229 Second Hill Rd, Bridgewater, CT 06752
OFF MARKET

229 Second Hill Rd
Bridgewater, CT 06752

  • 5 Beds
  • 3 Baths
  • 2,940 sqft

$2,324,100

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $15,396/mo*
Refinance Your Home

$2,324,100

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $15,396/mo*
Refinance Your Home
5 Beds
3 Baths
2,940 sqft

Home Value

Trulia Estimate
$2.32M
Since last month
Decreased$45K (-1.9%)
Since last year
Increased$53K (+2.3%)
Since last sale
Increased$303K (+14.8%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +98% in the last 10 years
MonthEstimated value
2026
August 2026$2.34M
July 2026$2.39M
June 2026$2.47M
May 2026$2.42M
April 2026$2.22M
March 2026$2.54M
February 2026$2.51M
January 2026$2.23M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
140 Second Hill Road, Bridgewater, CT
0.32
Single-Family Home
$1,225,000
08/05/26
2
3
3,556
8 Winston Way, New Milford, CT
0.53
Single-Family Home
$650,000
09/04/25
4
2.5
3,048
8 Revere Road, New Milford, CT
0.49
Single-Family Home
$560,000
12/03/25
4
3
2,379
12 Revere Road, New Milford, CT
0.44
Single-Family Home
$599,900
08/17/26
3
2.5
2,399
14 Cambridge Circle, New Milford, CT
0.64
Single-Family Home
$490,000
01/30/26
4
2.5
2,603
6 Revere Road, New Milford, CT
0.50
Single-Family Home
$455,000
08/27/25
4
2.5
1,456
2 Famja Lane, New Milford, CT
0.67
Single-Family Home
$625,000
09/08/25
4
3
3,373
79 Ben Whitney Lane, Bridgewater, CT
0.62
Single-Family Home
$710,000
10/31/25
3
2
3,136
5 Monroe Drive, New Milford, CT
0.59
Single-Family Home
$480,000
01/16/26
3
2.5
1,854
7 Jefferson Drive, New Milford, CT
0.59
Single-Family Home
$485,000
02/20/26
4
1.5
1,662

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
140 Second Hill Road, Bridgewater, CT 06752
0.32
$1,225,000
2
3
3,556
Recently Sold
12 Revere Road, New Milford, CT 06776
0.44
$599,900
3
2.5
2,399
Recently Sold
20 Revere Road, New Milford, CT 06776
0.47
$497,200
3
2
1,828
Off Market
18 Revere Road, New Milford, CT 06776
0.47
$506,900
4
2.5
2,144
Off Market
34 Revere Rd-35, New Milford, CT
0.48
$546,000
3
2.5
2,130
Off Market
8 Revere Road, New Milford, CT 06776
0.49
$560,000
4
3
2,379
Recently Sold
6 Revere Road, New Milford, CT 06776
0.50
$531,700
4
2.5
1,456
Off Market
8 Winston Way, New Milford, CT 06776
0.53
$690,600
4
2.5
3,048
Off Market
100 Cedar Hill Road, Bridgewater, CT 06752
0.58
-
-
-
-
Off Market
16 Deer Pond Woods Circle, Bridgewater, CT 06752
0.59
$784,900
4
2.5
3,000
Off Market
79 Ben Whitney Lane, Bridgewater, CT 06752
0.62
$710,000
3
2
3,136
Recently Sold
6 Richconn Drive, New Milford, CT 06776
0.59
$535,900
3
2.5
1,340
Off Market

Local Information

  • Map ViewExplore the area around 229 Second Hill Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1815
Living Area
2,940 sqft
Price/Sqft
$791

About this House

Unique prop w/ orig feat. Antique w/ orig flr plan, wd flrs & 3 fps. Conv barn/gh w/ dbl height lr w/ beamed fp, loft w/ fp & sliders to deck. 2 add barns. Stonewalls. Pond. Eastern views. Many poss. Some land conserved much more avail for buyer's choice.
229 Second Hill Rd, Bridgewater, CT 06752 is a 5 bedroom, 3 bathroom, 2,940 sqft single-family home built in 1815. It last sold for $2,041,000 on Jul 27, 2011. It is currently off market. The Trulia Estimate is $2,324,100, with a rent estimate of $3,413/month.

Home Details for 229 Second Hill Rd

Interior Features

Interior Details
BasementAttic
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1815
Property Type / Style
Property Type: Single Family Home

Exterior Features

Exterior Home Features
Deck

Community

Units in Building: 1

Lot Information

Lot Area: 139 sqft

Price and Tax history

DateEventPrice
Jul 27, 2011
Source: N/A
Sold
$2,041,000
Apr 16, 2011
Source: Agent Provided
Pending
$2,400,000
Oct 16, 2010
Source: Agent Provided
PriceChange
$2,400,000
Price decreased by 20%
May 8, 2010
Source: Agent Provided
Listed For Sale
$3,000,000

Market trends in Bridgewater

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
9
3MoM

Around this home

What Locals Say about Bridgewater

At least 7 Trulia users voted on each feature.

  • 93 % Say car is needed

  • 88 % Say there's wildlife

  • 86 % Say they plan to stay for at least 5 years

  • 82 % Say yards are well-kept

  • 78 % Say people would walk alone at night

  • 78 % Say parking is easy

  • 77 % Say neighbors are friendly

  • 70 % Say it's dog friendly

  • 70 % Say it's quiet

  • 64 % Say there's holiday spirit

  • 50 % Say kids play outside

  • 44 % Say there are community events

  • 11 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Dianegem
    "Below average property taxes make this town an attractive place to build a large estate or buy a charming country home only an hour and a half from Manhattan."
    0
    Flag
  • Dianegem
    "There is plenty of space in Bridgewater for dogs. The Bridgewater Fairgrounds is a popular place to walk dogs."
    0
    Flag
  • Keerock
    "Beautiful quiet Roads. Safe environment. There should be some concern though for smaller dogs and coyotes."
    0
    Flag
  • Phoud
    "quiet street with amazing views!!!"
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 229 Second Hill Rd

  • What is 229 Second Hill Rd estimated to be worth?
    Trulia's estimated value for 229 Second Hill Rd in Bridgewater, CT is $2,324,100.
  • What is the price history for 229 Second Hill Rd?
    229 Second Hill Rd in Bridgewater, CT last sold for $2,041,000 in July 2011.
  • Is Bridgewater a buyer's or seller's market?
    Bridgewater is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Bridgewater?
    Residents describe Bridgewater, CT as established, well-kept, and easy to park in. Most residents say you need a car. See recently sold homes in Bridgewater, CT.
  • How big is the lot at 229 Second Hill Rd?
    The lot at 229 Second Hill Rd in Bridgewater, CT is about 0 acres (139 sq ft).

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 229 Second Hill Rd

Skip to last item
Skip to first item

Homes for sale near 229 Second Hill Rd

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item