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Welcome to 2393 Highway Z in Hermann, Missouri, an extraordinary 266+/- acre Gasconade County estate offering a rare combination of luxury living, recreation, multiple large bodies of water, equestrian infrastructure, working cattle ground, and legacy-land appeal. From the gated entrance and nearly half-mile-long asphalt drive to the rolling pastures, mature timber, and nearly 10-acre lake with dock, this property delivers the kind of scale and setting that is nearly impossible to duplicate. The main home is absolutely impressive, with a floor plan reflecting 7,338 total square feet including a walkout basement, first floor, and second floor. The home features 4 bedrooms on the 1st and 2nd floors, a massive living room and bonus sunroom, an elevator, and a 3-car garage. You’ll immediately notice absolute quality in all details, from the wood floors to the vaulted ceilings with a massive stone fireplace to match. A true wall of windows looks out over the lake. The large kitchen is ready to feed a full house with a large granite-topped island and quality appliances. On the lower level you’ll love the great room with a massive marble-top bar ideal for an evening with friends and guests. There is plenty of room for them to stay over with the bonus sleeping room or head to the apartment over the garage with full kitchen, bathroom, bedroom, and sitting room. The primary suite is a standout, featuring a massive private bathroom with double vanity, soaking tub, oversized walk-in shower, walk-through closets, and dressing room; not to mention the private balcony. The property is the perfect mix of open pasture, wooded draws, lake, smaller ponds, and long-range views across the Hermann countryside. The property is already fenced steel pipe for the horses and cross-fenced for cattle. Equestrians will love the 3-stall horse stable, complete with a wash rack and a heated/cooled tack room with a full bathroom. The stalls each have a covered run plus multiple pastures all with pipe fencing and dedicated water. The 72 x120 covered arena allows for riding is all weather and late into the night. There are additional equipment and hay barns rounding out this turn key horse property. The timber has not been harvested in decades. Large oaks, hickories, and walnuts are a regular sight as you tour the property along the extensive trail system. The nearly 10 acre lake is the true centerpiece, offering fishing, boating, relaxing evenings on the dock, and scenic views from main house. With deep water, rocked shores, and multiple islands, it is teaming with fish and wildlife. There is a smaller lake above and an overflow pond below. Each offering more fishing and opportunities to view wildlife. It’s a common site to see deer wading in the overflow pond browsing on lily pad shoots. With an estate like this, your friends will want to come by for the weekend. They’ll love the beautifully renovated stone schoolhouse with a full bathroom. The original 1876 schoolhouse has been meticulously renovated, creating an absolutely unforgettable setting for cocktail nights, private dinners, gatherings, or a one-of-a-kind guest experience. An extensive art collection as well as furniture convey with the sale, adding to the turnkey nature of this remarkable offering. Inspections have already been completed to streamline the sales process and provide a full accounting of all upgrades to a buyer. A Kubota tractor with implements, Kubota track-loader with <100 hrs and attachments, as well as a pontoon boat and additional tools all convey with the sale. This is more than a country home. This is a legacy property, complete with 266+/- acres, nearly 10-acre lake, luxury improvements, equestrian facilities, livestock infrastructure, equipment, and character in one of Missouri’s most desirable wine-country settings. Schedule your private showing to experience an extremely rare opportunity.

5 Beds ⋅ 5 Baths ⋅ 26041968 MLS ⋅ CLOSED Status

Welcome to 2393 Highway Z in Hermann, Missouri, an extraordinary 266+/- acre Gasconade County estate offering a rare combination of luxury living, recreation, multiple large bodies of water, equestrian infrastructure, working cattle ground, and legacy-land appeal. From the gated entrance and nearly half-mile-long asphalt drive to the rolling pastures, mature timber, and nearly 10-acre lake with dock, this property delivers the kind of scale and setting that is nearly impossible to duplicate. The main home is absolutely impressive, with a floor plan reflecting 7,338 total square feet including a walkout basement, first floor, and second floor. The home features 4 bedrooms on the 1st and 2nd floors, a massive living room and bonus sunroom, an elevator, and a 3-car garage. You’ll immediately notice absolute quality in all details, from the wood floors to the vaulted ceilings with a massive stone fireplace to match. A true wall of windows looks out over the lake. The large kitchen is ready to feed a full house with a large granite-topped island and quality appliances. On the lower level you’ll love the great room with a massive marble-top bar ideal for an evening with friends and guests. There is plenty of room for them to stay over with the bonus sleeping room or head to the apartment over the garage with full kitchen, bathroom, bedroom, and sitting room. The primary suite is a standout, featuring a massive private bathroom with double vanity, soaking tub, oversized walk-in shower, walk-through closets, and dressing room; not to mention the private balcony. The property is the perfect mix of open pasture, wooded draws, lake, smaller ponds, and long-range views across the Hermann countryside. The property is already fenced steel pipe for the horses and cross-fenced for cattle. Equestrians will love the 3-stall horse stable, complete with a wash rack and a heated/cooled tack room with a full bathroom. The stalls each have a covered run plus multiple pastures all with pipe fencing and dedicated water. The 72 x120 covered arena allows for riding is all weather and late into the night. There are additional equipment and hay barns rounding out this turn key horse property. The timber has not been harvested in decades. Large oaks, hickories, and walnuts are a regular sight as you tour the property along the extensive trail system. The nearly 10 acre lake is the true centerpiece, offering fishing, boating, relaxing evenings on the dock, and scenic views from main house. With deep water, rocked shores, and multiple islands, it is teaming with fish and wildlife. There is a smaller lake above and an overflow pond below. Each offering more fishing and opportunities to view wildlife. It’s a common site to see deer wading in the overflow pond browsing on lily pad shoots. With an estate like this, your friends will want to come by for the weekend. They’ll love the beautifully renovated stone schoolhouse with a full bathroom. The original 1876 schoolhouse has been meticulously renovated, creating an absolutely unforgettable setting for cocktail nights, private dinners, gatherings, or a one-of-a-kind guest experience. An extensive art collection as well as furniture convey with the sale, adding to the turnkey nature of this remarkable offering. Inspections have already been completed to streamline the sales process and provide a full accounting of all upgrades to a buyer. A Kubota tractor with implements, Kubota track-loader with <100 hrs and attachments, as well as a pontoon boat and additional tools all convey with the sale. This is more than a country home. This is a legacy property, complete with 266+/- acres, nearly 10-acre lake, luxury improvements, equestrian facilities, livestock infrastructure, equipment, and character in one of Missouri’s most desirable wine-country settings. Schedule your private showing to experience an extremely rare opportunity.

