50 Southbury Road, Roxbury, Connecticut

$950,000

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5

Beds

3

Baths

2,000

Square feet

8.71

Acres

About 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.

Features of 50 Southbury Road

MLS® # 24117695
Price $950,000
Bedrooms 5
Bathrooms 3.00
Full Baths 3
Square Footage 2,000
Acres 8.71
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 Window Unit
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 August 7th, 2025
Days on Market 87
Zoning A
RE / Bank Owned No

Listing Details

OfficeWilliam Pitt Sotheby's Int'l

Listing Map

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Listing information last updated on November 3rd, 2025 at 2:37pm EST.