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$439,500
3 Beds ⋅ 3 Baths ⋅ 26046949 MLS ⋅ ACTIVE Status
Welcome to a truly one-of-a-kind property where timeless character meets modern comfort. Built in 1893 and beautifully maintained, this spacious 3-bedroom, 3-bath home offers over 2,500 square feet of living space on 1.44 scenic acres just five miles from Historic Hermann. Rich in original charm, you'll appreciate the wood flooring, soaring ceilings, oversized rooms, classic millwork, and warm wood-burning fireplace that create an inviting atmosphere throughout. The desirable main-level primary suite features a private bath, while the upper level offers two generously sized bedrooms and an additional full bath—providing an ideal layout for family or guests. Multiple oversized living spaces offer exceptional flexibility for entertaining, home offices, hobbies, or multigenerational living. Outside, the property is equally impressive. Relax around the 30-foot, above-ground pool surrounded by a full wraparound deck, or enjoy the peaceful country setting from your covered porch. Chickens welcome with chicken coop already in place. 24x32 detached outbuilding built in 2016 in addition to the attached two-car garage gives plenty of space for projects and storage. Recent updates include new siding, porch decking, detached garage, and pool. The home is heated by propane forced air with the added efficiency and peace of mind of an outdoor wood furnace backup system. Perfectly positioned along the renowned Katy Trail and just minutes from Historic Hermann's wineries, restaurants, festivals, and shopping, this property offers incredible potential as a private residence, weekend retreat, or income-producing vacation rental or guesthouse. With paved road frontage, a picturesque setting, and an unbeatable location, this is a rare opportunity to own a piece of Missouri history while enjoying today's modern conveniences. For sale by Agent/Owner

31953 Case Rd, Hermann
$1,195,000
5 Beds ⋅ 8 Baths ⋅ 26040618 MLS ⋅ ACTIVE Status
Incredible and Rare opportunity to own a beautifully restored, income-producing historic landmark in the heart of Historic Hermann! Built around 1880, this impressive 2½-story brick building offers multiple revenue streams and a prime downtown location just steps from Hermann’s shops, restaurants, wineries, and attractions. Extensively updated in 2020, the property features new electrical service and wiring, plumbing, bathrooms, water heaters, water softener, HVAC systems, a metal roof, stonework, third-floor vinyl windows, and a spacious composite deck. A rear main-level addition was completed in 2023, further enhancing the property’s functionality and appeal. The building includes three retail spaces—two leased storefronts on the main level and one second-floor studio currently occupied by the owner, each with its own half bath. The second floor also features four established short-term rental guest suites, operating as The Artist Suites, each with a private full bath. The third floor offers a loft apartment that is currently leased, providing yet another reliable income source. Additional highlights include a stone storage building, off-street parking for six vehicles with convenient alley access, and an unbeatable downtown location in one of Missouri’s premier tourist destinations. Whether you’re looking to expand your investment portfolio or own a turnkey mixed-use property with proven income potential, this one-of-a-kind Hermann landmark is an opportunity you won’t want to miss! This is a Duplicate Listing of MLS# 26043923

409 Market St, Hermann
$375,000
4 Beds ⋅ 2 Baths ⋅ 26022177 MLS ⋅ ACTIVE Status
Step into the charm of Hermann with this historic, turn-key brick guesthouse dating back to the 1800s. Featuring 4 bedrooms and 2 bathrooms, this beautifully maintained property blends timeless character with modern comfort, showcasing exposed brick walls, warm wood floors, and inviting living spaces throughout. Currently an income-producing property, this guesthouse offers the perfect opportunity for both investment and personal enjoyment, use it as your own getaway when visiting Hermann, and generate rental income when you're away. Ideally located in the heart of downtown’s walking and shopping district, you’re just steps from local restaurants, wineries, and other established guesthouses. Guests will appreciate the convenient walk to the Amtrak train stop, making travel to and from Hermann effortless. Out back, a cozy yard provides a relaxing space to unwind, perfect for sipping local wine and enjoying the peaceful surroundings. Whether you're looking to expand your investment portfolio or own a piece of Hermann’s history, this property offers a rare and appealing opportunity.

