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179 South Street

Roxbury, Connecticut 06783

ACTIVE - NEW$889,000
Beds
4
Baths
2 | 1
SqFt
3,000
Acres
12.74
Year Built
1770
Matt Caiola

Matt Caiola

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3-Car Garage1 Fireplace

About This Home

TO BE BUILT HOME, ALONG WITH ANTIQUE AND HISTORIC BARN--- Own a Piece of Roxbury History! One of Roxbury's three oldest homes, this site has been cherished by seven generations of the Squire family. The existing antique home, while requiring reconstruction, has the potential to be reimagined as a charming guest house, preserving a tangible link to the past. Set on 12.7-acres this property and boasts breathtaking eastern views and the unique opportunity to create a stunning estate on land steeped in local heritage. A partially intact stone foundation (approximately 1500 sq ft) provides a solid base for this endeavor. Imagine building your dream home atop the hill, capitalizing on the panoramic vistas. A beautifully renovated barn, listed as historic landmark, adds further character and value. The property abuts Land Trust for hiking, ensuring privacy and natural beauty. Infrastructure is in place with a completed A-2 survey, installed driveway, and approved septic plans (3-bedroom for the antique home and 8-bedroom for a main residence). Electrical conduit is also installed to the proposed homesite. This land has subdivision potential and is ready for you to create a legacy of your own. **Note: Antique Home is uninhabitable at this time. A full rebuild and renovation is required.

Key Facts

City/Town
Roxbury
Neighborhood
N/A
Property / Style
Single Family · Cape Cod,Farm House
Year Built
1770
Days on Market
0 days
Beds
4
Baths
2 full · 1 half
Living Area
3,000 sq ft
Lot Size
12.74 acres
Garage / Parking
3 garage · 6 total
Property Taxes
$4,703 / Annually

Market Snapshot

The Roxbury Market

Single Family · trailing 12 months

Median Days on Market

98

26 active listings

Median $ / Sq Ft

$475

26 active listings

Sale-to-List Ratio

96.8%

31 sales

How this home compares

List Price

$889,000

vs $1.28M median

30.7% below median

Price / Sq Ft

$296

vs $475 median

37.7% below median

Days on Market

0 days

vs 98 days median

98 days fresher than median

Based on 26 active and 31 closed sales (trailing 12 mo) of single family in Roxbury. Source: SmartMLS · As of October 28, 2026.

Location

179 South Street, Roxbury, Connecticut

Property + 8 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,573

per month

  • Principal & Interest$4,885
  • Property Taxes$392
  • Insurance$296
  • 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
Cape Cod,Farm House
Year Built
1770
New Construction
No/Resale
Living Area
3,000 sq ft

Schools

Elementary
Booth Free
High
Regional District 12

Interior

Heating
Hydro Air
Heat Fuel
ElectricOilPropane
Cooling
Central Air
Fireplaces
1
Laundry
Main Level
Appliances
Allowance
Basement
FullInterior AccessConcrete FloorFull With Walk-Out
In-Law Apartment
PossibleLower Level
Interior Features
Cable - Available

Exterior & Lot

Lot Size
12.74 acres
Zoning
C
Garage / Parking
3 garage spaces6 total parking spacesDetached GarageOff Street ParkingUnpaved
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic Required
Construction
Wood
Color
tbd
Roof
Shingle
Foundation
Stone
Exterior Features
ShedBarnStone Wall
Lot Description
Lightly WoodedClearedRollingOpen Lot

Listing & Financials

Property Taxes
$4,703 / Annually
Days on Market
0
MLS #
24216864
MLS Status
Active

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Listed By

Kathryn Clair

(203) 948-5255

William Pitt Sotheby's Int'l

(860) 868-6600

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

The IDX display contains information sourced from SmartMLS, Inc. as of 10/28/2026. 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 10/28/2026 at 6:05 PM UTC.