27 Middle Quarter Rd Woodbury, CT 06798
Estimated payment $4,257/month
Total Views
104,745
3
Beds
3
Baths
2,042
Sq Ft
$343
Price per Sq Ft
Highlights
- Detached Guest House
- Barn
- Colonial Architecture
- Bethlehem Elementary School Rated 9+
- Open Floorplan
- Attic
About This Home
Discover the charm of this beautiful antique home in the heart of Woodbury! Nestled on the serene Middle Quarter Road, this vintage gem in need of restoration is just a 2-minute stroll from coffee shops, top-notch restaurants, and the historic Main Street. The home could 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. 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!
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $6,728
Year Built
- Built in 1825
Lot Details
- 1.48 Acre Lot
- Home fronts a stream
- Property is zoned MQ
Parking
- 4 Car Garage
Home Design
- Colonial Architecture
- Concrete Foundation
- Stone Foundation
- Frame Construction
- Asphalt Shingled Roof
- Clap Board Siding
Interior Spaces
- 2,042 Sq Ft Home
- Open Floorplan
- 3 Fireplaces
- Workshop
- Walkup Attic
- Storm Windows
- Laundry on main level
Bedrooms and Bathrooms
- 3 Bedrooms
- 3 Full Bathrooms
Basement
- Basement Fills Entire Space Under The House
- Partial Basement
Schools
- Mitchell Elementary School
- Nonnewaug High School
Utilities
- Central Air
- Hot Water Heating System
- Heating System Uses Propane
- Underground Utilities
- Hot Water Circulator
- Fuel Tank Located in Ground
- Cable TV Available
Additional Features
- Patio
- Detached Guest House
- Property is near a golf course
- Barn
Listing and Financial Details
- Assessor Parcel Number 936023
Map
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Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $6,728 | $284,830 | $83,930 | $200,900 |
| 2024 | $6,600 | $284,830 | $83,930 | $200,900 |
| 2023 | $6,542 | $225,110 | $83,910 | $141,200 |
| 2022 | $6,566 | $225,110 | $83,910 | $141,200 |
| 2021 | $6,566 | $225,110 | $83,910 | $141,200 |
| 2020 | $6,566 | $225,110 | $83,910 | $141,200 |
| 2019 | $6,566 | $225,110 | $83,910 | $141,200 |
| 2018 | $6,525 | $245,500 | $93,730 | $151,770 |
| 2017 | $6,668 | $245,500 | $93,730 | $151,770 |
| 2016 | $6,454 | $245,500 | $93,730 | $151,770 |
| 2015 | $6,400 | $245,500 | $93,730 | $151,770 |
| 2014 | $6,307 | $245,500 | $93,730 | $151,770 |
Source: Public Records
Property History
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 03/12/2025 03/12/25 | Price Changed | $699,900 | -39.1% | $343 / Sq Ft |
| 11/09/2024 11/09/24 | For Sale | $1,150,000 | +259.4% | $563 / Sq Ft |
| 04/09/2024 04/09/24 | Sold | $320,000 | +14.7% | $157 / Sq Ft |
| 03/12/2024 03/12/24 | Pending | -- | -- | -- |
| 02/16/2024 02/16/24 | For Sale | $279,000 | -- | $137 / Sq Ft |
Source: SmartMLS
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $320,000 | None Available | |
| Warranty Deed | $320,000 | None Available | |
| Commissioners Deed | $485,401 | None Available | |
| Commissioners Deed | $485,401 | None Available | |
| Deed | $110,000 | -- |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $294,000 | No Value Available |
Source: Public Records
About the Listing Agent
Since 1991, Tim Drakeley has solidified his reputation as a premier broker and salesperson, consistently ranked as Woodbury, CT’s #1 selling and listing broker for 12 years and a top producer in the Tri-bury region and all of Litchfield County. A graduate of Holy Cross High School, Northfield Mount Hermon Prep School, and Babson College, where he studied Finance and Entrepreneurial Studies, Tim brings deep expertise to Drakeley Real Estate. Founded in 1986 by his mother, entrepreneur Joyce S.
Tim's Other Listings
Source: SmartMLS
MLS Number: 24049803
APN: WOOD-000102-000000-000041
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