Sold
Last Sold Price
3 beds1,710 sqft$307/sqft
25 Deep Hollow Rd, Chester, CT 06412
Single FamilyProperty Type
0.81 acresLot Size
1993Year Built
$307/sq ftPrice per sq ft
4 carsParking Spaces

Description

What a special spot! This 3 bedroom Farmhouse sits overlooking a pond that spills over a beautiful waterfall into a roaring brook that borders the nearly 1 acre lot. The abundant windows bring in the light and the view. The views can also be enjoyed from the huge deck and yard. Generous space for outdoor living and entertaining. Newer furnace and AC Unit. Open front porch. Water is navigable, and trout, bass and pickerel are caught regularly. All located in a quiet cul-de-sac just outside Chester...What a special spot! This 3 bedroom Farmhouse sits overlooking a pond that spills over a beautiful waterfall into a roaring brook that borders the nearly 1 acre lot. The abundant windows bring in the light and the view. The views can also be enjoyed from the huge deck and yard. Generous space for outdoor living and entertaining. Newer furnace and AC Unit. Open front porch. Water is navigable, and trout, bass and pickerel are caught regularly. All located in a quiet cul-de-sac just outside Chester village. A Bird Watchers Paradise & an Artist's Retreat.
Listing closed: 06/03/2024 12:00 AM • Source: SMARTMLS, MLS#: 24004230

Recent comparable sales

Median sold price

$549,000

Avg days on market

20

Sale-to-list ratio

99.2%

Chester, CT

9 comparable properties found

$575,000 | 67 Maple Street, Chester, CT 06412
1

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3
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Square Feet
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$530,000 | 131 Middlesex Avenue, Chester, CT 06412
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$755,000 | 16 Hickory Hill Drive, Chester, CT 06412
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$549,000 | 7 Hickory Hill Drive, Chester, CT 06412
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$610,000 | 137 Main Street, Chester, CT 06412
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$637,500 | 67 West Main Street, Chester, CT 06412
9

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Sold 01/31/25

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Bedrooms
1,916
Square Feet
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Acres

Location

Listing Courtesy of Re/Max Valley Shore, Craig Milton

Sold By Lamacchia Realty, Heidi B Weed

Add your commute

Payment Calculator

$3,224 per month

30 year fixed, 6.71% Interest

Principal and Interest

$2,713

Property Taxes

$511

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 25 Deep Hollow Road

Property Details
  • Taxes: $6,134 / year
  • MLS Type: Residential
  • Basement Description: Full, Unfinished
  • Direct Waterfront: Yes
  • Expected Active Date: 04-17-2024
  • Style: Colonial
  • Garage Parking Info: Unpaved
  • Swimming Pool: No
  • Expected On Market Date: 04-17-2024
Building Information
  • Year Built: 1993
  • Lot Size: 0.81 AC / 35,283 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS Friendly
  • Elementary School: Chester
  • Flood Zone: Yes
  • High School: Per Board of Ed
  • Latitude: 41.408993
  • Longitude: -72.465065
  • State: Connecticut
Parking
  • Parking Total Spaces: 4
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2023-June 2024
  • Property Tax: $6,134
Interior and Exterior Features
Exterior Features
  • Waterfront Description: Pond, View
Interior Features
  • Appliances Included: Cook Top, Oven/Range, Refrigerator, Dishwasher
  • Attic Description: Pull-Down Stairs
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 0
  • Rooms Total: 6
Room 1
  • Room Entry Order: 1
  • Room Length: 16.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 17.0
Room 2
  • Room Entry Order: 2
  • Room Length: 9.0
  • Room Level: Main
  • Room Type: Eat-In Kitchen
  • Room Width: 21.0
Room 3
  • Room Entry Order: 3
  • Room Level: Main
  • Room Type: Half Bath
Room 4
  • Room Entry Order: 4
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 15.0
Room 5
  • Listing Key: 13E30B7946E8159CE063D501100A5A2E
  • Room Entry Order: 5
  • Room Level: Upper
  • Room Type: Full Bath
Room 6
  • Room Entry Order: 6
  • Room Length: 8.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 9.0
Room 7
  • Room Entry Order: 7
  • Room Length: 11.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 14.0
Room 8
  • Room Entry Order: 8
  • Room Features: Full Bath
  • Room Length: 14.0
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 17.0
Property
Property and Assessments
  • Color: Tan
  • Construction Description: Concrete
  • Elevation Certificate: No
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Concrete
  • Fuel Tank Location: Above Ground
  • New Construction Type: No/Resale
  • Roof: Other
  • Year Built: 1993
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 1710
Lot Information
  • Lot Description: On Cul-De-Sac
  • Parcel Number: 940383
  • Sq Ft Est Heated Above Grade: 1710.0
  • Sq Ft Total: 1710.0
  • Zoning: R-2
Utilities
  • Heat Fuel Type: Propane
  • Hot Water Description: Other
  • Radon Mitigation Air: Yes
  • Sewage System: Septic
  • Water Source: Private Well

Property History for 25 Deep Hollow Road

DateEvent & SourcePriceAppreciation
Jun 3, 2024

Closed (Public Record)

Public Record #1533849424

$525,000

+15.5% / yr

Jul 14, 2020

Closed (Public Record)

Public Record #673682149

$300,000

-1.8% / yr

Apr 20, 2007

Closed (Public Record)

Public Record #219792687

$382,000

+16.2% / yr

DateEvent & SourcePrice
06/03/2024

Closed (Public Record)

Public Record #1533849424

$525,000

+15.5% / yr

07/14/2020

Closed (Public Record)

Public Record #673682149

$300,000

-1.8% / yr

04/20/2007

Closed (Public Record)

Public Record #219792687

$382,000

+16.2% / yr

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

Public Records for 25 Deep Hollow Road

Taxable ValueLand$62,510Additions$217,630Total$280,140
Tax Record2025$7,586 ($632 / month)
Home Facts
Beds3Baths2.5Total Finished SqFt1,710 SqFtAbove Grade Finished SqFt1,710 SqFtUnfinished Basement SqFt603 SqFtStories2Lot Size35,284 SqFtStyleSingle Family ResidenceYear Built1993Year Renovated2004ZoningR-2CountyLOWER CONNECTICUT RIVERAPNCSTR M:9 B:319

Schools near 25 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: 25 Deep Hollow Road, Chester, CT 06412
$525,000
3
1,710
35,283
$135,000
3
3
2,110
13,504
$210,000
3
1.5
1,740
44,867
$485,000
4
1,927
50,094
439,085

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.

Listing Courtesy of Re/Max Valley Shore, Craig Milton

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.