- Overview
- Description
- Property Details
- Location
- Facts & Features
- Getting Around
$899,900
Monthly Est:$4,479
-- Bed
- -- Bath
--sqft
806 & 808 Chestnut St, Winona Lake, IN 46590
$899,900
$4,479/moEst:
Get Pre-Approved
Hotel/motel
Built in 1910
$-- HOA
9,148 sqft lot
--/sqft
Description
Discover the timeless charm and exceptional potential of the Chestnut House Bed & Breakfast, a distinctive historic property nestled in the heart of The Village at Winona. Built in 1906, this beautiful Princess Anne style home blends historic character with modern comforts, offering a unique opportunity to own a well-established hospitality property in one of the area's most desirable destinations.
Featuring four thoughtfully appointed guest suites, each with a private bath and inviting accommodations, the Chestnut House provides a welcoming experience for visitors seeking a memorable stay. The home's historic architecture and enduring charm create an atmosphere that sets it apart from traditional lodging options.
Adding even greater value and versatility to this exceptional offering is a separate, newly updated one bedroom, one bath caretaker's home. Complete with all appliances and offered turnkey, this additional residence is ready for immediate use and provides comfortable on-site living for an owner operator, innkeeper, or caretaker.
Ideally located within walking distance of the shops, restaurants, and attractions of The Village at Winona, the property also offers convenient access to Winona Lake, Grace College, and the surrounding area's year-round activities and events.
Whether you're looking to continue the bed and breakfast's hospitality tradition, invest in a unique income producing property, or explore new possibilities, this rare offering combines historic appeal, a desirable location, and the added benefit of a move in ready second residence.
Two homes. One exceptional opportunity. Experience the charm, character, and possibilities of the Chestnut House Bed & Breakfast in Winona Lake, Indiana.
- Houzeo last checked: 9 minutes ago (November 8, 2026 at 6:00 am)
- Listing updated: October 26, 2026 at 8:17 pm
- Listing Provided by: Julie Hall (574) 268-7645 | Patton Hall Real Estate
- Source: Indiana Regional MLS-IN | MLS#: 202644218

Property Details
Status
Active
Type
Commercial Sale
No. of Stories
3
County
--
City
Neighborhood
--
Year Built
1910
HOA Fees
-
Finished Area
- sqft
Lot Size
9,148 sqft lot
Basement Area
- sqft
MLS Name
Indiana Regional MLS
MLS Number
202644218
MLS Status
Active
Days on Market
12

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedroom: --
Bathroom: --
Interior
Heating
Natural Gas, Forced Air
Cooling
Central Air
Flooring
Carpet, Tile, Ceramic Tile, Wood
Sewer
City
Construction
Year Built
Year Built: 1910
Home type
Hotel/motel
Roof
Asphalt, Metal, Shingle
Utilities & Energy
Water Source
City
Other Features
Subdivision Name
None
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