Sold
Last Sold Price
3 beds2,938 sqft$228/sqft
29 Sentry Hill Rd, Roxbury, CT 06783
Single FamilyProperty Type
4.37 acresLot Size
1978Year Built
$228/sq ftPrice per sq ft
2 carsParking Spaces
  • Listed by: Stacey Matthews 203.671.9067 stacey.matthews@raveis.com • William Raveis Real Estate
Listing closed: 07/17/2009 12:00 AM • Source: SMARTMLS, MLS#: 98411061

Recent comparable sales

Median sold price

$850,000

Avg days on market

93

Sale-to-list ratio

90.4%

Roxbury, CT

9 comparable properties found

$795,000 | 13 Evergreen Drive, Roxbury, CT 06783
1

$795,000

Sold 05/16/25

3
Bedrooms
2,931
Square Feet
4.7
Acres
$615,000 | 79 Wellers Bridge Road, Roxbury, CT 06783
2

$615,000

Sold 06/30/25

3
Bedrooms
2,769
Square Feet
5.9
Acres
$749,900 | 8 Old Lane, Roxbury, CT 06783
3

$749,900

Sold 05/19/25

3
Bedrooms
2,265
Square Feet
3
Acres
a front view of a building with a garden
4

$1,195,000

Sold 11/07/25

3
Bedrooms
2,793
Square Feet
3.91
Acres
$1,650,000 | 6 Painter Hill Road, Roxbury, CT 06783
5

$1,650,000

Sold 10/30/24

3
Bedrooms
2,816
Square Feet
6.03
Acres
a front view of a house with a garden
6

$2,547,500

Sold 01/30/26

3
Bedrooms
2,559
Square Feet
3.12
Acres
$850,000 | 45 Chalybes Road, Roxbury, CT 06783
7

$850,000

Sold 08/05/26

3
Bedrooms
2,725
Square Feet
2.97
Acres
$1,085,000 | 27 Mine Hill Road, Roxbury, CT 06783
8

$1,085,000

Sold 11/25/24

3
Bedrooms
2,265
Square Feet
3
Acres
$840,000 | 201 Painter Hill Road, Roxbury, CT 06783
9

$840,000

Sold 04/03/25

3
Bedrooms
1,720
Square Feet
3.13
Acres

Location

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$3,921 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,406

Property Taxes

$516

HOA Dues

$0

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Property Information for 29 Sentry Hill Road

Property Details
  • Taxes: $6,188 / year
  • MLS Type: Residential
  • Basement Description: Garage Access, Partial, Storage
  • Direct Waterfront: No
  • Garages Number: 2
  • Style: Barn, Cape Cod
  • Garage Parking Info: Attached Garage
  • Swimming Pool: No
Building Information
  • Year Built: 1978
  • Lot Size: 4.37 AC / 190,357 SF
Summary
Property and Location
  • Acres Source: Approximate
  • Directions: Rte 199 To Sentry Hill
  • Elementary School: BOOTH
  • High School: SHEPAUG
  • Latitude: 41.58085
  • Longitude: -73.320404
  • Middle Jr High School: SHEPAUG
  • State: Connecticut
HOA and Fees
  • HOA Fee Amount: 0
  • Home Owner's Assocation: No
  • Tax Year: July 2008-June 2009
  • Property Tax: $6,188
Virtual Tour
  • Virtual Tour: No
Interior and Exterior Features
Exterior Features
  • Waterfront Description: Pond
Interior Features
  • Appliances Included: Cook Top, Dishwasher, Microwave, Refrigerator
  • Cooling System: Central Air, Zoned
  • Heat Type: Hot Air, Zoned
  • Attic YN: No
  • Fireplaces Total: 2
  • Rooms Additional: Foyer
  • Room Count: 8
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Length: 13.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 12.0
Room 2
  • Room Entry Order: 1
  • Room Length: 13.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 12.0
Room 3
  • Room Entry Order: 10
  • Room Length: 17.0
  • Room Level: Main
  • Room Type: Primary Bedroom
  • Room Width: 13.0
Room 4
  • Room Entry Order: 10
  • Room Length: 17.0
  • Room Level: Main
  • Room Type: Primary Bedroom
  • Room Width: 13.0
Room 5
  • Room Entry Order: 2
  • Room Length: 13.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 12.0
Room 6
  • Room Entry Order: 2
  • Room Length: 13.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 12.0
Room 7
  • Room Entry Order: 5
  • Room Length: 19.0
  • Room Level: Main
  • Room Type: Den
  • Room Width: 12.0
Room 8
  • Room Entry Order: 5
  • Room Length: 19.0
  • Room Level: Main
  • Room Type: Den
  • Room Width: 12.0
Room 9
  • Room Entry Order: 6
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 15.0
Room 10
  • Room Entry Order: 6
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 15.0
Room 11
  • Room Entry Order: 7
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 15.0
Room 12
  • Room Entry Order: 7
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 15.0
Room 13
  • Room Entry Order: 8
  • Room Length: 17.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 11.0
Room 14
  • Room Entry Order: 8
  • Room Length: 17.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 11.0
Room 15
  • Room Entry Order: 9
  • Room Length: 28.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 15.0
Room 16
  • Room Entry Order: 9
  • Room Length: 28.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 15.0
Property
Property and Assessments
  • Color: TAUPE
  • Exterior Siding: Cedar, Clapboard
  • Foundation Type: Concrete
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Sq Ft Source: Public Records
  • Year Built: 1978
  • Year Built Source: Public Records
  • Living Area SQFT Per Public Records: 2966
Lot Information
  • Documents Available: Property Disclosure
  • Parcel Number: 867011
  • Sq Ft Est Heated Above Grade: 2938.0
  • Sq Ft Total: 2938.0
  • Zoning: RES
Utilities
  • Heat Fuel Type: Oil
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Total Unit Count: 0

Property History for 29 Sentry Hill Road

DateEvent & SourcePriceAppreciation
Jul 17, 2009

Closed (Public Record)

Public Record #273922375

$670,000
DateEvent & SourcePrice
07/17/2009

Closed (Public Record)

Public Record #273922375

$670,000

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

Public Records for 29 Sentry Hill Road

Taxable ValueLand$168,910Additions$383,740Total$552,650
Tax Record2025$7,184 ($599 / month)
Home Facts
Beds3Baths2.5Total Finished SqFt2,966 SqFtAbove Grade Finished SqFt2,966 SqFtUnfinished Basement SqFt1,472 SqFtStories1Lot Size189,922 SqFtStyleSingle Family ResidenceYear Built1978Year Renovated2002ZoningCCountyNORTHWEST HILLSAPNRXBY M:10 L:18

Schools near 29 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: 29 Sentry Hill Road, Roxbury, CT 06783
$670,000
3
2,938
190,357
3
3
2,404
130,680
$680,000
3
4,673
154,202
$680,000
3
2,700
165,963
$1,550,000
4
3,900
176,418
3
2
1,816
132,858

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. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Raveis Real Estate, Stacey Matthews

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.