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. Learn more about Addison County.

Interested in Selling a Home in Middlebury? Contact Us Today!

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

15 Real Estate Listings and Homes for Sale
436 B Middle Road, Middlebury

436 B Middle Road

Middlebury

Price: $375,000

MLS# 5020805

House
3
1
2,442
0.57
1979
NA
11/01/24
For Sale
21 Danyow Drive, Middlebury

21 Danyow Drive

Middlebury

Price: $387,000

MLS# 5020382

House
2
1
1,056
0.39
1957
$6,374
10/29/24
11/01/24
For Sale with Contract
36 Seminary Street, Middlebury

36 Seminary Street

Middlebury

Price: $420,000

MLS# 5020138

House
2
2
1,005
0.14
1890
$5,103
10/26/24
For Sale
13 Overbrook Drive, Middlebury

13 Overbrook Drive

Middlebury

Price: $389,970

MLS# 5019332

Condo
3
2
1,812
1988
$7,017
10/21/24
For Sale
2776 Case Street, Middlebury

2776 Case Street

Middlebury

Price: $389,000

MLS# 5016460

House
2
1
1,128
0.93
1950
$5,294
9/27/24
For Sale
34 Seminary Street, Middlebury

34 Seminary Street

Middlebury

Price: $799,000

MLS# 5015363

House
4
3
3,219
0.23
1830
$9,416
9/21/24
10/24/24
For Sale with Contract
1 East Road, Middlebury

1 East Road

Middlebury

Price: $625,000

MLS# 5015167

House
4
2
1,976
0.34
1980
$5,401
9/19/24
For Sale
2225 Route 7 South, Middlebury

2225 Route 7 South

Middlebury

Price: $565,250

MLS# 5001576

House
4
2
2,584
0.89
1930
$7,260
6/18/24
For Sale
436 Middle Road, Middlebury

436 Middle Road

Middlebury

Price: $225,000

MLS# 5000861

House
3
2
1,476
0.92
1940
NA
6/17/24
10/22/24
For Sale with Contract
45 Court St.(Route 7) Street, Middlebury

45 Court St.(Route 7) Street

Middlebury

Price: $697,000

MLS# 4999647

House
5
3
3,120
0.2
1840
$7,039
6/09/24
For Sale
45 Court Street, Middlebury

45 Court Street

Middlebury

Price: $697,000

MLS# 4999633

Multi-Family
3
5
3
3,120
1840
$7,039
6/09/24
For Sale
152 Maple Street, Middlebury

152 Maple Street

Middlebury

Price: $429,000

MLS# 5000162

Condo
0
1
1,500
1990
$3,472
5/29/24
For Sale
74 Court Street, Middlebury

74 Court Street

Middlebury

Price: $599,900

MLS# 4989606

Multi-Family
4
6
4
1,440
1920
$8,981
3/29/24
For Sale
103 Court Street, Middlebury

103 Court Street

Middlebury

Price: $891,000

MLS# 4980065

House
5
4
4,810
2.4
1995
$11,308
12/12/23
For Sale
79 Court Street, Middlebury

79 Court Street

Middlebury

Price: $450,000

MLS# 4979907

House
2
3
2,485
0.31
1890
$7,045
12/11/23
7/22/24
For Sale with Contract
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