OPEN SUN, 11AM TO 2PM

For sale

$819,500

Est. $5,486/mo —

•

2,866

sq ft

142 Second Hill Rd, New Milford, CT 06776

About this home

This quintessential Connecticut home with over $250K improvements is nestled on a picturesque very private 2-acre lot bordering the scenic 150- acre Second Hill Reservoir and preserve. This beautifully updated Cape featuring handsome stonework warming both the exterior and interior offers the perfect blend of privacy, nature, and convenience. With 3 bedrooms, 3.5 baths, this home features a flexible floor plan ideal for full-time living or a weekend retreat. The spacious living room with 10-foot ceilings showcases hardwood floors and a stunning stone fireplace, while the bright sunroom invites year-round enjoyment of the surrounding landscape. Two main-level bedrooms offer private full baths, including a primary suite with direct access to the sunroom. Upstairs, an additional bedroom and full bath provide excellent guest accommodation and peaceful hillside views. The partially finished walk-out lower level offers abundant space for recreation, hobbies, or a home office. An oversized detached two-car garage and level backyard complete the package. Located just minutes from New Milford's charming town green, shopping, dining, and hospital, this property is a rare opportunity to enjoy country living with modern convenience. Walking trails, kayaking, fishing, and the beauty of the reservoir are right outside your French doors.

Single-familyProperty Type

1948Year Built

2 acresLot Size

$286Price/Sq.Ft.

2 car garageParking

Listed by Ken Freundt • Coldwell Banker Realty

Contact: Agent Attribution Contact: (203) 731-0003 | Office Attribution Contact: (860) 354-4111

Source:Smart MLS #24194207

Payment calculator

$5,486 per month

Principal and interest$4,584

Property taxes

$642

HOA dues

Home insurance

$260

Utilities

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Affordability tools

See this home in person

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Next available date: Saturday, October 3

Open houses

Sunday, Oct 4

11:00am - 2:00pm

Nearby open houses (10)

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3 beds2 baths1,520 sq ft
344 W Morris Rd, Morris, CT 06763
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4 beds3.5 baths3,938 sq ft
140 Elk Dr, Southbury, CT 06488
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$989,000
5 beds5.5 baths5,098 sq ft
7 Coach Hl, Danbury, CT 06811
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$539,000
5 beds3 baths2,496 sq ft
264 Chestnut Land Rd, New Milford, CT 06776
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$998,000
4 beds2.5 baths2,556 sq ft
336 South St, Roxbury, CT 06783
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$350,000
3 beds2 baths1,716 sq ft
682 Heritage Vlg Unit A, Southbury, CT 06488
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$995,000
4 beds3 baths2,744 sq ft
55 Cedar Dr, Danbury, CT 06810
OPEN SUN, 12PM TO 2PM
$324,900
2 beds2 baths1,000 sq ft
883 Heritage Vlg Unit C, Southbury, CT 06488
OPEN SUN, 1PM TO 3PM
$415,000
2 beds2 baths1,432 sq ft
139 Heritage Vlg Unit B, Southbury, CT 06488
OPEN SUN, 1PM TO 4PM
$329,900
2 beds1 bath1,002 sq ft
57 South St, Morris, CT 06763

Around this home

Schools

K - 12
Preschool & daycare

Sarah Noble Intermediate School

Public 3-5 • Assigned • 2.2mi

6/10

Schaghticoke Middle School

Public 6-8 • Assigned • 2.7mi

5/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Offer insights

142 Second Hill Rd · $819,500

Strong offer

$816K and above

75% chance or better to win

Why $816K+ is a strong offer

DAYS ON MARKET

The average home goes pending in 56 days.

SALE-TO-LIST

Most homes are selling 0% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Seven total rooms
Possible in-law apartment with separate entry
Two fireplaces
Has attic
Crawl space and full basement

Bedrooms
Three bedrooms

Bathrooms
Three full bathrooms
One half bathroom

Kitchen
Electric cooktop
Wall oven
Microwave
Refrigerator

Laundry & utility
Main-level laundry

Heating & cooling
Heat pump heating
Central air conditioning
Electric hot water (40-gallon tank)

Sale and tax history for 142 Second Hill Rd

Sale History
Tax History

Date

Event

Price

Smart MLS #24194207

Aug 26, 2026

Price Changed

$819,500

$286/sq ft

Jul 30, 2026

Listed

$829,500

$289/sq ft

Jul 25, 2026

Coming Soon

$829,500

$289/sq ft

Public Records

Feb 23, 2023

Sold

$400,000

$140/sq ft

Smart MLS #170543398

Feb 21, 2023

Pending

—

Feb 21, 2023

Sold

$400,000

$140/sq ft

Jan 21, 2023

Contingent

—

Jan 19, 2023

Relisted

—

Jan 16, 2023

Pending

—

Jan 9, 2023

Listed

$469,900

$164/sq ft

A nature lovers paradise! The location of this home is ideal for those who love the outdoors, as it sits on a 2 acre lot that borders the 150 acre Second Hill Reservoir. Walking trails, kayaking & fishing can be your daily activity to enjoy! The 3 bedroom 3 1/2 bath home has a great functional floor plan with a large finished walk out basement. Some work will be needed to bring this property up to the condition it deserves. Main level has a large living room with stone fireplace and hardwood floors, bright adjoining sunroom, 2 large bedrooms that both have full bathrooms, dining room with french doors to the back yard, and a galley kitchen. Upstairs is another bedroom and full bath and nice views overlooking the hills. There is also an oversized 2 car detached garage! Only 1 1/2 miles to the quaint town center with shopping, restaurants and hospital. Make this your new oasis!

