Historic Turn-Key Guesthouse in the Heart of Downtown Hermann Opportunity knocks with this established and beautifully located guesthouse just steps from Hermann’s amphitheater, shops, wineries, and restaurants—no driving needed to enjoy the best of downtown living and tourism. This charming historic property offers 3 bedrooms (including one on the main level), 2 bathrooms, and comfortably sleeps up to 8 guests. Guests will love the inviting outdoor spaces featuring a fire pit, multiple seating areas, and a private hot tub—perfect for relaxing after a day of exploring Missouri wine country. The home is being sold fully furnished and equipped, making this a true turn-key investment with income potential starting the day of closing. Whether you’re looking to expand your short-term rental portfolio or step into hospitality ownership, this proven performer is ready to go. An additional home/business next door is also available, offering exciting expansion opportunities. Don’t miss this rare downtown Hermann investment!
3 Beds
2 Baths
1,640 sq.ft
$0 per sq.ft
Historic
$ 374,900
Active
0
26000341
3
2
1,640
None
Hermann
Gasconade Co. R-I
Gasconade
Residential
Historic
Residential
$1,607
Last 6 closed homes in this zip.
| Address | Bd/Ba | SqFt | List | Sold | Closed |
|---|---|---|---|---|---|
| 15 Ac Brown Road, Unincorporated, MO 65041 | 0/0 | -- | $220,000 | $199,500 90.7% of ask |
Aug 28, 2026 |
| 423 E 3rd Street, Hermann, MO 65041 | 0/0 | 2,088 | $249,900 | $239,300 95.8% of ask |
Aug 28, 2026 |
| 1322 Hwy 19 S Hwy 19 Highway, Unincorporated, MO 65041 | 3/3 | 1,200 | $235,000 | $200,000 85.1% of ask |
Aug 28, 2026 |
| 1336 Hartshorn Drive, Hermann, MO 65041 | 2/1 | 900 | $59,900 | $59,900 100% of ask |
Aug 27, 2026 |
| 413 Schiller Street, Hermann, MO 65041 | 3/2 | 1,424 | $349,900 | $332,500 95% of ask |
Aug 14, 2026 |
| 416 W 12th Street, Hermann, MO 65041 | 4/5 | 2,976 | $559,000 | $532,500 95.3% of ask |
Aug 13, 2026 |
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Professional photos will be available on Wednesday! A truly unique opportunity on almost 6 acres overlooking the Katy Trail! This one-of-a-kind property features TWO separate dwellings, both filled with original character and history. The main home, built around 1900, offers 4 bedrooms and 1 bath along with beautiful original woodwork, pocket doors, wainscoting, a butler’s pantry, generous built-in storage closets, and more. Local lore of bootlegging adds another interesting piece to the property’s history. Just outside the kitchen is an outbuilding with a covered patio with direct access to a historical wine cellar. The second dwelling was built soon after the main home and has plenty of character of its own, including original flooring, two-sided built-in glass cabinetry, a claw-foot tub, original built-in wall cabinets, and more. This 1½-story guest house offers 2 bedrooms, 1 bath, a full basement, dining room and living room, with the primary bedroom on the main level. The acreage also includes a small building for lawn care equipment and a 3-sided barn near the entrance to the property. Properties like this are hard to find! Whether you’re drawn to historic homes, looking for a restoration project, a possible business venture, or simply want acreage with two separate dwellings, there is so much potential here. Property is being sold AS-IS. Both homes offer an incredible opportunity for someone ready to bring their ideas, updates, and personal touches to these character-filled homes.
Escape to your own private slice of the Missouri countryside with this beautiful 7 +/- acre wooded tract located just outside Hermann. Whether you're looking for a recreational retreat, hunting property, or weekend getaway, this property offers the kind of natural setting that is becoming increasingly hard to find. The land is beautifully wooded with mature timber, incredible natural rock outcroppings, and abundant wildlife throughout. Deer and turkey signs are plentiful, making this an exceptional little recreational tract with excellent potential for hunting and wildlife observation. Road frontage runs along the entirety of the south side of the property, with electric lines readily available at the road. Located just south of Gasconade, you'll have easy access to the Gasconade River and a short drive into Hermann’s wine country, restaurants, shopping—while still enjoying the privacy and tranquility of your own wooded retreat. If you've been looking for a small acreage property with big recreational appeal, abundant wildlife, mature timber, and incredible natural character, this 7 +/- acre tract deserves a look.
Beautifully inviting 1-bedroom, 1-bath property, currently enjoyed as a guesthouse in Historic Hermann, Mo! Thoughtfully furnished and full of character, the home offers a comfortable living room, cozy kitchen, and a warm, welcoming atmosphere that feels right at home in Hermann’s historic setting. The property is being offered fully furnished, with just a few sentimental pieces reserved by the seller, allowing the next owner to seamlessly continue its use as a guest retreat or create their own private Hermann getaway. A covered front porch and an especially charming enclosed side porch provide delightful spaces to relax and enjoy the slower pace of small-town life. Off-street parking is available in the driveway, with convenient additional access from the alley. A detached garage offers valuable storage space. The durable metal roof adds peace of mind, while the property’s commercial zoning provides flexibility for a variety of potential uses, subject to local regulations. A distinctive opportunity to own a turnkey piece of Hermann charm, perfectly suited for enjoying the town’s historic atmosphere, wineries, shops, restaurants, and year-round attractions.
