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2 Judd Hill Road, Woodbury, CT 06798

Single Family For Sale

$599,900
$408/sqft
2 Judd Hill Road, Woodbury, CT
Active
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3
Bedrooms
2
Bathrooms
1,470
Sq Ft
0.96
Acres
1958
Year Built

About This Home

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.

Listed by Timothy Drakeley (203) 510-9184 with Drakeley Real Estate, Inc. (203) 263-4336

Listing Snapshot

Price $599,900 Days on Our Site 0 days
Property Tax $3,988/yr Style Cape Cod
Year Built 1958 Total Sq Ft 1,470
Lot Size 0.96 acres HOA Fees N/A
Bedrooms 3 Full Bathrooms 2
Total Rooms 7 Half Baths 0

Key Features

Interior
  • Auto Garage Door Opener
Appliances
  • Oven/Range
  • Refrigerator
  • Dishwasher
  • Washer
  • Dryer
Outdoor
  • Deck
Nearby
  • Golf Course
  • Lake
  • Library
  • Private School(s)
  • Tennis Courts

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 2
Garage Type Attached Garage

Systems & Utilities

Heat Hot Air
Fuel Oil
Cooling Window Unit
Hot Water Other
Water Private Well
Sewer Septic

Schools

Elem Mitchell
Middle Woodbury
High Nonnewaug

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $332/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
May 5, 2026 Listed $599,900

Frequently Asked Questions

How much does 2 Judd Hill Road in Woodbury, CT cost?
This property is listed at $599,900, which works out to $408 per square foot.
How many bedrooms does 2 Judd Hill Road have?
This home has 3 bedrooms and 2 bathrooms.
What is the square footage of 2 Judd Hill Road?
The home is 1,470 square feet, situated on 0.96 acres.
When was 2 Judd Hill Road in Woodbury built?
This property was built in 1958.
Is 2 Judd Hill Road, Woodbury, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 2 Judd Hill Road, Woodbury in?
This home is served by the Woodbury public school system, with Mitchell as the elementary school and Nonnewaug as the high school.
How do I schedule a tour of 2 Judd Hill Road, Woodbury, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Timothy Drakeley · (203) 510-9184

Drakeley Real Estate, Inc. · (203) 263-4336

MLS# 24172678 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated May 5, 2026 3:50 PM UTC