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11 Ravenrock Road

Roxbury, Connecticut 06783

ACTIVE$3,395,000

Reduced from $4,750,000

Beds
4
Baths
5 | 1
SqFt
7,063
Acres
20.11
Year Built
1991
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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Guest HouseTennis CourtPool3-Car Garage4 FireplacesPrice Reduced

About This Home

A private gated road leads to this elegant shingle-style estate on 20+ secluded acres in the beautiful Litchfield Hills with spectacular views that go on for miles. This property includes a four bedroom, five and a half bath main residence, in ground heated Gunite pool, tennis court, one-bedroom caretaker's apartment over a 3-bay garage, two bedroom guest apartment and greenhouse. This compound offers an intriguing mix of elegant sophistication and quiet country road living. Highlighted by judges paneling, the large two-story main foyer is breathtaking. An evening soiree for a large gathering of guests is easily achieved in the public rooms. Both rooms offer a touch of grandeur with extra tall ceilings, tall windows and exquisite detailed moldings. The formal dining room is generous in size with tall windows. The home also offers an array of comfortable spaces for intimate gatherings. The delightful and sunny great room includes the updated kitchen with dining, sitting area with fireplace bordered by floor to ceiling bookshelves and French door that leads to the deck overlooking the magnificent view. There is a family room with fireplace, rec room and full bath in the walk-out lower level. The main floor primary suite is extra special with a fireplace, French doors to brick terrace, and full bath with sauna. The three additional bedrooms, all with full baths, are nicely sized. Special in every way and just 90 minutes from NYC.

Key Facts

City/Town
Roxbury
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1991
Days on Market
625 days
Beds
4
Baths
5 full · 1 half
Living Area
7,063 sq ft
Lot Size
20.11 acres
Garage / Parking
3 garage · 6 total
Property Taxes
$38,225 / Annually

Market Snapshot

The Roxbury Market

Single Family · trailing 12 months

Median Days on Market

87

30 active listings

Median $ / Sq Ft

$506

30 active listings

Sale-to-List Ratio

96.1%

29 sales

How this home compares

List Price

$3.40M

vs $1.30M median

2.6× the median

Price / Sq Ft

$481

vs $506 median

In line with median

Days on Market

625 days

vs 87 days median

538 days longer than median

Based on 30 active and 29 closed sales (trailing 12 mo) of single family in Roxbury. Source: SmartMLS · As of July 27, 2026.

Location

11 Ravenrock Road, Roxbury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$21,627

per month

  • Principal & Interest$17,310
  • Property Taxes$3,185
  • Insurance$1,132
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Roxbury
Neighborhood
N/A
County
Litchfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1991
New Construction
No/Resale
Living Area
7,063 sq ft
Below Grade
1,500 sq ft

Schools

Elementary
Per Board of Ed
High
Shepaug

Interior

Heating
Hot AirZoned
Heat Fuel
Oil
Cooling
Central AirZoned
Fireplaces
4
Laundry
Main LevelUpper Level
Laundry Location
Laundry/mud on main level & 2nd flr
Appliances
Electric CooktopWall OvenRefrigeratorDishwasherWasherDryer
Basement
FullPartially FinishedFull With Walk-Out
In-Law Apartment
YesDetached
Interior Features
Auto Garage Door OpenerCable - AvailableSaunaSecurity System

Exterior & Lot

Lot Size
20.11 acres
Zoning
C
Garage / Parking
3 garage spaces6 total parking spacesDetached GaragePavedOff Street Parking
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Pool
GuniteHeatedIn Ground Pool
Construction
Shingle
Roof
Wood Shingle
Foundation
Concrete
Exterior Features
TerraceBreezewayGuttersGuest HouseFrench DoorsBalconyTennis CourtDeckStone Wall
Lot Description
Lightly WoodedTreedLevel LotProfessionally LandscapedRollingOpen Lot

Listing & Financials

Property Taxes
$38,225 / Annually
Days on Market
625
MLS #
24057876
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Maria Taylor

(203) 578-0397

Klemm Real Estate Inc

(860) 868-7313

Co-Listed By

Carolyn Klemm

Klemm Real Estate Inc

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/27/2026. This information 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 or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 7/27/2026 at 7:15 PM UTC.