117 E 5th St, Hermann
$439,000
5 Beds ⋅ 2 Baths ⋅ 26022216 MLS ⋅ ACTIVE Status
Magnificent historic guesthouse in the heart of Hermann offering an exceptional prime walkable location. This striking 5-bedroom brick Victorian is full of character and curb appeal, featuring classic architectural details and a welcoming covered front porch perfect for relaxing and taking in the charm of downtown living. Inside, the home offers spacious accommodations ideal for guests, making it a strong income-producing property or an excellent addition to an existing portfolio. Whether you choose to operate it as a full-time rental or reserve it for personal stays, the flexibility and potential are unmatched. Positioned in Hermann’s vibrant walking and shopping district, guests can easily explore nearby restaurants, wineries, and attractions, all just steps away. The convenient proximity to the Amtrak train stop adds even more appeal for visitors. A detached garage in the backyard provides added functionality, while the outdoor space offers room to unwind and enjoy the peaceful setting. With its historic charm, ideal location, and income potential, this Victorian guesthouse is a rare find and a perfect complement to the neighboring guesthouse and dining properties.

121 E 5th St, Hermann
$550,000
3 Beds ⋅ 2 Baths ⋅ 26020496 MLS ⋅ ACTIVE Status
Welcome to 205 East 8th Street-a rare 1852 Historic home on over 5 acres spanning 30 city lots! This 3 bedroom, 2 bath property offers a unique blend of historic charm, privacy, and prime location just blocks from downtown Hermann. Inside you'll find original character throughout, including a wine cellar, spacious rooms, and vintage details. Outside features a covered front porch, covered patio, open green spaced, and a rustic old smokehouse--all surrounded by mature trees for peaceful seclusion. Lots range from Commercial to R-1 zoning, offering flexibility for future use. This is a great investment opportunity or the perfect home for someone who values space, heritage, and potential. Whether you are seeking a private residence, weekend getaway, or future development, this property is truly a must-see. Don't miss the chance to own a one-of-a-kind piece of Hermann's rich history! Call today for a showing and find out about the deep history of 205 East 8th Street!

205 E 8th St, Hermann
$349,900
3 Beds ⋅ 2 Baths ⋅ 26000346 MLS ⋅ ACTIVE UNDER CONTRACT Status
Turn-Key Historic Guesthouse in the Heart of Downtown Hermann Welcome to an exceptional investment opportunity in the very center of Hermann’s vibrant downtown district. This charming historic guesthouse is located just steps from the amphitheater, wineries, boutique shops, and popular restaurants—meaning guests can enjoy all the attractions without ever getting in the car. Convenient trolley pick-up is also available nearby, adding even more appeal for visitors. The home features 3 bedrooms, 2 bathrooms, and comfortably sleeps up to 10 guests, making it ideal for group getaways and wine-country weekends. Outdoor amenities include a private hot tub, fire pit area, and multiple seating spaces perfect for relaxing evenings under the stars. Offered fully furnished and equipped, this is a true turn-key short-term rental with income potential beginning the day of closing. Whether you’re expanding your portfolio or stepping into hospitality ownership, this proven performer is ready to go. An additional home/business next door is also available, creating a rare opportunity for expansion in one of Hermann’s most sought-after locations.

413 Schiller St, Hermann
$379,900
3 Beds ⋅ 2 Baths ⋅ 26000341 MLS ⋅ ACTIVE Status
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!

