Skip to main content

15 Hickory Hill Drive

Chester, Connecticut 06412

COMING SOON - NEW$875,000
Beds
3
Baths
2 | 1
SqFt
3,233
Acres
1.21
Year Built
1988
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
2-Car Garage2 Fireplaces

About This Home

A truly special Chester Village treasure! Beautifully nestled in a private, peaceful neighborhood on a desirable cul-de-sac with no through traffic. This pristine home offers an exceptional blend of timeless character, refined comfort, and an enviable location less than a half-mile stroll to Historic Downtown Chester. From the moment you enter, the warmth and elegance are unmistakable. The gracious living room features a stunning paneled wall, gorgeous fireplace, and beautiful wide board hardwood floors. The elegant formal dining room is perfect for intimate dinners or festive gatherings. The inviting kitchen is a true focal point, offering a generous island with granite countertops and its own fireplace. Three bedrooms and two full baths are privately located on the second floor, while convenient main-level laundry adds to the ease of everyday living. The newly finished lower level provides versatile living space-ideal for a family room, media room, office, gym, or private retreat. Outside, the beautifully landscaped grounds create a private oasis with a charming gazebo, patio, and handsome stone walls. A wonderful setting for summer entertaining, cozy autumn evenings, or simply enjoying the tranquility of your own backyard. Come discover this exceptional home and experience the good life in Historic Chester Village. Professional photos will be added soon.

Key Facts

City/Town
Chester
Neighborhood
N/A
Property / Style
Single Family · Saltbox
Year Built
1988
Days on Market
0 days
Beds
3
Baths
2 full · 1 half
Living Area
3,233 sq ft
Lot Size
1.21 acres
Garage / Parking
2 garage · 4 total
Property Taxes
$10,065 / Annually

Market Snapshot

The Chester Market

Single Family · trailing 12 months

Median Days on Market

35

7 active listings

Median $ / Sq Ft

$292

7 active listings

Sale-to-List Ratio

100.0%

37 sales

How this home compares

List Price

$875,000

vs $764,900 median

14.4% above median

Price / Sq Ft

$271

vs $292 median

7.2% below median

Days on Market

0 days

vs 35 days median

35 days fresher than median

Based on 7 active and 37 closed sales (trailing 12 mo) of single family in Chester. Source: SmartMLS · As of September 30, 2026.

Location

15 Hickory Hill Drive, Chester, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,802

per month

  • Principal & Interest$4,671
  • Property Taxes$839
  • Insurance$292
  • 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
Saltbox
Year Built
1988
New Construction
No/Resale
Living Area
3,233 sq ft
Below Grade
800 sq ft

Schools

Elementary
Chester
High
Region 4

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Whole House Fan
Fireplaces
2
Laundry
Main Level
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
FullPartially Finished
Interior Features
Auto Garage Door Opener

Exterior & Lot

Lot Size
1.21 acres
Zoning
R-1
Garage / Parking
2 garage spaces4 total parking spacesAttached GaragePavedOff Street ParkingDrivewayPaved
Waterfront Details
Beach RightsWater Community
Water Source
Private Well
Sewer
Septic
Construction
Clapboard
Color
Yellow
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Underground UtilitiesGuttersStone WallPatio
Lot Description
In Subdivision

Listing & Financials

Property Taxes
$10,065 / Annually
Days on Market
0
MLS #
24210144
MLS Status
Coming Soon

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Kathy Schellens

(860) 395-4441

William Pitt Sotheby's Int'l

(860) 767-7488

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

The IDX display contains information sourced from SmartMLS, Inc. as of 9/30/2026. 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 9/30/2026 at 3:15 PM UTC.