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
  • Recently Listed with Virtual Tour
1 of 29
$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
  • Recently Listed
1 of 40
$950,000
5

Beds

2.1

Baths

3,301

Sq.Ft.

851 South Street

Middlebury, CT

View 66 Artillery Road Middlebury, CT MLS# 24164662
  • Recently Listed
1 of 25
$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
  • Recently Listed
1 of 32
OPEN HOUSE: Sunday 4/26 12:00 PM - 2:00 PM
$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
  • Recently Listed with Virtual Tour
1 of 32
$759,900
3

Beds

3.1

Baths

4,094

Sq.Ft.

64 Watertown Road

Middlebury, CT

View 192 Breakneck Hill Road Middlebury, CT MLS# 24166198
$427,000
4

Beds

2.0

Baths

1,422

Sq.Ft.

192 Breakneck Hill Road

Middlebury, CT

View 193 Ridgewood Drive 193 Middlebury, CT MLS# 24163290
$649,900
3

Beds

2.1

Baths

2,658

Sq.Ft.

193 Ridgewood Drive 193

Middlebury, CT

View 18 Freedom Road Middlebury, CT MLS# 24163920
$479,000
3

Beds

1.1

Baths

1,492

Sq.Ft.

18 Freedom Road

Middlebury, CT

View 6 Brookside Drive Middlebury, CT MLS# 24164000
  • Virtual Tour
1 of 40
$599,995
4

Beds

3.1

Baths

3,745

Sq.Ft.

6 Brookside Drive

Middlebury, CT

View 6 Brookside Drive 6 Middlebury, CT MLS# 24159958
$599,995
4

Beds

3.1

Baths

3,745

Sq.Ft.

6 Brookside Drive 6

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 200 North Farm Road Middlebury, CT MLS# 24163117
$750,000
4

Beds

2.2

Baths

3,360

Sq.Ft.

200 North Farm 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
  • Recently Listed
1 of 27
$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 314 Porter Avenue Middlebury, CT MLS# 24161984
$349,900
3

Beds

2.0

Baths

1,440

Sq.Ft.

314 Porter Avenue

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.