Google street view image for 255 Chestnut Land Rd, New Milford, CT 06776

Sold

$489,415

Est. refi paymentEst. refi $1,830/mo

•

2 ba

•

2,144

sq ft

255 Chestnut Land Rd, New Milford, CT 06776

About this home

Priced For Immed Sale! Recently Vinyl Sided.Many Rms Paintednew Appliances-All Included.Finished Lower Lvl Gamerm W/Addl500Sf.Hardwood Flrs,Many New Mechanicals.Upgraded Baths.Alsostorage Shed. Great Value!

Single-familyProperty Type

1967Year Built

0.42 acresLot Size

$228Est. Price/Sq.Ft.

2 car garageParking

Source:Public Records

Redfin Estimate

$489,415

$238K since sold in January 2003$3,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 11.7% higher than the average sale price ($438K) of 6 comparable homes.

SOLD OCT 14, 2026
$329,000
A
4 beds1.5 baths1,836 sq ft
23 Cathryn St, New Milford, CT 06776
SOLD MAR 23, 2026
$475,000
B
4 beds1.5 baths1,872 sq ft
31 Sterling Dr, New Milford, CT 06776
SOLD MAY 1, 2026
$430,000
C
4 beds2 baths2,530 sq ft
12 High View Rd, New Milford, CT 06776
SOLD JUL 1, 2026
$415,000
D
3 beds1.5 baths1,460 sq ft
22 Brentwood Rd, New Milford, CT 06776
SOLD SEP 24, 2026
$430,000
E
3 beds2 baths2,084 sq ft
5 Connelly Rd, New Milford, CT 06776
SOLD SEP 14, 2026
$549,900
F
4 beds2.5 baths2,284 sq ft
44 Chapin Rd, New Milford, CT 06776

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Earn from this home

Sell

$459,238

Est. take-home

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Refinance

Est. cash available

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Rent

$4,049/mo

Redfin rental estimate

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Market trends in 06776, CT

Last updated October 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

100.2%

0.3% MoM

Median sale price

$500K

$12K MoM

Avg. days on market

53d

3 days MoM

Recently sold homes

115

5 MoM

New listings for sale

$385,000
3 beds2 baths1,530 sq ft
126 Wellsville Ave, New Milford, CT 06776
OPEN SAT, 1PM TO 3PM
$400,000
3 beds2 baths1,221 sq ft
3 Essex Rd, New Milford, CT 06776
OPEN SUN, 1PM TO 4PM
$259,900
2 beds1.5 baths1,728 sq ft
92 Aspetuck Vlg #92, New Milford, CT 06776
$249,000
2 beds2 baths1,210 sq ft
30 East St #3, New Milford, CT 06776
$639,900
4 beds2.5 baths2,904 sq ft
31 Reynolds Farm Rd, New Milford, CT 06776
$595,000
3 beds3 baths3,838 sq ft
60 Walker Brook Rd N, New Milford, CT 06776
$635,000
5 beds3 baths3,351 sq ft
1 Lyric Ln, New Milford, CT 06776
$699,900
3 beds3.5 baths4,765 sq ft
2 Norton Ln, New Milford, CT 06776
OPEN SAT, 12PM TO 2PM
$609,000
4 beds2 baths2,609 sq ft
5 Chandler Ln, New Milford, CT 06776
$449,999
3 beds2 baths1,459 sq ft
54 River Rd, New Milford, CT 06776
See all

Provided by Redfin

Sale history for 255 Chestnut Land Rd

Year

Property tax

Land + Additions

Assessment*

2023

$5,121 (+2.2%)

$41,480 + $135,240

$176,720

2022

$5,010 (+1.4%)

$41,480 + $135,240

$176,720

2021

$4,943 (−3.4%)

$41,480 + $135,240

$176,720

2020

$5,115

$44,870 + $133,490

$178,360

2019

$5,119 (+1.9%)

$44,870 + $133,490

$178,360

2018

$5,024 (+3.4%)

$44,870 + $133,490

$178,360

2017

$4,860 (+1.8%)

$44,870 + $133,490

$178,360

2016

$4,775 (−1.6%)

$44,870 + $133,490

$178,360

2014

$4,855

$44,870 + $139,720

$184,590

Tax history for 255 Chestnut Land Rd

Year

Property tax

Land + Additions

Assessment*

2023

$5,121 (+2.2%)

$41,480 + $135,240

$176,720

2022

$5,010 (+1.4%)

$41,480 + $135,240

$176,720

2021

$4,943 (−3.4%)

$41,480 + $135,240

$176,720

2020

$5,115

$44,870 + $133,490

$178,360

2019

$5,119 (+1.9%)

$44,870 + $133,490

$178,360

2018

$5,024 (+3.4%)

$44,870 + $133,490

$178,360

2017

$4,860 (+1.8%)

$44,870 + $133,490

$178,360

2016

$4,775 (−1.6%)

$44,870 + $133,490

$178,360

2014

$4,855

$44,870 + $139,720

$184,590

*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

0.42 Acres

Year renovated

—

Sq. Ft.

