Refine Search
Sort by
609 W Madison Ave, Owensville
$200,000
3 Beds ⋅ 1 Baths ⋅ 26027053 MLS ⋅ ACTIVE Status
Newly remodeled 3-bedroom home situated on two spacious city lots, offering the perfect blend of character and modern updates. Step inside to find original millwork, beadboard ceilings, and beautiful hardwood floors that showcase timeless charm throughout. The inviting covered front porch creates a warm welcome and is the ideal spot to relax and unwind after a long day. Generous living spaces provide flexibility for everyday living or entertaining guests with ease. The detached 3-car garage offers endless possibilities for storage, hobbies, or the ultimate man cave setup. With room to spread out both inside and out, this property delivers space, charm, and function. A sun room adds even more versatility, perfect for a home office, reading nook, or bonus living area. Conveniently located near local amenities, this is a must-see opportunity you don’t want to miss.

609 W Madison Ave, Owensville

00 Wein St, Hermann
$525,000
26025059 MLS ⋅ ACTIVE Status
Set on 41.78 acres at the edge of Hermann, this beautiful wooded property offers a rare blend of natural scenery and development potential. A 3.6-acre stocked lake sits at the heart of the land, creating a peaceful setting surrounded by mature trees, native plants, and abundant wildlife. Deer are a daily sight, often seen moving along established trails and gathering at the water’s edge. Positioned right at the city limits, the property is easily accessible with a platted city street leading directly to its entrance. An electric easement is already in place, adding convenience for future plans. Whether you’re envisioning a thoughtfully designed housing development or a private lakefront escape to build your dream home, this property provides the flexibility to bring your vision to life. For many years, this acreage has been part of a larger family-held parcel, and now presents an opportunity for a new owner to shape its future. With lenient restrictions available upon request, there’s room for creativity while maintaining the natural character of the land. A unique opportunity to own a sizable tract just outside of town—offering privacy, natural beauty, and the potential to create something special in one of Missouri’s most charming communities. Address Shown is NOT actual address. Do not use GPS. Follow directions given by agent.

00 Wein St, Hermann

600 Washington St, Hermann
$375,000
26023559 MLS ⋅ ACTIVE Status
Renovated and income-producing, this well-maintained property in Hermann offers a fantastic investment opportunity. Featuring two long-term rental units, this property is already generating steady income with both units occupied under one-year leases. The lower unit has been beautifully updated and offers 4 spacious bedrooms and 3 full bathrooms, combining modern finishes with comfortable living space. The upper unit features 3 bedrooms and 2 bathrooms, providing a bright and inviting layout that tenants love. Situated in a desirable residential area, the property is conveniently located near local parks and schools, making it attractive for long-term renters. Enjoy the benefits of a walkable neighborhood in one of Missouri’s most popular and charming towns. Whether you’re expanding your portfolio or looking for a turnkey investment, this property offers immediate income and strong rental appeal in a sought-after location.

600 Washington St, Hermann

117 E 5th 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

1000 Market St, Hermann
$399,000
4 Beds ⋅ 2 Baths ⋅ 26022226 MLS ⋅ ACTIVE Status
Turn-key guesthouse opportunity in the heart of Hermann! This 4-bedroom, 2-bath property is perfectly set up for immediate use as an income-producing rental or a comfortable getaway for owners and guests alike. Inside, you’ll find warm wood floors and a spacious layout featuring a full-size living room, dining room, and kitchen ideal for hosting families and groups. The home offers plenty of room to gather, relax, and enjoy everything Hermann has to offer. Step out onto the back porch and take in peaceful views overlooking Hermann City Park, creating a serene setting for morning coffee or evening unwinding. A detached garage adds convenience and extra storage. Located just a couple of blocks from downtown Hermann, guests can easily walk to local shops, restaurants, wineries, and attractions while still enjoying a quiet setting near the park. Whether you're looking to expand your investment portfolio or own a guesthouse for personal use, this property offers both charm and strong rental potential.

1000 Market St, Hermann

117 E 13th St, Hermann
$215,000
3 Beds ⋅ 2 Baths ⋅ 26021301 MLS ⋅ ACTIVE UNDER CONTRACT Status
This charming, furnished, 3-bedroom, 2-bath home in Hermann, MO offers a comfortable and inviting layout with a bright, open main living area perfect for everyday living and entertaining. The living room flows seamlessly into the dining area, where you’ll find a nice walkout to the back patio, ideal for relaxing or hosting gatherings. Finished lower level is perfect for extra family room, office or use as a sleeping area. An attached garage adds convenience, while the home’s functional design makes the most of every space. Current seller rents this home as a Guesthouse, and is selling Turn-Key, business can be transferrable to new licensed owner! Located in the heart of Hermann, you’ll enjoy small-town charm with nearby amenities, wineries, and scenic surroundings.

117 E 13th St, Hermann

Hwy 28, Owensville
$99,000
26013118 MLS ⋅ ACTIVE Status
Prime Development Opportunity – 2 Acres on Highway 28 Excellent opportunity to own 2 acres of prime property located on busy Highway 28 offering outstanding visibility and high traffic exposure. This level tract with utilities available provides a ready-to-build site with excellent accessibility. The property offers endless development possibilities and would be ideal for a restaurant, retail space, urgent care facility, light industry, community center, or multi-family housing development. With its strategic location and strong traffic count, this tract presents a fantastic opportunity for business owners, investors, or developers looking to establish a presence in a high-visibility area. Don’t miss the chance to invest in this high-traffic, high-potential property.

