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8 Dillon Road

Woodbridge, CT 06525

$795,000 $3,351/Mo

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Overview

Bed

Bath

4,637

Sqft

1.50

Acres(Lot)

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 char m 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

Property Type : Residential

Price : $795,000

AD Id : 82064959

MLS Id : 24182465

Beds : 3

Lot Size : 1.50 Acres

Living Area Size : 4,637

Year Built : 1750

Garage : 2

County : New Haven

Map

What's Nearby

Nearby Areas

Features

Bedroom Information

Total beds: 3

Bathroom Information

Total Baths: 3 Full Baths: 2 Half Baths: 1

Room Information

Rooms Total: 11 Has Basement: Yes Basement: Full, Walk-Out Access, Unfinished
Roofing Information

Asphalt
Interior Features

Open Floorplan Roof: Asphalt Appliances: Electric Range, Refrigerator Laundry Features: Main Level, Laundry Room
Heating & Cooling

Has Heating: Yes Heating: Electric, Propane, Wood, Forced Air Has Cooling: Yes Cooling: Window Unit(s)

Building Information

Year Built: 1750 Building Area Total: 4637 Construction Materials: Shingle Siding, Stone, Frame Patio And Porch Features: Deck, Patio Pool Features: Outdoor Pool, Vinyl, Lap Private Pool: No
Exterior Features

Exterior Features: Balcony, Garden

Lot Information

Lot Size Acres: 1.5 Lot Description: Rolling Slope, Wooded

Listing Price Information

Listing Price: $795000

Tax Information

Parcel Number: 1451355 Annual Tax: $14488

Parking Information

Parking Total: 10 Off Street, Private, Driveway

Garage Information

Has Garage: Yes Garage Space: 2

School Information

Elementary School: Beecher Road

Junior High School:

Senior High School: Amity Regional
Location Information

Direction: Amity Road to Dillon Rd. WaterSource: Well

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Nearby Home Value

Address	Estimate	Bed	Bath	Sq. Ft	Lot Size
1681 Litchfield Turnpike, Woodbridge, CT, 06525	$499,000	4	3	2,708	2,708 SqFt
6 Warren Road, Woodbridge, CT, 06525	$424,000	3	2	1,236	1,236 SqFt
16 Raymond Road, Woodbridge, CT, 06525	$529,900	5	3	2,107	2,107 SqFt
11 Ariel Road, Woodbridge, CT, 06525	$1,119,000	4	4	3,428	3,428 SqFt
388 Amity Road, Woodbridge, CT, 06525	$500,000	3	2	2,092	2,092 SqFt
2 Jeremy Garden Lane, Woodbridge, CT, 06525	$1,175,000	4	6	4,121	4,121 SqFt
25 Center Road, Woodbridge, CT, 06525	$939,000	4	4	3,308	3,308 SqFt
9 Perkins Road, Woodbridge, CT, 06525	$1,430,000	4	6	6,448	6,448 SqFt
45 Ansonia Road, Woodbridge, CT, 06525	$749,000	4	4	2,796	2,796 SqFt
4 Fairview Road, Woodbridge, CT, 06525	$499,000	3	3	1,644	1,644 SqFt

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 06/10/2026 @ 03:47

MLS: 24182465 LISTED BY: Mark Fagan, Emerald Glen Associates SOURCE: SmartMLS