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$235,000
437213 MLS
Build your dream home on 6.56 gorgeous acres in one of Ashland's most exceptional settings. Lot 7 Middle Creek offers a rare opportunity to create a luxury custom home surrounded by nature while remaining within walking distance of downtown Ashland. This beautiful, tree-lined acreage provides the privacy and space of a country retreat with the convenience of being close to local shops, dining, parks, and community amenities. These prestigious lots are envisioned as the future home sites for luxury custom residences, giving buyers the opportunity to design and build a home that reflects their individual style, needs, and vision. Imagine waking up surrounded by mature trees, enjoying the peace and privacy of your own acreage, and still being just a short walk from Ashland.

TBD 6.56 ACRES LOT 7 MIDDLE CREEK, Ashland

Courtesy of REMAX Boone Realty

$130,000
2 Beds 1 Baths 437196 MLS
A historic home with character, charm, and plenty of potential! If you've always dreamed of owning a piece of history, 201 S. Main Street in Ashland, Missouri is ready for its next chapter. At over 100 years old, this property offers the timeless character and craftsmanship that historic-home lovers appreciate, including gorgeous original woodwork and distinctive architectural details that are difficult to replicate in newer construction. This home is ready for someone with vision to bring it back to life. While it needs some love and updating, the existing character provides an incredible foundation for a restoration project. Whether you're a seasoned house flipper, investor, or buyer looking for a rewarding renovation project, there is plenty of potential to transform this home.

201 S MAIN ST, Ashland

Courtesy of REMAX Boone Realty

$384,900
3 Beds 2 Baths 437149 MLS
Welcome home to this beautifully appointed 3-bedroom, 2-bath home in the highly desirable South Wind neighborhood. Thoughtfully designed for comfortable everyday living, this home features modern finishes, including granite countertops, a convenient walk-in pantry, and a spacious open floor plan perfect for entertaining or relaxing. The generous primary suite offers a large ensuite bath, while two additional bedrooms provide plenty of flexibility for family, guests, or a home office. Step outside and enjoy the inviting screened porch overlooking the fully fenced backyard--an ideal space for pets, play, outdoor gatherings, or simply unwinding. Move-in ready and thoughtfully designed, this home offers the perfect blend of style, comfort, and space.

5835 CHARLOTTE DR, Ashland

Courtesy of Rockbridge Real Estate 573-447-8600

$325,000
3 Beds 2 Baths 437084 MLS
Welcome to this 3 bedroom, 2 bath slab home situated on a large corner lot in Ashland's South Wind Subdivision! The split bedroom design offers added privacy, with a spacious primary suite featuring double vanities. A generously sized kitchen provides plenty of room for cooking, gathering and everyday living. Outside, enjoy a large fenced backyard with plenty of space for pets, entertaining or play. The seller is offering a **$10,000 credit toward updating the flooring and interior paint**, giving buyers the opportunity to select finishes that fit their own style without taking on the full cost of the updates themselves. With a functional layout, spacious corner lot and the opportunity to personalize the interior, this South Wind home is ready for its next owner!

5910 EAGLE LAKE DR, Ashland

Courtesy of Iron Gate Real Estate

$498,000
10073996 MLS
ATTENTION INVESTORS! Excellent commercial visibility near the Ashland exit off Highway 63, offering a great location for investors from Jefferson City, Ashland, Columbia, & surrounding communities. This property features a 6-unit office building with all units currently leased, providing steady income with several long-term tenants. Adjacent to the office building are 48 storage units, come currently rented & others offering an opportunity to increase income with improvements. If the storage business isn't your interest, the space behind the office building offers flexibility for other business opportunities or potential uses. Whether you choose to maintain the current income or invest in improvements & expand the property's potential, this is a versatile commercial investment with excellent visibility & room to grow.

