40 Ruffin Road, Woodbury, CT 06798
Single Family For Sale
Save this home
We'll notify you about price changes and updates to this listing.
You're all set!
We'll notify you about any updates to this listing.
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.
Listed by Mary Ann Bennett (203) 206-7048 with Drakeley Real Estate, Inc. (203) 263-4336
Listing Snapshot
| Price | $1,790,000 | Days on Our Site | 44 days |
| Property Tax | $10,041/yr | Style | Colonial |
| Year Built | 1881 | Total Sq Ft | 2,732 |
| Lot Size | 6.3 acres | HOA Fees | N/A |
| Bedrooms | 4 | Full Bathrooms | 2 |
| Total Rooms | 8 | Half Baths | 1 |
Key Features
- Auto Garage Door Opener
- Cable - Pre-wired
- Central Vacuum
- Security System
- Gas Range
- Range Hood
- Refrigerator
- Dishwasher
- Washer
- Dryer
- Porch-Screened
- Shed
- Porch
- Barn
- Gutters
- Garden Area
- Stone Wall
- French Doors
- Patio
- Vinyl
- In Ground Pool
- River
- Golf Course
- Health Club
- Library
- Medical Facilities
- Private School(s)
- Stables/Riding
- Tennis Courts
Structure & Parking
Systems & Utilities
Schools
Mortgage Calculator
Estimate only. Contact a lender for accurate figures.
Listing History
| Date | Event | Price |
|---|---|---|
| Jul 17, 2026 | Price Reduced | $1,790,000 |
| Jun 18, 2026 | Listed | $1,900,000 |
Frequently Asked Questions
How much does 40 Ruffin Road in Woodbury, CT cost?
How many bedrooms does 40 Ruffin Road have?
What is the square footage of 40 Ruffin Road?
When was 40 Ruffin Road in Woodbury built?
Is 40 Ruffin Road, Woodbury, CT still available?
What school district is 40 Ruffin Road, Woodbury in?
How do I schedule a tour of 40 Ruffin Road, Woodbury, CT?
Listing Agent
Mary Ann Bennett · (203) 206-7048
Drakeley Real Estate, Inc. · (203) 263-4336
MLS# 24184948 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Jul 31, 2026 12:43 PM UTC
Interested in this property?
Get more information or schedule a showing.
Similar Homes Nearby
$1,995,000
55 Good Hill Road, Woodbury
4 bd · 5 ba · 3,324 sf
$1,575,000
819 Main Street, Woodbury
3 bd · 3 ba · 2,992 sf
$1,495,000
30 Hollow Road, Woodbury
5 bd · 5 ba · 4,884 sf
$1,395,000
509 Weekeepeemee Road, Woodbury
3 bd · 3 ba · 2,346 sf
$1,495,000
99 Carriage Lane, Roxbury
4 bd · 3 ba · 6,395 sf
Message sent!
We'll be in touch shortly.
Contact Agent
Get more information about this property.
Request a tour
Interested in this listing?
Pick a tour type and suggest a date and time that works for you.
40 Ruffin Road, Woodbury CT, 06798
$1,790,000 • Active
Tour requested!
We'll confirm your showing shortly.
RYZE Realty Group