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Middlebury Real Estate & Middlebury, CT Homes For Sale | Page 2

83 Homes
 
555 Whittemore Rd, Middlebury, CT 06762
  • $449,000
  • 4Bd
  • 3Ba
  • 1,855 Sq Ft
north benson road, Middlebury, CT 06762
  • $562,350
  • 3Bd
  • 3Ba
  • 1,950 Sq Ft
north benson road, Middlebury, CT 06762
  • $572,000
  • 3Bd
  • 3Ba
  • 2,206 Sq Ft
25 Avalon Dr, Middlebury, CT 06762
  • $879,900
  • 3Bd
  • 4Ba
  • 3,494 Sq Ft
1252 Straits Tpke, Middlebury, CT 06762
  • $299,900
  • 4Bd
  • 1Ba
  • 1,848 Sq Ft
8 Deer Run Rd, Middlebury, CT 06762
  • $839,900
  • 3Bd
  • 3Ba
  • 2,450 Sq Ft
north benson road, Middlebury, CT 06762
  • $573,572
  • 3Bd
  • 3Ba
  • 2,206 Sq Ft
397 White Deer Rock Rd, Middlebury, CT 06762
  • $2,195,000
  • 3Bd
  • 3Ba
  • 3,863 Sq Ft
19 Deer Run Rd, Middlebury, CT 06762
  • $900,000
  • 4Bd
  • 3Ba
  • 3,100 Sq Ft
36 Highridge Rd #36, Middlebury, CT 06762
  • $585,000
  • 3Bd
  • 3Ba
  • 1,997 Sq Ft
80 Pine Hollow Dr, Middlebury, CT 06762
  • $724,900
  • 4Bd
  • 4Ba
  • 2,806 Sq Ft
lot41 Somerset Dr, Middlebury, CT 06762
  • $939,000
  • 3Bd
  • 3Ba
  • 2,878 Sq Ft
north benson road, Middlebury, CT 06762
  • $545,400
  • 3Bd
  • 3Ba
  • 2,206 Sq Ft
117 Crest Rd, Middlebury, CT 06762
  • $750,000
  • 4Bd
  • 3Ba
  • 2,753 Sq Ft
3 Brookside Dr #3, Middlebury, CT 06762
  • $599,900
  • 4Bd
  • 4Ba
  • 4,200 Sq Ft
north benson road, Middlebury, CT 06762
  • $561,271
  • 3Bd
  • 3Ba
  • 2,206 Sq Ft
north benson road, Middlebury, CT 06762
  • $573,584
  • 3Bd
  • 3Ba
  • 2,206 Sq Ft
north benson road, Middlebury, CT 06762
  • $603,780
  • 3Bd
  • 3Ba
  • 2,706 Sq Ft
north benson road, Middlebury, CT 06762
  • $509,900
  • 3Bd
  • 3Ba
  • 1,950 Sq Ft
north benson road, Middlebury, CT 06762
  • $523,920
  • 3Bd
  • 3Ba
  • 1,950 Sq Ft
north benson road, Middlebury, CT 06762
  • $568,564
  • 3Bd
  • 3Ba
  • 2,206 Sq Ft
north benson road, Middlebury, CT 06762
  • $555,888
  • 3Bd
  • 3Ba
  • 2,252 Sq Ft
north benson road, Middlebury, CT 06762
  • $560,753
  • 3Bd
  • 3Ba
  • 2,206 Sq Ft
north benson road, Middlebury, CT 06762
  • $509,900
  • 3Bd
  • 3Ba
  • 2,206 Sq Ft
north benson road, Middlebury, CT 06762
  • $522,128
  • 3Bd
  • 3Ba
  • 1,950 Sq Ft
north benson road, Middlebury, CT 06762
  • $533,416
  • 3Bd
  • 3Ba
  • 1,950 Sq Ft
north benson road, Middlebury, CT 06762
  • $525,438
  • 3Bd
  • 3Ba
  • 1,950 Sq Ft
north benson road, Middlebury, CT 06762
  • $519,900
  • 3Bd
  • 3Ba
  • 1,950 Sq Ft
north benson road, Middlebury, CT 06762
  • $548,828
  • 3Bd
  • 3Ba
  • 2,462 Sq Ft
3 Pine Rdg #23, Middlebury, CT 06762
  • $721,000
  • 2Bd
  • 3Ba
  • 2,290 Sq Ft
15 Hunting Ridge Rd, Middlebury, CT 06762
  • $779,900
  • 3Bd
  • 3Ba
  • 1,877 Sq Ft
28 Hunting Ridge Rd, Middlebury, CT 06762
  • $729,900
  • 4Bd
  • 3Ba
  • 2,466 Sq Ft
north benson road, Middlebury, CT 06762
  • $545,400
  • 3Bd
  • 3Ba
  • 2,206 Sq Ft
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Middlebury, CT real estate market trends

Statistics as of September 2026
$569K
Avg. list price
$258/Sqft
Avg. price/sqft
74
Homes for sale
2,206 Sqft
Avg. home size
42 Days
Avg. days on market
Movoto makes it easy to track market trends in Middlebury, CT. Whether you’re entering the market or planning your next move, understanding these key metrics can guide smart decisions. Looking for more detailed housing market stats in Middlebury, CT?
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Frequently Asked Questions about Middlebury, CT

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