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Middlebury Indiana Real Estate and Homes For Sale

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Showing 33 listings
New 15h ago Coming Soon - Oct 5, 2026
$525,000
4 bd | 3+ ba | 3,387 sqft | 0.84 acres
603 Redbud Lane, Middlebury, IN 46540
Basement Garage Hardwood Floors

RE/MAX Results, Nicolas Wyse

New
$325,000
5 bd | 2 ba | 2,736 sqft | 1.55 acres
53805 County Road 43, Middlebury, IN 46540
Basement Garage Main Level Laundry Outbuilding

Bartel & Company, Craig Blough

New
$274,900
3 bd | 1+ ba | 2,848 sqft | 0.12 acres
112 S Main Street, Middlebury, IN 46540
Basement

Berkshire Hathaway HomeServices Elkhart, Toni Bontrager

$289,900 New Price
3 bd | 2 ba | 2,116 sqft | 1 acres
928 S Main Street, Middlebury, IN 46540
Basement Garage Main Level Laundry Outbuilding

Century 21 Circle, Allison Miller

$474,900
4 bd | 3+ ba | 3,729 sqft | 1.06 acres
1116 Erin Court, Middlebury, IN 46540
Basement Garage Hardwood Floors Main Level Laundry

Century 21 Circle, Allison Miller

$575,000
5 bd | 4 ba | 4,216 sqft | 3.31 acres
12330 County Road 4 Street, Middlebury, IN 46540
Basement Garage Main Level Laundry Outbuilding

HomeFront Realty, LLC, Scott Bradshaw

$649,900 New Price
4 bd | 3+ ba | 3,841 sqft | 0.77 acres
211 Greenfield Drive, Middlebury, IN 46540
Basement Garage

RE/MAX Results, Steve Miller

$699,000
5 bd | 3+ ba | 3,582 sqft | 1.5 acres
217 Greenfield Drive, Middlebury, IN 46540
Basement Garage Main Level Laundry

White Hat Realty Group, LLC, Kylee Sulkowski

Auction
3 bd | 1+ ba | 1,791 sqft | 3 acres
14340 County Road 12, Middlebury, IN 46540
Basement Outbuilding

Bright Star Real Estate Services LLC, Leon Kramer

$420,000
3 bd | 3 ba | 2,864 sqft | 0.27 acres
1006 Hidden Meadow Lane, Middlebury, IN 46540
Basement Garage Main Level Laundry Outbuilding Pool

Berkshire Hathaway HomeServices Elkhart, Toni Bontrager

$345,000 New Price
3 bd | 2 ba | 1,450 sqft | 0.4 acres
12825 Sunfish Drive, Middlebury, IN 46540
Basement Garage Main Level Laundry

Keller Williams Realty Group, Marlynn Mast

$649,900 New Price
4 bd | 3 ba | 3,575 sqft | 0.25 acres
55755 Little Creek Lane, Middlebury, IN 46540
Basement Garage Main Level Laundry

Realty Group Resources, Cyle Jaskolka

$789,900
5 bd | 3+ ba | 4,473 sqft | 0.73 acres
13889 Adirondack Court, Middlebury, IN 46540
Basement Garage Main Level Laundry

Berkshire Hathaway HomeServices Elkhart, Toni Bontrager

$279,900 New Price
3 bd | 2 ba | 1,176 sqft | 0.34 acres
606 Claudia Lane, Middlebury, IN 46540
Basement Garage Outbuilding

RE/MAX Results, Chantel Boone

$345,000 New Price
3 bd | 2+ ba | 2,240 sqft | 1.5 acres
11975 W State Road 120 Road, Middlebury, IN 46540
Basement Garage Main Level Laundry

eXp Realty, LLC, Nubia Cruz

$800,000
5 bd | 4+ ba | 4,908 sqft | 1.23 acres
13283 Cedar Creek Drive, Middlebury, IN 46540
Basement Garage Main Level Laundry

eXp Realty, LLC, Alex Bernth

$354,900 New Price
2 bd | 3 ba | 2,485 sqft | 0.03 acres
111 River Park Drive, Middlebury, IN 46540
Basement Garage Main Level Laundry

