New Listing - 07/21/2026

$1,249,000 ($351.93 per sqft)

Est. Mortgage $6,152/mo *

Quick Pre-Approval

Brochure

Call Text Schedule Tour Request More Information

Listing courtesy of William Stuart (203) 788-0641, Berkshire Hathaway NE Prop. (203) 438-9501

Open House Schedule

07/25/2026
12:00 PM to 3:00 PM
Google calendar
Other calendars

07/26/2026
12:00 PM to 3:00 PM
Google calendar
Other calendars

385 Second Hill Falls Lane, Bridgewater, CT, 06752

385 Second Hill Falls Lane, Bridgewater, CT, 06752
View larger map Directions

8 rooms

3 beds

3 Full / 1 Half baths

2000

Colonial, Contemporary

3,549 sqft

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. Serene, gracious, profoundly private and impeccably maintained, this exceptional Bridgewater offering will captivate you. (5 Bedroom Septic)

Status:

Active

Type:

Single-family residential

Laundry Remarks:

Main Level

Zoning:

RR3

Garage:

4-car Attached Garage

Heating:

Hot Air

Cooling:

Central Air

Energy Features:

Generator, Thermopane Windows

Basement:

Full

Acreage:

8.13

Est. Taxes:

$12,787

Assessment

$673,000

Lot Description:

Lightly Wooded,Sloping Lot,Rolling

Elementary School:

Burnham

Middle School:

Shepaug

High School:

Shepaug

Days on Market:

0

Appliances:

Gas Cooktop, Electric Range, Range Hood, Refrigerator, Freezer, Dishwasher, Washer, Dryer

MLS #:

24191859

Community Info

School Info

Walk Score

Mass Transit

Yelp

Similar Properties

$1,290,000

4 beds

2.5 baths

2,901 sqft

280 East Street South, Goshen, CT, 06756

$1,275,000

3 beds

3 baths

2,291 sqft

329 Housatonic River Road, Salisbury, (Lakeville), CT, 06031

$1,350,000

4 beds

3 baths

4,025 sqft

354 Route 7 North, Canaan, (Falls Village), CT, 06031

Price Reduced!

$1,149,000

1 baths

24,000 sqft

3 & 5 Break Maiden Lane, Harwinton, CT, 06791

$1,195,000

4 beds

3.5 baths

3,986 sqft

25 Stone Fences Lane, Kent, (South Kent), CT, 06785

$1,250,000

3 beds

3 baths

2,346 sqft

94 Washinee Heights Road, Salisbury, (Twin Lakes), CT, 06068

Price Reduced!

$1,275,000

2 beds

3 baths

3,556 sqft

140 Second Hill Road, Bridgewater, CT, 06752

$1,195,000

4 beds

3 baths

1,968 sqft

331 Calkinstown Road, Sharon, CT, 06069

$1,300,000

3 beds

2.5 baths

2,116 sqft

58 Main Street, Salisbury, CT, 06068

$1,250,000

3 beds

4 baths

2,960 sqft

36 Deer Run Lane, Goshen, CT, 06756

$1,185,000

3 beds

3.5 baths

2,654 sqft

15 Belden Street, Canaan, (Falls Village), CT, 06031

$1,200,000

4 beds

3.5 baths

3,800 sqft

11 Evergreen Drive, Roxbury, (Chalybes), CT, 06783

$1,200,000

1 beds

1 baths

1,131 sqft

56 Tinker Hill Road, Washington, (New Preston), CT, 06777

$1,200,000

3 beds

2.5 baths

2,541 sqft

9 Old Paddock Lane, Kent, CT, 06757

$1,250,000

1 beds

2 baths

1,056 sqft

178 Carter Road, Kent, (North Kent), CT, 06754

$1,250,000

5 beds

4.5 baths

4,572 sqft

17 Meredith Lane, New Milford, CT, 06776

New or Coming Soon Properties

New Listing!

$1,300,000

4 beds

4.5 baths

5,233 sqft

9 Reed Hill Road, Granby, CT, 06035

New Listing!

$1,275,000

4 beds

3.5 baths

3,904 sqft

9 Geneva Road, Norwalk, (West Norwalk), CT, 06850

Coming Soon!

$1,235,000

4 beds

2.5 baths

3,476 sqft

22 East Woods Road, Roxbury, CT, 06783

New Listing!

$1,349,000

3 beds

3 baths

2,443 sqft

313 Old Post Road, Fairfield, CT, 06824

New Listing!

$1,295,000

4 beds

3.5 baths

3,571 sqft

37 Woodruff Lane, Cornwall, CT, 06796

Coming Soon!

$1,200,000

3 beds

2.5 baths

2,128 sqft

170 Old Post Road, Old Saybrook, CT, 06475

New Listing!

$1,199,000

4 beds

2.5 baths

3,084 sqft

45 Pheasant Lane, Fairfield, (University), CT, 06824

Coming Soon!

$1,150,000

4 beds

2.5 baths

3,028 sqft

450 Bluff View Drive, Guilford, (North Guilford), CT, 06437

New Listing!

$1,250,000

4 beds

3.5 baths

3,528 sqft

9 Silver Springs Drive, Haddam, CT, 06441

New Listing!

$1,195,000

3 beds

2 baths

1,910 sqft

42 Couch Road, Washington, (Woodville), CT, 06777

New Listing!

$1,150,000

3 beds

3.5 baths

3,106 sqft

126 Kelseytown Road, Clinton, (Kelseytown), CT, 06413

New Listing!

$1,295,000

3 beds

2.5 baths

2,188 sqft

585 Hoydens Lane, Fairfield, (Greenfield Hill), CT, 06824

New Listing!

$1,234,502

4 beds

3.5 baths

3,556 sqft

7 Winter Creek Place, Farmington, CT, 06032

New Listing!

$1,135,000

4 beds

3.5 baths

2,460 sqft

35 Emmons Lane, North Canaan, (Canaan Valley), CT, 06018

New Listing!

$1,199,000

4 beds

2 baths

1,814 sqft

1646 Jennings Road, Fairfield, (University), CT, 06824

New Listing!

$1,300,000

3 beds

2.5 baths

2,440 sqft

85 Good Hill Road, Roxbury, CT, 06783

Copyright ©2026 SmartMLS, Inc.