140 Second Hill Road
Bridgewater, Connecticut 06752
Reduced from $1,375,000
- Beds
- 2
- Baths
- 3
- SqFt
- 3,556
- Acres
- 7.68
- Year Built
- 1950
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
Active Listings
6
7 under contract
Median List Price
$1.37M
6 active listings
Median Closed Price
$957,500
18 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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.
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.