Under Contract

28 Deep Hollow Road

Chesterfield, CT 06412

$559,000 $2,356/Mo

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Overview

Bed

Bath

1,740

Sqft

1.03

Acres(Lot)

Description

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 bedroom has been plugged & wired for stackable washer/dryer. A stand up attic includes a whole house attic fan which creates an impressive amount of air flow. Second floor is on 4 zones of radiant heat; first floor is 1 zone. Basement is walk out and 400 sq ft of newly refreshed space. New carpet, great lighting and wonderful space for a playroom for children, man cave or home office/small business as utilized by the previous owners. Half bath in basement as well. Last, but not least, living on "The Hollow" is all about living on a most beautiful dead end road that affords you access to hiking, fishing, the ability to walk into town and enjoy its old town charm or short bike ride to the Chester Hadlyme Ferry to enjoy a day of wandering the grounds of Gilette Castle. Whether you are looking for a forever home to raise your family, retiring to peaceful surrounds this home is worth a visit!

Property Details

Property Type : Residential

Price : $559,000

AD Id : 91328145

MLS Id : 24199280

Beds : 3

Lot Size : 1.03 Acres

Living Area Size : 1,740 Sq. Ft

Tax Amount : $5,079

Year Built : 1890

Garage : 2

County : Middlesex

Map

What's Nearby

Nearby Areas

Features

Bedroom Information

Total beds: 3

Bathroom Information

Total Baths: 3 Full Baths: 1 Half Baths: 2

Room Information

Rooms Total: 6 Has Basement: Yes Basement: Full, Partially Finished, Walk-Out Access
Roofing Information

Shingle
Interior Features

Roof: Shingle Appliances: Dishwasher, Range, Oven, Refrigerator Laundry Features: In Basement
Heating & Cooling

Has Heating: Yes Heating: Oil, Radiant Has Cooling: Yes Cooling: Window Unit(s)

Building Information

Year Built: 1890 Building Area Total: 1740 Construction Materials: Cedar, Frame Patio And Porch Features: Deck Private Pool: No

Lot Information

Lot Size Acres: 1.03

Listing Price Information

Listing Price: $559000

Tax Information

Parcel Number: 941507 Annual Tax: $5079

Garage Information

Has Garage: Yes Garage Space: 2

School Information

Elementary School: Chester

Junior High School:

Senior High School: Valley
Location Information

Direction: Use GPS WaterSource: Well

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Nearby Home Value

Address	Estimate	Bed	Bath	Sq. Ft	Lot Size
275 W Main Street, Chesterfield, CT, 06412	$779,999	4	4	2,706	2 Acres

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 10/06/2026 @ 05:31

MLS: 24199280 LISTED BY: Tom Pentalow, Property Shoppe, LLC SOURCE: SmartMLS