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140 Second Hill Road

Bridgewater, Connecticut 06752

PENDING$1,275,000

Reduced from $1,375,000

Beds
2
Baths
3
SqFt
3,556
Acres
7.68
Year Built
1950
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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3-Car Garage1 FireplacePrice Reduced

About This Home

A Mid-Century Masterpiece in Bridgewater- Perched atop one of Bridgewater's most scenic vantage points, this meticulously maintained modern retreat offers a rare blend of architectural integrity and breathtaking natural beauty. With its elevated views of rolling farmlands and protected open space, creating a sense of total tranquility. Step inside to a residence that truly "needs nothing." Every inch of this 2-bedroom (Office can be used as 3rd bedroom), 3-full-bath home has been preserved and updated with an eye for detail. Stay perfectly comfortable year-round with central air conditioning and a state-of-the-art heating system. The open-concept layout and expansive windows invite the outside in, bathing the interior in natural light. From the pristine flooring to the high-end finishes, this is a home defined by pride of ownership. The exterior is a masterclass in professional landscaping. Wander through vibrant floral gardens that have been curated to bloom throughout the seasons, all while being bordered by the quiet majesty of Connecticut's rural landscape. It is a private sanctuary that feels worlds away, yet remains elegantly connected to the heart of Litchfield County. This isn't just a house; it's a piece of art waiting for its next chapter. Whether you are looking for a sophisticated weekend getaway or a permanent peaceful escape, this home is ready to welcome its new loving family. Schedule your private tour today

Key Facts

City/Town
Bridgewater
Neighborhood
N/A
Property / Style
Single Family · Contemporary
Year Built
1950
Days on Market
89 days
Beds
2
Baths
3 full
Living Area
3,556 sq ft
Lot Size
7.68 acres
Garage / Parking
3 garage
Property Taxes
$8,441 / Annually

Market Snapshot

The Bridgewater Market

Single Family · trailing 12 months

Median Days on Market

101

6 active listings

Median $ / Sq Ft

$416

6 active listings

Sale-to-List Ratio

97.7%

18 sales

How this home compares

List Price

$1.27M

vs $1.37M median

7.1% below median

Price / Sq Ft

$359

vs $416 median

13.7% below median

Days on Market

89 days

vs 101 days median

12 days fresher than median

Based on 6 active and 18 closed sales (trailing 12 mo) of single family in Bridgewater. Source: SmartMLS · As of July 29, 2026.

Location

140 Second Hill Road, Bridgewater, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$7,629

per month

  • Principal & Interest$6,501
  • Property Taxes$703
  • Insurance$425
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Bridgewater
Neighborhood
N/A
County
Litchfield

Residence

Property Type
Single Family
Style
Contemporary
Year Built
1950
New Construction
No/Resale
Living Area
3,556 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
1
Appliances
Oven/RangeRefrigeratorDishwasherWasherElectric Dryer
Basement
PartialUnfinishedInterior AccessConcrete Floor

Exterior & Lot

Lot Size
7.68 acres
Zoning
RR3
Garage / Parking
3 garage spacesDetached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
Shake
Roof
Asphalt Shingle
Foundation
BlockConcrete
Exterior Features
AwningsDeckGuttersPatio
Lot Description
Borders Open SpaceDryLevel LotProfessionally LandscapedOpen Lot

Listing & Financials

Property Taxes
$8,441 / Annually
Days on Market
89
MLS #
24171794
MLS Status
Under Contract

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Philip Warner

(203) 889-8615

William Pitt Sotheby's Int'l

(860) 767-7488

Co-Listed By

Joe Kelly

William Pitt Sotheby's Int'l

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/29/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 7/29/2026 at 10:10 AM UTC.