About This Home

This 4-bedroom, 5-bathroom multi-family at 435 S Main Street in Middlebury, IN is listed for $425,000 ($103 per sqft). Built in 1900, the home offers 4,112 sqft of living space on a 0.57 acres lot.

Key Features

  • Built in 1900
  • 0.57 acre lot
  • 2 stories
  • 6 parking spaces

Property Details

2 stories
5 full
6 spaces
1900

Amenities

A/C
Listing Description

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!

Monthly Cost Estimate

$2,273/mo

20% down · 6.5% · 30 years

Principal$307
Interest$1,842
Insurance$124

Estimates only. Actual payments may vary.

Location

435 S Main Street

Middlebury, IN 46540-9767

Property Details

Flooring

CarpetWoodLaminate

Cooling

Central Air

Questions & Answers

This 4-bedroom, 5-bathroom multi-family at 435 S Main Street is listed at $425,000 ($103/sqft). The estimated monthly payment is $2,273 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1900, 0.57 acre lot, 2 stories, 6 parking spaces.

This property is listed by Jami Stamm.

JS

Jami Stamm

Agent at Roth Wehrly, Inc. dba Coldwell Banker Roth Wehrly Graber

Listed by Roth Wehrly, Inc. dba Coldwell Banker Roth Wehrly Graber · Broker phone: (260) 416-5002 · Broker website

MLS# 202629722· Source: Elkhart County Board of Realtors· 166 days on PropertySimple

Copyright © 2026 Elkhart County Board of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

435 S Main Street, Middlebury, IN 46540-9767

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