268 South St

Roxbury, CT 06783

$3,600,000
Price
5
Beds
6,190 Sq. Ft.
$582 / Sq. Ft.
6,190
Sq. Ft.
$582
per Sq. Ft.
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Great Room...
Family Room
Family Room
Sunroom
Den
Rec Room
Upstairs Landing
Primary Bedroom
Primary Bedroom
Primary Bath
Main Floor Bedroom
Secondary Entrance
Pool/Guest House
Entrance Pool/Guest House
Interior Pool House
View to Barn/Stables
Bank Barn/Stables

Description

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...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.
  1. Listed by Peter Klemm • Klemm Real Estate Inc
    P: (917)-864-4940 C: (917)-864-4940 peterklemm@msn.com

Property Details for 268 South Street

Basement Description
Full, Unfinished
Direct Waterfront
Yes
Garages Number
3
Neighborhood
Roxbury Falls
Style
Colonial
Garage Parking Info
Attached Garage
Swimming Pool
Yes
LISTING UPDATED: 07/01/2026 06:41 PM

Property Details for 268 South Street

StatusActive
MLS #24183686
Days on MarketListed Today
Taxes$19,015 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1850
Lot Size41.00 AC / 1,785,960 SF
CountyLitchfield County
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Location

Listing Courtesy of Klemm Real Estate Inc, Peter Klemm
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Building Information for 268 South Street

Stories-Year Built1850Building Size-Lot Size41.00 AC / 1,785,960 SF

Payment Calculator

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$19,524 per month

30 year fixed, 6.36% Interest

Principal and Interest

$17,939

Property Taxes

$1,585

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 268 South Street

Summary
Property and Location
  • Acres Source: Owner
  • Directions: From Roxbury Center: Left on to South Street. #268 is 2.6 miles on your left.
  • Elementary School: Booth Free
  • High School: Per Board of Ed
  • Latitude: 41.520871
  • Longitude: -73.305766
  • Neighborhood Amenities: Library, Medical Facilities, Park, Private School(s)
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $19,015
Interior and Exterior Features
Exterior Features
  • Pool Description: Gunite, In Ground Pool
  • Waterfront Description: Pond
Interior Features
  • Appliances Included: Gas Cooktop, Gas Range, Oven/Range, Counter Grill, Refrigerator, Freezer, Dishwasher, Washer, Dryer
  • Attic Description: Finished, Walk-up
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 4
  • Laundry Room Info: Main Level, Upper Level
  • Laundry Room Location: 2 Laundry Rooms-Main Floor and 2nd Floor
  • Rooms Additional: Foyer
  • Rooms Total: 14
Room 1
  • Room Entry Order: 1
  • Room Features: Beams,Dining Area,Fireplace,French Doors,Hardwood Floor
  • Room Length: 37.4
  • Room Level: Main
  • Room Type: Great Room
  • Room Width: 24.4
Room 2
  • Room Entry Order: 10
  • Room Features: Jack & Jill Bath,Hardwood Floor
  • Room Length: 12.2
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 14.4
Room 3
  • Room Entry Order: 11
  • Room Features: Jack & Jill Bath,Hardwood Floor
  • Room Length: 12.4
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 22.5
Room 4
  • Room Entry Order: 12
  • Room Features: On 3rd Floor
  • Room Length: 18.7
  • Room Level: Other
  • Room Type: Bedroom
  • Room Width: 11.0
Room 5
  • Listing Key: 54149EC87A447F63E0631A01100AB5C1
  • Room Entry Order: 13
  • Room Features: On 3rd Floor
  • Room Length: 14.9
  • Room Level: Other
  • Room Type: Office
  • Room Width: 12.3
Room 6
  • Room Entry Order: 14
  • Room Features: Vaulted Ceiling,Wet Bar,Full Bath,Hardwood Floor
  • Room Length: 39.3
  • Room Level: Other
  • Room Type: Rec/Play Room
  • Room Width: 15.7
Room 7
  • Room Entry Order: 15
  • Room Features: Vaulted Ceiling,Hardwood Floor
  • Room Length: 11.1
  • Room Level: Other
  • Room Type: Family Room
  • Room Width: 25.9
Room 8
  • Room Entry Order: 2
  • Room Features: Vaulted Ceiling,Eating Space,Fireplace,French Doors,Hardwood Floor
  • Room Length: 24.1
  • Room Level: Main
  • Room Type: Eat-In Kitchen
  • Room Width: 16.8
Room 9
  • Listing Key: 54149EC87A447F63E0631A01100AB5C1
  • Room Entry Order: 3
  • Room Features: Vaulted Ceiling,Book Shelves,Built-Ins,French Doors,Hardwood Floor
  • Room Length: 19.1
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 23.9
Room 10
  • Room Entry Order: 4
  • Room Features: Wet Bar,French Doors,Stone Floor
  • Room Length: 17.2
  • Room Level: Main
  • Room Type: Sun Room
  • Room Width: 18.5
Room 11
  • Room Entry Order: 5
  • Room Features: Beams,Book Shelves,Built-Ins,Hardwood Floor
  • Room Length: 14.5
  • Room Level: Main
  • Room Type: Library
  • Room Width: 14.4
Room 12
  • Room Entry Order: 6
  • Room Features: Beams,Hardwood Floor
  • Room Length: 13.1
  • Room Level: Main
  • Room Type: Office
  • Room Width: 14.4
Room 13
  • Room Entry Order: 7
  • Room Length: 6.0
  • Room Level: Main
  • Room Type: Half Bath
  • Room Width: 4.1
Room 14
  • Room Entry Order: 8
  • Room Features: Full Bath,Hardwood Floor
  • Room Length: 21.1
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 9.1
Room 15
  • Room Entry Order: 9
  • Room Features: Vaulted Ceiling,Built-Ins,Dressing Room,Fireplace,Full Bath,Walk-In Closet
  • Room Length: 18.4
  • Room Level: Upper
  • Room Type: Primary BR Suite
  • Room Width: 28.6
Property
Property and Assessments
  • Color: white
  • Construction Description: Frame, Stone
  • Exterior Siding: Clapboard
  • Foundation Type: Block, Stone
  • Fuel Tank Location: In Ground
  • New Construction Type: No/Resale
  • Roof: Wood Shingle, Gable
  • Year Built: 1850
  • Year Built Source: Owner
  • Bank Owned Property: No
  • In Law Apartment: No
  • Sq Ft Description: from field card not including basement
  • Living Area SQFT Per Public Records: 0
Lot Information
  • Lot Description: Fence - Wood, Fence - Partial, Secluded, Lightly Wooded, Rolling, Water View, Open Lot
  • Parcel Number: 866858
  • Sq Ft Est Heated Above Grade: 6190.0
  • Sq Ft Total: 6190.0
  • Zoning: C
Utilities
  • Heat Fuel Type: Propane
  • Hot Water Description: Propane, Domestic
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 268 South Street

