: Sotheby's International Realty
  • interiorfeatures: Audio System, Auto Garage Door Opener, Security System
  • exteriorfeatures: Porch-Enclosed, Underground Utilities, Terrace, Tennis Court, Porch, Stone Wall, French Doors, Underground Sprinkler, Patio
  • architecturalstyle: Colonial
  • rooms: Bathroom 6, Bedroom 5, Bathroom 5, Bedroom 4, Bathroom 4, Bathroom 3, Bedroom 6, Bedroom 3, Bedroom 2, Bathroom 1, Bathroom 2, Bedroom 1
  • securityfeatures: Security System
  • patioandporchfeatures: Patio
  • basement: Crawl Space
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -72.69661, 41.24592
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"William Pitt Sotheby's International Realty", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"arusso@wpsir.com", "ListBrokerageCity":"Stamford", "ListBrokerageCountry":"US", "ListBrokerageEmail":"pbreunich@wpsir.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"William Pitt Sotheby's International Realty", "ListBrokeragePhone":null, "ListBrokeragePostalCode":"06902", "ListBrokerageStateOrProvince":"CT", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"170 Washington Blvd", "ListBrokerageWebsiteUrl":"http://www.williampitt.com", "ListOfficeAddress1":"102b Broad St ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"PSOTH52", "ListOfficeCity":"Guilford", "ListOfficeCountry":"US", "ListOfficeEmail":"rmorrell@wpsir.com", "ListOfficePostalCode":"06437", "ListOfficeStateOrProvince":"CT", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - Guilford, CT", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/39-Vineyard-Pl_Guilford_CT_06437_M43680-20955?f=listhub&s=CTMLS&m=24155090&c=rexren", "MLSModificationTimestamp":"2026-04-07 21:25:48", "Neighborhoods":[{"Description":null, "Name":"Vineyard Place Associatio"}], "PostalCode":null, "RoomCount":13, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":56151, "TaxDescription":null, "TaxYear":"2026"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 5/31/2026 12:54:10 PM GMT
Source Updated Date: 6/4/2026 12:54:43 AM GMT

Courtesy of: Ana Russo, William Pitt Sotheby's Int'l, arusso@wpsir.com

Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.