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55 Sleepy Hill Road
Southbury CT 06488 US

$749,000

Active Listing ID 24184424
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5 bed
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4.00 Bath (3 Full , 1 Half)
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Lot: 4.37 Acres
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Other

$749,000

Active Listing ID 24184424
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55 Sleepy Hill Road Thoughtfully maintained and beautifully appointed, this elegant 5 bed, 3.5 bath Colonial offers 3, 415 sqft of comfortable living space on a professionally landscaped cul-de-sac lot. Designed with both everyday living and entertaining in mind, this home features a wonderful floor plan with gracious formal and informal spaces throughout. The stunning Great Room showcases exposed beams, a wood-burning fireplace, and wet bar, while the sun-filled skylit Sunroom overlooks the expansive backyard and opens seamlessly to the kitchen. A classic Living Room and elegant Dining Room provide timeless appeal. A 1st floor In-Law with private entrance, full bath, and Kitchen offers exceptional flexibility for guests or multi-generational living. Upstairs, the impressive Primary features vaulted ceilings, a fireplace, three closets, and an Adirondack-inspired spa bath. Three add'l generously sized bedrooms, a full bath, and 2nd floor laundry complete the upper level. Additional highlights include a walk-up floored Attic, finished Playroom (not included in square footage), Workshop, and large open yard ideal for recreation and entertaining. Significant improvements include a new roof and 1, 500-gallon septic system (2025), Andersen windows (2016), updated water heater and pressure tank, and twin 330-gallon oil tanks. Conveniently located close to schools, commuting routes, and everyday amenities, this is a home that combines timeless style, thoughtful updates, and exceptional functionality.

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Property Features

  • Facts
  • Lot Size: 4.37 Acres
  • Property Type: Residential
  • Property Sub-type: Other
  • Features
  • Full Bathrooms: 3
  • 1/2 Bathrooms: 1
  • 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: 749000
  • unparsedaddress: 55 Sleepy Hill Road
  • postalcity: Southbury
  • stateorprovince: CT
  • country: US
  • postalcode: 06488
  • bathroomsfull: 3
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 4.37
  • lotsizeunits: Acres
  • lotsizearea: 4.37
  • livingarea: 3415
  • livingareaunits: Square Feet
  • latitude: 41.457409
  • longitude: -73.214762
  • listagentfullname: Phoebe Finch
  • listagentemail: pschreiner@wpsir.com
  • listagentkey: 3yd-CTMLS-FINCHPH
  • listagentmlsid: FINCHPH
  • listagentpreferredphone: 6176453907
  • listagentofficephone: 2032456700
  • listofficekey: 3yd-CTMLS-PSOTH50
  • listofficemlsid: PSOTH50
  • 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: 1984
  • listingcontractdate: 2026-06-17
  • listagenturl: http://www.williampitt.com
  • countyorparish: New Haven
  • elementaryschool: Per Board of Ed
  • highschool: Per Board of Ed
  • appliances: Oven/Range, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer
  • cooling: Central Air
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • waterfrontyn: False
  • franchiseaffiliation: Sotheby's International Realty
  • architecturalstyle: Colonial
  • rooms: Basement, Bathroom 2, Bathroom 3, Bathroom 1, Bedroom 2, Bedroom 1, Bedroom 3, Bedroom 4, Bedroom 5, Bathroom 4
  • basement: Full, Partially Finished
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -73.21476, 41.45741
  • openhouse: { "AppointmentRequiredYN": false, "ListingKey": "3yd-CTMLS-24184424", "OpenHouseEndTime": "2026-06-20 15:00:00", "OpenHouseId": "5618684", "OpenHouseRemarks": null, "OpenHouseStartTime": "2026-06-20 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":"pschreiner@wpsir.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":"696 Boston Post Road ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"PSOTH50", "ListOfficeCity":"Madison", "ListOfficeCountry":"US", "ListOfficeEmail":"rmorrell@wpsir.com", "ListOfficePostalCode":"06443", "ListOfficeStateOrProvince":"CT", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - Southbury, CT", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/55-Sleepy-Hill-Rd_Southbury_CT_06488_M43468-07890?f=listhub&s=CTMLS&m=24184424&c=rexren", "MLSModificationTimestamp":"2026-06-21 00:40:14", "Neighborhoods":[], "PostalCode":null, "RoomCount":10, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":11143, "TaxDescription":null, "TaxYear":"2026"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 6/21/2026 11:19:27 AM GMT
Source Updated Date: 6/24/2026 12:56:15 AM GMT

Courtesy of: Phoebe Finch, William Pitt Sotheby's Int'l, pschreiner@wpsir.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.