Off Market Jul 2025 for $730K

$767,941

Est. refi paymentEst. refi $2,163/mo

•

2,442

sq ft

222 Crest Rd, Middlebury, CT 06762

About this home

Step in to timeless elegance with this beautifully restored 5 bedroom, 2.5 bath home with solid oak flooring throughout, and a 2 car detached garage nestled on a lush, landscaped 1 acre lot just a short walk to the town green, the Middlebury Library and the scenic Middlebury Greenway. Built in 1941, this classic residence blends vintage charm with modern comforts, offering generous living spaces, thoughtful updates throughout and underground utilities while still maintaining a classic look. Enjoy the beauty of mature plantings and fruit trees that frame the property creating a private oasis just minutes from the heart of town, Westover School and the Crest Rd. Preserve Land Trust. Whether you are relaxing on the built in bluestone porch, entertaining in the spacious living room around the Soap Stone fire place or exploring the gardens, this home offers a rare combination of character, location & charm! Don't miss a chance to own a piece of history in one of the area's most desirable neighborhoods. 10 mins to I84, 2 hrs to NYC and 2.5 hrs to Boston.

Please do not drive up the driveway unless you have a scheduled appointment.

Single-familyProperty Type

1941Year Built

1.05 acresLot Size

$314Est. Price/Sq.Ft.

2 car garageParking

Listed by Jackie Desmarais • Showcase Realty, Inc.

Bought with Lenore Mallett • William Pitt Sotheby's Int'l

Source:Smart MLS #24097636

Redfin Estimate

$767,941

$38K since sold in July 2025$11K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 27.6% higher than the average sale price ($602K) of 6 comparable homes.

SOLD JUN 30, 2026
$706,000
A
3 beds2.5 baths2,870 sq ft
15 Central 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 APR 21, 2026
$600,000
C
4 beds3 baths2,878 sq ft
72 Carriage Dr, Middlebury, CT 06762
SOLD AUG 4, 2026
$375,000
D
4 beds2.5 baths2,766 sq ft
319 Maybrook Rd, Waterbury, CT 06708
SOLD SEP 24, 2025
$675,000
E
4 beds2.5 baths2,570 sq ft
55 Westwood Dr, Middlebury, CT 06762
SOLD AUG 13, 2026
$585,000
F
4 beds3.5 baths2,376 sq ft
296 concord Dr, Watertown, CT 06795

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Earn from this home

Sell

$148,776

Est. take-home

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Refinance

Est. cash available

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Rent

$3,242/mo

Redfin rental estimate

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Market trends in 06762, CT

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.0%

0.4% MoM

Median sale price

$575K

$22K MoM

Avg. days on market

42d

1 days MoM

Recently sold homes

12 MoM

New listings for sale

NEW 3 HRS AGO
$239,900
1 bed1 bath889 sq ft
35 Nutmeg Rd Unit B2, Middlebury, CT 06762
COMING SOON
$829,900
3 beds2.5 baths2,796 sq ft
29 Cambridge Ct, Middlebury, CT 06762
$1,399,900
4 beds3.5 baths5,237 sq ft
67 Abbott Farms Rd, Middlebury, CT 06762
COMING SOON
$479,900
4 beds2 baths1,630 sq ft
106 Steinmann Ave, Middlebury, CT 06762
$950,000
5 beds3.5 baths4,114 sq ft
552 Breakneck Hill Rd, Middlebury, CT 06762
See all

Provided by Redfin

Sale history for 222 Crest Rd

Year

Property tax

Land + Additions

Assessment*

2022

$9,053 (+16.1%)

$84,800 + $204,800

$289,600

2021

$7,798 (−0.8%)

$96,500 + $127,400

$223,900

2020

$7,859 (+5.1%)

$96,500 + $127,400

$223,900

2019

$7,478 (+2.7%)

$96,500 + $127,400

$223,900

2018

$7,279 (+3.2%)

$96,500 + $127,400

$223,900

2017

$7,051 (−4.7%)

$96,500 + $127,400

$223,900

2016

$7,402 (+5.7%)

$113,500 + $125,200

$238,700

2014

$7,003 (+1.7%)

$113,500 + $125,200

$238,700

2011

$6,889

$113,500 + $125,200

$238,700

Tax history for 222 Crest Rd

Year

Property tax

Land + Additions

Assessment*

2022

$9,053 (+16.1%)

$84,800 + $204,800

$289,600

2021

$7,798 (−0.8%)

$96,500 + $127,400

$223,900

2020

$7,859 (+5.1%)

$96,500 + $127,400

$223,900

2019

$7,478 (+2.7%)

$96,500 + $127,400

$223,900

2018

$7,279 (+3.2%)

$96,500 + $127,400

$223,900

2017

$7,051 (−4.7%)

$96,500 + $127,400

$223,900

2016

$7,402 (+5.7%)

$113,500 + $125,200

$238,700

2014

$7,003 (+1.7%)

$113,500 + $125,200

$238,700

2011

$6,889

$113,500 + $125,200

$238,700

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

1.05 Acres

Year renovated

—

Sq. Ft.

