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33 Hurds Hill Road

Woodbury, Connecticut 06798

PENDING$525,000

Reduced from $565,000

Beds
5
Baths
3
SqFt
4,130
Acres
1.46
Year Built
1971
Matt Caiola

Matt Caiola

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Wine Cellar2-Car Garage2 FireplacesVirtual TourPrice Reduced

About This Home

Nestled in the well-established Sherman Hill neighborhood, this five-bedroom home offers a generous footprint to put your personal touches on. Boasting wood flooring and newer windows throughout, the main level features a fluid layout designed for effortless living: a spacious living room, formal dining room, an eat-in kitchen, a cozy family room with a fireplace, a private home office, and a convenient full bath. Upstairs, you'll find five sizable bedrooms, including a primary suite complete with two walk-in closets and a private full bath. The remaining four bedrooms share a large full bathroom equipped with a double vanity. The expansive walk-out lower level adds incredible value with over 1,000 square feet of finished, heated living space. Create a game room with the provided pool table and a den area with a second fireplace, or utilize it as a potential in-law suite as light streams through a large picture window with views of the backyard. Outside, a stately circular driveway frames the property amidst mature, private landscaping, while the back deck is primed for summer grilling. Complete with an oversized two-car garage featuring a dedicated work area and abundant storage closets, this home is ready for you to bring your design ideas and unlock its full potential!

Key Facts

City/Town
Woodbury
Neighborhood
Sherman Hill
Property / Style
Single Family · Colonial
Year Built
1971
Days on Market
91 days
Beds
5
Baths
3 full
Living Area
4,130 sq ft
Lot Size
1.46 acres
Garage / Parking
2 garage
Property Taxes
$8,960 / Annually

Market Snapshot

The Woodbury Market

Single Family · trailing 12 months

Median Days on Market

51

32 active listings

Median $ / Sq Ft

$331

32 active listings

Sale-to-List Ratio

99.1%

91 sales

How this home compares

List Price

$525,000

vs $822,000 median

36.1% below median

Price / Sq Ft

$127

vs $331 median

61.6% below median

Days on Market

91 days

vs 51 days median

40 days longer than median

Based on 32 active and 91 closed sales (trailing 12 mo) of single family in Woodbury. Source: SmartMLS · As of September 10, 2026.

Location

33 Hurds Hill Road, Woodbury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,649

per month

  • Principal & Interest$2,727
  • Property Taxes$747
  • Insurance$175
  • HOA$0

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

Location

City/Town
Woodbury
Neighborhood
Sherman Hill
County
Litchfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1971
New Construction
No/Resale
Living Area
4,130 sq ft
Below Grade
1,058 sq ft

Schools

Elementary
Mitchell
High
Nonnewaug

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
2
Laundry
Main Level
Laundry Location
Off kitchen.
Appliances
Cook TopCounter GrillRefrigeratorDishwasherDryer
Basement
PartialHeatedSump PumpPartially FinishedWalk-outConcrete Floor
In-Law Apartment
PossibleLower LevelSeparate Entry
Interior Features
Auto Garage Door OpenerCable - AvailableCentral VacuumSecurity System
Additional Rooms
Wine Cellar

Exterior & Lot

Lot Size
1.46 acres
Zoning
OS80
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
ShakeCedar
Color
Grey
Roof
Asphalt Shingle
Foundation
BlockConcrete
Exterior Features
AwningsDeckGuttersLightingStone Wall
Lot Description
Sloping Lot

Listing & Financials

Property Taxes
$8,960 / Annually
Days on Market
91
MLS #
24181554
MLS Status
Under Contract

Similar Properties

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

Listed By

Christian Jensen

(212) 604-9432

William Pitt Sotheby's Int'l

(860) 868-6600

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

The IDX display contains information sourced from SmartMLS, Inc. as of 9/10/2026. 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 9/10/2026 at 6:50 PM UTC.