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$550,000

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,470 Sq. Ft.
  • 2 Car Garage
  • Updated 7 days ago
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Charm and modern comfort come together in this beautifully renovated 3BR, 2BA home set on nearly an acre along a quiet country road in Woodbury. The inviting main level features a cozy living room with a fireplace, a spacious first-floor bedroom, and a full bath-perfect for guests or one-level living. A 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, seeded, and extends to a peaceful meadow that backs to a wooded preserve. The recent expansion includes an oversized two-car garage, extra deep with high ceilings offering loft or workshop potential. 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, or a creative workspace. Move-in ready and turn-key, this home blends New England charm with thoughtful updates and serene surroundings that will certainly delight everyone who walks through the door of this one of a kind home situated on an extremely private lot. Come see it and don't miss this opportunity to own an oasis in Woodbury. Added highlights include a new furnace (2025), new septic tank (2025), newer whole-house propane generator, and a roof approximately 10 years old.

Full Property Details for 2 Judd Hill Rd

General

  • Sold For: $550,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24134430
  • Added to Site: 91 day(s) ago

Interior

  • Number of Rooms: 6
  • Interior Features: Auto Garage Door Opener, Open Floor Plan
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom, Main
  • Bedroom 1: Bedroom - Wide Board Floor, Upper
  • Bedroom 2: Bedroom - Wide Board Floor, Upper

Other Rooms

  • Family Room: Family Room - Fireplace, Hardwood Floor, Main
  • Eat In Kitchen: Eat-In Kitchen - Balcony/Deck, Dining Area, Eating Space, Fireplace, Island, Har, Main
  • Laundry: Main Level

Exterior

  • Exterior Features: Deck, Gutters, Garden Area, Lighting, Stone Wall
  • Color: White

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 6
  • Parking: Attached Garage, Paved, Off Street Parking, Driveway

Location

  • County: Litchfield
  • Neighborhood: Quassapaug
  • Driving Directions: GPS: 2 Judd Hill Road, Woodbury, CT

School Information

  • Elementary School: Mitchell
  • Middle School: Per Board of Ed
  • Intermediate School: Per Board of Ed
  • High School: Nonnewaug

Community

  • Community Name: Quassapaug

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Hot Air, Oil
  • Heating Fuel: Oil
  • Water Heater: Electric, 50 Gallon Tank, Tank Size Unknown

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Cape Cod
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Full
  • Roof: Asphalt Shingle
  • Square Feet: 1,470
  • Above Ground: 1,470 Sq. Ft.
  • Year Built: 1958

Lot Features

  • Lot Size (Acres): 0.96
  • Driveway/Sidewalk: Private, Paved
  • Zoning: OS80
  • Lot Description: Corner Lot, Some Wetlands, Level Lot, Cleared, Water View, Open Lot

Financial Considerations

  • Assessment Amount: $168,840
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 932289

Listed by Higgins Group Bedford Square, Meg George
Sold by Drakeley Real Estate, Inc., Timothy Drakeley

Listing agent

— 2 Judd Hill Rd —

  • Meg George

    Higgins Group Bedford Square

Agent Contact: (203) 470-5267 Office Contact: (203) 226-0300

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 2 Judd Hill Rd

School District:Regional School District 14
NameGradesDistance
Mitchell Elementary School
14 School Street, Woodbury, CT 06798
PK-53.3 mi
Bethlehem Elementary School
92 East Street, Bethlehem, CT 06751
PK-58.8 mi
Woodbury Middle School
67 Washington Avenue, Woodbury, CT 06798
6-83.6 mi
Nonnewaug High School
5 Minortown Road, Woodbury, CT 06798
9-123.2 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 2 Judd Hill Rd

Date
Details
Price
Change
Source
1/09/2026
Sold
$550,000
-3.34%
MLS
11/06/2025
Price Reduced
$569,000
-5.01%
MLS
10/18/2025
Listed
$599,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Higgins Group Bedford Square, Meg George
Sold by Drakeley Real Estate, Inc., Timothy Drakeley

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2 Judd Hill Road, Woodbury, CT 06798 (MLS# 24134430) is a Single Family property that was sold at $550,000 on January 09, 2026. Want to learn more about 2 Judd Hill Road? Do you have questions about finding other Single Family real estate for sale in Woodbury? You can browse all Woodbury real estate or contact a Coldwell Banker agent to request more information.