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40 Ruffin Road, 
Woodbury, CT 06798

$1,790,000


4

Beds


3

Baths


2,732

Sq Ft


Single Family

Active

Listed by

Mary Ann Bennett, (203) 206-7048

Drakeley Real Estate, Inc., (203) 263-4336

(203) 263-4336

Last updated:

August 1, 2026, 11:39 AM

MLS#

24184948

Source:

CT

About This Home

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.

Home Facts

Single Family

3 Baths

4 Bedrooms

Built in 1881

Price Summary

1,790,000

$655 per Sq. Ft.

MLS #:

24184948

Last Updated:

August 1, 2026, 11:39 AM

Added:

1 month(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

2

Interior

Living Area:

2,732 Sq. Ft.


Structure

Structure

Architectural Style:

Colonial

Building Area:

2,732 Sq. Ft.

Year Built:

1881


Lot

Lot Size (Sq. Ft):

274,428


Finances & Disclosures

Finances

Price:

$1,790,000

Price per Sq. Ft:

$655 per Sq. Ft.

Source:CT
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40 Ruffin Road
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Sun, Aug 2
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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.