239 Main Street South, Bridgewater, CT 06752
SOLD
OCT 29, 2025

239 Main Street South
Bridgewater, CT 06752

  • 4 Beds
  • 5.5 Baths
  • 7,017 sqft (on 16.51 acres)

$3,000,000

Last Sold: Oct 29, 2025
12% below list $3.4M
$428/sqft
Est. Refi. Payment $19,553/mo*
Refinance Your Home

$3,000,000

Last Sold: Oct 29, 2025
12% below list $3.4M
$428/sqft
Est. Refi. Payment $19,553/mo*
Refinance Your Home
4 Beds
5.5 Baths
7,017 sqft
(on 16.51 acres)

Local Information

  • Map ViewExplore the area around 239 Main Street South.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

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. Please note that Assessment, Taxes and Acreage reflect additional parcel at: 251 MAIN ST SOUTH.
239 Main Street South, Bridgewater, CT 06752 is a 4 bedroom, 6 bathroom, 7,017 sqft single-family home built in 2005. It last sold for $3,000,000 on Oct 29, 2025 (12% below the $3,395,000 asking price). It is currently off market. The Trulia Estimate is $2,328,700, with a rent estimate of $7,871/month.

Home Highlights

Parking
3 Car Garage
Outdoor
Patio, Deck, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
$428/sqft
Listed
180+ days ago

Home Details for 239 Main Street South

Interior Features

Interior Details
Basement: Partial,UnfinishedNumber of Rooms: 12Types of Rooms: Master Bedroom, Bedroom, Dining Room, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 7017 Square Feet
Appliances & Utilities
Appliances: Gas Range, Range Hood, Ice Maker, Dishwasher, Washer, Dryer, Wine Cooler, Water HeaterDishwasherDryerLaundry: Lower Level,Upper LevelWasher
Heating & Cooling
Heating: Hydro Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hydro Air
Fireplace & Spa
Number of Fireplaces: 6Has a Fireplace
Windows, Doors, Floors & Walls
Door: French Doors

Exterior Features

Exterior Home Features
Roof: WoodPatio / Porch: Terrace, Deck, PatioOther Structures: Shed(s)Exterior: Outdoor Grill, Garden, Stone WallFoundation: Concrete PerimeterGardenHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 10Parking: Attached,Driveway,Garage Door Opener,Gravel
Pool
Pool: Gunite, Heated, In GroundPool
Frontage
WaterfrontWaterfront: Waterfront, PondOn Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 4517 Square FeetFinished Area (below surface): 2500 Square Feet

Property Information

Year Built
Year Built: 2005
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 799733

Price & Status

Price
List Price: $3,395,000Price Per Sqft: $428/sqft
Status Change & Dates
Off Market Date: Sat Oct 04 2025Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: Bridgewater
School Information
Elementary School: BurnhamJr High / Middle School: ShepaugHigh School: Shepaug

Agent Information

Buyer Agent
Buyer Company Name: The One Team At William Raveis Real Estate

Building

Building Area
Building Area: 7017 Square Feet

Community

Community Features: Golf, Health Club, Library, Park, Playground, Private School(s), Stables/Riding, Tennis Court(s)
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 16.51 Acres

Miscellaneous

BasementMls Number: 24035963Attic: Pull Down StairsAbove Grade Unfinished Area: 4517

Additional Information

GolfHealth ClubLibraryParkPlaygroundPrivate School(s)Stables/RidingTennis Court(s)
Last check for updates: about 2 hours ago
Listed by Stacey Matthews, (203) 671-9067
W. Raveis Lifestyles Realty, (860) 868-0511
Pels Matthews, (203) 671-5432
W. Raveis Lifestyles Realty, (860) 868-0511
Bought with: Cydne Wright, (404) 824-6546, William Raveis Real Estate, (203) 453-0391
Source: Smart MLS, MLS#24035963

Price History for 239 Main Street South

DatePriceEventSource
10/29/2025$3,000,000Sold
Smart MLS #24035963
10/23/2025$3,395,000PendingSmart MLS #24035963
08/08/2025$3,395,000PriceChange
Smart MLS #24035963
04/24/2025$3,499,000PriceChange
Smart MLS #24035963
01/13/2025$3,750,000PriceChange
Smart MLS #24035963
11/07/2024$3,995,000PriceChange
Smart MLS #24035963
09/19/2024$4,395,000PriceChange
Smart MLS #24035963
08/30/2024$4,695,000PriceChange
Smart MLS #24035963
07/30/2024$4,950,000Listed For SaleSmart MLS #24035963
07/20/2018$2,850,000Sold
Smart MLS #170086848
05/24/2018$2,895,000Listed For SaleAgent Provided
06/23/2006$3,150,000Sold
Smart MLS #98261226

Market trends in Bridgewater

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
12
5MoM
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Property Tax and Assessment

Year2025
Tax$30,919
Assessment$1,627,300
Home facts updated by county records

Comparable Sales for 239 Main Street South

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
397 Christian Street, BRIDGEWATER, CT
0.64
Single-Family Home
$1,615,000
07/08/26
4
3.5
2,929
6 Sarah Sanford Road West, Bridgewater, CT
0.33
Single-Family Home
$710,000
01/12/26
3
2
2,006
49 Warner Road, Bridgewater, CT
0.72
Single-Family Home
$755,000
08/20/25
3
2
2,648
101 Hat Shop Hill Road, Bridgewater, CT
1.28
Single-Family Home
$1,350,000
07/14/25
4
2.5
2,940
9 Hut Hill Road, Bridgewater, CT
0.91
Single-Family Home
$1,400,000
06/06/26
4
3
2,596
128 Main Street South, Bridgewater, CT
0.47
Single-Family Home
$475,000
08/22/25
3
2
2,348
119 Keeler Road, Bridgewater, CT
0.88
Single-Family Home
$900,000
01/09/26
3
3
2,568

Nearby homes

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Assigned Schools

These are the assigned schools for 239 Main Street South.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Bridgewater

At least 7 Trulia users voted on each feature.

  • 93 % Say car is needed

  • 88 % Say there's wildlife

  • 86 % Say they plan to stay for at least 5 years

  • 82 % Say yards are well-kept

  • 78 % Say people would walk alone at night

  • 78 % Say parking is easy

  • 77 % Say neighbors are friendly

  • 70 % Say it's dog friendly

  • 70 % Say it's quiet

  • 64 % Say there's holiday spirit

  • 50 % Say kids play outside

  • 44 % Say there are community events

  • 11 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Dianegem
    "Below average property taxes make this town an attractive place to build a large estate or buy a charming country home only an hour and a half from Manhattan."
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  • Dianegem
    "There is plenty of space in Bridgewater for dogs. The Bridgewater Fairgrounds is a popular place to walk dogs."
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  • Keerock
    "Beautiful quiet Roads. Safe environment. There should be some concern though for smaller dogs and coyotes."
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  • Phoud
    "quiet street with amazing views!!!"
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Apartments for Rent

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Homes for sale near 239 Main Street South

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Off Market Homes Near 239 Main Street South

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