2,442

Year built

1941

Style

Single Family Residential

County

New Haven County

APN

1194701

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Detached Garage
Garages Number: 2

Interior

Interior Information
Total Rooms: 9
Laundry Room Info: Main Level
Fireplaces Total: 2
Cooling System: Central Air
Appliances Included: Gas Range, Range Hood, Refrigerator, Dishwasher

Bathroom Information
# of Baths (Full): 2
# of Baths (Half): 1

Bedroom Information
Beds Total: 5

Room Information
Basement Description: Full, Storage, Hatchway Access, Partially Finished, Concrete Floor, Full With Hatchway
Has Attic
Attic Description: Storage Space, Floored, Access Via Hatch

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Clapboard, Cedar
Exterior Features: Fruit Trees, Gutters

Lot Information
Lot Description: Corner Lot, Level Lot, Professionally Landscaped

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

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 2442

Financial

Assessments Information
Assessed Value: $289,600

Utilities

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

Location

School Information
Middle Jr High School: Memorial
High School: Pomperaug
Elementary School: Middlebury

Location Information
State: Connecticut
Nearby Amenities: Library, Park, Playground/Tot Lot, Private School(s)
Directions: Rt 64 (Middlebury Rd) to Tyler Rd to Right on Central Rd. to Left on Crest Rd. GPS Friendly.
County: New Haven

Public facts

Beds: 5
Baths: 2.5
Sq. Ft.: 2,442
Stories: 2.0
Lot Size: 1.05 acres
Style: Single Family Residential
Year Built: 1941
Year Renovated: —
County: New Haven County
APN: 1194701

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 1

Around this home

Schools

Middlebury Elementary School

Public PreK-5 • Assigned • 1.1mi

5/10

Memorial Middle School

Public 6-8 • Assigned • 1.5mi

8/10

Pomperaug Regional High School

Public 9-12 • Assigned • 3.0mi

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

$730,000 – $884,000

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Nearby similar homes

$409,000

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3D WALKTHROUGH

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NEW CONSTRUCTION

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VIDEO TOUR

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New listings for sale in 06762

NEW 3 HRS AGO

$239,900

1 bed1 bath889 sq ft

35 Nutmeg Rd Unit B2, Middlebury, CT 06762

COMING SOON

$829,900

3 beds2.5 baths2,796 sq ft

29 Cambridge Ct, Middlebury, CT 06762

$1,399,900

4 beds3.5 baths5,237 sq ft

67 Abbott Farms Rd, Middlebury, CT 06762

COMING SOON

$479,900

4 beds2 baths1,630 sq ft

106 Steinmann Ave, Middlebury, CT 06762

$950,000

5 beds3.5 baths4,114 sq ft

552 Breakneck Hill Rd, Middlebury, CT 06762

Home values near 222 Crest Rd

Data from public records.

Address	Redfin Estimate
225 Crest Road, Middlebury, CT 3 Beds \| 3 Baths \| 4138 Sq. Ft.	$1,241,732
152 Crest Road, Middlebury, CT 6 Beds \| 3.5 Baths \| 3829 Sq. Ft.	$1,171,020

Address	Redfin Estimate
193 Crest Road, Middlebury, CT 2 Beds \| 2 Baths \| 1764 Sq. Ft.	$631,128
122 Crest Road, Middlebury, CT 3 Beds \| 2.5 Baths \| 3253 Sq. Ft.	$851,121

Address	Redfin Estimate
135 Crest Road, Middlebury, CT 4 Beds \| 6.5 Baths \| 4864 Sq. Ft.	$1,919,676
178 Crest Road, Middlebury, CT 6 Beds \| 4.5 Baths \| 4367 Sq. Ft.	$1,023,236

Property information provided by Smart MLS when last listed in 2025. 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 222 Crest Rd

Tax history for 222 Crest 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 222 Crest Rd

More real estate resources