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Good evening. Welcome to 40 Ruffin Road, Woodbury, CT

$1,790,000
4
Beds
3.00
Baths
2,732
SqFt
6.30
Acres

Pricing Insight: Originally listed for $1,900,000, the price was last adjusted to $1,790,000 on July 30, 2026, a –$110,000 (5.8%) change, approximately 0 days ago. This property has been on the market for approximately 42 days.

40 Ruffin Road, Woodbury, CT is a 4-bed, 3-bath, 2,732 square foot home built in 1881 , featuring colonial architecture.

This home is within the Woodbury school district. Local, with nearby schools including Mitchell.

MLS #: 24184948

Offered Price: $1,790,000

Residence Type: Single Family

Architectural Style: Colonial

Living Area: 2,732 Sq. Ft.

Lot Size: 6.30 Acres

Neighborhood: N/A

County: Litchfield

Year Built: 1881

Design & Construction: Frame

Heating: Hot Water

Cooling: Central Air

Garage Spaces: 5

Price per Sq Ft as listed: $655

Estimated Tax: $10,041

Days on Market: 42

$1,400
1 Beds · 1 Baths · 600 Sq Ft
4-2 Weekeepeemee Road, Woodbury
$1,900
2 Beds · 1 Baths · 1,100 Sq Ft
4-5 Weekeepeemee Road, Woodbury
$259,000
3 Beds · 2 Baths · 1,562 Sq Ft
6 Easy Street, Woodbury

Home Automation: Not specified

Energy Features: Not specified

Solar Contract: Not specified

Heating Fuel: Oil

Fuel Type: Hot Water

Fuel Tank Location: In Basement

Cooling System: Central Air

Hot Water System: Oil, Domestic

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $655 / Sq. Ft.

Tax assessed value: $425,110

Estimated Tax: $10,041

Architectural Style: Colonial

Design & Construction: Frame

Residence Type: Single Family

Year Constructed: 1881

Living Area: 2,732 Sq. Ft.

Lot Size: 6.30 Acres

Fuel: Oil

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AUTOMATED VALUATION ESTIMATE

Powered by Realtors Property Resource® (RPR)

Note: Computer-generated estimate, not an appraisal.

Understanding This Valuation

The RPR AVM considers:

  • Recent sales of comparable properties
  • Property characteristics and location
  • Market trends in Woodbury
  • Statistical modeling algorithms
Local Market Context
Active Listings: 50
Average Price: $670,447
Average DOM: 42 days

Complimentary CMAs, no obligation

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.

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Flood Risk Assessment Water Body Detected Nearby

Water Proximity Detected: This property exhibits indicators suggesting nearby or referenced water features
Location Analysis:
Water features noted
Water Proximity:
Near water body
Topography:
Standard terrain • 6.3 acres
Water Indicators Found:
  • Water-related features referenced in listing details
Recommendations:
  • Professional flood assessment advised
  • Based on identified water-related indicators, flood insurance may warrant consideration
  • Consult FEMA Flood Maps for zone verification
  • Evaluate drainage systems
  • Review local flood history
Risk Level: Moderate

Property near water bodies. Consider flood insurance.

Walkability Score: calculating…
Motif Lifestyle Score: calculating…

Amenity Access Summary

  • Dining & Café Access: Low to Moderate
  • Daily Services: Limited
  • Recreational Space: Limited Nearby
How These Scores Are Calculated

These scores reflect the proximity and concentration of nearby amenities, measured against a typical town-center environment.

  • Walkability emphasizes access to daily necessities such as groceries, pharmacies, banking, and routine services.
  • Motif Lifestyle emphasizes dining, cafés, parks, and leisure destinations that contribute to neighborhood character and quality of life.

All scores are normalized on a 0–100 scale to allow consistent comparison across different locations.

50

Homes For Sale

$670,447

Average List Price

Mechanicals & Utilities: Hot Water • Oil • Central Air • Private Well water • 1 fireplaces

Exterior Features

Exterior Construction: Clapboard

Roof Type: Asphalt Shingle,Wood Shingle

Foundation: Concrete,Stone

Driveway: Private,Gravel

Garage: Barn,Detached Garage,Driveway (5 car)

Parking: 20 Total

Patio/Deck: Porch-Screened,Shed,Porch,Barn,Gutters,Garden Area,Stone Wall,French Doors,Patio

Pool: Vinyl,In Ground Pool

Utilities: Water: Private Well

Outbuildings: Porch-Screened,Shed,Porch,Barn,Gutters,Garden Area,Stone Wall,French Doors,Patio

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"Local Market Expert"

Agent Photo
George Antonopoulos
Real Estate Advisor
Woodbury • Connecticut Shoreline
Licensed Real Estate Agent – Connecticut
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 Verified Motif Advisor
Good evening George, I'm interested in
40 Ruffin Road, Woodbury, Connecticut
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Agent Photo
George Antonopoulos
george@appzentric.com
203-675-3399
Presented by motif • Source: MLS • Listed by: Mary Ann Bennett • Drakeley Real Estate, Inc. • MLS# 24184948