Google street view image for 500 Breakneck Hill Rd, Middlebury, CT 06762

Off market oct 2000 for $552K

$886,563

Est. refi paymentEst. refi $2,250/mo

•

2.5 ba

•

2,249

sq ft

500 Breakneck Hill Rd, Middlebury, CT 06762

About this home

500 Breakneck Hill Rd is a 2,249 square foot house on a 1.71 acre lot with 3 bedrooms and 2.5 bathrooms. - it last sold on October 18, 2000 for $552,000. Based on Redfin's Middlebury data, we estimate the home's value is $886,563.

Single-familyProperty Type

2001Year Built

1.71 acresLot Size

$394Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$886,563

$335K since sold in October 2000$6,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 42.2% higher than the average sale price ($624K) of 6 comparable homes.

SOLD AUG 28, 2026
$650,000
A
3 beds2.5 baths2,360 sq ft
200 Northridge Dr, Middlebury, CT 06762
SOLD SEP 22, 2026
$668,000
B
3 beds2.5 baths2,654 sq ft
130 Fairhaven Dr, Middlebury, CT 06762
SOLD SEP 23, 2026
$565,000
C
3 beds2.5 baths2,166 sq ft
325 Georgetown Dr, Watertown, CT 06795
SOLD OCT 6, 2026
$540,000
D
4 beds2.5 baths2,067 sq ft
323 Watertown Rd, Middlebury, CT 06762
SOLD AUG 31, 2026
$620,000
E
3 beds2.5 baths2,188 sq ft
315 Georgetown Dr, Watertown, CT 06795
SOLD JUL 28, 2026
$699,000
F
3 beds2.5 baths2,360 sq ft
674 Middle Road Tpke, Woodbury, CT 06798

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Earn from this home

Sell

$741,590

Est. take-home

List your home with Redfin and save $8,866

Refinance

Est. cash available

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Rent

$3,232/mo

Redfin rental estimate

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Market trends in 06762, CT

Last updated October 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

98.6%

0.9% MoM

Median sale price

$580K

$5K MoM

Avg. days on market

40d

8 days MoM

Recently sold homes

1 MoM

New listings for sale

$589,900
2 beds2.5 baths2,442 sq ft
203 Sugar Maple Way #203, Middlebury, CT 06762
See all

Provided by Redfin

Sale history for 500 Breakneck Hill Rd

Year

Property tax

Land + Additions

Assessment*

2022

$13,323 (+25.1%)

$100,000 + $326,200

$426,200

2021

$10,654 (−0.8%)

$111,600 + $194,300

$305,900

2020

$10,737 (+5.1%)

$111,600 + $194,300

$305,900

2019

$10,217 (+2.7%)

$111,600 + $194,300

$305,900

2018

$9,945 (+3.2%)

$111,600 + $194,300

$305,900

2017

$9,633

$111,600 + $194,300

$305,900

2016

$9,629 (+5.7%)

$130,900 + $179,600

$310,500

2014

$9,110 (+1.7%)

$130,900 + $179,600

$310,500

2011

$8,961

$130,900 + $179,600

$310,500

Tax history for 500 Breakneck Hill Rd

Year

Property tax

Land + Additions

Assessment*

2022

$13,323 (+25.1%)

$100,000 + $326,200

$426,200

2021

$10,654 (−0.8%)

$111,600 + $194,300

$305,900

2020

$10,737 (+5.1%)

$111,600 + $194,300

$305,900

2019

$10,217 (+2.7%)

$111,600 + $194,300

$305,900

2018

$9,945 (+3.2%)

$111,600 + $194,300

$305,900

2017

$9,633

$111,600 + $194,300

$305,900

2016

$9,629 (+5.7%)

$130,900 + $179,600

$310,500

2014

$9,110 (+1.7%)

$130,900 + $179,600

$310,500

2011

$8,961

$130,900 + $179,600

$310,500

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

Property details

Interior

Basement Information
Basement Sq. Ft: 2,162

Bathroom Information
# of Full Baths: 2
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Air

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Room Information
# of Rooms: 7

Exterior

Exterior Information
Physical Condition: Good
Building Style Type: Ranch
Exterior Wall: Wood Siding/Shingle
Roof Shape Type: Hip

Pool Information
Pool Type: Hot Tub/Jacuzzi
Has Pool

Property Information
Living Sq. Ft: 2,249
Gross Sq. Ft: 5,693
Ground Floor Sq. Ft: 2,249
# of Units: 1
# of Stories: 1

Lot Information
# of Buildings: 1
Land Sq. Ft: 74,488
Municipality Name: MIDDLEBURY
Acres: 1.71
Zoning Code: R80
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2022

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 2,249
Stories: 1.0
Lot Size: 1.71 acres
Style: Single Family Residential
Year Built: 2001
Year Renovated: —
County: New Haven County
APN: 1192860

Home facts updated by county records on Jul 13, 2023

Around this home

Schools

Long Meadow Elementary School

Public PreK-5 • Assigned • 3.4mi

8/10

Memorial Middle School

Public 6-8 • Assigned • 1.6mi

6/10

Pomperaug Regional High School

Public 9-12 • Assigned • 3.7mi

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

$843,000 – $1.02M

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Nearby similar homes

3D WALKTHROUGH

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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

Home values near 500 Breakneck Hill Rd

Data from public records.

Address	Redfin Estimate
553 Breakneck Hill Road, Middlebury, CT 2 Beds \| 1 Baths \| 1467 Sq. Ft.	$560,188
497 Breakneck Hill Road, Middlebury, CT 5 Beds \| 3.5 Baths \| 3477 Sq. Ft.	—

Address	Redfin Estimate
428 Breakneck Hill Road, Middlebury, CT 2 Beds \| 1.5 Baths \| 1749 Sq. Ft.	$649,147
408 Breakneck Hill Road, Middlebury, CT 2 Beds \| 2.5 Baths \| 1848 Sq. Ft.	$669,226

Address	Redfin Estimate
506 Breakneck Hill Road, Middlebury, CT 3 Beds \| 1.5 Baths \| 1536 Sq. Ft.	$452,377
485 Breakneck Hill Road, Middlebury, CT 5 Beds \| 3.5 Baths \| 4104 Sq. Ft.	$772,136

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About this home

Redfin Estimate

Earn from this home

Market trends in 06762, CT

Sale history for 500 Breakneck Hill Rd

Tax history for 500 Breakneck Hill Rd

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 500 Breakneck Hill Rd

More real estate resources