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.

23 Currently Available
30 Twin Circle, Middlebury

30 Twin Circle

Middlebury

Price: $240,000

MLS# 4839020

Condo
2
2
1,232
1990
$5,422
11/17/20
11/19/20
For Sale with Contract
68 Seminary Street Extension, Middlebury

68 Seminary Street Extension

Middlebury

Price: $399,000

MLS# 4838105

House
3
2
1,962
0.8
1850
$7,955
11/10/20
For Sale
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
35 N Leno Lane Extension, Middlebury

35 N Leno Lane Extension

Middlebury

Price: $315,000

MLS# 4835502

House
2
2
1,472
10.19
2004
$6,732
10/22/20
10/26/20
For Sale with Contract
6 Forest Ridge Drive, Middlebury

6 Forest Ridge Drive

Middlebury

Price: $425,000

MLS# 4835474

House
6
3
2,800
2.67
1987
$7,580
10/21/20
For Sale
107 Seminary Street Extension, Middlebury

107 Seminary Street Extension

Middlebury

Price: $295,000

MLS# 4834233

House
3
2
1,572
0.46
1950
$6,171
10/15/20
10/26/20
For Sale with Contract
287 Airport Road, Middlebury

287 Airport Road

Middlebury

Price: $669,000

MLS# 4833115

House
3
4
2,767
7.87
2005
$9,213
10/07/20
For Sale
30 Pinewood Road, Middlebury

30 Pinewood Road

Middlebury

Price: $158,500

MLS# 4830742

Condo
2
1
1,122
1988
$2,713
9/25/20
10/06/20
For Sale with Contract
142 May Apple Lane, Middlebury

142 May Apple Lane

Middlebury

Price: $498,000

MLS# 4828112

House
4
3
2,950
0.88
2005
$12,229
9/11/20
9/26/20
For Sale with Contract
35 Lower Plains Road, Middlebury

35 Lower Plains Road

Middlebury

Price: $264,000

MLS# 4827147

House
4
2
1,694
0.3
1920
$5,374
9/05/20
11/20/20
For Sale with Contract
8 Nedde Lane, Middlebury

8 Nedde Lane

Middlebury

Price: $499,000

MLS# 4826595

Condo
3
4
2,358
1989
$10,443
9/03/20
10/25/20
For Sale with Contract
381 East Main Street, Middlebury

381 East Main Street

Middlebury

Price: $199,500

MLS# 4826210

House
3
1
1,482
0.26
1940
$4,000
8/30/20
9/17/20
For Sale with Contract
127 Oak Drive, Middlebury

127 Oak Drive

Middlebury

Price: $397,000

MLS# 4825498

House
3
3
2,522
1.31
1987
$8,632
8/28/20
11/05/20
For Sale with Contract
00 Munger Street, Middlebury

00 Munger Street

Middlebury

Price: $350,000

MLS# 4824651

Land
AR
29
1628 Ft
8/25/20
For Sale
8 Kings Row Road, Middlebury

8 Kings Row Road

Middlebury

Price: $249,900

MLS# 4824164

House
3
1
1,428
0.34
1950
$5,608
8/21/20
10/13/20
For Sale with Contract
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
For Sale
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
1892 Munger Street, Middlebury

1892 Munger Street

Middlebury

Price: $775,000

MLS# 4814601

House
4
4
4,524
23.5
2005
$14,855
7/01/20
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: $399,000

MLS# 4784476

Land
rural residential
215
1000 Ft
11/06/19
For Sale
00 Painter Road Highway, Middlebury

00 Painter Road Highway

Middlebury

Price: $899,000

MLS# 4713068

Land
Ag
100
Ft
8/14/18
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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