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Single family home for sale at 275 W Main St, Chester, CT 06412 | MLS# 24211368 | Listing updated on 2026-10-07
Photo 1 of Single family home for sale at 275 W Main St, Chester, CT 06412 | MLS# 24211368 | Listing updated on 2026-10-07
Photo 2 of Single family home for sale at 275 W Main St, Chester, CT 06412 | MLS# 24211368 | Listing updated on 2026-10-07
Photo 3 of Single family home for sale at 275 W Main St, Chester, CT 06412 | MLS# 24211368 | Listing updated on 2026-10-07
Photo 4 of Single family home for sale at 275 W Main St, Chester, CT 06412 | MLS# 24211368 | Listing updated on 2026-10-07
29+
Beds Icon

Street View

$779,999

Monthly Est:$3,882

  • Beds Icon4 Beds
  • Beds Icon
    4 Baths
  • Beds Icon2,706sqft

275 W Main St, Chester, CT 06412

$3,882/moEst:

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  • Single Family Residence

  • Built in 1971

  • $-- HOA

  • 2 acres lot

  • $288/sq.ft

Description

Completely Reimagined * 4 Bedrooms * 3.5 Bathrooms * 2 Acres * Luxury Primary Suite * Finished Lower Level Welcome to 275 W Main Street, where classic New England charm meets a stunning, comprehensive renovatio n. Set on 2 beautiful acres 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. 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 and custom closet system. 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.

  • Houzeo last checked: 6 hours ago
  • Listing updated: October 7, 2026 at 11:46 pm
  • Listing Provided by: Shirley Tapper | Great Estates, CT
  • Source: SMART MLS-CT | MLS#: 24211368 SMART MLS-CT

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Middlesex County

  • City

    Chester

  • Neighborhood

    --

  • Year Built

    1971

  • HOA Fees

    -

  • Finished Area

    2,706 sqft

  • Lot Size

    2 acres lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24211368

  • MLS Status

    Active

  • Days on Market

    6

Open House

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Location

HOA Management

0

HOA Fees

$-/

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 4

Interior

  • Sewer

    Septic

  • Interior Features

    Auto Garage Door Opener, Cable Available, Open Floor Plan, Security System

  • Appliances

    Electric Range, Microwave, Range Hood, Refrigerator, Freezer, Icemaker, Dishwasher, Disposal

  • Exterior Features

    Shed, Deck, Gutters, Garden Area

  • Cooling

    Central Air

  • Heating

    Zoned

Construction

  • Year Built

    Year Built: 1971

  • Home type

    Single Family Residence

  • Foundation Details

    Concrete

  • Architectural Style

    Colonial

  • Roof

    Asphalt Shingle

Utilities & Energy

  • Water Source

    Private Well

  • Laundry Features

    Lower Level

  • Basement

    Full, Fully Finished

  • Parking Features

    Attached Garage

Other Features

  • Lot Features

    Professionally Landscaped

  • Subdivision Name

    N/a

Price History

DateEventPrice

10/02/2026

Source: mls_logoSMART MLS-CT #24211368

Listed for Sale

$779,999 -1.25%

$288/sqft

09/29/2026

Source: mls_logoSMART MLS-CT #24204638

Listing Removed

$789,900

$292/sqft

09/24/2026

Source: mls_logoSMART MLS-CT #24204638

Price Decreased

$789,900 -4.24%

$292/sqft

09/11/2026

Source: mls_logoSMART MLS-CT #24204638

Listed for Sale

$824,900 +66.65%

$305/sqft

06/05/2026

Source: mls_logoSMART MLS-CT #24173958

Sold

$495,000 +2.06%

$183/sqft

Show more

Nearby Homes

Based on information provided to and compiled by the SMART MLS, Inc. through Oct 09, 2026, 02:30PM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group