179 South Street
Roxbury, Connecticut 06783
- Beds
- 3
- Baths
- 2
- SqFt
- 1,772
- Acres
- 12.74
- Year Built
- 1770
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
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
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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.