9 Hickory Hill Dr

Chester, CT 06412

$779,000
Price
3
Beds
2,888 Sq. Ft.
$270 / Sq. Ft.
2,888
Sq. Ft.
$270
per Sq. Ft.
a front view of a house with a tree
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a view of a dining room with furniture window and wooden floor
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a kitchen with stainless steel appliances granite countertop a stove and a sink
a kitchen with stainless steel appliances granite countertop a sink refrigerator and cabinets
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a living room with furniture and a large window
a living room with furniture and a large window
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Description

Welcome to 9 Hickory Hill Drive! Set high on a hill in the heart of the charming Connecticut River Village of Chester. This striking Contemporary offers over 2800 sqft. of light-filled living space on 1.23 private acres-just a 3/10 mi stroll to Main St. The inviting foyer opens to a stunning, sun-drenched living area with skylights and gleaming hardwood floors throughout the living room, dining room, kitchen, library, and family room. The thoughtfully designed layout creates an easy flow for both...Welcome to 9 Hickory Hill Drive! Set high on a hill in the heart of the charming Connecticut River Village of Chester. This striking Contemporary offers over 2800 sqft. of light-filled living space on 1.23 private acres-just a 3/10 mi stroll to Main St. The inviting foyer opens to a stunning, sun-drenched living area with skylights and gleaming hardwood floors throughout the living room, dining room, kitchen, library, and family room. The thoughtfully designed layout creates an easy flow for both daily living and entertaining. Also on the main level are two bedrooms-one currently serving as an artist's studio with a spacious adjacent walk-in storage room. Upstairs, an open loft-style office/media area overlooks the living space below and leads to the serene primary suite. An additional exercise or media room completes the upper level. Recent updates include several new windows, skylight, doors, flooring, and beautifully renovated kitchen featuring dramatic quartzite "Blue Explosion" counters, red maple floors, a bar with wine cooler, and newly updated bath. Enjoy peaceful, elevated views from the expansive deck overlooking the private, wooded backyard. The property also includes a two-car under-house garage plus a heated detached one-car garage/workshop-perfect for hobbyists & collectors. Ask to see the full list of improvements. Ideally located midway between New York City & Boston, you'll love the vibrant arts scene, fine dining, and welcoming spirit of historic Chester!
  1. Listed by Kathy W Schellens • William Pitt Sotheby's Int'l
    P: (860)-395-4441 C: (860)-395-4441 kschellens@wpsir.com

Property Details for 9 Hickory Hill Drive

Basement Description
Partial, Unfinished
Direct Waterfront
No
Garages Number
3
Neighborhood
N/A
Style
Contemporary
Subdivision
Hickory Hill
Garage Parking Info
Detached Garage, Under House Garage
Swimming Pool
No
LISTING UPDATED: 12/16/2025 02:01 PM

Property Details for 9 Hickory Hill Drive

StatusActive
MLS #24138968
Days on Market39
Taxes$9,838 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1985
Lot Size1.23 AC / 53,578 SF
CountyMiddlesex County

Location

Listing Courtesy of William Pitt Sotheby's Int'l, Kathy W Schellens
Add your commute

