Refine Search
Sort by
$299,900
1 Beds 1 Baths 26033181 MLS ACTIVE Status Shouse / Barndominium BLDG.
Missouri Wine Country Barndominium on 3.0 +/- Acres with a Heated Shop - You've found a beautiful 3.0 Acre property featuring a stunning updated Barndominium offering approximately 3,200 square feet of versatile living and workshop space. Whether you are searching for a full-time residence, weekend retreat, a hobby farm, business opportunity, nightly rental near downtown Hermann and the wineries, or the ultimate shop house, this exceptional property delivers the perfect blend of country living, modern comfort, and incredible functionality — all conveniently located close to the city. The newly renovated living quarters feature soaring ceilings with wood beams, fresh paint throughout, including the ceilings, durable luxury vinyl plank flooring and an open-concept design. The expansive great room includes a spacious living area, dining space, and an additional sleeping area that could easily be converted into another private bedroom in the second sleeping space that is tucked toward the front of the home offering additional flexibility. The oversized primary bedroom includes a walk-in closet, while the beautifully updated full bath features an oversize granite vanity, new tub/shower, updated faucets, hardware, and mirror. The main floor laundry area adds convenience to the thoughtfully designed floor plan. The kitchen showcases gorgeous cabinetry with 42-inch upper cabinets, updated hardware, rustic wood shelving, and a custom breakfast bar crafted with whiskey/wine barrel bases and a butcher block countertop. Appliances include a smooth-top range/oven, refrigerator, dishwasher, and microwave. Additional updates include new barn doors, trim, baseboards, wood ceiling beams, wood blinds, and tinted windows and exterior doors throughout. Attached to the residence is an impressive climate-controlled garage and workshop space designed for endless possibilities. The primary attached garage measures approximately 40' x 33', is insulated, heated and cooled, and features two oversized 8.5' x 10' garage doors. An additional attached garage measures approximately 20' x 40' and includes a 10' high by 12' wide garage door ideal for larger vehicles, boats, RVs, trailers, farm equipment, or recreational toys. This well-insulated all-electric property is both practical and cost-efficient. Outdoors, enjoy panoramic countryside views, mature trees, and wide open green space. The long gravel drive and expansive parking area provide easy access for guests, equipment, and large vehicles alike. This unique property offers beautifully finished living space combined with massive shop and storage areas, making it ideal for hobbyists, business owners, car enthusiasts, or anyone needing additional workspace and versatility. Why build when you can move right into this fully updated setup? Come experience this one-of-a-kind property for yourself! (See also MLS #26036684 under commercial)

2081 S Hwy 19, Hermann

$168,900
3 Beds 1 Baths 26030378 MLS ACTIVE Status
Sorry this cannot be an investment/rental/Air B and B property. Outdoor lovers paradise for sale in Hermann, MO Gascony Village by the Gasconade River! Located on a park like setting this home sits on six lots! Plenty of room for all your toys with an oversized garage, additional camper/boat parking, plus an additional shed. This unique ranch home has tons of possibilities! It can be a 1 -3 bedroom home as is, or with some finishing touches it can be a 5 bedroom home. Huge kitchen and breakfast room plus a cozy living room complete with a stove fireplace. The entry foyer has plenty of room for a computer desk. Bathroom has 2 counters and 2 doors, one door leads to the back yard, so convenient for yard/camper access. Gascony Village is in Hermann Mo close to the wineries and right on the Gasconade River. Enjoy jet skiing, boating, 4 wheeling, swimming, and bonfires. Celebrate holiday weekends with events including kids cake walks, golf cart parades, washer tournaments, poker runs, basket raffles, bingo, live bands and friends galore! Check out all the community amenities: - Huge Swimming Pool with Bathrooms and Shower House - Private Boat Launch and Beach on the Gasconade River - Private Fishing Lake - Private Gravel Roads - Club house - Covered Pavilions - Playgrounds and Sand Volleyball Sorry there are no rentals/Air B and Bs allowed in this community. This community is private for owners users only, rentals are prohibited.

352 Arrowhead Trl, Hermann

$119,900
1 Beds 1 Baths 26027485 MLS ACTIVE Status
SORRY THIS HOME CANNOT BE OR USED AS A RENTAL OR AIR B & B. OWNER OCCUPIED USERS ONLY. OWN your own fully furnished vacation cabin/tiny home in Hermann, MO! - This 2 story cabin comes FULLY FURNISHED with couches, table, beds, frig, washer/dryer and even the decor!! - PLUS the tool shed comes fully loaded with all tools INCLUDING THE GOLF CART! - PLUS this cabin includes an additional lot, complete with grown trees and a fire pit! - PLUS there’s a nice patio with you guessed it, patio furniture! - PLUS large front porch with rockers and bench - PLUS Electric, Water and Septic This is a 3-season vacation cabin, so it’s typically winterized for the cold months. The upper level is all open with 2 beds and a couch. This home is located in Gascony Village, about 20 minutes from downtown Hermann, check out all of the community exclusive amenities: - Private Boat Launch and Beach on the Gasconade River - Huge Swimming Pool with Bathrooms and Shower House - Private Fishing Lake - Private Gravel Roads - Club house - Covered Pavilions - Playgrounds and Sand Volleyball Close to the wineries and right on the Gasconade River, this community has it all! Enjoy jet skiing, boating, 4 wheeling, swimming, and bonfires or cookouts with neighbors. Celebrate holiday weekends with events including kids cake walks, golf cart parades, washer tournaments, poker runs, booze walks for the adults, basket raffles, bingo, live bands and friends galore!

