Highlandville Homes under $500,000

Welcome to Highlandville, Missouri—a hidden gem nestled in the heart of the Ozarks! This charming city offers a perfect blend of small-town warmth and modern conveniences, making it an ideal place for families, retirees, and anyone seeking a peaceful lifestyle. With its picturesque landscapes, friendly community, and rich history, Highlandville is a delightful place to call home.

One of the most enticing aspects of Highlandville is its affordability. You’ll find a variety of beautiful homes available for under $500,000, making it an attractive option for first-time buyers and those looking to invest in a growing area. From cozy single-family homes to spacious properties with sprawling yards, there’s something to suit every taste and budget. Many of these homes boast modern amenities while still retaining the charm of traditional architecture.

Living in Highlandville means enjoying the tranquility of rural life while being just a short drive away from the bustling city of Springfield. Residents can indulge in outdoor activities, with nearby parks, hiking trails, and lakes perfect for fishing and boating. The community is also known for its excellent schools, making it a fantastic choice for families.

Whether you’re searching for your dream home or looking to invest in a vibrant community, Highlandville offers a unique opportunity to embrace a fulfilling lifestyle without breaking the bank. Come explore this enchanting city and discover why so many are choosing to make Highlandville their home sweet home!

Newest Highlandville Homes under $500,000

$489,000

4 Beds ⋅ 3 Baths ⋅ 60336660 MLS

Experience four-season country living, 1.56 acres, fenced, 15 minutes from Nixa/Ozark, 20 minutes to Springfield, and 30 minutes to Branson. Main floor has primary and two other bedrooms, as well as two full baths. Spacious country kitchen and a dining room large enough to seat twelve. Deck is off the dining room where you can enjoy the country view. Entry foyer is wide and living area is spacious. Downstairs is a speakeasy lounge or media room, as well as another bedroom (possibly two) and plenty of room for exercise/storage and a full bath. Don't forget the 30' x 32' shop equipped with 100 amp electrical service. There's also a raised bed garden. New roof, siding and gutters in July 2025. See other highlights and improvement details on attached Improvements and Highlights document.

861 Country Meadows Road, Highlandville

$405,000

3 Beds ⋅ 3 Baths ⋅ 60336770 MLS

Tucked away at the end of a peaceful cul-de-sac, this one of a kind property offers the perfect combination of privacy, natural beauty, and inviting living spaces! Situated on approximately 6.9 wooded acres, this home welcomes you with a beautiful setting, circular driveway, and multiple outdoor decks overlooking the surrounding landscape. Adding to the property's undeniable charm are multiple naturally spring-fed waterfalls, creating a truly picturesque setting and a rare opportunity to enjoy the peaceful sights and sounds of flowing water right on your own property! Step inside to discover soaring vaulted ceilings, an abundance of natural light, beautiful hardwood flooring, and a charming wood burning stove that creates a warm and inviting atmosphere. The spacious living room flows effortlessly into the kitchen, featuring ample cabinetry, a breakfast bar, and pantry storage. Overlooking the main living area, the open loft provides additional versatile space, perfect for a home office, reading retreat, or additional sitting area. The main level primary suite offers everyday convenience, while the finished walk-out basement provides additional bedrooms and a generously sized family room, creating plenty of space to spread out and entertain. Outdoors, enjoy the peaceful wooded surroundings from multiple decks, with room to relax, explore, and enjoy the beauty of the Ozarks. Completing the property is an attached two-car garage and an oversized John Deere room offering additional storage for equipment, tools, or outdoor hobbies. With over 2,700 square feet of living space, breathtaking natural features, and a floor plan offering both comfort and versatility, this Highlandville property is an opportunity you won't want to miss. Come experience all that 594 Springview Drive has to offer!

594 Springview Drive, Highlandville

$430,000

5 Beds ⋅ 3 Baths ⋅ 60335952 MLS

Nestled on 5 beautiful acres, this spacious 5-bedroom, 3-bath home offers the perfect blend of privacy, comfort, and country living. With plenty of room for family, guests, and entertaining, you'll enjoy peaceful Ozarks views and endless possibilities for outdoor recreation. The acreage provides space for gardening, hobbies, animals, or simply enjoying your own private retreat. Conveniently located near Branson and just a short drive to Table Rock Lake, Bull Shoals Lake, and Lake Taneycomo, this property offers easy access to world-class fishing, boating, dining, shopping, and entertainment while maintaining the tranquility of a rural setting. Experience the best of the Ozarks at 144 Bear Den Ct.

144 Bear Den Court, Highlandville

$357,000

3 Beds ⋅ 2 Baths ⋅ 60334163 MLS

Charming property on almost 2 acres conveniently located in Highlandville. It boasts a brand new kitchen featuring all new cabinets, countertops and appliances. You'll love the spacious open great room, huge pantry and modern finishes. The primary ensuite is a dream with a large walk-in closet and tall tiled walk-in shower. There are 2 water heaters (1 replaced in 01/2026) and a whole house water filtration system. The outside has a new stone front walkway and rocked garden beds while the back has a new stone patio, rocked walkway and stacked block retaining wall waiting for you to enjoy the spectacular sunsets. Other amenities include an attached 3- car garage, city water and sewer, room for garden or additional shop, & covered front and back porches.

