Sold
Last Sold Price
4 beds1,927 sqft$252/sqft
24 Deep Hollow Rd, Chester, CT 06412
Single FamilyProperty Type
1.15 acresLot Size
1929Year Built
$252/sq ftPrice per sq ft
2 carsParking Spaces

Description

Minutes from Historic Chester Village! Come preview this Quintessential Cape with so much to offer! The home boasts a Large Living room with an impressive granite fireplace with wood stove insert for cozy New England winter nights, built in bookcases and eat in Dining area. Charming Kitchen features stainless steel appliances, and Corian counters. Newly refinished wood floors throughout. A Bright airy Sunroom/family room is complimented with an abundance of windows, slate floor, waxy pine pickwick...Minutes from Historic Chester Village! Come preview this Quintessential Cape with so much to offer! The home boasts a Large Living room with an impressive granite fireplace with wood stove insert for cozy New England winter nights, built in bookcases and eat in Dining area. Charming Kitchen features stainless steel appliances, and Corian counters. Newly refinished wood floors throughout. A Bright airy Sunroom/family room is complimented with an abundance of windows, slate floor, waxy pine pickwick walls and exposed stone creating a quaint space. The Home's sleeping quarters consist of 4 bedrooms. Two bedrooms located on first floor, one of which is being utilized as a spacious laundry room. Upstairs leads to two Bedrooms freshly painted and a Remodeled modern Primary ensuite with walk in closet. The scenic sprawling 1.15-acre lot is landscaped with apple trees, raspberry bushes, mature plantings and further allowing space for gardening and outdoor entertainment on back patio. An adorable "She Shed" is a bonus which can have many uses for outdoor private office, meditation or children's special playroom. Home is in close proximity to Beaches, CT River access, Ferry and local restaurants and boutiques. Generator hook up, Buderus boiler and Hardy board Siding are a plus. Come preview this Charming One of Kind Home as it won't last long!
Listing closed: 06/30/2023 12:00 AM • Source: SMARTMLS, MLS#: 170573818

Recent comparable sales

Median sold price

$460,000

Avg days on market

44

Sale-to-list ratio

98.5%

Chester, CT

9 comparable properties found

$450,000 | 24 East Liberty Street, Chester, CT 06412
1

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Square Feet
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$651,500 | 42 West Main Street, Chester, CT 06412
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Sold 07/24/26

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Acres
$469,900 | 36 Kings Highway, Chester, CT 06412
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Acres
$500,000 | 22 Goose Hill Road, Chester, CT 06412
5

$500,000

Sold 09/02/26

3
Bedrooms
1,714
Square Feet
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Sold 02/25/25

4
Bedrooms
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Bathrooms
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Square Feet
2
Acres
$537,000 | 142 Main Street, Chester, CT 06412
7

$537,000

Sold 10/11/24

3
Bedrooms
2,188
Square Feet
0.41
Acres
$460,000 | 42 Railroad Avenue, Chester, CT 06412
8

$460,000

Sold 09/26/24

4
Bedrooms
2,092
Square Feet
0.86
Acres
9

$84,000

Sold 09/24/25

4
Bedrooms
1.5
Bathrooms
2,025
Square Feet
1
Acres

Location

Sold By William Raveis Real Estate, Eliesha Johnson; William Raveis Real Estate, Bill Heenan

Add your commute

Payment Calculator

$2,914 per month

30 year fixed, 6.71% Interest

Principal and Interest

$2,506

Property Taxes

$408

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 24 Deep Hollow Road

Property Details
  • Taxes: $4,895 / year
  • MLS Type: Residential
  • Basement Description: Full
  • Direct Waterfront: No
  • Garages Number: 2
  • Style: Cape Cod
  • Garage Parking Info: Detached Garage
  • Swimming Pool: No
Building Information
  • Year Built: 1929
  • Lot Size: 1.15 AC / 50,094 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS friendly
  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed
  • Latitude: 41.409531
  • Longitude: -72.465278
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Special Association Assessment: No
  • Tax Year: July 2023-June 2024
  • Property Tax: $4,895
Interior and Exterior Features
Exterior Features
  • Exterior Features: Fruit Trees, Patio, Shed
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Access Via Hatch, Storage Space
  • Cooling System: None
  • Heat Type: Radiator
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Laundry Room Info: Main Level
  • Room Count: 7
  • Rooms Total: 6
Room 1
  • Room Entry Order: 1
  • Room Features: Book Shelves,Dining Area,Fireplace,Hardwood Floor,Wood Stove
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Features: Corian Counters,Hardwood Floor
  • Room Level: Main
  • Room Type: Kitchen
Room 3
  • Room Entry Order: 3
  • Room Features: Slate Floor
  • Room Level: Main
  • Room Type: Sun Room
Room 4
  • Room Entry Order: 4
  • Room Features: Hardwood Floor,Laundry Hookup
  • Room Level: Main
  • Room Type: Bedroom
Room 5
  • Listing Key: FD29B5AB24D49F2DE0531401100A64E3
  • Room Entry Order: 5
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Primary BR Suite
Room 6
  • Room Entry Order: 6
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 7
  • Room Entry Order: 7
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Bedroom
Property
Property and Assessments
  • Construction Description: Frame
  • Driveway Type: Paved
  • Exterior Siding: Wood
  • Foundation Type: Stone
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Wood Shingle
  • Year Built: 1929
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 1927
Lot Information
  • Lot Description: Level Lot
  • Parcel Number: 940382
  • Sq Ft Est Heated Above Grade: 1927.0
  • Sq Ft Total: 1927.0
  • Zoning: R-2
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 24 Deep Hollow Road

DateEvent & SourcePriceAppreciation
Jun 30, 2023

Closed (Public Record)

Public Record #1514655546

$485,000

+2.9% / yr

Jun 4, 2002

Closed (Public Record)

Public Record #101559417

$268,000

+6.5% / yr

Jan 27, 1992

Closed (Public Record)

Public Record #91991838

$140,000
DateEvent & SourcePrice
06/30/2023

Closed (Public Record)

Public Record #1514655546

$485,000

+2.9% / yr

06/04/2002

Closed (Public Record)

Public Record #101559417

$268,000

+6.5% / yr

01/27/1992

Closed (Public Record)

Public Record #91991838

$140,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 24 Deep Hollow Road

Taxable ValueLand$63,840Additions$179,060Total$242,900
Tax Record2025$6,578 ($548 / month)
Home Facts
Beds4Baths2Total Finished SqFt1,927 SqFtAbove Grade Finished SqFt1,927 SqFtUnfinished Basement SqFt1,008 SqFtStories2Lot Size50,094 SqFtStyleSingle Family ResidenceYear Built1929Year Renovated1982ZoningR-2CountyLOWER CONNECTICUT RIVERAPNCSTR M:9 B:323

Schools near 24 Deep Hollow Road

This home is within Regional School District 04.
Rating
School
Type
Grades
Distance
Public - PK to 6
Public - 7 to 8
Public - 9 to 12
Rating
School
Distance
Chester Elementary School
PublicPK to 6

John Winthrop Middle School
Public7 to 8

Valley Regional High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 24 Deep Hollow Road, Chester, CT 06412
$485,000
4
1,927
50,094
439,085
$210,000
3
1.5
1,740
44,867
$156,000
2
1.5
1,530
59,242
4
1
1,180
101,495
$525,000
3
1,710
35,283

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.