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$779,000 Contingent

  • For Sale
  • Contingent
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,888 Sq. Ft.
  • 3 Car Garage
  • Updated 12 days ago
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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!

Full Property Details for 9 Hickory Hill Dr

General

  • Price: $779,000
  • Taxes: (July 2025-June 2026)
  • Status: Contingent
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24138968
  • Updated: 1/4/2026
  • Added to Site: 67 day(s) ago

Interior

  • Number of Rooms: 10
  • Interior Features: Auto Garage Door Opener, Cable - Available, Central Vacuum, Open Floor Plan
  • Appliances: Gas Range, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom - Ceiling Fan, Full Bath, Wall/Wall Carpet, 19.5 x 11.5, Upper
  • Bedroom 1: Bedroom - Ceiling Fan, Wall/Wall Carpet, 13.6 x 10.8, Main
  • Bedroom 2: Bedroom - Ceiling Fan, Walk-In Closet, Wall/Wall Carpet, 22 x 11, Main

Other Rooms

  • Living Room: Living Room - Skylight, Cathedral Ceiling, Hardwood Floor, 14.4 x 13.1, Main
  • Family Room: Family Room - Hardwood Floor, 22.2 x 12.5, Main
  • Kitchen: Kitchen - Breakfast Bar, Quartz Counters, Hardwood Floor, 12.3 x 11.5, Main
  • Dining Room: Dining Room - Skylight, Cathedral Ceiling, Hardwood Floor, 15.11 x 11.5, Main
  • Office: Office - Wall/Wall Carpet, 25.6 x 21.5, Upper
  • Library: Library - Book Shelves, Hardwood Floor, 13.5 x 11.4, Main
  • Game room: Yes
  • Game Room: Rec/Play Room - Wall/Wall Carpet, Vinyl Floor, 16.5 x 7.1, Upper
  • Rec Room: Wall/Wall Carpet, Vinyl Floor, 16.5 x 7.1, Upper
  • Laundry: Main Level

Exterior

  • Exterior Features: Underground Utilities, Deck
  • Color: Grey

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Parking: Detached Garage, Under House Garage

Location

  • County: Middlesex
  • Subdivision: Hickory Hill
  • Driving Directions: GPS Friendly - Maple St to Hickory Hill Dr to #9 on left.

School Information

  • Elementary School: Chester
  • Middle School: Region 4
  • High School: Region 4

Heating & Cooling

  • Cooling Type: Ceiling Fans, Wall Unit, Window Unit
  • Heating Type: Baseboard, Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Domestic

Utilities

  • Sewer: Septic
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Contemporary
  • Construction Status: No/Resale
  • Exterior Const.: Vertical Siding
  • Basement Desc.: Partial, Unfinished
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,888
  • Above Ground: 2,888 Sq. Ft.
  • Year Built: 1985

Lot Features

  • Lot Size (Acres): 1.23
  • Zoning: R-1
  • Lot Description: Treed, Sloping Lot

Water Features

  • Water Front Desc.: Water Community

Green Features

  • Energy Features: Thermopane Windows

Financial Considerations

  • Assessment Amount: $363,300
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 941120

Listed by William Pitt Sotheby's Int'l, Kathy Schellens

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Listing agent

— 9 Hickory Hill Dr —

  • Kathy Schellens

    William Pitt Sotheby's Int'l

Agent Contact: (860) 395-4441 Office Contact: (860) 767-7488

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 9 Hickory Hill Dr

School Districts:Regional High School District 04, Chester School District
NameGradesDistance
Valley Regional High School
256 Kelsey Hill Road, Deep River, CT 06417
9-122.2 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 9 Hickory Hill Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/16/2025
Price Reduced
$779,000
-2.5%
MLS
11/10/2025
Listed
$799,000
107.53%
MLS
3/09/2020
Sold
$385,000
—
Public Record
Get Price Alerts and Save Property
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 for 9 Hickory Hill Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$9,838
11%
$363,300
—
2023
$8,883
9%
$363,300
33%
2023
$8,116
1%
$273,280
—
2022
$8,062
—
$273,280
—
2021
$8,062
3%
$273,280
—
2020
$7,821
-1%
$273,280
—
2019
$7,868
-2%
$273,280
-8%
2018
$8,066
3%
$297,520
—
2017
$7,843
3%
$297,520
—
2016
$7,608
1%
$297,520
—
2015
$7,533
2%
$297,520
—
2014
$7,384
9%
$297,520
-4%
2011
$6,779
—
$308,820
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by William Pitt Sotheby's Int'l, Kathy Schellens

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9 Hickory Hill Drive, Chester, CT 06412 (MLS# 24138968) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 9 Hickory Hill Drive is currently listed for $779,000 and was received on November 10, 2025. Want to learn more about 9 Hickory Hill Drive? 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.

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