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House for sale at 806 & 808 Chestnut St, Winona Lake, IN 46590 | MLS# 202644218 | Listing updated on 2026-10-26
Photo 1 of House for sale at 806 & 808 Chestnut St, Winona Lake, IN 46590 | MLS# 202644218 | Listing updated on 2026-10-26
Photo 2 of House for sale at 806 & 808 Chestnut St, Winona Lake, IN 46590 | MLS# 202644218 | Listing updated on 2026-10-26
Photo 3 of House for sale at 806 & 808 Chestnut St, Winona Lake, IN 46590 | MLS# 202644218 | Listing updated on 2026-10-26
Photo 4 of House for sale at 806 & 808 Chestnut St, Winona Lake, IN 46590 | MLS# 202644218 | Listing updated on 2026-10-26
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$899,900

Monthly Est:$4,479

  • Beds Icon-- Bed
  • Beds Icon
    -- Bath
  • Beds Icon--sqft

806 & 808 Chestnut St, Winona Lake, IN 46590

$4,479/moEst:

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  • 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 Indiana Regional MLS-IN

Property Details

  • Status

    Active

  • Type

    Commercial Sale

  • No. of Stories

    3

  • County

    --

  • City

    Winona Lake

  • 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

IDX information is provided exclusively for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties that consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by the MLS.

Advertising Broker: Jonah Hartsburg | Hoosier Hub Realty

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