8 Dillon RoadWoodbridge, CT 06525

Single Family · 3 Beds · 2 Full Baths · 1 Half Bath · 4,637 Sq. ft. | 1.50 Acres
$795,000 Active

8 Dillon Road Overview

Time on Site:
20 days

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.

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8 Dillon Road Facts & Features

  • Type Single Family
  • Sq. ft. 4,637
  • Price/Sq.ft. $171
  • Lot 1.50 Acres

Details

General

Association/HOA

  • Association: No

School Information

  • Elementary School: Beecher Road
  • High School: Amity Regional

Listing Information

  • Bank Owned Property: No
  • Potential Short Sale: No

Building Information

  • Year Built: 1750

Location/Region

  • County Or Parish: New Haven
  • Neighborhood: N/A

Building Exterior/Construction

  • New Construction Type: No/Resale

Community/Development

  • Community Features: Medical Facilities

Tax Information

  • Tax Annual Amount: $14,488.00
  • Tax Year: July 2025-June 2026

General Information

  • Parcel Number: 1451355
  • Property Type: Single Family For Sale
  • Zoning: A

Interior

Parking Information

  • Garage Spaces: 2

Beds/Baths

  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Total: 3
  • Bedrooms Total: 3

Building Interior

  • Attic: No
  • Fuel Tank Location: Above Ground
  • Heat Fuel Type: Electric, Propane, Wood
  • Hot Water Description: Domestic
  • In Law Apartment: Possible
  • Laundry Room Info: Main Level
  • Laundry Room Location: Main level
  • Rooms Additional: Bonus Room, Exercise Room, Laundry Room, Sitting Room

General Information

  • Appliances: Electric Range, Refrigerator
  • Basement: Full, Unfinished, Interior Access, Full With Walk-Out
  • Cooling: Window Unit
  • Fireplaces Total: 1
  • Foundation Details: Masonry
  • Heating: Hot Air
  • Interior Features: Cable - Available, Open Floor Plan
  • Living Area: 4637

Exterior

Building Information

  • Driveway Type: Private

Parking Information

  • Parking Features: Under House Garage, Off Street Parking, Driveway
  • Parking Total: 10

Lot Information

  • Lot Features: Treed, Rolling
  • Lot Size Acres: 1.5
  • Lot Size Source: Public Records
  • Water Source: Private Well

Waterfront/View

  • Waterfront Features: Not Applicable
  • Waterfront: No

Building Exterior/Construction

  • Architectural Style: Contemporary
  • Construction Materials: Shingle, Stone
  • Roof: Asphalt Shingle

General Information

  • Exterior Features: Balcony, Gazebo, Wrap Around Deck, Deck, Garden Area, Patio
  • Pool Features: Vinyl, Lap Pool
  • Pool Private: Yes
  • Sewer: Septic

Room Information

Room: Bedroom

  • Level: Main
  • Description: Bedroom Suite

Room: Dining Room

  • Level: Main
  • Description: Beams

Room: Kitchen

  • Level: Main
  • Description: Breakfast Bar,Dining Area,Fireplace

Room: Library

  • Level: Main

Room: Living Room

  • Level: Main
  • Description: Palladian Window(s),2 Story Window(s),9 ft+ Ceilings,Beams

Room: Office

  • Level: Main
  • Description: French Doors

Room: Study

  • Level: Main
  • Description: Fireplace

Room: Sun Room

  • Level: Main

Room: Bedroom

  • Level: Upper
  • Description: Bedroom Suite

Room: Den

  • Level: Upper
  • Description: Beams,Half Bath

Room: Loft

  • Level: Upper
  • Description: 9 ft+ Ceilings,Beams

Room: Primary Bedroom

  • Level: Upper
  • Description: Balcony/Deck,Bedroom Suite,Dressing Room,Full Bath,Whirlpool Tub,Walk-In Closet

8 Dillon Road Monthly Cost

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

8 Dillon Road Market Data

Based on the last 30 days in this zip code

$839,164
Average List Price
$253
Average Price per Square Foot
8
Properties Sold
69
Average Days on Market
51
Properties for Sale
Calculations provided by Reliance Network

8 Dillon Road History

Date Event Value Agent
6/9/2026Source: Smart MLS Added to Database
June 09, 2026
Listing provided courtesy of Emerald Glen Associates- MLS# 24182465MLS ProviderContact Information: (203) 305-8640