53 Tophet Rd, Roxbury, CT 06783
OFF MARKET

53 Tophet Rd
Roxbury, CT 06783

  • 4 Beds
  • 6 Baths
  • 5,751 sqft (on 9.57 acres)

$3,089,700

Trulia Estimate
as of Jul 30, 2026
Est. Refi. Payment $20,542/mo*
Refinance Your Home

$3,089,700

Trulia Estimate
as of Jul 30, 2026
Est. Refi. Payment $20,542/mo*
Refinance Your Home
4 Beds
6 Baths
5,751 sqft
(on 9.57 acres)

Local Information

  • Map ViewExplore the area around 53 Tophet Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1988
Lot Size
9.57 acres
Living Area
5,751 sqft
Price/Sqft
$537
Parking
Garage

About this House

Exquisite and spacious Georgian on highly coveted Tophet Road in Roxbury. Almost completely surrounded by protected land, the picturesque landscape includes over 9.5 acres of level and softly rolling meadows, specimen trees and professionally designed perennial gardens. The interior is highlighted by the gleaming wide board wood floors and extensive sets of French doors throughout. The 30 x 28 living room has three walls of windows with access to deck and stone patio with sweeping views of the rear yard and beyond. There is a formal dining room with fireplace, modern kitchen, sitting room and family room or office with fireplace. The main level master wing includes two large walk-in closets and luxurious bath. Two second floor en suite bedrooms share a nicely sized sitting room. There is a private in-law or guest suite with living room with balcony, kitchen and bedroom with full bath. An indoor heated pool is in the walk-out lower level and has a full bath and changing room. For summer enjoyment, a gorgeous Gunite in ground pool is surrounded by a lush level lawn and is just steps away from a large bluestone patio and wrap around deck. Just 90 minutes from NYC and minutes from Roxbury center, Washington Depot and Woodbury.
53 Tophet Rd, Roxbury, CT 06783 is a 4 bedroom, 7 bathroom, 5,751 sqft single-family home built in 1988. It last sold for $1,920,000 on Jan 5, 2021. It is currently off market. The Trulia Estimate is $3,089,700, with a rent estimate of $7,810/month.

Home Details for 53 Tophet Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 11Types of Rooms: Laundry Room
Heating & Cooling
Heating: Forced Air, Propane ButaneAir ConditioningCooling System: Central, GeothermalHeating Fuel: Forced Air
Appliances & Utilities
Cable ReadyDishwasherMicrowave
Fireplace & Spa
FireplaceHot Tub or Spa
Windows, Doors, Floors & Walls
Double Paned Windows
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Stone, WoodPatioPorch
Pool
Pool
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 1988Year Updated: 2016
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 3

Lot Information

Lot Area: 9.57 acres

Building

Fitness & Sports
Basketball CourtTennis Court

Price History for 53 Tophet Rd

DatePriceEventSource
01/05/2021$1,920,000Sold
N/A
11/13/2020$2,295,000PendingAgent Provided
10/02/2020$2,295,000PriceChange
Agent Provided
06/14/2020$2,850,000PriceChange
Agent Provided
10/16/2019$3,250,000Listed For SaleAgent Provided
01/31/2006$1,720,000Sold
Smart MLS #L116206
06/23/2000$1,250,000Sold
N/A
02/03/1997$638,000Sold
Smart MLS #96007042

Market trends in Roxbury

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
32
2MoM
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Property Tax and Assessment

Year2025
Tax$20,248
Assessment$1,557,570
Home facts updated by county records

Comparable Sales for 53 Tophet Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
77 Tophet Road, Roxbury, CT
0.26
Single-Family Home
$2,300,000
07/07/26
4
4.5
6,670
143 Tophet Road, Roxbury, CT
0.72
Single-Family Home
$1,925,000
02/17/26
4
5.5
5,848
32 Grassy Hill Road, Roxbury, CT
0.86
Single-Family Home
$1,966,500
12/22/25
4
4
4,728
19 Good Hill Terrace, Roxbury, CT
0.88
Single-Family Home
$1,465,000
08/22/25
3
3
3,022
68 Whittlesey Road, Woodbury, CT
0.96
Single-Family Home
$1,225,000
11/16/25
4
4
4,682
364 Hoop Pole Hill Road, Woodbury, CT
0.77
Single-Family Home
$975,000
10/01/25
5
3
3,450
34 Bacon Road, Roxbury, CT
1.03
Single-Family Home
$959,000
03/30/26
4
4
3,686
253 Tophet Road, Roxbury, CT
1.18
Single-Family Home
$1,500,000
11/18/25
4
3.5
2,437
242 Tophet Road, Roxbury, CT
1.11
Single-Family Home
$725,000
07/28/26
3
2
1,862
173 Railtree Hill Road, Woodbury, CT
1.61
Single-Family Home
$528,000
09/09/25
4
3.5
3,350

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Assigned Schools

These are the assigned schools for 53 Tophet Rd.
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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
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  • 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
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Apartments for Rent

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Homes for sale near 53 Tophet Rd

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Off Market Homes Near 53 Tophet Rd

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