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286 South Street, Roxbury, CT 06783

Single Family For Sale

$1,095,000
$391/sqft

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5
Bedrooms
5
Bathrooms
2,804
Sq Ft
8.4
Acres
1977
Year Built

About This Home

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.

Listed by Kathryn Clair (203) 948-5255 with William Pitt Sotheby's Int'l (860) 868-6600

Listing Snapshot

Price $1,095,000 Days on Market 303 days
Property Tax $7,036/yr Style Colonial
Year Built 1977 Total Sq Ft 2,804
Lot Size 8.4 acres HOA Fees N/A
Bedrooms 5 Full Bathrooms 3
Total Rooms 9 Half Baths 2

Key Features

Interior
  • Auto Garage Door Opener
  • Cable - Available
  • Open Floor Plan
Appliances
  • Oven/Range
  • Range Hood
  • Refrigerator
Outdoor
  • Porch
  • Garden Area
  • Guest House
  • Vinyl
  • In Ground Pool
  • Brook
Nearby
  • Golf Course
  • Health Club
  • Lake
  • Library
  • Medical Facilities
  • Park
  • Private School(s)
  • Tennis Courts

Structure & Parking

Construction Frame
Roof Asphalt Shingle,Fiberglass Shingle
Garage Spaces 2
Garage Type Attached Garage, Driveway

Systems & Utilities

Heat Hot Air
Fuel Oil
Cooling Central Air
Hot Water Domestic
Water Private Well
Sewer Septic

Schools

Elem Booth Free
High Regional District 12

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $586/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Nov 21, 2025 Price Reduced $1,095,000
May 20, 2025 Listed $1,195,000

Frequently Asked Questions

How much does 286 South Street in Roxbury, CT cost?
This property is listed at $1,095,000, which works out to $391 per square foot.
How many bedrooms does 286 South Street have?
This home has 5 bedrooms and 5 bathrooms.
What is the square footage of 286 South Street?
The home is 2,804 square feet, situated on 8.4 acres.
When was 286 South Street in Roxbury built?
This property was built in 1977.
Is 286 South Street, Roxbury, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 286 South Street, Roxbury in?
This home is served by the Roxbury public school system, with Booth Free as the elementary school and Regional District 12 as the high school.
How do I schedule a tour of 286 South Street, Roxbury, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Kathryn Clair · (203) 948-5255

William Pitt Sotheby's Int'l · (860) 868-6600

MLS# 24097497 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Mar 2, 2026 11:36 PM UTC