Date
Details
Price
Change
Source
9/10/2026
Listed
$824,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$824,900 Just Listed
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Property Description
Completely Reimagined 4 Bedrooms, 3.5 Bathrooms, 2 Acres, Luxury Primary Suite, Finished Lower Level. This classic New England charm meets a stunning, comprehensive renovation. Directly across from Cockaponset State Forest, this exceptional Chester home has been thoughtfully transformed to deliver modern luxury, comfort, and effortless turnkey living. From the moment you step inside, you'll notice the attention to detail. Central air with heating and cooling. Home has audio and visual hardwired security system on property. Beautifully refinished hardwood floors flow throughout the home, complementing bright, open living spaces designed for both everyday comfort and entertaining. Multiple fireplaces preserve the warmth and character of the original home while the extensive upgrades bring it firmly into the modern era. At the heart of the home is a show-stopping new kitchen, beautifully appointed with quartz countertops and premium THOR Gordon Ramsay Collection appliances. Whether you're hosting family and friends or enjoying a quiet evening at home, this kitchen was designed to impress. Retreat upstairs to the luxurious primary suite, complete with a 6-foot walk-in closet. The spa-inspired primary bathroom creates your own private escape, featuring a custom rain shower and freestanding soaking tub-the perfect place to unwind. And the living space doesn't stop upstairs. The approximately 800-square-foot permitted finished lower level has been transformed.
Full Property Details
Full Property Details for 275 W Main St
General
- Price: $824,900
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24204638
- Updated: 9/11/2026
- Added to Site: 1 day(s) ago
Interior
- Number of Rooms: 10
- Interior Features: Auto Garage Door Opener, Open Floor Plan, Security System
- Fireplace: Yes
- Number of Fireplaces: 3
- Appliances: Electric Cooktop, Electric Range, Oven/Range, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Disposal
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
- Full Bath: Upper
- Partial Bath: Lower
Bedrooms
- Total Bedrooms: 4
- Primary Suite: Upper
- Bedroom 1: Bedroom, Main
- Bedroom 2: Bedroom, Upper
- Bedroom 3: Bedroom, Upper
Other Rooms
- Living Room: Living Room, Main
- Kitchen: Kitchen, Main
- Dining Room: Dining Room, Main
- Laundry: Lower Level
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Parking: Attached Garage
Location
- County: Middlesex
- Driving Directions: GPS Friendly
School Information
- Elementary School: Per Board of Ed
- High School: Per Board of Ed
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Zoned, Other
- Water Heater: 80 Gallon Tank
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Colonial
- Construction Status: No/Resale
- Exterior Const.: Vinyl Siding
- Basement Desc.: Full, Fully Finished
- Roof: Asphalt Shingle
- Attic: Yes
- Square Feet: 2,706
- Above Ground: 1,906 Sq. Ft.
- Below Ground: 800 Sq. Ft.
- Year Built: 1971
Lot Features
- Lot Size (Acres): 2
- Zoning: R-2
- Lot Description: Professionally Landscaped
Financial Considerations
- Assessment Amount: $275,870
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 941547
Listed by Great Estates, CT, Shirley Tapper
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 275 W Main St —
Shirley Tapper
Great Estates, CT
Agent Contact: (475) 202-2586 Office Contact: (203) 200-7030
NMLS#: 1598647Get Pre-Approved Today
Price & Sales History for 275 W Main St
Tax History
Tax History for 275 W Main St
Year
Property Taxes
Change
Tax Assessment
Change
2025
$7,471
11%
$275,870
—
2023
$6,745
16%
$275,870
40%
2023
$5,838
1%
$196,570
—
2022
$5,799
—
$196,570
—
2021
$5,799
3%
$196,570
—
2020
$5,626
-1%
$196,570
—
2019
$5,659
5%
$196,570
-1%
2018
$5,384
3%
$198,580
—
2017
$5,235
3%
$198,580
—
2016
$5,078
1%
$198,580
—
2015
$5,028
2%
$198,580
—
2014
$4,929
2%
$198,580
-10%
2011
$4,852
—
$221,030
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 275 W Main St
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- Single Family
- Active
- Updated 5 days ago
- 3Beds
- 4Total Baths
- 2,606Sq. Ft.
- Single Family
- Active
- Updated 12 days ago
- 3Beds
- 4Total Baths
- 3,493Sq. Ft.
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- Single Family
- Active
- Updated 2 hours ago
- 2Beds
- 2Total Baths
- 1,861Sq. Ft.
- Mobile Home
- Active
- Updated 17 hours ago
- 2Beds
- 1Total Bath
- 672Sq. Ft.
Listed by Shelly Cumpstone (860) 434-8600
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- Single Family
- Active
- Updated 1 day ago
- 5Beds
- 4Total Baths
- 2,518Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 3Total Baths
- 2,780Sq. Ft.
Listed by Shelly Cumpstone (860) 434-8600
- Single Family
- Active
- Updated 4 days ago
- 3Beds
- 3Total Baths
- 2,208Sq. Ft.
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- Single Family
- Closed
- 5Beds
- 4Total Baths
- 4,145Sq. Ft.
Listed by William Raveis Real Estate
Sold by Shelly Cumpstone
Sold by Shelly Cumpstone
275 West Main Street, Chester, CT 06412 (MLS# 24204638) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 275 West Main Street is currently listed for $824,900 and was received on September 10, 2026. Want to learn more about 275 West Main Street? Do you have questions about finding other Single Family real estate for sale in Chester? You can browse all Chester real estate or contact a Coldwell Banker agent to request more information.