Off Market Sep 2019 for $545K

$911,488

Est. refi paymentEst. refi $3,802/mo

•

3,670

sq ft

156 Judd Hill Rd, Middlebury, CT 06762

About this home

A beautiful five bedroom Center Hall Colonial sits conveniently close to the center of town, the Middlebury Greenway (trolley trail) and the Middlebury Green. Built in the 1940’s – the absolute best era of home building, this classic home provides all the charm and quality of the 30's and 40's including arched openings, built-ins throughout, extensive trim, hardwood floors and generous room sizes. On 2 park-like acres with easy access to I-84 and the highly rated Region 15 school system, this meticulously maintained and renovated home couldn’t be more ideally located. The exterior offers a large in-ground heated salt-water pool designed and built by Scott Pools with numerous large granite accent pieces as well as a stone pool sweep. There are several outdoor living spaces including a bluestone patio, a 70' deck with pergola, private deck off the master suite and an enclosed three-season porch overlooking the front of the property. The home also has new mechanicals, including a new well pump, well tank, boiler, indirect water heater and a lifetime roof. It is a solar home with separate access to an in-law suite.

Single-familyProperty Type

1939Year Built

1.75 acresLot Size

$248Est. Price/Sq.Ft.

2 car garageParking

Listed by Timothy Drakeley • Drakeley Real Estate, Inc.

Bought with Kate Willoughby • Gina Jacobs Real Estate

Source:Smart MLS #170011573

Redfin Estimate

$911,488

$366K since sold in September 2019$27K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 37.8% higher than the average sale price ($661K) of 6 comparable homes.

SOLD JUN 8, 2026
$675,000
A
4 beds4 baths3,254 sq ft
84 Munson Rd, Middlebury, CT 06762
SOLD JUN 30, 2026
$670,000
B
4 beds3.5 baths2,484 sq ft
223 Carriage Dr, Middlebury, CT 06762
SOLD AUG 27, 2026
$515,000
C
4 beds2.5 baths2,157 sq ft
880 Whittemore Rd, Middlebury, CT 06762
SOLD JUL 24, 2026
$800,000
D
4 beds3 baths2,782 sq ft
1447 Bucks Hill Rd, Southbury, CT 06488
SOLD JUN 30, 2026
$706,000
E
3 beds2.5 baths2,870 sq ft
15 Central Rd, Middlebury, CT 06762
SOLD AUG 3, 2026
$602,500
F
4 beds2.5 baths3,300 sq ft
321 Artillery Rd, Middlebury, CT 06762

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Earn from this home

Sell

$482,084

Est. take-home

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Refinance

Est. cash available

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Rent

$4,259/mo

Redfin rental estimate

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Market trends in 06762, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.5%

0.1% MoM

Median sale price

$575K

$149 MoM

Avg. days on market

48d

1 days MoM

Recently sold homes

5 MoM

New listings for sale

NEW 20 HRS AGO
$995,000
3 beds2.5 baths2,878 sq ft
294 Christian Rd, Middlebury, CT 06762
OPEN SUN, 12PM TO 2PM
$979,900
4 beds4 baths4,261 sq ft
9 Whitehall Ct, Middlebury, CT 06762
COMING SOON
$779,900
4 beds2.5 baths3,038 sq ft
182 Green Hill Rd, Middlebury, CT 06762
$599,900
3 beds2.5 baths2,360 sq ft
58 Shadduck Rd, Middlebury, CT 06762
$300,000
2 beds1 bath676 sq ft
327 Steinmann Ave, Middlebury, CT 06762
$499,900
2 beds1 bath798 sq ft
89 Sandy Beach Rd #89, Middlebury, CT 06762
OPEN SUN, 11AM TO 1PM
$350,000
3 beds2 baths1,466 sq ft
138 Steinmann Ave, Middlebury, CT 06762
$819,000
4 beds2.5 baths2,700 sq ft
18 Hunting Ridge Rd, Middlebury, CT 06762
See all

Provided by Redfin

Sale history for 156 Judd Hill Rd

Date

Event

Price

Smart MLS #170011573

Sep 27, 2019

Sold

$545,000

$149/sq ft

Sep 3, 2019

Listing Removed

—

Aug 7, 2019

Contingent

—

Aug 5, 2019

Relisted

—

Jul 26, 2019

Contingent

—

Aug 14, 2018

Price Changed

$574,900

$157/sq ft

Jun 14, 2018

Price Changed

$599,500

$163/sq ft

Jun 11, 2018

Price Changed

$599,900

$163/sq ft

May 4, 2018

Price Changed

$624,900

$170/sq ft

Feb 16, 2018

Price Changed

$649,900

$177/sq ft

Sep 11, 2017

Listed

$699,900

$191/sq ft

Smart MLS #98175336

Nov 7, 2003

Listing Removed

—

Sep 8, 2003

Listed

$749,900

$204/sq ft

Public Records

Jul 26, 2002

Sold

$239,000

$65/sq ft

Smart MLS #W1003993

Sep 24, 2001

Listed

$549,900

$150/sq ft

Year

Property tax

Land + Additions

Assessment*

2022

$10,441 (+2.3%)

$73,900 + $260,100

$334,000

2021

$10,202 (−0.8%)

$84,000 + $208,900

$292,900

2020

$10,281 (+5.1%)

$84,000 + $208,900

$292,900

2019

$9,783 (+2.7%)

$84,000 + $208,900

$292,900

2018

$9,522 (+3.2%)

$84,000 + $208,900

$292,900

2017

$9,223 (+1.8%)

$84,000 + $208,900

$292,900

2016

$9,064 (+5.7%)

