Sold
Last Sold Price
5 beds3,511 sqft$342/sqft
78 Sentry Hill Rd, Roxbury, CT 06783
Single FamilyProperty Type
19.88 acresLot Size
1992Year Built
$342/sq ftPrice per sq ft
2 carsParking Spaces

Description

Set privately atop Sentry Hill, and surrounded by major estates, this stone farmhouse was built to resemble a centuries-old building one would find in the French or Italian countryside. Designed by the late Rick Moisan, and featured in Architectural Digest, the home features vaulted ceilings, five bedrooms - all ensuite and all with a fireplace, a chef's kitchen and a living room with another stone fireplace. Outside there is a huge freeform Gunite pool and a trail to the stunning frontage on the...Set privately atop Sentry Hill, and surrounded by major estates, this stone farmhouse was built to resemble a centuries-old building one would find in the French or Italian countryside. Designed by the late Rick Moisan, and featured in Architectural Digest, the home features vaulted ceilings, five bedrooms - all ensuite and all with a fireplace, a chef's kitchen and a living room with another stone fireplace. Outside there is a huge freeform Gunite pool and a trail to the stunning frontage on the Shepaug River. Western views are in place and could easily be expanded. This is a gem among some of the finest properties in Roxbury. Priced substantially below replacement cost.

Listing Agent

  1. Rick Distel

    Rick Distel

    Listing Agent

    William Pitt Sotheby's Int'l

    P: (646) 417-2720

    M: (646) 417-2720

Listing closed: 05/31/2016 12:00 AM • Source: SMARTMLS, MLS#: L10012999

Recent comparable sales

Median sold price

$1,300,000

Avg days on market

204

Sale-to-list ratio

83.3%

Roxbury, CT

9 comparable properties found

$4,360,000 | 130 Tophet Road, Roxbury, CT 06783
1

$4,360,000

Sold 02/03/25

5
Bedrooms
3,500
Square Feet
14
Acres
$2,700,000 | Undisclosed Address, Roxbury, CT 06783
2

$2,700,000

Sold 12/16/25

5
Bedrooms
5,455
Square Feet
16.71
Acres
$3,340,000 | 8 Bayberry Hill, Roxbury, CT 06783
3

$3,340,000

Sold 08/19/26

5
Bedrooms
5,940
Square Feet
31.77
Acres
a view of a big yard next to a house
4

$865,000

Sold 12/23/24

5
Bedrooms
4,102
Square Feet
5.24
Acres
$754,500 | 118 Chalybes Road West, Roxbury, CT 06783
5

$754,500

Sold 02/11/26

6
Bedrooms
4,260
Square Feet
5.18
Acres
$1,325,000 | 235 North Street, Roxbury, CT 06783
6

$1,325,000

Sold 06/18/25

4
Bedrooms
3,379
Square Feet
3
Acres
$1,300,000 | 1 Church Street, Roxbury, CT 06783
7

$1,300,000

Sold 10/25/24

4
Bedrooms
3,666
Square Feet
4.09
Acres
$1,225,000 | 3 Southbury Road, Roxbury, CT 06783
8

$1,225,000

Sold 10/21/24

4
Bedrooms
3,016
Square Feet
2
Acres
9

$1,133,000

Sold 07/28/25

4
Bedrooms
3.5
Bathrooms
3,155
Square Feet
5.27
Acres

Location

Listing Courtesy of William Pitt Sotheby's Int'l, Rick Distel

Sold By Klemm Real Estate Inc, Graham Klemm

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$7,445 per month

30 year fixed, 6.55% Interest

Principal and Interest

$6,099

Property Taxes

$1,345

HOA Dues

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Property Information for 78 Sentry Hill Road

Property Details
  • Taxes: $16,144 / year
  • MLS Type: Residential
  • Basement Description: Crawl Space, Partial With Walk-Out
  • Direct Waterfront: No
  • Garages Number: 2
  • Style: Farm House, Mediterranean
  • Garage Parking Info: Detached Garage
  • Swimming Pool: Yes
Building Information
  • Year Built: 1992
  • Lot Size: 19.88 AC / 865,972 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Sentry Hill to 78. Do not enter without appointment.
  • Elementary School: Booth
  • Flood Zone: No
  • High School: Shepaug
  • Latitude: 41.572376
  • Longitude: -73.32711
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2015-June 2016
  • Property Tax: $16,144
Interior and Exterior Features
Exterior Features
  • Exterior Features: French Doors, Terrace
  • Pool Description: Heated, In Ground Pool
Interior Features
  • Appliances Included: Dishwasher, Dryer, Oven/Range, Subzero, Washer
  • Cooling System: None
  • Heat Type: Hot Air
  • Attic YN: No
  • Fireplaces Total: 6
  • Interior Features: Cable - Available
  • Laundry Room Location: First Floor
  • Room Count: 0
  • Rooms Total: 10
Property
Property and Assessments
  • Driveway Type: Crushed Stone
  • Elevation Certificate: No
  • Exclusions: Yes, Agent has list
  • Exterior Siding: Stone
  • Fuel Tank Location: Above Ground
  • Sq Ft Source: Public Records
  • Year Built: 1992
  • Bank Owned Property: No
  • In Law Apartment: No
Lot Information
  • Lot Description: Secluded, Sloping Lot, Treed
  • Parcel Number: 866854
  • Sq Ft Total: 3511.0
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Electric
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Private Well

Property History for 78 Sentry Hill Road

DateEvent & SourcePriceAppreciation
May 31, 2016

Closed (Public Record)

Public Record #572385791

$1,200,000

+4060.4% / yr

Aug 29, 2012

Closed (Public Record)

Public Record #338035194

$1
DateEvent & SourcePrice
05/31/2016

Closed (Public Record)

Public Record #572385791

$1,200,000

+4060.4% / yr

08/29/2012

Closed (Public Record)

Public Record #338035194

$1

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

Public Records for 78 Sentry Hill Road

Taxable ValueLand$483,700Additions$625,310Total$1,109,010
Tax Record2025$14,417 ($1,201 / month)
Home Facts
Beds5Baths5.5Total Finished SqFt3,873 SqFtAbove Grade Finished SqFt3,873 SqFtUnfinished Basement SqFt1,463 SqFtStories2Lot Size865,973 SqFtStyleSingle Family ResidenceYear Built1992Year Renovated2011ZoningCCountyNORTHWEST HILLSAPNRXBY M:10 L:22

Schools near 78 Sentry Hill Road

This home is within Regional School District 12.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 12
Public - K to 5
Public - PK to 5
Rating
School
Distance
Booth Free School
PublicK to 5

Shepaug Valley School
Public6 to 12

The Burnham School
PublicK to 5

Washington Primary School
PublicPK 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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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 78 Sentry Hill Road, Roxbury, CT 06783
$1,200,000
5
3,511
865,972
2
1.5
1,436
66,647
$370,000
4
1,404
136,342
$1,700,000
4
3,500
537,530
$1,210,000
4
5.5
4,720
195,584
$881,972
31,363

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of William Pitt Sotheby's Int'l, Rick Distel

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.