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4 Beds
6 Baths
4,112 sqft

$399,000

435 S Main Street, Middlebury IN, 46540

Price per sqft$97.03
Built in1900
Property size4,112 sqft
Property typeResidential

Overview

Active

Listed May 19, 2026

Updated 34h ago

Located in the heart of downtown in endearing Middlebury, the possibilities in this home are ENDLESS! The upper two levels were once a Bed & Breakfast, with 4 Bedrooms and 5 baths. The lower level has a separate entrance with entirely separate living quarters! The historic charm exudes in the two upper levels. Rich woodwork, a butlers pantry and the original fireplace provide character that is rare to find! The yard is spacious and backs up to the extremely popular Pumpkinvine Trail, great for walking and biking enthusiasts! This is a rare gem! Don't miss your chance to make it your own! *Property had water in the basement and has been professionally remedied. The flooring has been removed and the seller is offering a $3,000 flooring allowance with an acceptable offer.

$2,655/mo

Est. mortgage payment based on a $399,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
202619303
Available since
May 19, 2026

Interior Features

Bedrooms
4
Bathrooms
6
Basement
Yes

Exterior Features

Lot Size
0.57 Acres

Other Property Details

Garage
Yes

 

Courtesy of Jami Stamm

Based on information from DASH - Coldwell Banker (CB) as of 10/10/2026. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. The display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent. 

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Data last updated 8:55 AM UTC, 10/10/2026

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