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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, (917) 284-8276

Mark Madonna

William Pitt Sotheby'S Int'L, (860) 868-6600

Last updated:

December 30, 2025, 05:05 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:

December 30, 2025, 05:05 PM

Added:

5 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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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.