2393 Hwy Z, Hermann

$1,170,000

Investors looking for a proven hospitality property in Missouri wine country will not want to miss this one. For the past ten years, this business has delivered consistent five-star reviews, repeat guests, and strong income, grossing over $200,000 annually. The offering includes three custom-built treehouses, one cabin, a studio apartment, and an event venue with a full commercial kitchen. Situated on 5.02 acres just minutes from downtown Hermann, the property combines accessibility with privacy and has capacity for expansion with its oversized septic system. This is a rare chance to acquire an established short-term rental and event venue in one of Missouri’s most visited tourism market.

25062418 MLS ⋅ CLOSED Status

Investors looking for a proven hospitality property in Missouri wine country will not want to miss this one. For the past ten years, this business has delivered consistent five-star reviews, repeat guests, and strong income, grossing over $200,000 annually. The offering includes three custom-built treehouses, one cabin, a studio apartment, and an event venue with a full commercial kitchen. Situated on 5.02 acres just minutes from downtown Hermann, the property combines accessibility with privacy and has capacity for expansion with its oversized septic system. This is a rare chance to acquire an established short-term rental and event venue in one of Missouri’s most visited tourism market.

1185 Hwy H, Hermann

$1,000,000

Absolutely gorgeous setting for this wonderful country home on 42 acres with a 1+ acre stocked lake, wonderful guest cabin/studio & 40x30 Morton Building barn. Less than 15 minutes to Hermann wineries & shops or on your bike at the Katy Trail in 10 minutes! Extraordinary custom timber frame home with beautiful views of woods, fields & lake. Original owner/architect designed; the home offers cozy rooms sitting by the 3 fireplaces (one on each floor). Updated kitchen boasts 2 pantries, one walk-in, quartz countertops & updated appliances. The primary bedroom offers a spacious walk-in closet & renovated bath. Enjoy a beautiful loft area (which could be 4th bedroom) & children's play room/library area. The open design offers plenty of light with large windows & sunny views. A finished lower level (included in total sq/ft) offers a bedroom & full bath, family room & plenty of storage. New HVAC 2022. Enjoy a cozy cabin by the lake, 2 docks, fishing and hiking! Duplicate listing of 25023431 Suitable for Bed/Brk

3 Beds ⋅ 3 Baths ⋅ 26018639 MLS ⋅ CLOSED Status

Absolutely gorgeous setting for this wonderful country home on 42 acres with a 1+ acre stocked lake, wonderful guest cabin/studio & 40x30 Morton Building barn. Less than 15 minutes to Hermann wineries & shops or on your bike at the Katy Trail in 10 minutes! Extraordinary custom timber frame home with beautiful views of woods, fields & lake. Original owner/architect designed; the home offers cozy rooms sitting by the 3 fireplaces (one on each floor). Updated kitchen boasts 2 pantries, one walk-in, quartz countertops & updated appliances. The primary bedroom offers a spacious walk-in closet & renovated bath. Enjoy a beautiful loft area (which could be 4th bedroom) & children's play room/library area. The open design offers plenty of light with large windows & sunny views. A finished lower level (included in total sq/ft) offers a bedroom & full bath, family room & plenty of storage. New HVAC 2022. Enjoy a cozy cabin by the lake, 2 docks, fishing and hiking! Duplicate listing of 25023431 Suitable for Bed/Brk

507 Leach Branch Rd, Hermann

$990,000

"Wow" is all I can say about one of the nicest listings I have had the honor of working on in years! This magnificent home sits on 38+ park-like acres! It has an extremely low maintenance exterior so you can focus on life instead of upkeep! Home has almost 4,000 sq. ft of living space... combine that w/ quality of construction, the elegance of design, & high-end finishes, & this home is sure to impress! From the covered timber-frame front porch to roomy entry foyer, this home invites you in & you just don't want to leave! Big picture windows grace the back of the house, along with a beautiful screened-in porch that leads to a huge deck overlooking your own "State Park!" The rock outcroppings & waterfalls that run when it rains are simply breathtaking! A great trail system takes you to bottom fields that are perfect for food plots! Deer, Turkey, & other wildlife call this 38+ ac's home! Back at the "Lodge," you have Geothermal heating & cooling! Additional Rooms: Sun Room Duplicate Listing to MLS#26009104.

6 Beds ⋅ 4 Baths ⋅ 26008870 MLS ⋅ CLOSED Status

"Wow" is all I can say about one of the nicest listings I have had the honor of working on in years! This magnificent home sits on 38+ park-like acres! It has an extremely low maintenance exterior so you can focus on life instead of upkeep! Home has almost 4,000 sq. ft of living space... combine that w/ quality of construction, the elegance of design, & high-end finishes, & this home is sure to impress! From the covered timber-frame front porch to roomy entry foyer, this home invites you in & you just don't want to leave! Big picture windows grace the back of the house, along with a beautiful screened-in porch that leads to a huge deck overlooking your own "State Park!" The rock outcroppings & waterfalls that run when it rains are simply breathtaking! A great trail system takes you to bottom fields that are perfect for food plots! Deer, Turkey, & other wildlife call this 38+ ac's home! Back at the "Lodge," you have Geothermal heating & cooling! Additional Rooms: Sun Room Duplicate Listing to MLS#26009104.

2091 Frene Creek Rd, Hermann

$849,000

Discover this stunning 5 bedroom, 3.5 bath ranch home nestled in a beautiful country setting on 13.68+/- acres with a pond. Offering the perfect blend of comfort, elegance, and functionality, this home is designed for both everyday living and entertaining. Step inside to an open floor plan featuring a gourmet kitchen with a large center island, 42” custom soft-close cabinets, quartz countertops, stainless steel appliances, and a spacious butler’s pantry with abundant storage. The kitchen/dining combo flows into the living room highlighted by a cozy gas fireplace. The primary suite boasts two walk-in closets, a soaking tub, separate shower, and adult-height vanity. Three additional bedrooms, two with walk-in closets, plus a generous laundry room with cabinets and utility sink add convenience and space. The walk-out lower level offers a family room, rec room, full bath, additional bedroom, bonus rooms, and plentiful storage. Enjoy a 40x60 detached 3-car garage/workshop with concrete and electric, in addition to the oversized 2-car attached garage. Extra perks include geothermal heating, spray foam insulation, some wire fencing, 9’ ceilings, 9’ pour, and more.

