28 Deep Hollow Road, Chester, CT 06412

Chester
Local realty services provided by:Better Homes and Gardens Real Estate Gaetano Marra Homes
28 Deep Hollow Road,Chester, CT 06412
$559,000
  • 3 Beds
  • 3 Baths
  • 1,740 sq. ft.
  • Single family
  • Pending
Listed by: tom pentalow(860) 883-9001
Office: property shoppe, llc(203) 829-0418
MLS#:24199280
Source:CT

Price summary

  • Price:$559,000
  • Price per sq. ft.:$321.26

About this home

This beautifully maintained 1890 Farm House in coveted Deep Hollow Road is a rare opportunity and has been a labor of love over the time that the sellers have lived here. This 1.04 acre property on "The Hollow" consists of a house, an oversized 24' x 24' garage/shop, antique "pony" barn with authentic outhouse and custom built service barn suited for a man cave, cigar lounge or whatever else you can envision. Walking into the front door, expect an open floor plan with beautiful knotty alder doors, custom moldings, newly refinished arctic maple flooring, 2 tongue & groove cedar ceilings (1 w/rattan ceiling fans). New Kitchen Aid appliances in a kitchen just waiting for your vision & a spacious walk-in pantry w/ample storage. Gorgeous powder room tucked away features pedestal sink and a 100+ yr old antique cabinet. 2nd floor features 3 bedrooms, 2 which have cathedral ceilings w/remotely operated skylights w/rain sensors to automatically close at first sign of precipitation. Master...

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Home facts

  • Year built:1890
  • Listing ID #:24199280
  • Added:10 day(s) ago
  • Updated:September 28, 2026 at 12:58 PM

Rooms and interior

  • Bedrooms:3
  • Total bathrooms:3
  • Full bathrooms:1
  • Half bathrooms:2
  • Rooms Total:6
  • Kitchen Description:Dishwasher, Oven/Range, Refrigerator
  • Basement Description:Full Basement, Full With Walk-Out, Partially Finished
  • Living area:1,740 sq. ft.

Heating and cooling

  • Cooling:Window Unit
  • Heating:Radiant

Structure and exterior

  • Roof:Shingle
  • Year built:1890
  • Building area:1,740 sq. ft.
  • Lot area:1.03 Acres
  • Lot Features:Borders Open Space, Fence - Partial, Fence - Privacy, Fence - Wood
  • Architectural Style:Colonial
  • Construction Materials:Cedar
  • Exterior Features:Barn, Deck, French Doors

Schools

  • High school:Valley
  • Elementary school:Chester

Utilities

  • Water:Private Well
  • Sewer:Septic

Finances and disclosures

  • Price:$559,000
  • Price per sq. ft.:$321.26
  • Tax amount:$5,079 (July 2026-June 2027)

Features and amenities

  • Appliances:Dishwasher, Oven/Range, Refrigerator
  • Amenities:Shopping/Mall

Parking

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