The picturesque town of Middlebury is where you can find a friendly blend of small-town warmth and cultural depth., and is home to the prestigious Middlebury College. Dine, shop, or attend the theater in Middlebury's downtown. Burlington is just a short drive away, but you will never feel forced to make the trip with all of the services, shopping, and entertainment you need just minutes away.

The mountains, forests, and lakes invite you to pack a picnic, jump into a swimming hole, hike trails, or go camping. In the summer golf, tennis, and biking are popular pastimes, as well as enjoying nearby Lake Champlain. In the winter cross-country skiing or downhill skiing at the Middlebury College Snow Bowl are just a few ways to enjoy the snow.

Search our complete listing of homes & real estate for sale in Middlebury, Vermont.

15 Currently Available
144 Halladay Road, Middlebury

144 Halladay Road

Middlebury

Price: $448,000

MLS# 4849180

Multi-Family
4
5
5
3,510
1790
$6,804
3/03/21
For Sale
3 North Street, Middlebury

3 North Street

Middlebury

Price: $375,000

MLS# 4848930

House
4
2
2,174
0.09
1945
$6,561
3/01/21
For Sale
153 Wildflower Lane, Middlebury

153 Wildflower Lane

Middlebury

Price: $595,000

MLS# 4848387

House
4
4
4,671
4.48
1984
NA
2/24/21
For Sale
0 Case Street, Middlebury

0 Case Street

Middlebury

Price: $125,000

MLS# 4844269

Land
Agricultural/residential
26.89
800 Ft
1/14/21
For Sale
18 Twin Circle, Middlebury

18 Twin Circle

Middlebury

Price: $220,000

MLS# 4843598

Condo
2
2
1,232
1988
$5,436
1/10/21
1/26/21
For Sale with Contract
706 Route 7 South, Middlebury

706 Route 7 South

Middlebury

Price: $198,000

MLS# 4842869

House
3
1
960
0.3
1960
$3,490
12/31/20
1/31/21
For Sale with Contract
2815 South St. Extension, Middlebury

2815 South St. Extension

Middlebury

Price: $449,000

MLS# 4835836

House
4
2
1,768
5.35
1977
$8,111
10/23/20
For Sale
00 Munger Street, Middlebury

00 Munger Street

Middlebury

Price: $350,000

MLS# 4824651

Land
AR
29
1628 Ft
8/25/20
For Sale
21 Lower Plains Road, Middlebury

21 Lower Plains Road

Middlebury

Price: $225,000

MLS# 4823419

House
3
1
1,896
1.4
1900
$4,149
8/18/20
1/03/21
For Sale with Contract
36 Seymour Street, Middlebury

36 Seymour Street

Middlebury

Price: $269,000

MLS# 4823828

House
4
2
2,048
0.34
1875
$4,819
8/16/20
For Sale
288 Weybridge Street, Middlebury

288 Weybridge Street

Middlebury

Price: $729,000

MLS# 4815801

House
3
3
3,705
0.67
1981
$12,678
7/10/20
For Sale
888 Three Mile Bridge Road, Middlebury

888 Three Mile Bridge Road

Middlebury

Price: $549,900

MLS# 4793440

House
4
5
3,726
11.9
1978
$12,171
2/10/20
10/14/20
For Sale with Contract
0 Pratt Road, Middlebury

0 Pratt Road

Middlebury

Price: $414,000

MLS# 4784476

Land
rural residential
215
1000 Ft
11/06/19
For Sale
TBD Route 7 South, Middlebury

TBD Route 7 South

Middlebury

Price: $350,000

MLS# 4639868

Land
AR
111.3
670 Ft
6/09/17
For Sale
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