$1,100,000

27 Middle Quarter Road, Woodbury, CT 06798

  • 3 beds |
  • 3 baths |
  • 2,042 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1825
  • Property Lot Size Icon1.49acre lot
  • Property Parking Icon 4 car garage
  • Property Price Per Square Feet Icon $539/sqft
  • Property List Date Icon Listed 1 month ago

Property Description

Discover the charm of this beautiful antique home in the heart of Woodbury! Nestled on the serene Middle Quarter Road, this vintage gem is being restored by the current owner and is just a 2-minute stroll from coffee shops, top-notch restaurants, and the historic Main Street. The home will be meticulously updated from the ground up, featuring wide board antique flooring, a stunning great room with a cathedral ceiling and fireplace, and formal living and dining rooms, each with its own fireplace. Upstairs, the primary suite boasts a vaulted ceiling with exposed beams, accompanied by two additional bedrooms and a walk-up attic. This will be a brand new house when complete; new mechanicals, new insulation, new wiring, new plumbing, new kitchen and baths - a new home with the charm of old. The exterior could be equally impressive, offering two post-and-beam barns, and a beautifully landscaped level lot. The Middle Quarter zoning adds extra versatility, allowing you to run a business from home and even expand the living space into the barns. This is truly one of the best locations in Woodbury!

Listing Status:
Active
Date Added:
January 2, 2026
Data Last Updated:
February 8, 2026 at 4:50PM
Listing Office:
Drakeley Real Estate, Inc. : (203) 263-4336
Listing Agent:
Timothy Drakeley : (203) 510-9184
MLS ID:
24146826
  • General: Cable - AvailableOpen Floor Plan
  • Rooms: Workshop
  • Appliances: Allowance
  • Laundry: Main Level
  • Basement: PartialFull
  • A/C: Central Air
  • Heating: Hot AirHot WaterPropane
  • Fireplace: Fireplaces: 2
  • General: Underground UtilitiesBarnPatio
  • Style: Colonial
  • Roofing: Asphalt Shingle
  • County: Litchfield
  • Zoning: MQ936023
  • Water: Public Water Connected
  • Sewer: Septic

Presented by Veterans United Realty

This listing courtesy of Timothy Drakeley , Drakeley Real Estate, Inc.

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

M

Mitchell Elementary School

14 School St, Woodbury, CT, 06798

Grades PK-5

1.63 miles away

W

Woodbury Middle School

67 Washington Ave, Woodbury, CT, 06798

Grades 6-8

1.71 miles away

N

Nonnewaug High School

5 Minortown Rd, Woodbury, CT, 06798

Grades 9-12

2.26 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.