Hillsboro Real Estate

Hillsboro Real Estate

Welcome to Hillsboro, Missouri – a hidden gem nestled in the heart of Jefferson County! This charming town is not just a place to live; it’s a community where tradition meets modern living, offering a unique blend of small-town charm and vibrant local culture.

Hillsboro boasts a rich history that dates back to the early 1800s, and you can still see echoes of its past in the beautifully preserved architecture throughout the area. Nature lovers will delight in the stunning landscapes that surround Hillsboro, with lush parks and scenic trails perfect for hiking, biking, and enjoying the great outdoors. The nearby Washington State Park offers breathtaking views and a variety of recreational activities, making it a favorite destination for families and adventurers alike.

The town is also known for its strong sense of community, with local events and festivals that bring residents together throughout the year. From the annual Hillsboro Harvest Festival to farmers' markets showcasing fresh produce and handmade goods, there’s always something happening that fosters connections among neighbors.

Hillsboro’s location is another significant advantage, providing easy access to larger cities while maintaining a peaceful, rural atmosphere. Just a short drive from St. Louis, residents can enjoy the excitement of city life while returning home to the tranquility of Hillsboro.

Whether you’re looking for a cozy family home or a peaceful retreat, Hillsboro offers a range of real estate options to suit your needs. Come discover the warmth and charm of Hillsboro, where community spirit and natural beauty await you!

Newest Listings in Hillsboro

8133 Wohlbold Rd, Hillsboro
$149,900
3 Beds ⋅ 2 Baths ⋅ 26069821 MLS ⋅ ACTIVE Status
3 Bedroom, 2 Bathroom home located in the Hillsboro School District. Home features an open floor plan with a large living room, kitchen and dining combo. Home has a split bedroom floor plan with primary bedroom suite featuring a full bath as well as two additional bedrooms with full bath. Home has main floor laundry. Back deck as well as a large 30x24 detached garage perfect for additional storage. All this located on a quiet dead end street in a peaceful country setting. Make your appointment today.

8133 Wohlbold Rd, Hillsboro
5605 Lake Hill Dr, Hillsboro
$10,000
26069650 MLS ⋅ ACTIVE Status
Wake up relaxed and live like you’re on vacation every day! This lake-view lot in beautiful Raintree offers an incredible opportunity to build your dream home surrounded by nature and resort-style amenities. Even better—the lot backs to approximately 37 acres of government-owned land, offering added privacy and peace of mind with no home directly behind you. And the lake? It’s just about a 45-second walk away! Whether you're ready to build now or want to secure your own piece of Raintree for the future, this lot offers exceptional value. Enjoy access to 4 private community lakes for fishing, boating and kayaking, plus beaches, swimming, an 18-hole golf course, country club, on-site restaurant, hiking and biking trails, campgrounds, sand volleyball and a laid-back, golf-cart-friendly lifestyle. Country Club access is just $285/year, with full community amenities available for only $299/year. All of this tucked away in a vacation-like setting, yet only about 30 minutes from South County. Build the house. Bring the golf cart. Spend your evenings by the lake. This is the lifestyle people leave town to find—and you could live it every day.

5605 Lake Hill Dr, Hillsboro
5197 Ems Rd, Hillsboro
$249,500
3 Beds ⋅ 2 Baths ⋅ 26069600 MLS ⋅ COMING SOON Status

5197 Ems Rd, Hillsboro
10281 Business 21, Hillsboro
$675,000
26067575 MLS ⋅ ACTIVE Status
Put your business front and center along Business 21 in Hillsboro! This freestanding commercial property offers roadside visibility, building and freestanding signage, and an expansive paved parking area with 25 spaces. The main level combines open retail areas and service counters with separate office, work, and inventory storage spaces. A kitchen area adds everyday convenience. The walkout lower level provides additional production and storage space, with exterior entry and an overhead garage door for moving supplies and equipment. Multiple main-level entrances offer potential to divide the building into separate units, subject to applicable approvals, while a front access ramp adds convenience. Currently configured for specialty retail and custom apparel production, this property offers possibilities for a variety of business concepts, subject to zoning and use approval. Bring your plans and explore the potential at 10281 Business 21!

