229 Second Hill Rd, Bridgewater, CT 06752
OFF MARKET

229 Second Hill Rd
Bridgewater, CT 06752

  • 5 Beds
  • 3 Baths
  • 2,940 sqft

$2,472,900

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $16,130/mo*
Refinance Your Home

$2,472,900

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $16,130/mo*
Refinance Your Home
5 Beds
3 Baths
2,940 sqft

Local Information

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

Description

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 $2,472,900, with a rent estimate of $3,125/month.

Home Highlights

Parking
No Info
Outdoor
Deck
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

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 History for 229 Second Hill Rd

DatePriceEventSource
07/27/2011$2,041,000Sold
N/A
04/16/2011$2,400,000PendingAgent Provided
10/16/2010$2,400,000PriceChange
Agent Provided
05/08/2010$3,000,000Listed For SaleAgent Provided

Market trends in Bridgewater

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
7
1MoM
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Property Tax and Assessment

Year2025
Tax$14,775
Assessment$777,640
Home facts updated by county records

Comparable Sales for 229 Second Hill Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
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
14 Cambridge Circle, New Milford, CT
0.64
Single-Family Home
$490,000
01/30/26
4
2.5
2,603
9 Monroe Drive, New Milford, CT
0.63
Single-Family Home
$530,000
08/19/25
4
2.5
2,376
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
6 High Meadow Road, New Milford, CT
0.76
Single-Family Home
$650,000
10/24/25
5
3.5
5,676

Nearby homes

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Assigned Schools

These are the assigned schools for 229 Second Hill Rd.
View nearby schools on GreatSchools
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 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
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  • Dianegem
    "There is plenty of space in Bridgewater for dogs. The Bridgewater Fairgrounds is a popular place to walk dogs."
    0
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  • Keerock
    "Beautiful quiet Roads. Safe environment. There should be some concern though for smaller dogs and coyotes."
    0
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  • Phoud
    "quiet street with amazing views!!!"
    0
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Apartments for Rent

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Homes for sale near 229 Second Hill Rd

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Off Market Homes Near 229 Second Hill Rd

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