$550,000

81 Main Street, Chester, CT 06412

  • 2 beds |
  • 2 baths |
  • 1,128 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1950
  • Property Lot Size Icon6,534sqft lot
  • Property Parking Icon —— car garage
  • Property Price Per Square Feet Icon $488/sqft
  • Property List Date Icon Listed 3 days ago

Property Description

Discover the perfect blend of mid-century character and modern efficiency in the heart of Chester Village. This impeccably maintained home offers a vibrant "walk-to-everything" lifestyle, just steps from award-winning dining, boutiques, and the theater. Officially a 2-bedroom home per town records, the layout offers incredible flexibility. The main level features a stunning den currently utilized as a primary suite. This light-filled space features a private, fully renovated ensuite full bath and a handsome armoire for storage, offering a sophisticated retreat for those seeking first-floor living. Note: This serves as the primary bath for the main level, enhancing the "suite" feel of the space. Upstairs, you will find two additional well-appointed rooms and a second fully renovated full bath, providing ample space for guests or a home office. The home's infrastructure has been flawlessly upgraded, featuring a new 50-year roof, on-demand propane heat/hot water, and an electric heat pump for heating and cooling (A/C on the first floor). The updated eat-in kitchen is a chef's delight, while the professional landscaping and beautiful stone patio create a private oasis for outdoor entertaining. Rarely does a home combine such high-end mechanical peace of mind with the undeniable charm of a downtown location. Turn-key and ready for its next chapter-experience the best of Chester right outside your front door.

Listing Status:
Active
Date Added:
May 8, 2026
Data Last Updated:
May 12, 2026 at 12:50PM
Listing Office:
William Pitt Sotheby's Int'l : (203) 245-6700
Listing Agent:
Susan Woods : (203) 215-8676
MLS ID:
24172804
  • General: Open Floor Plan
  • Appliances: Gas RangeMicrowaveRefrigeratorDishwasherWasherDryer
  • Laundry: Main Level
  • Basement: Crawl Space
  • A/C: Heat PumpWindow Unit
  • Heating: Heat PumpRadiatorElectricPropane
  • Fireplace: Fireplaces: 0
  • General: GuttersGarden AreaPatio
  • Style: Cape Cod
  • Roofing: Asphalt Shingle
  • County: Middlesex
  • Zoning: C940179
  • Restrictions: EasementsRight of Way
  • Water: Public Water Connected
  • Sewer: Public Sewer Connected

This listing courtesy of Susan Woods , William Pitt Sotheby's Int'l

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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