239 Main Street South, Bridgewater, CT 06752
OFF MARKET

$2,378,700

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

239 Main Street South, Bridgewater, CT 06752

Est. Refi. Payment $16,327/mo*
Refinance Your Home
Currently Off Market - Sold Oct 29, 2025 for $3,000,000

Home Value

Trulia Estimate
$2.38M
Since last month
Increased$17K (+0.7%)
Since last year
Decreased$622K (-20.7%)
Since last sale
Decreased$621K (-20.7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value decreased by -32% in the last 10 years
MonthEstimated value
2026
September 2026$2.38M
August 2026$2.36M
July 2026$2.36M
June 2026$2.32M
May 2026$2.31M
March 2026$2.31M
February 2026$2.3M
January 2026$2.28M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
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
9 Hut Hill Road, Bridgewater, CT
0.91
Single-Family Home
$1,400,000
06/06/26
4
3
2,596
62 Riverford Road, Brookfield, CT
1.63
Single-Family Home
$2,275,000
09/18/26
5
4.5
6,284
119 Keeler Road, Bridgewater, CT
0.88
Single-Family Home
$900,000
01/09/26
3
3
2,568
31 Blueberry Hill Road, Bridgewater, CT
1.06
Single-Family Home
$933,155
08/10/26
4
3
3,284
99 Lake Lillinonah Road South, Bridgewater, CT
1.86
Single-Family Home
$1,475,000
02/03/26
4
4
5,737
16 Blueberry Hill Road, Bridgewater, CT
1.00
Single-Family Home
$760,000
08/31/26
4
2.5
2,884

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
267 Main Street South, Bridgewater, CT 06752
0.17
$1,790,000
4
5
5,006
For Sale
290 Main Street South, Bridgewater, CT 06752
0.27
$1,331,000
4
4
3,316
Off Market
6 Sarah Sanford Road West, Bridgewater, CT 06752
0.33
$710,000
3
2
2,006
Recently Sold
110 Stuart Road East, Bridgewater, CT 06752
0.30
$870,300
4
3
3,698
Off Market
119 South Christian Street East, Bridgewater, CT 06752
0.46
$472,100
2
1.5
1,326
Off Market
128 Main Street South, Bridgewater, CT 06752
0.47
$579,400
3
2
2,348
Off Market
Hut Hill Road, Bridgewater, CT 06752
0.48
-
-
-
-
Off Market
119 Main Street South, Bridgewater, CT 06752
0.54
$702,500
3
3
2,142
Off Market
25 Meadowcrest Drive, Goshen, CT 06752
0.53
$1,800,000
4
3.5
4,600
For Sale
397 Christian Street, BRIDGEWATER, CT 06752
0.64
$1,795,000
4
3.5
2,929
For Sale
50 Warner Road, Bridgewater, CT 06752
0.67
$1,738,400
4
2.5
2,804
Off Market

Local Information

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

Home Highlights

Single-Family Home
Built in 2005
16.51 acre lot
7,017 sqft
$339/sqft
3 Car Garage

About this House

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). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,378,700, with a rent estimate of $6,222/month.
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

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: $3,395,000
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)

Price and Tax history

DateEventPrice
Oct 29, 2025
Source: Smart MLS #24035963
Sold
$3,000,000
Oct 23, 2025
Source: Smart MLS #24035963
Pending
$3,395,000
Aug 8, 2025
Source: Smart MLS #24035963
PriceChange
$3,395,000
Price decreased by 3%
Apr 24, 2025
Source: Smart MLS #24035963
PriceChange
$3,499,000
Price decreased by 7%
Jan 13, 2025
Source: Smart MLS #24035963
PriceChange
$3,750,000
Price decreased by 6%

Market trends in Bridgewater

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
8
1MoM

Around this home

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."
    0
    Flag
  • Dianegem
    "There is plenty of space in Bridgewater for dogs. The Bridgewater Fairgrounds is a popular place to walk dogs."
    0
    Flag
  • Keerock
    "Beautiful quiet Roads. Safe environment. There should be some concern though for smaller dogs and coyotes."
    0
    Flag
  • Phoud
    "quiet street with amazing views!!!"
    0
    Flag

LGBTQ Local Legal Protections

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Frequently asked questions about 239 Main Street South

  • What is 239 Main Street South estimated to be worth?
    Trulia's estimated value for 239 Main Street South in Bridgewater, CT is $2,378,700.
  • What is the price history for 239 Main Street South?
    239 Main Street South in Bridgewater, CT last sold for $3,000,000 in October 2025.
  • Is Bridgewater a buyer's or seller's market?
    Bridgewater is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Bridgewater?
    Residents describe Bridgewater, CT as established, well-kept, and easy to park in. Most residents say you need a car. See recently sold homes in Bridgewater, CT.
  • Does 239 Main Street South have air conditioning?
    Yes, 239 Main Street South in Bridgewater, CT has air conditioning.
  • Does 239 Main Street South have a pool?
    Yes, 239 Main Street South in Bridgewater, CT has a pool.

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