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.
For sale
$1,795,000
233 Southbury Road, Roxbury, CT 06783
5beds
5,447sqft
Est.:
Single Family Residence
Built in 1988
14.82 Acres Lot
$1,700,500 Zestimate®
$330/sqft
$-- HOA
What's special
Thoughtfully scaled floor planSoaring ceilingsPrivate level siteGrand circular drivewaySweeping lawnsFive generously proportioned bedroomsSix bathrooms
- 40 days |
- 1,374 |
- 43 |
Zillow last checked: 8 hours ago
Listing updated: December 31, 2025 at 08:09am
Listed by:
THE KATHRYN CLAIR TEAM,
Kathryn Clair (203)948-5255,
William Pitt Sotheby's Int'l 860-868-6600,
Co-Listing Agent: Kathryn Bassett 203-841-8161,
William Pitt Sotheby's Int'l
Source: Smart MLS,MLS#: 24146278
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 6
Rooms
- Room types: Sitting Room, Staff Quarters
Primary bedroom
- Features: High Ceilings, Bedroom Suite, Fireplace, Full Bath, Wall/Wall Carpet
- Level: Upper
- Area: 496 Square Feet
- Dimensions: 31 x 16
Bedroom
- Features: Wall/Wall Carpet
- Level: Upper
- Area: 234 Square Feet
- Dimensions: 18 x 13
Bedroom
- Features: Full Bath, Jack & Jill Bath, Wall/Wall Carpet
- Level: Upper
- Area: 306 Square Feet
- Dimensions: 17 x 18
Bedroom
- Features: Bay/Bow Window
- Level: Upper
- Area: 255 Square Feet
- Dimensions: 17 x 15
Bedroom
- Features: Wall/Wall Carpet
- Level: Upper
- Area: 247 Square Feet
- Dimensions: 19 x 13
Primary bathroom
- Features: Whirlpool Tub, Walk-In Closet(s), Tile Floor
- Level: Upper
- Area: 240 Square Feet
- Dimensions: 12 x 20
Den
- Features: Built-in Features
- Level: Main
- Area: 195 Square Feet
- Dimensions: 15 x 13
Dining room
- Features: High Ceilings, Built-in Features
- Level: Main
- Area: 360 Square Feet
- Dimensions: 15 x 24
Family room
- Features: Built-in Features
- Level: Lower
- Area: 884 Square Feet
- Dimensions: 26 x 34
Great room
- Features: Fireplace
- Level: Main
- Area: 435 Square Feet
- Dimensions: 29 x 15
Kitchen
- Features: Breakfast Bar, Breakfast Nook, Built-in Features, Wet Bar, Fireplace, Patio/Terrace
- Level: Main
- Area: 320 Square Feet
- Dimensions: 16 x 20
Kitchen
- Features: Galley
- Level: Lower
- Area: 88 Square Feet
- Dimensions: 8 x 11
Living room
- Features: High Ceilings, Fireplace, Hardwood Floor
- Level: Main
- Area: 420 Square Feet
- Dimensions: 20 x 21
Office
- Level: Upper
- Area: 169 Square Feet
- Dimensions: 13 x 13
Other
- Features: Breakfast Nook, Built-in Features, Full Bath, Tile Floor
- Level: Lower
- Area: 532 Square Feet
- Dimensions: 28 x 19
Heating
- Hot Water, Oil, Propane
Cooling
- Central Air
Appliances
- Included: Oven/Range, Range Hood, Refrigerator, Water Heater
- Laundry: Main Level
Features
- Open Floorplan, Entrance Foyer, In-Law Floorplan
- Doors: French Doors
- Basement: Full,Apartment,Partially Finished,Walk-Out Access,Liveable Space,Concrete
- Number of fireplaces: 4
Interior area
- Total structure area: 5,447
- Total interior livable area: 5,447 sqft
- Finished area above ground: 5,447
Property
Parking
- Total spaces: 8
- Parking features: Attached, Paved, Driveway, Garage Door Opener, Private, Circular Driveway
- Attached garage spaces: 3
- Has uncovered spaces: Yes
Features
- Patio & porch: Deck
- Exterior features: Balcony, Stone Wall
- On waterfront: Yes
- Waterfront features: Waterfront, Brook, Access
Lot
- Size: 14.82 Acres
- Features: Secluded, Wetlands, Level, Rolling Slope, Open Lot
Details
- Parcel number: 867241
- Zoning: C
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Modern,Tudor
- Property subtype: Single Family Residence
Materials
- Wood Siding, Stucco
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1988
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
Community
- Features: Golf, Health Club, Lake, Library, Medical Facilities, Playground, Private School(s), Stables/Riding
HOA
- Has HOA: No
Location
- Region: Roxbury
Financial & listing details
- Price per square foot: $330/sqft
- Tax assessed value: $1,438,570
- Annual tax amount: $18,701
- Date on market: 12/31/2025
Estimated market value
$1,700,500
$1.62M - $1.79M
$7,506/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 12/31/2025 | Listed for sale | $1,795,000+2795.2%$330/sqft |
Source:  Smart MLS #24146278 Report a problem | ||
| 4/12/1994 | Sold | $62,000-91.3%$11/sqft |
Source: Public Record Report a problem | ||
| 10/26/1993 | Sold | $708,690$130/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $18,701 +3.2% | $1,438,570 |
| 2024 | $18,126 | $1,438,570 |
| 2023 | $18,126 -3.9% | $1,438,570 +16.3% |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$12,156/mo
Principal & interest
$8865
Property taxes
$2663
Home insurance
$628
Climate risks
Neighborhood: 06783
Nearby schools
GreatSchools rating
- NABooth Free SchoolGrades: K-5Distance: 2.1 mi
- 8/10Shepaug Valley SchoolGrades: 6-12Distance: 4.8 mi
Schools provided by the listing agent
- Elementary: Booth Free
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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