Google street view image for 55 Gleneagle Rd, Middlebury, CT 06762

Off market dec 1998 for $132K

$1,107,387

Est. refi paymentEst. refi $890/mo

•

4.5 ba

•

4,635

sq ft

55 Gleneagle Rd, Middlebury, CT 06762

About this home

55 Gleneagle Rd is a 4,635 square foot house on a 1.52 acre lot with 4 bedrooms and 4.5 bathrooms. - it last sold on December 11, 1998 for $132,000. Based on Redfin's Middlebury data, we estimate the home's value is $1,107,387.

Single-familyProperty Type

2001Year Built

1.52 acresLot Size

$239Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,107,387

$975K since sold in December 1998$8,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 61.3% higher than the average sale price ($687K) of 6 comparable homes.

SOLD OCT 15, 2026
$715,000
A
4 beds3.5 baths2,806 sq ft
80 Pine Hollow Dr, Middlebury, CT 06762
SOLD OCT 9, 2026
$620,000
B
4 beds3 baths3,162 sq ft
90 Fenn 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 OCT 6, 2026
$540,000
D
4 beds2.5 baths2,067 sq ft
323 Watertown Rd, Middlebury, CT 06762
SOLD JUN 30, 2026
$759,900
E
3 beds3.5 baths4,094 sq ft
64 Watertown Rd, 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

$1,029,738

Est. take-home

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Est. cash available

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Rent

$4,110/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

1 MoM

New listings for sale

$589,900
2 beds2.5 baths2,442 sq ft
203 Sugar Maple Way #203, 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
3D WALKTHROUGH
$530,000
2 beds2.5 baths2,593 sq ft
104 Periwinkle Dr #104, Middlebury, CT 06762
See all

Provided by Redfin

Sale history for 55 Gleneagle Rd

Year

Property tax

Land + Additions

Assessment*

2022

$17,612 (−9.7%)

$109,100 + $454,300

$563,400

2021

$19,508 (−0.8%)

$153,000 + $407,100

$560,100

2020

$19,660 (+5.1%)

$153,000 + $407,100

$560,100

2019

$18,707 (+2.7%)

$153,000 + $407,100

$560,100

2018

$18,209 (+3.2%)

$153,000 + $407,100

$560,100

2017

$17,638 (−1.2%)

$153,000 + $407,100

$560,100

2016

$17,859 (+5.7%)

$179,600 + $396,300

$575,900

2014

$16,897 (+1.7%)

$179,600 + $396,300

$575,900

2011

$16,620

$179,600 + $396,300

$575,900

Tax history for 55 Gleneagle Rd

Year

Property tax

Land + Additions

Assessment*

2022

$17,612 (−9.7%)

$109,100 + $454,300

$563,400

2021

$19,508 (−0.8%)

$153,000 + $407,100

$560,100

2020

$19,660 (+5.1%)

$153,000 + $407,100

$560,100

2019

$18,707 (+2.7%)

$153,000 + $407,100

$560,100

2018

$18,209 (+3.2%)

$153,000 + $407,100

$560,100

2017

$17,638 (−1.2%)

$153,000 + $407,100

$560,100

2016

$17,859 (+5.7%)

$179,600 + $396,300

$575,900

2014

$16,897 (+1.7%)

$179,600 + $396,300

$575,900

2011

$16,620

$179,600 + $396,300

$575,900

*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: 2,836

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

Heating & Cooling
Heating Type: Forced Air

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Room Information
# of Rooms: 9

Exterior

Exterior Information
Physical Condition: Excellent
Building Style Type: Colonial
Exterior Wall: Brick
Roof Shape Type: Hip

Pool Information
Has Pool

Property Information
Living Sq. Ft: 4,635
Gross Sq. Ft: 8,898
Ground Floor Sq. Ft: 2,740
# of Units: 2
# of Stories: 2

Parking & Garage Information
Parking Type: Basement Garage
Garage / Carport Type: Basement

Lot Information
# of Buildings: 1
Land Sq. Ft: 66,211
Municipality Name: MIDDLEBURY
Acres: 1.52
Zoning Code: R40
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2022

Public facts

Beds: 4
Baths: 4.5
Sq. Ft.: 4,635
Stories: 2.0
Lot Size: 1.52 acres
Style: Single Family Residential
Year Built: 2001
Year Renovated: —
County: New Haven County
APN: 1193671

Home facts updated by county records on Jul 13, 2023

Around this home

Schools

Middlebury Elementary School

Public PreK-5 • Assigned • 1.8mi

7/10

Memorial Middle School

Public 6-8 • Assigned • 1.1mi

6/10

Pomperaug Regional High School

Public 9-12 • Assigned • 4.5mi

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

6/10 Wind Factor

27% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 1 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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Nearby similar homes

$350,000

3 beds2 baths1,466 sq ft

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Walk-in closet • Stone fireplace • Covered patio

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FOR SALE BY OWNER

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Hardwood floors • Dual brick fireplace • Spacious kitchen

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

$725,000

4 beds2.5 baths2,534 sq ft

106 Mirey Dam Rd, Middlebury, CT 06762

Spacious family room • Fireplace • Primary bedroom

$725,000

5 beds3 baths3,728 sq ft

783 Whittemore Rd, Middlebury, CT 06762

Expansive garage • Multi-vehicle garage • Personal workshop

3D WALKTHROUGH

$530,000

2 beds2.5 baths2,593 sq ft

104 Periwinkle Dr #104, Middlebury, CT 06762

Spacious kitchen • Rich wood cabinetry • 1 acre lot

Home values near 55 Gleneagle Rd

Data from public records.

Address	Redfin Estimate
69 Gleneagle Road, Middlebury, CT 4 Beds \| 4 Baths \| 4220 Sq. Ft.	$1,004,683
80 Gleneagle Road, Middlebury, CT 4 Beds \| 4 Baths \| 5252 Sq. Ft.	$1,122,240

Address	Redfin Estimate
49 Gleneagle Road, Middlebury, CT 4 Beds \| 3 Baths \| 3245 Sq. Ft.	$912,172
30 Gleneagle Road, Middlebury, CT 4 Beds \| 4 Baths \| 4030 Sq. Ft.	$1,126,829

Address	Redfin Estimate
35 Gleneagle Road, Middlebury, CT 4 Beds \| 3.5 Baths \| 4995 Sq. Ft.	$1,172,511
369 Three Mile Hill Road, Middlebury, CT 3 Beds \| 2.5 Baths \| 2690 Sq. Ft.	$861,327

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06762, CT

Sale history for 55 Gleneagle Rd

Tax history for 55 Gleneagle 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 55 Gleneagle Rd

More real estate resources