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101 Child Hill Road

Woodstock, Connecticut 06281

ACTIVE$520,000

Reduced from $549,000

Beds
4
Baths
3
SqFt
2,150
Acres
0.90
Year Built
1830
Matt Caiola

Matt Caiola

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1-Car Garage1 FireplacePrice Reduced

About This Home

Step back in time with this one-of-a-kind 1830 Greek Revival farmhouse, offering 2,150 sq ft of character and charm on a picturesque 0.90-acre lot surrounded by farm land. Just down the hill from historic Woodstock Hill and the Academy, this setting is as scenic as it is convenient. Inside, wide plank floors and distinctive windows frame beautiful country views, while the front entry showcases its original door with full exterior shutters, a hallmark of Greek Revival style. The living room centers on a classic fireplace, and along the upstairs landing a wall of built-in bookshelves creates a welcoming library space. Three bedrooms are located on the second floor, with an additional first-floor room currently serving as a fourth bedroom. The primary includes a walk-in closet and bath with a clawfoot tub. The walk-up attic offers potential for an office, playroom, or studio. The kitchen features a custom layout paired with quality appliances (Sub-Zero fridge & Thor cooktop) and the warmth of a wood stove. Updates include new Trex decking and a newly finished three-season room off the dining room. Historic touches, such as unique wallcoverings and original details, remain intact, blending history, artistry, and the timeless charm of living in Woodstock, CT. Property to be sold in as-is condition.

Key Facts

City/Town
Woodstock
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1830
Days on Market
315 days
Beds
4
Baths
3 full
Living Area
2,150 sq ft
Lot Size
0.90 acres
Garage / Parking
1 garage
Property Taxes
$7,455 / Annually

Market Snapshot

The Woodstock Market

Single Family · trailing 12 months

Median Days on Market

55

24 active listings

Median $ / Sq Ft

$254

24 active listings

Sale-to-List Ratio

100.0%

104 sales

How this home compares

List Price

$520,000

vs $549,500 median

5.4% below median

Price / Sq Ft

$242

vs $254 median

In line with median

Days on Market

315 days

vs 55 days median

260 days longer than median

Based on 24 active and 104 closed sales (trailing 12 mo) of single family in Woodstock. Source: SmartMLS · As of July 28, 2026.

Location

101 Child Hill Road, Woodstock, Connecticut

Property + 2 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,445

per month

  • Principal & Interest$2,651
  • Property Taxes$621
  • Insurance$173
  • HOA$0

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

Location

City/Town
Woodstock
Neighborhood
N/A
County
Windham

Residence

Property Type
Single Family
Style
Colonial
Year Built
1830
New Construction
No/Resale
Living Area
2,150 sq ft

Schools

Elementary
Woodstock
High
Woodstock Academy

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Window Unit
Fireplaces
1
Laundry
Lower Level
Laundry Location
Basement
Appliances
Electric CooktopOven/RangeMicrowaveRefrigeratorDishwasherDisposalWasherDryer
Basement
FullGarage AccessInterior AccessConcrete FloorFull With Walk-Out

Exterior & Lot

Lot Size
0.90 acres
Zoning
0
Garage / Parking
1 garage spaceUnder House Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Clapboard
Color
White
Roof
Shingle
Foundation
Stone
Exterior Features
Deck
Lot Description
Level LotCleared

Listing & Financials

Property Taxes
$7,455 / Annually
Days on Market
315
MLS #
24125003
MLS Status
Active

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Listed By

Kristen Kaskela

(860) 377-0118

Berkshire Hathaway NE Prop.

(860) 928-1995

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 7:50 AM UTC.