5 Beds ⋅ 4 Baths ⋅ 25064767 MLS ⋅ CLOSED Status

Discover this stunning 5 bedroom, 3.5 bath ranch home nestled in a beautiful country setting on 13.68+/- acres with a pond. Offering the perfect blend of comfort, elegance, and functionality, this home is designed for both everyday living and entertaining. Step inside to an open floor plan featuring a gourmet kitchen with a large center island, 42” custom soft-close cabinets, quartz countertops, stainless steel appliances, and a spacious butler’s pantry with abundant storage. The kitchen/dining combo flows into the living room highlighted by a cozy gas fireplace. The primary suite boasts two walk-in closets, a soaking tub, separate shower, and adult-height vanity. Three additional bedrooms, two with walk-in closets, plus a generous laundry room with cabinets and utility sink add convenience and space. The walk-out lower level offers a family room, rec room, full bath, additional bedroom, bonus rooms, and plentiful storage. Enjoy a 40x60 detached 3-car garage/workshop with concrete and electric, in addition to the oversized 2-car attached garage. Extra perks include geothermal heating, spray foam insulation, some wire fencing, 9’ ceilings, 9’ pour, and more.

2101 Clifty Rd, Hermann

$670,000

Sustainable Organic Farmstead Near Historic Hermann, MO! Escape to the countryside with this rare 11.42-acre organic farm just minutes from downtown Hermann with no HOA fees. This off-grid oasis is powered by a 48-panel high-efficiency solar array, generating enough power to earn rebates from the electric company—live sustainably without sacrificing comfort. Enjoy your own organic orchard of mature peach, apple, cherry, pear, plum, plumcot, and mulberry trees. Pick fresh blackberries, raspberries, strawberries, grapes, & harvest from a 10-year-old asparagus bed. There's wild elderberries & native blackberries throughout the property. A 16x32 greenhouse, a versatile barn with 3 cedar horse stalls, tack room, and office, & rich wildlife create incredible opportunities for hobby farming, eco-tourism, or hunting. Gently rolling acreage includes striking rock formations that add both character and natural beauty to the landscape—ideal for nature walks, photography, or simply taking in the view. Comfort & Privacy: Every bedroom in the home features a walk-in closet and full bath, offering private suites ideal for family, guests, or potential rental use. A fully built-out mother-in-law suite provides its own separate space—ideal for extended family, caretaker, guest rental. Whether you dream of homesteading, running an agri-tourism business, this property has it all. Minutes from wineries, festivals, and the scenic Missouri River, yet a world away from it all.

3 Beds ⋅ 4 Baths ⋅ 25053521 MLS ⋅ CLOSED Status

Sustainable Organic Farmstead Near Historic Hermann, MO! Escape to the countryside with this rare 11.42-acre organic farm just minutes from downtown Hermann with no HOA fees. This off-grid oasis is powered by a 48-panel high-efficiency solar array, generating enough power to earn rebates from the electric company—live sustainably without sacrificing comfort. Enjoy your own organic orchard of mature peach, apple, cherry, pear, plum, plumcot, and mulberry trees. Pick fresh blackberries, raspberries, strawberries, grapes, & harvest from a 10-year-old asparagus bed. There's wild elderberries & native blackberries throughout the property. A 16x32 greenhouse, a versatile barn with 3 cedar horse stalls, tack room, and office, & rich wildlife create incredible opportunities for hobby farming, eco-tourism, or hunting. Gently rolling acreage includes striking rock formations that add both character and natural beauty to the landscape—ideal for nature walks, photography, or simply taking in the view. Comfort & Privacy: Every bedroom in the home features a walk-in closet and full bath, offering private suites ideal for family, guests, or potential rental use. A fully built-out mother-in-law suite provides its own separate space—ideal for extended family, caretaker, guest rental. Whether you dream of homesteading, running an agri-tourism business, this property has it all. Minutes from wineries, festivals, and the scenic Missouri River, yet a world away from it all.

1483 Cedar Ridge Dr, Hermann

$600,000

Experience refined lakefront living in this 2,800 sq ft custom home on the shores of a serene 35-acre private lake near Hermann, MO. Designed with comfort and craftsmanship in mind, this 3-bedroom, 3-bath retreat showcases elegant finishes, custom cabinetry, and granite countertops throughout. The open main level offers a seamless flow between the kitchen, hearth, dining, and billiards areas, complemented by a main-level master suite, laundry, and insulated 2-car garage. The lower level provides a private guest or in-law suite option with a spacious bedroom, bath, and kitchenette-ready area, opening to a covered patio with breathtaking lake views. Outdoor living shines with composite decking, hand-forged iron railings, and a private dock for boating and fishing. A detached garage with wood stove and power accommodates multiple vehicles or recreational equipment. Nearly two low-maintenance acres of peaceful privacy adjoin over 200 acres of shared wooded land, where owners may freely hunt, hike, and explore, creating a truly unmatched lakeside sanctuary.

3 Beds ⋅ 3 Baths ⋅ 25071240 MLS ⋅ CLOSED Status

Experience refined lakefront living in this 2,800 sq ft custom home on the shores of a serene 35-acre private lake near Hermann, MO. Designed with comfort and craftsmanship in mind, this 3-bedroom, 3-bath retreat showcases elegant finishes, custom cabinetry, and granite countertops throughout. The open main level offers a seamless flow between the kitchen, hearth, dining, and billiards areas, complemented by a main-level master suite, laundry, and insulated 2-car garage. The lower level provides a private guest or in-law suite option with a spacious bedroom, bath, and kitchenette-ready area, opening to a covered patio with breathtaking lake views. Outdoor living shines with composite decking, hand-forged iron railings, and a private dock for boating and fishing. A detached garage with wood stove and power accommodates multiple vehicles or recreational equipment. Nearly two low-maintenance acres of peaceful privacy adjoin over 200 acres of shared wooded land, where owners may freely hunt, hike, and explore, creating a truly unmatched lakeside sanctuary.

