Most expensive homes for sale in Middlebury, CT

$1,475,000

4 beds • 5 baths • 6,175 sqft

122 Mirey Dam Rd, Middlebury, CT 06762

#24096103, Jennifer Jones, Listing office: Coldwell Banker Realty

$939,000

4 beds • 3.5 baths • 3,220 sqft

383 Leonard Rd, Middlebury, CT 06762

#24091292, Koco Pela, Listing office: William Raveis Real Estate

$925,000

3 beds • 2.5 baths • 2,878 sqft

22 Somerset Dr, Middlebury, CT 06762

#24024751, Eloise Gollenberg, Listing office: BHGRE Bannon & Hebert

$900,000

4 beds • 2.5 baths • 3,142 sqft

87 Falcon Crest Rd, Middlebury, CT 06762

#24101514, John Donato Jr, Listing office: Showcase Realty, Inc.

$899,950

5 beds • 4 baths • 3,700 sqft

171 Judd Hill Rd, Middlebury, CT 06762

#24104524, Donna Kennedy, Listing office: Keller Williams Realty

$899,000

3 beds • 2.5 baths • 2,878 sqft

294 Christian Rd, Middlebury, CT 06762

#170591262, Eloise Gollenberg, Listing office: BHGRE Bannon & Hebert

$785,000

3 beds • 3.5 baths • 3,374 sqft

34 Avalon Dr, Middlebury, CT 06762

#24095241, Connie Widmann, Listing office: William Raveis Real Estate

$721,000

2 beds • 2.5 baths • 2,290 sqft

3 Pine Rdg Unit 23, Middlebury, CT 06762

#24082812, Robert Michaud, Listing office: Michaud Real Estate

$717,000

3 beds • 2.5 baths • 3,212 sqft

111 Dwyer Rd, Middlebury, CT 06762

#24101389, Mary Ann Hebert, Listing office: BHGRE Bannon & Hebert

$699,900

4 beds • 2.5 baths • 2,988 sqft

100 Fairhaven Dr, Middlebury, CT 06762

#24107408, Tommy Dorso, Listing office: Mapleridge Realty

$695,000

4 beds • 2.5 baths • 2,570 sqft

55 Westwood Dr, Middlebury, CT 06762

#24077260, Graham Klemm, Listing office: Klemm Real Estate Inc

$689,900

3 beds • 3 baths • 3,432 sqft

33 Ridgewood Dr Unit 33, Middlebury, CT 06762

#24105460, Rebecca Doh, Listing office: W. Raveis Lifestyles Realty

$659,000

4 beds • 3.5 baths • 3,195 sqft

1 Winding Trl Unit 1, Middlebury, CT 06762

#24084137, Scott Hellriegel, Listing office: Berkshire Hathaway NE Prop.

$649,900

4 beds • 3 baths • 3,382 sqft

39 Independence Cir Unit 39, Middlebury, CT 06762

#24108414, Arben Belica, Listing office: William Raveis Real Estate

$635,000

3 beds • 1.5 baths • 2,531 sqft

126 Colonial Ave, Middlebury, CT 06762

#24077519, Donna Bannon, Listing office: BHGRE Bannon & Hebert

$630,000

4 beds • 2.5 baths • 3,224 sqft

1 Independence Cir Unit 1, Middlebury, CT 06762

#24099988, Carol D'Amato, Listing office: Regency Real Estate, LLC

$630,000

3 beds • 3.5 baths • 3,477 sqft

1 Dogwood Ct Unit 1, Middlebury, CT 06762

#24084834, Joyce Drakeley, Listing office: Drakeley Real Estate, Inc.

$600,000

3 beds • 2.5 baths • 2,614 sqft

181 Ridgewood Dr Unit 181, Middlebury, CT 06762

#24104929, Heather Crabtree, Listing office: Coldwell Banker Realty

$599,000

4 beds • 3.5 baths • 2,691 sqft

66 Artillery Rd, Middlebury, CT 06762

#24050169, Mary Helen Levine, Listing office: Mary Helen Levine Real Estate LLC

$590,000

3 beds • 3.5 baths • 2,403 sqft

2 Dogwood Ct Unit 2, Middlebury, CT 06762

#24111129, Jay Irvine, Listing office: Serhant Connecticut, LLC

$587,838

4 beds • 2.5 baths • 2,804 sqft

61 Stony Brook Rd, Middlebury, CT 06762

#24094842, Maria Cohen, Listing office: William Raveis Real Estate

$579,900

3 beds • 2 baths • 2,560 sqft

297 Whittemore Rd, Middlebury, CT 06762

#24091767, Susan Belmonte, Listing office: Coldwell Banker Realty

$559,900

2 beds • 2.5 baths • 2,593 sqft

112 Periwinkle Dr Unit 112, Middlebury, CT 06762

#24085335, Mary Ann Hebert, Listing office: BHGRE Bannon & Hebert

$549,900

3 beds • 2.5 baths • 2,130 sqft

29 Winding Trl Unit 29, Middlebury, CT 06762

#24085206, Jay Irvine, Listing office: Serhant Connecticut, LLC

$549,000

4 beds • 3 baths • 2,088 sqft

76 Three Mile Hill Rd, Middlebury, CT 06762

#24085398, Lisa Clarke, Listing office: Dave Jones Realty, LLC

$539,900

3 beds • 2.5 baths • 1,882 sqft

17 Highridge Rd Unit 17, Middlebury, CT 06762

#24096094, Kayla Blais, Listing office: William Raveis Real Estate

$539,900

2 beds • 2.5 baths • 1,744 sqft

190 Allerton Farms Rd, Middlebury, CT 06762

#24101800, Mary Ann Hebert, Listing office: BHGRE Bannon & Hebert

$524,900

3 beds • 2.5 baths • 2,248 sqft

1 Stevens Rd, Middlebury, CT 06762

#24098549, Timothy Drakeley, Listing office: Drakeley Real Estate, Inc.

$524,900

3 beds • 2.5 baths • 2,360 sqft

58 Shadduck Rd, Middlebury, CT 06762

#24083738, Amber Segetti, Listing office: RE/MAX RISE

$509,900

3 beds • 2.5 baths • 1,950 sqft

N Benson Rd Unit 47, Middlebury, CT 06762

#24099635, Renee Meuse Lovley, Listing office: Century 21 AllPoints Realty

$499,950

3 beds • 3.5 baths • 1,596 sqft

28 Maple Dr, Middlebury, CT 06762

#24070933, Dean Giatas, Listing office: William Raveis Real Estate

$499,900

3 beds • 2.5 baths • 2,046 sqft

1440 Straits Tpke, Middlebury, CT 06762

#24092716, Linda Mayfield, Listing office: RE/MAX RISE

$495,000

3 beds • 3 baths • 2,496 sqft

30 Nick Rd, Middlebury, CT 06762

#24104870, Donna Bannon, Listing office: BHGRE Bannon & Hebert

$480,000

3 beds • 3 baths • 1,768 sqft

1996 Straits Tpke, Middlebury, CT 06762

#24106201, Devon O'Neill, Listing office: Litchfield Hills Properties LLC

$465,000

3 beds • 2 baths • 2,534 sqft

101 Shadduck Rd, Middlebury, CT 06762

#24109477, Jackie Desmarais, Listing office: Showcase Realty, Inc.

$425,000

3 beds • 1 bath • 1,630 sqft

225 Whittemore Rd, Middlebury, CT 06762

#24110397, Adelia Santos, Listing office: William Pitt Sotheby's Int'l