CONTINGENT

Contingent

$535,000

Est. $3,874/mo —

•

2,691

sq ft

66 Artillery Rd, Middlebury, CT 06762

About this home

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.

Single-familyProperty Type

1804Year Built

1.02 acresLot Size

$199Price/Sq.Ft.

2 car garageParking

Listed by Maria Taylor • Klemm Real Estate Inc

Listed by Claudine McHugh • Klemm Real Estate Inc

Contact: Agent Attribution Contact: (203) 578-0397 | Office Attribution Contact: (860) 868-7313

Source:Smart MLS #24164662

Payment calculator

$3,874 per month

Principal and interest$2,884

Property taxes

$781

HOA dues

Home insurance

$210

Utilities

Add

5 minutes to get started. No credit impact.

Affordability tools

Open houses

No upcoming open houses.

Nearby open houses (10)

REDFIN OPEN SAT, 11AM TO 1PM3D & VIDEO TOUR
$380,000
3 beds2 baths2,576 sq ft
771 Prospect Rd, Waterbury, CT 06706
0.23 acre lot • Garage • Built 1941
OPEN SAT, 11AM TO 1PM
$650,000
4 beds2.5 baths2,916 sq ft
22 Cole Dr, Wolcott, CT 06716
1.37 acre lot • 3 garage spots • Built 2000
OPEN SAT, 11AM TO 2PM
$375,000
3 beds1 bath1,008 sq ft
36 Atwood Rd, Woodbury, CT 06798
0.54 acre lot • Garage • Built 1964
OPEN SAT, 12PM TO 2PM
$669,900
4 beds3 baths2,846 sq ft
156 Corbin Rdg, Bristol, CT 06010
0.54 acre lot • 2 garage spots • Built 2026
OPEN SAT, 12PM TO 2PM
$449,900
3 beds2.5 baths1,960 sq ft
39 Regency Hl, Waterbury, CT 06708
8,712 sq ft lot • 2 garage spots • Built 1990
OPEN SAT, 1:30PM TO 4PM
$339,900
3 beds1.5 baths1,200 sq ft
49 Holiday Hl, Waterbury, CT 06704
0.26 acre lot • Garage • Built 1965
OPEN SAT, 2PM TO 4PM
$265,000
2 beds2 baths1,684 sq ft
198 Straitsville Rd, Prospect, CT 06712
1.36 acre lot • Garage • Pool
OPEN SUN, 12PM TO 2PM
$339,999
4 beds1.5 baths1,410 sq ft
327 West St, Bristol, CT 06010
7,405 sq ft lot • Built 1948 • Listed 4 days
OPEN SUN, 12PM TO 2PM
$550,000
2 beds2.5 baths1,850 sq ft
146 Sycamore Dr, Prospect, CT 06712
$510 HOA • 2 garage spots • Pool
OPEN SUN, 12PM TO 2PM
$255,000
2 beds1 bath816 sq ft
75 Ellsmere Ave, Waterbury, CT 06705
6,098 sq ft lot • 3 parking spots • Built 1941

Around this home

Schools

K - 12
Preschool & daycare

Long Meadow Elementary School

Public PreK-5 • Assigned • 2.7mi

8/10

Memorial Middle School

Public 6-8 • Assigned • 1.7mi

6/10

Pomperaug Regional High School

Public 9-12 • Assigned • 3.0mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Market insights

66 Artillery Rd · $535,000

DAYS ON MARKET

The average home goes pending in 45 days.

SALE-TO-LIST

Most homes are selling 2% above list price.

LIST PRICE

Median sale price in this area is $449,071. (16% lower than this home)

PRICE DROP

20% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bedroom

Living

Dining

Interior features
Seven fireplaces
Floored walk-up attic
Full basement with hatchway

Bedrooms
4 bedrooms

Bathrooms
3 full bathrooms
1 half bathroom

Kitchen
Oven/range, microwave, refrigerator, dishwasher

Laundry & utility
Main-level laundry room between the kitchen and garage
Washer and dryer

Heating & cooling
Hot water heat fueled by oil
Oil domestic hot water

Sale and tax history for 66 Artillery Rd

Sale History
Tax History

Date

Event

Price

Smart MLS #24164662

Oct 26, 2026

Contingent

—

Oct 11, 2026

Price Changed

$535,000

$199/sq ft

Jul 29, 2026

Relisted

—

Jul 1, 2026

Pending

—

Apr 24, 2026

Contingent

—

Apr 15, 2026

Listed

$585,000

$217/sq ft

Apr 13, 2026

Coming Soon

$585,000

$217/sq ft

Smart MLS #24050169

Dec 21, 2025

Listing Removed

—

Apr 21, 2025

Price Changed

$599,000

$223/sq ft

Feb 15, 2025

Contingent

—

Nov 22, 2024

Price Changed

$649,000

$241/sq ft

Oct 27, 2024

Price Changed

$699,000

$260/sq ft

Oct 10, 2024

Listed

$749,000

$278/sq ft

Year

Property tax

Land + Additions

Assessment*

2022

$7,546 (+0.6%)