2200 Swiss Lake Rd, Hermann

$532,500

Here is luxury living right in the heart of Hermann. This completely renovated home offers nearly 3,000 sq ft of finished living space and truly feels more like new construction than a remodel. With 4 bedrooms and 4.5 bathrooms, every detail has been thoughtfully designed for comfort, function, and style. Situated on a corner lot at the base of Stone Hill Winery, the curb appeal immediately stands out. Step onto the front porch and enter through double doors into a wide-open main floor filled with natural light. The kitchen is the centerpiece, featuring soapstone countertops, a massive island, and tons of custom cabinetry throughout. No expense was spared with Café Appliances, including a double wall oven, gas cooktop, Bosch dishwasher, and French door refrigerator, plus a wine fridge ready for entertaining. The main floor flows seamlessly from the kitchen to the dining area to the living space, all open and connected. Just off the living area, step outside to a stamped concrete patio with professional landscaping designed for privacy. Or unwind year-round in the four-season sunroom, complete with a hot tub and an endless heated pool, perfect for relaxing or getting in a swim workout like you're in open water. The main-floor primary suite is positioned for convenience and comfort, with direct access to the sunroom. The ensuite bathroom features a double vanity, a walk-in closet, a huge walk-in shower, and a clean, modern finish. Upstairs, you’ll find three additional large bedrooms, each one a full suite with its own private bathroom and walk-in closet. Its high-end, highly functional layout is ideal for families or guests. A second-floor laundry room adds everyday convenience. The walk-out basement is partially finished, with full-size windows and doors and a roughed-in bathroom. Use it for storage or easily finish it into an additional living or recreation space. Direct access to the driveway makes it practical and flexible. This property was designed with low maintenance in mind, including minimal steps for entry from the patio side. Whether you're looking for a full-time residence, weekend escape, or a place to settle into long-term, this checks the boxes. Homes like this, modern, fully updated, in-town Hermann with this level of finish, are hard to find. It offers the feel of new construction with all the work already done. Just show up and enjoy.

4 Beds ⋅ 5 Baths ⋅ 26019512 MLS ⋅ CLOSED Status

Here is luxury living right in the heart of Hermann. This completely renovated home offers nearly 3,000 sq ft of finished living space and truly feels more like new construction than a remodel. With 4 bedrooms and 4.5 bathrooms, every detail has been thoughtfully designed for comfort, function, and style. Situated on a corner lot at the base of Stone Hill Winery, the curb appeal immediately stands out. Step onto the front porch and enter through double doors into a wide-open main floor filled with natural light. The kitchen is the centerpiece, featuring soapstone countertops, a massive island, and tons of custom cabinetry throughout. No expense was spared with Café Appliances, including a double wall oven, gas cooktop, Bosch dishwasher, and French door refrigerator, plus a wine fridge ready for entertaining. The main floor flows seamlessly from the kitchen to the dining area to the living space, all open and connected. Just off the living area, step outside to a stamped concrete patio with professional landscaping designed for privacy. Or unwind year-round in the four-season sunroom, complete with a hot tub and an endless heated pool, perfect for relaxing or getting in a swim workout like you're in open water. The main-floor primary suite is positioned for convenience and comfort, with direct access to the sunroom. The ensuite bathroom features a double vanity, a walk-in closet, a huge walk-in shower, and a clean, modern finish. Upstairs, you’ll find three additional large bedrooms, each one a full suite with its own private bathroom and walk-in closet. Its high-end, highly functional layout is ideal for families or guests. A second-floor laundry room adds everyday convenience. The walk-out basement is partially finished, with full-size windows and doors and a roughed-in bathroom. Use it for storage or easily finish it into an additional living or recreation space. Direct access to the driveway makes it practical and flexible. This property was designed with low maintenance in mind, including minimal steps for entry from the patio side. Whether you're looking for a full-time residence, weekend escape, or a place to settle into long-term, this checks the boxes. Homes like this, modern, fully updated, in-town Hermann with this level of finish, are hard to find. It offers the feel of new construction with all the work already done. Just show up and enjoy.

416 W 12th St, Hermann

$525,000

Historic Bed & Breakfast in Hermann, Missouri Step into a piece of history with this enchanting property nestled in the charming town of Hermann, Missouri. Dating back to 1898, this Bed & Breakfast offers a unique blend of old-world charm and modern amenities. Featuring 5 bedrooms and 5 bathrooms, it also includes separate living quarters, making it a turnkey business in the heart of Missouri Wine Country. Botanical Garden Oasis Surround yourself with the tranquility of a botanical garden and a serene patio area, perfect for unwinding after a day of exploring the historic German town of Hermann. This income-producing property is ideally located in a rapidly growing tourist area, offering an excellent opportunity for those seeking a slice of history and a thriving business venture. Prime Location near St. Louis Conveniently located just an hour away from St. Louis, this property is situated in a popular Midwest tourist destination with a historic district. Residents and guests alike can enjoy easy access to a variety of restaurants, bars, shopping venues, and entertainment options, making it a desirable spot for visitors and business owners alike.

5 Beds ⋅ 5 Baths ⋅ 25055720 MLS ⋅ CLOSED Status ⋅ Historic Iron Horse Inn BLDG.

Historic Bed & Breakfast in Hermann, Missouri Step into a piece of history with this enchanting property nestled in the charming town of Hermann, Missouri. Dating back to 1898, this Bed & Breakfast offers a unique blend of old-world charm and modern amenities. Featuring 5 bedrooms and 5 bathrooms, it also includes separate living quarters, making it a turnkey business in the heart of Missouri Wine Country. Botanical Garden Oasis Surround yourself with the tranquility of a botanical garden and a serene patio area, perfect for unwinding after a day of exploring the historic German town of Hermann. This income-producing property is ideally located in a rapidly growing tourist area, offering an excellent opportunity for those seeking a slice of history and a thriving business venture. Prime Location near St. Louis Conveniently located just an hour away from St. Louis, this property is situated in a popular Midwest tourist destination with a historic district. Residents and guests alike can enjoy easy access to a variety of restaurants, bars, shopping venues, and entertainment options, making it a desirable spot for visitors and business owners alike.

