Listing courtesy of Coldwell Banker Real Estate Group · Listing agent: Jami Stamm · Cell: 574-596-4868

ActiveDuplex

435 S Main Street

$425,000

$167.32 / sq ft

Est. $2,840/mo

Middlebury, IN 46540-9767

Original price $460,000 · Price reduced on August 2, 2026

  • Basement
Bedrooms
4
Bathrooms
5
Living area
4,112 sq ft
Lot
0.57 ac
Year built
1900
Type
Duplex
Listed
July 23, 2026
MLS #
202629722

About this home

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 payment estimate

$2,840/mo

Principal & interest
$2,326
Property taxes
$390
Homeowners insurance
$124
Your loan

  • Rate: Freddie Mac's 30-year fixed average for the week of October 1, 2026.
  • Taxes: estimated at 1.1% of the price per year — the MLS reports no full tax bill for this home yet.
  • Insurance: estimated at 0.35% of the price per year.
  • An estimate, not a loan offer. Your rate and payment depend on your credit, loan program and down payment.
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Property details

Interior

Levels
Two
Stories
2
Total area
4,112 sq ft
Finished area above grade
2,540 sq ft
Finished area below grade
1,572 sq ft
Main level
1,270 sq ft
Upper level
1,270 sq ft
Below grade total
1,572 sq ft
Bedrooms above grade
4
Basement
Walk-Out Basement
Flooring
Carpet, Laminate, Wood
Heating
Natural Gas, Forced Air
Cooling
Central Air
Amenities
Basement, Fireplace, Off Street Parking, Near Walking Trail

Exterior & parking

Construction
Vinyl Siding, Wood Siding
Private pool
No
New construction
No

Waterfront & lake

Waterfront
No

Lot

Lot features
Level
Lot size (acres)
0.57 ac
Lot dimensions
132x219
County
Elkhart County
Township
Middlebury
Platted
Yes
Planned unit development
No
Directions
From US 20, turn North on SR 13

Schools

Elementary school
Middlebury
Middle school
Northridge
High school
Northridge
School district
Middlebury Community Schools

HOA & community

Association restrictions
No

Taxes & terms

Tax year
2026
Assessed value
$354,800
Listing terms
Cash, Conventional
Possession
At funded closing
Parcel number
20-08-10-380-016.000-035

Included in the sale

Included in sale
Building

Utilities

Water
City
Sewer
Public Sewer

Income & commercial

Units
2
Parking spaces
6
Pets allowed
No
Electric meters
1
Gas meters
1
Water meters
1

Location

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$425,000

4 beds · 5 baths