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106 Sprain Brook Road

Woodbury, Connecticut 06798

PENDING$550,000
Beds
3
Baths
2
SqFt
2,002
Acres
2.77
Year Built
1993
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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1 Fireplace

About This Home

Welcome home to this charming farmhouse setting with privacy and room to grow. The open flat acreage boasts a 2 stall barn with power ready for a hobby farm, or reimagined as a potential pool house, art studio or potential guest quarters. The 3 bedroom 2 full bath home is set overlooking the land and barn with spectacular views from the deck. The long private driveway and peaceful location gives that countryside feeling without being remote. There is space for gardens, animals, or just wide open sky. This special property brings farmhouse living with modern possibilities.

Key Facts

City/Town
Woodbury
Neighborhood
N/A
Property / Style
Single Family · Contemporary,Farm House
Year Built
1993
Days on Market
17 days
Beds
3
Baths
2 full
Living Area
2,002 sq ft
Lot Size
2.77 acres
Property Taxes
$6,177 / Annually

Market Snapshot

The Woodbury Market

Single Family · trailing 12 months

Median Days on Market

45

26 active listings

Median $ / Sq Ft

$302

26 active listings

Sale-to-List Ratio

99.0%

88 sales

How this home compares

List Price

$550,000

vs $834,450 median

34.1% below median

Price / Sq Ft

$275

vs $302 median

8.9% below median

Days on Market

17 days

vs 45 days median

28 days fresher than median

Based on 26 active and 88 closed sales (trailing 12 mo) of single family in Woodbury. Source: SmartMLS · As of July 28, 2026.

Location

106 Sprain Brook Road, Woodbury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,502

per month

  • Principal & Interest$2,804
  • Property Taxes$515
  • Insurance$183
  • HOA$0

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

Location

City/Town
Woodbury
Neighborhood
N/A
County
Litchfield

Residence

Property Type
Single Family
Style
Contemporary,Farm House
Year Built
1993
New Construction
No/Resale
Living Area
2,002 sq ft

Schools

Elementary
Mitchell
High
Nonnewaug

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Split SystemWhole House FanWindow Unit
Fireplaces
1
Laundry
Main Level
Appliances
Electric RangeRefrigeratorDishwasherWasherElectric Dryer
Basement
None

Exterior & Lot

Lot Size
2.77 acres
Zoning
OS100
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Wood
Roof
Asphalt Shingle
Foundation
ConcreteSlab
Lot Description
Farm LandLevel Lot

Listing & Financials

Property Taxes
$6,177 / Annually
Days on Market
17
MLS #
24189823
MLS Status
Under Contract

Similar Properties

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

Listed By

Kimberly Peterson

(203) 490-7138

BHGRE Gaetano Marra Homes

(203) 627-8726

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 4:25 AM UTC.