497 Breakneck Hill Rd, Middlebury, CT 06762

Off Market Nov 2015 for $395K

$769,522

Est. refi paymentEst. refi $2,375/mo

•

3,477

sq ft

497 Breakneck Hill Rd, Middlebury, CT 06762

About this home

If you are looking for income producing property or multi-generational living look no further. This home has charm and charisma on 1.5 acres. Impressive foyer with a wide stair case leading to the second floor. A one of a kind home, in a most sought after area. Beautiful cape with 3 bedrooms, 2.5 baths on second floor. The first floor features a family room with fireplace, bonus room with laundry, eat in kitchen and formal dining room. The separate living space has 2 bedrooms, den, a fabulous sunroom and formal living room with fireplace. Come take a look, you won't be disappointed.

Single-familyProperty Type

1948Year Built

1.5 acresLot Size

$221Est. Price/Sq.Ft.

3 car garageParking

Listed by Carol Anelli • D. Beckley Realty

Bought with Josephine Disantis • William Raveis Real Estate

Source:Smart MLS #L10040289

Redfin Estimate

$769,522

$375K since sold in November 2015$5,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 52.4% higher than the average sale price ($505K) of 6 comparable homes.

SOLD AUG 14, 2026
$485,000
A
4 beds2.5 baths2,251 sq ft
413 Watertown Rd, Middlebury, CT 06762
SOLD MAY 15, 2026
$465,000
B
3 beds2 baths1,652 sq ft
1123 Middlebury Rd, Watertown, CT 06795
SOLD MAY 21, 2026
$500,000
C
3 beds2.5 baths2,208 sq ft
622 Lakeside Blvd W, Waterbury, CT 06708
SOLD MAY 29, 2026
$605,000
D
3 beds2.5 baths2,220 sq ft
386 Georgetown Dr, Watertown, CT 06795
SOLD JUL 30, 2026
$490,000
E
3 beds3 baths1,890 sq ft
142 Bamford Ave, Oakville, CT 06779
SOLD AUG 18, 2026
$485,000
F
3 beds2 baths1,760 sq ft
15 Fieldwood Dr, Watertown, CT 06795

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Earn from this home

Sell

$481,267

Est. take-home

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Refinance

Est. cash available

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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

OPEN SUN, 12PM TO 2PM
$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
$350,000
3 beds2 baths1,466 sq ft
138 Steinmann Ave, Middlebury, CT 06762
OPEN SUN, 12PM TO 2PM
$819,000
4 beds2.5 baths2,700 sq ft
18 Hunting Ridge Rd, Middlebury, CT 06762
$600,000
3 beds2.5 baths1,957 sq ft
16 Caveson Ct #16, Middlebury, CT 06762
$675,000
4 beds3.5 baths1,940 sq ft
46 Washington Dr, Middlebury, CT 06762
See all

Provided by Redfin

Sale history for 497 Breakneck Hill Rd

Date

Event

Price

Smart MLS #L10056314

Nov 13, 2015

Sold

$395,000

$114/sq ft

Aug 25, 2015

Listing Removed

—

Jun 17, 2015

Listed

$399,900

$115/sq ft

Smart MLS #L10040289

Nov 13, 2015

Sold

$395,000

$114/sq ft

Aug 28, 2015

Listing Removed

—

May 1, 2015

Listed

$399,900

$115/sq ft

Public Records

Sep 21, 2001

Sold

$455,000

$131/sq ft

Smart MLS #W1002604

Jun 26, 2001

Listed

$495,500

$143/sq ft

Year

Property tax

Land + Additions

Assessment*

2022

$13,314 (+23.9%)

$96,300 + $329,600

$425,900

2021

$10,745 (−0.8%)

$108,100 + $200,400

$308,500

2020

$10,828 (+5.1%)

$108,100 + $200,400

$308,500

2019

$10,304 (+2.7%)

$108,100 + $200,400

$308,500

2018

$10,029 (+3.2%)

$108,100 + $200,400

$308,500

2017

$9,715 (−4.6%)

$108,100 + $200,400

$308,500

2016

$10,181 (+5.7%)

$126,800 + $201,500

$328,300

2014

$9,632 (+1.7%)

$126,800 + $201,500

$328,300

2011

$9,475

$126,800 + $201,500

$328,300

Tax history for 497 Breakneck Hill Rd

Year

Property tax

Land + Additions

Assessment*

2022

$13,314 (+23.9%)

$96,300 + $329,600

$425,900

2021

$10,745 (−0.8%)

$108,100 + $200,400

$308,500

2020

$10,828 (+5.1%)

$108,100 + $200,400

$308,500

2019

$10,304 (+2.7%)

$108,100 + $200,400

$308,500

2018

$10,029 (+3.2%)

$108,100 + $200,400

$308,500

2017

$9,715 (−4.6%)

$108,100 + $200,400

$308,500

2016

$10,181 (+5.7%)

$126,800 + $201,500

$328,300

2014

$9,632 (+1.7%)

$126,800 + $201,500

$328,300

2011

$9,475

$126,800 + $201,500

$328,300

*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

1.5 Acres

Year renovated

—

Sq. Ft.

