66 Artillery Road, Middlebury, Connecticut

$585,000

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4

Beds

4

Baths

2,691

Square feet

1.02

Acres

About 66 Artillery Road

A piece of New England History on Fenn Pond. Circa 1803 "Todt Farm" is a truly distinctive center-hall Colonial set in an extraordinary Middlebury setting overlooking and adjacent to Fenn Pond. Surround by Middlebury Land Trust land, with preserved Brookdale Farm across the road, the property offers a rare sense of privacy, beauty and permanence. Inside, centuries-old character takes center stage with wide-board floors, seven fireplaces, rich horizontal paneling, built-ins, classic 12-over-12 windows and beautifully preserved front and rear staircases. The 11-room, 4-bedroom home pairs authentic architectural detail with the comforts of today, including a welcoming sunroom, stone patio, attached two-bay garage and 20kW Generac generator. Mature trees, gardens, stone walls and rolling lawns frame the home, while the pond setting creates an unmistakable sense of place. A rare opportunity to own an authentic piece of Connecticut history in one of Middlebury's most picturesque settings.

Features of 66 Artillery Road

MLS® # 24164662
Price $585,000
Bedrooms 4
Bathrooms 4.00
Full Baths 3
Half Baths 1
Square Footage 2,691
Acres 1.02
Type Single Family For Sale
Style Colonial, Antique
Status Active

Community Information

Address 66 Artillery Road
Area N/A
City Middlebury
County New Haven
State Connecticut
Zip Code 06762

Amenities

Features Generator
Parking Attached Garage
# of Garages 2
Is Waterfront No
Waterfront Not Applicable
Has Pool Yes
Pool In Ground Pool

Interior

Interior Features Auto Garage Door Opener
Appliances Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
Heating Hot Water, Oil
Cooling None
Fireplace Yes
# of Fireplaces 7
Has Basement Yes
Basement Full, Full With Hatchway

Exterior

Exterior Clapboard
Exterior Features Stone Wall, Patio
Lot Description Open Lot
Roof Asphalt Shingle
Foundation Stone

School Information

Elementary Per Board of Ed
Middle Memorial
High Pomperaug

Additional Information

Date Listed April 13th, 2026
Days on Market 98
Zoning R40
RE / Bank Owned No

Listing Details

OfficeKlemm Real Estate Inc

Listing Map

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Listing information last updated on October 6th, 2026 at 8:29pm EDT.