About This Home

This 5-bedroom, 6-bathroom single family at 806 & 808 Chestnut Street in Winona Lake, IN is listed for $899,900 ($184 per sqft). Built in 1904, the home offers 4,882 sqft of living space on a 0.21 acres lot.

Key Features

  • Built in 1904
  • 0.21 acre lot
  • 3 stories
  • Fireplace

Property Details

3 stories
5 full, 1 half
1904

Amenities

FireplaceHardwoodA/C
Listing 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 incom

e 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.

Monthly Cost Estimate

$4,813/mo

20% down · 6.5% · 30 years

Principal$651
Interest$3,900
Insurance$262

Estimates only. Actual payments may vary.

Location

806 & 808 Chestnut Street

Winona Lake, IN 46590

Property Details

Flooring

CarpetHardwoodTile - Ceramic

Cooling

Central Air

Questions & Answers

This 5-bedroom, 6-bathroom single family at 806 & 808 Chestnut Street is listed at $899,900 ($184/sqft). The estimated monthly payment is $4,812 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1904, 0.21 acre lot, 3 stories, Fireplace.

This property is listed by Julie Hall.

JH

Julie Hall

Agent at Patton Hall Real Estate

Listed by Patton Hall Real Estate · Broker phone: 2604501812 · Broker website

MLS# 202644202· Source: Kosciusko Board of Realtors MLS· 8 days on PropertySimple

Copyright © 2026 Kosciusko Board of Realtors MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

806 & 808 Chestnut Street, Winona Lake, IN 46590

Open this listing in: