Off Market Nov 2025 for $1.5M

$1,641,779

Est. refi paymentEst. refi $3,740/mo

•

2,437

sq ft

253 Tophet Rd, Roxbury, CT 06783

About this home

Quintessential CT Mini- Estate of 2 Homes! Top restoration of 3-Bedroom/2.5 bath Victorian plus a Guest House with giant stunning, heated, saltwater pool, 2nd small spa pool and wonderful stone terraces and open lawns. Historic Pool House Rental Income: $50,000-$100,000 per year. Perfect for generational living as both the Main House and the Pool House have their own pools, driveways and garages. Main house with large wood-burning fireplace and original antique wood floors throughout. Plus a New Vaulted, Open and Airy Pool House with chef's kitchen, bedroom, full bath, finished lower level offering a second full bath and more living space. Charming, covered BBQ Deck overlooking pool and 2-car garage below. Best scenic road for walking or bike riding by historic farms and homes owned by numerous artists, authors, actors and other private luminaries. Mature plantings include beautiful hedges, blue hydrangea, specimen trees -- enough flowers to keep vases full. Barn. Special. Must see!

Single-familyProperty Type

1890Year Built

3 acresLot Size

$674Est. Price/Sq.Ft.

2 car garageParking

Listed by Peter Klemm • Klemm Real Estate Inc

Contact: Agent Attribution Contact: (917) 864-4940 | Office Attribution Contact: (860) 868-7313

Bought with Carolyn Klemm • Klemm Real Estate Inc

Source:Smart MLS #24085914

Redfin Estimate

$1,641,779

$142K since sold in November 2025$2,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 24.7% higher than the average sale price ($1.32M) of 6 comparable homes.

SOLD AUG 5, 2026
$850,000
A
3 beds3.5 baths2,725 sq ft
45 Chalybes Rd, Roxbury, CT 06783
SOLD JUL 31, 2026
$1,275,000
B
4 beds3.5 baths3,480 sq ft
46 Grassy Hill Rd, Woodbury, CT 06798
SOLD JAN 30, 2026
$2,547,500
C
3 beds2.5 baths2,559 sq ft
277 Painter Hill Rd, Roxbury, CT 06783
SOLD JUN 9, 2026
$1,400,000
D
4 beds3 baths2,420 sq ft
315 North St, Roxbury, CT 06783
SOLD APR 30, 2026
$425,000
E
4 beds3.5 baths2,842 sq ft
63 Old Ridge Rd, New Milford, CT 06776
SOLD JUN 6, 2026
$1,400,000
F
4 beds3 baths2,596 sq ft
9 Hut Hill Rd, Bridgewater, CT 06752

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Earn from this home

Sell

$361,456

Est. take-home

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Refinance

Est. cash available

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Market trends in 06783, CT

Last updated July 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

98.6%

1.8% MoM

Median sale price

$1.0M

$293K MoM

Avg. days on market

126d

26 days MoM

Recently sold homes

2 MoM

New listings for sale

3D WALKTHROUGH
$3,495,000
4 beds4.5 baths4,456 sq ft
35 Schoolhouse Rd, Roxbury, CT 06783
OPEN SUN, 12PM TO 1:30PM
$589,990
3 beds3 baths1,248 sq ft
21 Carriage Ln, Roxbury, CT 06783
See all

Provided by Redfin

Sale history for 253 Tophet Rd

Date

Event

Price

Smart MLS #24085914

Nov 18, 2025

Sold

$1,500,000

$616/sq ft

Nov 15, 2025

Pending

—

Oct 14, 2025

Contingent

—

Sep 23, 2025

Price Changed

$1,549,000

$636/sq ft

Sep 2, 2025

Price Changed

$1,575,000

$646/sq ft

Aug 13, 2025

Price Changed

$1,599,000

$656/sq ft

May 25, 2025

Price Changed

$1,649,000

$677/sq ft

May 8, 2025

Price Changed

$1,675,000

$687/sq ft

Apr 4, 2025

Listed

$1,699,000

$697/sq ft

SMARTMLS #170360309

Dec 4, 2025

Rental Removed

$10,900

$4/sq ft

Oct 2, 2025

Price Changed

$11,900

$5/sq ft

Mar 18, 2025

Price Changed

$24,900

$10/sq ft

Aug 19, 2024

Price Changed

$11,900

$5/sq ft

Jan 6, 2024

Price Changed

$24,900

$10/sq ft

Oct 20, 2023

Listed for Rent

$11,900

$5/sq ft

SMARTMLS #170558652

Dec 4, 2025

Rental Removed

$10,900

$4/sq ft

Oct 2, 2025

Price Changed

$10,900

$4/sq ft

Mar 18, 2025

Price Changed

$24,900

$10/sq ft

Aug 19, 2024

Price Changed

$10,900

$4/sq ft

Jan 6, 2024

Price Changed

$24,900

$10/sq ft

Oct 20, 2023

Listed for Rent

$10,900

$4/sq ft

Oct 14, 2023

Rental Removed

$24,900

$10/sq ft

Oct 11, 2023

Listed for Rent

$24,900

$10/sq ft

Smart MLS #24045248

Jan 1, 2025

Listing Removed

—

Dec 18, 2024

Price Changed

$1,699,000

$697/sq ft

Sep 10, 2024

Listed

$1,675,000

$687/sq ft

Smart MLS #99165659

Jan 22, 2020

Pending

—

Nov 22, 2019

Contingent

—

Nov 3, 2019

Price Changed

$750,000

$308/sq ft

Nov 5, 2016

Listed

$850,000

$349/sq ft

Public Records

Jun 2, 2005

Sold

$661,500

$271/sq ft

Smart MLS #98209982

Aug 28, 2004

Listed

$710,000

$291/sq ft

Public Records

Aug 15, 1996

Sold

$265,000

$109/sq ft

Smart MLS #95026517

Aug 10, 1995

Listed

$299,000

$123/sq ft

Smart MLS #95063290

Jan 1, 1993

Listed

$395,000

$162/sq ft

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Year

Property tax

Land + Additions

Assessment*

2023

$10,300 (+9.1%)

