8 Dillon Road, Woodbridge, CT 06525
Single Family For Sale
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About This Home
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.
Listed by Mark Fagan (203) 305-8640 with Emerald Glen Associates (203) 305-8640
Listing Snapshot
| Price | $795,000 | Days on Our Site | 7 days |
| Property Tax | $14,488/yr | Style | Contemporary |
| Year Built | 1750 | Total Sq Ft | 4,637 |
| Lot Size | 1.5 acres | HOA Fees | N/A |
| Bedrooms | 3 | Full Bathrooms | 2 |
| Total Rooms | 11 | Half Baths | 1 |
Key Features
- Cable - Available
- Open Floor Plan
- Electric Range
- Refrigerator
- Balcony
- Gazebo
- Wrap Around Deck
- Deck
- Garden Area
- Patio
- Vinyl
- Lap Pool
- Medical Facilities
Structure & Parking
Systems & Utilities
Schools
Mortgage Calculator
Estimate only. Contact a lender for accurate figures.
Listing History
| Date | Event | Price |
|---|---|---|
| Jun 7, 2026 | Listed | $795,000 |
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Listing Agent
Mark Fagan · (203) 305-8640
Emerald Glen Associates · (203) 305-8640
MLS# 24182465 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Jun 11, 2026 8:31 PM UTC
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8 Dillon Road, Woodbridge CT, 06525
$795,000 • Active
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