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445 Orange Street
New Haven CT 06511 US

$1,999,000

Active Listing ID 24183695
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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 24183695
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445 Orange Street Exceptional opportunity to own a distinguished commercial property located in South part of East Rock, on the edge of Downtown. Built in 1858 and attributed to renowned architect Henry Austin for prominent New Haven physician Dr. William DeForest, this landmark Greek Revival brick building combines historic character with outstanding functionality for professional or commercial use. The first floor offers an 11ft ceilings, with a large reception area, elegant offices, conference or meeting rooms, and a kitchen. The second floor includes three spacious offices, including a large conference room that has been wired for high-speed video conferences. The fully finished lower level provides nearly 1, 000 square feet of additional usable space with three offices, a large common work area, and a unique circular room suitable for storage, archives, or a wine cellar. With 12 off-street parking spaces, a highly visible location, and flexible layout, this property is ideally suited for a law firm, financial services, architectural or engineering practice, medical or consulting offices, nonprofit headquarters, or other professional uses. Its prestigious setting and remarkable architectural character create an exceptional environment for clients and staff alike. Meticulously restored by the current owner, The Winchester House LLC, the property features soaring 11-foot ceilings, original plaster crown moldings, exceptional woodwork, elegant arched openings, bay windows, and a magnificent

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Property Features

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

Property

  • propertytype: Commercial Sale
  • 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
  • listagentfullname: Bradley Fleming
  • listagentemail: bfleming@hpearce.com
  • listagentkey: 3yd-CTMLS-855629
  • listagentmlsid: 855629
  • listagentpreferredphone: 2033140571
  • 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: 2026-06-15
  • listagenturl: http://www.hpearce.com
  • countyorparish: New Haven
  • cooling: Central Air
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 12
  • waterfrontyn: False
  • franchiseaffiliation: None
  • rooms: Bathroom 3, Bathroom 1, Bathroom 2, Bathroom 4, Bathroom 5
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • openhouse: { "AppointmentRequiredYN": false, "ListingKey": "3yd-CTMLS-24183695", "OpenHouseEndTime": "2026-06-23 18:00:00", "OpenHouseId": "5724205", "OpenHouseRemarks": "Hors d'oeuvre 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":"bfleming@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":"COMMERCIAL - New Haven, CT", "ListingURL":null, "MLSModificationTimestamp":"2026-06-18 17:52:12", "Neighborhoods":[{"Description":null, "Name":"East Rock"}], "PostalCode":null, "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":19863, "TaxDescription":null, "TaxYear":"2026"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 6/18/2026 6:43:41 PM GMT
Source Updated Date: 6/20/2026 12:30:50 PM GMT

Courtesy of: Bradley Fleming, Pearce Real Estate, bfleming@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.