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5+ Days Ago

Location

44 Upland Rd, Middlebury, CT 06762, USA

Available rentals nearby

featured image of 247 Willow St

247 Willow St

3 Beds

$1,600

The price shown is for a 12-month lease. Fees may apply.
featured image of 134 Chestnut Ave

134 Chestnut Ave

3 Beds

$1,449

The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.
featured image of 26 Colley St

26 Colley St

3 Beds

$1,500

The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.
featured image of 261 Sunnyside Ave

261 Sunnyside Ave

3 Beds

$1,650

The price shown is for a 12-month lease. Fees may apply.
featured image of 69 W Liberty St #2

69 W Liberty St #2

3 Beds

$1,800

The price shown is for a 12-month lease. Fees may apply.
featured image of 83 Lounsbury Ave #1

83 Lounsbury Ave #1

3 Beds

$1,800

The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.
featured image of 27 Poplar Street #1stFL

27 Poplar Street #1stFL

3 Beds

$1,650

The price shown is for a 12-month lease. Fees may apply.
featured image of 33 Howard St #2ndFL

33 Howard St #2ndFL

3 Beds

$1,695

The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.
featured image of 247 Willow St

247 Willow St

3 Beds

$1,600

The price shown is for a 12-month lease. Fees may apply.
featured image of 134 Chestnut Ave

134 Chestnut Ave

3 Beds

$1,449

The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.
featured image of 26 Colley St

26 Colley St

3 Beds

$1,500

The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.
featured image of 261 Sunnyside Ave

261 Sunnyside Ave

3 Beds

$1,650

The price shown is for a 12-month lease. Fees may apply.
featured image of 69 W Liberty St #2

69 W Liberty St #2

3 Beds

$1,800

The price shown is for a 12-month lease. Fees may apply.
featured image of 83 Lounsbury Ave #1

83 Lounsbury Ave #1

3 Beds

$1,800

The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.
featured image of 27 Poplar Street #1stFL

27 Poplar Street #1stFL

3 Beds

$1,650

The price shown is for a 12-month lease. Fees may apply.
featured image of 33 Howard St #2ndFL

33 Howard St #2ndFL

3 Beds

$1,695

The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.

Rent trends in Middlebury

3-bedroom apartments at 44 Upland Rd cost about 54% less than the average rent price for 3-bedroom apartments in Middlebury.

Median rents as of Dec 13 2025.
Middlebury
A table of 3-bedroom apartment rental data trends in Middlebury
MonthMedian Rent
June 2024$2,750
July 2024$2,750
August 2024$2,765
September 2024$2,762
October 2024$2,697
November 2024$2,670
December 2024$2,950
January 2025$4,018
May 2025$4,000
June 2025$4,000
October 2025$3,950
November 2025$3,950
December 2025$3,500

Schools near 44 Upland Rd

Middlebury Elementary School

550 whittemore rd

middlebury, CT, 6762

K-5Public
B+
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Internet available near 44 Upland Rd

Neighborhood

NEIGHBORHOOD VIBE
Peaceful and quiet
Noise-canceling headphones not required in this mostly noise free area.

Getting around Middlebury near 44 Upland Rd

Walking

2/10
You’ll need another mode of transportation for getting around. Scooter, anyone?

Driving

10/10
Commuting is easy with multiple accessible routes and plenty of parking.

Points of interest for 44 Upland Rd, Middlebury

Groceries

2/10
The nearest general grocery store is within a 20-to-30 minute walk.

Shopping

2/10
Few fashion stores are within walking distance.

Cafes

2/10
The closest café is within a 20-minute walk. There are few or no other cafés within walking distance.

Restaurants

3/10
Few restaurants are within walking distance.

Primary schools

3/10
The closest elementary school is within a 20-to-30-minute walk.

High schools

3/10
The closest high school is within a 20-to-30-minute walk.

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3 Bedroom apartment rentals in Middlebury3 listings

3 listings

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