Henry County Homes under $500,000

Welcome to Henry County, Missouri—a hidden gem nestled in the heart of the Midwest! Known for its picturesque landscapes and friendly communities, Henry County offers a unique blend of rural charm and modern conveniences. With its lush parks, serene lakes, and vibrant local culture, this county is an ideal place for families, retirees, and anyone seeking a tranquil lifestyle.

One of the standout features of Henry County is its affordability in the housing market. If you’re on the lookout for your dream home without breaking the bank, you’re in luck! The county boasts an impressive selection of homes available for under $500,000, making it accessible for first-time buyers, growing families, and savvy investors alike. From cozy single-family residences to spacious multi-bedroom homes, there’s something for everyone.

Imagine settling into a lovely home surrounded by friendly neighbors and scenic views, all while enjoying the benefits of a strong community spirit. Henry County is home to excellent schools, a variety of recreational activities, and a rich history that you can explore through its charming downtown areas and historical landmarks.

Whether you're a nature enthusiast eager to explore the nearby lakes and parks, or someone who appreciates the warmth of a close-knit community, Henry County is the perfect place to call home. Discover your ideal property today and embrace the lifestyle that awaits you in this remarkable part of Missouri!

Newest Henry County Homes under $500,000

$185,000

2 Beds ⋅ 2 Baths

Welcome to 423 Olive Street! This beautifully updated 2-bedroom, 2-bathroom home offers comfortable living, modern improvements, and a desirable location on a wonderful street. The home has been thoughtfully renovated throughout, including a newly finished primary bathroom, flooring, paint, fixtures, and more. Major improvements include a newer roof, HVAC system, and water heater, providing peace of mind for the next owner. Situated on a generously sized lot, this property offers plenty of room to enjoy the outdoors while still being conveniently located next to all your town amenities. With its inviting curb appeal, extensive updates, and move-in ready feel, this home is a wonderful opportunity for anyone! Call today to schedule your showing!

423 Olive Street, Windsor

Listing courtesy of Danielle McQuillen of Platinum Realty LLC.

$220,000

3 Beds ⋅ 2 Baths

This inviting 3-bedroom, 2-bathroom home offers a total of approximately 1,401 square feet of comfortable living space and sits on nearly half an acre of wonderful outdoor space! 2 sheds allow for additional storage area. The functional layout provides plenty of room for everyday living, with a cozy fireplace creating a welcoming focal point in the home. Bright and open kitchen completes this wonderful home. Perferct for the first time buyer! Located in an established Clinton neighborhood offering easy access to all amenities. This home offers the opportunity to enjoy comfortable town living while still having a little extra space outdoors. Whether you are looking for a place to call home or an investment opportunity this home is ready for its next chapter. Quick! Take a Look and make this house your new Home! Buyers to verify all measurements and claims.

2106 Antioch Street, Clinton

Listing courtesy of Kerrie Shumate of Midwest Realty & Auction.

$359,900

4 Beds ⋅ 3.5 Baths

A homegrown harvest shouldn’t require a remote address. On 3.20 acres just 1½ miles outside Clinton’s city limits, this property offers a head start on small-acreage living—with room to spread out inside and town close enough for the everyday errands. Cherry, pear, apple, and peach trees, thornless blackberry bushes, elderberry, and asparagus bring the beginnings of a homesteading lifestyle right to your backyard. Add your own garden plans, spend an afternoon tending what’s growing, and bring the results back to the kitchen. Here, the connection between your home and your land can become part of everyday life. New stainless steel appliances and a new HVAC system are among the improvements already made. The kitchen’s generous wood cabinetry and center island make space for preparing meals and gathering together, while an estimated 3,000 square feet of finished living space offers room for changing needs. Multiple living areas mean space for a lively get-together, a separate movie night, or a project that doesn’t need to disappear from the dining table. An attached two-car garage serves the daily routine, while a detached two-car garage provides options for tools, gardening equipment, and weekend projects. Additional garage storage and an unfinished basement keep the practical side of acreage living organized. When the work is done, the spacious screened porch offers a place to share dinner and look out over the yard you’re making your own. Clinton keeps shopping, dining, and errands within reach, while the Katy Trail and Truman Lake add opportunities for cycling, walking, fishing, and boating in the surrounding area. If you’ve been looking for room to grow your own food and expand your living space without leaving town convenience behind, schedule a showing and explore the possibilities here. Square footage is approximate.

346 NW 131st Road, Clinton

Listing courtesy of Andrew Hicklin of ReeceNichols-KCN.

