58 High Valley Drive
Canton, Connecticut 06019
- Beds
- 4
- Baths
- 6 | 3
- SqFt
- 6,243
- Acres
- 3.51
- Year Built
- 1998
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
An exquisite private oasis in Canton, this majestic 6,000+SF stone and cedar Colonial is set on 3.5 pristine acres. Combining absolute privacy with everyday convenience, this estate is just minutes from premier shopping. Craftsmanship and millwork define this stunning home. The main level features a gourmet kitchen with a breakfast nook opening to a fireplaced living room with coffered ceiling. Formal dining room, den, home office, and two powder rooms complete the floor. Upstairs, the luxurious primary suite offers a brand-new spa bath and a private deck connected to a fantastic exercise room. Three additional ensuite bedrooms-each with sparkling new baths (all baths have radiant heat!)-and a laundry room complete the second floor. The walkout lower level is an entertainer's dream with radiant heat, a rec area, wine cellar, full bath, and kitchen, with sliders to the rear patio. The grounds are a private resort. A massive deck overlooks the heated, inground Gunite pool and pool house. A private, lighted tennis court offers the perfect venue for evening recreation. The spectacular, custom 6+ car barn/carriage house features radiant heat, a built-in lift, and a full bath. The expandable second floor is roughed-in for bedrooms, kitchen, and baths, offering endless potential for a guest suite or home studio. Experience refined country living at its finest-a true must-see estate.
Key Facts
- City/Town
- Canton
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1998
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 6 full · 3 half
- Living Area
- 6,243 sq ft
- Lot Size
- 3.51 acres
- Garage / Parking
- 6 garage · 10 total
- Property Taxes
- $27,974 / Annually
Market Snapshot
The Canton Market
Single Family · trailing 12 months
Active Listings
6
10 under contract
Median List Price
$1.02M
6 active listings
Median Closed Price
$555,000
103 sales
Median Days on Market
18
6 active listings
Median $ / Sq Ft
$258
6 active listings
Sale-to-List Ratio
103.1%
103 sales
How this home compares
List Price
$1.82M
vs $1.02M median
79.0% above median
Price / Sq Ft
$292
vs $258 median
13.2% above median
Days on Market
0 days
vs 18 days median
18 days fresher than median
Based on 6 active and 103 closed sales (trailing 12 mo) of single family in Canton. Source: SmartMLS · As of August 29, 2026.
Location
58 High Valley Drive, Canton, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 27, 2026per month
- Principal & Interest$9,382
- Property Taxes$2,331
- Insurance$608
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Canton
- Neighborhood
- N/A
- County
- Hartford
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1998
- New Construction
- No/Resale
- Living Area
- 6,243 sq ft
- Below Grade
- 1,000 sq ft
Schools
- Elementary
- Cherry Brook Primary
- Middle
- Canton
- High
- Canton
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 5
- Laundry
- Upper Level
- Appliances
- Oven/RangeMicrowaveRefrigeratorFreezerDishwasherDisposalWasher
- Basement
- FullPartially FinishedFull With Walk-Out
- In-Law Apartment
- PossibleLower Level
- Interior Features
- Auto Garage Door OpenerCable - AvailableSecurity System
- Additional Rooms
- FoyerGymSteam/SaunaWine CellarWorkshop
Exterior & Lot
- Lot Size
- 3.51 acres
- Zoning
- R-3
- Garage / Parking
- 6 garage spaces10 total parking spacesBarnAttached GarageDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- GuniteHeatedPool HouseIn Ground Pool
- Construction
- ShingleStoneWood
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- BarnLightingPatioBalconyUnderground UtilitiesTennis CourtDeckGarden AreaStone Wall
- Lot Description
- Fence - FullIn SubdivisionLightly WoodedProfessionally Landscaped
Listing & Financials
- Property Taxes
- $27,974 / Annually
- Days on Market
- 0
- MLS #
- 24202595
- MLS Status
- Active
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 8/29/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 8/29/2026 at 11:30 PM UTC.