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MLS 24182465 For Sale Updated June 10, 2026
8 Dillon Road

Woodbridge, Connecticut 06525

$795,000
On market 2 days
8 Dillon Road
1 / 40

About This Property

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.

Property Details

Interior

Heat
Hot Air — Electric,Propane,Wood
Cooling
Window Unit
Fireplaces
1
Basement
Full,Unfinished,Interior Access,Full With Walk-Out
In-Law Apartment
Possible
Interior Features
Cable - Available Open Floor Plan

Exterior & Lot

Roof
Asphalt Shingle
Construction
Construction
Pool
Vinyl,Lap Pool
Exterior Features
Balcony Gazebo Wrap Around Deck Deck Garden Area Patio
Lot Description
Treed Rolling
Garage & Parking
Under House Garage Off Street Parking Driveway

Utilities & Systems

Water Source
Private Well
Sewer
Septic

Community & Schools

Elementary
Beecher Road
Middle
NULL
High
Amity Regional
Nearby Amenities
Medical Facilities

Appliances

Included
Electric Range Refrigerator

8 Dillon Road

Woodbridge , Connecticut 06525

$795,000

On market 2 days

Beds
3
Baths
3
SqFt
4,637
Type
Single Family
County New Haven
Garage 2
Rooms -
Lot Size 1.50 Acres
Property Tax $14,488
Assessed Value $444,150
Year Built 1750
Style Contemporary
Zoning A
Parking Spaces 10

Payment Estimate

30-year fixed. Includes taxes; estimates only.

Estimated Monthly Payment
Open the full mortgage calculator →

Property Map

Map location is based on the property address.

Listing information is deemed reliable but not guaranteed and is sourced from the local MLS feed. Brokerage shown: 13989.

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