McKinnies Realty, LLC Elkhart, Jennea Schirr

$299,900
4 bd | 1 ba | 2,256 sqft | 1.5 acres
313 Bristol Avenue, Middlebury, IN 46540
Basement Garage

McKinnies Realty, LLC Elkhart, Jennea Schirr

$1,200,000
6 bd | 4+ ba | 6,412 sqft | 0.76 acres
205 Greenfield Drive, Middlebury, IN 46540
Basement Garage Hardwood Floors Main Level Laundry

Coldwell Banker Real Estate Group, Julie Thatcher

Contingent
$617,500 New Price
4 bd | 2+ ba | 2,571 sqft | 3.67 acres
10416 State Road 120, Middlebury, IN 46540
Basement Garage Main Level Laundry Outbuilding

RE/MAX Results, Steve Miller

Contingent
$335,000 New Price
3 bd | 2 ba | 1,728 sqft | 1 acres
54646 State Road 13, Middlebury, IN 46540
Garage Main Level Laundry Outbuilding Pool

eXp Realty, LLC, Geoff Cavender

$1,390,000 New Price
5 bd | 4+ ba | 6,370 sqft | 17.16 acres
54725 County Road 33, Middlebury, IN 46540
Basement Garage Hardwood Floors Main Level Laundry Outbuilding

RE/MAX Results, Chantel Boone

$280,000 New Price
3 bd | 1 ba | 1,424 sqft | 0.16 acres
11955 W 710 N, Middlebury, IN 46540
Garage Main Level Laundry

Cressy & Everett- Goshen, Kim Vuittonet

Open House 10/4
$369,500 New Price
3 bd | 1 ba | 1,990 sqft | 1 acres
10281 County Road 4, Middlebury, IN 46540
Garage Main Level Laundry

McKinnies Realty, LLC Elkhart, Joshua Lenker

$434,900
3 bd | 2+ ba | 3,304 sqft | 0.58 acres
115 Greenfield Drive, Middlebury, IN 46540
Basement Garage Hardwood Floors Main Level Laundry

Myers Trust Real Estate, Andrew Myers

Contingent
$355,000 New Price
3 bd | 2 ba | 2,942 sqft | 0.44 acres
518 Sunset Lane, Middlebury, IN 46540
Basement Garage Main Level Laundry

Rooted Realty, Kelly Dyksen

$549,900 New Price
5 bd | 3 ba | 2,584 sqft | 0.83 acres
13120 Bear Creek Court, Middlebury, IN 46540
Garage Main Level Laundry

RE/MAX Results, Nicolas Wyse

$425,000 New Price
4 bd | 6 ba | 4,112 sqft | 0.57 acres
435 S Main Street, Middlebury, IN 46540
Basement Garage Main Level Laundry

Coldwell Banker Real Estate Group, Jami Stamm

$425,000 New Price
4 bd | 5 ba | 4,112 sqft | 0.57 acres
435 S Main Street, Middlebury, IN 46540
Basement

Coldwell Banker Real Estate Group, Jami Stamm

$695,000
4 bd | 2 ba | 3,052 sqft | 4.6 acres
57051 County Road 33, Middlebury, IN 46540
Basement Garage Main Level Laundry Outbuilding

Bright Star Real Estate Services LLC, Leon Kramer

$4,999,900 New Price
6 bd | 6+ ba | 12,367 sqft | 38.42 acres
54420 County Road 33 Road, Middlebury, IN 46540
Basement Garage Main Level Laundry

Irish Realty, Stephen Smith

$199,900
6 acres
VL County Road 28, Middlebury, IN 46540

RE/MAX Results, Crystal Miller

$90,000
4.12 acres
53982 Midnight Star, Middlebury, IN 46540

Myers Trust Real Estate, David Singell

Past 30 days

10
Homes Sold
$295,500
Median Sales Price
21
Avg. Days on Market
12
New Listings
32
Active Listings
11
Pending Sales

IDX information provided by the Indiana Regional MLS. IDX information is provided exclusively 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 deemed reliable but is not guaranteed accurate by the MLS.