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134 Old Sherman Hill Road

Woodbury, Connecticut 06798

PENDING$389,900
Beds
3
Baths
2
SqFt
1,578
Acres
0.96
Year Built
1952
Matt Caiola

Matt Caiola

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2-Car Garage1 Fireplace

About This Home

Welcome home to this charming 3-bedroom, 2-bath ranch, perfectly situated on a lovely lot. This home offers comfortable one-level living with a bright and inviting floor plan designed for everyday living and entertaining. The spacious living areas flow seamlessly into the kitchen and dining space, while three generously sized bedrooms provide ample room for family, guests, or a home office. Enjoy the convenience of two full baths and the beauty of the outdoor setting, featuring a private backyard ideal for relaxing, gardening, or hosting gatherings. The oversized two car garage allows for plenty of storage. This is your chance to live in the beautiful and desirable town of Woodbury. This home is being sold AS IS.

Key Facts

City/Town
Woodbury
Neighborhood
N/A
Property / Style
Single Family · Ranch
Year Built
1952
Days on Market
57 days
Beds
3
Baths
2 full
Living Area
1,578 sq ft
Lot Size
0.96 acres
Garage / Parking
2 garage
Property Taxes
$5,460 / 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

$389,900

vs $834,450 median

53.3% below median

Price / Sq Ft

$247

vs $302 median

18.2% below median

Days on Market

57 days

vs 45 days median

12 days longer 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

134 Old Sherman Hill Road, Woodbury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,573

per month

  • Principal & Interest$1,988
  • Property Taxes$455
  • Insurance$130
  • 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
Ranch
Year Built
1952
New Construction
No/Resale
Living Area
1,578 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Window Unit
Fireplaces
1
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
Full

Exterior & Lot

Lot Size
0.96 acres
Zoning
OS60
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Clapboard
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
Lightly WoodedLevel LotSloping Lot

Listing & Financials

Property Taxes
$5,460 / Annually
Days on Market
57
MLS #
24179907
MLS Status
Under Contract

Similar Properties

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

Listed By

Tracey Fiasconaro

(203) 598-9815

Berkshire Hathaway NE Prop.

(860) 621-6821

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.