171 Judd Hill Road

Off Market

171 Judd Hill Road

Middlebury CT 06762

3700 sq. ft.

1.13 ac.

Single-Family

Last sold for $882,500

Donna Kennedy, last sold this property on 25 September 2025 after 95 days on market.

Overview

Welcome to 171 Judd Hill Road, a stunning custom built home with high end finishes throughout, nestled in the quiet beauty of Middlebury CT. Built in 2015, this immaculately maintained 5 bed, 4 bath home offers thoughtful design, with a separate in-law suite plus additional 400 SF of unfinished basement for extra storage. The main level features hardwood floors, a sun-filled two-story foyer and great room with fireplace, formal dining room and open-concept eat-in kitchen. The main level primary suite includes a walk-in closet, full bath, and a separate office - perfect for remote work (or can be used as a 2nd closet). A 2nd bedroom with full bath also on main floor. Upstairs are 2 bedrooms, 1 full bath, plus versatile bonus room ideal as a media space or 6th bedroom. Downstairs, a fully soundproofed 1 bed apartment with ensuite bathroom, full kitchen, laundry, fireplace, and home gym offers endless options for multigenerational living, guest space, or an income-producing rental. Enjoy long views from the back deck and bonus features like a well-organized laundry/mudroom and second fridge & freezer in the garage. Set in a quiet neighborhood with access to top-rated public & private schools, Lake Quassapaug, parks, trails, and just minutes to I-84 and Middlebury's town center. A rare find in one of New Haven County's most welcoming communities.

Features

5 bedrooms

4 bathrooms

2 carspaces

2 garage spaces

3700 sq. ft. floor area

1.13 ac. lot size

Single-Family

Estimated Value

Based on this property and similar 5 bedroom single-family properties sold in Middlebury over the last 12 months, the estimated median property value of 171 Judd Hill Road is $806.25k.

Median value

$806.25k

Estimated value range

$574.9k - $937.5k

Median days on market

Estimated value trend

28%

increase over the last 12 months

Average days on market is based on recent, comparable sales in Middlebury. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 171 Judd Hill Road

2025

Sold

$882,500

25 Sep 2025 by Donna Kennedy, of Keller Williams Realty

Happy sellers in Middlebury

We have insufficient information to provide an overview of customer satisfaction for Middlebury. Viewing the agent profiles, reviews and sales for Middlebury can provide insights for this location.

Local market activity for 5 bedroom single-family properties in Middlebury

In the last 12 months, 3 five-bedroom single-family properties similar to 171 Judd Hill Road, have been sold.

This represents a 25% increase in five-bedroom single-family properties sales when compared to the previous 12 months.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in Middlebury for a market analysis.

Ken Demirs

at Regency Real Estate, LLC

(71 reviews)

Get a market analysis

Lauren Auresto

at BHGRE Gaetano Marra Homes

(7 reviews)

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Jay Irvine

at Showcase Realty, Inc.

(1 review)

Get a market analysis

Christina Zainc

at BHGRE Bannon & Hebert

(15 reviews)

Get a market analysis

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Middlebury

Ken Demirs

Sellers who recommend Ken Demirs have praised them for being local expert, clear communication, responsive, reliable, dedicated, patient, and supportive