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- Description
- Property Details
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- HOA Management
- Facts & Features
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Street View
$559,000
Monthly Est:$2,782
3 Beds
- 3 Baths
1 full bath + 2 half baths
1,740sqft
28 Deep Holw Rd, Chester, CT 06412
$559,000
$2,782/moEst:
Get Pre-Approved
Single Family Residence
Built in 1890
$-- HOA
1.03 acres lot
$321/sq.ft
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.
- Houzeo last checked: 7 hours ago
- Listing updated: September 24, 2026 at 1:13 pm
- Listing Provided by: Tom Pentalow | Property Shoppe, LLC
- Source: SMART MLS-CT | MLS#: 24199280

Property Details
Status
Active Under Contract
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1890
HOA Fees
-
Finished Area
1,740 sqft
Lot Size
1.03 acres lot
Basement Area
- sqft
MLS Name
SMART MLS
MLS Number
24199280
MLS Status
Under Contract - Continue to Show
Days on Market
21

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Location
HOA Management
0
HOA Fees
$-/
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 3
Bathrooms: 3
Interior
Sewer
Septic
Appliances
Oven/range, Refrigerator, Dishwasher
Exterior Features
Barn, Deck, French Doors
Cooling
Window Unit
Heating
Radiant, Oil
Construction
Year Built
Year Built: 1890
Home type
Single Family Residence
Foundation Details
Stone
Architectural Style
Colonial
Roof
Shingle
Utilities & Energy
Water Source
Private Well
Laundry Features
Lower Level
Basement
Full, Partially Finished, Full With Walk Out
Parking Features
Detached Garage
Other Features
Lot Features
Fence Wood, Fence Partial, Fence Privacy, Borders Open Space
Subdivision Name
N/a
Price History
| Date | Event | Price |
|---|---|---|
09/24/2026 Source: | Contingent (Active Under Contract) | $559,000 $321/sqft |
09/17/2026 Source: | Listed for Sale | $559,000 $321/sqft |
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Based on information provided to and compiled by the SMART MLS, Inc. through Oct 09, 2026, 02:30PM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.
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