Middlebury, VT
Real Estate & Homes for Sale

Middlebury serves as the center of Addison County, offering a walkable downtown, local shops, and a strong connection to the surrounding countryside. Home to Middlebury College, the town blends academic energy with a traditional Vermont setting along Otter Creek. Buyers are drawn to Middlebury for its mix of village living and access to nearby recreation, with convenient connections to Cornwall, Weybridge, and the broader Greater Burlington area. Housing options range from historic homes and in-town properties to newer construction and condos, offering flexibility in one of Vermont’s most established communities.

25 to 36 out of 37 properties

33

442 East Main Street, Middlebury

$400,000

4
2
2760
Listing Firm
Champlain Valley Properties

Added –

6

30 Barnes Brook Road, Middlebury

$765,000

3
3
2302
Listing Firm
IPJ Real Estate

Added –

30

7 Evergreen Lane, Middlebury

$275,000

2
2
1440
Listing Firm
IPJ Real Estate

Added –

7

4 Wilmar Road, Middlebury

$150,000

Listing Firm
www.HomeZu.com

Added –

7

2 Wilmar Street, Middlebury

$150,000

Listing Firm
www.HomeZu.com

Added –

9

74 Brush Lane, Middlebury

$499,000

3
3
2302
Listing Firm
IPJ Real Estate

Added –

9

78 Brush Lane, Middlebury

$765,000

3
3
2302
Listing Firm
IPJ Real Estate

Added –

43

35 Ossie Road, Middlebury

$479,000

3
2
2213
Listing Firm
Emilo Real Estate, LLC

Added –

14

TBD Route 7 S, Middlebury

$220,000

Listing Firm
IPJ Real Estate

Added –

6

376 South Ridge Drive, Middlebury

$199,000

Listing Firm
IPJ Real Estate

Added –

33

40 Brush Lane, Middlebury

$455,000

3
2
2336
Listing Firm
IPJ Real Estate

Added –

5

35 Barnes Brook Road, Middlebury

$388,900

2
2
1890
Listing Firm
IPJ Real Estate

Added –

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