About This Home

This 5-bedroom, 3-bathroom single family at 50 Southbury Road in Roxbury, CT is listed for $950,000 ($485 per sqft). Built in 1817, the home offers 1,959 sqft of living space on a 8.71 acres lot.

Key Features

  • Built in 1817
  • 8.71 acre lot
  • Fireplace
  • Waterfront

Property Details

3 full
1-car garage
1817

Amenities

FireplaceWaterfront
Listing Description

* A beautiful 3-bedroom historic farmhouse * A separate 2-bedroom guest house * A pristine 6.71-acre building lot Move in and enjoy lush, pastoral Roxbury right away in the charming and immaculate 3-bedroom, c. 1817 main house, and host family and guests in the separate 2-bedroom guest house.

The adjacent 6.71-acre parcel at the rear lets you protect your views and privacy forever. You can also build the 4-bedroom estate of your dreams on this approved building lot, with its own driveway and road access. Or use the mostly flat lot as an orchard or garden, or hold the separate parcel as an investment to sell in the future.

The lot abuts preserved land. Located in southern Roxbury, just 90 minutes from New York City, the main residence exudes rustic character, with original hand-hewn beams, wide-plank oak floors, a wood-burning fireplace, and classic plaster walls. A brand-new standing-seam metal roof carries a lifetime guarantee.

At the heart of the house is a spacious eat-in kitchen. On one side are a formal dining room and a library, and on the other is a sunlit double living room wrapped in windows. The 658-square-foot guest house overlooks a spring-fed pond and Little Jacks Brook.

It has a generous living room, two bedrooms, and a full bath, and it runs on its own well and septic system. The grounds are serene and beautifully landscaped, with a cantilevered "waterfront" sun deck, mature trees, lush gardens, and a gently rolling lawn.

This wonderful home has been frequently published and blends history, potential, and natural beauty in one of Litchfield County's most coveted locations. The possibilities of this Roxbury compound are many and endless. Additional purchase options: Main House and Guest House on 2 acre deeded lot $695,000 or building lot 6.71 acres $395,000. House buyer has right of first refusal, lot cannot be sold until home is sold.

Monthly Cost Estimate

$5,081/mo

20% down · 6.5% · 30 years

Principal$687
Interest$4,117
Insurance$277

Estimates only. Actual payments may vary.

Location

50 Southbury Road

Roxbury, CT 06783

Features & Amenities

Exterior Features

Deck,Garden Area,Guest House,Stone Wall,Patio

Property Details

Outdoor Features

Patio

Heating

Baseboard

Appliances

Gas RangeRefrigeratorDishwasherWasherDryer

Questions & Answers

This 5-bedroom, 3-bathroom single family at 50 Southbury Road is listed at $950,000 ($485/sqft). The estimated monthly payment is $5,081 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1817, 8.71 acre lot, Fireplace, Waterfront. Exterior Features: Deck,Garden Area,Guest House,Stone Wall,Patio.

This property is listed by Jeffrey Phillips.

JP

Jeffrey Phillips

Agent at William Pitt Sotheby's Int'l

Listed by William Pitt Sotheby's Int'l · Broker phone: 8608686600 · View on Broker Site · Broker website

MLS# 24209875· Source: SmartMLS, Inc.· 34 days on PropertySimple

Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

50 Southbury Road, Roxbury, CT 06783

Open this listing in: