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445 Orange Street
New Haven CT 06511 US

$1,999,000

Active Listing ID 24181566
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4 bed
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5.00 Bath (1 Full , 4 Half)
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Lot: 0.22 Acres
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Other

$1,999,000

Active Listing ID 24181566
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445 Orange Street A rare opportunity to own one of New Haven's most distinguished mid-19th century landmarks. Believed to have been designed by renowned architect Henry Austin for prominent New Haven physician Dr. William DeForest in 1858, this stately Greek Revival brick residence occupies a prominent site in the southern section of the coveted East Rock neighborhood. Meticulously restored by the current owner, The Winchester House LLC, the property showcases exceptional craftsmanship and an extraordinary collection of original architectural details. Soaring 11-foot ceilings, original plaster crown moldings, impeccable millwork, elegant arched openings, and graceful bay windows reflect the grandeur of the period. The remarkable grand staircase, relocated from the historic Eli Whitney House on Hartford Turnpike in Hamden, serves as a dramatic architectural centerpiece. Historically, the exterior was finished in scored stucco designed to resemble finely cut ashlar stone, a distinctive detail that speaks to the sophistication of the original design. Currently configured as an elegant law office, the property could be readily returned to a magnificent single-family residence while also offering exceptional potential for professional offices, institutional use, or a live/work environment, subject to applicable zoning requirements. The impressive formal entry foyer opens to a gracious reception hall centered around an intricate period fireplace.

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Property Features

  • Facts
  • Lot Size: 0.22 Acres
  • Property Type: Residential
  • Property Sub-type: Other
  • Features
  • Full Bathrooms: 1
  • 1/2 Bathrooms: 4
  • Cooling System: Central Air
  • Additional Features
  • Basement
  • Fireplace

School Information

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

Property

  • propertytype: Residential
  • propertysubtype: Other
  • listprice: 1999000
  • unparsedaddress: 445 Orange Street
  • postalcity: New Haven
  • stateorprovince: CT
  • country: US
  • postalcode: 06511
  • bathroomsfull: 1
  • bathroomshalf: 4
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.22
  • lotsizeunits: Acres
  • lotsizearea: 0.22
  • livingarea: 4016
  • livingareaunits: Square Feet
  • latitude: 41.312614
  • longitude: -72.918602
  • listagentfullname: Wojtek Borowski
  • listagentemail: wborowski@hpearce.com
  • listagentkey: 3yd-CTMLS-BOROWSWO
  • listagentmlsid: BOROWSWO
  • listagentpreferredphone: 2036069898
  • listagentofficephone: 2037761899
  • listofficekey: 3yd-CTMLS-PEAR33
  • listofficemlsid: PEAR33
  • 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: 1858
  • listingcontractdate: 2026-06-12
  • listagenturl: http://www.hpearce.com
  • countyorparish: New Haven
  • elementaryschool: Per Board of Ed
  • highschool: Per Board of Ed
  • appliances: Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher
  • cooling: Central Air
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 12
  • waterfrontyn: False
  • franchiseaffiliation: None
  • interiorfeatures: Security System
  • architecturalstyle: Colonial, Other
  • rooms: Bathroom 3, Bedroom 2, Bathroom 1, Bedroom 4, Bedroom 1, Bathroom 2, Basement, Bedroom 3, Bathroom 4, Bathroom 5
  • securityfeatures: Security System
  • basement: Full
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -72.9186, 41.312614
  • openhouse: { "AppointmentRequiredYN": false, "ListingKey": "3yd-CTMLS-24181566", "OpenHouseEndTime": "2026-06-23 18:00:00", "OpenHouseId": "5724223", "OpenHouseRemarks": "Hors d'oeuvres and Wine", "OpenHouseStartTime": "2026-06-23 16:00:00", "OpenHouseType": null, "VirtualOpenHouseURL": null }
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"H. Pearce Real Estate Co., Inc.", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"wborowski@hpearce.com", "ListBrokerageCity":"North Haven", "ListBrokerageCountry":"US", "ListBrokerageEmail":"cdailey@hpearce.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/CTMLS/949cbbb1927711e3a0b722000acb85d6/20140210173320231.png", "ListBrokerageName":"H. Pearce Real Estate Co., Inc.", "ListBrokeragePhone":"(203) 281-9311", "ListBrokeragePostalCode":"06473", "ListBrokerageStateOrProvince":"CT", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"393 State Street", "ListBrokerageWebsiteUrl":"http://www.hpearce.com", "ListOfficeAddress1":"32 Whitney Avenue ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"PEAR33", "ListOfficeCity":"New Haven", "ListOfficeCountry":"US", "ListOfficeEmail":"newhaven@hpearce.com", "ListOfficePostalCode":"06510", "ListOfficeStateOrProvince":"CT", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - New Haven, CT", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/445-Orange-St_New-Haven_CT_06511_M91968-77102?f=listhub&s=CTMLS&m=24181566&c=rexren", "MLSModificationTimestamp":"2026-06-18 17:51:19", "Neighborhoods":[{"Description":null, "Name":"East Rock"}], "PostalCode":null, "RoomCount":13, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":19863, "TaxDescription":null, "TaxYear":"2026"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 6/18/2026 6:43:43 PM GMT
Source Updated Date: 6/20/2026 12:30:50 PM GMT

Courtesy of: Wojtek Borowski, Pearce Real Estate, wborowski@hpearce.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.