Chillicothe Homes under $500,000

Chillicothe Homes under $500,000

Welcome to Chillicothe, Missouri, a charming city nestled in the heart of Livingston County. Known for its rich history and warm community spirit, Chillicothe offers a delightful blend of small-town charm and modern conveniences. With a vibrant downtown area filled with unique shops, local eateries, and cultural attractions, residents enjoy a lifestyle that is both relaxed and engaging.

Chillicothe is often referred to as the "Home of Sliced Bread," celebrating its claim to fame as the birthplace of this beloved invention. The city boasts beautiful parks, scenic walking trails, and a variety of recreational activities that make it perfect for families and outdoor enthusiasts alike. With its friendly neighborhoods and strong sense of community, Chillicothe is a wonderful place to call home.

If you’re looking for your dream home in this picturesque city, you’ll be pleased to know that there are numerous options available under $500,000. From charming historic homes with character to modern new builds with all the amenities, Chillicothe’s real estate market offers a diverse selection to suit various tastes and lifestyles. Whether you’re a first-time homebuyer or looking to upgrade, you can find the perfect residence that fits your budget without compromising on quality or comfort.

Explore the welcoming streets of Chillicothe, where you can find your ideal home and become part of a community that values connection and belonging. With affordable housing options and a vibrant atmosphere, Chillicothe is not just a place to live; it's a place to thrive. Come discover all that this lovely city has to offer!

Newest Chillicothe Homes under $500,000

1205 Sunset Street, Chillicothe
$230,000
3 Beds ⋅ 2 Baths
Enjoy a little slice of privacy right in the heart of town! This charming ranch-style home offers 3 bedrooms, 2 bathrooms, and BRAND-NEW windows throughout! Situated on nearly half an acre, this property provides plenty of space to relax, entertain, and enjoy the outdoors. The full unfinished basement offers endless possibilities for additional living space, storage, or making it your own! With a great location, spacious lot, and so much potential, this is one you won’t want to miss! Call today to schedule your private showing!

1205 Sunset Street, Chillicothe

Listing courtesy of Kristy Lauhoff of Century 21 Farm and Home.
1800 Country Club Drive, Chillicothe
$340,000
4 Beds ⋅ 3 Baths
Location, Lifestyle & Space — Welcome to 1800 Country Club Drive! What if the iconic Simpson Park could be your front yard? Step across the street to Chilli Bay Water Park, or enjoy a round of golf with the closest course just a solid 7-iron-shot away! Pickleball courts, sand volleyball, playgrounds, Simpson Ballfield, and more are all nearby, offering recreation and fun right outside the front door. Freshly updated with approximately 2,600 sq ft of living space, this inviting home features 4 bedrooms, 3 full bathrooms, and plenty of room to spread out. Whether you're looking for your next chapter, entertaining guests, working from home, or simply seeking extra space, this home offers flexibility and comfort. The approximately three-quarter-finished basement adds versatility with a second living or flex room featuring a wood-burning fireplace—perfect for cozy evenings, movie nights, or game days. You'll also find a cocktail area, fourth bedroom, third full bathroom, and ample storage. The unfinished portion offers laundry hookups and additional utility space. Enjoy outdoor living on the newly updated backyard deck and patio, ideal for summer barbecues, outdoor dining, or relaxing evenings. A built-in two-car garage adds convenience and storage while an additional storage shed provides convenient space for lawn tools, sports equipment, and more. With fresh updates, spacious living areas, a flexible floor plan, and an exceptional location surrounded by parks and recreation, 1800 Country Club Drive offers more than a home—it offers a lifestyle! If you're looking for room to grow, space to entertain, and recreation just a bit away, this home is a must-see!

1800 Country Club Drive, Chillicothe

Listing courtesy of Jonathan Minerick of homecoin.com.
1132 Cooper Street, Chillicothe
$169,900
3 Beds ⋅ 1 Baths
Just in time for the holidays!! Step inside this beautifully remodeled 3-bedroom, 1-bath home where modern updates meet comfort and convenience! Nearly every inch of this home has been refreshed, offering the peace of mind that comes with extensive improvements inside and out. The stunning new kitchen is sure to impress, featuring gorgeous quartz countertops, new cabinetry, and stainless steel appliances. Fresh paint and new flooring throughout create a bright, welcoming atmosphere. The updates don't stop at the cosmetics! This home boasts a new roof, new windows, gutters, soffits, A/C system, electrical wiring, and plumbing, along with new garage flooring and a newly completed driveway. Enjoy outdoor living on the new back deck overlooking the fenced backyard, perfect for pets, play, or entertaining. New front entry steps add to the home's refreshed curb appeal. A full unfinished basement provides plenty of storage space and possibilities for future use. Nestled in a quiet neighborhood, this home offers the perfect combination of modern updates, functionality, and charm. All the hard work has been done — just move in, unpack, and enjoy! Schedule your private showing today!

