4,637 Sq. Ft.
$171 / Sq. Ft.
4,637
Sq. Ft.
$171
per Sq. Ft.

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...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.
  1. Listed by Mark Fagan • Emerald Glen Associates
    P: (203)-305-8640 C: (203)-305-8640 mfagan203@gmail.com

Property Details for 8 Dillon Road

Basement Description
Full, Unfinished, Interior Access, Full With Walk-Out
Direct Waterfront
No
Garages Number
2
Neighborhood
N/A
Style
Contemporary
Garage Parking Info
Under House Garage, Off Street Parking, Driveway
Swimming Pool
Yes
LISTING UPDATED: 06/11/2026 08:31 PM

Property Details for 8 Dillon Road

StatusActive
MLS #24182465
Days on Market20
Taxes$14,488 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1750
Lot Size1.50 AC / 65,340 SF
CountyNew Haven County

Location

Listing Courtesy of Emerald Glen Associates, Mark Fagan
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Building Information for 8 Dillon Road

Stories-Year Built1750Building Size-Lot Size1.50 AC / 65,340 SF

Payment Calculator

$5,169 per month

30 year fixed, 6.36% Interest

Principal and Interest

$3,962

Property Taxes

$1,207

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 8 Dillon Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Amity Road to Dillon Rd.
  • Elementary School: Beecher Road
  • High School: Amity Regional
  • Latitude: 41.37305
  • Longitude: -72.99713
  • Neighborhood Amenities: Medical Facilities
  • State: Connecticut
Parking
  • Parking Total Spaces: 10
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $14,488
Interior and Exterior Features
Exterior Features
  • Exterior Features: Balcony, Gazebo, Wrap Around Deck, Deck, Garden Area, Patio
  • Pool Description: Vinyl, Lap Pool
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Electric Range, Refrigerator
  • Cooling System: Window Unit
  • Heat Type: Hot Air
  • Attic YN: No
  • Fireplaces Total: 1
  • Interior Features: Cable - Available, Open Floor Plan
  • Laundry Room Info: Main Level
  • Laundry Room Location: Main level
  • Rooms Additional: Bonus Room, Exercise Room, Laundry Room, Sitting Room
  • Rooms Total: 11
Room 1
  • Room Entry Order: 1
  • Room Features: Palladian Window(s),2 Story Window(s),9 ft+ Ceilings,Beams
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Level: Main
  • Room Type: Sun Room
Room 3
  • Room Entry Order: 11
  • Room Features: Breakfast Bar,Dining Area,Fireplace
  • Room Level: Main
  • Room Type: Kitchen
Room 4
  • Room Entry Order: 12
  • Room Features: Fireplace
  • Room Level: Main
  • Room Type: Study
Room 5
  • Listing Key: 53D524136A979D5FE0631A01100A4AD8
  • Room Entry Order: 2
  • Room Features: Beams
  • Room Level: Main
  • Room Type: Dining Room
Room 6
  • Room Entry Order: 3
  • Room Features: Balcony/Deck,Bedroom Suite,Dressing Room,Full Bath,Whirlpool Tub,Walk-In Closet
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 7
  • Room Entry Order: 4
  • Room Features: Bedroom Suite
  • Room Level: Main
  • Room Type: Bedroom
Room 8
  • Room Entry Order: 5
  • Room Features: Bedroom Suite
  • Room Level: Upper
  • Room Type: Bedroom
Room 9
  • Listing Key: 53D524136A979D5FE0631A01100A4AD8
  • Room Entry Order: 6
  • Room Level: Main
  • Room Type: Library
Room 10
  • Room Entry Order: 7
  • Room Features: Beams,Half Bath
  • Room Level: Upper
  • Room Type: Den
Room 11
  • Room Entry Order: 8
  • Room Features: French Doors
  • Room Level: Main
  • Room Type: Office
Room 12
  • Room Entry Order: 9
  • Room Features: 9 ft+ Ceilings,Beams
  • Room Level: Upper
  • Room Type: Loft
Property
Property and Assessments
  • Construction Description: Frame, Stone
  • Driveway Type: Private
  • Exterior Siding: Shingle, Stone
  • Foundation Type: Masonry
  • Fuel Tank Location: Above Ground
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1750
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: Possible
  • Living Area SQFT Per Public Records: 4637
Lot Information
  • Lot Description: Treed, Rolling
  • Parcel Number: 1451355
  • Sq Ft Est Heated Above Grade: 4637.0
  • Sq Ft Total: 4637.0
  • Zoning: A
Utilities
  • Heat Fuel Type: Electric, Propane, Wood
  • Hot Water Description: Domestic
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Public Records for 8 Dillon Road

Taxable ValueLand$112,140Additions$332,010Total$444,150
Tax Record2024$14,488 ($1,207 / month)
Home Facts
Beds3Baths2.5Total Finished SqFt4,637 SqFtAbove Grade Finished SqFt4,637 SqFtUnfinished Basement SqFt3,514 SqFtStories2Lot Size65,340 SqFtStyleSingle Family ResidenceYear Built1750ZoningACountySOUTH CENTRAL CONNECTICUAPNWBRD M:01402 B:00560 L:8Fireplace TypeHas Fireplace

Schools near 8 Dillon Road

This home is within Woodbridge School District.
Rating
School
Type
Grades
Distance
Public - PK to 6
Public - 7 to 8
Public - 9 to 12
Public - 7 to 8
Rating
School
Distance
Beecher Road School
PublicPK to 6

Amity Middle School: Orange
Public7 to 8

Amity Regional High School
Public9 to 12

Amity Middle School: Bethany
Public7 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

8 Dillon Road is a single family home for sale in Woodbridge, CT 06525. This property was listed for sale on June 7, 2026 by Emerald Glen Associates, it's currently listed at $795,000. This listing's school districts are Woodbridge School District, Regional School District 05. Nearby schools include Beecher Road School, Amity Middle School: Orange and Amity Regional High School. 8 Dillon Road is a 3-bed, 3-bath, 4,637 sqft single family home built in 1750.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Emerald Glen Associates, Mark Fagan

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.