2,144

Year built

1967

Style

Single Family Residential

County

Litchfield County

APN

1870224

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jun 13, 2023.

Property details

Around this home

Schools

K - 12
Preschool & daycare

Northville Elementary School

Public PreK-2 • Assigned • 0.8mi

Schaghticoke Middle School

Public 6-8 • Assigned • 0.7mi

4/10

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

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

3/10 Heat Factor

7 days above 95° expected this year, 15 days in 30 years

4/10 Wind Factor

22% 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

New Milford, CT • 06776

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.7 hours in June and 4.2 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.2 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$465,000 – $563,000

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Nearby similar homes

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New listings for sale in 06776

$385,000

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Level yard • Upscale cabinetry • Center island

$595,000

3 beds3 baths3,838 sq ft

60 Walker Brook Rd N, New Milford, CT 06776

6 open acres • Private pond • Fully solar

$635,000

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Large family room • Rear deck • Private yard

$699,900

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2 Norton Ln, New Milford, CT 06776

Cul-de-sac • 2-story living room • Expansive rear deck

OPEN SAT, 12PM TO 2PM

$609,000

4 beds2 baths2,609 sq ft

5 Chandler Ln, New Milford, CT 06776

Exceptional privacy • Oversized windows • Aboveground pool

Home values near 255 Chestnut Land Rd

Data from public records.

Address	Redfin Estimate
251 Chestnut Land Road, New Milford, CT 3 Beds \| 2.5 Baths \| 1862 Sq. Ft.	$482,093
257 Chestnut Land Road, New Milford, CT 3 Beds \| 2.5 Baths \| 2318 Sq. Ft.	$516,534
247 Chestnut Land Road, New Milford, CT 4 Beds \| 2.5 Baths \| 2800 Sq. Ft.	$713,400
2 Saddle Ridge Road, New Milford, CT 4 Beds \| 2.5 Baths \| 2288 Sq. Ft.	$529,248
1 Sterling Drive, New Milford, CT 3 Beds \| 2 Baths \| 1248 Sq. Ft.	$398,124
33 Sterling Drive, New Milford, CT 3 Beds \| 1.5 Baths \| 1050 Sq. Ft.	$457,357
3 Sterling Drive, New Milford, CT 4 Beds \| 2.5 Baths \| 1248 Sq. Ft.	$451,920

Address	Redfin Estimate
259 Chestnut Land Road, New Milford, CT 4 Beds \| 2 Baths \| 2678 Sq. Ft.	$453,694
254 Chestnut Land Road, New Milford, CT 4 Beds \| 2.5 Baths \| 2016 Sq. Ft.	$543,450
245 Chestnut Land Road, New Milford, CT 3 Beds \| 2.5 Baths \| 2100 Sq. Ft.	$599,669
10 Sterling Drive, New Milford, CT 3 Beds \| 2 Baths \| 2200 Sq. Ft.	$468,140
9 Sterling Drive, New Milford, CT 3 Beds \| 2.5 Baths \| 1184 Sq. Ft.	$443,285
6 Sterling Drive, New Milford, CT 3 Beds \| 2 Baths \| 1428 Sq. Ft.	$457,805
16 Sterling Drive, New Milford, CT 3 Beds \| 1.5 Baths \| 1184 Sq. Ft.	$488,269

Address	Redfin Estimate
252 Chestnut Land Road, New Milford, CT 4 Beds \| 3 Baths \| 2076 Sq. Ft.	$622,694
264 Chestnut Land Road, New Milford, CT 5 Beds \| 3 Baths \| 2496 Sq. Ft.	$520,164
35 Sterling Drive, New Milford, CT 3 Beds \| 3.5 Baths \| 1680 Sq. Ft.	$520,734
8 Sterling Drive, New Milford, CT 3 Beds \| 3 Baths \| 2502 Sq. Ft.	$592,340
31 Sterling Drive, New Milford, CT 4 Beds \| 1.5 Baths \| 1872 Sq. Ft.	$485,762
22 Sterling Drive, New Milford, CT 3 Beds \| 2 Baths \| 1230 Sq. Ft.	$426,545
24 Sterling Drive, New Milford, CT 3 Beds \| 2 Baths \| 1164 Sq. Ft.	$404,594

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