Chillicothe R-II Homes for Sale

Welcome to Chillicothe, Missouri, where community spirit meets educational excellence! Nestled in the heart of Livingston County, the Chillicothe R-II School District is a cornerstone of this vibrant city, making it an ideal place for families seeking a nurturing environment for their children. Known for its commitment to fostering academic achievement, the district offers a range of educational programs that cater to diverse learning needs, ensuring that every child has the opportunity to thrive.

Chillicothe R-II is dedicated to providing a well-rounded education, featuring experienced educators and a variety of extracurricular activities that promote personal growth and development. From athletics to the arts, students are encouraged to explore their passions and build lifelong skills. The district's emphasis on community involvement ensures that parents and guardians can play an active role in their child's educational journey, creating a supportive network that enhances the overall learning experience.

As you consider making Chillicothe your home, you’ll find a variety of charming properties available for sale. Whether you're looking for a cozy starter home, a spacious family residence, or a serene retreat, the housing market in Chillicothe offers something for everyone. With picturesque neighborhoods and a welcoming atmosphere, you can settle into a community that values education and growth.

Explore the homes for sale in Chillicothe and discover the perfect place to create lasting memories while being part of a community that prioritizes educational excellence and family values. Your dream home awaits in this delightful city!

Newest Chillicothe R-II Homes for Sale

$67,500

3 Beds ⋅ 2 Baths

Step into the charm of a bygone era with this spacious 3-bedroom, 2-bath home built in 1907! Filled with timeless character, you'll love the original hardwood floors, the beautiful turn-of-the-century staircase, the gorgeous fireplace, transom windows in the upstairs bedrooms, and built-in cabinetry in the hallway. The main floor offers a formal living room, a dedicated dining room, and an oversized bonus room with endless possibilities. Whether you need a second family room, hobby space, home office, or even a potential fourth bedroom, this flexible area can easily adapt to your needs. Large windows throughout the home fill the space with an abundance of natural light, creating a warm and inviting atmosphere. Enjoy relaxing on the covered front porch, and appreciate the convenience of the detached one-car garage. All kitchen appliances, plus the washer and dryer, are included, making your move even easier. While the home could benefit from some updates, it is completely livable, allowing you to move in and make improvements at your own pace. Whether you're looking for an affordable place to call home or searching for your next investment opportunity, this property offers outstanding potential and plenty of original charm waiting to shine.

308 Jackson Street, Chillicothe

Listing courtesy of Megan Sensenich of United Country Graham Agency.

$54,900

3 Beds ⋅ 1 Baths

Situated on a good-sized lot in the heart of Chilhowee, this 3-bedroom, 1-bath ranch home offers a great opportunity for buyers looking to add their own personal touch. With a functional single-level layout and solid potential, this home is ready for updates and improvements to make it your own. The spacious yard provides plenty of room for outdoor entertaining, gardening, or future projects. Don't miss the chance to unlock the potential of this ranch home in a small-town setting!

104 N Main Street, Chilhowee

Listing courtesy of Austin Freed of Keller Williams Platinum Prtnr.

$169,900

3 Beds ⋅ 1 Baths

Completely renovated from top to bottom in 2026, this beautifully updated 3-bedroom, 1-bath home offers the perfect combination of modern finishes and worry-free living. Nearly every major component has been replaced, making this is a truly move-in ready property. The stunning new kitchen features stylish cabinetry, elegant quartz countertops, a farmhouse sink, and a fresh, contemporary design that's perfect for everyday living and entertaining. The home also boasts all new flooring, fresh paint throughout, updated light fixtures, and a completely remodeled bathroom with a new tub, tile flooring, and toilet. Exterior improvements are just as impressive, including a new roof, siding, gutters, front porch, sidewalk, garage door, and privacy fence, providing outstanding curb appeal and long-term value. If you've been searching for a home where all the hard work has already been done, this is it! Enjoy modern updates, low-maintenance living, and a fresh new look inside and out. Don't miss your opportunity to own this beautifully renovated home in Chillicothe!

1111 Bryan Street, Chillicothe

Listing courtesy of Lindy Lile of GASLIGHT REAL ESTATE.