$103,500 + $188,800

$292,300

2014

$8,576 (+1.7%)

$103,500 + $188,800

$292,300

2011

$8,436

$103,500 + $188,800

$292,300

Tax history for 156 Judd Hill Rd

Year

Property tax

Land + Additions

Assessment*

2022

$10,441 (+2.3%)

$73,900 + $260,100

$334,000

2021

$10,202 (−0.8%)

$84,000 + $208,900

$292,900

2020

$10,281 (+5.1%)

$84,000 + $208,900

$292,900

2019

$9,783 (+2.7%)

$84,000 + $208,900

$292,900

2018

$9,522 (+3.2%)

$84,000 + $208,900

$292,900

2017

$9,223 (+1.8%)

$84,000 + $208,900

$292,900

2016

$9,064 (+5.7%)

$103,500 + $188,800

$292,300

2014

$8,576 (+1.7%)

$103,500 + $188,800

$292,300

2011

$8,436

$103,500 + $188,800

$292,300

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

3.5

Stories

Lot width

—

Lot depth

—

Lot size

1.75 Acres

Year renovated

—

Sq. Ft.

3,670

Year built

1939

Style

Single Family Residential

County

New Haven County

APN

1193204

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage, Paved
Garages Number: 2

Interior

Virtual Tour Information

Interior Information
Total Rooms: 9
Laundry Room Location: first floor
Interior Features: Cable - Available
In-Law Apartment: Possible
In-Law Access: Separate Entry
Fireplaces Total: 2
Appliances Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 3
# of Baths (Half): 1

Bedroom Information
Beds Total: 4

Room Information
Rooms Additional: Exercise Room, Foyer, Mud Room
Room Count: 9
Basement Description: Full
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Shingle, Brick, Cedar
Exterior Features: Deck, Gutters, Patio, Porch-Screened, Stone Wall

Lot Information
Lot Description: Dry, Level Lot

Pool Information
Swimming Pool
Pool Description: In Ground Pool, Salt Water, Concrete, Gunite

Building Information
Foundation Type: Concrete
Construction Description: Frame, Brick, Concrete
Color: White

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 3670
Driveway Type: Private

Financial

Assessments Information
Assessed Value: $292,900

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Domestic
Heat Type: Hot Water, Radiator
Heat Fuel Type: Oil
Fuel Tank Location: In Basement
Energy Features: Active Solar

Location

School Information
Middle Jr High School: Memorial
High School: Pomperaug
Elementary School: Long Meadow

Location Information
State: Connecticut
Nearby Amenities: Basketball Court, Golf Course, Library, Private School(s), Tennis Courts
Directions: Rt 64 to Christian Rd to Judd Hill Rd
County: New Haven

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 3,670
Stories: 2.0
Lot Size: 1.75 acres
Style: Single Family Residential
Year Built: 1939
Year Renovated: —
County: New Haven County
APN: 1193204

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 4

Around this home

Schools

Long Meadow Elementary School

Public PreK-5 • Assigned • 1.1mi

5/10

Memorial Middle School

Public 6-8 • Assigned • 3.1mi

8/10

Pomperaug Regional High School

Public 9-12 • Assigned • 1.4mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

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, 15 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

In this area, properties receive around 8.8 hours in June and 4.3 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$866,000 – $1.05M

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New listings for sale in 06762

NEW 20 HRS AGO

$995,000

3 beds2.5 baths2,878 sq ft

294 Christian Rd, Middlebury, CT 06762

OPEN SUN, 12PM TO 2PM3D WALKTHROUGH

$979,900

4 beds4 baths4,261 sq ft

9 Whitehall Ct, Middlebury, CT 06762

COMING SOON

$779,900

4 beds2.5 baths3,038 sq ft

182 Green Hill Rd, Middlebury, CT 06762

$599,900

3 beds2.5 baths2,360 sq ft

58 Shadduck Rd, Middlebury, CT 06762

$300,000

2 beds1 bath676 sq ft

327 Steinmann Ave, Middlebury, CT 06762

$499,900

2 beds1 bath798 sq ft

89 Sandy Beach Rd #89, Middlebury, CT 06762

OPEN SUN, 11AM TO 1PM

$350,000

3 beds2 baths1,466 sq ft

138 Steinmann Ave, Middlebury, CT 06762

$819,000

4 beds2.5 baths2,700 sq ft

18 Hunting Ridge Rd, Middlebury, CT 06762

Home values near 156 Judd Hill Rd

Data from public records.

Address	Redfin Estimate
151 Judd Hill Rd, Middlebury, CT 4 Beds \| 2.5 Baths \| 3055 Sq. Ft.	$766,915
86 Judd Hill Rd, Middlebury, CT 4 Beds \| 3.5 Baths \| 3652 Sq. Ft.	$923,765

Address	Redfin Estimate
240 Judd Hill Rd, Middlebury, CT 3 Beds \| 2.5 Baths \| 2570 Sq. Ft.	$661,870
76 Judd Hill Rd, Middlebury, CT 4 Beds \| 3.5 Baths \| 4253 Sq. Ft.	$1,038,480

Address	Redfin Estimate
56 Judd Hill Rd, Middlebury, CT 4 Beds \| 2.5 Baths \| 5079 Sq. Ft.	$1,754,585
66 Judd Hill Rd, Middlebury, CT 4 Beds \| 3.5 Baths \| 3015 Sq. Ft.	$812,714

Property information provided by Smart MLS when last listed in 2017. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06762, CT

Sale history for 156 Judd Hill Rd

Tax history for 156 Judd Hill Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06762

Home values near 156 Judd Hill Rd

More real estate resources