8 Dillon Road | Woodbridge N/A

$795,000 | 3 Beds | 3 Baths (2 Full, 1 Half) | 4,637 Sq. Ft.

One of the Most Unique & Eclectic Homes in Connecticut! Originally built as a barn in 1750, this expansive and delightfully quirky home is truly one-of-a-kind. From the moment you step inside, you'll be captivated by its whimsical character; starting with the once fully functional cement mixer that has been creatively repurposed as a fireplace with pellet stove. Beyond this conversation piece is a cozy sitting area with fireplace, leading to a serene enclosed porch that overlooks the private in-ground lap pool (8x60) surrounded by lush gardens. The dramatic two-story wood beamed living room is accented by a loft that looks down over the space, adding architectural intrigue. Throughout the home, you'll find an array of alcoves, balconies, lofts, nooks, and crannies-each offering unique charm and functionality. Multiple fireplaces, custom built-in lighting, and intricate architectural details-including stained glass windows-make every corner of this home feel like a discovery. The versatile floorplan includes a private primary suite with steam shower and access to balcony. Adjacent office area leading to a loft with half bath and second stairway. A separate suite of additional bedrooms, each on its own level, sharing a bath and a fireplace in the sitting room. Numerous flexible spaces for bedrooms, offices, studios, or quiet retreats. The peaceful setting enjoys tranquil views over a pond surrounded by mature trees and gardens; offering a true sense of privacy and serenity. SmartMLS 24182465

Directions to property: Amity Road to Dillon Rd.

MLS Listing ID: 
SmartMLS 24182465
Building Details
Details about the building on a property.
Architectural Style: 
Contemporary
Year Built: 
1750
Living Area: 
4,637
Interior: 
Cable - Available, Open Floor Plan
Fireplaces: 
1
Construction
Foundation Details: 
Masonry
Roof: 
Asphalt Shingle
Exterior: 
Shingle, Stone
Exterior Features: 
Balcony, Gazebo, Wrap Around Deck, Deck, Garden Area, Patio
Room Details
Details about the rooms in the building.
Total Rooms: 
11
Total Bedrooms: 
3
Total Bathrooms: 
3
Total Full-Bathrooms: 
2
Total Half-Bathrooms: 
1
Utilities
Information about utilities available on the property.
Heating System: 
Hot Air
Heating System Fuel: 
Electric, Propane, Wood
Cooling System: 
Window Unit
Water Source: 
Private Well
Sewer: 
Septic
Lot/Land Details
Details about the lots and land features included on the property.
Acres: 
1.5
Waterfront: 
0
Water Body Category: 
Not Applicable
Lot Features
Total Parking Spaces: 
10
Garage: 
Under House Garage, Off Street Parking, Driveway
Pool: 
Vinyl, Lap Pool
Public Record
Parcel Number: 
1451355
Annual Tax: 
$14,488.00
Property Zoning: 
A
Listing Dates
Dates involved in the transaction.
Listing Entry Date/Time: 
6/9/2026
Contract Details
Details about the listing contract.
Possession: 
Negotiable
Listing Participants
Participants (agents, offices, etc.) in the transaction.
Listing Agent Name: 
Mark Fagan
Listing Office Name: 
Emerald Glen Associates