179 South Street
Roxbury, Connecticut 06783
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 3,000
- 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
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
Active Listings
26
1 under contract
Median List Price
$1.28M
26 active listings
Median Closed Price
$960,000
31 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 22, 2026per 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
Similar Properties
Homes with a close match in area, property type, and price.
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.