This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/40
$795,000
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/40
Property Description
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.
Full Property Details
Full Property Details for 8 Dillon Rd
General
- Price: $795,000
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24182465
- Updated: 6/9/2026
- Added to Site: 9 day(s) ago
Interior
- Number of Rooms: 11
- Rooms/Areas: Bonus Room, Exercise Room, Laundry Room, Sitting Room
- Interior Features: Cable - Available, Open Floor Plan
- Fireplace: Yes
- Number of Fireplaces: 1
- Appliances: Electric Range, Refrigerator
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
- Primary Bedroom: Primary Bedroom - Balcony/Deck, Bedroom Suite, Dressing Room, Full Bath, Whirlpool Tub, Walk-In Closet, Upper
- Bedroom 1: Bedroom - Bedroom Suite, Main
- Bedroom 2: Bedroom - Bedroom Suite, Upper
Other Rooms
- Living Room: Living Room - Palladian Window(s), 2 Story Window(s), 9 ft+ Ceilings, Beams, Main
- Kitchen: Kitchen - Breakfast Bar, Dining Area, Fireplace, Main
- Dining Room: Dining Room - Beams, Main
- Office: Office - French Doors, Main
- Den: Den - Beams, Half Bath, Upper
- Study: Fireplace, Main
- Library: Library, Main
- Loft: Loft - 9 ft+ Ceilings, Beams, Upper
- Laundry: Main Level
Additional Information
- Pool: Yes
- Pool Description: Vinyl, Lap Pool
Exterior
- Exterior Features: Balcony, Gazebo, Wrap Around Deck, Deck, Garden Area, Patio
Parking
- Garage: Yes
- Garage Spaces: 2
- Total Spaces: 10
- Parking: Under House Garage, Off Street Parking, Driveway
Location
- County: New Haven
- Driving Directions: Amity Road to Dillon Rd.
School Information
- Elementary School: Beecher Road
- High School: Amity Regional
Heating & Cooling
- Cooling Type: Window Unit
- Heating Type: Hot Air, Electric, Propane, Wood
- Heating Fuel: Electric, Propane, Wood
- Water Heater: Domestic
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Contemporary
- Construction Status: No/Resale
- Exterior Const.: Shingle, Stone
- Basement Desc.: Full, Unfinished, Interior Access, Full With Walk-Out
- Roof: Asphalt Shingle
- Square Feet: 4,637
- Above Ground: 4,637 Sq. Ft.
- Year Built: 1750
Lot Features
- Lot Size (Acres): 1.5
- Driveway/Sidewalk: Private
- Zoning: A
- Lot Description: Treed, Rolling
Financial Considerations
- Assessment Amount: $444,150
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 1451355
Listed by Emerald Glen Associates, Mark Fagan
Get Pre-Approved Today
Schools
Schools serving 8 Dillon Rd
School Districts:Regional High School District 05, Woodbridge School District
| Name | Grades | Distance |
|---|---|---|
Beecher Road School 40 Beecher Road, Woodbridge, CT 06525 | K-6 | 2.6 mi |
Amity Middle School: Bethany 190 Luke Hill Road, Bethany, CT 06524 | 7-8 | 3.1 mi |
Amity Regional High School 25 Newton Road, Woodbridge, CT 06525 | 9-12 | 1.2 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 8 Dillon Rd
Date
Details
Price
Change
Source
6/07/2026
Listed
$795,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 8 Dillon Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$14,488
10%
$444,150
57%
2023
$13,147
3%
$283,150
—
2023
$12,764
3%
$283,150
—
2022
$12,393
3%
$283,150
—
2021
$12,074
3%
$283,150
—
2020
$11,759
-3%
$283,150
-6%
2019
$12,084
1%
$300,370
—
2018
$11,964
1%
$300,370
—
2017
$11,847
2%
$300,370
—
2016
$11,576
2%
$300,370
—
2015
$11,312
8%
$300,370
—
2014
$10,506
-6%
$300,440
-8%
2011
$11,141
—
$326,340
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 8 Dillon Rd
8 Dillon Road, Woodbridge, CT 06525 (MLS# 24182465) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 8 Dillon Road is currently listed for $795,000 and was received on June 07, 2026. Want to learn more about 8 Dillon Road? Do you have questions about finding other Single Family real estate for sale in Woodbridge? You can browse all Woodbridge real estate or contact a Coldwell Banker agent to request more information.

