40 Ruffin Road, Woodbury, Connecticut

$1,590,000

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4

Beds

3

Baths

2,732

Square feet

6.30

Acres

About 40 Ruffin Road

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. POTENTIAL FOR ADDITIONAL TWO LOTS SPLIT OFF OR SECONDARY HOME TO BE BUILT. BUYERS MUST DO THEIR OWN DUE DILIGENCE.

Features of 40 Ruffin Road

MLS® # 24184948
Price $1,590,000
Bedrooms 4
Bathrooms 3.00
Full Baths 2
Half Baths 1
Square Footage 2,732
Acres 6.30
Type Single Family For Sale
Style Colonial
Status Active

Community Information

Address 40 Ruffin Road
Area N/A
City Woodbury
County Litchfield
State Connecticut
Zip Code 06798

Amenities

Parking Spaces 20
Parking Barn, Detached Garage, Driveway
# of Garages 5
Is Waterfront Yes
Waterfront River
Has Pool Yes
Pool Vinyl, In Ground Pool

Interior

Interior Features Auto Garage Door Opener, Cable - Pre-wired, Central Vacuum, Security System
Appliances Gas Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer
Heating Hot Water, Oil
Cooling Central Air
Fireplace Yes
# of Fireplaces 1
Has Basement Yes
Basement Crawl Space, Full, Interior Access

Exterior

Exterior Clapboard
Exterior Features Porch-Screened, Shed, Porch, Barn, Gutters, Garden Area, Stone Wall, French Doors, Patio
Lot Description Level Lot, Professionally Landscaped, Water View
Roof Asphalt Shingle, Wood Shingle
Foundation Concrete, Stone

School Information

Elementary Mitchell
High Nonnewaug

Additional Information

Date Listed June 19th, 2026
Days on Market 84
Zoning OS100
RE / Bank Owned No

Listing Details

OfficeDrakeley Real Estate, Inc.

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Listing information last updated on September 11th, 2026 at 1:10am EDT.