OFF MARKET
Google street view image for 444 Upper Whittemore Rd, Middlebury, CT 06762
Off market mar 2005 for $2M
$1,852,282
Est. refi paymentEst. refi $13,756/mo
6
bd
•
7 ba
•
10,266
sq ft

444 Upper Whittemore Rd, Middlebury, CT 06762

map-entry

About this home

444 Upper Whittemore Rd is a 10,266 square foot house on a 3.95 acre lot with 6 bedrooms and 7 bathrooms. - it last sold on March 21, 2005 for $2,012,500. Based on Redfin's Middlebury data, we estimate the home's value is $1,852,282.
Single-familyProperty Type
1906Year Built
3.95 acresLot Size
$180Est. Price/Sq.Ft.
Source:Public Records

Redfin Estimate

$1,852,282
$160K since sold in March 2005$185K since September

This home's estimate is 162% higher than the average sale price ($707K) of 6 comparable homes.

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Earn from this home

Sell
$1,091,876
Est. take-home

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Refinance
$0
Est. cash available

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Rent
$4,238/mo
Redfin rental estimate

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Market trends in 06762, CT

Last updated September 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
32

1 MoM

New listings for sale

Provided by Redfin

Sale history for 444 Upper Whittemore Rd

Tax history for 444 Upper Whittemore Rd

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

Property details

Around this home

Schools

Long Meadow Elementary School

Public PreK-5 • Assigned • 2.2mi

5/10
Memorial Middle School

Public 6-8 • Assigned • 2.5mi

8/10
Pomperaug Regional High School

Public 9-12 • Assigned • 2.5mi

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

5/10 Wind Factor

25% 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)
31
19
34
21
51
32
60
41
66
50
77
60
81
65
77
59
73
56
63
45
51
36
37
23
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
$1.76M – $2.13M

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Nearby similar homes

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2 beds1 bath680 sq ft
815 Cheyenne Rd, Watertown, CT 06795
$429,500
4 beds3 baths2,264 sq ft
16 Katina Dr, Waterbury, CT 06708
$650,000
4 beds3 baths2,631 sq ft
263 Georgetown Dr, Watertown, CT 06795
$299,999
2 beds1 bath1,034 sq ft
251 Riverside St, Oakville, CT 06795

New listings for sale in 06762

NEW 34 HRS AGO
$589,900
2 beds2.5 baths2,442 sq ft
203 Sugar Maple Way #203, Middlebury, CT 06762
$439,900
3 beds2.5 baths2,112 sq ft
42 White Ave, Middlebury, CT 06762
$725,000
4 beds2.5 baths2,534 sq ft
106 Mirey Dam Rd, Middlebury, CT 06762
$725,000
5 beds3 baths3,728 sq ft
783 Whittemore Rd, Middlebury, CT 06762
$530,000
2 beds2.5 baths2,593 sq ft
104 Periwinkle Dr #104, Middlebury, CT 06762

Home values near 444 Upper Whittemore Rd

Data from public records.

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