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555 Whittemore Road Middlebury CT 06762US4 Bed, 3.00 Bath (2 Full Bath , 1 Half Bath), 1,855 square feet24181461
555 Whittemore Road MiddleburyCT06762
449000.0000 1/1/1900 12:00:00 AM
Dave Jones Realty, LLC
1 /

Courtesy of: Deb Smolley, Dave Jones Realty, LLC, debsmolley@sbcglobal.net

555 Whittemore Road
Middlebury CT 06762 US

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1 /

Courtesy of: Deb Smolley, Dave Jones Realty, LLC, debsmolley@sbcglobal.net

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555 Whittemore Road
Middlebury CT 06762 US

$449,000

Pending Listing ID 24181461
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4 bed
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1,855 square feet
bath icon
3.00 Bath (2 Full , 1 Half)
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Lot: 0.34 Acres
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Other

$449,000

Pending Listing ID 24181461
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555 Whittemore Road Welcome to this charming Cape Cod home, situated on a 0.34-acre corner lot in the highly desirable town of Middlebury. This home offers 1, 855 square feet of comfortable living space with 4 bedrooms and 2.5 baths. The heart of the home features updated oversized country kitchen, with cabinets galore, stainless steel refrigerator, dishwaher and microwave and a gas range. Formal Living Room and Formal Dining Room for your gatherings and entertaining. Newer windows, doors. Remodeled and updated bathrooms. First floor laundry room and bedroom for your convenience. Also, an in-law apartment provides added flexibility for extended family, guests, or potential rental income. The in-law was originally the two car garage that can be converted back! Enjoy all that Middlebury has to offer, including its small-town charm, highly rated schools, wonderful parks, popular restaurants, lake, tennis courts, health club, walking and riding trails, health club and convenient access to Route 8 and I-84.

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Property Features

  • Facts
  • Lot Size: 0.34 Acres
  • Property Type: Residential
  • Property Sub-type: Other
  • Features
  • Full Bathrooms: 2
  • 1/2 Bathrooms: 1
  • Cooling System: Window Unit(s)
  • Exterior Finish: Shed, Porch, Gutters, Patio
  • Heating Fuels: Hot Water(Heating)
  • Additional Features
  • Basement
  • Patio

School Information

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

Property

  • propertytype: Residential
  • propertysubtype: Other
  • listprice: 449000
  • unparsedaddress: 555 Whittemore Road
  • postalcity: Middlebury
  • stateorprovince: CT
  • country: US
  • postalcode: 06762
  • bathroomsfull: 2
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.34
  • lotsizeunits: Acres
  • lotsizearea: 0.34
  • livingarea: 1855
  • livingareaunits: Square Feet
  • latitude: 41.526893
  • longitude: -73.100906
  • listagentfullname: Deb Smolley
  • listagentemail: debsmolley@sbcglobal.net
  • listagentkey: 3yd-CTMLS-SMOLLEDE
  • listagentmlsid: SMOLLEDE
  • listagentpreferredphone: 8604179200
  • listagentofficephone: 2037580264
  • listofficekey: 3yd-CTMLS-JONE20
  • listofficemlsid: JONE20
  • 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: 1946
  • listingcontractdate: 2026-06-05
  • listagenturl: http://WWW.DAVEJONESREALTY.COM
  • countyorparish: New Haven
  • elementaryschool: Per Board of Ed
  • highschool: Pomperaug
  • appliances: Gas Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • cooling: Window Unit(s)
  • heating: Hot Water(Heating)
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 3
  • waterfrontyn: False
  • franchiseaffiliation: None
  • interiorfeatures: Cable - Available
  • exteriorfeatures: Shed, Porch, Gutters, Patio
  • architecturalstyle: Cape Cod
  • rooms: Basement, Bedroom 4, Bedroom 3, Bathroom 1, Bathroom 3, Bedroom 1, Bedroom 2, Bathroom 2
  • patioandporchfeatures: Patio
  • basement: Full
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -73.10091, 41.526894
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"DAVE JONES REALTY LLC", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"debsmolley@sbcglobal.net", "ListBrokerageCity":"PROSPECT", "ListBrokerageCountry":"US", "ListBrokerageEmail":"DAVE@DAVEJONESREALTY.COM", "ListBrokerageLogoUrl":"http://lh.rdcpix.com/c5ababc31f991c8a011f9a1c1b0a0027k-c2719537881r.jpg", "ListBrokerageName":"DAVE JONES REALTY LLC", "ListBrokeragePhone":"(203) 910-2638", "ListBrokeragePostalCode":"06712", "ListBrokerageStateOrProvince":"CT", "ListBrokerageUnitNumber":"33 waterbury Road", "ListBrokerageUnparsedAddress":"PO BOX 7363", "ListBrokerageWebsiteUrl":"http://WWW.DAVEJONESREALTY.COM", "ListOfficeAddress1":"40 Center Street ", "ListOfficeAddress2":"33 waterbury Road", "ListOfficeBrokerMlsId":"JONE20", "ListOfficeCity":"Prospect", "ListOfficeCountry":"US", "ListOfficeEmail":"dave@davejonesrealty.com", "ListOfficePostalCode":"06712", "ListOfficeStateOrProvince":"CT", "ListPriceCurrencyType":"USD", "ListingTitle":"Single Family For Sale, Cape Cod, Middlebury, CT", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/555-Whittemore-Rd_Middlebury_CT_06762_M36208-12394?f=listhub&s=CTMLS&m=24181461&c=rexren", "MLSModificationTimestamp":"2026-07-28 01:15:55", "Neighborhoods":[], "PostalCode":null, "RoomCount":8, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":5984, "TaxDescription":null, "TaxYear":"2026"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 8/20/2026 2:02:52 AM GMT
Source Updated Date: 8/27/2026 6:43:52 PM GMT

Courtesy of: Deb Smolley, Dave Jones Realty, LLC, debsmolley@sbcglobal.net

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.

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