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34 Woodside Avenue
Westport CT 06880 US

$2,699,000

Active Listing ID 24185246
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4 bed
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5.00 Bath (4 Full , 1 Half)
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Lot: 0.77 Acres
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Other

$2,699,000

Active Listing ID 24185246
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34 Woodside Avenue Steeped in history yet thoughtfully reimagined for modern living, this expanded and recently updated antique home offers the rare combination of timeless character, exceptional functionality, and a coveted location just an easy stroll to downtown Westport. Designed for both everyday living and easy entertaining, the home features warm gathering spaces and private retreats. A chef's kitchen with Thermador range and walk-in pantry opens to the home's inviting living and dining areas. Over $600K of recent updates including the stunning, newly-redesigned primary suite - a true sanctuary, with a new focal wall with custom cabinetry and gas fireplace, a well-equipped bath with dual sinks, tub and shower, plus a distinctive turreted sitting room, an idyllic space to relax. Multiple home office options. A new outbuilding elevates the property to an entirely new level. Designed as a private wellness retreat, this extraordinary Onsen-inspired space features hot and cold plunge pools, a sauna, shower, gas fireplace, and loft, creating a resort-quality experience. Outside, the sunny, level property features a new, walled-garden, crushed-stone patio and a 2nd patio, allowing for entertaining, gardening, and enjoying the peaceful surroundings. Room for pool! Town water/gas/sewer. Rich in character, beautifully updated, and uniquely equipped for modern wellness and work-from-home living, this exceptional residence offers a lifestyle rarely found in this historic, near-town neighborhood.

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Property Features

  • Facts
  • Lot Size: 0.77 Acres
  • Property Type: Residential
  • Property Sub-type: Other
  • Features
  • Full Bathrooms: 4
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Exterior Finish: Shed, Porch, Gutters, Garden Area, Lighting, Stone Wall, Underground Sprinkler
  • Additional Features
  • Basement
  • Fireplace
  • Patio

School Information

  • School
  • Kings Highway(Elementary)
  • Staples(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Other
  • listprice: 2699000
  • unparsedaddress: 34 Woodside Avenue
  • postalcity: Westport
  • stateorprovince: CT
  • country: US
  • postalcode: 06880
  • bathroomsfull: 4
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.77
  • lotsizeunits: Acres
  • lotsizearea: 0.77
  • livingarea: 3600
  • livingareaunits: Square Feet
  • latitude: 41.140811
  • longitude: -73.374113
  • listagentfullname: Cyd Hamer
  • listagentemail: chamer@williampitt.com
  • listagentkey: 3yd-CTMLS-16742
  • listagentmlsid: 16742
  • listagentpreferredphone: 9177445089
  • listagentofficephone: 2032271246
  • listofficekey: 3yd-CTMLS-PSOTH102
  • listofficemlsid: PSOTH102
  • 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: 2026-07-03
  • listagenturl: http://www.williampitt.com
  • countyorparish: Fairfield
  • elementaryschool: Kings Highway
  • highschool: Staples
  • appliances: Gas Range, Oven/Range, Range Hood, Refrigerator, Subzero, Icemaker, Dishwasher, Disposal, Washer, Dryer, Wine Chiller
  • cooling: Central Air
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • waterfrontyn: False
  • franchiseaffiliation: Sotheby's International Realty
  • interiorfeatures: Audio System, Auto Garage Door Opener, Central Vacuum, Intercom, Open Floor Plan, Security System
  • exteriorfeatures: Shed, Porch, Gutters, Garden Area, Lighting, Stone Wall, Underground Sprinkler
  • architecturalstyle: Other
  • rooms: Bedroom 2, Bedroom 4, Bathroom 4, Bathroom 5, Bathroom 2, Basement, Bathroom 1, Bedroom 1, Bedroom 3, Bathroom 3
  • securityfeatures: Security System
  • patioandporchfeatures: Porch
  • basement: Full, Sump Pump
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -73.374115, 41.140812
  • 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":"chamer@williampitt.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":"199 Post Road E ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"PSOTH102", "ListOfficeCity":"Westport", "ListOfficeCountry":"US", "ListOfficeEmail":"colleenkasper@yahoo.com", "ListOfficePostalCode":"06880", "ListOfficeStateOrProvince":"CT", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - Westport, CT", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/34-Woodside-Ave_Westport_CT_06880_M46648-78487?f=listhub&s=CTMLS&m=24185246&c=rexren", "MLSModificationTimestamp":"2026-07-03 15:16:31", "Neighborhoods":[{"Description":null, "Name":"Old Hill"}], "PostalCode":null, "RoomCount":10, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":15352, "TaxDescription":null, "TaxYear":"2026"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 7/3/2026 4:06:50 PM GMT
Source Updated Date: 7/4/2026 12:52:47 AM GMT

Courtesy of: Cyd Hamer, William Pitt Sotheby's Int'l, chamer@williampitt.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.