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47 Squire Road

Roxbury, Connecticut 06783

ACTIVE$3,995,000
Beds
5
Baths
5 | 1
SqFt
7,121
Acres
8.03
Year Built
1984
Matt Caiola

Matt Caiola

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WaterfrontGuest HousePool2-Car Garage2 Fireplaces

About This Home

A breathtaking country estate nestled in the picturesque town of Roxbury, Connecticut, boasts a guest cottage and an in-ground Gunite pool. Encompassing 8.03 acres, the property is surrounded by Jack's Brook and a land trust on two sides, providing a serene and secluded environment. The primary residence, meticulously updated, features exquisitely proportioned rooms. It comprises five bedrooms and five full bathrooms and one powder room. A grand living room, complete with a two-story fireplace and windows on three sides, opens to two decks overlooking the rear yard. The spacious formal dining room, equipped with a gas fireplace and soft indirect lighting, is ideal for hosting formal gatherings. The chef's-eat-in kitchen, generously furnished with ample cabinetry, marble countertops, connects to a large deck and a granite patio, facilitating seamless outdoor dining. The primary level's main suite features French doors to the gardens, a luxurious bath, two walk-in closets, and a private sitting room. Three additional ensuite bedrooms complete the main level. The lower level offers a media room, a game room, a bunk room with built-in beds, a spa bath, and a laundry facility. A separate guest cottage provides a cozy retreat with two bedrooms, two bathrooms, a vaulted great room, a kitchenette, a fireplace, and a wrap-around deck. A must see!

Key Facts

City/Town
Roxbury
Neighborhood
N/A
Property / Style
Single Family · Modern
Year Built
1984
Days on Market
65 days
Beds
5
Baths
5 full · 1 half
Living Area
7,121 sq ft
Lot Size
8.03 acres
Garage / Parking
2 garage
Property Taxes
$23,933 / Annually

Market Snapshot

The Roxbury Market

Single Family · trailing 12 months

Median Days on Market

87

30 active listings

Median $ / Sq Ft

$506

30 active listings

Sale-to-List Ratio

96.1%

29 sales

How this home compares

List Price

$4.00M

vs $1.30M median

3.1× the median

Price / Sq Ft

$561

vs $506 median

10.9% above median

Days on Market

65 days

vs 87 days median

22 days fresher than median

Based on 30 active and 29 closed sales (trailing 12 mo) of single family in Roxbury. Source: SmartMLS · As of July 27, 2026.

Location

47 Squire Road, Roxbury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$23,695

per month

  • Principal & Interest$20,369
  • Property Taxes$1,994
  • Insurance$1,332
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Roxbury
Neighborhood
N/A
County
Litchfield

Residence

Property Type
Single Family
Style
Modern
Year Built
1984
New Construction
No/Resale
Living Area
7,121 sq ft
Below Grade
2,560 sq ft

Schools

Elementary
Per Board of Ed
High
Shepaug

Interior

Heating
Hot Air
Heat Fuel
Propane
Cooling
Central Air
Fireplaces
2
Laundry
Lower Level
Laundry Location
Large laundry room with built-ins
Appliances
Gas CooktopWall OvenMicrowaveSubzeroDishwasherWasherDryerWine Chiller
Basement
FullHeatedSump PumpStoragePartially FinishedWalk-outLiveable Space
In-Law Apartment
YesDetachedSeparate Entry
Interior Features
Audio SystemAuto Garage Door OpenerCable - AvailableCentral VacuumSaunaSecurity System
Additional Rooms
FoyerLaundry RoomSitting Room

Exterior & Lot

Lot Size
8.03 acres
Zoning
C
Garage / Parking
2 garage spacesDetached Garage
Waterfront
Direct waterfront
Waterfront Details
Brook
Water Source
Private Well
Sewer
Septic
Pool
GuniteHeatedSpaIn Ground Pool
Construction
Clapboard
Color
White
Roof
Wood Shingle
Foundation
Concrete
Exterior Features
GuttersLightingGuest HousePatioGrillPorchDeckGarden AreaStone Wall
Lot Description
SecludedBorders Open SpaceLevel LotProfessionally LandscapedRollingOpen Lot

Listing & Financials

Property Taxes
$23,933 / Annually
Days on Market
65
MLS #
24177581
MLS Status
Active

Similar Properties

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

Listed By

Maria Taylor

(203) 578-0397

Klemm Real Estate Inc

(860) 868-7313

Co-Listed By

Claudine McHugh

Klemm Real Estate Inc

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/27/2026. 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 7/27/2026 at 7:15 PM UTC.