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.

18 Currently Available
160 Foote Street, Middlebury

160 Foote Street

Middlebury

Price: $264,900

MLS# 4929671

House
3
2
1,898
1.7
1964
$6,636
9/14/22
For Sale
466 E Main Street, Middlebury

466 E Main Street

Middlebury

Price: $295,000

MLS# 4929165

House
5
2
2,684
0.6
1890
$7,643
9/10/22
9/16/22
For Sale with Contract
15 Brookside Drive, Middlebury

15 Brookside Drive

Middlebury

Price: $365,000

MLS# 4927591

House
3
2
1,956
0.42
1983
$7,400
8/30/22
9/14/22
For Sale with Contract
78 Seminary Street Extension, Middlebury

78 Seminary Street Extension

Middlebury

Price: $295,000

MLS# 4927350

House
3
1
1,424
0.34
1955
$4,351
8/28/22
9/01/22
For Sale with Contract
3411 Case Street, Middlebury

3411 Case Street

Middlebury

Price: $365,000

MLS# 4927013

House
3
2
1,632
1
1986
$6,014
8/24/22
For Sale
78-80 Ossie Road, Middlebury

78-80 Ossie Road

Middlebury

Price: $214,900

MLS# 4926507

House
3
1
1,915
0.29
1930
$4,820
8/22/22
8/31/22
For Sale with Contract
53 Peterson Terrace, Middlebury

53 Peterson Terrace

Middlebury

Price: $425,000

MLS# 4925144

House
3
2
2,900
0.5
1975
$5,042
8/12/22
For Sale
19 Chipman Heights, Middlebury

19 Chipman Heights

Middlebury

Price: $598,750

MLS# 4921955

House
4
3
2,600
0.92
1953
$9,579
7/21/22
8/23/22
For Sale with Contract
2337 Rte 7 S, Middlebury

2337 Rte 7 S

Middlebury

Price: $545,000

MLS# 4921934

House
2
2
2,556
0.48
1920
$5,959
7/21/22
For Sale
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
7/25/22
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
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: $567,000

MLS# 4898955

Multi-Family
2
5
2
2,304
1920
$6,186
2/23/22
For Sale
376 South Ridge Drive, Middlebury

376 South Ridge Drive

Middlebury

Price: $170,000

MLS# 4898249

Land
MDR
0.6
Ft
2/16/22
For Sale
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
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
Loading More