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58 High Valley Drive

Canton, Connecticut 06019

ACTIVE - NEW$1,825,000
Beds
4
Baths
6 | 3
SqFt
6,243
Acres
3.51
Year Built
1998
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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Tennis CourtWine CellarPool6-Car Garage5 FireplacesVirtual Tour

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

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

Property + 11 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$12,321

per 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

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Catherine McCahill

(860) 480-6760

William Pitt Sotheby's Int'l

(860) 777-1800

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.