About 50 Southbury Road
Cottage & Guest House Located in pastoral Southern Roxbury, just 90 minutes from New York City. Set on 2 acres, the property features a historic c.1817 three-bedroom antique cape-featured in Elle Decor-a charming two-bedroom guest house. The main residence exudes rustic character, with original hand-hewn beams, wide-plank oak floors, a wood-burning fireplace, and classic plaster walls. At its heart is a spacious eat-in kitchen, flanked by a formal dining room and library on one side, and a sunlit living room wrapped in windows on the other. The 658 square-foot guest house overlooks the spring-fed pond and includes a generous living room, two bedrooms, and a full bath-serviced by its own septic. The grounds are serene and beautifully landscaped, with a cantilevered "waterfront" sun deck, mature trees, lush gardens, and gently rolling lawn. This charming home blends history, potential, and natural beauty in one of Litchfield County's most coveted locations., Additional acreage available- separate 6.71-acre buildable lot with potential for a spacious custom home at the end of a long, private driveway. Total square footage is combined main house and guest house.
Features of 50 Southbury Road
| MLS® # | 24178189 |
|---|---|
| Price | $725,000 |
| Bedrooms | 5 |
| Bathrooms | 3.00 |
| Full Baths | 3 |
| Square Footage | 1,365 |
| Acres | 2.00 |
| Type | Single Family For Sale |
| Style | Cape Cod |
| Status | Active |
Community Information
| Address | 50 Southbury Road |
|---|---|
| Area | N/A |
| City | Roxbury |
| County | Litchfield |
| State | Connecticut |
| Zip Code | 06783 |
Amenities
| Parking | Detached Garage |
|---|---|
| # of Garages | 1 |
| Is Waterfront | Yes |
| Waterfront | Pond, Walk to Water |
| Has Pool | No |
Interior
| Appliances | Gas Range, Refrigerator, Dishwasher, Washer, Dryer |
|---|---|
| Heating | Baseboard, Electric |
| Cooling | None |
| Fireplace | Yes |
| # of Fireplaces | 1 |
| Has Basement | Yes |
| Basement | Partial |
Exterior
| Exterior | Wood |
|---|---|
| Exterior Features | Deck, Garden Area, Guest House, Stone Wall, Patio |
| Lot Description | Lightly Wooded, Sloping Lot |
| Roof | Wood Shingle |
| Foundation | Block, Stone |
School Information
| Elementary | Per Board of Ed |
|---|---|
| High | Per Board of Ed |
Additional Information
| Date Listed | May 26th, 2026 |
|---|---|
| Days on Market | 106 |
| Zoning | A |
| RE / Bank Owned | No |
Listing Details
| Office | William Pitt Sotheby's Int'l |
|---|