98 Sentry Hill Rd, Roxbury, CT 06783
OFF MARKET

98 Sentry Hill Rd
Roxbury, CT 06783

  • 4 Beds
  • 4 Baths
  • 3,948 sqft (on 8 acres)

$2,180,300

Trulia Estimate
as of Jun 13, 2026
Est. Refi. Payment $14,015/mo*
Refinance Your Home

$2,180,300

Trulia Estimate
as of Jun 13, 2026
Est. Refi. Payment $14,015/mo*
Refinance Your Home
4 Beds
4 Baths
3,948 sqft
(on 8 acres)

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

This single-family home is located at 98 Sentry Hill Rd, Roxbury, CT. 98 Sentry Hill Rd is in Roxbury, CT and in ZIP code 06783. This property has 4 bedrooms, 5 bathrooms and approximately 3,948 sqft of floor space. This property has a lot size of 8.00 acres and was built in 1805.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Patio, Pool
A/C
Cooling only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 98 Sentry Hill Rd

Interior Features

Interior Details
BasementAdditional StorageAtticIn-law unitTypes of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Library, Master Bath, Mud Room, Office, Pantry, Recreation Room, Workshop, Solarium Atrium, Sun RoomStorageCeiling Fan
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Air Conditioning
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Hardwood
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: WoodGardenLawnPatio
Pool
Pool
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1805
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 4

Lot Information

Lot Area: 8.00 acres

Price History for 98 Sentry Hill Rd

DatePriceEventSource
03/22/2010$1,400,000Sold
Smart MLS #98394302
03/15/2009$1,950,000ListingRemovedAgent Provided
11/03/2008$1,950,000Listed For SaleAgent Provided
07/01/1997$507,000Sold
N/A

Market trends in Roxbury

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
34
11MoM
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Property Tax and Assessment

Year2025
Tax$11,883
Assessment$914,060
Home facts updated by county records

Homeowner tools

Estimated monthly rent$7,757/mo
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Homes for rent near 98 Sentry Hill Rd

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Comparable Sales for 98 Sentry Hill Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
19 Spargo Road, Roxbury, CT
0.40
Single-Family Home
$1,050,000
10/15/25
3
2.5
1,571
11 Hodge Road, Roxbury, CT
0.72
Single-Family Home
$912,500
11/19/25
4
3
2,982
88 Hemlock Road, Roxbury, CT
0.56
Single-Family Home
$1,400,000
08/22/25
2
2.5
3,389
118 Chalybes Road West, Roxbury, CT
0.75
Single-Family Home
$754,500
02/11/26
6
5
4,260
20 Mine Hill Road East, Bridgewater, CT
1.02
Single-Family Home
$1,030,000
01/12/26
4
3.5
2,583
16 Sentry Hill Road, Roxbury, CT
0.74
Single-Family Home
$2,700,000
12/16/25
5
5.5
5,455
235 North Street, Roxbury, CT
1.24
Single-Family Home
$1,325,000
06/18/25
4
3.5
3,379
27 Wakelee Road, Roxbury, CT
1.39
Single-Family Home
$1,837,500
09/16/25
4
2.5
2,640
65 Mine Hill Rd W, Bridgewater, CT
1.14
Single-Family Home
$612,500
11/10/25
4
3
3,348
46 Quarry Road, Bridgewater, CT
1.31
Single-Family Home
$1,250,000
07/19/25
5
6
6,151

Nearby homes

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Assigned Schools

These are the assigned schools for 98 Sentry Hill Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Roxbury

At least 2 Trulia users voted on each feature.

  • 100 % Say there's holiday spirit

  • 100 % Say car is needed

  • 100 % Say it's quiet

  • 80 % Say yards are well-kept

  • 80 % Say it's dog friendly

  • 80 % Say parking is easy

  • 67 % Say there's wildlife

  • 50 % Say people would walk alone at night

  • 50 % Say they plan to stay for at least 5 years

  • 29 % Say neighbors are friendly

  • 25 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Lisa r. h.
    "This is an incredibly supportive town, with many young families. Lots of townwide events to meet new people, and friendly neighbors. We moved in 9 years ago and love living here!"
    2
    Flag
  • Maria T.
    "Peaceful and surrounded by nature. The perfect escape from the city or a great place to live full time."
    0
    Flag
  • Katherine
    "This is one of the most gorgeous towns in Connecticut. Quintessential New England, with lots of privacy - yes there are celebs - but who cares! They are just people too. You get the best of everything - lovely town green, no traffic, a short drive to everything you need, acreage with your house and low taxes. People are friendly, helpful, nice to you and no smog!!!!!!!!! Yes, we love it here. "
    0
    Flag

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Homes for sale near 98 Sentry Hill Rd

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Off Market Homes Near 98 Sentry Hill Rd

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98 Sentry Hill Rd, Roxbury, CT 06783 is a 4 bedroom, 5 bathroom, 3,948 sqft single-family home built in 1805. This property is not currently available for sale. 98 Sentry Hill Rd was last sold on Mar 22, 2010 for $1,400,000. The current Trulia Estimate for 98 Sentry Hill Rd is $2,180,300.