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241 Hoop Pole Hill Road

Woodbury, Connecticut 06798

ACTIVE$399,000

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
Higgins Group Private Brokerage

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Pool2-Car Garage1 FireplacePrice Reduced

About This Home

INVESTORS TAKE NOTICE!! A rare opportunity to bring your vision to life in beautiful Woodbury. 3BR, 2.5 bath Cape just over 2,000 square feet of comfortable living space with endless potential. This home includes hardwood floors throughout. A dedicated home office with custom built-in shelving. Large living room with pellet stove and a spacious mudroom with vaulted ceilings, laundry hookups, and a large walk-in pantry. The property sits on 1.5 acres, complete with an in-ground pool and safety fence. 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." PRICED TO SELL!!

Key Facts

City/Town
Woodbury
Neighborhood
Hazel Plain
Property / Style
Single Family · Cape Cod
Year Built
1900
Days on Market
116 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
$6,631 / Annually

Market Snapshot

The Woodbury Market

Single Family · trailing 12 months

Median Days on Market

64

34 active listings

Median $ / Sq Ft

$318

34 active listings

Sale-to-List Ratio

100.0%

95 sales

How this home compares

List Price

$399,000

vs $812,000 median

50.9% below median

Price / Sq Ft

$196

vs $318 median

38.4% below median

Days on Market

116 days

vs 64 days median

52 days longer than median

Based on 34 active and 95 closed sales (trailing 12 mo) of single family in Woodbury. Source: SmartMLS · As of October 22, 2026.

Location

241 Hoop Pole Hill Road, Woodbury, Connecticut

Property + 11 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: indicative defaults
$2,735

per month

  • Principal & Interest$2,049
  • Property Taxes$553
  • Insurance$133
  • 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
$6,631 / Annually
Days on Market
116
MLS #
24099709
MLS Status
Active

Similar Properties

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

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 10/22/2026. 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 10/22/2026 at 12:35 AM UTC.