3,477

Year built

1948

Style

Multi-Family (2-4 Unit)

County

New Haven County

APN

1193147

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Under House Garage
Garages Number: 3

Interior

Interior Information
Total Rooms: 14
Laundry Room Location: Lower Level
Interior Features: Cable - Available, Auto Garage Door Opener
In-Law Apartment: Yes
In-Law Access: Separate Entry
Fireplaces Total: 2
Cooling System: Ceiling Fans, Central Air
Appliances Included: Dishwasher, Dryer, Electric Range, Microwave, Oven/Range, Refrigerator, Washer

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

Bedroom Information
Beds Total: 5

Room Information
Rooms Additional: Bonus Room, Laundry Room, Workshop
Room Count: 7
Basement Description: Concrete Floor, Full
Has Attic
Attic Description: Access Via Hatch

Exterior

Exterior Features
Exterior Siding: Wood
Exterior Features: Deck, Lighting, Porch, Sidewalk

Lot Information
Lot Description: Open Lot

Building Information
Color: white

Property Information
Property Type: Single Family For Sale
Driveway Type: Asphalt, Paved

Financial

Assessments Information
Assessed Value: $328,300

Rental Information
Lease Purchase YN: No

Utilities

Utility Information
Water Source: Private Well
Sewer Usage Fee Annual: $300
Sewage System: Septic
Hot Water Description: Domestic
Heat Type: Hot Air
Heat Fuel Type: Oil
Fuel Tank Location: Above Ground

Location

HOA Information
Association Amenities: Putting Green, Park, Playground/Tot Lot, Private Rec Facilities

School Information
Intermediate School: Memorial
High School: Regional District 15
Elementary School: Long Meadow

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Park, Playground/Tot Lot, Private Rec Facilities, Private School(s), Public Rec Facilities
Directions: route 64 to tyler crossing left on to breakneck hill follow the road to #497
County: New Haven

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 3,477
Stories: 2.0
Lot Size: 1.5 acres
Style: Multi-Family (2-4 Unit)
Year Built: 1948
Year Renovated: —
County: New Haven County
APN: 1193147

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 1

Around this home

Schools

Long Meadow Elementary School

Public PreK-5 • Assigned • 3.3mi

5/10

Memorial Middle School

Public 6-8 • Assigned • 1.7mi

8/10

Pomperaug Regional High School

Public 9-12 • Assigned • 3.6mi

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

$732,000 – $885,000

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New listings for sale in 06762

OPEN SUN, 12PM TO 2PM

$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

$350,000

3 beds2 baths1,466 sq ft

138 Steinmann Ave, Middlebury, CT 06762

OPEN SUN, 12PM TO 2PM

$819,000

4 beds2.5 baths2,700 sq ft

18 Hunting Ridge Rd, Middlebury, CT 06762

$600,000

3 beds2.5 baths1,957 sq ft

16 Caveson Ct #16, Middlebury, CT 06762

$675,000

4 beds3.5 baths1,940 sq ft

46 Washington Dr, Middlebury, CT 06762

Home values near 497 Breakneck Hill Rd

Data from public records.

Address	Redfin Estimate
553 Breakneck Hill Road, Middlebury, CT 2 Beds \| 1 Baths \| 1467 Sq. Ft.	$555,295
500 Breakneck Hill Road, Middlebury, CT 3 Beds \| 2.5 Baths \| 2249 Sq. Ft.	$910,665

Address	Redfin Estimate
428 Breakneck Hill Road, Middlebury, CT 2 Beds \| 1.5 Baths \| 1749 Sq. Ft.	$631,246
612 Breakneck Hill Road, Middlebury, CT 4 Beds \| 4 Baths \| 2893 Sq. Ft.	$932,929

Address	Redfin Estimate
506 Breakneck Hill Road, Middlebury, CT 3 Beds \| 1.5 Baths \| 1536 Sq. Ft.	$456,496
485 Breakneck Hill Road, Middlebury, CT 5 Beds \| 3.5 Baths \| 4104 Sq. Ft.	$806,542

Property information provided by Smart MLS when last listed in 2015. 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 497 Breakneck Hill Rd

Tax history for 497 Breakneck 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 497 Breakneck Hill Rd

More real estate resources