$415,000

3 Beds ⋅ 2 Baths

Located in Henry County, Missouri, this 5-acre property combines country living, recreational opportunities, and a convenient location. Situated less than one mile from Highway 52 between Calhoun and Windsor, the property features a completely remodeled three-bedroom, two-bathroom farmhouse, a large metal outbuilding with stalls, established trails, mature walnut timber, and a wet-weather creek. The remodeled farmhouse offers comfortable rural living with spacious front and back porches overlooking the surrounding acreage. Whether enjoying a quiet evening outdoors or entertaining guests, the home provides a welcoming setting with room to enjoy the countryside. A large metal outbuilding with multiple stalls provides space for livestock, equipment storage, workshop activities, or other agricultural needs. The five acres offer opportunities for a small hobby farm, homesteading, or recreational use without the maintenance demands of a larger property. Established trails wind throughout the acreage, providing access to the wooded portions of the property. A wet-weather creek adds character to the landscape, while mature timber creates opportunities for outdoor recreation and wildlife activity. Numerous walnut trees are scattered throughout the property, offering potential future timber value depending on market conditions and tree quality. Despite its rural setting, the property provides convenient access to nearby communities. Windsor is approximately 10 minutes away, while Clinton is approximately 15 minutes away, offering shopping, dining, and additional amenities. With a remodeled farmhouse, functional outbuilding, mature walnut timber, trails, and a wet-weather creek, this Henry County acreage offers a combination of residential, agricultural, and recreational possibilities in west-central Missouri.

940 NE 981 Road, Windsor

Listing courtesy of Cajun Bradley of Whitetail Properties Real Esta.

$299,900

3 Beds ⋅ 2 Baths

Looking for a private country retreat near Truman Lake with room for your boats, fishing gear, hunting equipment, vehicles, and hobbies? This 5-acre property in Deepwater, Missouri, offers the space, versatility, and improvements that make rural living comfortable and convenient. Located minutes from Truman Lake and nearby U.S. Army Corps of Engineers land, it's an ideal home base for fishing, hunting, boating, and outdoor recreation. The extensively updated 1996 manufactured home offers modern comforts without losing its country appeal. Improvements include a new metal roof and siding in 2023, updated windows and doors, luxury vinyl plank flooring, a newer HVAC system, and beautifully updated bathrooms, including a primary bath with dual sinks and a spacious walk-in shower. A 16x28 addition completed in 2023 provides valuable extra living space with its own mini-split heating and cooling. Enjoy the covered front deck, rear carport, and the convenience of a generator connection installed in 2023 for backup power when needed. For buyers who need serious garage and workshop space, this property delivers! The 30x34 insulated, heated three-bay garage features concrete floors and electricity, while the impressive 30x48 four-bay metal mechanics and equipment shop, built in 2025, offers exceptional space for projects, tools, recreational vehicles, and storage. That's 2,460 square feet of enclosed garage and shop space, plus a utility shed! Underground electrical service to all buildings adds convenience. With five acres, a quiet, private setting, and additional room for future building or improvements, this property offers flexibility for the years ahead. Whether you're seeking a full-time country home, a Truman Lake recreational retreat, or a place to enjoy your outdoor lifestyle, the major improvements are already in place so you can spend more time doing what you love.

977 SE 87P Road, Deepwater

Listing courtesy of Kat Laxague of EXP Realty LLC.

$159,900

2 Beds ⋅ 1 Baths

Looking for a home with the big-ticket updates already taken care of? Look no further! This home offers a like-new feel with previous updates throughout, including the kitchen, bathroom, flooring, windows, electrical, plumbing, mini-split heat/cooling and roof. Top it all off with a new deck, perfect for enjoying your morning coffee or unwinding at the end of the day. Don’t miss this opportunity to own a beautifully updated home in Urich!

107 E 7th Street, Urich

Listing courtesy of Christina McAllister of RE/MAX PROFESSIONALS.

$256,000

3 Beds ⋅ 2 Baths

3 Bedrooms with a possible 4th bedroom, 2 full baths, walk into this spacious home with fresh paint, large kitchen and dining room area, with a large, covered deck overlooking the back yard. The HVAC was recently replaced, and the stainless-steel appliances are recently replaced, the built-in microwave is new. This home is close to major shopping and minutes from the Historical Downtown Square. The back yard is completely fenced with a privacy fence to the West. A one car garage in the back yard for storage. All windows are all tilt vinyl Thermopane; the vinyl siding and the metal roof allows more time on Truman Lake. A walk-in shower off the Master bedroom makes easier access. This is a very nice well maintained home, for your living comfort.

