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2 Sleepy Hollow Road
New Canaan CT 06840 US

$2,195,000

Pending Listing ID 24166322
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5 bed
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3.00 Bath (3 Full)
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Lot: 2.62 Acres
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Other

$2,195,000

Pending Listing ID 24166322
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2 Sleepy Hollow Road Discover this stunning five-bedroom contemporary on a premier quiet New Canaan cul-de-sac- just five minutes from town. Soaring ceilings and expansive glass windows flood the open floor plan with natural light, backed by lush landscaping for total privacy. Step into the dramatic living room anchored by a custom gas fireplace. Move seamlessly to the sunlit dining area and custom wood-paneled kitchen with new appliances, walk-in pantry, and breakfast nook-opening to a patio and enclosed garden and lawn, perfect for effortless entertaining. The first-floor primary retreat boasts a sitting area, spa-like bath, and large walk-in closet. Sip morning coffee or catch sunsets overlooking your own nature preserve from the wraparound deck. Nearby are a private office and guest bedroom. Upstairs: three generous bedrooms and vaulted media room. The light-filled walk-out lower level features gym/exercise space and a rec room ready for a wood-burning stove. Mudroom and storage areas add flexibility. All floors were refinished or replaced. A pristine utility room includes recently installed propane heat, on demand hot water and whole house generator. Fiber optic connected and security system upgraded. The oversized three-car garage with high ceilings and epoxy floors stores bikes and gear easily. Owners shared their inspired property vision images (onsite) planned before their transfer. Don't miss this incredible opportunity.

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Property Features

  • Facts
  • Lot Size: 2.62 Acres
  • Property Type: Residential
  • Property Sub-type: Other
  • Features
  • Full Bathrooms: 3
  • Cooling System: Central Air
  • Exterior Finish: Deck, Garden Area
  • Additional Features
  • Basement
  • Fireplace
  • Patio
  • Waterfront

School Information

  • School
  • East(Elementary)
  • New Canaan(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Other
  • listprice: 2195000
  • unparsedaddress: 2 Sleepy Hollow Road
  • postalcity: New Canaan
  • stateorprovince: CT
  • country: US
  • postalcode: 06840
  • bathroomsfull: 3
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 2.62
  • lotsizeunits: Acres
  • lotsizearea: 2.62
  • livingarea: 5658
  • livingareaunits: Square Feet
  • latitude: 41.173156
  • longitude: -73.488546
  • listagentfullname: Leslie Razook
  • listagentemail: lrazook@williampitt.com
  • listagentkey: 3yd-CTMLS-14210
  • listagentmlsid: 14210
  • listagentpreferredphone: 2039184452
  • listagentofficephone: 2039662633
  • listofficekey: 3yd-CTMLS-D61
  • listofficemlsid: D61
  • 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: 1981
  • listingcontractdate: 2026-05-11
  • listagenturl: http://www.williampitt.com
  • countyorparish: Fairfield
  • elementaryschool: East
  • highschool: New Canaan
  • appliances: Electric Cooktop, Wall Oven, Refrigerator, Subzero, Dishwasher, Washer, Dryer
  • cooling: Central Air
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • waterfrontyn: True
  • franchiseaffiliation: Sotheby's International Realty
  • interiorfeatures: Auto Garage Door Opener, Cable - Pre-wired, Open Floor Plan
  • exteriorfeatures: Deck, Garden Area
  • waterfrontfeatures: Pond
  • architecturalstyle: Contemporary, Modern
  • rooms: Bedroom 1, Bathroom 1, Bedroom 2, Bathroom 3, Bedroom 3, Bedroom 4, Bedroom 5, Basement, Bathroom 2
  • patioandporchfeatures: Deck
  • basement: Full, Partially Finished
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -73.48855, 41.173157
  • openhouse: { "AppointmentRequiredYN": false, "ListingKey": "3yd-CTMLS-24166322", "OpenHouseEndTime": "2026-05-17 15:00:00", "OpenHouseId": "4118297", "OpenHouseRemarks": null, "OpenHouseStartTime": "2026-05-17 13:00:00", "OpenHouseType": null, "VirtualOpenHouseURL": null }
  • 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":"lrazook@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":"26 Cherry Street ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"D61", "ListOfficeCity":"New Canaan", "ListOfficeCountry":"US", "ListOfficeEmail":"melissabrownriley@gmail.com", "ListOfficePostalCode":"06840", "ListOfficeStateOrProvince":"CT", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - New Canaan, CT", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/2-Sleepy-Hollow-Rd_New-Canaan_CT_06840_M48673-08585?f=listhub&s=CTMLS&m=24166322&c=rexren", "MLSModificationTimestamp":"2026-05-27 19:55:09", "Neighborhoods":[], "PostalCode":null, "RoomCount":12, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":18488, "TaxDescription":null, "TaxYear":"2026"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 5/27/2026 8:28:51 PM GMT
Source Updated Date: 6/4/2026 12:54:43 AM GMT

Courtesy of: Leslie Razook, William Pitt Sotheby's Int'l, lrazook@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.