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16 Deepwood Drive
Cheshire CT 06410 US

$550,000

Active Listing ID 24182948
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3 bed
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2.00 Bath (2 Full)
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Lot: 0.42 Acres
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Other

$550,000

Active Listing ID 24182948
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16 Deepwood Drive A striking transformation awaits with this stunningly remodeled 3 BR, 2 bath Gambrel Cape and its spacious oversized garage. Completely updated from top to bottom, this is a rare move in ready gem where every detail has been done for you. Enjoy an unbeatable location near dining, shops and the 11 mile Farmington Canal Heritage Trail! The exterior makes an unforgettable first impression with its beautiful new vertical board and batten siding, brand-new shingle roof, and a level, private backyard shaded by mature trees. The property boasts a massive garage with a spacious loft-ideal for a home studio, workshop, or gym. Step inside to find a sun-drenched floor plan showcasing gleaming hardwood floors and brand-new luxury laminate. The main level offers ultimate flexibility with a primary bedroom that can easily double as a home office. The fully renovated kitchen features sleek quartz countertops and stainless steel appliances, opening directly to a durable composite deck for seamless outdoor entertaining. The dining area is accented by beautiful, custom built-ins. This home has been upgraded for maximum efficiency and peace of mind with its new energy-efficient windows and doors, new recessed lighting, a new 100-amp electrical panel, natural gas heat, a brand-new hot water heater, city water/sewer connections and underground utilities. Enjoy a fantastic community investing $166M in top-tier education with 2 brand new elementary schools opening this fall!

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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: 550000
  • 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, Bathroom 2, Bathroom 1, Bedroom 3, Bedroom 2, Basement
  • patioandporchfeatures: Deck
  • basement: Concrete, Full, Unfinished
  • 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": "2026-06-20 13:00:00", "OpenHouseId": "5568523", "OpenHouseRemarks": null, "OpenHouseStartTime": "2026-06-20 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://brokerlogos.listhub.net/CTMLS/ff8080811a1630e3011a1657db0f0066/20170223164404312.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 - 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":"2026-06-18 01:33:05", "Neighborhoods":[], "PostalCode":null, "RoomCount":6, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":5712, "TaxDescription":null, "TaxYear":"2026"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 6/18/2026 2:28:29 AM GMT
Source Updated Date: 6/20/2026 12:35:32 AM 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.