40 Ruffin Road
Woodbury, Connecticut 06798
Reduced from $1,900,000
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,732
- Acres
- 6.30
- Year Built
- 1881
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
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.
Key Facts
- City/Town
- Woodbury
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1881
- Days on Market
- 40 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 2,732 sq ft
- Lot Size
- 6.30 acres
- Garage / Parking
- 5 garage · 20 total
- Property Taxes
- $10,041 / Annually
Market Snapshot
The Woodbury Market
Single Family · trailing 12 months
Active Listings
24
27 under contract
Median List Price
$857,000
24 active listings
Median Closed Price
$582,500
88 sales
Median Days on Market
53
24 active listings
Median $ / Sq Ft
$296
24 active listings
Sale-to-List Ratio
99.0%
88 sales
How this home compares
List Price
$1.79M
vs $857,000 median
2.1× the median
Price / Sq Ft
$655
vs $296 median
2.2× the median
Days on Market
40 days
vs 53 days median
13 days fresher than median
Based on 24 active and 88 closed sales (trailing 12 mo) of single family in Woodbury. Source: SmartMLS · As of July 29, 2026.
Location
40 Ruffin Road, Woodbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$9,127
- Property Taxes$837
- Insurance$597
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Woodbury
- Neighborhood
- N/A
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1881
- New Construction
- No/Resale
- Living Area
- 2,732 sq ft
Schools
- Elementary
- Mitchell
- High
- Nonnewaug
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- in butler's pantry off kitchen
- Appliances
- Gas RangeRange HoodRefrigeratorDishwasherWasherDryer
- Basement
- Crawl SpaceFullInterior Access
- Interior Features
- Auto Garage Door OpenerCable - Pre-wiredCentral VacuumSecurity System
- Additional Rooms
- Workshop
Exterior & Lot
- Lot Size
- 6.30 acres
- Zoning
- OS100
- Garage / Parking
- 5 garage spaces20 total parking spacesBarnDetached GarageDrivewayPrivateGravel
- Waterfront
- Direct waterfront
- Waterfront Details
- River
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- VinylIn Ground Pool
- Construction
- Clapboard
- Color
- white
- Roof
- Asphalt ShingleWood Shingle
- Foundation
- ConcreteStone
- Exterior Features
- Porch-ScreenedShedPorchBarnGuttersGarden AreaStone WallFrench DoorsPatio
- Lot Description
- Level LotProfessionally LandscapedWater View
Listing & Financials
- Property Taxes
- $10,041 / Annually
- Days on Market
- 40
- MLS #
- 24184948
- MLS Status
- Active
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/29/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/29/2026 at 11:00 AM UTC.