9 Hickory Hill Drive Chester, CT $ 799,000
9 Hickory Hill Drive
$ 799,000
Share Save

9 Hickory Hill Drive

Chester, CT, 06412
$ 799,000
Bedrooms3 Baths2.1 Sq 2,888

Monthly Estimate*

$ 4,985

9 Hickory Hill Drive, Chester, CT 06412 - Image 1
9 Hickory Hill Drive, Chester, CT 06412 - Image 2
9 Hickory Hill Drive, Chester, CT 06412 - Image 3
9 Hickory Hill Drive, Chester, CT 06412 - Image 4
9 Hickory Hill Drive, Chester, CT 06412 - Image 5
9 Hickory Hill Drive, Chester, CT 06412 - Image 6
9 Hickory Hill Drive, Chester, CT 06412 - Image 7
9 Hickory Hill Drive, Chester, CT 06412 - Image 8
9 Hickory Hill Drive, Chester, CT 06412 - Image 9
9 Hickory Hill Drive, Chester, CT 06412 - Image 10
9 Hickory Hill Drive, Chester, CT 06412 - Image 11
9 Hickory Hill Drive, Chester, CT 06412 - Image 12
9 Hickory Hill Drive, Chester, CT 06412 - Image 13
9 Hickory Hill Drive, Chester, CT 06412 - Image 14
9 Hickory Hill Drive, Chester, CT 06412 - Image 15
9 Hickory Hill Drive, Chester, CT 06412 - Image 16
9 Hickory Hill Drive, Chester, CT 06412 - Image 17
9 Hickory Hill Drive, Chester, CT 06412 - Image 18
9 Hickory Hill Drive, Chester, CT 06412 - Image 19
9 Hickory Hill Drive, Chester, CT 06412 - Image 20
9 Hickory Hill Drive, Chester, CT 06412 - Image 21
9 Hickory Hill Drive, Chester, CT 06412 - Image 22
9 Hickory Hill Drive, Chester, CT 06412 - Image 23
9 Hickory Hill Drive, Chester, CT 06412 - Image 24
9 Hickory Hill Drive, Chester, CT 06412 - Image 25
9 Hickory Hill Drive, Chester, CT 06412 - Image 26
9 Hickory Hill Drive, Chester, CT 06412 - Image 27
9 Hickory Hill Drive, Chester, CT 06412 - Image 28
9 Hickory Hill Drive, Chester, CT 06412 - Image 29
9 Hickory Hill Drive, Chester, CT 06412 - Image 30
9 Hickory Hill Drive, Chester, CT 06412 - Image 31
9 Hickory Hill Drive, Chester, CT 06412 - Image 32
9 Hickory Hill Drive, Chester, CT 06412 - Image 33
9 Hickory Hill Drive, Chester, CT 06412 - Image 34
9 Hickory Hill Drive, Chester, CT 06412 - Image 35
9 Hickory Hill Drive, Chester, CT 06412 - Image 36
9 Hickory Hill Drive, Chester, CT 06412 - Image 37
9 Hickory Hill Drive, Chester, CT 06412 - Image 38
9 Hickory Hill Drive, Chester, CT 06412 - Image 39
9 Hickory Hill Drive, Chester, CT 06412 - Image 40

Single Family Home for sale in Chester, CT

for $799,000 with 3 bedrooms and 2 full baths, 1 half bath. This 2,888 square foot home was built in 1985 on a lot size of 1.23.

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!

See more

Single Family Active

Price

$ 799,000

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 9,838

Style

Lot Size

1.23

Year Built

1985

Town/City

Chester

MLS | Web ID

24138968

Features
General
Zoning R-1
Neighborhood N/A
County Middlesex
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 1.23
Directions GPS Friendly - Maple St to Hickory Hill Dr to #9 on left.
High School Region 4
City Chester
Elementary School Chester
Sq Ft Total 2888
DOM 14
Year Built 1985
Style Contemporary
Year Built Source Public Records
Subdivision Hickory Hill
Energy Features Thermopane Windows
See more
Interior
Cooling System Ceiling Fans Wall Unit Window Unit
Total Rooms 10
Basement Description Partial Unfinished
See more
Exterior
Water Source Public Water Connected
Lot Description Treed Sloping Lot
See more
* Excluded Features
List By
Kathy Schellens

Listing Agent

William Pitt Sotheby's Int'l

Broker

kschellens@wpsir.com

Email

Affordability Calculator

$5,805
Per Month
86%
14%
0%
Monthly Principal & Interest
$4,985
Monthly Property Taxes
$820
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
0 Elementary School
0 Middle School
Region 4 High School High School
Pricing History
DatePricePrice ChangeDescription
11/10/2025$799,000 Listed Price

Map


See all

9 Hickory Hill Drive, Chester, CT, 06412 is a Single Family Home for sale at $799,000 with 2,888 sqft and a lot size of 1.23. 9 Hickory Hill Drive has 3 bedrooms, 2.1 baths, and was built in 1985. The property's zip code is 06412 which is in Chester, CT