View 54420 County Road 33 Road Middlebury, IN MLS# 202614607
$4,999,900
6

Beds

6.1

Baths

12,367

Sq.Ft.

54420 County Road 33 Road

Middlebury, IN

View 54725 County Road 33 Middlebury, IN MLS# 202624521
$1,390,000
5

Beds

4.1

Baths

6,370

Sq.Ft.

54725 County Road 33

Middlebury, IN

View 205 Greenfield Drive Middlebury, IN MLS# 202629033
$1,200,000
6

Beds

4.2

Baths

6,412

Sq.Ft.

205 Greenfield Drive

Middlebury, IN

The time to sell is now! THE TIME TO SELL IS NOW!
View 13998 Shavano Peak Drive Middlebury, IN MLS# 202636321
$1,175,000
4

Beds

3.2

Baths

4,903

Sq.Ft.

13998 Shavano Peak Drive

Middlebury, IN

View 14212 County Road 8 Middlebury, IN MLS# 202634859
$925,000
5

Beds

3.1

Baths

4,283

Sq.Ft.

14212 County Road 8

Middlebury, IN

View 55750 County Road 33 Middlebury, IN MLS# 202633832
$900,000
4

Beds

4.1

Baths

3,696

Sq.Ft.

55750 County Road 33

Middlebury, IN

View 13283 Cedar Creek Drive Middlebury, IN MLS# 202629655
$800,000
5

Beds

4.1

Baths

4,908

Sq.Ft.

13283 Cedar Creek Drive

Middlebury, IN

View 54342 County Road 8 Middlebury, IN MLS# 202639518
$790,000
4

Beds

3.1

Baths

4,400

Sq.Ft.

54342 County Road 8

Middlebury, IN

View 13889 Adirondack Court Middlebury, IN MLS# 202632257
$789,900
5

Beds

3.1

Baths

4,473

Sq.Ft.

13889 Adirondack Court

Middlebury, IN

View 11020 County Road 4 Middlebury, IN MLS# 202629794
$749,900
4.0

Baths

5,516

Sq.Ft.

11020 County Road 4

Middlebury, IN

View 53660 Forest Lakes Drive Middlebury, IN MLS# 202631921
$715,000
5

Beds

3.1

Baths

3,333

Sq.Ft.

53660 Forest Lakes Drive

Middlebury, IN

View 217 Greenfield Drive Middlebury, IN MLS# 202636797
$699,000
5

Beds

3.1

Baths

3,582

Sq.Ft.

217 Greenfield Drive

Middlebury, IN

View 57051 County Road 33 Middlebury, IN MLS# 202618544
$695,000
4

Beds

2.0

Baths

3,052

Sq.Ft.

57051 County Road 33

Middlebury, IN

View 14188 Cr 28 Middlebury, IN MLS# 202625633
  • Virtual Tour
1 of 33
$675,000
3

Beds

1.1

Baths

2,300

Sq.Ft.

14188 Cr 28

Middlebury, IN

View 211 Greenfield Drive Middlebury, IN MLS# 202636820
$649,900
4

Beds

3.1

Baths

3,841

Sq.Ft.

211 Greenfield Drive

Middlebury, IN

View 206 Mill Street Middlebury, IN MLS# 202628997
  • Virtual Tour
1 of 32
$625,000
4.0

Baths

5,430

Sq.Ft.

206 Mill Street

Middlebury, IN

View 10416 State Road 120 Middlebury, IN MLS# 202626923
$617,500
4

Beds

2.1

Baths

2,571

Sq.Ft.

10416 State Road 120

Middlebury, IN

View 55755 Little Creek Lane Middlebury, IN MLS# 202633095
$615,000
4

Beds

3.0

Baths

3,575

Sq.Ft.

55755 Little Creek Lane

Middlebury, IN

View 12330 County Road 4 Street Middlebury, IN MLS# 202637090
$575,000
5

Beds

4.0

Baths

4,216

Sq.Ft.

12330 County Road 4 Street

Middlebury, IN

View 13120 Bear Creek Court Middlebury, IN MLS# 202621264
  • New Construction with Virtual Tour
1 of 43
$549,900
5

Beds

3.0

Baths

2,584

Sq.Ft.

13120 Bear Creek Court

Middlebury, IN

About Middlebury

Listings in Middlebury, IN

49

Estimated median home price

$434,900
Middlebury IN Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Middlebury, Indiana real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Middlebury, IN.

Homes for Sale by Price in Middlebury, IN

PriceCount
$0 - 100K3
$100K - 200K1
$200K - 300K6
$300K - 400K10
$400K - 500K7
$500K - 600K3
$600K - 700K8
$700K - 800K5
$800K - 900K1
$900K - 1M1
$1M - Max4

Homes for Sale by Type in Middlebury, IN

Property TypeCount
Single Family41
Townhouse0
Condo1
Commercial3
Rental1
Lots and Land3
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 10/4/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Indiana Regional Multiple Listing Service. Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 10/5/2026.