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413 Schiller St, Hermann
$332,500
3 Beds ⋅ 2 Baths ⋅ 26000346 MLS ⋅ CLOSED 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

1867 Hecker Rd, Owensville
$330,000
3 Beds ⋅ 3 Baths ⋅ 26030789 MLS ⋅ CLOSED Status
Charming Country Home on 10.5 Acres – Perfect for a Mini Farm! 10.50-acre property offers everything you need for a mini farm or country lifestyle. The land is fully fenced with pipe and barbed wire fencing, featuring a pond, workshop, barn, and a chicken house – ideal for livestock, horses, or hobby farming. The inviting 3-bedroom, 2.5-bath home features an open floor plan with plenty of natural light, creating a warm and welcoming atmosphere. There is also a second kitchen and family room on the lower level. Enjoy the tranquility of rural living while still having all the modern comforts of home. Whether you’re looking to raise animals, garden, or simply enjoy the peace and space of the countryside, this property has it all!

1867 Hecker Rd, Owensville

4203 Hwy 19, Owensville
$328,500
4 Beds ⋅ 2 Baths ⋅ 25081387 MLS ⋅ CLOSED Status
Spacious 4-bedroom, 2-bath ranch-style home offering approximately 3,350 sq ft of living space, complete with a finished walk-out basement, situated on 1.2 acres. The open-concept floor plan features a generously sized master bedroom and bath suite with private deck access, creating the perfect retreat. Rustic charm shines throughout with custom log banister and wood casings adding warmth and character. The finished lower level includes an additional bedroom and expansive bonus living area, ideal for entertaining or extended living. Enjoy the peaceful setting with a beautiful wooded backdrop and relax on the brand-new oversized deck designed for outdoor enjoyment. Completing this exceptional property is a 30x50 insulated metal shop with heated floors, a convenient circle drive, and a prime location set back just right off Hwy 19—offering privacy while remaining easily accessible.

4203 Hwy 19, Owensville

332 Stark Blvd, Hermann
$325,000
4 Beds ⋅ 2 Baths ⋅ 26038942 MLS ⋅ CLOSED Status
Beautifully renovated bungalow situated on a large, level yard in one of the area's most desirable residential neighborhoods. This charming home offers 4 bedrooms, gorgeous wood floors, and a beautifully updated kitchen featuring stainless steel appliances. The finished basement provides additional living space and includes a convenient outside entrance from the attached carport. Thoughtful renovations include added insulation for energy efficiency and separate HVAC split units serving the upper bedrooms for personalized comfort. Enjoy outdoor living from the screened side porch, cozy sitting area, patio, and spacious backyard. Additional features include an attached carport, detached garage, and an extra parking pad perfect for an RV or boat. Located on a quiet, tree-lined street with sidewalks and just one block from the city park, this move-in-ready home combines modern updates with timeless bungalow charm. Check this one out!

332 Stark Blvd, Hermann

209 E 3rd St, Hermann
$324,000
4 Beds ⋅ 2 Baths ⋅ 25014753 MLS ⋅ CLOSED Status
Prime opportunity in the heart of historic Hermann! Homes in the commercial district rarely come available, making this updated 4-bedroom, 2-bath property a unique find. Offering incredible potential as a private residence or guesthouse rental, it features newer windows, a durable metal roof, and two garages for ample storage. Enjoy a spacious yard with established perennials ready to bloom, plus a charming screened porch for relaxing. With modern updates throughout, this home blends historic charm with contemporary comfort. Walk to shops, restaurants, and wineries while enjoying downtown Hermann’s vibrant atmosphere! This property is an MLS duplicate of a Commercial Listing. Additional Rooms: Mud Room

209 E 3rd St, Hermann

137 State Highway H, Hermann
$320,000
4 Beds ⋅ 3 Baths ⋅ 26019603 MLS ⋅ CLOSED Status
Charming multi- level brick home on 7+ acres within Hermann city limits! This home offers the perfect blend of country living with in-town amenities. Enjoy the privacy and space of a wooded setting while still being just minutes from shops, dining, and local conveniences. Featuring 4 bedrooms and 3 bathrooms, the layout provides room to spread out while still feeling connected. The large living room centers around a fireplace with a wood insert, creating a warm and inviting gathering space. Recent updates include new windows and a newer roof, adding to the home’s overall appeal and efficiency. With generous living areas, there’s plenty of room for entertaining family and friends. The attached 2-car garage is finished and insulated, making it ideal for a workshop, hobbies, or additional storage. Outside, the wooded acreage offers a peaceful setting with room to explore, all while being conveniently located in town. A small fenced area provides a safe space for kids or pets to play. A perfect opportunity if you're needing lots of space plus close proximity to town! Multiple parcels (7 acres) included with this sale.

