7 Hickory Hill Drive
Chester, Connecticut 06412
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 3,002
- Acres
- 1.27
- Year Built
- 1984
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
11
5 under contract
Median List Price
$699,000
11 active listings
Median Closed Price
$549,000
37 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 22, 2026per 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
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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.