27 Middle Quarter Road Woodbury, CT $ 1,100,000
27 Middle Quarter Road
$ 1,100,000
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27 Middle Quarter Road

Woodbury, CT, 06798
$ 1,100,000
Bedrooms3 Baths2.1 Sq 2,042

Monthly Estimate*

$ 6,773

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Single Family Home for sale in Woodbury, CT

for $1,100,000 with 3 bedrooms and 2 full baths, 1 half bath. This 2,042 square foot home was built in 1825 on a lot size of 1.49.

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! The home is under renovation and will be complete in 3 to 6 months. Buyers can still make some changes or upgrades. This MQ commercial zone provides flexibility to run businesses, add square feet for more business opportunity, or develop this parcel into a mixed use property with a commercial and residential component. Call for specifications and there is still time to make changes.

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Single Family Active

Price

$ 1,100,000

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 6,728

Style

Lot Size

1.49

Year Built

1825

Town/City

Woodbury

MLS | Web ID

24146826

Features
General
Zoning MQ
Neighborhood Middle Quarter
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 1.49
Directions 6 to middle quarter road or 64 to old sherman to middle quarter road
High School Nonnewaug
City Woodbury
Elementary School Mitchell
Sq Ft Total 2042
DOM 0
Year Built 1825
Style Colonial
Year Built Source Public Records
Energy Features Storm Windows
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Interior
Cooling System Central Air
Total Rooms 9
Basement Description Partial Full
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Exterior
Water Source Public Water Connected
Lot Description Level Lot Open Lot
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* Excluded Features
List By
Timothy Drakeley

Listing Agent

Drakeley Real Estate, Inc.

Broker

tim@drakeley.com

Email

Affordability Calculator

$7,334
Per Month
92%
8%
0%
Monthly Principal & Interest
$6,773
Monthly Property Taxes
$561
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
1233322 Elementary School
1232807 Middle School
Nonnewaug High School High School
Pricing History
DatePricePrice ChangeDescription
1/2/2026$1,100,000 Listed Price

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27 Middle Quarter Road, Woodbury, CT, 06798 is a Single Family Home for sale at $1,100,000 with 2,042 sqft and a lot size of 1.49. 27 Middle Quarter Road has 3 bedrooms, 2.1 baths, and was built in 1825. The property's zip code is 06798 which is in Woodbury, CT