72 total properties
View 15 Central Road Middlebury, CT MLS# 24160065
$694,900
3

Beds

2.1

Baths

2,870

Sq.Ft.

15 Central Road

Middlebury, CT

View 70 Pine Hollow Drive Middlebury, CT MLS# 24158024
$690,000
3

Beds

2.1

Baths

2,734

Sq.Ft.

70 Pine Hollow Drive

Middlebury, CT

View 84 Munson Road Middlebury, CT MLS# 24145916
$689,000
4

Beds

3.2

Baths

3,254

Sq.Ft.

84 Munson Road

Middlebury, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 90 Fenn Road Middlebury, CT MLS# 24167501
$679,900
4

Beds

2.2

Baths

3,162

Sq.Ft.

90 Fenn Road

Middlebury, CT

View 223 Carriage Drive Middlebury, CT MLS# 24160037
$674,900
4

Beds

3.1

Baths

2,484

Sq.Ft.

223 Carriage Drive

Middlebury, CT

View 10 Pelham Way 10 Middlebury, CT MLS# 24171754
$650,000
3

Beds

2.1

Baths

2,251

Sq.Ft.

10 Pelham Way 10

Middlebury, CT

View 178 Ridgewood Drive 178 Middlebury, CT MLS# 24177424
$639,900
3

Beds

2.1

Baths

2,414

Sq.Ft.

178 Ridgewood Drive 178

Middlebury, CT

View 700 Watertown Road Middlebury, CT MLS# 24171374
$630,000
5

Beds

2.1

Baths

2,528

Sq.Ft.

700 Watertown Road

Middlebury, CT

View 408 Breakneck Hill Road Middlebury, CT MLS# 24164434
$625,000
2

Beds

2.1

Baths

1,848

Sq.Ft.

408 Breakneck Hill Road

Middlebury, CT

View 1 Independence Circle 1 Middlebury, CT MLS# 24176712
$609,000
4

Beds

2.1

Baths

3,224

Sq.Ft.

1 Independence Circle 1

Middlebury, CT

View 1 Independence Circle 1 Middlebury, CT MLS# 24177570
$609,000
4

Beds

2.1

Baths

3,224

Sq.Ft.

1 Independence Circle 1

Middlebury, CT

View North Benson Road # 48 Middlebury, CT MLS# 24129196
$603,780
3

Beds

2.1

Baths

2,706

Sq.Ft.

North Benson Road # 48

Middlebury, CT

View 3 Brookside Drive 3 Middlebury, CT MLS# 24145711
$599,900
4

Beds

2.2

Baths

4,200

Sq.Ft.

3 Brookside Drive 3

Middlebury, CT

View 3 Brookside Drive 3 Middlebury, CT MLS# 24146182
$599,900
4

Beds

2.2

Baths

4,200

Sq.Ft.

3 Brookside Drive 3

Middlebury, CT

View 2 Arrowwood Court 2 Middlebury, CT MLS# 24163914
$599,900
3

Beds

2.1

Baths

2,256

Sq.Ft.

2 Arrowwood Court 2

Middlebury, CT

View 36 Highridge Road 36 Middlebury, CT MLS# 24163482
$585,000
3

Beds

2.1

Baths

1,997

Sq.Ft.

36 Highridge Road 36

Middlebury, CT

View 66 Artillery Road Middlebury, CT MLS# 24164662
$585,000
4

Beds

3.1

Baths

2,691

Sq.Ft.

66 Artillery Road

Middlebury, CT

View North Benson Road # 60 Middlebury, CT MLS# 24138018
$573,584
3

Beds

2.1

Baths

2,206

Sq.Ft.

North Benson Road # 60

Middlebury, CT

View North Benson Road # 65 Middlebury, CT MLS# 24177098
$573,572
3

Beds

2.1

Baths

2,206

Sq.Ft.

North Benson Road # 65

Middlebury, CT

View 72 Ridgewood Drive 72 Middlebury, CT MLS# 24179784
  • Recently Listed
1 of 39
$569,900
3

Beds

2.1

Baths

2,428

Sq.Ft.

72 Ridgewood Drive 72

Middlebury, CT

Information deemed reliable but not guaranteed.

Listing information has been assembled from various sources of varying degrees of reliability. Any information critical to a buying decision should be independently verified.

Information on this this page is provided by the Smart Multiple Listing Service, Inc. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

© Copyright 2026 Smart Multiple Listing Service, Inc.