207 E 4th St E, Hermann

$465,000

1880 schoolhouse beautifully transformed into a 3 bedroom 2.5 bath home on nearly 18 acres. Tastefully modern and functional improvements without losing its historic charm. On the main level you will find large living room with non functional fireplace, spacious entry that connects the living room and kitchen. The kitchen is a chefs delight with oversized gas stove, hood, large center island, 42" cabinets and tile backsplash. Continuing on you will find the main level bedroom and 1.5 baths. Upstairs you will find two more generous sized bedrooms and another full bath. Additional features include, 3/4 season room with woodburning stove and a classic old barn begging to be restored. All this on 17.98 ac. fronting a blacktop county rd just minutes from town. Recent renovations include, New HVAC, Plumbing, electrical, Foam insulation, Drywall, kitchen and baths, Roof, gutters, siding, windows and front/ back porches.

3 Beds ⋅ 3 Baths ⋅ 25066980 MLS ⋅ CLOSED Status

1880 schoolhouse beautifully transformed into a 3 bedroom 2.5 bath home on nearly 18 acres. Tastefully modern and functional improvements without losing its historic charm. On the main level you will find large living room with non functional fireplace, spacious entry that connects the living room and kitchen. The kitchen is a chefs delight with oversized gas stove, hood, large center island, 42" cabinets and tile backsplash. Continuing on you will find the main level bedroom and 1.5 baths. Upstairs you will find two more generous sized bedrooms and another full bath. Additional features include, 3/4 season room with woodburning stove and a classic old barn begging to be restored. All this on 17.98 ac. fronting a blacktop county rd just minutes from town. Recent renovations include, New HVAC, Plumbing, electrical, Foam insulation, Drywall, kitchen and baths, Roof, gutters, siding, windows and front/ back porches.

1477 Old Iron Rd, Hermann

$447,700

AUCTION LISTING - List price is not indicative of Seller’s final reserve amount. This property is part of an online bidding event. This sale will be executed with a no-contingency contract provided by brokerage representing the Seller. See MLS Supplement Document for complete details The Cycle Inn, a newly constructed hospitality property in the heart of historic Hermann and a well-known stop along the Katy Trail. This income-producing property features 7 completed short-term rental units with rustic styling, tin exteriors, and thoughtfully repurposed design elements that appeal to today’s travelers. The property also includes a restaurant/retail space, ready to be finished and customized to suit your business vision. Foundations are already poured for two additional tiny house rental units, providing built-in opportunity for future expansion. Designed with efficiency and guest comfort in mind, the north building offers heated floors, and the layout creates a welcoming atmosphere throughout. Guests can gather in the shared firepit area, ideal for relaxing and socializing after a day on the trail or exploring town. Located in a commercial zoning district, just steps from Hermann’s shops, restaurants, and wineries, this property benefits from excellent visibility and walkability. A rare chance to acquire a turnkey-plus hospitality investment in one of Missouri’s most sought-after tourist destinations.

25082492 MLS ⋅ CLOSED Status

AUCTION LISTING - List price is not indicative of Seller’s final reserve amount. This property is part of an online bidding event. This sale will be executed with a no-contingency contract provided by brokerage representing the Seller. See MLS Supplement Document for complete details The Cycle Inn, a newly constructed hospitality property in the heart of historic Hermann and a well-known stop along the Katy Trail. This income-producing property features 7 completed short-term rental units with rustic styling, tin exteriors, and thoughtfully repurposed design elements that appeal to today’s travelers. The property also includes a restaurant/retail space, ready to be finished and customized to suit your business vision. Foundations are already poured for two additional tiny house rental units, providing built-in opportunity for future expansion. Designed with efficiency and guest comfort in mind, the north building offers heated floors, and the layout creates a welcoming atmosphere throughout. Guests can gather in the shared firepit area, ideal for relaxing and socializing after a day on the trail or exploring town. Located in a commercial zoning district, just steps from Hermann’s shops, restaurants, and wineries, this property benefits from excellent visibility and walkability. A rare chance to acquire a turnkey-plus hospitality investment in one of Missouri’s most sought-after tourist destinations.

116 E 5th St, Hermann

$435,000

This amazing 3 story building could have a ton of endless possibilities. Formerly used as a bed and breakfast this charming Victorian is looking for a new owner!! Circa 1878 this building features 3 floors of charm, including a carriage house, basement and much, much more!! Previous owner has demoed property taking it down to the studs. A large, high end list of materials will be sold with the property. Property is currently zoned R-1

10 Beds ⋅ 4 Baths ⋅ 25029547 MLS ⋅ CLOSED Status

This amazing 3 story building could have a ton of endless possibilities. Formerly used as a bed and breakfast this charming Victorian is looking for a new owner!! Circa 1878 this building features 3 floors of charm, including a carriage house, basement and much, much more!! Previous owner has demoed property taking it down to the studs. A large, high end list of materials will be sold with the property. Property is currently zoned R-1

108 E Second St, Hermann

$415,000

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.

5 Beds ⋅ 2 Baths ⋅ 26022216 MLS ⋅ CLOSED 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

$400,000

70+/- Acres of Missouri History, Hunting & River Country — Near Bay, MO Discover a truly special piece of Gasconade County, Missouri, located near Krueger Ford, just west of Bay and the beautiful Wenwood Winery, which is currently being rebuilt. This unique property offers approximately 70+/- acres across three parcels, including two parcels of roughly 35 acres each plus an additional 0.5-acre lot along the Gasconade River with electric access. The heart of the property is a charming 1930s rustic log cabin built with timber harvested right from the property, adding an even deeper connection to the land and its history. The cabin features lofted sleeping areas, a cistern water source, screened porch and a beautiful double fireplace, creating an authentic Ozarks getaway with plenty of character and potential. The acreage is primarily wooded and features an established trail that provides access. Whether you're looking for a hunting retreat, weekend getaway, recreational property, or a place to create your own private Missouri sanctuary, this land offers an outstanding combination of timber, trails, wildlife habitat, history, and river access. For the outdoorsman, the property is ready to enjoy, with a Redneck hunting blind included. The wooded acreage provides excellent opportunities for hunting, hiking, exploring, and simply getting away from the noise of everyday life. With its historic cabin, multiple parcels, wooded terrain, established trails, hunting improvements, and additional riverfront acreage, properties like this don't come along often. Come experience the character and natural beauty of Gasconade County and the Missouri Ozarks for yourself. Property Highlights: • 70+/- total acres • 3 separate parcels • Located close to wineries in Bay and Hermann • Gasconade River Lot with electric access • Historic 1930s rustic log cabin • Cabin timber harvested directly from the property • Lofted bedrooms • Redneck hunting blinds included • Excellent recreational, hunting, and getaway potential

