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$1,900,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,732 Sq. Ft.
  • 5 Car Garage
  • Updated 7 hours ago
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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.

Full Property Details for 40 Ruffin Rd

General

  • Price: $1,900,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24184948
  • Updated: 6/18/2026
  • Added to Site: 1 day(s) ago

Interior

  • Number of Rooms: 8
  • Rooms/Areas: Workshop
  • Interior Features: Auto Garage Door Opener, Cable - Pre-wired, Central Vacuum, Security System
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Gas Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Book Shelves, Bedroom Suite, Built-Ins, Full Bath, Wall/Wall Carpet, Upper
  • Bedroom 1: Bedroom - Hardwood Floor, Upper
  • Bedroom 2: Bedroom - Hardwood Floor, Upper
  • Bedroom 3: Bedroom - Hardwood Floor, Upper

Other Rooms

  • Living Room: Living Room - Bay/Bow Window, Wide Board Floor, Main
  • Great Room: Great Room - Beams, Dining Area, Fireplace, French Doors, Patio/Terrace, Wide Board Floor, Main
  • Kitchen: Kitchen - Built-In Hutch, Dining Area, Dry Bar, Pantry, Wide Board Floor, Main
  • Office: Office - Wide Board Floor, Main
  • Den: Den - Wide Board Floor, Main
  • Laundry: Main Level

Additional Information

  • Pool: Yes
  • Pool Description: Vinyl, In Ground Pool

Exterior

  • Exterior Features: Porch-Screened, Shed, Porch, Barn, Gutters, Garden Area, Stone Wall, French Doors, Patio
  • Color: white

Parking

  • Garage: Yes
  • Garage Spaces: 5
  • Total Spaces: 20
  • Parking: Barn, Detached Garage, Driveway

Location

  • County: Litchfield
  • Driving 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

School Information

  • Elementary School: Mitchell
  • High School: Nonnewaug

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Domestic

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Crawl Space, Full, Interior Access
  • Roof: Asphalt Shingle, Wood Shingle
  • Attic: Yes
  • Square Feet: 2,732
  • Above Ground: 2,732 Sq. Ft.
  • Year Built: 1881

Lot Features

  • Lot Size (Acres): 6.3
  • Driveway/Sidewalk: Private, Gravel
  • Zoning: OS100
  • Lot Description: Level Lot, Professionally Landscaped, Water View

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: River

Financial Considerations

  • Assessment Amount: $425,110
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 933676

Listed by Drakeley Real Estate, Inc., Mary Ann Bennett

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Listing agent

— 40 Ruffin Rd —

  • Mary Ann Bennett

    Drakeley Real Estate, Inc.

Agent Contact: (203) 206-7048 Office Contact: (203) 263-4336

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Price & Sales History for 40 Ruffin Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/18/2026
Listed
$1,900,000
204%
MLS
12/09/1999
Sold
$625,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 40 Ruffin Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$10,041
2%
$425,110
—
2023
$9,850
3%
$425,110
29%
2023
$9,560
—
$328,960
—
2022
$9,596
—
$328,960
—
2021
$9,596
—
$328,960
—
2020
$9,596
—
$328,960
—
2019
$9,596
-2%
$328,960
-11%
2018
$9,797
-2%
$368,570
—
2017
$10,010
3%
$368,570
—
2016
$9,690
1%
$368,570
—
2015
$9,609
1%
$368,570
—
2014
$9,469
8%
$368,570
-2%
2011
$8,768
—
$374,700
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 40 Ruffin Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by Drakeley Real Estate, Inc., Mary Ann Bennett

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40 Ruffin Road, Woodbury, CT 06798 (MLS# 24184948) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 40 Ruffin Road is currently listed for $1,900,000 and was received on June 18, 2026. Want to learn more about 40 Ruffin Road? Do you have questions about finding other Single Family real estate for sale in Woodbury? You can browse all Woodbury real estate or contact a Coldwell Banker agent to request more information.

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