Homes Recently Sold in Middlebury, CT

317 Homes

18 Deer Run Rd, Middlebury, CT 06762

$810,000
3Bd
3Ba
2,190 Sq Ft

SOLD 05/11/26

200 N Farm Rd, Middlebury, CT 06762

$728,000
4Bd
4Ba
3,360 Sq Ft

SOLD 05/10/26

292 Park Rd Ext, Middlebury, CT 06762

$574,900
5Bd
2Ba
1,924 Sq Ft

SOLD 05/04/26

35 Nutmeg Rd #D1, Middlebury, CT 06762

$222,500
1Bd
1Ba
889 Sq Ft

SOLD 05/03/26

428 Breakneck Hill Rd, Middlebury, CT 06762

$599,900
2Bd
2Ba
1,749 Sq Ft

SOLD 05/01/26

637 Watertown Rd, Middlebury, CT 06762

$475,000
3Bd
4Ba
1,918 Sq Ft

SOLD 04/28/26

72 Carriage Dr, Middlebury, CT 06762

$600,000
4Bd
3Ba
2,878 Sq Ft

SOLD 04/21/26

288 Watertown Rd #LOT 5, Middlebury, CT 06762

$190,000
1.13 Acre

SOLD 04/21/26

16 Winding Trl #16, Middlebury, CT 06762

$625,000
3Bd
3Ba
2,646 Sq Ft

SOLD 04/15/26

3 Hunting Ridge Rd, Middlebury, CT 06762

$620,000
3Bd
3Ba
1,722 Sq Ft

SOLD 03/31/26

13 Caveson Ct #13, Middlebury, CT 06762

$530,000
2Bd
2Ba
2,011 Sq Ft

SOLD 03/24/26

14 Deer Run Rd, Middlebury, CT 06762

$699,900
3Bd
2Ba
1,877 Sq Ft

SOLD 03/03/26

2 Deer Run Rd, Middlebury, CT 06762

$709,900
3Bd
3Ba
2,190 Sq Ft

SOLD 03/02/26

2 Dogwood Ct #2, Middlebury, CT 06762

$545,000
3Bd
4Ba
3,103 Sq Ft

SOLD 02/27/26

587 Shadduck Rd, Middlebury, CT 06762

$310,000
2Bd
1Ba
1,157 Sq Ft

SOLD 02/26/26

11 Upper Whittemore Rd, Middlebury, CT 06762

$461,000
3Bd
1Ba
1,120 Sq Ft

SOLD 02/13/26

383 Leonard Rd, Middlebury, CT 06762

$895,000
4Bd
5Ba
3,220 Sq Ft

SOLD 02/12/26

126 Colonial Ave, Middlebury, CT 06762

$585,000
3Bd
2Ba
2,531 Sq Ft

SOLD 02/01/26

348 Kelly Rd, Middlebury, CT 06762

$360,000
2Bd
1Ba
768 Sq Ft

SOLD 01/30/26

51 Cross Rd, Middlebury, CT 06762

$645,000
4Bd
4Ba
3,244 Sq Ft

SOLD 01/27/26

73 Yale Ave, Middlebury, CT 06762

$300,000
2Bd
2Ba
1,099 Sq Ft

SOLD 01/20/26

27 Winding Trl #27, Middlebury, CT 06762

$565,000
3Bd
3Ba
2,680 Sq Ft

SOLD 01/17/26

32 Yale Ave, Middlebury, CT 06762

$390,000
3Bd
2Ba
1,861 Sq Ft

SOLD 01/16/26

7 Sandy Beach Rd, Middlebury, CT 06762

$4,050,000
6Bd
4Ba
5,816 Sq Ft

SOLD 01/15/26

440 Lake Shore Dr, Middlebury, CT 06762

$85,000
0.45 Acre

SOLD 01/12/26

23 Caveson Ct #23, Middlebury, CT 06762

$565,000
3Bd
3Ba
2,547 Sq Ft

SOLD 01/02/26

182 Bayberry Ter, Middlebury, CT 06762

$495,000
4Bd
2Ba
2,302 Sq Ft

SOLD 12/22/25

111 Dwyer Rd, Middlebury, CT 06762

$710,000
3Bd
3Ba
3,212 Sq Ft

SOLD 12/19/25

11 Hunting Ridge Rd, Middlebury, CT 06762

$820,000
4Bd
3Ba
2,700 Sq Ft

SOLD 12/19/25

1 Hampshire Ct, Middlebury, CT 06762

$800,000
4Bd
4Ba
3,711 Sq Ft

SOLD 12/16/25

116 Yale Ave, Middlebury, CT 06762

$495,000
3Bd
3Ba
2,311 Sq Ft

SOLD 12/05/25

115 Porter Ave, Middlebury, CT 06762

$409,000
3Bd
2Ba
1,498 Sq Ft

SOLD 11/25/25

18 Winding Trl #18, Middlebury, CT 06762

$695,000
3Bd
5Ba
4,051 Sq Ft

SOLD 11/24/25

1070 Long Meadow Rd, Middlebury, CT 06762

$200,000
4.56 Acre

SOLD 11/20/25

190 Allerton Farms Rd, Middlebury, CT 06762

$449,900
2Bd
3Ba
1,744 Sq Ft

SOLD 11/19/25

18 E Ridge Dr, Middlebury, CT 06762

$456,000
3Bd
3Ba
1,340 Sq Ft

SOLD 11/18/25

82 Mirey Dam Rd, Middlebury, CT 06762

$975,000
4Bd
3Ba
3,471 Sq Ft

SOLD 11/18/25

3 Pommel Ln #3, Middlebury, CT 06762

$238,700
2Bd
2Ba
1,136 Sq Ft

SOLD 11/18/25

146 Richardson Dr, Middlebury, CT 06762

$380,000
2Bd
2Ba
1,499 Sq Ft

SOLD 11/17/25

39 Independence Cir #39, Middlebury, CT 06762

$600,000
4Bd
4Ba
3,382 Sq Ft

SOLD

117 Periwinkle Dr #117, Middlebury, CT 06762

$669,900
3Bd
4Ba
3,488 Sq Ft

SOLD

30 Nick Rd, Middlebury, CT 06762

$480,000
3Bd
3Ba
2,496 Sq Ft

SOLD

1 Dogwood Ct #1, Middlebury, CT 06762

$575,000
3Bd
4Ba
3,477 Sq Ft

SOLD

north benson road, Middlebury, CT 06762

$549,936
3Bd
3Ba
2,252 Sq Ft

SOLD

north benson road, Middlebury, CT 06762

$530,328
3Bd
3Ba
1,950 Sq Ft

SOLD

1 Independence Cir #1, Middlebury, CT 06762

$615,000
4Bd
3Ba
3,224 Sq Ft

SOLD

82 Tucker Hill Rd, Middlebury, CT 06762

$304,150
3Bd
2Ba
941 Sq Ft

SOLD

8 Kimberwick Ct #8, Middlebury, CT 06762

$520,000
3Bd
3Ba
2,147 Sq Ft

SOLD

112 Periwinkle Dr #112, Middlebury, CT 06762

$510,000
2Bd
3Ba
2,593 Sq Ft

SOLD

north benson road, Middlebury, CT 06762

$505,834
3Bd
3Ba
1,950 Sq Ft

SOLD

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Middlebury, CT Real Estate Snapshot

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$579,950

$/Sqft

$265

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2,206 Sqft

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