275 West Main Street, Chester, CT 06412 | RYZE Realty Group
Home Homes for Sale Chester, CT 275 West Main Street

275 West Main Street, Chester, CT 06412

Single Family For Sale

275 West Main Street, Chester, CT
Active Open House 9/13 · 10am–12pm
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$824,900
Est. Payment: $5,126/mo  Get Pre-Approved
4
Beds
4
Baths
2,706
Sq Ft
2
Acres
1971
Yr Built

About This Home

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.

Listed by Shirley Tapper (475) 202-2586 with Great Estates, CT (203) 200-7030

Listing Snapshot

Price $824,900 Days on Our Site 0 days
Property Tax $7,471/yr Style Colonial
Year Built 1971 Total Sq Ft 2,706
Lot Size 2 acres HOA Fees N/A
Bedrooms 4 Full Bathrooms 3
Total Rooms 10 Half Baths 1

Key Features

Interior
  • Auto Garage Door Opener
  • Open Floor Plan
  • Security System
Appliances
  • Electric Cooktop
  • Electric Range
  • Oven/Range
  • Microwave
  • Range Hood
  • Refrigerator
  • Freezer
  • Dishwasher
  • Disposal
Nearby
  • Golf Course
  • Lake
  • Library
  • Park
  • Public Rec Facilities
  • Shopping/Mall
  • Stables/Riding

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 2
Garage Type Attached Garage
Below Grade 800 sq ft

Systems & Utilities

Heat Zoned, Other
Cooling Central Air
Hot Water 80 Gallon Tank
Water Private Well
Sewer Septic

Schools

Elem Per Board of Ed
High Per Board of Ed

Mortgage Calculator

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Est. Monthly Payment
Principal & Interest
Est. Property Tax $623/mo
Est. Home Insurance

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Sep 10, 2026 Listed $824,900

Frequently Asked Questions

How much does 275 West Main Street in Chester, CT cost?
This property is listed at $824,900, which works out to $305 per square foot.
How many bedrooms does 275 West Main Street have?
This home has 4 bedrooms and 4 bathrooms.
What is the square footage of 275 West Main Street?
The home is 2,706 square feet, situated on 2 acres.
When was 275 West Main Street in Chester built?
This property was built in 1971.
Is 275 West Main Street, Chester, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 275 West Main Street, Chester in?
This home is served by the Chester public school system, with Per Board of Ed as the elementary school and Per Board of Ed as the high school.
How do I schedule a tour of 275 West Main Street, Chester, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Shirley Tapper · (475) 202-2586

Great Estates, CT · (203) 200-7030

MLS# 24204638 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Sep 11, 2026 4:35 AM UTC

Est. $5,126/mo
$824,900
4 bd · 4 ba · 2,706 sqft
275 West Main Street, Chester, CT 06412