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241 Hoop Pole Hill Road

Woodbury, Connecticut 06798

ACTIVE$449,000

Reduced from $475,000

Beds
3
Baths
2 | 1
SqFt
2,032
Acres
1.51
Year Built
1900
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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Pool2-Car Garage1 FireplacePrice Reduced

About This Home

Nestled in the highly desirable town of Woodbury, this charming Cape offers just over 2,000 square feet of comfortable living space with endless potential. The home features 3 bedrooms, 2.5 bathrooms, and beautiful hardwood floors throughout. A dedicated home office with custom built-in shelving provides the perfect space for working from home or studying. The inviting living room includes a cozy pellet stove, creating the perfect gathering space. The bright dining room features a large picture window that fills the space with natural light. A spacious mudroom with vaulted ceilings, laundry hookups, and a large walk-in pantry provides exceptional everyday convenience. Step outside to enjoy the 1.5 acre private setting, complete with an in-ground pool and safety fence-ideal for relaxing, entertaining, or making the most of New England summers. Whether you're looking to restore its original charm or add your own personal touches, this home presents an excellent opportunity to build equity in one of Litchfield County's most sought-after communities. New windows, siding and gutters in 2024. The property is being sold "as is." Don't miss your chance to make this Woodbury property your own!

Key Facts

City/Town
Woodbury
Neighborhood
Hazel Plain
Property / Style
Single Family · Cape Cod
Year Built
1900
Days on Market
31 days
Beds
3
Baths
2 full · 1 half
Living Area
2,032 sq ft
Lot Size
1.51 acres
Garage / Parking
2 garage
Property Taxes
$6,255 / 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

$449,000

vs $834,450 median

46.2% below median

Price / Sq Ft

$221

vs $302 median

26.8% below median

Days on Market

31 days

vs 45 days median

14 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

241 Hoop Pole Hill Road, Woodbury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,960

per month

  • Principal & Interest$2,289
  • Property Taxes$521
  • Insurance$150
  • HOA$0

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

Location

City/Town
Woodbury
Neighborhood
Hazel Plain
County
Litchfield

Residence

Property Type
Single Family
Style
Cape Cod
Year Built
1900
New Construction
No/Resale
Living Area
2,032 sq ft

Schools

Elementary
Mitchell
High
Nonnewaug

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
None
Fireplaces
1
Laundry
Main Level
Appliances
Gas CooktopOven/RangeDishwasherWasher
Basement
FullUnfinishedConcrete Floor
In-Law Apartment
No
Interior Features
Auto Garage Door OpenerCable - Available

Exterior & Lot

Lot Size
1.51 acres
Zoning
OS100
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Pool
Safety FenceVinylIn Ground Pool
Construction
Vinyl Siding
Color
White
Roof
Asphalt Shingle
Foundation
Block
Lot Description
Lightly WoodedSloping Lot

Listing & Financials

Property Taxes
$6,255 / Annually
Days on Market
31
MLS #
24099709
MLS Status
Active

Similar Properties

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Listed By

Rhya Szymansky

(203) 206-6200

Drakeley Real Estate, Inc.

(203) 263-4336

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 5:15 AM UTC.