$99,900

2 Beds ⋅ 1 Baths

Welcome to this charming 2-bedroom, 1-bath bungalow situated on a desirable corner lot! This well-maintained home offers a blend of character and thoughtful updates, making it move-in ready for its next owner. Inside, you'll find a remodeled bathroom complete with a full tub and butcher block countertops that add warmth and style to the kitchen. The stove, washer, and dryer all stay with the home, adding extra convenience. Major updates provide peace of mind, including a roof that's approximately 10 years old, a new sewer line from the home to the road, and a new 200-amp underground electrical service running from the home to the utility pole. Enjoy relaxing mornings on the inviting covered front porch or spend evenings entertaining on the back deck. The spacious backyard offers plenty of room for kids, pets, gardening, or outdoor gatherings. If you're looking for an affordable home with important updates already completed, this charming bungalow is one you won't want to miss!

441 Wilson Street, Chillicothe

Listing courtesy of Brooklyn Anderson of RE/MAX Heritage.

$63,000

4 Beds ⋅ 1.5 Baths

Step into the charm and character of this spacious 2-story home at 820 Vine Street! Built in 1883, this 4-bedroom, 1.5-bath home offers timeless architectural details paired with practical updates, making it an excellent opportunity for homeowners and investors alike. From the moment you arrive, you'll appreciate the inviting wrap-around porch, beautiful entry staircase, original wood floors, and elegant chandeliers that showcase the home's turn-of-the-century character. The main level features convenient laundry hookups, while the remodeled upstairs bathroom adds a modern touch. The home is equipped with central heat and air conditioning, is all-electric, features low-maintenance metal siding, and a detached garage. Whether you're looking for your next investment, a flip project, or a place to make your own, this property has plenty of potential. Recently rented for $850 per month, it has a proven rental history and would make a solid addition to an investment portfolio. With just a little TLC, this home could also be transformed into a beautiful family residence. Move in while you make updates and add your own personal style over time. Don't miss this opportunity to own a piece of history with endless possibilities!

820 Vine Street, Chillicothe

Listing courtesy of Megan Sensenich of United Country Graham Agency.

$269,900

3 Beds ⋅ 2.5 Baths

Don't miss your chance to own this impeccably maintained brick ranch offering nearly 2,400 square feet of finished living space. Situated on a beautifully landscaped corner lot, this well-designed home offers timeless curb appeal in an established neighborhood just minutes from shopping, schools, the hospital, and the YMCA. Step inside and discover a thoughtfully designed layout that makes everyday living both comfortable and functional. Beautiful ceramic tile flows throughout much of the main level, adding warmth, durability, and timeless style. The newly updated kitchen features newer appliances, abundant cabinetry, and a cozy eat-in dining area that's perfect for morning coffee or family meals. The living room is filled with natural light and offers a warm, welcoming atmosphere that instantly feels like home. The main level also includes three comfortable bedrooms, one and a half bathrooms, and an abundance of closet space and storage throughout, making it easy to stay organized. The fully finished basement provides exceptional additional living space with a large family and recreation room, a full bathroom, two non-conforming bedrooms, a dedicated office area, and an oversized utility room complete with laundry, abundant storage, and plumbing already in place for a kitchenette—offering endless possibilities for guests, multi-generational living, hobbies, or a home business. Outside, you'll find a large partially finished two-car garage along with a beautifully shaded, fenced backyard designed for both relaxation and entertaining. Enjoy evenings on the spacious deck featuring a covered gazebo over the grilling area, while the thoughtfully landscaped yard bursts with colorful flowers throughout the seasons, creating a peaceful outdoor retreat. Homes like this don't last long! With exceptional living space, quality updates, abundant storage, and a location that's hard to beat, this is one you won't want to miss. Schedule your private showing soon!

1424 Dowell Drive, Chillicothe

Listing courtesy of Cheri Hudson Landwehr of RE/MAX Central.

$120,000

3 Beds ⋅ 1 Baths

This low-maintenance 912-square-foot ranch featuring three bedrooms and one bathroom. Nestled on a highly desirable corner lot, this property combines cozy indoor comfort with exceptional outdoor potential. Step inside to find a functional, sunlit layout designed for easy living and efficient utilities. Walk out back to discover your private rear deck, ideal for morning coffee, weekend barbecues, and relaxing in the evenings. The crown jewel of this property is the expansive, oversized side yard—a gardener's dream canvas perfect for raising flower beds, cultivating a thriving vegetable patch, or creating your ultimate outdoor entertainment oasis.

315 Wilson Street, Chillicothe

Listing courtesy of Johnna Tuttle of RE/MAX Heritage.

