About 8 Dillon Road
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.
Features of 8 Dillon Road
| MLS® # | 24182465 |
|---|---|
| Price | $795,000 |
| Bedrooms | 3 |
| Bathrooms | 3.00 |
| Full Baths | 2 |
| Half Baths | 1 |
| Square Footage | 4,637 |
| Acres | 1.50 |
| Type | Single Family For Sale |
| Style | Contemporary |
| Status | Active |
Community Information
| Address | 8 Dillon Road |
|---|---|
| Area | N/A |
| City | Woodbridge |
| County | New Haven |
| State | Connecticut |
| Zip Code | 06525 |
Amenities
| Parking Spaces | 10 |
|---|---|
| Parking | Under House Garage, Off Street Parking, Driveway |
| # of Garages | 2 |
| Is Waterfront | No |
| Waterfront | Not Applicable |
| Has Pool | Yes |
| Pool | Vinyl, Lap Pool |
Interior
| Interior Features | Cable - Available, Open Floor Plan |
|---|---|
| Appliances | Electric Range, Refrigerator |
| Heating | Hot Air, Electric, Propane, Wood |
| Cooling | Window Unit |
| Fireplace | Yes |
| # of Fireplaces | 1 |
| Has Basement | Yes |
| Basement | Full, Unfinished, Interior Access, Full With Walk-Out |
Exterior
| Exterior | Shingle, Stone |
|---|---|
| Exterior Features | Balcony, Gazebo, Wrap Around Deck, Deck, Garden Area, Patio |
| Lot Description | Treed, Rolling |
| Roof | Asphalt Shingle |
| Foundation | Masonry |
School Information
| Elementary | Beecher Road |
|---|---|
| High | Amity Regional |
Additional Information
| Date Listed | June 9th, 2026 |
|---|---|
| Days on Market | 94 |
| Zoning | A |
| RE / Bank Owned | No |
Listing Details
| Office | Emerald Glen Associates |
|---|