105 Oak Street, Ashland

Courtesy of REMAX Jefferson City

$389,900
3 Beds 2 Baths 10073963 MLS
Let's start with the showstopper because this kitchen deserves it. Rich, warm cabinetry extends all the way to the ceiling, and you truly have to see it in person to appreciate just how good it is. Chef's kiss, if you will. Quartz countertops and a full suite of stainless steel appliances, INCLUDING the kitchen refrigerator, complete a kitchen that feels just as good as it looks. From there, the open floor plan flows into the living room where a beautiful electric fireplace anchors the space, while 10 foot ceilings and plenty of natural light make the entire main living area feel bright and open. A split bedroom design gives everyone a little space of their own. The primary bedroom feels peaceful and polished with picture windows, a fancy tray ceiling, and recessed lighting. Let's start with the showstopper because this kitchen deserves it. Rich, warm cabinetry extends all the way to the ceiling, and you truly have to see it in person to appreciate just how good it is. Chef's kiss, if you will. Quartz countertops and a full suite of stainless steel appliances, INCLUDING the kitchen refrigerator, complete a kitchen that feels just as good as it looks. From there, the open floor plan flows into the living room where a beautiful electric fireplace anchors the space, while 10 foot ceilings and plenty of natural light make the entire main living area feel bright and open. A split bedroom design gives everyone a little space of their own. The primary bedroom feels peaceful and polished with picture windows, a fancy tray ceiling, and recessed lighting. The ensuite bathroom and closet offer plenty of storage, plus dual vanities, a tiled walk in shower, and a private water closet so you can shut the door for a little extra privacy while you potty. Off the 3 car garage, the mudroom is ready for real life with a perfectly placed drop zone to catch shoes, purses, bookbags, and all the chaos that comes through the door. The laundry room is right here too, helping keep the mess contained, AND there's a pantry! Who doesn't love a pantry?! Outside, you get covered porches in the front AND back, but the oversized covered back patio deserves some extra attention. There's plenty of room to dine, lounge, entertain, and actually enjoy your outdoor living space, with a great backyard beyond it for kids, pets, or whatever you have in mind. AND YES, THE YARD HAS A FULL IRRIGATION SYSTEM! One less thing to think about when you're trying to keep that new lawn looking like a new lawn. Located in Liberty Landing North within the highly rated and dearly loved Southern Boone County School District, you're just minutes from the elementary school and approximately 20 minutes from either Columbia or Jefferson City. Beautiful finishes, smart storage, a full irrigation system, and a floor plan that makes everyday life easy. This Ashland new construction home is one you need to see in person!

4420 Rebellion Lane, Ashland

Courtesy of Emily Baskett Real Estate

$389,900
3 Beds 2 Baths 10073961 MLS
Soaring 10 foot ceilings, a great open floor plan, and a versatile bonus room give this new construction home space to work for the way you actually live. Just off the main living area, the bonus room can grow with your needs as a formal dining room, playroom, home office, or even guest space when necessary. The living room feels warm and inviting with tall windows and a statement electric fireplace, while the kitchen may just steal the show. Quartz countertops, stainless steel appliances, a sleek stainless steel range hood, AND the refrigerator is included! The 3 car garage has plenty of room for your vehicles, toys, or the junk you can't part with for some reason. Soaring 10 foot ceilings, a great open floor plan, and a versatile bonus room give this new construction home space to work for the way you actually live. Just off the main living area, the bonus room can grow with your needs as a formal dining room, playroom, home office, or even guest space when necessary. The living room feels warm and inviting with tall windows and a statement electric fireplace, while the kitchen may just steal the show. Quartz countertops, stainless steel appliances, a sleek stainless steel range hood, AND the refrigerator is included! The 3 car garage has plenty of room for your vehicles, toys, or the junk you can't part with for some reason. Just inside the garage entrance, a large and in charge drop zone gives shoes, purses, bookbags, and all the everyday stuff a place to land, with the dedicated laundry room conveniently around the corner. The primary suite features a spacious closet with built in shelving, while the ensuite bath offers dual vanities, a tiled walk in shower, and a linen closet, which is more useful than you realize until you have one! Two additional bedrooms are located across the home in their own wing for added privacy. Outside, you get covered porches in the front AND back. Read that again. And the entire yard has a full irrigation system, so keeping that great, flat lot looking good just got a whole lot easier. There is plenty of room for kids, pets, entertaining, or whatever outdoor activities you can dream up. Located in Liberty Landing North within the highly rated and dearly loved Southern Boone County School District, you're just minutes from the elementary school and approximately 20 minutes from either Columbia or Jefferson City. Stylish finishes, a functional floor plan, full irrigation, and a location that makes everyday life easy.

