Skip to main content

35 Raven Rock Road

Roxbury, Connecticut 06783

ACTIVE - NEW$12,995,000
Beds
5
Baths
5 | 3
SqFt
13,619
Acres
114.34
Year Built
2002
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
Tennis CourtWine CellarPool4-Car Garage8 Fireplaces

About This Home

Privately set at the crest of a hill beyond a gated drive, 35 Raven Rock Road commands breathtaking views across miles of bucolic Litchfield County countryside and the Shepaug River Valley. Spanning over 114 acres, this exceptional country compound offers extraordinary privacy, with 20+ acres of cultivated lawns, extensive gardens, sculptures, pond and specimen trees creating a remarkable estate setting. Built in 2002, the approximately 13,600 SF stone and slate residence pairs gracious proportions with exquisite finishes, superb custom millwork, marble floors, and 8 fireplaces. A marble entry hall leads to an elegant living room opening onto an expansive stone terrace overlooking the grounds and countryside. A formal dining room, paneled library and inviting family room adjoining a heated porch provide beautiful settings for entertaining and everyday living. The chef's kitchen features a professional range, Traulsen refrigeration and a separate cooking room with charbroilers and a stone pizza oven. The main-level primary suite offers a fireplace, dual walk-in closets, separate water closets and a marble bath. Four additional bedrooms feature en suite baths, complemented by an upstairs media/rec room. The finished lower level includes a gym, steam room, cedar closets and wine cellar. A heated pool, pool house, Har-Tru tennis court, 4-car garage with guest quarters and heated barn enrich the estate. Major infrastructure upgrade includes newly installed additional well system.

Key Facts

City/Town
Roxbury
Neighborhood
N/A
Property / Style
Single Family · Georgian Colonial
Year Built
2002
Days on Market
0 days
Beds
5
Baths
5 full · 3 half
Living Area
13,619 sq ft
Lot Size
114.34 acres
Garage / Parking
4 garage · 6 total
Property Taxes
$75,159 / Annually

Market Snapshot

The Roxbury Market

Single Family · trailing 12 months

Median Days on Market

95

25 active listings

Median $ / Sq Ft

$485

25 active listings

Sale-to-List Ratio

96.8%

31 sales

How this home compares

List Price

$12.99M

vs $1.29M median

10.0× the median

Price / Sq Ft

$954

vs $485 median

96.7% above median

Days on Market

0 days

vs 95 days median

95 days fresher than median

Based on 25 active and 31 closed sales (trailing 12 mo) of single family in Roxbury. Source: SmartMLS · As of October 23, 2026.

Location

35 Raven Rock Road, Roxbury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$82,008

per month

  • Principal & Interest$71,413
  • Property Taxes$6,263
  • Insurance$4,332
  • 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
Georgian Colonial
Year Built
2002
New Construction
No/Resale
Living Area
13,619 sq ft
Below Grade
3,519 sq ft

Schools

Elementary
Booth Free
High
Shepaug

Interior

Heating
Zoned
Cooling
Central Air
Fireplaces
8
Laundry
Lower Level
Appliances
Oven/RangeRefrigeratorFreezerDishwasherWasherDryer
Basement
FullFully Finished
Additional Rooms
Exercise RoomGymLaundry RoomWine Cellar

Exterior & Lot

Lot Size
114.34 acres
Zoning
Residence C
Garage / Parking
4 garage spaces6 total parking spacesDetached GarageDrivewayPrivate
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Pool
HeatedPool HouseIn Ground Pool
Construction
Stone
Roof
Slate
Foundation
Concrete
Exterior Features
GrillTerraceShedTennis CourtPorchBarnCabanaPatio
Lot Description
Rolling

Listing & Financials

Property Taxes
$75,159 / Annually
Days on Market
0
MLS #
24216276
MLS Status
Active

Similar Properties

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

Listed By

Jeffrey Jackson

(917) 846-5599

Corcoran Centric Realty

(203) 625-9500

Co-Listed By

Amanda Thornton

Corcoran Centric Realty

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

The IDX display contains information sourced from SmartMLS, Inc. as of 10/23/2026. 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 10/23/2026 at 11:15 PM UTC.