When was property at 12 Deep Hollow Road built and last sold?

The property at 12 Deep Hollow Road was built in 1960 and last sold on Jan 1, 1970 for $122,500.

How much is this home worth?

The estimated value of the home located at 12 Deep Hollow Road is $323,099.

What are some comparable homes to 12 Deep Hollow Road?

There are currently no comparable homes to 12 Deep Hollow Road.

Middlesex

06412

12 Deep Hollow Road

Listing Courtesy of: Craig Milton, Re/Max Valley Shore, (860) 388-4663

$319,900

● House - Off Market

12 Deep Hollow Road

Chester, CT 06412

3 Beds

1 Bath

$1,916

Est. Monthly

About This Property

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!

Unit Size

Days on Market

Land Size

Price per sqft

Property Type

House

Property Taxes

$345

HOA Dues

Year Built

1960

Payment Calculator

Cap Rate Calculator

Last updated: 10 months ago (Smart MLS #24141147)

Price History

Date / Event	Date	Event
Jan 20, 2026	Sold	Premium
Sold
Dec 2, 2025	In contract	-
In contract
Nov 21, 2025	Listed by Re/Max Valley Shore	$319,900
Listed by Re/Max Valley Shore
Aug 31, 1998	Sold	Premium
Sold

Property Highlights

Building Info

Overview

General

Year Built: 1960

Effective Year Built: 1992
Building Count: 1
Total Rooms: 5
Bedroom Count: 3
Bathroom Count: 1
Full Bathrooms: 1
Partial Bathrooms: 1
Building Condition: 6
Building Quality: 0
Construction Type: 6
Building Style: 11
Exterior Walls Type: 19
Interior Walls Type: 0
Roof Shape Type: 1
Roof Cover Type: 20
Floor Count: 100
Floor Cover: 0
Basement Type: 2
Basement Area: 912
Garage Type: 0
Parking Space Count: 0
Patio Type: 0
Porch Type: 0
Pool Type: 0

Dimensions

Lot Size Square Feet: 12,197

Total Building Area: 912
Gross Building Area: 1,824
Building Area: 912
Building Area Measurement: L

Heating and Cooling

Air Conditioning: 0

Heating: 10
Heated Square Feet: 912
Heating Fuel Type: 6

Utilities

Sewer System: 4

Water Service: 5

Building

Building Type: 0

Property Class: R
Land Acres: 0000000280
Standard Land Use Code: 1001
County Land Use Code: 101

Neighborhood

School District Name: Regional High School District 04

School Tax School District: CHESTER SD
School Tax District Code 2: REGIONAL SD 04
Census Tract: 600100

Zoning

Zoning: R-2

Geography

Account Number: 44100

Parcel: CHES M:9 B:350
Block: 350
Municipality: CHESTER
Latitude: 41.4088
Longitude: -72.4625

Address

Full Address: 12 Deep Hollow Rd

Address - House Number: 12
Address - Street Name: Deep Hollow
Address - Suffix Type: Rd
State: CT
City Name: Chester
Carrier Code: R004
4-Digit Zip Code: 1112
Zip Code: 06412

Valuation

Tax

Tax Year: 2023

Tax Amount: $345,000

Appraisal Valuation

Standard Deviation: 0.2157

Valuation Date: Aug 23, 2023
Confidence Score: 70
Final Value: 308,797
High Value: 375,426
Low Value: 242,167

Open Liens

Total Open Liens:

Premium

Total Open Liens Amount:

Premium
First Open Lien Mortgage Lender:

Premium
First Open Lien Mortgage Recording Date:

Premium
First Open Lien Mortgage Loan Amount:

Premium
First Open Lien Mortgage Term:

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First Open Lien Mortgage Position:

Premium
First Open Lien Mortgage Loan Due Date:

Premium

Assessments Valuation

Assessed Year: 2023

Assessed Total Value: $116,150
Assessed Land Value: $54,530
Assessed Improvements Value: $61,620

Sales

Current Sale Recording Date: Aug 31, 1998

Current Sale Price:

Premium
Current Sale Document Type: 71

Last Sale Mortgage

First Mortgage Lender:

Premium

First Mortgage Transaction Date:

Premium
First Mortgage Loan Amount:

Premium
First Mortgage Terms:

Premium
First Mortgage Loan Type:

Premium
First Mortgage Loan Due Date:

Premium

Financing

First Mortgage Financing Type: ADJ

Data used for valuation calculations is provided by RealtyHop, and other third party sources

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Comparables

About Middlesex

Stats & Trends

Median Asking:

$449,000

Sale Price/ft²

$259

Below Asking

0.01%

Average Days on Market

Average Home Size

2068 ft²

Average Home Age

73 years

Currently For Sale

375 Listings

Based on RH Advisors, Inc. calculations of home data from MLS and/or public records.

Similar Homes for Sale

Currently no similar homes around

Nearby Rentals

Unit for rent at 100 Main Street, Chester, CT, 06412

$2,300 /mo

1 Bed
1 Bath
800 ft²

100 Main Street #B, Chester, CT, 06412 Listing by Aschly Daggett

Unit for rent at 159 Main Street, Chester, CT, 06412

$1,900 /mo

2 Beds
1 Bath
750 ft²

159 Main Street #B, Chester, CT, 06412 Listing by Tom Clancy

Unit for rent at 64 Winter Avenue, Deep River, CT, 06417

$2,200 /mo

3 Beds
1 Bath
1,481 ft²

64 Winter Avenue, Deep River, CT, 06417 Listing by Craig Milton

Rentals Near You

Click here to view more rentals in the neighborhood.

Listed by: Craig Milton
Re/Max Valley Shore
Last Updated: 10 months ago
Data Source: Smart MLS, MLS# 24141147

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.

12 Deep Hollow Road

About This Property

Price History

Property Highlights

Building Info

Overview

Building

Neighborhood

Zoning

Geography

Valuation

Comparables

About Middlesex

Stats & Trends

Similar Homes for Sale

Nearby Rentals

Frequently Asked Questions