4415 Rebellion Lane, Ashland

Courtesy of Emily Baskett Real Estate

$389,900
3 Beds 2 Baths 436911 MLS
Soaring 10 foot ceilings, a great open floor plan, and a versatile bonus room give this new construction home space to work for the way you actually live. Just off the main living area, the bonus room can grow with your needs as a formal dining room, playroom, home office, or even guest space when necessary. The living room feels warm and inviting with tall windows and a statement electric fireplace, while the kitchen may just steal the show. Quartz countertops, stainless steel appliances, a sleek stainless steel range hood, AND the refrigerator is included! The 3 car garage has plenty of room for your vehicles, toys, or the junk you can't part with for some reason. Just inside the garage entrance, a large and in charge drop zone gives shoes, purses, bookbags, and all the everyday stuff a place to land, with the dedicated laundry room conveniently around the corner. The primary suite features a spacious closet with built in shelving, while the ensuite bath offers dual vanities, a tiled walk in shower, and a linen closet, which is more useful than you realize until you have one! Two additional bedrooms are located across the home in their own wing for added privacy. Outside, you get covered porches in the front AND back. Read that again. And the entire yard has a full irrigation system, so keeping that great, flat lot looking good just got a whole lot easier. There is plenty of room for kids, pets, entertaining, or whatever outdoor activities you can dream up. Located in Liberty Landing North within the highly rated and dearly loved Southern Boone County School District, you're just minutes from the elementary school and approximately 20 minutes from either Columbia or Jefferson City. Stylish finishes, a functional floor plan, full irrigation, and a location that makes everyday life easy. This one checks a lot of boxes!

4415 REBELLION LN, Ashland

Courtesy of Emily Baskett Real Estate

$389,900
3 Beds 2 Baths 436910 MLS
Let's start with the showstopper because this kitchen deserves it. Rich, warm cabinetry extends all the way to the ceiling, and you truly have to see it in person to appreciate just how good it is. Chef's kiss, if you will. Quartz countertops and a full suite of stainless steel appliances, INCLUDING the kitchen refrigerator, complete a kitchen that feels just as good as it looks. From there, the open floor plan flows into the living room where a beautiful electric fireplace anchors the space, while 10 foot ceilings and plenty of natural light make the entire main living area feel bright and open. A split bedroom design gives everyone a little space of their own. The primary bedroom feels peaceful and polished with picture windows, a fancy tray ceiling, and recessed lighting. The ensuite bathroom and closet offer plenty of storage, plus dual vanities, a tiled walk in shower, and a private water closet so you can shut the door for a little extra privacy while you potty. Off the 3 car garage, the mudroom is ready for real life with a perfectly placed drop zone to catch shoes, purses, bookbags, and all the chaos that comes through the door. The laundry room is right here too, helping keep the mess contained, AND there's a pantry! Who doesn't love a pantry?! Outside, you get covered porches in the front AND back, but the oversized covered back patio deserves some extra attention. There's plenty of room to dine, lounge, entertain, and actually enjoy your outdoor living space, with a great backyard beyond it for kids, pets, or whatever you have in mind. AND YES, THE YARD HAS A FULL IRRIGATION SYSTEM! One less thing to think about when you're trying to keep that new lawn looking like a new lawn. Located in Liberty Landing North within the highly rated and dearly loved Southern Boone County School District, you're just minutes from the elementary school and approximately 20 minutes from either Columbia or Jefferson City. Beautiful finishes, smart storage, a full irrigation system, and a floor plan that makes everyday life easy. This Ashland new construction home is one you need to see in person!

4420 REBELLION LN, Ashland

Courtesy of Emily Baskett Real Estate

$417,900
3 Beds 2 Baths 436899 MLS
This well-maintained 3-bedroom, 2-bath home offers a bright, open-concept floor plan designed for comfortable everyday living and entertaining. A spacious entryway with a convenient drop-zone bench provides a warm and functional welcome. Natural light fills the open kitchen, dining, and living areas, creating a seamless flow throughout the heart of the home. The kitchen features ample counter space and a walk-in pantry for added storage. Retreat to the private primary suite, complete with a spacious bedroom, soaking tub, dual-head walk-in shower, and generous closet space. Two additional well-sized bedrooms are thoughtfully positioned within the home. Outside, the large backyard features young landscaped trees, offering the potential for added privacy and an inviting space to relax or entertain.

