View 314 Porter Avenue Middlebury, CT MLS# 24161984
$349,900
3

Beds

2.0

Baths

1,440

Sq.Ft.

314 Porter Avenue

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

The time to sell is now! THE TIME TO SELL IS NOW!
View 38 East Ridge Drive Middlebury, CT MLS# 24158643
$509,900
3

Beds

2.0

Baths

1,780

Sq.Ft.

38 East Ridge Drive

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
$735,900
3

Beds

2.0

Baths

1,877

Sq.Ft.

20 Hunting Ridge Road

Middlebury, CT

View 366 Charcoal Avenue Middlebury, CT MLS# 24158517
$750,000
4

Beds

2.1

Baths

3,198

Sq.Ft.

366 Charcoal Avenue

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

View 321 Artillery Road Middlebury, CT MLS# 24155964
$729,990
4

Beds

2.1

Baths

3,300

Sq.Ft.

321 Artillery Road

Middlebury, CT

View 428 Breakneck Hill Road Middlebury, CT MLS# 24155123
$599,900
2

Beds

1.1

Baths

1,749

Sq.Ft.

428 Breakneck Hill Road

Middlebury, CT

View 775 South Street Middlebury, CT MLS# 24151632
$2,850,000
8

Beds

6.2

Baths

9,619

Sq.Ft.

775 South Street

Middlebury, CT

View Lots 12,13, 14 Mirey Dam Road Middlebury, CT MLS# 24152234
$699,900
Studio

Beds

0.0

Baths

Lots 12,13, 14 Mirey Dam Road

Middlebury, CT

View North Benson Road # 62 Middlebury, CT MLS# 24152745
$545,400
3

Beds

2.1

Baths

2,206

Sq.Ft.

North Benson Road # 62

Middlebury, CT

View 75 Gleneagle Road Middlebury, CT MLS# 24152556
$229,900
Studio

Beds

0.0

Baths

75 Gleneagle Road

Middlebury, CT

View 35 Nutmeg Road Apt D1 Middlebury, CT MLS# 24150979
  • Adult Community
1 of 19
$229,000
1

Beds

1.0

Baths

889

Sq.Ft.

35 Nutmeg Road Apt D1

Middlebury, CT

View 61 Sandy Hill Road Middlebury, CT MLS# 24148828
$529,900
3

Beds

1.1

Baths

1,811

Sq.Ft.

61 Sandy Hill Road

Middlebury, CT

View 24 Ridgewood Drive 24 Middlebury, CT MLS# 24147226
$554,000
3

Beds

3.1

Baths

2,879

Sq.Ft.

24 Ridgewood Drive 24

Middlebury, CT

View 117 Crest Road Middlebury, CT MLS# 24147892
$759,000
4

Beds

2.1

Baths

2,753

Sq.Ft.

117 Crest Road

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.