Highlandville, MO Homes for Sale under $500,000

Exceptional 3.7-acre commercial tract in Highlandville, MO, featuring highway frontage and a modern 2,168 sq. ft. building built in 2022. This property offers prime development potential with EE Highway exposure on the backside, ideal for future expansion or additional structures. The existing building is currently home to a bakery and coffee shop (business not included). The land's layout and

Will Johnson House Theory Realty

***Back on the market at no fault of the seller*** Welcome to 1115 Highlandville Road, a beautifully updated farmhouse-style home situated on 8.1 picturesque acres with mature trees and incredible amenities. Nearly every aspect of this property has been upgraded within the last three years, including a new roof, HVAC system, siding, windows, water heater, appliances, flooring, electrical,

Nathan Keene Alpha Realty MO, LLC

This beautiful 10± acre cleared parcel in Highlandville, MO presents a rare opportunity for either residential development or a spacious single-home retreat. The open, usable land offers flexibility for multiple building sites, making it ideal for a small subdivision, custom homes, or a private estate with room for recreation, outbuildings, or hobby farming. Enjoy the balance of a quiet, rural

Dustin Langston Murney Associates - Primrose

Charming property on 4.93 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

Susan Herron Keller Williams Local

One-of-a-kind 3 bed, 3 bath home on 2.8 private acres in the Ozark Mountains. Open floor plan features a large rock fireplace in the main living area, well-sized kitchen, second living area currently used as a pool room, and a nicely sized sunroom overlooking the covered front porch and peaceful front yard. Spacious primary suite offers double walk-in closets, walk-in shower, and jetted tub. Home

Chet Posten Keller Williams Local

Escape to the quiet side of the Ozarks with this exceptional 43-acre property in the highly desirable Highlandville area. Offering the perfect blend of privacy, natural beauty, and accessibility, this expansive tract is located just off State Highway O, providing convenient access without the road noise or exposure of direct highway frontage. Situated approximately 1⁄2 mile from Mountain Springs

Scott Myers EXP Realty LLC

395 Bear Ridge Highlandville MO. Come see this redone and well cared for home on 5 acres in a great location! This incredible home has many updates in the last few years including new paint, new quartz, new cabinets, new fixtures, new tile new shower, new sinks and vanities, new built ins in primary suite, new water softener salt free and filter, and new air ducts in the crawlspace! This lovely

Andy Trussell Murney Associates - Primrose

Welcome to your private retreat in the heart of Highlandville! Nestled on 5 beautiful acres, this updated5-bedroom, 3-bathroom home offers the perfect combination of comfort, functionality, and peaceful country living. New roof and siding both installed in 2026. Step inside to discover an inviting open-concept floor plan featuring gorgeous hardwood floors, abundant natural light, and plenty

Natalia Moskalenko Old World Realty, LLC

This Beautiful Spacious 5 Bedroom 3 Bath Home on 6+ acres is Move-In Ready! Inside you will find an elegant kitchen with high end cabinets and countertops along with a massive refrigerator. If you like to entertain the kitchen island has space for seating with a connected formal dining room. The home also features both a large living room and separate family room for lots of room to spread out!

Lucas Schuette Ozark Home & Ranch Realty

Escape to the quiet side of the Ozarks with this 23-acre parcel offering privacy, natural beauty, and easy access to town—without the road noise or exposure of highway frontage. Located just off State Hwy O, this property combines a tucked-away feel with the convenience of quick access to major routes. This land has access to the Tory Creek & and only 1/2 mile from Mountain Springs Trout Park.

Scott Myers EXP Realty LLC

This spacious, remodeled, clean, and well cared for homes shows well and features 5 bedrooms (2 on the lower level are non conforming, due to no windows) with 3 full baths and a finished walk out basement. The paved tree lined driveway leads back to your own peaceful, private, wooded and secluded piece of paradise. The home features 10ft. ceilings, an open floor plan, granite kitchen countertops

Cletis Wallace C R Realty

Opportunity awaits with this walk-out basement home nestled on 3.6 beautiful wooded acres! Offering privacy and plenty of potential, this property is ready for its next owner to make it their own. New carpet has been installed in the upstairs bedrooms, and two new exterior doors were recently placed. With some updating, this home could become your dream retreat. Enjoy the peaceful setting while

Robin Kramer Alpha Realty MO, LLC