1 Beds ⋅ 1 Baths ⋅ 26052256 MLS ⋅ CLOSED Status

70+/- Acres of Missouri History, Hunting & River Country — Near Bay, MO Discover a truly special piece of Gasconade County, Missouri, located near Krueger Ford, just west of Bay and the beautiful Wenwood Winery, which is currently being rebuilt. This unique property offers approximately 70+/- acres across three parcels, including two parcels of roughly 35 acres each plus an additional 0.5-acre lot along the Gasconade River with electric access. The heart of the property is a charming 1930s rustic log cabin built with timber harvested right from the property, adding an even deeper connection to the land and its history. The cabin features lofted sleeping areas, a cistern water source, screened porch and a beautiful double fireplace, creating an authentic Ozarks getaway with plenty of character and potential. The acreage is primarily wooded and features an established trail that provides access. Whether you're looking for a hunting retreat, weekend getaway, recreational property, or a place to create your own private Missouri sanctuary, this land offers an outstanding combination of timber, trails, wildlife habitat, history, and river access. For the outdoorsman, the property is ready to enjoy, with a Redneck hunting blind included. The wooded acreage provides excellent opportunities for hunting, hiking, exploring, and simply getting away from the noise of everyday life. With its historic cabin, multiple parcels, wooded terrain, established trails, hunting improvements, and additional riverfront acreage, properties like this don't come along often. Come experience the character and natural beauty of Gasconade County and the Missouri Ozarks for yourself. Property Highlights: • 70+/- total acres • 3 separate parcels • Located close to wineries in Bay and Hermann • Gasconade River Lot with electric access • Historic 1930s rustic log cabin • Cabin timber harvested directly from the property • Lofted bedrooms • Redneck hunting blinds included • Excellent recreational, hunting, and getaway potential

1251 Kings Hwy, Hermann

$379,000

Wake up to breathtaking lake views in this beautifully maintained 3-bedroom home overlooking a private 12-acre lake. From the gorgeous landscaping to the updated wraparound deck, this property is designed to help you relax and enjoy the scenery. Inside, you'll find a beautifully updated kitchen and a separate dining room that walks out onto the deck, making indoor and outdoor entertaining a breeze. The cozy living room features a vaulted ceiling and fireplace, creating the perfect space to unwind while taking in the lake views. The main level offers a spacious primary suite with wonderful lake views, a walk-in closet, and a private bathroom, along with two additional bedrooms, main-level laundry, and an attached two-car garage. The lower level provides even more living space with a large family room that walks out onto a covered patio, a fourth bedroom, an additional office or sleeping room, another full bathroom, and a large unfinished storage area. An added bonus is the included second open lot, expanding the property to approximately 0.65 acres and providing extra yard space for outdoor activities, gardening, or simply enjoying the beautifully landscaped setting and lake views. Beyond the home, the subdivision's private 12-acre lake offers fishing, boating, and swimming opportunities just moments from your door. The common area also features a playground and BBQ pavilion, perfect for picnics, family gatherings, and making memories with friends and neighbors. Whether you're searching for a full-time residence or the perfect weekend escape, this lake-view home offers the best of comfort, recreation, and peaceful living.

4 Beds ⋅ 3 Baths ⋅ 26039395 MLS ⋅ CLOSED Status

Wake up to breathtaking lake views in this beautifully maintained 3-bedroom home overlooking a private 12-acre lake. From the gorgeous landscaping to the updated wraparound deck, this property is designed to help you relax and enjoy the scenery. Inside, you'll find a beautifully updated kitchen and a separate dining room that walks out onto the deck, making indoor and outdoor entertaining a breeze. The cozy living room features a vaulted ceiling and fireplace, creating the perfect space to unwind while taking in the lake views. The main level offers a spacious primary suite with wonderful lake views, a walk-in closet, and a private bathroom, along with two additional bedrooms, main-level laundry, and an attached two-car garage. The lower level provides even more living space with a large family room that walks out onto a covered patio, a fourth bedroom, an additional office or sleeping room, another full bathroom, and a large unfinished storage area. An added bonus is the included second open lot, expanding the property to approximately 0.65 acres and providing extra yard space for outdoor activities, gardening, or simply enjoying the beautifully landscaped setting and lake views. Beyond the home, the subdivision's private 12-acre lake offers fishing, boating, and swimming opportunities just moments from your door. The common area also features a playground and BBQ pavilion, perfect for picnics, family gatherings, and making memories with friends and neighbors. Whether you're searching for a full-time residence or the perfect weekend escape, this lake-view home offers the best of comfort, recreation, and peaceful living.

1118 Epple Fricke Dr, Hermann

$360,000

Experience a private, 7.8-acre country retreat located within Hermann City Limits. This property showcases a unique and attractive energy-efficient passive solar home. Built for comfort and efficiency, the residence features superior insulation with R-30 in the walls and R-40 in the ceiling. A Hearthstone wood stove is capable of heating the entire house, complemented by included custom thermal window treatments. The bright and clean floor plan is finished with elegant details, including tongue & groove wood ceilings and pleasant nature views from every window. The kitchen is appointed with beautiful walnut cabinetry and countertops, and all appliances are included. Flooring consists of easy-to-care-for laminate on the main level, wood on the upper level, and tile in the baths. Outdoor amenities include a large wrap-around porch and a spacious 30-foot gazebo. The property is zoned R-3 and is ready for homesteading. The impressive 35' x 42' two-story, drive-thru barn offers a concrete floor, electric, and water. The barn's second floor provides high ceilings for hay or additional storage. It also contains a fully insulated room with its own wood stove and two dedicated rooms for chickens with fenced outdoor access. The established, fenced garden area features multiple ready-to-plant raised beds, mature Elderberries, Grapes, Blackberries, Strawberries, and Asparagus, plus an orchard with Peach, Cherry, and Plum trees.

