233 Southbury Rd

Roxbury, CT 06783

$1,795,000
Price
5
Beds
5,447 Sq. Ft.
$330 / Sq. Ft.
5,447
Sq. Ft.
$330
per Sq. Ft.

Description

Perched above the tranquil waters of Jacks Brook in southern Roxbury, this Modern Mountain Tudor offers refined open-concept living with exceptional accessibility to New York City, just five minutes from Roxbury Center. Set on a private, level site, the property enjoys protected brookside land that preserves the natural landscape and uninterrupted views that define the home's character. A grand circular driveway introduces the residence, where sweeping lawns and striking architecture create a powerful...Perched above the tranquil waters of Jacks Brook in southern Roxbury, this Modern Mountain Tudor offers refined open-concept living with exceptional accessibility to New York City, just five minutes from Roxbury Center. Set on a private, level site, the property enjoys protected brookside land that preserves the natural landscape and uninterrupted views that define the home's character. A grand circular driveway introduces the residence, where sweeping lawns and striking architecture create a powerful sense of arrival, privacy, and seclusion. Inside, light-filled interiors showcase soaring ceilings and oversized windows that capture serene vistas from nearly every room, blending contemporary sophistication with warmth and comfort. The remodeled kitchen serves as the heart of the home, seamlessly combining modern design with functional luxury as it flows into the main living areas. With five generously proportioned bedrooms and six bathrooms, the thoughtfully scaled floor plan accommodates both grand entertaining and intimate everyday living. The lower level features a versatile in-law suite complete with a full kitchen, private bedroom, bathroom, living room, separate entrance, and direct access to the grounds, along with an additional great room or family room that opens to the expansive lawn, offering a seamless indoor-outdoor connection ideal for guests or multigenerational living.
  1. Listed by Kathryn Clair • William Pitt Sotheby's Int'l
    P: (203)-948-5255 C: (203)-948-5255 kclair@wpsir.com
  2. Listed by Kathryn C Bassett • William Pitt Sotheby's Int'l
    P: (860)-868-6600 C: (203)-841-8161 kcbassett@wpsir.com

Property Details for 233 Southbury Road

Basement Description
Full, Apartment, Partially Finished, Walk-out, Liveable Space, Concrete Floor, Full With Walk-Out
Direct Waterfront
Yes
Garages Number
3
Neighborhood
N/A
Style
Modern, Tudor
Garage Parking Info
Attached Garage, Paved, Driveway
Swimming Pool
No
LISTING UPDATED: 12/31/2025 04:09 PM

Property Details for 233 Southbury Road

StatusActive
MLS #24146278
Days on Market1
Taxes$18,701 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1988
Lot Size14.82 AC / 645,559 SF
CountyLitchfield County

Location

Listing Courtesy of William Pitt Sotheby's Int'l, Kathryn Clair; William Pitt Sotheby's Int'l, Kathryn C Bassett
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Building Information for 233 Southbury Road

