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16 Deepwood Drive
Cheshire CT 06410 US

$465,000

Active Listing ID 24182948
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3 bed
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1,566 square feet
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2.00 Bath (2 Full)
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Lot: 0.42 Acres
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Other

$465,000

Active Listing ID 24182948
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16 Deepwood Drive RENOVATED & REIMAGINED - move in for less than the average Cheshire rent! A seller-paid first-year rate buydown currently saves you $246 per month (ask for details). This 3-bed, 2-bath renovated Gambrel Cape on a sunny corner lot has been rebuilt top to bottom: new roof, board-and-batten siding, new windows and doors, a quartz-and-stainless kitchen, composite deck, NATURAL GAS heat, new water heater, 100-amp service, and city water and sewer. This home has truly been upgraded for maximum efficiency and peace of mind! There's a first-floor primary (or office), a private tree-shaded backyard, and an oversized detached 2-car garage with a loft overhead - room for the cars, the workshop, and the hobby you keep meaning to start. The location sells itself: the house sits just off West Main Street, right where the Farmington Canal Heritage Trail crosses - with miles of paved trail running from New Haven to the Massachusetts line for morning rides, runs, and dog walks, and trailhead parking minutes from your door. Everyday life is close, too: coal-fired pizza, coffee shops, the Cheshire Public Library, and a hardware and lumber yard are all within about a mile, with easy access to I-691 and I-84. Bonus: you'll join a community that truly puts education first-featuring two brand-new elementary schools backed by a massive $166M investment. Agent related.

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Property Features

  • Facts
  • Lot Size: 0.42 Acres
  • Property Type: Residential
  • Property Sub-type: Other
  • Features
  • Full Bathrooms: 2
  • Cooling System: Window Unit(s)
  • Exterior Finish: Deck, Gutters, Garden Area
  • Additional Features
  • Basement
  • Patio

School Information

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

Property

  • propertytype: Residential
  • propertysubtype: Other
  • listprice: 465000
  • unparsedaddress: 16 Deepwood Drive
  • postalcity: Cheshire
  • stateorprovince: CT
  • country: US
  • postalcode: 06410
  • bathroomsfull: 2
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.42
  • lotsizeunits: Acres
  • lotsizearea: 0.42
  • livingarea: 1566
  • livingareaunits: Square Feet
  • latitude: 41.508641
  • longitude: -72.914502
  • listagentfullname: Lisa Rollins
  • listagentemail: Lisa.Rollins@Compass.com
  • listagentkey: 3yd-CTMLS-ROLLINSL
  • listagentmlsid: ROLLINSL
  • listagentpreferredphone: 2036710295
  • listagentofficephone: 2032451593
  • listofficekey: 3yd-CTMLS-PAGE51
  • listofficemlsid: PAGE51
  • 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: 1955
  • listingcontractdate: 2026-06-15
  • listagenturl: http://www.PageTaft.com
  • countyorparish: New Haven
  • elementaryschool: Per Board of Ed
  • highschool: Cheshire
  • appliances: Electric Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • cooling: Window Unit(s)
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • waterfrontyn: False
  • franchiseaffiliation: None
  • interiorfeatures: Auto Garage Door Opener, Open Floor Plan
  • exteriorfeatures: Deck, Gutters, Garden Area
  • architecturalstyle: Cape Cod
  • rooms: Bedroom 1, Bedroom 3, Bathroom 2, Bedroom 2, Bathroom 1, Basement
  • patioandporchfeatures: Deck
  • basement: Unfinished, Full, Concrete
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -72.914505, 41.50864
  • openhouse: { "AppointmentRequiredYN": false, "ListingKey": "3yd-CTMLS-24182948", "OpenHouseEndTime": "2026-11-07 13:00:00", "OpenHouseId": "13576683", "OpenHouseRemarks": null, "OpenHouseStartTime": "2026-11-07 11:00:00", "OpenHouseType": null, "VirtualOpenHouseURL": null }
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Page Taft~Christie's IRE", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"Lisa.Rollins@Compass.com", "ListBrokerageCity":"Guilford", "ListBrokerageCountry":"US", "ListBrokerageEmail":"kstephens@pagetaft.com", "ListBrokerageLogoUrl":"http://lh.rdcpix.com/ff8080811a1630e3011a1657db0f0066k-c237866933r.png", "ListBrokerageName":"Page Taft~Christie's IRE", "ListBrokeragePhone":"(203) 623-4078", "ListBrokeragePostalCode":"06437", "ListBrokerageStateOrProvince":"CT", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"46 Crabapple Ln", "ListBrokerageWebsiteUrl":"http://www.PageTaft.com", "ListOfficeAddress1":"724 Boston Post Road ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"PAGE51", "ListOfficeCity":"Madison", "ListOfficeCountry":"US", "ListOfficeEmail":"bruce.drake@compass.com", "ListOfficePostalCode":"06443", "ListOfficeStateOrProvince":"CT", "ListPriceCurrencyType":"USD", "ListingTitle":"Single Family For Sale, Cape Cod, Cheshire, CT", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/16-Deepwood-Dr_Cheshire_CT_06410_M39423-83178?f=listhub&s=CTMLS&m=24182948&c=rexren", "MLSModificationTimestamp":"2026-11-07 23:40:15", "Neighborhoods":[], "PostalCode":null, "RoomCount":6, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":6024, "TaxDescription":null, "TaxYear":"2027"}], "UnitNumber":null, "UnparsedAddress":null}
  • GarageSpaces: 2
Listing Changed: 11/8/2026 10:33:27 AM GMT
Source Updated Date: 11/10/2026 1:02:43 PM GMT

Courtesy of: Lisa Rollins, Compass Connecticut, LLC, Lisa.Rollins@Compass.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.