$460,000
435 S Main Street
Imagine owning a charming home just steps from the heart of one of Northern Indiana's most beloved tourist destinations. Located on historic Main Street in the quaint town of Middlebury, this property offers the ideal setting for a short-term rental, boutique Airbnb, or weekend getaway. The home sits on the Pumpkinvine Nature Trail and is just minutes away from Shipshewana's famous flea market and auctions, the Essenhaus Inn & Restaurant, Amish countryside tours, and endless opportunities for shopping, dining, and outdoor recreation. Whether visitors are coming for a girls' weekend, cycling adventure, Amish country experience, or Notre Dame football weekend, this location places them in the center of it all. Picture cozy gathering spaces, 4 thoughtfully designed bedrooms, and charming outdoor areas where guests can unwind after a day of exploring. With Middlebury's year-round tourism and limited boutique lodging options, this property presents an exciting opportunity to generate income while owning a piece of one of Indiana's most picturesque small towns. Whether you're looking to expand your investment portfolio or create a destination property with lasting appeal, this property offers location, charm, and exceptional Airbnb potential in one of the Midwest's hidden gems. All with a bonus apartment that could be rented!
From US 20, turn North on SR 13
Map to 435 S Main Street, Middlebury, IN 46540
MLS #
202629722
Date Listed
2026-05-19
Status
Active
Property Type
Investment
Property SubType
Duplex
Square Feet
4112 sqft
New Construction
No
Style
Two Story
Type
Duplex
Basement
Yes
Bedrooms
4
Bathrooms
5
Year Taxes Payable
2026
Year Built
1900
Days on Market
68
Room Dimensions
Dining Room
1 ×
Level
4th Bedroom
1 × 1
Level
5th Bedroom
2 × 2
Level
Recreation Room
2 × 2
Level
Loft
2 × 1
Level
Extra Room
1 × 1
Level
Bathroom Locations
Full Baths
4 Main, 5 Upper
Half Baths
1 Upper
External Features
Construction
Duplex
Lot Size
24,829 sq ft
Acreage
0.57 Acres
Lot Dimensions
132x219
Fence
None
Location
Area
Elkhart County
County
Elkhart
Subdivision
None
Township
Middlebury
City
Middlebury
State
IN
Zip
46540
Schools
School District
Middlebury Community Schools
Elementary
Middlebury
Middle School
Northridge
High School
Northridge
Financial
Assoc. Dues
$0.00 Not Applicable
Assoc. Restrictions
No
| MLS # | 202629722 |
|---|---|
| Date Listed | 2026-05-19 |
| Status | Active |
| Property Type | Investment |
| Property SubType | Duplex |
| Square Feet | 4112 sqft |
| New Construction | No |
| Style | Two Story |
| Type | Duplex |
| Basement | Yes |
| Bedrooms | 4 |
| Bathrooms | 5 |
| Year Taxes Payable | 2026 |
| Year Built | 1900 |
| Days on Market | 68 |
| Dining Room | 1 × | Level |
| 4th Bedroom | 1 × 1 | Level |
| 5th Bedroom | 2 × 2 | Level |
| Recreation Room | 2 × 2 | Level |
| Loft | 2 × 1 | Level |
| Extra Room | 1 × 1 | Level |
| Full Baths | 4 Main, 5 Upper |
| Half Baths | 1 Upper |
| Construction | Duplex |
|---|---|
| Lot Size | 24,829 sq ft |
| Acreage | 0.57 Acres |
| Lot Dimensions | 132x219 |
| Fence | None |
| Area | Elkhart County |
|---|---|
| County | Elkhart |
| Subdivision | None |
| Township | Middlebury |
| City | Middlebury |
| State | IN |
| Zip | 46540 |
| School District | Middlebury Community Schools |
|---|---|
| Elementary | Middlebury |
| Middle School | Northridge |
| High School | Northridge |
| Assoc. Dues | $0.00 Not Applicable |
|---|---|
| Assoc. Restrictions | No |
MLS# 202629722
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.
Listing Provided Courtesy of Jami Stamm
Coldwell Banker Real Estate Group
Cell: 574-596-4868
Listing updated July 23, 2026 at 3:30 pm
Last checked 4 minutes ago
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