385 Second Hill Falls Lane
Bridgewater, Connecticut 06752
- Beds
- 3
- Baths
- 3 | 1
- SqFt
- 3,549
- Acres
- 8.13
- Year Built
- 2000
- Property Type
- Single Family

Matt Caiola
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About This Home
Spectacular Estate home in a coveted Bridgewater neighborhood, privately set on 8+ acres of manicured grounds with towering pines, specimen trees & beautiful plantings. A long, elegant approach leads you to this award-winning, custom-built residence, where exceptional craftsmanship is evident throughout. The airy two-story foyer opens to gleaming hardwood floors, exquisite millwork and oversized windows that flood the home with natural light. The main level features a great room with soaring ceilings, fieldstone fireplace & access to the expansive deck. The chef's kitchen offers granite countertops, a large eat-in area and sliders to a delightful screened mahogany porch that is perfectly nestled amid the property's stunning landscaping. A formal dining room and cozy study both overlook the sweeping lawns and provide add'l spaces for entertaining & relaxation. The first floor primary bedroom suite is a retreat in itself with two large walk-in closets & a spa-like bathroom. There is also a powder room, add'l full bathroom, laundry room, and access to the heated three car garage to complete the main level. Upstairs are two generously sized bedrooms, a full bath, cedar closet with abundant attic storage and a spacious bonus room or 4th bedroom with private access from the garage. The unfinished lower level offers an additional (sq.ft?) of potential living space, plus access to a separate one bay garage and workshop with its own driveway, ideal for the car enthusiast or tinkerer.
Key Facts
- City/Town
- Bridgewater
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial,Contemporary
- Year Built
- 2000
- Days on Market
- 7 days
- Beds
- 3
- Baths
- 3 full · 1 half
- Living Area
- 3,549 sq ft
- Lot Size
- 8.13 acres
- Garage / Parking
- 4 garage
- Property Taxes
- $12,787 / Annually
Market Snapshot
The Bridgewater Market
Single Family · trailing 12 months
Active Listings
5
8 under contract
Median List Price
$1.50M
5 active listings
Median Closed Price
$957,500
18 sales
Median Days on Market
89
5 active listings
Median $ / Sq Ft
$462
5 active listings
Sale-to-List Ratio
97.7%
18 sales
How this home compares
List Price
$1.25M
vs $1.50M median
16.5% below median
Price / Sq Ft
$352
vs $462 median
23.8% below median
Days on Market
7 days
vs 89 days median
82 days fresher than median
Based on 5 active and 18 closed sales (trailing 12 mo) of single family in Bridgewater. Source: SmartMLS · As of July 28, 2026.
Location
385 Second Hill Falls Lane, Bridgewater, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$6,368
- Property Taxes$1,066
- Insurance$416
- 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
- Colonial,Contemporary
- Year Built
- 2000
- New Construction
- No/Resale
- Living Area
- 3,549 sq ft
Schools
- Elementary
- Burnham
- High
- Shepaug
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Gas CooktopElectric RangeRange HoodRefrigeratorFreezerDishwasherWasherDryer
- Basement
- Full
- In-Law Apartment
- PossibleOver Garage
- Interior Features
- Auto Garage Door OpenerCentral VacuumHumidifierSecurity System
- Additional Rooms
- Laundry RoomWorkshop
Exterior & Lot
- Lot Size
- 8.13 acres
- Zoning
- RR3
- Garage / Parking
- 4 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Porch-ScreenedUnderground UtilitiesPorchDeckCovered Deck
- Lot Description
- Lightly WoodedSloping LotRolling
Listing & Financials
- Property Taxes
- $12,787 / Annually
- Days on Market
- 7
- MLS #
- 24191859
- MLS Status
- Active
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 7:55 AM UTC.