2 Beds ⋅ 2 Baths ⋅ 26036292 MLS ⋅ CLOSED Status

Experience a private, 7.8-acre country retreat located within Hermann City Limits. This property showcases a unique and attractive energy-efficient passive solar home. Built for comfort and efficiency, the residence features superior insulation with R-30 in the walls and R-40 in the ceiling. A Hearthstone wood stove is capable of heating the entire house, complemented by included custom thermal window treatments. The bright and clean floor plan is finished with elegant details, including tongue & groove wood ceilings and pleasant nature views from every window. The kitchen is appointed with beautiful walnut cabinetry and countertops, and all appliances are included. Flooring consists of easy-to-care-for laminate on the main level, wood on the upper level, and tile in the baths. Outdoor amenities include a large wrap-around porch and a spacious 30-foot gazebo. The property is zoned R-3 and is ready for homesteading. The impressive 35' x 42' two-story, drive-thru barn offers a concrete floor, electric, and water. The barn's second floor provides high ceilings for hay or additional storage. It also contains a fully insulated room with its own wood stove and two dedicated rooms for chickens with fenced outdoor access. The established, fenced garden area features multiple ready-to-plant raised beds, mature Elderberries, Grapes, Blackberries, Strawberries, and Asparagus, plus an orchard with Peach, Cherry, and Plum trees.

515 R And B Dr, Hermann

$350,000

Quality Brick & Frame 3 Bedroom, 2.5 Bath Home Located in a Great Neighborhood in Historic Hermann! Built in 2008 this Gem offers a BIG Eat-in Equipped Kitchen with Custom Cabinetry and a Large Dining Room with Wood Floors that could also be Used as a Den, Office or Family Room! Split-Bedroom Floor Plan Features a Master Bedroom Suite with a Full Bath and 2 Hallway Bedrooms with a Full Bath Between them! Oversized Living Room, Main Floor Laundry with Small Gas Range and a Half Bath Rounds out the Main Floor. There is an Attached One Car Garage with Opener and Concrete Drive and the Full Unfinished Lower-Level Basement with a Stubbed-In Bath that Walks Out to a Covered Patio! Call Today for Your Private Viewing! Don't Miss Out on this Great Opportunity to Own this Newer Home in the Heart of Historic Hermann's Residential Community!

3 Beds ⋅ 3 Baths ⋅ 25080232 MLS ⋅ CLOSED Status

Quality Brick & Frame 3 Bedroom, 2.5 Bath Home Located in a Great Neighborhood in Historic Hermann! Built in 2008 this Gem offers a BIG Eat-in Equipped Kitchen with Custom Cabinetry and a Large Dining Room with Wood Floors that could also be Used as a Den, Office or Family Room! Split-Bedroom Floor Plan Features a Master Bedroom Suite with a Full Bath and 2 Hallway Bedrooms with a Full Bath Between them! Oversized Living Room, Main Floor Laundry with Small Gas Range and a Half Bath Rounds out the Main Floor. There is an Attached One Car Garage with Opener and Concrete Drive and the Full Unfinished Lower-Level Basement with a Stubbed-In Bath that Walks Out to a Covered Patio! Call Today for Your Private Viewing! Don't Miss Out on this Great Opportunity to Own this Newer Home in the Heart of Historic Hermann's Residential Community!

411 Stark Blvd, Hermann

$332,500

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.

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

$325,000

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!

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

$324,000

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

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

$320,000

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.

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

$300,000

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)

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

$284,000

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!

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

$275,000

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.

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

$270,000

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.

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

$257,000

Storybook home in See Tal Estates in Hermann, MO! A charming home in a charming town! Come and see your new home in this lovely Lake Community. With 3 bedrooms, 2 baths, a wood burning fireplace & a deck with views... you won't want to leave! Take a very short walk to the lake and do a little fishing! Relax in the hot tub on the deck... private and peaceful! A metal roof covers it all and protects your investment! Homes like this are few and far between... schedule your appointment today!

3 Beds ⋅ 2 Baths ⋅ 26051855 MLS ⋅ CLOSED Status

Storybook home in See Tal Estates in Hermann, MO! A charming home in a charming town! Come and see your new home in this lovely Lake Community. With 3 bedrooms, 2 baths, a wood burning fireplace & a deck with views... you won't want to leave! Take a very short walk to the lake and do a little fishing! Relax in the hot tub on the deck... private and peaceful! A metal roof covers it all and protects your investment! Homes like this are few and far between... schedule your appointment today!

120 Cedar Ln, Hermann

$253,760

Well-maintained ranch home offering comfortable main-level living in Hermann, MO. This 4-bedroom, 2½-bath property features two fireplaces, including one in the spacious primary bedroom, creating a warm and inviting retreat. The main level provides an easy, functional layout, while the finished lower-level family room adds valuable additional living space for entertaining, relaxing, or hobbies. An attached garage and concrete driveway offer convenient parking and storage. Step outside to a backyard patio overlooking a beautifully landscaped, terraced yard, ideal for enjoying quiet evenings or hosting gatherings. A solid, well-cared-for home with both space and charm in a desirable Hermann location. Seller offering $3000 credit for upgrades!

4 Beds ⋅ 3 Baths ⋅ 25082230 MLS ⋅ CLOSED Status

Well-maintained ranch home offering comfortable main-level living in Hermann, MO. This 4-bedroom, 2½-bath property features two fireplaces, including one in the spacious primary bedroom, creating a warm and inviting retreat. The main level provides an easy, functional layout, while the finished lower-level family room adds valuable additional living space for entertaining, relaxing, or hobbies. An attached garage and concrete driveway offer convenient parking and storage. Step outside to a backyard patio overlooking a beautifully landscaped, terraced yard, ideal for enjoying quiet evenings or hosting gatherings. A solid, well-cared-for home with both space and charm in a desirable Hermann location. Seller offering $3000 credit for upgrades!

