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40 Oleson Drive
Southbury CT 06488 US

$565,000

Active Listing ID 24174641
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5 bed
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2.00 Bath (1 Full , 1 Half)
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Lot: 2.90 Acres
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Other

$565,000

Active Listing ID 24174641
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40 Oleson Drive Set at the end of a shared private driveway on 2.9 wooded acres, this 5BR home presents a unique opportunity for those seeking privacy, space, and the chance to create something truly their own. Surrounded by natural beauty, the property offers room to explore, garden, entertain, or simply enjoy a peaceful setting while remaining close to everyday conveniences. A covered porch welcomes you inside where hardwood flooring runs through much of the home. The living room features built in bookshelves, a wood stove, and large windows that bring in natural light. A notable advantage of the home's layout is the presence of three bedrooms on the main level, offering flexibility for single level living, guests, home office space, or multigenerational needs. The main level also includes an eat in kitchen with a large pantry, dining room, full bath, and a four season room overlooking the wooded surroundings. Upstairs are two additional bedrooms and a half bath with space that may accommodate future expansion to a full bath or laundry area. Ample closet space is found throughout. The unfinished lower level provides additional flexibility with workshop space, laundry and mechanical areas, a storage room suitable for a wine or root cellar, and a two car tandem garage. Outside, you'll find an inground pool with a new liner (2024), multiple outbuildings and wood sheds (conveyed as is), and abundant parking.

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Property Features

  • Facts
  • Lot Size: 2.90 Acres
  • Property Type: Residential
  • Property Sub-type: Other
  • Features
  • Full Bathrooms: 1
  • 1/2 Bathrooms: 1
  • Exterior Finish: Shed, Porch, Gutters, Stone Wall
  • Additional Features
  • Basement
  • Fireplace
  • Patio

School Information

  • School
  • Per Board of Ed(Elementary)
  • Pomperaug(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Other
  • listprice: 565000
  • unparsedaddress: 40 Oleson Drive
  • postalcity: Southbury
  • stateorprovince: CT
  • country: US
  • postalcode: 06488
  • bathroomsfull: 1
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 2.9
  • lotsizeunits: Acres
  • lotsizearea: 2.9
  • livingarea: 2040
  • livingareaunits: Square Feet
  • latitude: 41.475578
  • longitude: -73.184507
  • listagentfullname: Liz Newnham
  • listagentemail: lnewnham@wpsir.com
  • listagentkey: 3yd-CTMLS-7758
  • listagentmlsid: 7758
  • listagentpreferredphone: 2039944123
  • listagentofficephone: 2037967700
  • listofficekey: 3yd-CTMLS-PSOTH120
  • listofficemlsid: PSOTH120
  • 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: 1963
  • listingcontractdate: 2026-05-11
  • listagenturl: http://www.williampitt.com
  • countyorparish: New Haven
  • elementaryschool: Per Board of Ed
  • highschool: Pomperaug
  • appliances: Oven/Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 4
  • waterfrontyn: False
  • franchiseaffiliation: Sotheby's International Realty
  • interiorfeatures: Auto Garage Door Opener
  • exteriorfeatures: Shed, Porch, Gutters, Stone Wall
  • architecturalstyle: Cape Cod, Colonial
  • rooms: Bathroom 1, Bedroom 5, Bedroom 1, Bedroom 4, Bathroom 2, Bedroom 3, Basement, Bedroom 2
  • patioandporchfeatures: Porch
  • basement: Full, Unfinished
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -73.18451, 41.47558
  • openhouse: { "AppointmentRequiredYN": false, "ListingKey": "3yd-CTMLS-24174641", "OpenHouseEndTime": "2026-06-06 13:00:00", "OpenHouseId": "5000777", "OpenHouseRemarks": null, "OpenHouseStartTime": "2026-06-06 11:00:00", "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":"lnewnham@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":"112 Federal Road ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"PSOTH120", "ListOfficeCity":"Danbury", "ListOfficeCountry":"US", "ListOfficeEmail":"aunger@wpsir.com", "ListOfficePostalCode":"06811", "ListOfficeStateOrProvince":"CT", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - Southbury, CT", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/40-Oleson-Dr_Southbury_CT_06488_M35651-69267?f=listhub&s=CTMLS&m=24174641&c=rexren", "MLSModificationTimestamp":"2026-06-03 16:41:00", "Neighborhoods":[], "PostalCode":null, "RoomCount":9, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":5318, "TaxDescription":null, "TaxYear":"2026"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 6/3/2026 5:43:39 PM GMT
Source Updated Date: 6/4/2026 12:54:43 AM GMT

Courtesy of: Liz Newnham, William Pitt Sotheby's Int'l, lnewnham@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.