406 Arrowhead Trl, 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

$39,900
26022518 MLS ACTIVE Status
Rare Multifamily Lot Opportunity in Hermann Rare opportunity to own two connected vacant lots in Hermann, Missouri, totaling approximately 14,375 sq. ft. The property offers flexibility for development, resale, or a phased project, with potential to split into two separate lots. Located in a multifamily-zoned area, this site offers strong potential for new construction, rental development, or a live-and-rent setup, subject to zoning and city approval. Hermann is known for its wineries, festivals, and year-round tourism, making it an attractive location for both long-term and short-term rental strategies, subject to local rules. Growing regional development activity is also adding pressure to the local housing market, creating strong upside for investors and builders.

411 E 12th 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 UNDER CONTRACT 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

$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

$215,000
3 Beds 2 Baths 26021301 MLS ACTIVE 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

$125,000
26021085 MLS ACTIVE Status
Discover the perfect canvas for your dream haven on this stunning 6-acre lake lot, nestled in a picturesque country setting. Imagine waking up to the gentle sounds of nature, surrounded by mature trees, and glistening water that offer both privacy and a sense of belonging in a quaint community that feels just like home. Whether you envision building your forever home or a charming weekend getaway, this lot is primed and ready for your unique vision. Take advantage of the serene 22 acre lake right at your doorstep, where you can immerse yourself in the joys of fishing, or simply enjoy peaceful evenings watching the sunset reflect on the water. But sorry, there is No Hunting here. For families and friends, the property features a delightful park area with a sandy beach, perfect for summer picnics, gatherings, and countless memories. The property is located just outside Rhineland. Which is a short drive from the bustling charm of Hermann, where you can explore local wineries, shop in quaint boutiques, and dine on delicious cuisine. This 6-acre lake lot is not just a place to build; it's a gateway. Don’t miss your chance to claim this rare gem and start creating the life you’ve always dreamed of. Your forever home awaits!

7 Kirsten Ln, Rhineland

$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 space, 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

$1,500,000
26017308 MLS ACTIVE Status
Situated just north of Hermann, MO and West of Hwy 19, this 185+/- acre farm offers a well-rounded mix of features. The scenery at this farm is incredible. With high wooded peaks overlooking the Loutre River bottom, good pasture for livestock & some tillable acreage for income. All of this creates an awesome habitat for wildlife & views that never get old. This farm would make a perfect hunting & recreation piece, great hobby farm or private residence. Several historical barns remain on-site, with large shop building featuring finished living quarters—complete w/kitchen, 1.5 bathrooms, bar, bunk loft, and a deck overlooking a stocked pond. The building makes for a great hunting lodge. It has plenty of room for lots of hunters, tools, toys and equipment. Located just 3 miles west of Big Spring, MO, this property is just 1 hr from Chesterfield Valley, 1 hr from Columbia, MO and you can be in downtown Hermann in under 20 minutes!

161 Van Booven Ln, Hermann

$215,000
2 Beds 2 Baths 26009301 MLS ACTIVE Status
NEW PRICE ADJUSTMENT!!!! Welcome to the enchanting charm of Historic Hermann, MO! This adorable 1923 brick cottage is perfectly situated just 1.5 blocks from downtown boutiques, restaurants, wineries, and breweries, offering the ideal blend of small-town charm and walkable convenience. Full of character, this bungalow-style home showcases beautiful original wood floors and stunning trim that highlight its timeless craftsmanship. The main level offers comfortable living with a spacious living room, separate dining area, well-sized kitchen, bedroom, and full bathroom. Upstairs, you’ll find a generous loft area, a second bedroom, and an additional bathroom complete with a separate tub—perfect for guests, a cozy retreat, or flexible living space. Enjoy peaceful mornings on the large covered front porch and unwind in the evening on the covered back porch overlooking the spacious backyard. The backyard is already set up with a charming firepit area, ideal for relaxing nights by the fire with a glass of local Hermann wine while taking in the picturesque views. Additional highlights include BRAND NEW sump pump installed, basement walls have been tuckpointed, a dual-zoned heating and cooling system for year-round comfort, owned water softener and tankless water heater!!!! R1 Residential zoning. Contact the City of Hermann for details on potential Bed & Breakfast use (short-term rentals/Airbnb not permitted). This storybook cottage offers historic charm, modern comfort, and an unbeatable location in the heart of Hermann.

125 W 2nd St, Hermann

$329,000
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

$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

$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

$725,000
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

$569,500
25066123 MLS ACTIVE Status
67.4 Acres – Prime Hunting & Homesite Land near Hermann, MO Discover a rare opportunity to own 67.4 wooded acres in the heart of Montgomery County, just minutes from historic Hermann, MO. This secluded property offers unparalleled privacy, perched above the Missouri River Bottoms, with breathtaking views and a landscape that’s perfect for both recreation and residential use. A true hunter’s paradise, this land boasts exceptional Whitetail Deer and Turkey hunting, with a well-established habitat that draws in trophy game year after year. Whether you're an avid outdoorsman or simply seeking a peaceful retreat, this property delivers. Situated in the highly-rated Hermann School District, it’s also an ideal location to build your dream home or weekend getaway cabin. With its natural beauty and tranquility, the property provides the perfect backdrop for family living or a private escape. Conveniently located: 1.5 hours from St. Louis 1 hour from Columbia Easy access to wineries, restaurants, and the scenic charm of Hermann Very few properties like this come available in the area—especially with this combination of privacy, views, and top-tier hunting. Don’t miss your chance to own a truly special piece of Missouri.

94th Hwy, Rhineland

$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

$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