755 Highlandville Road, Highlandville

$444,900

3 Beds ⋅ 2 Baths ⋅ 60333258 MLS

NO COVENANTS!!! $5,000 in concessions offered by sellers. Set on 5 picturesque acres, this 3 bedroom (plus a FOURTH non-conforming room) home offers a great combo of usable space and beautiful views. Large windows bring in natural sunlight while showcasing the surrounding scenery and sunsets. Features the seller loves: A cozy gas fireplace, owned propane tank, perimeter & cross fencing, a water line and spout conveniently located for watering livestock, a detached shop for additional storage or a workspace (climate controlled AND with a separate driveway that leads straight to it), a bolt-secured storm shelter in the garage, and a henhouse with actively laying hens for a buyer who dreams of a hobby farm! Bonus: seller will leave the kitchen refrigerator!

355 Julip Lane, Highlandville

$299,500

3 Beds ⋅ 2 Baths ⋅ 60327543 MLS

BACK ON THE MARKET THROUGH NO FAULT OF THE SELLER! BRAND NEW $16,000 ROOF! Previous buyers were unable to complete their financing, creating a fantastic second opportunity to own this unique Highlandville property! Full appraisal with no requirements!Nestled on nearly 4 acres in desirable Highlandville, this distinctive 3-bedroom, 2-bath earth-berm home offers 1,764 sq. ft. of comfortable living space, energy-efficient design, and incredible versatility. With a BRAND NEW ROOF, one of the home's major improvements has already been completed for the next owner!Designed for practicality and flexibility, the home features a potential 4th bedroom, home office, craft room, or hobby space just off the garage. Car enthusiasts, woodworkers, and DIY enthusiasts will appreciate the spacious attached garage and workshop, offering room for up to 4 vehicles or an ideal combination of parking, storage, and workspace.The earth-berm construction offers natural insulation benefits, complemented by central heating and air conditioning and a powerful wood-burning stove with blower capable of providing substantial warmth during cooler months.Built in 1979, the home retains much of its original character, providing an excellent opportunity for buyers to add cosmetic updates and personal touches while enjoying the benefits of acreage, generous square footage, and a functional floor plan.Located in an established neighborhood with spacious lots, residents also have the option to participate in a voluntary association offering access to a swimming pool, tennis courts, and basketball courts, without mandatory HOA membership.Nearly 4 acres, a brand-new roof, an oversized garage and workshop, flexible living space, and a desirable Highlandville location -- this property offers an exceptional opportunity to make it your own!Don't miss your second chance to see this one. Schedule your private showing today!

612 Stoneshire Drive, Highlandville

$499,000

3 Beds ⋅ 2 Baths ⋅ 60325644 MLS

RIVERFRONT PARADISE ON THE JAMES RIVER! Experience the ultimate Ozark lifestyle on this stunning 4-acre property, offering 250+ feet of riverfront access on the historic James River. Situated past Hooten town, this property boasts a rare, front-row view of the magnificent Hooten town Natural Stone Arch right from your back porch--a favorite gathering spot for local bald eagles. A perfect mix of open space and pristine nature. The home sits at the highest point of the property, overlooking a flat backyard field that gives way to two acres of mature woods leading down to the water and your own personal campground! It's a thriving ecosystem hosting deer, turkey, blue heron, otters, and eagles. Nature provides its own harvest here with wild berries, pawpaws, and morel mushrooms growing right in your backyard. This open-concept 3-bedroom, 2-bathroom home features vaulted ceilings & dual sliding glass doors that flood the main living space with natural light and lead out to an expansive entertaining deck. Kit/dining area features a built-in bar area perfect for casual dining & entertaining. Bonus: All kitchen appliances stay! A versatile upper loft overlooks the main living area, ready to serve as a second family room, a home office, or a spacious fourth bedroom. Th unfinished walk-out basement offers massive equity potential. It features two lower-level bedrooms (one fully finished, the other just needing your choice of flooring) and plenty of square footage left to build out a game room, workshop, or abundant storage. This property is designed for outdoor lovers, hobby farmers, or anyone craving space to breathe. 3-Car Detached Garage: Includes its own massive loft space--perfect for seasonal storage or easily converted into a dedicated workshop or ''man cave.'' The property includes a couple of functional storage and animal sheds, currently comfortably hosting goats, chickens, and guineas.

811 Rainbow Valley Drive, Highlandville

$139,500

2 Beds ⋅ 1 Baths ⋅ 60323896 MLS

HUGE PRICE REDUCTION!!!Prime Location! 3+ Surveyed Acres Near Nixa, Highlandville & Springfield.Escape to the country without losing city conveniences or weekend fun! This beautiful 3-acre parcel offers unparalleled peace, mature timber, and regular visits from local deer and turkey. Conveniently located within a short drive to Springfield, Nixa, Highlandville, Clever, and Branson West, and a quick 30-minute drive to Table Rock Lake.Property Highlights:Land & Boundaries: 3+ acres, fully surveyed with a recorded survey showing exact boundary lines.Infrastructure: Brand new 1,000-gallon septic system (2024) and a recorded shared well agreement.Structures: Mobile home with an adjacent carport and a sizeable barn for tools, equipment, or animals.Setting: A fantastic mix of mature trees providing privacy and a true country feel.This property is priced to sell and won't last long at this price. Don't miss out on this fantastic investment!

3679 Two Rivers Road, Highlandville

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Highlandville Homes under $500,000

Newest Highlandville Homes under $500,000

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