1132 Cooper Street, Chillicothe

Listing courtesy of Lindy Lile of GASLIGHT REAL ESTATE.
1301 Walnut Street, Chillicothe
$169,900
3 Beds ⋅ 2 Baths
Welcome to 1301 Walnut Street! This 3-bedroom, 2-bath home offers a functional layout with finished living space on both levels. The main level features 2 bedrooms, a full bathroom, a nice-sized living room, and an eat-in kitchen. Downstairs, you’ll find the 3rd bedroom, a second full bathroom, laundry area, and an additional living space that could be used as a family room, game room, or hangout area. The home also includes a 1-car attached garage and a large front yard with plenty of room to enjoy. Conveniently located near grocery store, Simpson Park, and other Chillicothe amenities, this home offers comfortable living in a great location.

1301 Walnut Street, Chillicothe

Listing courtesy of Brooklyn Anderson of RE/MAX Heritage.
1905 Webster Street, Chillicothe
$310,000
3 Beds ⋅ 2 Baths
Welcome home! This inviting home offers 2,166 square feet of finished living space. The main floor features three bedrooms, one bathroom, convenient main-floor laundry, and a comfortable living area with a cozy fireplace. The kitchen boasts granite countertops, and fresh paint and new carpet throughout give the home a refreshed feel. The finished walkout basement features a spacious family room, a second fireplace, an additional bathroom, and a potential fourth bedroom—perfect for guests, a home office, or additional living space to fit your needs. Outside, enjoy the large backyard and concrete patio just off the kitchen, creating a great spot for outdoor dining. A two-car attached garage adds everyday convenience. Don't miss out on this inviting home!

1905 Webster Street, Chillicothe

Listing courtesy of Kristy Lauhoff of Century 21 Farm and Home.
1216 Alexander Street, Chillicothe
$169,900
3 Beds ⋅ 1.5 Baths
Welcome to this nicely updated 3-bedroom, 1.5-bath home located on a corner lot within the city limits of Chillicothe! This home offers a great combination of comfortable living space, recent updates, and convenient features. The main level includes three bedrooms, one full bathroom, a comfortable living area, and an updated kitchen featuring a new refrigerator, range, and vent hood. The home has also been refreshed with new flooring throughout, a new roof, and a freshly painted exterior. The bathroom has been remodeled, adding to the home's move-in-ready appeal. The basement provides additional space and includes the laundry area with washer and dryer, along with a convenient half bath. An attached one-car garage provides covered parking and additional storage. Outside, you'll find two new decks perfect for enjoying the outdoors, along with a fenced yard situated on a desirable corner lot. With numerous recent improvements already completed, this home offers an excellent opportunity for buyers looking for a well-maintained property with many of the major updates already taken care of.

1216 Alexander Street, Chillicothe

Listing courtesy of Sean Sensenich of United Country Graham Agency.
815 Jefferson Street, Chillicothe
$80,000
2 Beds ⋅ 1.5 Baths
Charming 2-bedroom home offering plenty of character and potential! Step inside to find inviting living spaces, arched doorways, a beautiful original-style staircase, and a cozy fireplace. The home offers a spacious layout with a mix of updated flooring and classic details throughout.New windows, new AC /FURNACE . Enjoy the enclosed front porch, providing additional space to relax and unwind. With generous room sizes and plenty of opportunity to add your own finishing touches, this home is ready for its next chapter!

815 Jefferson Street, Chillicothe

Listing courtesy of Hern Group of Keller Williams Platinum Prtnr.
1206 Hogan Street, Chillicothe
$149,900
Investment opportunity with options! This duplex features two separate 2-bedroom, 1-bath units, giving you the opportunity to add to your rental portfolio or live in one side while generating income from the other. One unit has been updated and is move-in ready for a new tenant, while the second unit offers an opportunity to rent as-is or make updates to add value and potentially increase rental income. Each unit has its own separate water and electric meters, making utilities easy to manage. Outside, you'll find a fenced backyard offering additional space for tenants to enjoy. With one side ready to go and the other offering room for improvement, this property has great potential for both immediate income and future value. Whether you're an experienced investor or looking for your first income-producing property, this duplex is worth a look!

