40 Ruffin Road Woodbury, CT $ 1,900,000
40 Ruffin Road
$ 1,900,000
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40 Ruffin Road

Woodbury, CT, 06798
$ 1,900,000
Bedrooms4 Baths2.1 Sq 2,732

Monthly Estimate*

$ 11,699

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Single Family Home for sale in Woodbury, CT

for $1,900,000 with 4 bedrooms and 2 full baths, 1 half bath. This 2,732 square foot home was built in 1881 on a lot size of 6.3.

It's rare to find a vintage estate tucked away from a main road, but this one sits at the end of a private lane, opening to 6.3 enchanting acres framed by stone walls, manicured gardens, and a charming vintage home. The property includes a large custom two-story pole barn, inground pool, detached three-bay garage, and an adorable potting shed. The great room flows into a kitchen with handmade cabinetry, butler's pantry, soapstone counters, and a Vulcan stove, all centered around a brick fireplace flanked by double French doors leading to a shady brick patio. Off the kitchen, a spacious screened porch surrounded with stone walls, offers a peaceful spot to enjoy the seasons. The formal living room, currently an office, boasts a light-filled five-window bay, while two front entry rooms serve as a den and library. The primary suite, in its own wing above the great room, features a private living room, full bath, sleeping area, and views of Perkins Ponds. Three additional bedrooms, accessed via a second staircase, are bright, charming, and surprisingly well-appointed with closets. The impressive barn offers tandem bays for vehicles, a heated workshop, and two upper rooms perfect for future studio spaces. Relax by the pool, take in the flowers, and enjoy the chorus of birds. This private setting is less than five minutes to Historic Woodbury's town center and only 10 minutes to Washington Depot. Woodbury is Voted top three best places to live in CT according to Travel & Leisure.

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Single Family Active

Price

$ 1,900,000

Bedrooms

4

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 10,041

Style

Lot Size

6.3

Year Built

1881

Town/City

Woodbury

MLS | Web ID

24184948

Features
General
Zoning OS100
Neighborhood N/A
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 6.3
Directions Ruffin Road is a private dirt road go all the way to the end. No RE sign at the beginning of the road just after or before the steel bridge pending approaching direction Wayz will work use Google maps
High School Nonnewaug
City Woodbury
Elementary School Mitchell
Sq Ft Total 2732
DOM 1
Year Built 1881
Style Colonial
Year Built Source Public Records
Pool Description Vinyl In Ground Pool
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Interior
Cooling System Central Air
Total Rooms 8
Basement Description Crawl Space Full Interior Access
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Exterior
Water Source Private Well
Lot Description Level Lot Professionally Landscaped Water View
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* Excluded Features
List By
Mary Ann Bennett

Listing Agent

Drakeley Real Estate, Inc.

Broker

maryann@drakeley.com

Email

Affordability Calculator

$12,535
Per Month
93%
7%
0%
Monthly Principal & Interest
$11,699
Monthly Property Taxes
$837
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
6/19/2026$1,900,000 Listed Price

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40 Ruffin Road, Woodbury, CT, 06798 is a Single Family Home for sale at $1,900,000 with 2,732 sqft and a lot size of 6.3. 40 Ruffin Road has 4 bedrooms, 2.1 baths, and was built in 1881. The property's zip code is 06798 which is in Woodbury, CT