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385 Second Hill Falls Lane

Bridgewater, Connecticut 06752

ACTIVE - NEW$1,249,000
Beds
3
Baths
3 | 1
SqFt
3,549
Acres
8.13
Year Built
2000
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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4-Car Garage1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$7,850

per 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

Similar Properties

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

Listed By

William Stuart

(203) 788-0641

Berkshire Hathaway NE Prop.

(203) 438-9501

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.