Building Information for 9 Hickory Hill Drive

Stories-Year Built1985Building Size-Lot Size1.23 AC / 53,578 SF

Payment Calculator

$4,669 per month

30 year fixed, 6.28% Interest

Principal and Interest

$3,849

Property Taxes

$820

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 9 Hickory Hill Drive

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS Friendly - Maple St to Hickory Hill Dr to #9 on left.
  • Elementary School: Chester
  • High School: Region 4
  • Latitude: 41.400006
  • Longitude: -72.446983
  • Middle Jr High School: Region 4
  • Neighborhood Amenities: Lake, Library, Medical Facilities
  • State: Connecticut
  • Subd Complex: Hickory Hill
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $9,838
Interior and Exterior Features
Exterior Features
  • Exterior Features: Underground Utilities, Deck
  • Waterfront Description: Water Community
Interior Features
  • Appliances Included: Gas Range, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller
  • Attic Description: Storage Space, Walk-In
  • Cooling System: Ceiling Fans, Wall Unit, Window Unit
  • Heat Type: Baseboard, Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 0
  • Interior Features: Auto Garage Door Opener, Cable - Available, Central Vacuum, Open Floor Plan
  • Laundry Room Info: Main Level
  • Laundry Room Location: Near kitchen off back hall
  • Rooms Total: 10
Room 1
  • Room Entry Order: 1
  • Room Features: Skylight,Cathedral Ceiling,Hardwood Floor
  • Room Length: 14.4
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 13.1
Room 2
  • Room Entry Order: 10
  • Room Features: Wall/Wall Carpet,Vinyl Floor
  • Room Length: 16.5
  • Room Level: Upper
  • Room Type: Rec/Play Room
  • Room Width: 7.1
Room 3
  • Room Entry Order: 2
  • Room Features: Skylight,Cathedral Ceiling,Hardwood Floor
  • Room Length: 15.11
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 11.5
Room 4
  • Room Entry Order: 3
  • Room Features: Breakfast Bar,Quartz Counters,Hardwood Floor
  • Room Length: 12.3
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 11.5
Room 5
  • Listing Key: 4315B4B30FE39746E0631A01100A6952
  • Room Entry Order: 4
  • Room Features: Book Shelves,Hardwood Floor
  • Room Length: 13.5
  • Room Level: Main
  • Room Type: Library
  • Room Width: 11.4
Room 6
  • Room Entry Order: 5
  • Room Features: Hardwood Floor
  • Room Length: 22.2
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 12.5
Room 7
  • Room Entry Order: 6
  • Room Features: Ceiling Fan,Full Bath,Wall/Wall Carpet
  • Room Length: 19.5
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 11.5
Room 8
  • Room Entry Order: 7
  • Room Features: Ceiling Fan,Walk-In Closet,Wall/Wall Carpet
  • Room Length: 22.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 11.0
Room 9
  • Listing Key: 4315B4B30FE39746E0631A01100A6952
  • Room Entry Order: 8
  • Room Features: Ceiling Fan,Wall/Wall Carpet
  • Room Length: 13.6
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 10.8
Room 10
  • Room Entry Order: 9
  • Room Features: Wall/Wall Carpet
  • Room Length: 25.6
  • Room Level: Upper
  • Room Type: Office
  • Room Width: 21.5
Property
Property and Assessments
  • Color: Grey
  • Construction Description: Frame
  • Exterior Siding: Vertical Siding
  • Foundation Type: Concrete
  • Fuel Tank Location: In Garage
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1985
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 2888
Lot Information
  • Lot Description: Treed, Sloping Lot
  • Parcel Number: 941120
  • Sq Ft Est Heated Above Grade: 2888.0
  • Sq Ft Total: 2888.0
  • Zoning: R-1
Utilities
  • Energy Features: Thermopane Windows
  • Heat Fuel Type: Oil
  • Hot Water Description: Domestic
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 9 Hickory Hill Drive

DateEvent & SourcePriceAppreciation
Mar 9, 2020

Closed (Public Record)

Public Record #664953764

$385,000

-0.9% / yr

Sep 10, 2014

Closed (Public Record)

Public Record #442654937

$405,100

+1.8% / yr

Aug 21, 2000

Closed (Public Record)

Public Record #91990913

$314,500

+14.6% / yr

Sep 10, 1999

Closed (Public Record)

Public Record #91990710

$276,500—
DateEvent & SourcePrice
03/09/2020

Closed (Public Record)

Public Record #664953764

$385,000

-0.9% / yr

09/10/2014

Closed (Public Record)

Public Record #442654937

$405,100

+1.8% / yr

08/21/2000

Closed (Public Record)

Public Record #91990913

$314,500

+14.6% / yr

09/10/1999

Closed (Public Record)

Public Record #91990710

$276,500

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

Public Records for 9 Hickory Hill Drive

Taxable ValueLand$70,910Additions$292,390Total$363,300
Tax Record2024$9,838 ($820 / month)
Home Facts
Beds3Baths2.5Total Finished SqFt2,888 SqFtAbove Grade Finished SqFt2,888 SqFtUnfinished Basement SqFt750 SqFtStories2Lot Size53,579 SqFtStyleSingle Family ResidenceYear Built1985Year Renovated2003ZoningR-1CountyMIDDLESEXAPNCSTR M:14 B:466

Schools near 9 Hickory Hill Drive

This home is within Regional School District 04.
Rating
School
Type
Grades
Distance
Chester Elementary School
Public - K to 6
John Winthrop Middle School
Public - 6 to 8
Valley Regional High School
Public - 9 to 12
Mt Saint John
Private - 9 to 12
Rating
School
Distance
Chester Elementary School
PublicK to 6

John Winthrop Middle School
Public6 to 8

Valley Regional High School
Public9 to 12

Mt Saint John
Private9 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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More information about 9 Hickory Hill Drive, Chester, CT 06412

9 Hickory Hill Drive is a single family home for sale in Chester, CT 06412. This property was listed for sale on November 10, 2025 by William Pitt Sotheby's Int'l, it's currently listed at $779,000. It has been on the market for a total of 39 days and was last sold on March 9, 2020. This listing's school districts are Regional School District 04, Chester School District. Nearby schools include Chester Elementary School, John Winthrop Middle School and Valley Regional High School. 9 Hickory Hill Drive is a 3-bed, 3-bath, 2,888 sqft single family home built in 1985.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Pitt Sotheby's Int'l, Kathy W Schellens

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.