137 State Highway H, Hermann

122 Kuhne Rd, Owensville
$315,000
3 Beds ⋅ 2 Baths ⋅ 26034656 MLS ⋅ CLOSED Status
Step into this beautiful and spacious 3-bedroom, 2-bath home featuring an inviting open-concept floor plan designed for comfortable everyday living and effortless entertaining. The impressive vaulted ceilings create a bright, airy atmosphere, while the well-appointed kitchen is sure to be the heart of the home, showcasing stunning white cabinetry, a center island, and stainless-steel appliances that are all included. The accommodating primary suite offers a peaceful retreat with an oversized walk-in closet and a private bath. You’ll also appreciate the convenience of the main-floor laundry and mudroom, providing added functionality for busy households. Need additional space? The full unfinished basement offers endless possibilities for future expansion and is already roughed-in for a bathroom, making it ideal for adding additional living space, a recreation room, home office, guest suite, or extra storage. Outside, enjoy relaxing evenings on the covered back deck—perfect for grilling, entertaining guests, or simply unwinding after a long day. The privacy-fenced backyard offers plenty of space for children, pets, and outdoor activities. An oversized two-car attached garage provides ample room for vehicles, storage, and hobbies. This move-in-ready home combines style, comfort, functionality, and room to grow in one exceptional package. Don’t miss your opportunity to make it yours—schedule your private showing today!

122 Kuhne Rd, Owensville

303 Cindy Ln, Rosebud
$308,000
3 Beds ⋅ 2 Baths ⋅ 25072145 MLS ⋅ CLOSED 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!

303 Cindy Ln, Rosebud

Tract 4 Tract 4 Cleavesville Rd, Bland
$300,000
26029630 MLS ⋅ CLOSED Status
Coming to Auction – 176 +/- Acres in 4 Tracts | Gasconade County, Missouri. Located just off State Highway 28 between Bland and Owensville, this 63 +/- acre tract offers an excellent combination of recreational appeal, usable acreage, and accessibility. Featuring approximately 400 +/- feet of road frontage on Cleavesville Road, the property provides convenient access along with multiple possibilities for future building sites, hunting cabins, or recreational use. The land offers strong hunting potential for deer, turkey, and small game, with a mix of wooded terrain and natural habitat that attracts wildlife throughout the year. Whether you are looking for a private getaway, hunting property, or future homesite, this tract provides both privacy and versatility. This tract is part of a larger 176 +/- acre property that will be offered in four tracts, creating a great mix of residential, agricultural, and recreational opportunities. Conveniently located only 1.5 hours from St. Louis, the property combines peaceful country living with easy access to nearby amenities. AUCTION DATES 7/6/2026 8AM TO 7/14/2026 12PM SHOWING DATES ARE 06/6/2026 AND 7/11/2026 BOTH ARE FROM 10-2

Tract 4 Tract 4 Cleavesville Rd, Bland

218 W 6th St, Hermann
$300,000
4 Beds ⋅ 3 Baths ⋅ 25041378 MLS ⋅ CLOSED Status
Elegantly updated 4-bedroom, 2.5-bath residence situated on a level lot in the heart of historic Hermann. Ideally located near the city park and within walking distance to Hermann’s renowned shops, restaurants, wineries, and cultural attractions, this home offers a rare blend of timeless charm and modern comfort. The spacious main level features a well-appointed primary bedroom and laundry, large open entertaining area and a cozy gas fireplace that adds warmth and ambiance to the living space. A large covered front porch welcomes you home and provides the perfect space to relax and enjoy the neighborhood. Recent improvements include two brand-new HVAC units, ensuring energy efficiency and year-round comfort. The full basement expands the living space with two additional sleeping rooms, a half bath, and abundant storage. A detached garage adds both convenience and functionality. Whether you're searching for a full-time residence, vacation home, this beautifully maintained home checks all the boxes with its thoughtful layout, attractive upgrades, and prime location in one of Missouri’s most desirable small towns! (SHOWINGS START SUNDAY JUNE 15TH)