6540 GATEWAY ARCH WAY, Ashland

Courtesy of REMAX Boone Realty

$445,850
4 Beds 3 Baths 436894 MLS
Space, privacy, and plenty of room to entertain! This 4-bedroom, 3-bath home offers the flexibility and square footage you've been looking for, with solid-surface flooring throughout the main living areas and a layout designed for comfortable everyday living. The walk-out basement takes entertaining to the next level with a wet bar and generous finished space, plus a versatile bonus room perfect for a home office, gym, playroom, or whatever fits your lifestyle. Need storage space? This home has that too! Step outside to enjoy a nice deck and a huge patio, ideal for gatherings, grilling, or relaxing while overlooking the peaceful tree-lined backdrop. Located near SoBoCo elementary and primary schools - this home combines space, functionality, and a private setting in a convenient location.

400 RENEE DR, Ashland

Courtesy of Iron Gate Real Estate

$800,000
10073860 MLS
Opportunities like this don't come around often! This beautiful 40-acre tract in Southern Boone County offers the space, privacy, and versatility to make it your own all while being located on blacktop just minutes from city limits. Whether you're looking for recreational ground, a private hunting retreat, or the perfect setting to build your dream getaway tucked away in the woods, this property offers plenty of possibilities with no restrictions. Looking for an investment opportunity? With 40 acres to work with, there may also be potential to divide the property into smaller tracts for future resale or development. Enjoy the peace and privacy of acreage without giving up convenience. Keep all 40 acres for yourself, create the secluded retreat you've always wanted, or explore the possibilities of dividing it--the choice is yours.

40 +/- AC E Dee Woods Road, Ashland

Courtesy of RE/MAX Boone Realty

$399,900
3 Beds 2 Baths 436603 MLS
Located in the coveted Liberty Landing Subdivision, this new construction home is move-in ready, with the hard work already done for you! Step inside and discover the upgraded details that make this home feel anything but ordinary: custom cabinetry, beautiful quartz countertops, spacious en-suite with a walk-in shower, stand-alone soaking tub in the en-suite, spray foam insulation, sod and landscaping already completed. And when it's time to unwind, step outside and enjoy a semi-secluded backyard featuring mature trees - the perfect place to relax, entertain, or simply enjoy a little privacy. If you've been waiting for a home that combines new construction, beautiful finishes, and an established outdoor setting, this one deserves a look!

4470 REBELLION LN, Ashland

Courtesy of REMAX Boone Realty

$515,000
5 Beds 3 Baths 436565 MLS
Enjoy the best of Ashland living with a peaceful backyard view, generous living space, and a layout built for everyday ease. This well-cared-for ranch walkout offers space to spread out, gather, and stay organized. Nearly 2,000 square feet are located on the main level, with a split-bedroom design and an easy flow between the main living areas. The kitchen is well equipped with plenty of cabinetry and counter space, and it connects seamlessly to both formal and informal dining, making it ideal for weeknights or hosting. You'll also appreciate the great trim package with arched doorway openings, raised ceilings, and abundant natural light. A large drop zone off the 2-car garage and a conveniently placed laundry room add to the home's everyday function. Two bedrooms are located on the main level, including the primary suite featuring a bay window and an ensuite bathroom with a tiled shower, jetted tub, and a large closet. The finished lower level provides additional living space with a family/rec room with an attached wet bar area, plus walkout access to the phenomenal backyard and large deck, perfect for relaxing or entertaining. Three additional bedrooms are located on this level and share a full hall bathroom (one bedroom is non-conforming). Additional features include unfinished storage space plus a John Deere room with double-door exterior access. Buyer to verify all information including but not limited to schools, taxes, sq. footage, lot size, room sizes, restrictions, easements, HOA fees, etc.

508 MIDDLETON DR, Ashland

Courtesy of Bev & Co. Realty, LLC 573-864-5054

$405,000
4 Beds 3 Baths 10073823 MLS
Welcome to your ideal move-up home on a sprawling 0.53-acre lot in Ashland's sought-after Middleton Crossing! Offering 4 bedrooms, 2.5 updated bathrooms, and 2,572 sq. ft. of versatile living space, this home gives you the room you need to grow inside and out. The main level features a light-filled living area with a cozy gas fireplace, formal dining, a practical kitchen with breakfast nook, and a private primary suite. Upstairs hosts three additional spacious bedrooms and a full bath--perfect for family, guests, or a home office. Complete with a 3-car garage, covered front porch, back patio, and a massive yard, you'll love the unbeatable proximity to top-rated Southern Boone schools, the YMCA, daycare, parks, and quick US-63 access. Bonus: Sellers are willing to address roof replacement/credit with an acceptable offer!

