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.

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

19 Currently Available
85 Court Street, Middlebury

85 Court Street

Middlebury

Price: $290,000

MLS# 4918837

Multi-Family
2
5
2
1,830
1950
$5,736
7/04/22
For Sale
12 Meadow Way, Middlebury

12 Meadow Way

Middlebury

Price: $470,000

MLS# 4917165

House
3
2
1,672
0.72
1977
$7,520
6/23/22
7/01/22
For Sale with Contract
5 Methodist Lane, Middlebury

5 Methodist Lane

Middlebury

Price: $325,000

MLS# 4914597

House
2
2
1,348
0.08
1880
$4,925
6/09/22
6/16/22
For Sale with Contract
202 Weybridge Street, Middlebury

202 Weybridge Street

Middlebury

Price: $1,500,000

MLS# 4913422

House
5
4
5,000
1
1818
$5,830
6/02/22
For Sale
72 Daisy Lane, Middlebury

72 Daisy Lane

Middlebury

Price: $499,900

MLS# 4912369

House
4
3
2,318
0.86
2008
$7,806
5/27/22
5/31/22
For Sale with Contract
13 Monarch Court, Middlebury

13 Monarch Court

Middlebury

Price: $35,000

MLS# 4912068

Mfg/Mobile
3
1
840
1997
$841
5/26/22
6/02/22
For Sale with Contract
1249 Cady Road, Middlebury

1249 Cady Road

Middlebury

Price: $364,900

MLS# 4912014

House
3
2
2,525
2.1
1840
$6,373
5/25/22
6/17/22
For Sale with Contract
305 Mead Lane, Middlebury

305 Mead Lane

Middlebury

Price: $425,000

MLS# 4911841

House
4
3
2,160
0.51
1978
$7,075
5/25/22
6/03/22
For Sale with Contract
317 Rolling Acres Circle, Middlebury

317 Rolling Acres Circle

Middlebury

Price: $545,000

MLS# 4908978

House
4
2
2,237
0.8
1965
$6,522
5/10/22
6/14/22
For Sale with Contract
Lots # 4 & 5 Mead Lane, Middlebury

Lots # 4 & 5 Mead Lane

Middlebury

Price: $130,000

MLS# 4901974

Land
Res
3.74
Ft
3/23/22
For Sale
426 East Main Street, Middlebury

426 East Main Street

Middlebury

Price: $587,000

MLS# 4898955

Multi-Family
2
5
2
2,304
1920
$6,227
2/23/22
For Sale
376 South Ridge Drive, Middlebury

376 South Ridge Drive

Middlebury

Price: $192,000

MLS# 4898249

Land
MDR
0.6
Ft
2/16/22
For Sale
397 Weybridge Street, Middlebury

397 Weybridge Street

Middlebury

Price: $675,000

MLS# 4896914

House
5
2
2,944
1.55
1900
$8,265
2/02/22
4/13/22
For Sale with Contract
36 Seymour Street, Middlebury

36 Seymour Street

Middlebury

Price: $150,000

MLS# 4891983

Condo
2
1
940
1875
NA
11/30/21
5/10/22
For Sale with Contract
356 Washington Street Extension, Middlebury

356 Washington Street Extension

Middlebury

Price: $295,000

MLS# 4887622

Multi-Family
4
3
4
2,160
1950
$5,606
10/20/21
6/18/22
For Sale with Contract
Lot 4 Mead Lane, Middlebury

Lot 4 Mead Lane

Middlebury

Price: $68,000

MLS# 4887331

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

Lot 5 Mead Lane

Middlebury

Price: $72,000

MLS# 4887330

Land
Res
1.4
Ft
10/18/21
For Sale
34 School House Hill Road, Middlebury

34 School House Hill Road

Middlebury

Price: $375,000

MLS# 4869892

House
2
1
1,480
5.6
1950
$6,117
7/01/21
6/22/22
For Sale with Contract
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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