$267,960 + $549,500

$817,460

2022

$9,440 (+0.6%)

$267,960 + $351,050

$619,010

2021

$9,387 (−2.5%)

$267,960 + $341,570

$609,530

2020

$9,631 (−0.3%)

$267,960 + $341,570

$609,530

2019

$9,661

$267,960 + $341,570

$609,530

2018

$9,661 (+10.4%)

$267,960 + $341,570

$609,530

2017

$8,752 (+3.6%)

$243,610 + $372,760

$616,370

2016

$8,444 (+2.2%)

$243,610 + $372,760

$616,370

2014

$8,259

$243,610 + $372,760

$616,370

Tax history for 253 Tophet Rd

Year

Property tax

Land + Additions

Assessment*

2023

$10,300 (+9.1%)

$267,960 + $549,500

$817,460

2022

$9,440 (+0.6%)

$267,960 + $351,050

$619,010

2021

$9,387 (−2.5%)

$267,960 + $341,570

$609,530

2020

$9,631 (−0.3%)

$267,960 + $341,570

$609,530

2019

$9,661

$267,960 + $341,570

$609,530

2018

$9,661 (+10.4%)

$267,960 + $341,570

$609,530

2017

$8,752 (+3.6%)

$243,610 + $372,760

$616,370

2016

$8,444 (+2.2%)

$243,610 + $372,760

$616,370

2014

$8,259

$243,610 + $372,760

$616,370

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

3 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Litchfield County

APN

867057

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jun 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Detached Garage
Garages Number: 2

Interior

Interior Information
Total Rooms: 6
Fireplaces Total: 1
Cooling System: Central Air
Appliances Included: Cook Top, Oven/Range, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 3
# of Baths (Half): 1

Bedroom Information
Beds Total: 4

Room Information
Basement Description: Partial, Unfinished

Exterior

Exterior Features
Roof Information: Shingle, Gable
Exterior Siding: Clapboard

Lot Information
Lot Description: Lightly Wooded, Level Lot, Sloping Lot, Professionally Landscaped

Pool Information
Swimming Pool
Pool Description: Gunite, Pool House, Spa, In Ground Pool

Building Information
Foundation Type: Stone
Construction Description: Frame, Stone

Property Information
Property Type: Single Family For Sale

Financial

Assessments Information
Assessed Value: $817,460

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Domestic
Heat Type: Hot Air
Heat Fuel Type: Oil
Fuel Tank Location: In Basement

Location

School Information
High School: Per Board of Ed
Elementary School: Per Board of Ed

Location Information
State: Connecticut
Directions: Route 47 to Painter Hill Road to Left on Tophet to #253 on right
County: Litchfield

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 3 acres
Style: Other
Year Built: —
Year Renovated: —
County: Litchfield County
APN: 867057

Home facts updated by county records on Jun 13, 2023

Around this home

Schools

Booth Free School

Public K-5 • Assigned • 2.7mi

Shepaug Valley School

Public 6-12 • Assigned • 2.4mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

4/10 Heat Factor

7 days above 95° expected this year, 16 days in 30 years

5/10 Wind Factor

23% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Roxbury, CT • 06783

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$1.56M – $1.89M

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Nearby similar homes

$599,900

4 beds2.5 baths2,972 sq ft

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$2,150,000

5 beds4 baths3,645 sq ft

119 Judge Ln, Bethlehem, CT 06751

$1,295,000

4 beds2.5 baths2,901 sq ft

77 Judds Bridge Rd, Roxbury, CT 06783

OPEN SUN, 2PM TO 4PM

$439,000

4 beds2 baths1,280 sq ft

425 Lakeside Rd, Lakeside, CT 06758

$469,900

3 beds1.5 baths1,963 sq ft

236 Chestnut Land Rd, New Milford, CT 06776

NEW CONSTRUCTION

$1,800,000

4 beds3.5 baths4,600 sq ft

25 Meadowcrest Dr, Bridgewater, CT 06752

New listings for sale in 06783

3D WALKTHROUGH

$3,495,000

4 beds4.5 baths4,456 sq ft

35 Schoolhouse Rd, Roxbury, CT 06783

OPEN SUN, 12PM TO 1:30PM

$589,990

3 beds3 baths1,248 sq ft

21 Carriage Ln, Roxbury, CT 06783

Home values near 253 Tophet Rd

Data from public records.

Address	Redfin Estimate
242 Tophet Road, Roxbury, CT 3 Beds \| 2 Baths \| 1862 Sq. Ft.	$886,456
199 Tophet Road, Roxbury, CT 4 Beds \| 1 Baths \| 954 Sq. Ft.	$1,014,730

Address	Redfin Estimate
214 Tophet Road, Roxbury, CT 4 Beds \| 2.5 Baths \| 3433 Sq. Ft.	$1,494,136
232 Tophet Road, Roxbury, CT - Beds \| - Baths \| - Sq. Ft.	$3,756,716

Address	Redfin Estimate
245 Tophet Road, Roxbury, CT 4 Beds \| 3.5 Baths \| 4416 Sq. Ft.	$3,297,856
132 Painter Hill Road, Woodbury, CT 3 Beds \| 3.5 Baths \| 3126 Sq. Ft.	$1,102,567

Property information provided by Smart MLS when last listed in 2025. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06783, CT

Sale history for 253 Tophet Rd

Tax history for 253 Tophet Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06783

Home values near 253 Tophet Rd

More real estate resources