
Land with Home for Sale in Roxbury, Connecticut
286 South St, Roxbury, CT 06783
Discover this charming 4-bedroom Colonial with 1 additional bedroom is attached in-law apt on the southern side of Roxbury, offering an idyllic escape with seamless access to NYC. This privately situated home rests in a serene meadow, gracefully bordered by Pierce Brook. The main residence features a comfortable layout with a living room and fireplace that flows into the dining area and kitchen. Upstairs, you'll find four spacious bedrooms and two full bathrooms. A bright slate floored sunroom overlooks the inviting heated salt pool, perfect for relaxation and entertaining. Adding to its unique appeal is an attached 1-bedroom in law/guest house with propane heating and cooling, providing flexible space for visitors or extended family. The property boasts level land and lush grounds, including a expansive pasture area, all set against the picturesque backdrop of Pierce Brook. This Roxbury gem combines tranquility with convenience, making it an ideal retreat.
Location
- Street address
- 286 South St
- County
- Litchfield County
- Elevation
- 272 feet
Directions
South Street to 286 on Left. Long level driveway in to the home and guest house.
Property details
- Acreage
- 8.4 acres
- Zoning
- res
- MLS #
- CTMLS 24097497
- Posted
Property taxes
- 2026
- $7,036
Details and features
Listing
- Type
- Residential
- Franchise
- Sotheby's International Realty
Lot
- Features
- Level Lot, Open Lot, Secluded, Some Wetlands, Water View
Exterior
- Parking Spaces
- 8
- Pool
- Porch
- Structures
- Guest House
- Features
- Porch, Garden Area, Guest House
Structure
- Basement
- Crawl Space
- Water
- Private
- Cooling
- Central Air
Interior
- Room Count
- 9
- Rooms
- Bathroom x 5, Bedroom x 5
- Appliances
- Oven/Range, Range Hood, Refrigerator
- Features
- Available, Open Floor Plan Auto Garage Door Opener, Cable
Nearby schools
| Name | Type |
|---|---|
| Booth Free | Elementary |
| Regional District 12 | High |
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| Nov 21, 2025 | Price drop | $1,095,000 | $100,000 -8.4% | CTMLS |
| May 23, 2025 | New listing | $1,195,000 | — | CTMLS |



































