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Land with Home for Sale in Roxbury, Connecticut

286 South St, Roxbury, CT 06783

$1,095,000
8.4 acres
Active
$100k drop
Est $5,952/mo

Discover this charming 4-bedroom Colonial with 1 additional bedroom is attached in-law apt on the southern side of Roxbury, offering an idyllic escape with seamless access to NYC. This privately situated home rests in a serene meadow, gracefully bordered by Pierce Brook. The main residence features a comfortable layout with a living room and fireplace that flows into the dining area and kitchen. Upstairs, you'll find four spacious bedrooms and two full bathrooms. A bright slate floored sunroom overlooks the inviting heated salt pool, perfect for relaxation and entertaining. Adding to its unique appeal is an attached 1-bedroom in law/guest house with propane heating and cooling, providing flexible space for visitors or extended family. The property boasts level land and lush grounds, including a expansive pasture area, all set against the picturesque backdrop of Pierce Brook. This Roxbury gem combines tranquility with convenience, making it an ideal retreat.

2,804
Sq feet
5
Beds
3
Full baths
2
1/2 baths
1977
Built

Location

Street address
286 South St
Elevation
272 feet
Coordinates
41.5198, -73.3066

Directions

South Street to 286 on Left. Long level driveway in to the home and guest house.

Property details

Acreage
8.4 acres
Zoning
res
MLS #
CTMLS 24097497
Posted

Property taxes

2026
$7,036

Details and features

Listing

Type
Residential
Franchise
Sotheby's International Realty

Lot

Features
Level Lot, Open Lot, Secluded, Some Wetlands, Water View

Exterior

Parking Spaces
8
Pool
Porch
Structures
Guest House
Features
Porch, Garden Area, Guest House

Structure

Basement
Crawl Space
Water
Private
Cooling
Central Air

Interior

Room Count
9
Rooms
Bathroom x 5, Bedroom x 5
Appliances
Oven/Range, Range Hood, Refrigerator
Features
Available, Open Floor Plan Auto Garage Door Opener, Cable

Nearby schools

NameType
Booth FreeElementary
Regional District 12High

Listing history

DateEventPriceChangeSource
Nov 21, 2025Price drop$1,095,000$100,000 -8.4%CTMLS
May 23, 2025New listing$1,195,000CTMLS
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This 8.4-acre property is located at 286 South St in Roxbury, CT 06783. The property is available for sale for $1,095,000. It has a 2,804 sq ft 5 bedroom, 3 bath house built in 1977.

Checked 1 hour ago — Updated

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