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179 South Street

Roxbury, Connecticut 06783

ACTIVE$985,000
Beds
3
Baths
2
SqFt
1,772
Acres
12.74
Year Built
1770
Matt Caiola

Matt Caiola

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About This Home

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: 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 · Colonial,Antique
Year Built
1770
Days on Market
133 days
Beds
3
Baths
2 full
Living Area
1,772 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

88

30 active listings

Median $ / Sq Ft

$506

30 active listings

Sale-to-List Ratio

96.1%

29 sales

How this home compares

List Price

$985,000

vs $1.30M median

24.1% below median

Price / Sq Ft

$556

vs $506 median

9.9% above median

Days on Market

133 days

vs 88 days median

45 days longer than median

Based on 30 active and 29 closed sales (trailing 12 mo) of single family in Roxbury. Source: SmartMLS · As of July 28, 2026.

Location

179 South Street, Roxbury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,742

per month

  • Principal & Interest$5,022
  • Property Taxes$392
  • Insurance$328
  • 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,Antique
Year Built
1770
New Construction
No/Resale
Living Area
1,772 sq ft

Schools

Elementary
Booth Free
High
Regional District 12

Interior

Heating
Other
Cooling
None
Appliances
None
Basement
Partial
Interior Features
Cable - Available

Exterior & Lot

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

Listing & Financials

Property Taxes
$4,703 / Annually
Days on Market
133
MLS #
24159885
MLS Status
Active

Similar Properties

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

Listed By

Kathryn Clair

(203) 948-5255

William Pitt Sotheby's Int'l

(860) 868-6600

Co-Listed By

Kathryn Bassett

William Pitt Sotheby's Int'l

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 11:15 AM UTC.