Active

Price cut: $35K (8/3)

$425,000

435 S Main St, Middlebury, IN 46540

4beds

4,112sqft

$2,738/mo

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Single Family Residence

Built in 1900

0.57 Acres Lot

$408,500 Zestimate^®

$--/sqft

$-- HOA

What's special

Historic charmRich woodworkOriginal fireplaceButlers pantry

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!

100 days
743
36

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 4
Bathrooms: 6
Full bathrooms: 6

Bedroom 1

Level: Upper

Bedroom 2

Level: Upper

Dining room

Level: Main
Area: 216
Dimensions: 12 x 18

Kitchen

Level: Main
Area: 182
Dimensions: 14 x 13

Living room

Level: Main
Area: 323
Dimensions: 19 x 17

Office

Level: Main
Area: 154
Dimensions: 11 x 14

Heating

Natural Gas, Forced Air

Cooling

Central Air

Appliances

Included: Disposal, Dishwasher, Microwave, Refrigerator, Dryer-Electric, Gas Range
Laundry: Main Level

Features

Ceiling-9+, Countertops-Solid Surf, Guest Quarters, Kitchenette
Windows: Window Treatments
Basement: Full,Walk-Out Access,Finished
Number of fireplaces: 1
Fireplace features: Living Room, Wood Burning

Interior area

Total structure area: 4,112
Total interior livable area: 4,112 sqft
Finished area above ground: 2,540
Finished area below ground: 1,572

Property

Parking

Total spaces: 2
Parking features: Detached
Garage spaces: 2

Features

Levels: Two
Stories: 2
Patio & porch: Porch Covered
Fencing: Metal

Lot

Size: 0.57 Acres
Dimensions: 132 x 219
Features: Level, Near Walking Trail

Details

Parcel number: 200810380016.000035

Construction

Type & style

Home type: SingleFamily
Property subtype: Single Family Residence

Materials

Vinyl Siding, Wood Siding

Condition

New construction: No
Year built: 1900

Utilities & green energy

Sewer: City
Water: City

Community & HOA

Community

Subdivision: None

Location

Region: Middlebury

Financial & listing details

Tax assessed value: $354,800
Annual tax amount: $3,382
Date on market: 5/20/2026
Listing terms: Cash,Conventional

Estimated market value

$408,500

$388,000 - $429,000

$3,142/mo

Price history

Date	Event	Price
8/3/2026	Price change	$425,000-7.6%
Source: IRMLS #202619303 Report a problem
5/20/2026	Listed for sale	$460,000
Source: IRMLS #202619303 Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$3,383 +3.8%	$354,800 +4.9%
2024	$3,258 +12.2%	$338,300 +4.5%
2023	$2,904 +10.6%	$323,700 +12.2%
2022	$2,625 +18.9%	$288,400 +10.7%
2021	$2,208 +1.9%	$260,600 +18.9%
2020	$2,167 +12.9%	$219,100 +1.9%
2019	$1,919 +1.4%	$215,100 +12.1%
2018	$1,893 +4.1%	$191,900 +1.4%
2017	$1,818	$189,300 +3.6%
2016	$1,818 +22.3%	$182,700 +22.9%
2014	$1,486 0%	$148,600
2013	$1,486 +4.3%	$148,600 +4.3%
2012	$1,425 -1.3%	$142,500 -1.3%
2011	$1,444 -1.9%	$144,400 -1.9%
2010	$1,472 -5.2%	$147,200 -5.2%
2009	$1,553 -47.4%	$155,300 +8%
2007	$2,954 +24.7%	$143,800 +16%
2006	$2,370 +54%	$124,000
2005	$1,538 +1.4%	$124,000
2004	$1,517	$124,000