218 W 6th St, Hermann

52.57 Trainer, Bland
$296,915
25079768 MLS ⋅ CLOSED Status
If you’ve been searching for the perfect blend of privacy, recreation, and opportunity, this 54 m/l acre property in Gasconade County, just North of St. James checks every box. This land is a hunter’s dream, featuring a mix of open pasture and wooded acreage with established trails winding through the timber. Wildlife is abundant, making it ideal for deer and turkey hunting, while the creek running along the property adds both beauty and a natural draw for game. For those wanting a peaceful country retreat, this property offers the quiet and space to truly unplug. Whether you envision weekend escapes, ATV rides, hiking your own trails, or simply sitting back and enjoying the sounds of nature, this land provides the freedom to create your own outdoor lifestyle. Looking to build your forever home? With gently rolling terrain, open pasture perfect for a homesite, and existing fencing already in place, this property offers a fantastic foundation for your dream home. There is also an existing unusable well and remnants of an old homestead, giving a glimpse into the property’s history. Single-strand high-tensile fencing-Grazing pasture ideal for livestock or horses-Wooded acreage with trails-Creek frontage and abundant wildlife-Gravel road access-Excellent mix of open ground and timber Electric borders the property making future plans easy to bring to life. Whether you’re a hunter, an outdoor enthusiast, or someone ready to build a life in the country, this property offers the space, privacy, and versatility to make it your own. Come walk the land and picture the possibilities

52.57 Trainer, Bland

601 S 1st St, Owensville
$290,000
4 Beds ⋅ 4 Baths ⋅ 25051916 MLS ⋅ CLOSED Status
This beautiful 1920 two-story home sits on a spacious double lot in the heart of Owensville, offering the perfect blend of Country charm elegance and modern living. Curb appeal abounds with manicured landscaping, and welcoming front porch. Inside you'll find 9-ft ceiling and gorgeous flooring throughout the main & upper level. Natural light fills every room, showcasing the home's warmth and Character. The cozy family room features an electric fireplace, stunning bay windows and pocket doors adjoining a hall/office area, while the living room offers relaxation. The large dining room impresses with a vaulted tongue and groove ceiling, and the galley-style kitchen is a cook's dream with nice cabinetry, backsplash, floating shelves, quartz countertops, stainless steel appliances, a farmhouse sink, generous work space and shelf/cubby space for coats and backpacks. Primary suite with luxurious en-suite bath with 2 closets, dual sinks, soaking tub and separate shower. Large convenient laundry room with cabinets, built in kennels. Guest half bath. Upstairs, enjoy a cheerful sitting area, 3 additional sizeable bedrooms, a full bath and a second half bath. Partial cellar basement. 2 car oversized garage. Outdoor living is easy with a covered patio, garden shed, fenced backyard and plenty of yard space. Conveniently located near local shopping, restaurants and all the charm Owensville has to offer.

601 S 1st St, Owensville

1557 Villa Vista Dr, Owensville
$285,000
3 Beds ⋅ 3 Baths ⋅ 26038357 MLS ⋅ CLOSED Status
Newly built ranch home at Peaceful Valley Lake! This 3 bedroom, 3 bathroom home also offers a non-conforming 4th bedroom, providing plenty of space for family and guests. Enter through the large covered front porch into an inviting open floor plan featuring vaulted ceilings, a center island, and beautiful views overlooking the back deck. The main level includes a spacious primary suite with a private bathroom and walk-in closet, an additional bedroom with a walk-in closet, full bath, pantry, main floor laundry, and an extra wide hallway designed for comfort and convenience. The finished walkout basement offers even more living space with one bedroom, a non-conforming bedroom with walk-in closets, a full bathroom, and access to the oversized one car garage. Beyond your doorstep, enjoy all that the 175-acre Peaceful Valley Lake community has to offer, including a clubhouse, swimming pool, beach area, playground, tennis courts, and marina. Bring your family, friends, and your boat to enjoy boating, tubing, fishing, and relaxing on the water. Schedule your showing today!