205 S Craig Street, Clinton

Listing courtesy of Emily Burke of Golden Valley Realty Group.

$289,900

3 Beds ⋅ 2 Baths

Welcome home to easy, peaceful one-level living in this charming true ranch! Low-maintenance vinyl siding with brick accents offers great curb appeal, while the HOA provides lawn maintenance along with additional community amenities. Step inside to a spacious living room with beautiful vaulted ceilings that flows into the eat-in kitchen. The primary suite features TWO walk-in closets, double sinks, a separate shower and a recently added, high-end walk-in sit tub/shower. Two additional bedrooms and a full hall bath provide plenty of space for guests, a home office or hobbies. You'll also love the convenience of main-level laundry! Out back, the adorable covered patio may quickly become your favorite spot—offering a peaceful, serene setting overlooking the open field behind the home. If you've been looking for comfortable, low-maintenance living with everything you need on one level, this is it! Low monthlhy hoa due provide lawn care, snow, & trash.

307 Jamestown Drive, Clinton

Listing courtesy of Richey Real Estate Group of Real Broker, LLC.

$249,900

3 Beds ⋅ 1.5 Baths

Welcome home to this beautifully renovated gem, perfectly situated on an expansive lot shaded by mature trees. Step inside to discover a spacious, light-filled living room featuring a cozy fireplace and custom built-ins, seamlessly connected to a modern kitchen updated with sleek new cabinetry and countertops. With brand-new flooring throughout, this 3-bedroom, 1.5-bathroom residence offers a fresh, contemporary feel in every corner. Enjoy your morning coffee or evening gatherings on the covered back deck, which overlooks your generous backyard. The home also includes a clean full unfinished basement already prepped with an epoxy floor, offering endless potential for a home theater, gym, or additional living space tailored to your needs. This move-in-ready property perfectly blends comfort, style, and functionality. It’s a rare find that offers both immediate charm and the opportunity to expand your vision in the lower level. Don’t miss the chance to make this exceptional space your own. *Owner/Agent*

205 W Magnolia Avenue, Clinton

Listing courtesy of Lora Anstine of Anstine Realty & Auction, LLC.

$180,000

3 Beds ⋅ 1 Baths

Move-in ready and well-maintained 3 Bed / 1 Bath home! Beautiful hardwood flooring runs throughout the living room and bedrooms. All kitchen appliances stay. Washer/Dryer stay. Home boasts a brand NEW roof and newer energy-efficient windows. Relax on the covered patio overlooking the large, spacious yard. The full, unfinished basement is already stubbed for a bathroom, offering immediate potential to add finished square footage and equity! Short commute to Whiteman Air Force Base.

305 Hillcrest Drive, Windsor

Listing courtesy of Jo Johnson of Old Drum Real Estate.

$45,000

3 Beds ⋅ 1 Baths

Fixer upper selling AS IS. Great lot with beautiful tree's and easy access.

713 E Jefferson Street, Clinton

Listing courtesy of Amy Swanson of United Real Estate Kansas City.

$479,999

3 Beds ⋅ 2.5 Baths

Welcome to your own private slice of the country! Nestled on 4.70 wooded acres, this spacious property offers the perfect combination of comfort, privacy, and room to enjoy the great outdoors—all conveniently located near Truman Lake. The home features a large open concept floor plan with adjoining kitchen living and dining room. A total of 3 bedrooms and 2.5 bathrooms, including a spacious primary bedroom suite designed for comfort and privacy. The finished walkout basement adds even more living space with a second living room and kitchenette, making it ideal for entertaining, guests, a recreation area, or extended living space. Two of the rooms in basement could be easily transitioned into additional bedrooms. Outdoor enthusiasts and hobbyists will appreciate the brand-new 30' x 50' outbuilding with a concrete floor, insulation, 6" concrete with rebar, 10x10 doors, wifi & electric door openers, providing plenty of room for vehicles, equipment, hobbies, a workshop, or storage. A separate storage shed offers even more space for your tools and outdoor belongings. Surrounded by mature trees and a peaceful, wooded setting, the property offers the privacy and tranquility of country living while being near Truman Lake for boating, fishing, camping, hunting, and outdoor recreation. Boat launches within minutes. 10 minutes to Bucksaw and Long Shoal Marinas. 30 Minutes to Lake of the Ozarks and 1.5 hour South of the KC Metro area. Schedule a tour today!

471 E 971st Road, Clinton

Listing courtesy of Stacey Shanks of EXP Realty LLC.

Start Your Search

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

Henry County Homes under $500,000

Newest Henry County Homes under $500,000

How much is your home worth?

How much is your home worth?