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50 Southbury Road, 
Roxbury, CT 06783

$950,000


5

Beds


3

Baths


2,000

Sq Ft


Single Family

Active

Listed by

Jeffrey Phillips

Mark Madonna

William Pitt Sotheby'S Int'L

Last updated:

November 2, 2025, 12:30 PM

MLS#

24117695

Source:

CT

About This Home

50 Southbury Road

Cottage, Guest House & Buildable Lot Exceptional estate opportunity in pastoral Southern Roxbury, just 90 minutes from New York City. Set on 8.71 acres, the property features a historic c.1817 three-bedroom antique cape-featured in Elle Decor-a charming two-bedroom guest house, and a separate 6.71-acre buildable lot with potential for a spacious custom home at the end of a long, private driveway. 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. Whether you envision building a bespoke estate or simply enjoying the charm and privacy of the existing homes, this rare offering blends history, potential, and natural beauty in one of Litchfield County's most coveted locations.

Home Facts

Single Family

3 Baths

5 Bedrooms

Built in 1817

Price Summary

950,000

$475 per Sq. Ft.

MLS #:

24117695

Last Updated:

November 2, 2025, 12:30 PM

Added:

3 month(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

5

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

3

Interior

Living Area:

2,000 Sq. Ft.


Structure

Structure

Architectural Style:

Cape Cod

Building Area:

2,000 Sq. Ft.

Year Built:

1817


Lot

Lot Size (Sq. Ft):

379,407


Finances & Disclosures

Finances

Price:

$950,000

Price per Sq. Ft:

$475 per Sq. Ft.

Source:CT
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