128 E 11th St, Hermann

$240,000

If you’ve been dreaming of a property that works for you—not the other way around…this one is for you! Welcome to Case Cottage, a proven short-term rental opportunity nestled on 3.05 scenic acres just 6 miles from historic downtown Hermann in unincorporated Warren County, and moments from the Katy Trail. This charming 2-bedroom, 1-bath cottage offers the perfect blend of peaceful country retreat and income-producing potential. With strong booking history in its first year as a short-term rental, this property is already set up and performing—making it an ideal turnkey investment, weekend getaway, or full-time residence. Nestled on 3.05 level acres with a wet-weather creek, this property creates a tranquil, nature-filled setting guests (and owners) will fall in love with. Multiple outbuildings provide endless flexibility—whether for storage, workshops, hobby spaces, or future expansion opportunities. Inside, the home offers cozy yet updated, functional living with plenty of charm. Upgrades include luxury vinyl plank flooring throughout, en-trend contrast doors and trim look, updated farmhouse lighting in kitchen, custom cabinets, custom butcherblock counters, main floor laundry conveniently located in updated and spacious bathroom. New roof, newer Hvac give peace of mind for your investment, plus home is roughed in to be connected to a Wood burning HVAC system. Outside invites you to slow down, unwind, and enjoy the view from the covered porch, or enjoy a night under the stars by the firepit. Everything the Hermann area lifestyle has to offer is just 6 miles short drive—from wineries and festivals. Biking or walking the Katy Trail is easy with it's location just steps from the property! Whether you're looking to expand your investment portfolio, create a private escape, or settle into a home with room to breathe, Case Cottage delivers options, income potential, and undeniable charm. CURRENTLY OPERATED AS SHORT TERM RENTAL, DO NOT DRIVE BY WITHOUT AN APPOINTMENT OR DISTURB ANY TENANTS.

2 Beds ⋅ 1 Baths ⋅ 26017924 MLS ⋅ CLOSED Status

If you’ve been dreaming of a property that works for you—not the other way around…this one is for you! Welcome to Case Cottage, a proven short-term rental opportunity nestled on 3.05 scenic acres just 6 miles from historic downtown Hermann in unincorporated Warren County, and moments from the Katy Trail. This charming 2-bedroom, 1-bath cottage offers the perfect blend of peaceful country retreat and income-producing potential. With strong booking history in its first year as a short-term rental, this property is already set up and performing—making it an ideal turnkey investment, weekend getaway, or full-time residence. Nestled on 3.05 level acres with a wet-weather creek, this property creates a tranquil, nature-filled setting guests (and owners) will fall in love with. Multiple outbuildings provide endless flexibility—whether for storage, workshops, hobby spaces, or future expansion opportunities. Inside, the home offers cozy yet updated, functional living with plenty of charm. Upgrades include luxury vinyl plank flooring throughout, en-trend contrast doors and trim look, updated farmhouse lighting in kitchen, custom cabinets, custom butcherblock counters, main floor laundry conveniently located in updated and spacious bathroom. New roof, newer Hvac give peace of mind for your investment, plus home is roughed in to be connected to a Wood burning HVAC system. Outside invites you to slow down, unwind, and enjoy the view from the covered porch, or enjoy a night under the stars by the firepit. Everything the Hermann area lifestyle has to offer is just 6 miles short drive—from wineries and festivals. Biking or walking the Katy Trail is easy with it's location just steps from the property! Whether you're looking to expand your investment portfolio, create a private escape, or settle into a home with room to breathe, Case Cottage delivers options, income potential, and undeniable charm. CURRENTLY OPERATED AS SHORT TERM RENTAL, DO NOT DRIVE BY WITHOUT AN APPOINTMENT OR DISTURB ANY TENANTS.

32391 Case Rd, Hermann

$240,000

Beautiful brick home tucked away at the end of a quiet dead-end street in Hermann. This secluded property offers comfort, space, and scenic views. This 2-bedroom home includes an additional room in the lower level, ideal for a guest space, office, or hobby room. The upper level features an open floorplan with a kitchen and family room, master bedroom and 2nd bedroom, perfect for everyday living and gathering, while the lower level offers a similar layout with its own family room, kitchen and extra sleeping room, both levels complete with fireplaces. A storage and furnace room adds convenience, and the attached garage on the main level provides easy access. Step outside onto the wrap-around deck and take in views overlooking the town and a nearby winery, an ideal setting to relax or entertain. The large, fenced yard is beautifully maintained and surrounded on three sides by mature trees and natural foliage, offering a peaceful and private setting. Showings start Monday March 23!

2 Beds ⋅ 2 Baths ⋅ 26016011 MLS ⋅ CLOSED Status

Beautiful brick home tucked away at the end of a quiet dead-end street in Hermann. This secluded property offers comfort, space, and scenic views. This 2-bedroom home includes an additional room in the lower level, ideal for a guest space, office, or hobby room. The upper level features an open floorplan with a kitchen and family room, master bedroom and 2nd bedroom, perfect for everyday living and gathering, while the lower level offers a similar layout with its own family room, kitchen and extra sleeping room, both levels complete with fireplaces. A storage and furnace room adds convenience, and the attached garage on the main level provides easy access. Step outside onto the wrap-around deck and take in views overlooking the town and a nearby winery, an ideal setting to relax or entertain. The large, fenced yard is beautifully maintained and surrounded on three sides by mature trees and natural foliage, offering a peaceful and private setting. Showings start Monday March 23!

224 W 17th St, Hermann

$239,300

Opportunity awaits! This home offers hardwood floors, a dramatic wall of windows overlooking a beautiful view, and sits on a generous lot and a half. Enjoy main-level living while transforming the upstairs into your dream space—ideal for buyers looking to add value and make it their own. The separate 2-bedroom upper-level unit at 423 E 3rd offers flexible options for guests, rental income, or multi-generational living. With great bones and endless potential, this property is ready for your personal touch and TLC. Outdoor enthusiasts will love the nearby scenic biking trails and river access, while those seeking relaxation can enjoy boutique shopping and local brews just moments away. This unique property blends historic character, versatile living, and beautiful surroundings—offering not just a home, but a lifestyle as rich as its heritage. Property to be sold AS IS.

26020670 MLS ⋅ CLOSED Status

Opportunity awaits! This home offers hardwood floors, a dramatic wall of windows overlooking a beautiful view, and sits on a generous lot and a half. Enjoy main-level living while transforming the upstairs into your dream space—ideal for buyers looking to add value and make it their own. The separate 2-bedroom upper-level unit at 423 E 3rd offers flexible options for guests, rental income, or multi-generational living. With great bones and endless potential, this property is ready for your personal touch and TLC. Outdoor enthusiasts will love the nearby scenic biking trails and river access, while those seeking relaxation can enjoy boutique shopping and local brews just moments away. This unique property blends historic character, versatile living, and beautiful surroundings—offering not just a home, but a lifestyle as rich as its heritage. Property to be sold AS IS.

423 E 3rd St, Hermann

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