506 Terra Linda Lane, Ashland

Courtesy of South County Realty

$405,000
4 Beds 3 Baths 436534 MLS
Welcome to your ideal move-up home on a sprawling 0.53-acre lot in Ashland's sought-after Middleton Crossing! Offering 4 bedrooms, 2.5 updated bathrooms, and 2,572 sq. ft. of versatile living space, this home gives you the room you need to grow inside and out. The main level features a light-filled living area with a cozy gas fireplace, formal dining, a practical kitchen with breakfast nook, and a private primary suite. Upstairs hosts three additional spacious bedrooms and a full bath--perfect for family, guests, or a home office. Complete with a 3-car garage, covered front porch, back patio, and a massive yard, you'll love the unbeatable proximity to top-rated Southern Boone schools, the YMCA, daycare, parks, and quick US-63 access. Bonus: Sellers are willing to address roof replacement/credit with an acceptable offer!

506 TERRA LINDA LN, Ashland

Courtesy of South County Realty

$1,450,000
436485 MLS
Beautiful 78.7-acres backing up to over 1000 acres of National Forest. The lay of the land would make a near perfect family compound or just a fantastic estate with several very private homesites. Around 22 acres of well laying pasture surrounded by nice timber. A rare property where the timber has not been cut in a very long time. 2 ponds are on the property with one being a half of an acre. The creek running through the back of the property has bluffs, rock formations and water holes. The owner has cut in nice trails making getting around easy. The property is only 3.5 miles east of Ashland with blacktop running directly to the it. Easy access to Rangeline and a quick drive to the airport Hard to find land in this location with this many quality attributes. Buyer to verify all data

S BOB VEACH RD, Ashland

Courtesy of REMAX Boone Realty

$425,000
10073800 MLS
Discover a rare opportunity in the heart of downtown Ashland! Located at 103 E. Broadway, this historic brick building is more than 100 years old and showcases an abundance of character and charm, including exposed interior brick walls and a stage at the rear of the building--an ideal setting for live entertainment, open-mic nights, and special events. The property is currently configured as a restaurant and bar but offers the flexibility to accommodate a variety of retail, entertainment, or commercial uses. The existing layout features a front open-concept kitchen for food preparation and service, a separate prep kitchen in the rear, an oversized walk-in cooler, two public restrooms, and one employee restroom. A partially covered rear deck provides additional commercial space that could be utilized for outdoor dining and entertainment. A newer metal roof adds value and peace of mind. With its prominent downtown location, distinctive historic details, versatile floor plan, and outdoor space, the possibilities for this beautiful commercial property are truly endless!

103 E Broadway, Ashland

Courtesy of RE/MAX Boone Realty

$579,900
5 Beds 4 Baths 436322 MLS
More photos coming soon! This exceptional 5-bedroom Bauer-built home in SoBoCo showcases quality craftsmanship and thoughtful design throughout. Interior features include hickory hardwood floors, custom wood cabinetry, granite countertops, and numerous custom finishes. The living room features a double tray coffered ceiling, while the spacious primary suite offers a designer accent wall and an ensuite bathroom with an oversized custom tile shower featuring dual shower heads. The finished lower level includes a wet bar, two additional bedrooms, and ample space for entertaining or relaxing. Storage is abundant with over 1,000 square feet of unfinished space, plus an oversized John Deere room with a garage door for lawn equipment, tools, or recreational vehicles. Additional highlights include a geothermal heating and cooling system for energy-efficient comfort and lower utility costs. This home offers a blend of quality construction, functional living space, and exceptional amenities. Call to set up your showing today!

5700 KINGFISHER DR, Ashland

Courtesy of Atrium Realty, LLC

Listing information is provided courtesy of the Broker Reciprocity/IDX of Bagnell Dam Association of REALTORS® and Lake of the Ozarks Board of REALTORS®, Inc. Multiple Listing Services. Copyright 2026 Multiple Listing Service, Inc. of Bagnell Dam Association of REALTORS® MLS, Inc. and Lake of the Ozarks Board of REALTORS® MLS, Inc. Information is being provided for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information herein is believed to be accurate and timely, but no warranty as such is expressed or implied. 2026 Timberline Real Estate, Real Broker LLC