286 South Street - Roxbury, CT

$995,000

Beds

5.00

Baths

2,804

SqFt

8.40

Acres

286 South Street, Roxbury, CT is a Colonial residence located in Roxbury, CT. This property was listed for sale on (approximately days ago) and is currently offered at $995,000.

286 South Street, Roxbury, CT is a 5-bed, 5-bath, 2,804 square foot home built in 1977 , featuring Colonial architecture

This home is within the Roxbury school district. Local, with nearby schools including Booth Free.

Pricing Insight: Originally listed at $1,195,000, this home last saw a price adjustment of –$200,000 (16.7%) on May 25, 2026 — about -1 days ago. It has been on the market for approximately 369 days, with a total price adjustment of –$200,000 (16.7%).

MLS #: 24097497

Days on Market: 369

Residence Type: Single Family

Architectural Style: Colonial

Neighborhood: N/A

Garage Spaces: 2

Heating: Hot Air

Offered Price: $995,000

Price per Sq Ft: $355

Year Built: 1977

Living Area: 2,804 Sq. Ft.

Lot Size: 8.40 Acres

Design & Construction: Frame

Estimated Tax: $7,036

Price per square foot: $355 / Sq. Ft.

Tax assessed value: $541,240

Estimated Tax: $7,036

Architectural Style: Colonial

Design & Construction: Frame

Residence Type: Single Family

Year Constructed: 1977

Living Area: 2,804 Sq. Ft.

Lot Size: 8.40 Acres

Fuel: Oil

Home Automation: Not specified

Energy Features: Not specified

Solar Contract: Not specified

Heating Fuel: Oil

Fuel Tank Location: In Basement

Cooling System: Central Air

Hot Water System: Not specified

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

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.

Continue reading ▾

Mechanicals & Utilities: Hot Air • Oil • Central Air • Private Well water • 2 fireplaces

Exterior Features

Exterior Construction: Vinyl Siding

Roof Type: Asphalt Shingle,Fiberglass Shingle

Foundation: Block,Concrete

Driveway: Private,Unpaved

Garage: Attached Garage,Driveway (2 car)

Parking: 8 Total

Patio/Deck: Porch,Garden Area,Guest House

Pool: Vinyl,In Ground Pool

Utilities: Water: Private Well

Outbuildings: Porch,Garden Area,Guest House

Only motif connects you to a certified
"Local Market Expert"

George Antonopoulos

Your Roxbury Market Expert

(800) 555-0001

george@appzentric.com

Good morning George, I'm interested in
286 South Street, Roxbury, Connecticut

By proceeding, you consent to receive calls and texts at the number you provided, and artificial voice, and email, from motif about your inquiry and similar properties. Your personal information will never be sold or given to a 3rd party.

George Antonopoulos
george@appzentric.com
800-555-0001

motif, the motif logo, and other various trademarks, logos, designs, and slogans are the registered and unregistered trademarks of motif, LLC. dba Motif Luxe International Realty in the U.S. and/or other countries. Corporate Responsibility, Privacy & Legal Notices: motif is a licensed real estate broker, licensed to do business as Motif LLC. No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property conditions), such should be independently verified, and Motif expressly disclaims any liability in connection therewith. No financial or legal advice provided. Equal Housing Opportunity.

The data relating to real estate for sale on this website appears in part through the SmartMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SmartMLS through a licensing agreement. Listing information is from various brokers who participate in the SmartMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc. MLS

. Designed by Appzentric for motif

Good morning. Welcome to 286 South Street, Roxbury, CT. This is George Antonopoulos, your verified Motif Advisor.

Exterior Features