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7 Hickory Hill Drive

Chester, Connecticut 06412

ACTIVE - NEW$775,000
Beds
3
Baths
2 | 1
SqFt
3,002
Acres
1.27
Year Built
1984
Matt Caiola

Matt Caiola

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2-Car Garage1 Fireplace

About This Home

Village Charm, Private Setting, Modern Comfort. Discover the best of Chester living in this recently updated Colonial, ideally situated in the heart of downtown. Blending New England character with fresh, refined updates, this inviting home offers a wonderful balance of classic charm, modern comfort, and everyday convenience. Privately nestled...while just steps from the shops, restaurants, galleries, and local favorites that make downtown Chester so special, the property offers a sense of retreat without sacrificing walkability or connection to the community. Thoughtfully refreshed and beautifully presented, the home feels welcoming, with the enduring appeal of traditional Colonial architecture and the ease of modern living. Whether enjoying a quiet morning at home, strolling into the village for dinner, or taking in the charm of one of Connecticut's most beloved small towns, this is a home that makes the most of its exceptional setting. A rare opportunity to enjoy the character of a classic Colonial, the privacy of a tucked-away setting, and the convenience of being right where you want to be. **Charming, polished, and unmistakably Chester.**

Key Facts

City/Town
Chester
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1984
Days on Market
0 days
Beds
3
Baths
2 full · 1 half
Living Area
3,002 sq ft
Lot Size
1.27 acres
Garage / Parking
2 garage
Property Taxes
$8,986 / Annually

Market Snapshot

The Chester Market

Single Family · trailing 12 months

Median Days on Market

40

11 active listings

Median $ / Sq Ft

$264

11 active listings

Sale-to-List Ratio

100.0%

37 sales

How this home compares

List Price

$775,000

vs $699,000 median

10.9% above median

Price / Sq Ft

$258

vs $264 median

In line with median

Days on Market

0 days

vs 40 days median

40 days fresher than median

Based on 11 active and 37 closed sales (trailing 12 mo) of single family in Chester. Source: SmartMLS · As of October 22, 2026.

Location

7 Hickory Hill Drive, Chester, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,266

per month

  • Principal & Interest$4,259
  • Property Taxes$749
  • Insurance$258
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Chester
Neighborhood
N/A
County
Middlesex

Residence

Property Type
Single Family
Style
Colonial
Year Built
1984
New Construction
No/Resale
Living Area
3,002 sq ft
Below Grade
800 sq ft

Schools

Elementary
Chester
High
Valley

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
1
Laundry
Main Level
Appliances
Oven/RangeRefrigeratorDishwasherWasherDryer
Basement
FullInterior AccessPartially FinishedWalk-outFull With Walk-Out
Interior Features
Auto Garage Door Opener
Additional Rooms
Mud Room

Exterior & Lot

Lot Size
1.27 acres
Zoning
R-1
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Septic
Construction
Vinyl Siding
Color
White
Roof
Shingle
Foundation
Concrete
Exterior Features
DeckGutters
Lot Description
N/A

Listing & Financials

Property Taxes
$8,986 / Annually
Days on Market
0
MLS #
24213471
MLS Status
Active

Similar Properties

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Listed By

Rachel Welch

(860) 304-6896

William Raveis Real Estate

(860) 388-3936

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 10/22/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 10/22/2026 at 5:15 PM UTC.