268 South Street

Roxbury, CT
$ 3,600,000 Beds 5 Baths 4.5 Sq 6,190
Monthly Estimate* How much can I afford?

Quintessential Litchfield County Estate on 41+/- acres. Restored 1850's Colonial. Set in private, park-like grounds, overlooking spring-fed pond & meadows w/ views and mature trees. 5-bedrooms, 4.5 bathrooms, eat-in kitchen w/ fp, great room w/ fp and dining room with French doors, family room w/ fp, sunroom with wet bar, library, office, media room, recreational room, porch, 3-car garage, gunite pool, pool house, 4-stall horse barn, tennis court. Riding ring, fenced pastures, wooded trails for hiking etc. Perennial gardens. Property abuts conservation land. Complete privacy. Rare opportunity. Property has only been on the market twice before in past 100 years. Subject to re-subdivision. Proof of funds or letter from financial institution stating buyer qualifications required prior to confirmed appointment.

Single Family

  • Price
  • $ 3,600,000
  • City
  • Roxbury
  • Bedrooms
  • 5
  • Full Bathrooms
  • 4
  • County
  • Litchfield
  • Half Bathrooms
  • 1
  • Area
  • Lot Size
  • 41 Acres
  • Zip
  • 06783
  • Sqr Footage
  • 6,190
  • Year Built
  • 1850
  • Taxes
  • $ 19015
  • Style
  • MLS#
  • 24183686
Listed By: Peter Klemm 917-864-4940 with Klemm Real Estate Inc. - (860) 868-7313
Data Source: Smart MLS

Features

General

Zoning C
Neighborhood Roxbury Falls
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 41
Directions From Roxbury Center: Left on to South Street. #268 is 2.6 miles on your left.
High School Per Board of Ed
City Roxbury
Elementary School Booth Free
Sq Ft Total 6190
DOM 15
Year Built 1850
Style Colonial
Year Built Source Owner
Pool Description Gunite,In Ground Pool

Interior Features

Cooling System Central Air
Total Rooms 14
Basement Description Full,Unfinished

Exterior Features

Water Source Private Well
Lot Description Fence - Wood,Fence - Partial,Secluded,Lightly Wooded,Rolling,Water View,Open Lot
Color white

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Torrington, CT office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Booth Free Elementary School
Middle School Unknown Middle School
High School Per Board of Ed High School

Price History

7/1/2026 Listed $3,600,000

Property vs Zip Code Average in 06783

Price
AVG $1.65M
$3.6M
Taxes
AVG $10,019
$19,015
Year Built
AVG 1961
1850

268 South Street Roxbury, CT is a Single Family Home for sale at $3600000 with 6190 sqft and a lot size of 41 Acres Acre(s). 268 South Street Roxbury has 5 bedrooms, 4 baths and was built in 1850. The property's zip code is 06783 which is in Roxbury, CT

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.