Hwy 28, Owensville

218 E 1st St, Hermann
$299,000
26001836 MLS ⋅ ACTIVE Status
Prime downtown Hermann development opportunity with serious upside. This vacant commercial lot sits in the heart of Hermann’s busiest corridor, surrounded by nonstop foot traffic from wineries, restaurants, shops, festivals, and the riverfront. With tourism numbers climbing year after year and limited buildable space downtown, 218 East First Street is one of the few remaining chances to secure a high visibility site in a proven revenue market. Large lot measuring 45"x120" in the business district of beautiful Hermann, Mo along with room for off street parking you have a chance to carve out your next successful business endeavor. Position your next project where demand is already built in. Retail, tasting room, office, boutique lodging, mixed use — this location supports it all. Investors looking for strong returns, brand exposure, and long-term appreciation will immediately recognize the value of a downtown lot with this level of visibility and walkability. A special opportunity to contribute to the future of downtown Hermann. Bring your plans and capitalize on a rare, high impact development site in Missouri’s premier wine country destination.

218 E 1st St, Hermann

409 Schiller St, Hermann
$374,900
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

1845 Eagle Nest Dr, Hermann
$695,000
5 Beds ⋅ 3 Baths ⋅ 25075886 MLS ⋅ ACTIVE Status
Experience peaceful country living in the Black Forest Subdivision just outside Hermann, MO. This inviting home rests on 24 wooded acres overlooking a stunning valley and offers access to a large shared lake. Designed for comfort and efficiency, the home features 2x6 insulated walls, geothermal HVAC, and underground utilities. Inside, a welcoming foyer opens to a spacious common area connecting the living room, kitchen, and dining area, with breathtaking woodland views. The main level offers convenient living with a master suite, laundry area, and two additional bedrooms, along with an oversized two-car garage for easy entry. The finished lower level includes a family room, two more bedrooms or office spaces, a workshop, and plenty of storage. Wood stoves on both levels provide cozy warmth in winter. Natural landscaping, bluffs, and boulders create a park-like setting where wildlife abounds, your own private forest retreat just minutes from Hermann.

1845 Eagle Nest Dr, Hermann

299 Cindy Ln, Rosebud
$300,000
25070791 MLS ⋅ ACTIVE Status
Brand-New Construction Coming Soon! Be the first to own this beautiful 3-bedroom, 2-bath home perfectly situated on a spacious corner lot. Designed with comfort and style in mind, this home features an open floor plan that seamlessly blends the kitchen, dining, and living areas—ideal for both everyday living and entertaining. Enjoy cooking in a modern kitchen complete with an island & stainless steel appliances. Relax and unwind on the covered back patio or covered front porch—perfect spots for morning coffee or evening relaxation. The home also includes a full basement offering endless possibilities for additional living space or storage, plus a two-car garage for convenience and functionality. Don’t miss your chance to make this stunning new home yours—where quality construction meets modern living!

299 Cindy Ln, Rosebud

113 W 5th St, Hermann
$499,000
25035180 MLS ⋅ ACTIVE Status
Prime commercial opportunity in the heart of historic Hermann, MO. This 7,776 sq. ft., two-story building is zoned C-1 and is fully equipped to launch your business from day one. Formerly a well-known bar and event venue, the property includes all fixtures: two full kitchens, two fully equipped bars, tables and chairs, three leased pool tables, foosball and other games, a speaker system throughout, and a dumbwaiter for seamless service between floors. The main level features a spacious bar area with ample seating, multiple restrooms, and an efficient layout designed for high-volume service. Upstairs, the second floor offers a relaxed, open-air bar vibe with scattered seating, additional restrooms, and a garage door that opens to a private patio, perfect for casual lounging. Whether you want to operate a bar or an event space, this property presents turn-key potential in one of Missouri’s busiest tourist towns. Don’t miss this rare chance to own a fully equipped and ideally located property in Hermann.

113 W 5th St, Hermann

606 Washington 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

E 12th St E Unit Lot 4, Hermann
$39,900
25016068 MLS ⋅ ACTIVE Status
Prime Residential Lot in Historic Hermann, MO! Nestled in the heart of Missouri Wine Country, this 0.165-acre residential lot offers the perfect opportunity to build your dream home in the charming town of Hermann. The lot is open and ready for development, with city water, sewer, electric, phone, and trash services available—making the building process a breeze. Enjoy the best of small-town living with wineries, parks, shopping, and dining just minutes away. Whether you're looking to build a permanent residence, a weekend getaway, or an investment property, this lot is ideally situated to enjoy all that Hermann has to offer. Don’t miss this chance to own a piece of this picturesque town—schedule a visit today!

E 12th St E Unit Lot 4, Hermann

2035 S Hwy 19, Hermann
$349,000
24066847 MLS ⋅ ACTIVE UNDER CONTRACT Status
Options Galore! Looking for a shop building, truck repair facility, maintenance shed, Auto Detailing facility, storage facility, manufacturing or warehouse building....the options with this are ENDLESS! 4800 sqft Red-Iron Metal building with (5) 14' W x 14' H overhead doors, 22x35 room (once used as a paint room with down draft fan), 2 Office areas, Bathroom and 18x40-8' center height mezzanine area, and much more on 3 acres. Floor drains throughout the 10 commercial grade concrete floor. Overhead light fixtures are high efficiency and utilities are reasonable. No matter what your ideal use may be this building could be the perfect place for you. Conveniently located off the Highway with plenty of area for over road trucks to turn around and potential parking area. Close proximity to Hermann, Rosebud, Owensville, New Haven and Washington you couldn't ask for a better centralized point. Call today to setup a viewing. Location: High Traffic, Hwy/Interstate Frntg

2035 S Hwy 19, Hermann

Listings courtesy of Mid America Regional Information Systems Internet Data Exchange as distributed by MLS GRID.


Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker of MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some listings have been excluded from this website.


How much is your home worth?

Get instant property value now!