435 S Main Street

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Address: 435 S Main St, Middlebury, IN 46540, USA
Chicago & Midwest + 2-4 Units
Created date: July 27, 2026
Date last updated: September 14, 2026
Price: $425,000Investment Analyzer NEW!

Property 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!

Key Property Information

Listing Status: Available
Listing Type: Call for offers
Property Types: 2-4 Units
Price: $425,000
No. of Units: 2
Year Built: 1900
Lot Size: 4,112.00 Sq ft
Opportunity Zone: No
Price per unit: $212,500
Number of Bedrooms: 4
Number of Bathrooms: 5
Address: 435 S Main Street, Middlebury, IN 46540-9767, USA
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