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$3,000,000

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 5 Full Baths
  • 1 Partial Bath
  • 7,017 Sq. Ft.
  • 3 Car Garage
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Uber Chic Barn House. Constructed by master Barn builder, Ed Cady, this is one of his finest collaborations. The impressive structure takes in distant VIEWS to the South and West and is sited perfectly to relate to the landscape, pool, pond, and surrounding countryside. The great room features a massive 2 sided stone fireplace, dramatic vaulted ceiling, 9 ft custom barn doors, and floor to ceiling windows. The gourmet kitchen walks out to a covered porch for dining and relaxing with a stunning view of endless rolling mountians. Upstairs, we find the primary suite with walk in closet and bathroom with radiant heat and steam shower. Cross the open hallway past the reading/office nook to enter a 2 bedroom wing with its own central media room/playroom. The walkout lower level incorporates guest space with 2 bedrooms, game room, wine cellar, kitchenette/cabana. The entire home impresses with the use of hand hewn beams, wide plank antique oak or reclaimed slate flooring, siding from a Rhode Island tobacco barn and 6 stone or antique brick fireplaces (all with gas starters). The oversized 3 car garage has a workshop/storage area and Tesla hookup. The extensive luxury features allow you to live in a modern house with the charm, feeling, and patina of something older. The current owner created additional privacy by purchasing the house next door and tearing it down, planting a fenced orchard in its place.

Full Property Details for 239 Main St S

General

  • Sold For: $3,000,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24035963
  • Added to Site: 570 day(s) ago

Interior

  • Number of Rooms: 12
  • Rooms/Areas: Breezeway, Foyer, Sitting Room, Wine Cellar
  • Interior Features: Auto Garage Door Opener, Open Floor Plan
  • Fireplace: Yes
  • Number of Fireplaces: 6
  • Appliances: Gas Range, Range Hood, Icemaker, Dishwasher, Washer, Dryer, Wine Chiller

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom, Upper
  • Bedroom 1: Bedroom, Lower
  • Bedroom 2: Bedroom, Upper
  • Bedroom 3: Bedroom, Upper

Other Rooms

  • Living Room: Living Room, Main
  • Dining Room: Dining Room, Main
  • Laundry: Lower Level, Upper Level

Additional Information

  • Pool: Yes
  • Pool Description: Gunite, Heated, In Ground Pool

Exterior

  • Exterior Features: Grill, Terrace, Shed, Deck, Garden Area, Stone Wall, French Doors, Patio
  • Color: Red

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Total Spaces: 10
  • Parking: Attached Garage, Driveway

Location

  • County: Litchfield
  • Driving Directions: Rt 133 is Main St S. #239 on right form center of town.

School Information

  • Elementary School: Burnham
  • Middle School: Shepaug
  • High School: Shepaug

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hydro Air, Oil
  • Heating Fuel: Oil
  • Water Heater: Other

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Wood
  • Basement Desc.: Partial, Unfinished
  • Roof: Wood Shingle
  • Attic: Yes
  • Square Feet: 7,017
  • Above Ground: 4,517 Sq. Ft.
  • Below Ground: 2,500 Sq. Ft.
  • Year Built: 2005

Lot Features

  • Lot Size (Acres): 16.51
  • Driveway/Sidewalk: Gravel
  • Zoning: RR3
  • Lot Description: Secluded, Level Lot, Professionally Landscaped, Open Lot

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Pond

Green Features

  • Energy Features: Generator

Financial Considerations

  • Assessment Amount: $1,627,300
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 799733

Listed by W. Raveis Lifestyles Realty, Stacey Matthews and W. Raveis Lifestyles Realty, Pels Matthews
Sold by William Raveis Real Estate, The One Team At William Raveis Real Estate, Cydne Wright

Listing agents

— 239 Main St S —

  • Stacey Matthews

    W. Raveis Lifestyles Realty

  • Pels Matthews

    W. Raveis Lifestyles Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 239 Main St S

School District:Regional School District 12
NameGradesDistance
Shepaug Valley School
159 South Street, Washington, CT 06793
6-126.3 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 239 Main St S

Date
Details
Price
Change
Source
10/29/2025
Sold
$3,000,000
-11.63%
MLS
8/08/2025
Price Reduced
$3,395,000
-2.97%
MLS
4/23/2025
Price Reduced
$3,499,000
-6.69%
MLS
1/13/2025
Price Reduced
$3,750,000
-6.13%
MLS
11/07/2024
Price Reduced
$3,995,000
-9.1%
MLS
9/19/2024
Price Reduced
$4,395,000
-6.39%
MLS
8/30/2024
Price Reduced
$4,695,000
-5.15%
MLS
7/30/2024
Listed
$4,950,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by W. Raveis Lifestyles Realty, Stacey Matthews and W. Raveis Lifestyles Realty, Pels Matthews
Sold by William Raveis Real Estate, The One Team At William Raveis Real Estate, Cydne Wright

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239 Main Street South, Bridgewater, CT 06752 (MLS# 24035963) is a Single Family property that was sold at $3,000,000 on October 29, 2025. Want to learn more about 239 Main Street South? Do you have questions about finding other Single Family real estate for sale in Bridgewater? You can browse all Bridgewater real estate or contact a Coldwell Banker agent to request more information.