Stories-Year Built1988Building Size-Lot Size14.82 AC / 645,559 SF

Payment Calculator

$10,428 per month

30 year fixed, 6.28% Interest

Principal and Interest

$8,870

Property Taxes

$1,558

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 233 Southbury Road

Summary
Property and Location
  • Acres Source: Owner
  • Directions: Rte 67 to Squire Road, go past the corner and see Stone Pillars with Torbrook on the sign for 233
  • Elementary School: Booth Free
  • High School: Regional District 12
  • Intermediate School: Regional District 12
  • Latitude: 41.533686
  • Longitude: -73.28003
  • Neighborhood Amenities: Golf Course, Health Club, Lake, Library, Medical Facilities, Playground/Tot Lot, Private School(s), Stables/Riding
  • State: Connecticut
Parking
  • Parking Total Spaces: 8
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $18,701
Interior and Exterior Features
Exterior Features
  • Exterior Features: Balcony, Deck, Stone Wall, French Doors
  • Waterfront Description: Brook, Access
Interior Features
  • Appliances Included: Oven/Range, Range Hood, Refrigerator
  • Attic Description: Walk-In
  • Cooling System: Central Air
  • Heat Type: Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 4
  • Interior Features: Auto Garage Door Opener, Open Floor Plan
  • Laundry Room Info: Main Level
  • Laundry Room Location: Main
  • Rooms Additional: Foyer, Sitting Room, Staff Quarters
  • Rooms Total: 14
Room 1
  • Room Entry Order: 1
  • Room Features: 9 ft+ Ceilings,Fireplace,Hardwood Floor
  • Room Length: 21.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 20.0
Room 2
  • Room Entry Order: 10
  • Room Features: Built-Ins
  • Room Length: 34.0
  • Room Level: Lower
  • Room Type: Family Room
  • Room Width: 26.0
Room 3
  • Room Entry Order: 11
  • Room Features: Fireplace
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Great Room
  • Room Width: 29.0
Room 4
  • Room Entry Order: 12
  • Room Length: 13.0
  • Room Level: Upper
  • Room Type: Office
  • Room Width: 13.0
Room 5
  • Listing Key: 4719E2EBA1D041CFE063E201100A7486
  • Room Entry Order: 13
  • Room Features: Built-Ins
  • Room Length: 13.0
  • Room Level: Main
  • Room Type: Den
  • Room Width: 15.0
Room 6
  • Room Entry Order: 14
  • Room Features: Galley
  • Room Length: 11.0
  • Room Level: Lower
  • Room Type: Kitchen
  • Room Width: 8.0
Room 7
  • Room Entry Order: 15
  • Room Features: Whirlpool Tub,Walk-In Closet,Tile Floor
  • Room Length: 20.0
  • Room Level: Upper
  • Room Type: Primary Bath
  • Room Width: 12.0
Room 8
  • Room Entry Order: 2
  • Room Features: 9 ft+ Ceilings,Built-Ins
  • Room Length: 24.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 15.0
Room 9
  • Listing Key: 4719E2EBA1D041CFE063E201100A7486
  • Room Entry Order: 3
  • Room Features: 9 ft+ Ceilings,Bedroom Suite,Fireplace,Full Bath,Wall/Wall Carpet
  • Room Length: 16.0
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 31.0
Room 10
  • Room Entry Order: 4
  • Room Features: Wall/Wall Carpet
  • Room Length: 13.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 18.0
Room 11
  • Room Entry Order: 5
  • Room Features: Full Bath,Jack & Jill Bath,Wall/Wall Carpet
  • Room Length: 18.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 17.0
Room 12
  • Room Entry Order: 6
  • Room Features: Bay/Bow Window
  • Room Length: 15.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 17.0
Room 13
  • Room Entry Order: 7
  • Room Features: Wall/Wall Carpet
  • Room Length: 13.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 19.0
Room 14
  • Room Entry Order: 8
  • Room Features: Breakfast Bar,Breakfast Nook,Built-In Hutch,Wet Bar,Fireplace,Patio/Terrace
  • Room Length: 20.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 16.0
Room 15
  • Room Entry Order: 9
  • Room Features: Breakfast Nook,Built-Ins,Full Bath,Tile Floor
  • Room Length: 19.0
  • Room Level: Lower
  • Room Type: Studio Apt
  • Room Width: 28.0
Property
Property and Assessments
  • Color: Cream
  • Construction Description: Frame
  • Driveway Type: Private, Circular, Paved
  • Exterior Siding: Wood, Stucco
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1988
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Lower Level
  • In Law Apartment: Yes
  • Living Area SQFT Per Public Records: 5447
Lot Information
  • Lot Description: Secluded, Some Wetlands, Level Lot, Rolling, Open Lot
  • Parcel Number: 867241
  • Sq Ft Est Heated Above Grade: 5447.0
  • Sq Ft Total: 5447.0
  • Zoning: C
Utilities
  • Heat Fuel Type: Oil, Propane
  • Hot Water Description: Oil, Domestic
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 233 Southbury Road

DateEvent & SourcePriceAppreciation
Dec 31, 2025

Listed (Active)

SMARTMLS #24146278

$1,795,000—
Apr 12, 1994

Closed (Public Record)

Public Record #91920056

$62,000

-99.4% / yr

Oct 26, 1993

Closed (Public Record)

Public Record #91920149

$669,250—
DateEvent & SourcePrice
12/31/2025

Listed (Active)

SMARTMLS #24146278

$1,795,000
04/12/1994

Closed (Public Record)

Public Record #91920056

$62,000

-99.4% / yr

10/26/1993

Closed (Public Record)

Public Record #91920149

$669,250

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

Public Records for 233 Southbury Road

Taxable ValueLand$267,470Additions$1,171,100Total$1,438,570
Tax Record2024$18,701 ($1,558 / month)
Home Facts
Beds5Baths6Total Finished SqFt5,447 SqFtAbove Grade Finished SqFt5,447 SqFtUnfinished Basement SqFt1,148 SqFtStories2Lot Size437,778 SqFtStyleSingle Family ResidenceYear Built1988Year Renovated2009ZoningCCountyLITCHFIELDAPNRXBY M:25 L:55Fireplace TypeHas Fireplace

Schools near 233 Southbury Road

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
Rating
School
Distance
Booth Free School
PublicK to 5

Shepaug Valley School
Public6 to 12

The Burnham School
PublicK 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 233 Southbury Road, Roxbury, CT 06783

233 Southbury Road is a single family home for sale in Roxbury, CT 06783. This property was listed for sale on December 30, 2025 by William Pitt Sotheby's Int'l, it's currently listed at $1,795,000. It has been on the market for a total of 1 days and was last sold on April 12, 1994. This listing's school district is Regional School District 12. Nearby schools include Booth Free School, Shepaug Valley School and The Burnham School. 233 Southbury Road is a 5-bed, 6-bath, 5,447 sqft single family home built in 1988.

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 condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Pitt Sotheby's Int'l, Kathryn Clair; William Pitt Sotheby's Int'l, Kathryn C Bassett

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.