DateEvent & SourcePriceAppreciation
Oct 19, 2017

Closed (Public Record)

Public Record #608981558

$1,891,250

+14.3% / yr

Dec 14, 2000

Closed (Public Record)

Public Record #91919479

$200,000

-34.8% / yr

Sep 23, 1997

Closed (Public Record)

Public Record #91919882

$795,000—
DateEvent & SourcePrice
10/19/2017

Closed (Public Record)

Public Record #608981558

$1,891,250

+14.3% / yr

12/14/2000

Closed (Public Record)

Public Record #91919479

$200,000

-34.8% / yr

09/23/1997

Closed (Public Record)

Public Record #91919882

$795,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 268 South Street

Taxable ValueLand$311,500Additions$1,151,220Total$1,462,720
Tax Record2024$19,015 ($1,585 / month)
Home Facts
Lot Size2,171,902 SqFtStyleMulti-Family Dwelling (2-4)ZoningCCountyNORTHWEST HILLSAPNRXBY M:15 L:24Fireplace TypeHas Fireplace

Schools near 268 South Street

This home is within Regional School District 12.
Rating
School
Type
Grades
Distance
Booth Free School
Public - K to 5
Shepaug Valley School
Public - 6 to 12
The Burnham School
Public - K to 5
Washington Primary School
Public - PK to 5
Rating
School
Distance
Booth Free School
PublicK to 5

Shepaug Valley School
Public6 to 12

The Burnham School
PublicK to 5

Washington Primary School
PublicPK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 268 South Street, Roxbury, CT 06783

268 South Street is a single family home for sale in Roxbury, CT 06783. This listing's school district is Regional School District 12. Nearby schools include Booth Free School, Shepaug Valley School and The Burnham School. 268 South Street is a 5-bed, 5-bath, 6,190 sqft single family home built in 1850.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Klemm Real Estate Inc, Peter Klemm

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.