1557 Villa Vista Dr, Owensville

104 E 2nd St, Hermann
$284,000
25055676 MLS ⋅ CLOSED Status
The Heart of Hermann Wine Country! Just steps from the riverfront, shopping, wineries, breweries, restaurants, and more. Zoned for COMMERCIAL use, it’s a turnkey short-term rental or B&B opportunity, NO permit needed! Featuring 5 bedrooms, 4 baths, 2 living spaces, a large kitchen with a butler's pantry,a dining room, a screened porch, and a patio, this home offers flexibility for hosting guests or multi-generational living. Fully FURNISHED with a $1,500 refrigerator allowance and 2 Smart TVs. The left side could be living quarters or a separate rental which includes a Living area with a fireplace, full bath, area for a kitchen, and potential in a 1/2 story for another bedroom and an ensuite. Off-street and on-street parking are available. Convenient to Amtrak, biking trails, distilleries, wineries, bars, downtown, and more, this rare find is ready for you to start hosting immediately ( furnished). Exterior facade an allowance to be negotiated in the contract. Come use your imagination. MOTIVATED SELLER, so schedule your showing today!

104 E 2nd St, Hermann

2296 Mo-E, Hermann
$275,000
1 Beds ⋅ 1 Baths ⋅ 25070795 MLS ⋅ CLOSED Status
Welcome to your private country retreat on 10.71 beautiful acres, featuring a cozy 1-bedroom, 1-bathroom cabin with a full kitchen and an inviting living room warmed by a wood-burning stove. This property includes a spacious 40 ’x 60’ shop on a foundation with 2”x6” walls and three large garage doors, with one bay fully enclosed, heated, and equipped with its own bathroom—perfect for a workshop, storage, or hobby space. The land offers a great balance of open pasture with some fencing for livestock and timbered ground ideal for hunting or outdoor recreation. A brand-new septic system has just been installed, adding convenience and peace of mind. Whether you’re looking for a weekend getaway, a hobby farm, or a place to call home, this property combines comfort, versatility, and privacy in a peaceful rural setting.

2296 Mo-E, Hermann

1402 Gutenberg St, Hermann
$270,000
3 Beds ⋅ 4 Baths ⋅ 25078952 MLS ⋅ CLOSED Status
Discover cozy small-town living in this charming 3-bedroom, 4-bath home in the heart of Hermann, MO. Set on an extra-large lot that backs to a peaceful wooded area, this property offers both privacy and convenience, just a short walk to downtown shops, dining, and attractions. Inside, you’ll find a warm and inviting layout with beautiful wood floors and generously sized closets throughout. The main level features comfortable everyday living, while the partially finished basement expands your space with a family/rec room complete with a wood stove perfect for chilly Missouri evenings. Step out onto the deck to take in elevated views overlooking Hermann, ideal for morning coffee or evening relaxation. An attached garage and garden shed add valuable storage and functionality. This well-maintained home blends charm, comfort, and an unbeatable location ready to welcome you home.

1402 Gutenberg St, Hermann

3607 Cuba St, Owensville
$267,900
4 Beds ⋅ 2 Baths ⋅ 26049463 MLS ⋅ CLOSED Status
Welcome home to this beautifully maintained 4-bedroom, 2-bath property nestled in one of the area’s most desirable neighborhoods! Situated on a spacious 1.139-acre lot, this exceptional home showcases timeless craftsmanship with stunning millwork and quality finishes that have been meticulously preserved. Designed with entertaining in mind, you’ll love spending time outdoors on the expansive deck or relaxing on one of the two separate patio areas. The fenced backyard is perfect for pets, while the raised garden beds are ready for growing your favorite flowers, herbs, or vegetables. Inside, you’ll find generous living spaces with a warm and inviting wood-burning fireplace in the lower-level family room—creating the perfect place to gather on chilly winter evenings. Need extra space? The oversized 2-car detached garage includes an additional storage/hobby room, making it ideal for projects, a workshop, or extra storage. From its impeccable condition and beautiful setting to its thoughtful amenities and outstanding location, this is a home that truly has it all. Don’t miss your opportunity to own this exceptional property—schedule your private showing today!

