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5 North Street

Roxbury, Connecticut 06783

ACTIVE - NEW$1,057,000
Beds
4
Baths
2 | 1
SqFt
4,265
Acres
4.00
Year Built
1969
Matt Caiola

Matt Caiola

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WaterfrontGuest HousePool2-Car Garage1 Fireplace

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

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

Property + 10 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$6,897

per 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

Similar Properties

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

Listed By

Wendy Westcott

(203) 217-1312

W. Raveis Lifestyles Realty

(860) 868-0511

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.