47 Squire Road
Roxbury, Connecticut 06783
- Beds
- 5
- Baths
- 5 | 1
- SqFt
- 7,121
- Acres
- 8.03
- Year Built
- 1984
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
30
8 under contract
Median List Price
$1.30M
30 active listings
Median Closed Price
$1.40M
29 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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.