3607 Cuba St, Owensville

27.94 Ac 00 State Hwy Zz, Owensville
$262,122
26054150 MLS ⋅ CLOSED Status
This beautiful, blank slate of vacant land offers the perfect setting for your dream home, weekend cabin, or barn build, while also checking nearly every box for recreational use. With direct access off Hwy ZZ via a newly installed entrance, the property is ready to enjoy immediately. At the front, you’ll find a small tillable field, ideal for a future homesite. As you explore the freshly cut trail system, you’ll discover a nice small pond with a clover food plot behind it perfect for attracting wildlife. Deeper into the property, a mix of hardwoods and cedars creates an ideal habitat for deer and turkey, making this a great hunting tract. Whether you’re into trail riding, horseback riding, or simply enjoying a peaceful walk in the woods, this property offers it all. Conveniently located just 15 minutes from Owensville for everyday needs, 22 minutes from Hermann for dining, wineries, and entertainment, and only 1 hour 20 minutes from Chesterfield, making for an easy drive from the St. Louis area. Properties of this size in such a desirable area don’t come along often schedule your showing today!

27.94 Ac 00 State Hwy Zz, Owensville

Tract 2 Tract 2 Cleavesville Rd, Bland
$261,637
26029607 MLS ⋅ CLOSED Status
Coming to Auction – 176 +/- Acres in 4 Tracts | Gasconade County, Missouri. Located just off State Highway 28 between Bland and Owensville, this 35 +/- acre wooded tract offers an excellent mix of recreation, privacy, and future potential. With rolling timber and great wildlife habitat, the property provides strong hunting opportunities for deer, turkey, and small game. The wooded setting also offers several areas that could make ideal spots for a cabin, home, or weekend getaway. This tract is part of a larger 176 +/- acre property that will be offered in four tracts, giving buyers a variety of residential, agricultural, and recreational options. Conveniently located just 1.5 hours from St. Louis, this property offers the perfect balance of easy access and peaceful country living. AUCTION DATES 7/6/2026 8AM TO 7/14/2026 12PM SHOWING DATES ARE 06/6/2026 AND 7/11/2026 BOTH ARE FROM 10-2

Tract 2 Tract 2 Cleavesville Rd, Bland

509 E Washington Ave, Owensville
$259,000
3 Beds ⋅ 2 Baths ⋅ 26013608 MLS ⋅ CLOSED Status
Welcome home to this beautifully updated 3-bedroom, 2-bath residence offering space, comfort, and timeless charm. The newly remodeled kitchen is truly the heart of the home, featuring a stunning center island with built-in electric range and sleek hood range, abundant cabinetry, and ample workspace perfect for preparing meals or gathering with family and friends. The home offers multiple inviting living spaces including a warm and welcoming living room, a separate dining area ideal for hosting dinners, and a spacious family room highlighted by a cozy fireplace—perfect for relaxing evenings. The main floor laundry adds everyday convenience, while numerous closets throughout the home provide exceptional storage. Step outside to enjoy the generous patio area designed for entertaining, offering the perfect setting for outdoor dining, summer gatherings, or simply unwinding in your private outdoor space. The full basement is a blank canvas, ready for your finishing touches, and already includes a charming wood-burning fireplace that could become the centerpiece of additional living space. Recent updates add peace of mind, including a newer HVAC system, energy-efficient windows, and a durable metal roof. Situated on a spacious lot, this property provides room to spread out while still enjoying the comfort of a thoughtfully designed home. This property blends modern updates, functional living spaces, and inviting character, making it the perfect place to call home.

509 E Washington Ave, Owensville

107 E Madison Ave, Owensville
$259,000
4 Beds ⋅ 2 Baths ⋅ 25080523 MLS ⋅ CLOSED Status
Charming 1.5-Story Full Brick Home Situated on 2-City Lots– Beautifully Remodeled! Welcome to this stunning 4-bedroom, 2-full bath full brick home, thoughtfully remodeled within the last few years and nestled in a highly desirable neighborhood. Modern updates blend seamlessly with classic charm, offering comfort, style, and convenience throughout. Step inside to a warm and inviting layout featuring a spacious primary suite, complete with a walk-in closet and full private bath. The updated kitchen shines with contemporary finishes and includes all kitchen appliances, making it truly move-in ready. Enjoy outdoor living at its best with a 20’ x 20’ concrete patio, new privacy fence, raised garden beds, and even a treehouse for the kids—perfect for relaxing, entertaining, and family fun. The property also features a detached 2-car garage, providing plenty of storage and parking space. This home has been lovingly upgraded and offers the perfect blend of comfort, function, and curb appeal. A must-see!

107 E Madison Ave, Owensville

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.


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