$77,100 + $164,300

$241,400

2021

$7,502 (−0.8%)

$87,900 + $127,500

$215,400

2020

$7,561 (+5.1%)

$87,900 + $127,500

$215,400

2019

$7,194 (+2.7%)

$87,900 + $127,500

$215,400

2018

$7,003 (+3.2%)

$87,900 + $127,500

$215,400

2017

$6,783 (+4.7%)

$87,900 + $127,500

$215,400

2016

$6,481 (+5.7%)

$105,200 + $103,800

$209,000

2014

$6,132 (+1.7%)

$105,200 + $103,800

$209,000

2011

$6,032

$105,200 + $103,800

$209,000

Public record

Beds

Baths

3.5

Stories

Lot width

—

Lot depth

—

Lot size

1.02 Acres

Year renovated

—

Finished Sq. Ft.

2,691

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,691

Year built

1804

Style

Single Family Residential

County

New Haven County

APN

1195090

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 97° expected this year, 16 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

Middlebury, CT • 06762

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

83/ 100

Very good sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.9 hrs

4.7 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 66 Artillery Rd

We cannot show automated home-value estimates for this home.

Nearby homes have recently sold between $585,000 and $735,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $585K to $735K.

SOLD OCT 15, 2026
$715,000 Last sold price
4 beds3.5 baths2,806 sq ft
80 Pine Hollow Dr, Middlebury, CT 06762
$56/sq ft
larger lot
175 years newer
SOLD JAN 29, 2026
$585,000 Last sold price
3 beds1.5 baths2,531 sq ft
126 Colonial Ave, Middlebury, CT 06762
$32/sq ft
larger lot
107 years newer
SOLD OCT 9, 2026
$620,000 Last sold price
4 beds3 baths3,162 sq ft
90 Fenn Rd, Middlebury, CT 06762
$3/sq ft
larger lot
185 years newer
SOLD APR 21, 2026
$600,000 Last sold price
4 beds3 baths2,878 sq ft
72 Carriage Dr, Middlebury, CT 06762
$9/sq ft
162 years newer
SOLD SEP 14, 2026
$735,000 Last sold price
4 beds2.5 baths2,753 sq ft
117 Crest Rd, Middlebury, CT 06762
$68/sq ft
larger lot
155 years newer
SOLD AUG 3, 2026
$602,500 Last sold price
4 beds2.5 baths3,300 sq ft
321 Artillery Rd, Middlebury, CT 06762
$16/sq ft
larger lot
151 years newer

This home may not be allowing tours right now

The seller has already accepted an offer. You can request a tour anyway or ask an agent about submitting a backup offer.

Ask a question

Start an offer

(860) 791-3904

Nearby similar homes

$424,900

3 beds1 bath1,224 sq ft

50 Hill Rd, Naugatuck, CT 06770

Updated kitchen • Cozy fireplace • Walk-out basement

$699,900

4 beds2.5 baths3,931 sq ft

59 Michael Ln, Naugatuck, CT 06770

Private community • Access to a lake • Secluded lot

3D WALKTHROUGH

$625,000

4 beds3 baths2,631 sq ft

263 Georgetown Dr, Watertown, CT 06795

Landscaped lot • Laundry room • Dedicated office

$259,900

3 beds2 baths1,674 sq ft

101 Birchwood St, Waterbury, CT 06708

L-shaped ranch • Formal dining room • Eat-in kitchen

$330,000

3 beds2 baths1,660 sq ft

818 Bunker Hill Ave, Waterbury, CT 06708

Eat-in kitchen • Large living room • Fire place

$310,000

3 beds1.5 baths1,392 sq ft

85 Mason Ave, Waterbury, CT 06708

Raised ranch • Open porch • Level lot

New listings for sale in 06762

$589,900

2 beds2.5 baths2,442 sq ft

203 Sugar Maple Way #203, Middlebury, CT 06762

Eat-in kitchen • Rich wood cabinetry • Granite countertops

Details provided by Smart MLS and may not match the public record. Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Houses for rent in New Haven County	Agents near me	Westport, CT homes for sale	New Haven County Housing Market
Houses for sale near me	Greenwich, CT homes for sale	New Haven, CT homes for sale
Land for sale near me	Stamford, CT homes for sale	Milford, CT homes for sale
Open Houses near me	West Hartford, CT homes for sale	New Haven County Property Records
Condos for sale near me	Norwalk, CT homes for sale	CT New Listings

New Haven homes for sale
Trumbull homes for sale
Milford homes for sale

Westchester County homes for sale
Nassau County homes for sale
Suffolk County homes for sale

About this home

Payment calculator

Affordability tools

Open houses

Nearby open houses (10)

Around this home

Schools

Lifestyle

Market insights

Property details

Sale and tax history for 66 Artillery Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 66 Artillery Rd

This home may not be allowing tours right now

Nearby similar homes

New listings for sale in 06762

More real estate resources