5 North Street
Roxbury, Connecticut 06783
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 4,265
- Acres
- 4.00
- Year Built
- 1969
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
(more photos coming!) Traditional four bedroom New England Colonial set on four level acres in the heart of Roxbury's Historic District. Welcoming circular peastone driveway to picturesque setting with a pond, gunite swimming pool, detached two-story studio/barn/workshop and two-car garage. This is classic center hall architecture with spacious rooms, hardwood floors, fireplace, large, bright eat-in kitchen, and a cathedral-ceiling family room offering generous space for recreation and entertaining. New roof in 2023. Comfortable as it stands, the home offers an excellent opportunity for updates and improvements to meet today's lifestyles. With its attractive grounds, versatile outbuilding, and desirable Roxbury location, this property offers a solid foundation and plenty of potential for its next owner.
Key Facts
- City/Town
- Roxbury
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1969
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 4,265 sq ft
- Lot Size
- 4.00 acres
- Garage / Parking
- 2 garage · 4 total
- Property Taxes
- $9,384 / Annually
Market Snapshot
The Roxbury Market
Single Family · trailing 12 months
Active Listings
23
2 under contract
Median List Price
$1.30M
23 active listings
Median Closed Price
$960,000
31 sales
Median Days on Market
101
23 active listings
Median $ / Sq Ft
$485
23 active listings
Sale-to-List Ratio
96.8%
31 sales
How this home compares
List Price
$1.06M
vs $1.30M median
18.7% below median
Price / Sq Ft
$248
vs $485 median
48.9% below median
Days on Market
0 days
vs 101 days median
101 days fresher than median
Based on 23 active and 31 closed sales (trailing 12 mo) of single family in Roxbury. Source: SmartMLS · As of November 4, 2026.
Location
5 North Street, Roxbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 29, 2026per month
- Principal & Interest$5,763
- Property Taxes$782
- Insurance$352
- 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
- Colonial
- Year Built
- 1969
- New Construction
- No/Resale
- Living Area
- 4,265 sq ft
- Below Grade
- 1,176 sq ft
Schools
- Elementary
- Booth Free
- Middle
- Regional District 12
- High
- Shepaug
Interior
- Heating
- Baseboard
- Heat Fuel
- Oil
- Cooling
- None
- Fireplaces
- 1
- Appliances
- Gas RangeWall OvenRefrigeratorDishwasherWasherDryer
- Basement
- Full
Exterior & Lot
- Lot Size
- 4.00 acres
- Zoning
- Res
- Garage / Parking
- 2 garage spaces4 total parking spacesAttached GarageDrivewayCircularCrushed Stone
- Waterfront
- Direct waterfront
- Waterfront Details
- PondBrook
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- GuniteIn Ground Pool
- Construction
- Vinyl Siding
- Color
- white
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- TerraceGuest House
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $9,384 / Annually
- Days on Market
- 0
- MLS #
- 24217126
- 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 11/4/2026. 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 11/4/2026 at 12:55 AM UTC.