88 Winthrop Road, Chester, CT 06412

Chester
Local realty services provided by:Better Homes and Gardens Real Estate Gaetano Marra Homes
88 Winthrop Road,Chester, CT 06412
$499,000
  • 3 Beds
  • 3 Baths
  • 2,240 sq. ft.
  • Single family
  • Active
Listed by: carlos ortiz, timothy sylvestre(860) 908-7809
Office: re/max heritage(203) 646-2380
MLS#:24204497
Source:CT

Price summary

  • Price:$499,000
  • Price per sq. ft.:$222.77

About this home

Set on nearly 34 acres and directly abutting state forest, this unique contemporary home offers privacy, space, and endless potential. The open-concept interior features soaring cathedral ceilings and exposed beams, creating a dramatic and inviting living space. The home offers 3 bedrooms, 2.5 bathrooms, and an oversized 2-car attached garage. A separate approximately 800-square-foot barn/shop provides additional workspace, storage, or hobby potential and includes a dedicated garage bay. This home is an excellent opportunity for a buyer looking to restore and customize the property to their vision. With substantial acreage, direct access to nature, and versatile outbuildings, this property presents a rare opportunity to create a private estate, homestead, or retreat.

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Home facts

  • Year built:1980
  • Listing ID #:24204497
  • Added:3 day(s) ago
  • Updated:September 14, 2026 at 11:55 AM

Rooms and interior

  • Bedrooms:3
  • Total bathrooms:3
  • Full bathrooms:2
  • Half bathrooms:1
  • Rooms Total:8
  • Basement Description:Crawl Space
  • Living area:2,240 sq. ft.

Heating and cooling

  • Cooling:Window Unit
  • Heating:Hot Air

Structure and exterior

  • Roof:Asphalt Shingle
  • Year built:1980
  • Building area:2,240 sq. ft.
  • Lot area:33.97 Acres
  • Lot Features:Secluded, Treed
  • Architectural Style:Contemporary
  • Construction Materials:Vertical Siding, Wood
  • Exterior Features:Balcony, Shed

Schools

  • High school:Per Board of Ed
  • Elementary school:Per Board of Ed

Utilities

  • Water:Private Well
  • Sewer:Septic

Finances and disclosures

  • Price:$499,000
  • Price per sq. ft.:$222.77
  • Tax amount:$8,198 (July 2025-June 2026)

Parking

  • Parking description:Attached Garage
  • Garage:Yes
  • Garage spaces:2
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