About 27 Middle Quarter Road
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!
Features of 27 Middle Quarter Road
| MLS® # | 24146826 |
|---|---|
| Price | $999,900 |
| Bedrooms | 3 |
| Bathrooms | 3.00 |
| Full Baths | 2 |
| Half Baths | 1 |
| Square Footage | 2,042 |
| Acres | 1.49 |
| Type | Single Family For Sale |
| Style | Colonial |
| Status | Under Contract - Continue to Show |
Community Information
| Address | 27 Middle Quarter Road |
|---|---|
| Area | Middle Quarter |
| City | Woodbury |
| County | Litchfield |
| State | Connecticut |
| Zip Code | 06798 |
Amenities
| Features | Storm Windows |
|---|---|
| Parking | Barn, Detached Garage |
| # of Garages | 4 |
| Is Waterfront | Yes |
| Waterfront | Brook |
| Has Pool | No |
Interior
| Interior Features | Cable - Available, Open Floor Plan |
|---|---|
| Appliances | Allowance |
| Heating | Hot Air, Hot Water, Propane |
| Cooling | Central Air |
| Fireplace | Yes |
| # of Fireplaces | 2 |
| Has Basement | Yes |
| Basement | Partial, Full |
Exterior
| Exterior | Clapboard |
|---|---|
| Exterior Features | Underground Utilities, Barn, Patio |
| Lot Description | Level Lot, Open Lot |
| Roof | Asphalt Shingle |
| Foundation | Concrete, Stone |
School Information
| Elementary | Mitchell |
|---|---|
| High | Nonnewaug |
Additional Information
| Date Listed | January 2nd, 2026 |
|---|---|
| Days on Market | 250 |
| Zoning | MQ |
| RE / Bank Owned | No |
Listing Details
| Office | Drakeley Real Estate, Inc. |
|---|