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22 Evergreen Avenue
Westport CT 06880 US

$4,850,000

Active Listing ID 24172211
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5 bed
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5.00 Bath (5 Full)
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Lot: 2.52 Acres
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Other

$4,850,000

Active Listing ID 24172211
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22 Evergreen Avenue Introducing The Winslow Manor, one of Westport's most exceptional estates, is a secluded retreat defined by beauty, privacy, and grace, now available for the first time in decades, inviting its next residents to experience the privilege of living within this storied and extraordinary sanctuary. Just steps from downtown & completely remodeled in 2002, welcome home to a rare and timeless estate where classic Arts & Crafts architecture meets the tranquility of a private countryside retreat. Set on over 2.5+ sprawling acres of pristine grounds, this exceptional 5 Bed, 5 Bath residence offers more than 5, 100 sqft of refined living, surrounded by natural beauty & complete privacy. From the moment you arrive down the private, meandering drive framed by mature landscaping; The Winslow Manor evokes a sense of warmth, character, and enduring craftsmanship. Rich architectural details, beamed ceilings, inviting living spaces, & thoughtfully designed interiors create a home that feels both grand and deeply welcoming- as if stepping into a piece of cozy history, carefully preserved and elevated for modern living. Designed for both relaxation & recreation, the estate unfolds into an extraordinary outdoor experience. A sparkling Gunite pool, multiple terraces, Pergolas, & dedicated home gym create the ultimate summer retreat, while the surrounding pond and protected wetlands attract an abundance of wildlife, offering peaceful views and a connection to nature rarely found so close town.

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Property Features

  • Facts
  • Lot Size: 2.52 Acres
  • Property Type: Residential
  • Property Sub-type: Other
  • Features
  • Full Bathrooms: 5
  • Cooling System: Zoned, Central Air
  • Exterior Finish: Balcony, Awnings, Stone Wall, French Doors, Patio
  • Additional Features
  • Basement
  • Fireplace
  • Patio

School Information

  • School
  • Saugatuck(Elementary)
  • Staples(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Other
  • listprice: 4850000
  • unparsedaddress: 22 Evergreen Avenue
  • postalcity: Westport
  • stateorprovince: CT
  • country: US
  • postalcode: 06880
  • bathroomsfull: 5
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 2.52
  • lotsizeunits: Acres
  • lotsizearea: 2.52
  • livingarea: 5103
  • livingareaunits: Square Feet
  • latitude: 41.144984
  • longitude: -73.355518
  • listagentfullname: Valerie Alvarez
  • listagentemail: Valerie@serhant.com
  • listagentkey: 3yd-CTMLS-844072
  • listagentmlsid: 844072
  • listagentpreferredphone: 2032240361
  • listagentofficephone: 2034897800
  • listofficekey: 3yd-CTMLS-13541
  • listofficemlsid: 13541
  • 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: 1949
  • listingcontractdate: 2026-05-23
  • listagenturl: https://serhant.com/
  • countyorparish: Fairfield
  • elementaryschool: Saugatuck
  • highschool: Staples
  • appliances: Gas Range, Range Hood, Refrigerator, Dishwasher
  • cooling: Zoned, Central Air
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 10
  • waterfrontyn: False
  • franchiseaffiliation: None
  • exteriorfeatures: Balcony, Awnings, Stone Wall, French Doors, Patio
  • architecturalstyle: Colonial
  • rooms: Bathroom 3, Bathroom 1, Bathroom 5, Bedroom 3, Bedroom 5, Bedroom 4, Bedroom 2, Basement, Bedroom 1, Bathroom 2, Bathroom 4
  • patioandporchfeatures: Patio
  • basement: Full
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -73.355515, 41.144985
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"SERHANT CONNECTICUT LLC", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"Valerie@serhant.com", "ListBrokerageCity":"New York", "ListBrokerageCountry":"US", "ListBrokerageEmail":"hello@serhant.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"SERHANT CONNECTICUT LLC", "ListBrokeragePhone":"(646) 480-7665", "ListBrokeragePostalCode":"10012", "ListBrokerageStateOrProvince":null, "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"372 W Broadway", "ListBrokerageWebsiteUrl":"https://serhant.com/", "ListOfficeAddress1":"500 W Putnam Avenue ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"13541", "ListOfficeCity":"Greenwich", "ListOfficeCountry":"US", "ListOfficeEmail":"danielle@serhant.com", "ListOfficePostalCode":"06830", "ListOfficeStateOrProvince":"CT", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - Westport, CT", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/22-Evergreen-Ave_Westport_CT_06880_M45010-11914?f=listhub&s=CTMLS&m=24172211&c=rexren", "MLSModificationTimestamp":"2026-05-29 04:05:02", "Neighborhoods":[{"Description":null, "Name":"In-Town"}], "PostalCode":null, "RoomCount":12, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":27234, "TaxDescription":null, "TaxYear":"2026"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 5/31/2026 12:50:47 PM GMT
Source Updated Date: 6/4/2026 12:54:43 AM GMT

Courtesy of: Valerie Alvarez, Serhant Connecticut, LLC, Valerie@serhant.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.