$259,900

4 Beds ⋅ 3 Baths

Step into timeless charm with all the modern updates you've been looking for! This beautifully maintained 4-bedroom, 3-bathroom home, originally built in 1928, perfectly blends classic character with today's conveniences. Located just one block off main street in the heart of Chillicothe, you'll enjoy the charm of a historic neighborhood with easy access to shopping, dining, and downtown amenities. Inside, you'll find gorgeous wood floors, abundant natural light, and unique wooden window shutters/blinds that add warmth and character throughout the home. The updated kitchen features new appliances, making it move-in ready while preserving the home's original appeal. The main level offers two spacious bedrooms, a beautifully updated bathroom with a walk-in shower, a welcoming dining room, and comfortable living spaces. Upstairs, you'll find two additional bedrooms, large closets, a full bathroom complete with a classic clawfoot tub, and a versatile bonus room perfect for a home office, playroom, hobby space, or guest retreat. The fully finished basement provides even more living space with a large recreation room featuring a kitchenette, a full bathroom, a laundry room with a utility sink, and abundant storage—offering endless possibilities for entertaining, hobbies, or additional living space. Outside, relax on the covered front porch or enjoy evenings on the covered back patio. With tasteful exterior updates and countless modern improvements while preserving its original charm, this home truly offers the best of both worlds. If you've been searching for a home with historic character, modern updates, abundant space, and an unbeatable location, 911 Cherry Street is one you won't want to miss!

911 Cherry Street, Chillicothe

Listing courtesy of Megan Sensenich of United Country Graham Agency.

$299,000

5 Beds ⋅ 2.5 Baths

Welcome to this spacious 5-bedroom, 2.5 bath home in Chillicothe, offering plenty of room for everyone! With multiple living spaces and a functional layout, this home is perfect for growing families, entertaining guests, or simply enjoying extra space. Step outside to a large backyard with endless possibilities for outdoor activities, gardening, or relaxing. One of the standout features is the huge bonus entertaining area next to the garage—ideal for hosting family gatherings, game nights, celebrations, or creating the ultimate hobby space. If you've been looking for a home with room to spread out, both inside and out, this one is a must-see. Schedule your showing today and discover all the space this Chillicothe home has to offer!

1215 Clay Street, Chillicothe

Listing courtesy of Chelsea Boyd of 1st Class Real Estate KC.

$459,000

4 Beds ⋅ 4.5 Baths

A one-of-a-kind property offering 5,138 square feet of living space designed for flexibility, comfort, and endless possibilities. With two distinct living areas seamlessly combined into one incredible home, this property is ideal for a large family, multi-generational living, daycare, or anyone looking for space to live, work, and entertain. The original home, built in 1957, offers timeless charm with a functional layout featuring a kitchen, laundry area, spacious living and dining room combination, a primary bedroom with a private half bath, an additional bedroom, and a full bathroom. A thoughtfully designed addition completed in 2000 expands the home with a stunning open-concept floor plan. The main level showcases a large family room with a cozy fireplace, spacious kitchen and gathering area, laundry room, pantry, and convenient half bath. Upstairs, you'll find an office with a generous closet, an impressive primary suite featuring a large walk-in closet, spa-inspired bathroom with a soaking tub, dual vanities, walk-in shower, and linen closet. The finished basement adds even more living space with a private bedroom featuring an ensuite bath and an additional family room, perfect for guests or extended family. One of the home's most unique features is the private courtyard, creating a peaceful outdoor retreat in the heart of the home. The property also includes a 2-car detached garage and sits on a desirable corner lot in one of the area's most sought-after neighborhoods. Located directly across from the golf course and just minutes from a water park, this home offers an unbeatable combination of space, flexibility, and location. The original home and newer addition can easily be separated, allowing for independent living spaces or income-producing opportunities. If you've been searching for a home that offers room to grow, entertain, or invest, this exceptional property is one you won't want to miss.

2216 Country Club Drive, Chillicothe

Listing courtesy of Lindy Lile of GASLIGHT REAL ESTATE.

$299,900

3 Beds ⋅ 3 Baths

1820 Country Club Drive, Chillicothe

Listing courtesy of Lindy Lile of GASLIGHT REAL ESTATE.

$150,000

3 Beds ⋅ 1 Baths

Welcome home to this beautifully refreshed 3-bedroom, 1-bath property! New laminate flooring and fresh paint throughout give the home a bright, modern feel, while large windows fill the space with natural light and showcase its unique charm. The detached two-car garage offers ample storage and workspace, making it perfect for vehicles, tools, or hobbies. This move-in-ready home is ready for its next owner!

1304 Jackson Street, Chillicothe

Listing courtesy of Kristy Lauhoff of Century 21 Farm and Home.

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