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Back 2 Judd Hill Road
Off Market

2 Judd Hill Road

Woodbury CT 06798

3
2
2
1470 sq. ft.
0.96 ac.
Single-Family
Last sold for $575,000
Timothy DrakeleyTimothy Drakeley, last sold this property on 02 July 2026 after 57 days on market.

Overview

Charm and modern comfort come together in this beautifully renovated 3-bedroom, 2-bath home set on nearly an acre along a quiet country road in Woodbury. Thoughtfully updated and move-in ready, this inviting home blends classic New England character with practical improvements throughout, including a fully insulated attic and insulated walls added by the current owner for enhanced comfort and efficiency. The main level features a warm living room with fireplace, a spacious first-floor bedroom, and a full bath, offering flexibility for guests or convenient one-level living. The newly updated kitchen opens to the dining area and leads directly to a brand-new deck overlooking a private, level backyard with distant pond and mountain views. The yard has been cleared and extends to a peaceful meadow that backs to a wooded preserve, creating a serene and private setting. A recent expansion added an oversized two-car garage, extra deep with high ceilings and potential for a loft, workshop, or additional storage. The full basement offers tall ceilings, ample storage, and rear exterior access to the leveled backyard. Adjacent to the basement door is an additional versatile room, ideal for outdoor storage, tools, hobbies, or a creative workspace.

Features

3 bedrooms
2 bathrooms
2 carspaces
2 garage spaces
1470 sq. ft. floor area
0.96 ac. lot size
Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in Woodbury over the last 12 months, the estimated median property value of 2 Judd Hill Road is $568k.

Median value
$568k
Estimated value range
$340k - $1.5m
Median days on market
35
Estimated value trend
6%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Woodbury. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 2 Judd Hill Road

2026
Sold
$575,000
02 Jul 2026 by Timothy Drakeley, of Drakeley Real Estate, Inc.
2026
Sold
$550,000
09 Jan 2026 by Meg George, of Higgins Group Bedford Square
2025
Sold
$325,000
28 Feb 2025 by MaryAnne Betso, of Coldwell Banker Realty

Happy sellers in Woodbury

~%

We have insufficient information to provide an overview of customer satisfaction for Woodbury. Viewing the agent profiles, reviews and sales for Woodbury can provide insights for this location.

Local market activity for 3 bedroom single-family properties in Woodbury

In the last 12 months, 37 three-bedroom single-family properties similar to 2 Judd Hill Road, have been sold.

This represents a 24% increase in three-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Woodbury

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Paul Mucci

Sellers who recommend Paul Mucci have praised them for being clear communication, responsive, and local expert

  •   4.8   (20 reviews)
  •  1 Review in Woodbury
  •  1 Sale in Woodbury
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Eli Carneiro

Eli Carneiro is a recommended agent for Woodbury.  They have 1 local sale and collected 1 local review across the last 12 months.

  •   5   (9 reviews)
  •  1 Review in Woodbury
  •  1 Sale in Woodbury
View profile
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Pamela Dostilio

Sellers who recommend Pamela Dostilio have praised them for being local expert, clear communication, responsive, friendly, detail-oriented, empathetic, and dedicated

  •   5   (83 reviews)
  •  1 Review in Woodbury
  •  1 Sale in Woodbury
View profile
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Mary Ann Bennett

Mary Ann Bennett is a recommended agent for Woodbury.  They have 8 local sales across the last 12 months.

  •  8 Sales in Woodbury
View profile
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