32$289,900
3 bd · 2 ba · 2,116 sqft
928 S Main Street, Middlebury, IN
Allison Miller · Century 21 Circle
Single-Family Homes in Middlebury, IN
Hide MapSingle-Family Homes in Middlebury, IN
19 Listings
32$289,900
3 bd · 2 ba · 2,116 sqft
928 S Main Street, Middlebury, IN
Allison Miller · Century 21 Circle
33$474,900
4 bd · 4 ba · 3,729 sqft
1116 Erin Court, Middlebury, IN
Allison Miller · Century 21 Circle
22$439,900
4 bd · 3 ba · 3,640 sqft
312 Bristol Avenue, Middlebury, IN
Timothy Sullivan · Baird & Warner Res. Sales Inc.
44$649,900
4 bd · 4 ba · 3,841 sqft
211 Greenfield Drive, Middlebury, IN
Steve Miller · RE/MAX Results
49$699,000
5 bd · 4 ba · 3,582 sqft
217 Greenfield Drive, Middlebury, IN
Kylee Sulkowski · White Hat Realty Group, LLC
37$615,000
4 bd · 3 ba · 3,575 sqft
55755 Little Creek Lane, Middlebury, IN
Cyle Jaskolka · Realty Group Resources
50$789,900
5 bd · 4 ba · 4,473 sqft
13889 Adirondack Court, Middlebury, IN
Toni Bontrager · Berkshire Hathaway HomeServices Elkhart
24$279,900
3 bd · 2 ba · 1,176 sqft
606 Claudia Lane, Middlebury, IN
Chantel Boone · RE/MAX Results
40$335,000
3 bd · 3 ba · 2,240 sqft
11975 W State Road 120 Road, Middlebury, IN
Nubia Cruz · eXp Realty, LLC
30$299,900
4 bd · 1 ba · 2,256 sqft
313 Bristol Avenue, Middlebury, IN
Jennea Schirr · McKinnies Realty, LLC Elkhart
50$1,200,000
6 bd · 6 ba · 6,412 sqft
205 Greenfield Drive, Middlebury, IN
Julie Thatcher · Coldwell Banker Real Estate Group
50$1,249,999
5 bd · 5 ba · 6,370 sqft
54725 County Road 33, Middlebury, IN
Chantel Boone · RE/MAX Results
40$280,000
3 bd · 1 ba · 1,424 sqft
11955 W 710 N, Middlebury, IN
Kim Vuittonet · Cressy & Everett- Goshen
25$369,500
3 bd · 1 ba · 1,990 sqft
10281 County Road 4, Middlebury, IN
Joshua Lenker · McKinnies Realty, LLC Elkhart
33$434,900
3 bd · 3 ba · 3,304 sqft
115 Greenfield Drive, Middlebury, IN
Andrew Myers · Myers Trust Real Estate
43$549,900
5 bd · 3 ba · 2,584 sqft
13120 Bear Creek Court, Middlebury, IN
Nicolas Wyse · RE/MAX Results
38$399,000
4 bd · 6 ba · 4,112 sqft
435 S Main Street, Middlebury, IN
Jami Stamm · Coldwell Banker Real Estate Group
33$695,000
4 bd · 2 ba · 3,052 sqft
57051 County Road 33, Middlebury, IN
Leon Kramer · Bright Star Real Estate Services LLC
36$4,999,900
6 bd · 7 ba · 12,367 sqft
54420 County Road 33 Road, Middlebury, IN
Stephen Smith · Irish Realty
Single-Family Homes in Middlebury, IN: 19 active listings as of .
Northwest Indiana Association of REALTORSIndiana Regional MLSSource: HJN community data
September 2026 · This period is still settling
Selling at 98.8% of asking price
Buyers here are paying below asking. MLS · 10 sales · as of Sep 28, 2026