View 420 Charcoal Avenue Middlebury, CT MLS# 24167472
$485,000
3

Beds

2.0

Baths

1,575

Sq.Ft.

420 Charcoal Avenue

Middlebury, CT

View 122 Crest Road Middlebury, CT MLS# 24168079
$825,000
3

Beds

2.1

Baths

3,253

Sq.Ft.

122 Crest Road

Middlebury, CT

View 245 Upper Whittemore Road Middlebury, CT MLS# 24167463
$815,000
3

Beds

2.1

Baths

2,990

Sq.Ft.

245 Upper Whittemore Road

Middlebury, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 851 South Street Middlebury, CT MLS# 24167191
$950,000
5

Beds

2.1

Baths

3,301

Sq.Ft.

851 South Street

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 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 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 64 Watertown Road Middlebury, CT MLS# 24166543
  • Virtual Tour
1 of 32
$759,900
3

Beds

3.1

Baths

4,094

Sq.Ft.

64 Watertown Road

Middlebury, CT

View 19 Deer Run Road Middlebury, CT MLS# 24162678
$900,000
4

Beds

2.1

Baths

3,100

Sq.Ft.

19 Deer Run Road

Middlebury, CT

View 390 Middlebury Road 3 Middlebury, CT MLS# 24162922
$119,900
1.0

Baths

850

Sq.Ft.

390 Middlebury Road 3

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 1140 Southford Road Middlebury, CT MLS# 24162191
$399,000
Studio

Beds

0.0

Baths

1140 Southford Road

Middlebury, CT

View 80 Pine Hollow Drive Middlebury, CT MLS# 24161366
$749,900
4

Beds

3.1

Baths

2,806

Sq.Ft.

80 Pine Hollow Drive

Middlebury, CT

View 541 Benson Road Middlebury, CT MLS# 24161553
$525,000
2

Beds

2.0

Baths

1,600

Sq.Ft.

541 Benson Road

Middlebury, CT

View 541 Benson Road Middlebury, CT MLS# 24161555
$525,000
3

Beds

3.0

Baths

1,600

Sq.Ft.

541 Benson 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 20 Hunting Ridge Road Middlebury, CT MLS# 24160275
  • New Construction
1 of 29
$774,900
3

Beds

2.0

Baths

1,877

Sq.Ft.

20 Hunting Ridge Road

Middlebury, CT

View Lot 41 Somerset Drive Middlebury, CT MLS# 24158747
  • New Construction
1 of 9
$939,000
3

Beds

2.1

Baths

2,878

Sq.Ft.

Lot 41 Somerset Drive

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 1 Arrowwood Court 1 Middlebury, CT MLS# 24155854
$569,500
3

Beds

2.1

Baths

2,295

Sq.Ft.

1 Arrowwood Court 1

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.