1206 Hogan Street, Chillicothe

Listing courtesy of Brooklyn Anderson of RE/MAX Heritage.
1701 Rosewood Lane, Chillicothe
$249,900
4 Beds ⋅ 1.5 Baths
Step inside and discover a home filled with space, character, and a warm country feel! This corner-lot property features 4 bedrooms on the main level plus 2 additional non-conforming bedrooms in the basement, offering plenty of room for everyone. The main level offers a full bathroom, while the basement includes a convenient half bath. Inside, you’ll love the warm, country-inspired feel created by the darker paint colors and beautiful burnt wood trim throughout. The living room features a wood-burning fireplace that has been recently used, creating the perfect cozy spot to gather. The kitchen appliances are included, making this home move-in ready. Outside, the brand-new 20x20 deck provides a massive space for entertaining, relaxing, or enjoying your morning coffee. The basement can be accessed from both inside and outside the home, and there is additional parking conveniently located underneath the deck. A one-car attached garage adds even more convenience. Located in a nice neighborhood on a corner lot and featuring a brand-new metal roof, this home has space, character, and plenty to offer. Don't let the exterior fool you—this home is much bigger inside than it looks! Come see all the space and charm for yourself before it’s gone!

1701 Rosewood Lane, Chillicothe

Listing courtesy of Brooklyn Anderson of RE/MAX Heritage.
86 11th Street, Chillicothe
$70,000
3 Beds ⋅ 1.5 Baths
Ready for your touch! This 3 bedroom, 1½ bath home offers comfortable living with a 1 car attached garage and a nice backyard perfect for relaxing. With solid bones and plenty of potential, this property is waiting for your updates and creativity to make it shine. Whether you’re a first-time buyer or looking for an investment opportunity, this home is full of promise!

86 11th Street, Chillicothe

Listing courtesy of Kristy Lauhoff of Century 21 Farm and Home.
202 Clay Street, Chillicothe
$139,000
3 Beds ⋅ 1 Baths
Looking for a home that’s already been renovated but still gives you room to make it your own? This 3-bedroom, 1-bath home offers a great blend of comfort, updates, and opportunity to build equity. Inside, you’ll find a renovated interior with a fresh, updated feel, making it easy to move right in and enjoy. With three bedrooms, there’s plenty of flexibility for a growing household, home office, guest space, or whatever fits your needs. Outside, the fenced-in backyard provides a great space for kids, pets, entertaining, or simply enjoying some privacy. The **carport area** offers convenient off-street covered parking and additional functionality. The best part? The major work has already been started, while there’s still room to add your own touches and increase the value over time. Whether you’re looking for a first home, an investment property, or a home with future potential, this one is worth a look! **Updated ?? 3 Bedrooms ?? 1 Bathroom ?? Fenced Backyard ?? Carport ?? Room to Build Equity ??** Come take a look and see the potential for yourself!

202 Clay Street, Chillicothe

Listing courtesy of Chelsea Boyd of 1st Class Real Estate KC.
237 Cowgill Street, Chillicothe
$264,900
3 Beds ⋅ 2 Baths
BRAND NEW CONSTRUCTION – BUILT IN 2026! This beautiful Craftsman-style home offers modern finishes, a functional open floor plan, and the ease of low-maintenance new construction. Situated on a desirable corner lot, this home features a single-car attached garage and luxury vinyl plank flooring throughout. The bright, open living area flows seamlessly into the kitchen, featuring quartz countertops, stainless steel appliances, soft-close cabinetry, and a convenient walk-in pantry. A separate laundry room adds even more functionality. The spacious primary suite features elegant tray ceilings, a private bath with double vanity, and a walk-in closet. Two additional bedrooms provide plenty of space for family, guests, or a home office. Outside, enjoy a fenced backyard ready for pets, play, or entertaining. The front yard features fresh new sod, while the backyard has been newly seeded and is ready to grow into your own private outdoor retreat. With stylish finishes, thoughtful design, and everything brand new in 2026, this Craftsman home is truly move-in ready. Be the first to call it home!

237 Cowgill Street, Chillicothe

Listing courtesy of Lindy Lile of GASLIGHT REAL ESTATE.
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The data relating to real estate displayed on this website comes in part from the Heartland Multiple Listing Service database compilation. The properties displayed on this website may not be all of the properties in the Heartland MLS database compilation, or all of the properties listed with other brokers participating in the Heartland MLS IDX program. Detailed information about the properties displayed on this website includes the name of the listing company.

The information displayed on this page is confidential, proprietary, and copyrighted information of Heartland Multiple Listing Service, Inc. (“Heartland MLS”). Copyright 2026, Heartland Multiple Listing Service, Inc. Heartland MLS and the company represented by this website do not make any warranty or representation concerning the timeliness or accuracy of the information displayed herein. In consideration for the receipt of the information on this page, the recipient agrees to use the information solely for the private noncommercial purpose of identifying a property in which the recipient has a good faith interest in acquiring. Data last updated . Terms of Use

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