Google satellite image for 305 Upper Whittemore Rd, Middlebury, CT 06762

Off Market Sep 1995 for $351K

$1,102,835

Est. refi paymentEst. refi $2,075/mo

•

4.5 ba

•

4,555

sq ft

305 Upper Whittemore Rd, Middlebury, CT 06762

About this home

305 Upper Whittemore Rd is a 4,555 square foot house on a 6.37 acre lot with 4 bedrooms and 4.5 bathrooms. - it last sold on September 29, 1995 for $351,600. Based on Redfin's Middlebury data, we estimate the home's value is $1,102,835.

Single-familyProperty Type

1951Year Built

6.37 acresLot Size

$242Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,102,835

$751K since sold in September 1995$19K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 61.8% higher than the average sale price ($682K) of 6 comparable homes.

SOLD AUG 3, 2026
$602,500
A
4 beds2.5 baths3,300 sq ft
321 Artillery Rd, Middlebury, CT 06762
SOLD JUN 8, 2026
$675,000
B
4 beds4 baths3,254 sq ft
84 Munson Rd, Middlebury, CT 06762
SOLD JUL 9, 2026
$900,000
C
4 beds3 baths4,451 sq ft
286 Mirey Dam Rd, Middlebury, CT 06762
SOLD MAY 8, 2026
$728,000
D
4 beds3 baths3,360 sq ft
200 N Farm Rd, Middlebury, CT 06762
SOLD AUG 27, 2026
$515,000
E
4 beds2.5 baths2,157 sq ft
880 Whittemore Rd, Middlebury, CT 06762
SOLD JUN 30, 2026
$670,000
F
4 beds3.5 baths2,484 sq ft
223 Carriage Dr, Middlebury, CT 06762

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Earn from this home

Sell

$1,037,448

Est. take-home

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Refinance

Est. cash available

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Rent

$4,365/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

99.6%

+0.5% MoM

Median sale price

$575K

$78 MoM

Avg. days on market

47d

0 days MoM

Recently sold homes

8 MoM

New listings for sale

OPEN SAT, 11AM TO 1PM
$350,000
3 beds2 baths1,466 sq ft
138 Steinmann Ave, Middlebury, CT 06762
COMING SOON
$599,900
3 beds2.5 baths2,360 sq ft
58 Shadduck Rd, Middlebury, CT 06762
OPEN SUN, 12PM TO 2PM
$819,000
4 beds2.5 baths2,700 sq ft
18 Hunting Ridge Rd, Middlebury, CT 06762
COMING SOON
$499,900
2 beds1 bath798 sq ft
89 Sandy Beach Rd #89, 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
FOR SALE BY OWNER
$299,000
2 beds1 bath676 sq ft
327 Steinmann Ave, Middlebury, CT 06762
$474,900
3 beds2.5 baths1,837 sq ft
133 Algin Dr, Middlebury, CT 06762
OPEN SUN, 11:30AM TO 2:30PM
$479,900
4 beds2 baths1,630 sq ft
106 Steinmann Ave, Middlebury, CT 06762
$239,900
1 bed1 bath889 sq ft
35 Nutmeg Rd Unit B2, Middlebury, CT 06762
See all

Provided by Redfin

Sale history for 305 Upper Whittemore Rd

Tax history for 305 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

Interior

Basement Information
Basement Sq. Ft: 2,386

Bathroom Information
# of Full Baths: 4
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Air

Fireplace Information
# of Fireplaces: 3
Has Fireplace

Room Information
# of Rooms: 10

Exterior

Exterior Information
Physical Condition: Good
Building Style Type: Ranch
Exterior Wall: Vinyl
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 4,555
Gross Sq. Ft: 12,274
Ground Floor Sq. Ft: 4,283
# of Units: 1
# of Stories: 1

Lot Information
# of Buildings: 1
Land Sq. Ft: 277,477
Municipality Name: MIDDLEBURY
Acres: 6.37
Zoning Code: R80
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2022

Public facts

Beds: 4
Baths: 4.5
Sq. Ft.: 4,555
Stories: 1.0
Lot Size: 6.37 acres
Style: Single Family Residential
Year Built: 1951
Year Renovated: —
County: New Haven County
APN: 1192070

Home facts updated by county records on Jul 13, 2023

Around this home

Schools

Long Meadow Elementary School

Public PreK-5 • Assigned • 1.9mi

5/10

Memorial Middle School

Public 6-8 • Assigned • 2.6mi

8/10

Pomperaug Regional High School

Public 9-12 • Assigned • 2.2mi

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)

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

$1.05M – $1.27M

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New listings for sale in 06762

OPEN SAT, 11AM TO 1PM

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COMING SOON

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OPEN SUN, 12PM TO 2PM

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COMING SOON

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FOR SALE BY OWNER

$299,000

2 beds1 bath676 sq ft

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$474,900

3 beds2.5 baths1,837 sq ft

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OPEN SUN, 11:30AM TO 2:30PM

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Home values near 305 Upper Whittemore Rd

Data from public records.

Address	Redfin Estimate
378 Upper Whittemore Rd, Middlebury, CT 4 Beds \| 3 Baths \| 3928 Sq. Ft.	$1,522,102
444 Upper Whittemore Rd, Middlebury, CT 6 Beds \| 7 Baths \| 10266 Sq. Ft.	$2,356,059

Address	Redfin Estimate
245 Upper Whittemore Rd, Middlebury, CT 3 Beds \| 2.5 Baths \| 2990 Sq. Ft.	$871,304
215 Upper Whittemore Rd, Middlebury, CT 4 Beds \| 2.5 Baths \| 4349 Sq. Ft.	$971,337

Address	Redfin Estimate
167 Upper Whittemore Rd, Middlebury, CT 3 Beds \| 1.5 Baths \| 1636 Sq. Ft.	$552,365
250 Upper Whittemore Rd, Middlebury, CT 6 Beds \| 6 Baths \| 8408 Sq. Ft.	$3,768,384

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