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$319,900 Contingent
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Property Description
Enjoy convenient one level living on a quiet, charming dead-end street just steps from Chester Village. This home offers a full unfinished walkout basement, vinyl siding, thermal windows, and a 200-amp electrical panel. A new furnace was installed in 2019. The neighborhood is truly exceptional, residents are unbelievably kind and feel like family. With a little TLC, this property is ready for your personal updates and vision!
Full Property Details
Full Property Details for 12 Deep Holw Rd
General
- Price: $319,900
- Taxes: (July 2025-June 2026)
- Status: Contingent
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24141147
- Updated: 12/1/2025
- Added to Site: 56 day(s) ago
Interior
- Number of Rooms: 5
- Appliances: Oven/Range, Refrigerator, Washer
Rooms
Bathrooms
- Total Bathrooms: 1
- Full Bathrooms: 1
- Full Bath: Main
Bedrooms
- Total Bedrooms: 3
- Primary Bedroom: Primary Bedroom, 12 x 13, Main
- Bedroom 1: Bedroom, 10 x 13, Main
- Bedroom 2: Bedroom, 8 x 10, Main
Other Rooms
- Living Room: Living Room, 14 x 14, Main
- Eat In Kitchen: Eat-In Kitchen, 10 x 16, Main
- Laundry: Lower Level
Exterior
- Color: Grey
Parking
- Total Spaces: 2
- Parking: None, Unpaved
Location
- County: Middlesex
- Driving Directions: GPS Friendly
School Information
- Elementary School: Chester
- High School: Per Board of Ed
Heating & Cooling
- Cooling Type: None
- Heating Type: Baseboard, Oil
- Heating Fuel: Oil
- Water Heater: Domestic
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Ranch
- Construction Status: No/Resale
- Exterior Const.: Vinyl Siding
- Basement Desc.: Full, Unfinished
- Roof: Shingle
- Attic: Yes
- Square Feet: 912
- Above Ground: 912 Sq. Ft.
- Year Built: 1960
Lot Features
- Lot Size (Acres): 0.28
- Zoning: R-2
- Lot Description: Sloping Lot
Financial Considerations
- Assessment Amount: $152,950
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 940414
Listed by Re/Max Valley Shore, Craig Milton
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Schools
Schools serving 12 Deep Holw Rd
School Districts:Chester School District, Regional High School District 04
| Name | Grades | Distance |
|---|---|---|
Valley Regional High School 256 Kelsey Hill Road, Deep River, CT 06417 | 9-12 | 2.9 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 12 Deep Holw Rd
Date
Details
Price
Change
Source
11/28/2025
Listed
$319,900
161.14%
MLS
8/31/1998
Sold
$122,500
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 12 Deep Holw Rd
Year
Property Taxes
Change
Tax Assessment
Change
2024
$4,142
11%
$152,950
—
2023
$3,740
8%
$152,950
32%
2023
$3,450
1%
$116,150
—
2022
$3,426
—
$116,150
—
2021
$3,426
3%
$116,150
—
2020
$3,324
-1%
$116,150
—
2019
$3,344
7%
$116,150
1%
2018
$3,120
3%
$115,100
—
2017
$3,034
3%
$115,100
—
2016
$2,943
1%
$115,100
—
2015
$2,914
2%
$115,100
—
2014
$2,857
-2%
$115,100
-14%
2011
$2,930
—
$133,470
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 12 Deep Holw Rd
12 Deep Hollow Road, Chester, CT 06412 (MLS# 24141147) is a Single Family property with 3 bedrooms and 1 full bathroom. 12 Deep Hollow Road is currently listed for $319,900 and was received on November 21, 2025. Want to learn more about 12 Deep Hollow Road? Do you have questions about finding other Single Family real estate for sale in Chester? You can browse all Chester real estate or contact a Coldwell Banker agent to request more information.