409 Schiller St, Hermann
$1,275,000
25079518 MLS ⋅ ACTIVE Status
214 E 1st Street is situated directly on Hermann’s main drag, and this property offers a rare opportunity to purchase an impeccable building along with the fully operational Stomp’n Grounds Espresso Bar and Half Corked Inn guest suites, all in the heart of one of Missouri’s most visited and admired communities. Commonly crowned as “Missouri’s Most Beautiful Town,” 214 E 1st Street sits in the center of Hermann’s primary commercial corridor, steps from wineries, breweries, restaurants, shops, trolley service, and the Amtrak station. The 3-story, 4,800 sq ft building is exceptionally well maintained, with updated mechanical systems and modernized interiors, while still cherishing the historic quality and character of this impressive property. From the massive picture windows in the cafe, the solid brick construction, reclaimed floors, and beautiful renovations, to the high-end cafe, fixtures, organized service areas, and welcoming courtyard, continued investment and care stand out at every turn. The ground floor is home to Stomp’n Grounds Espresso Bar, an anchor of Hermann and a fully functioning café business included in the sale. The café interior is clean, modern, and thoughtfully laid out, featuring quality in everything from the newer LaMarzocco espresso machine, Simonelli espresso grinders, on-site coffee roaster, copper counters, stainless commercial-grade kitchen equipment, and welcoming seating areas, and a beautiful patio that make for a great customer experience and efficient investment. The brand has an established following, supported by its strong street visibility, consistent tourist foot traffic, and online presence. Stomp’n Grounds operates with full-time employees and defined operational systems, allowing the business to run without an owner needing to handle day-to-day oversight. The business conveys with its equipment, inventories, menu infrastructure, POS, branding, online presence, and all components necessary for a seamless transition. The seller will assist in the transition and training of new owners. Half Corked Inn consists of two short-term rentals above the cafe;. Silver Moon Loft is a cozy, private short-term rental with a warm, comfortable atmosphere and an efficient, welcoming layout. The loft includes a fully equipped kitchen, dining room, a well-appointed bedroom, an upgraded bathroom, a fireplace, a smart TV, a washer/dryer, and everything guests would need. Guests enjoy access to the courtyard and firepit, along with breakfast coupons for the cafe; below, which provide convenience and enhance their overall experience. The neighboring Harvest Hills Loft is a 2-story, larger short-term rental designed for groups, featuring three bedrooms. Two full bathrooms and a private washer/dryer make the space practical for larger groups, and the open living area includes a fireplace, smart TV, and a comfortable seating layout. The kitchen is fully equipped with essentials for more extended stays, and a private desk and reading area provide guests with a quiet place to work or relax. The private balcony overlooks the courtyard, creating a peaceful spot and room to spread out. The unit is clean, well arranged, and stocked with coffee, tea, and bottled water, along with breakfast coupons for Stomp’n Grounds. With nearly 500 5-Star reviews and future reservations already booked, these units are an easy transition with immediate cash flow for the next owner. Taken together, 214 E 1st Street represents a truly turn-key investment with multiple established revenue streams. The cafe is staffed and operates efficiently, while the 2 short-term rentals are furnished and fully functional. The building’s location and income potential make it a standout property in one of Missouri’s most desirable tourism markets. This is a duplicate listing to MLS #25077815.

214 E 1st St, Hermann
$499,900
4 Beds ⋅ 5 Baths ⋅ 25039139 MLS ⋅ ACTIVE Status ⋅ The Wohlt House BLDG.
Historic charm meets turn key investment at the prestigious Wohlt House. This 3 story mansion was built in 1883 as the family home for the first mayor of Hermann, August Wohlt, and is listed on the National Register of Historic Places. After extensive renovations and improvements, the Wohlt House now operates as a profitable bed & breakfast. This iconic establishment boasts spacious rooms, 10' ceilings, and spectacular woodwork throughout; as well as modern plumbing, electric and dual hvac. There is a large 2-story detached garage on property with plenty of storage space. All furnishings and decor included with exception to some personal items. Located in the heart of downtown Hermann, Wohlt House is a short walk from the train station, restaurants, shops, wineries, and other tourist attractions. With an impressive 4.8* rating, it is no wonder that the 4 bedrooms/bathrooms are consistently occupied. Don't miss out on this rare opportunity to own a piece of history in Hermann Missouri!

415 E 1st St, Hermann
$349,500
5 Beds ⋅ 3 Baths ⋅ 25002376 MLS ⋅ ACTIVE Status
The Bloom House and Bloom Suite is located within walking distance to beautiful Historic Downtown Hermann. It is one of Hermann's premier Guest House experiences. A splendid, fully restored historic brick Cape Cod style home with a newly built in 2023 open concept one bedroom suite attached to the rear of the home with off street parking. Zoned R2 with grandfathered use as a guesthouse vacation rental for a great business opportunity. Everything is included with this sale, interior and exterior, to make it a truly turnkey property! Future bookings will be transferred to new owner at closing. Guests love their stays here along with all the character & attention to detail it exudes from the wood floors, historic millwork, spacious rooms, 9' ceilings, a grand staircase with beautiful wood banister & back patio. The Bloom House boasts 4 big bedrooms, 2 full baths with an equipped kitchen & living area! The Bloom Suite offers a bed, mini kitchen and a full bath! GREAT LOCATION! A MUST SEE!

606 Washington St, Hermann