Smart MLS #170022079

Apr 5, 2018

Sold

$325,000

$113/sq ft

Mar 4, 2018

Contingent

—

Feb 22, 2018

Relisted

—

Jan 17, 2018

Contingent

—

Dec 29, 2017

Price Changed

$325,000

$113/sq ft

Oct 7, 2017

Listed

$339,000

$118/sq ft

Location is key! Beautiful country setting bordering 150 acre Reservoir with walking trails and the wonders of nature. This 3 bed 3.5 bath cape style home has a newly remodeled galley kitchen, large dining room that opens to family room with stone fireplace & hardwood floors. French doors lead to the bright sunroom and also has access door to the master bedroom. Master bedroom on the main level with remodeled bathroom. One more generously sized bedroom on the main level with a full bath and a complete second floor bedroom & full bath. Refreshingly unique floor plan works well as a full time residence or weekend home with plenty of guest space. Partially finished lower level has a walk out to the nice level back yard and Detached 2 car garage!

Public Records

Jan 10, 2013

Sold

$210,489

$73/sq ft

Smart MLS #98531305

Mar 12, 2012

Listed

$239,000

$83/sq ft

Public Records

Sep 2, 2004

Sold

$525,000

$183/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$7,492 (+2.2%)

$59,660 + $198,870

$258,530

2022

$7,329 (+1.4%)

$59,660 + $198,870

$258,530

2021

$7,231 (+4.2%)

$59,660 + $198,870

$258,530

2020

$6,940

$66,150 + $175,840

$241,990

2019

$6,945 (+1.9%)

$66,150 + $175,840

$241,990

2018

$6,817 (+3.4%)

$66,150 + $175,840

$241,990

2017

$6,594 (+1.8%)

$66,150 + $175,840

$241,990

2016

$6,478 (+1.8%)

$66,150 + $175,840

$241,990

2014

$6,364

$66,150 + $175,840

$241,990

Public record

Beds

Baths

3.5

Stories

Lot width

—

Lot depth

—

Lot size

2 Acres

Year renovated

—

Finished Sq. Ft.

2,866

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,866

Year built

1948

Style

Single Family Residential

County

Litchfield County

APN

1868789

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jun 13, 2023.

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

4/10 Heat Factor

7 days above 96° expected this year, 15 days in 30 years

4/10 Wind Factor

19% 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

83/ 100

Very good sunlight

Sunscore

This home receives average direct sun exposure in New Milford. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.8 hrs

5.3 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 142 Second Hill Rd

We cannot show automated home-value estimates for this home.

Nearby homes have recently sold between $560,000 and $1,225,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $560K to $1.2M.

SOLD APR 3, 2026
$625,000 Last sold price
4 beds2.5 baths2,552 sq ft
24 Maplewood Dr, New Milford, CT 06776
$41/sq ft
smaller lot
38 years newer
SOLD AUG 7, 2026
$785,000 Last sold price
3 beds3.5 baths2,989 sq ft
89 Reservoir Rd, New Milford, CT 06776
$23/sq ft
56 years newer
SOLD JUL 14, 2026
$595,000 Last sold price
4 beds2.5 baths3,244 sq ft
116 Old Ridge Rd, New Milford, CT 06776
$103/sq ft
smaller lot
40 years newer
SOLD SEP 15, 2026
$595,000 Last sold price
3 beds2 baths2,124 sq ft
7 Treadwell Ave, New Milford, CT 06776
$6/sq ft
smaller lot
48 years older
SOLD AUG 5, 2026
$1,225,000 Last sold price
2 beds3 baths3,556 sq ft
140 Second Hill Rd, Bridgewater, CT 06752
$58/sq ft
larger lot
2 years newer
SOLD JUL 7, 2026
$560,000 Last sold price
3 beds2.5 baths2,270 sq ft
3 Broadview Ln, New Milford, CT 06776
$39/sq ft
smaller lot
50 years newer

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(475) 405-2745

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Details provided by Smart MLS and may not match the public record. Learn more.

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About this home

Payment calculator

Affordability tools

See this home in person

Nearby open houses (10)

Around this home

Schools

Lifestyle

Offer insights

Property details

Sale and tax history for 142 Second Hill Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 142 Second Hill Rd

Nearby similar homes

New listings for sale in 06776

More real estate resources