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.

20 Currently Available
78 Meadow Glen Drive, Middlebury

78 Meadow Glen Drive

Middlebury

Price: $525,000

MLS# 4887956

House
2
2
1,600
0.97
2014
$8,395
10/21/21
For Sale
356 Washington Street Extension, Middlebury

356 Washington Street Extension

Middlebury

Price: $300,000

MLS# 4887622

Multi-Family
4
3
4
2,160
1950
$5,606
10/20/21
For Sale
Lot 4 Mead Lane, Middlebury

Lot 4 Mead Lane

Middlebury

Price: $70,000

MLS# 4887331

Land
Res
2.34
Ft
10/18/21
For Sale
Lot 5 Mead Lane, Middlebury

Lot 5 Mead Lane

Middlebury

Price: $70,000

MLS# 4887330

Land
Res
1.4
Ft
10/18/21
For Sale
436 South Ridge Drive, Middlebury

436 South Ridge Drive

Middlebury

Price: $425,000

MLS# 4884303

Land
MDR
4.87
201 Ft
9/26/21
For Sale
436 South Ridge Drive, Middlebury

436 South Ridge Drive

Middlebury

Price: $425,000

MLS# 4884302

House
1
1
768
4.87
2021
$6,504
9/26/21
For Sale
121 Cottage Lane, Middlebury

121 Cottage Lane

Middlebury

Price: $350,000

MLS# 4883169

House
3
2
1,523
0.16
2011
$6,309
9/17/21
10/13/21
For Sale with Contract
425 E Main Street, Middlebury

425 E Main Street

Middlebury

Price: $375,000

MLS# 4882703

House
3
2
1,818
0.55
1954
$6,806
9/15/21
For Sale
51 Seminary Street Extension, Middlebury

51 Seminary Street Extension

Middlebury

Price: $1,500,000

MLS# 4881965

House
9
3
5,432
35.2
1820
$12,875
9/10/21
For Sale
150 Burnham Drive, Middlebury

150 Burnham Drive

Middlebury

Price: $315,000

MLS# 4881887

House
4
2
1,912
1
1995
$5,165
9/09/21
For Sale
47 North Pleasant Street, Middlebury

47 North Pleasant Street

Middlebury

Price: $320,000

MLS# 4876389

House
5
2
2,664
0.25
1900
NA
8/06/21
12/31/69
For Sale with Contract
197 Colonial Drive, Middlebury

197 Colonial Drive

Middlebury

Price: $430,000

MLS# 4875986

House
4
2
2,129
0.74
1974
$7,277
8/02/21
8/10/21
For Sale with Contract
36 Seymour Street, Middlebury

36 Seymour Street

Middlebury

Price: $150,000

MLS# 4873047

Condo
2
1
940
1875
NA
7/19/21
For Sale
34 School House Hill Road, Middlebury

34 School House Hill Road

Middlebury

Price: $350,000

MLS# 4869892

House
2
1
1,480
5.6
1950
$6,117
7/01/21
For Sale
442 East Main Street, Middlebury

442 East Main Street

Middlebury

Price: $260,000

MLS# 4863611

House
4
2
1,815
0.26
1870
$4,198
5/29/21
10/19/21
For Sale with Contract
TBD Munger Street, Middlebury

TBD Munger Street

Middlebury

Price: $550,000

MLS# 4853578

Land
AR
98
1000 Ft
4/01/21
For Sale
0 Case Street, Middlebury

0 Case Street

Middlebury

Price: $99,000

MLS# 4844269

Land
Agricultural/residential
26.89
800 Ft
1/14/21
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
3/15/21
For Sale with Contract
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