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$3,600,000
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Property 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 etc. Perennial gardens. Property abuts conservation land. Complete privacy. Rare opportunity. Property has only been on the market twice before in past 100 years.
Full Property Details
Full Property Details for 268 South St
General
- Price: $3,600,000
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24183686
- Updated: 7/16/2026
- Added to Site: 51 day(s) ago
Interior
- Number of Rooms: 14
- Rooms/Areas: Foyer
- Fireplace: Yes
- Number of Fireplaces: 4
- Appliances: Gas Cooktop, Gas Range, Oven/Range, Counter Grill, Refrigerator, Freezer, Dishwasher, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 4
- Half Bathrooms: 1
- Partial Bath: 6 x 4.1, Main
Bedrooms
- Total Bedrooms: 5
- Primary Suite: Vaulted Ceiling, Built-Ins, Dressing Room, Fireplace, , 18.4 x 28.6, Upper
- Bedroom 1: Bedroom - Full Bath, Hardwood Floor, 21.1 x 9.1, Main
- Bedroom 2: Bedroom - On 3rd Floor, 18.7 x 11, Other
- Bedroom 3: Bedroom - Jack & Jill Bath, Hardwood Floor, 12.2 x 14.4, Upper
- Bedroom 4: Bedroom - Jack & Jill Bath, Hardwood Floor, 12.4 x 22.5, Upper
Other Rooms
- Great Room: Great Room - Beams, Dining Area, Fireplace, French Doors, Hardwood Floor, 37.4 x 24.4, Main
- Family Room: Family Room - Vaulted Ceiling, Book Shelves, Built-Ins, French Doors, Hardwood Floor, 19.1 x 23.9, Main
- Eat In Kitchen: Eat-In Kitchen - Vaulted Ceiling, Eating Space, Fireplace, French Doors, Hardwo, 24.1 x 16.8, Main
- Office: Office - Beams, Hardwood Floor, 13.1 x 14.4, Main
- Library: Library - Beams, Book Shelves, Built-Ins, Hardwood Fl, 14.5 x 14.4, Main
- Game room: Yes
- Game Room: Rec/Play Room - Vaulted Ceiling, Wet Bar, Full Bath, Hardwood Floor, 39.3 x 15.7, Other
- Rec Room: Vaulted Ceiling, Wet Bar, Full Bath, Hardwood Floor, 39.3 x 15.7, Other
- Laundry: Main Level, Upper Level
Additional Information
- Pool: Yes
- Pool Description: Gunite, In Ground Pool
Exterior
- Color: white
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Parking: Attached Garage
Location
- County: Litchfield
- Neighborhood: Roxbury Falls
- Driving Directions: From Roxbury Center: Left on to South Street. #268 is 2.6 miles on your left.
School Information
- Elementary School: Booth Free
- High School: Per Board of Ed
Community
- Community Name: Roxbury Falls
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Hot Air, Propane
- Heating Fuel: Propane
- Water Heater: Propane, Domestic
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Colonial
- Construction Status: No/Resale
- Exterior Const.: Clapboard
- Basement Desc.: Full, Unfinished
- Roof: Wood Shingle, Gable
- Attic: Yes
- Square Feet: 6,190
- Above Ground: 6,190 Sq. Ft.
- Year Built: 1850
Lot Features
- Lot Size (Acres): 41
- Zoning: C
- Lot Description: Fence - Wood, Fence - Partial, Secluded, Lightly Wooded, Rolling, Water View, Open Lot
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Desc.: Pond
Financial Considerations
- Assessment Amount: $1,462,720
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 866858
Listed by Klemm Real Estate Inc, Peter Klemm
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Schools
Schools serving 268 South St
School District:Regional School District 12
| Name | Grades | Distance |
|---|---|---|
Booth Free School 14 South Street, Roxbury, CT 06783 | K-5 | 2.4 mi |
Shepaug Valley School 159 South Street, Washington, CT 06793 | 6-12 | 5.5 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 268 South St
Date
Details
Price
Change
Source
7/01/2026
Listed
$3,600,000
90.35%
MLS
10/19/2017
Sold
$1,891,250
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 268 South St
Year
Property Taxes
Change
Tax Assessment
Change
2025
$19,015
3%
$1,462,720
—
2023
$18,430
-2%
$1,462,720
18%
2022
$18,863
-1%
$1,236,940
—
2021
$19,049
-3%
$1,236,940
—
2020
$19,544
—
$1,236,940
—
2019
$19,605
-4%
$1,236,940
-4%
2018
$20,517
-33%
$1,294,460
-40%
2017
$30,578
4%
$2,153,410
—
2016
$29,502
—
$2,153,410
—
2015
$29,502
2%
$2,153,410
—
2014
$28,856
1%
$2,153,410
—
2012
$28,640
—
$2,153,410
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 268 South St
268 South Street, Roxbury, CT 06783 (MLS# 24183686) is a Single Family property with 5 bedrooms, 4 full bathrooms and 1 partial bathroom. 268 South Street is currently listed for $3,600,000 and was received on July 01, 2026. Want to learn more about 268 South Street? Do you have questions about finding other Single Family real estate for sale in Roxbury? You can browse all Roxbury real estate or contact a Coldwell Banker agent to request more information.