10281 Business 21, Hillsboro
9988 Zion Lutheran Church Rd, Hillsboro
$3,500,000
26068507 MLS ⋅ ACTIVE Status
This 155.3 +/- acre tract in Jefferson County, Missouri, sits along Highway A between Hillsboro and Festus. The property runs along Highway A on its southern edge and has frontage on Zion Lutheran Church Road along its northern border. It also reaches Sandy Valley Road at the southwest corner, where that road meets Highway A at an intersection. That gives the tract road frontage on two opposite sides and a third road at its corner. Homes are already in the area. A residential subdivision sits across Sandy Valley Road to the west, and houses are scattered through the surrounding countryside. For a developer, that puts a large block of ground beside existing homes and a paved highway. The north end of the tract is open. Several fields run across the northern part of the property, some worked as farm ground and some left in pasture, and mowed lanes connect them. A metal-roofed barn sits in the pasture. The open ground is the most workable part of the tract, with the fields lying across the north side and the barn sitting between them and the timber. Most of the south and center is timber, a mix of hardwoods and cedar. The timber borders the open fields and runs down to the highway, so the tract has both cleared ground and wooded ground along its road frontage. Anyone planning a layout will want to walk both and decide how each part fits the plan. Until plans come together, the property can be held and used as it is. The fields can stay in farm use or pasture, the barn gives a place to store equipment, and the timber is there to walk or to leave alone. The tract has road frontage on both its north and south sides, and the corner at Sandy Valley Road gives the property another point of access to consider alongside Highway A and Zion Lutheran Church Road. Walking the frontage is the quickest way to see where entrances could sit. This property may suit a developer or builder looking for acreage in Jefferson County, an investor who wants a large tract beside existing residential development, or a buyer who wants a block of land that can be farmed and held while they plan. Any change of use would be subject to the buyer’s own plans and local approvals.

9988 Zion Lutheran Church Rd, Hillsboro
Tbd Lincoln Dr, Hillsboro
$10,000
26068120 MLS ⋅ ACTIVE Status
Gated Lake / Golf Community Living. This almost 1/2 acre lot for 10K, really a steal of a deal. Raintree Plantation has all you could need - 18-hole golf course, swimming pool, 4 lakes, beach access, fishing, camping, boating, and more. This lot has access to all the public utilities, nothing connected, all are available though. Build your dream home or have land to use amenities. Either way, for this price, you get a large lot. Make an appointment today to get out and see this community.

Tbd Lincoln Dr, Hillsboro
5645 Hawks Landing Dr, Hillsboro
$289,900
3 Beds ⋅ 3 Baths ⋅ 26068332 MLS ⋅ ACTIVE Status
Welcome Home to 5645 Hawks Landing Drive in Hillsboro! This stunning 3-bedroom, 3 full-bath home is the perfect blend of style, space, and comfort. From the moment you step inside, you'll be wowed by the bright, open-concept floor plan designed for both everyday living and effortless entertaining. The beautifully appointed kitchen checks every box with stainless steel appliances, an oversized pantry, abundant counter space, and timeless neutral finishes that complement any décor. The spacious living and dining areas flow seamlessly together, creating an inviting atmosphere you'll love coming home to. Retreat to the oversized primary suite featuring a massive walk-in closet and private bath, while two additional generously sized bedrooms and full bathrooms provide plenty of room for family and guests. Step outside and enjoy your own private backyard oasis. Backing to mature tree-lined woods, you'll appreciate the peaceful views and added privacy. The patio is ready for autumn bonfires, morning coffee, and weekend gatherings. Downstairs, the expansive finished lower level offers endless possibilities. Create the ultimate recreation room, home theater, game room, fitness space, or all of the above. Don't forget the 3 full bathrooms, abundant living space, private wooded backdrop, and flexible lower-level retreat that make this home stand out from the rest. Conveniently located and move-in ready, 5645 Hawks Landing Drive is the one you've been waiting for. Schedule your showing today before it's gone!

5645 Hawks Landing Dr, Hillsboro
5420 Glade Chapel Rd, Hillsboro
$450,000
3 Beds ⋅ 2 Baths ⋅ 26067323 MLS ⋅ ACTIVE Status
Updated Ranch on 10 Private Acres in the Hillsboro School District! Beautifully updated while retaining a warm, inviting feel, this 3-bedroom, 2-bath ranch offers the perfect opportunity to enjoy comfortable country living on 10 mostly wooded acres in the sought-after Hillsboro School District. The kitchen features custom cabinetry and quartz countertops, while both bathrooms have been thoughtfully updated, including a tiled walk-in shower in the primary suite. New LVP flooring, windows, doors, fixtures, and brand-new vinyl siding add fresh appeal throughout while keeping the home’s overall feel welcoming and timeless. The fully finished walkout basement provides additional living space, including a bonus room with endless possibilities for a home office, hobby room, or extra sleeping space. An oversized one-car garage offers additional room for parking and storage. Outside, a convenient wraparound driveway provides plenty of parking for guests, vehicles, or recreational equipment, while a storage shed offers even more space for tools and outdoor essentials. The yard is cleared around the home, providing plenty of space to relax, entertain, or enjoy the outdoors, with the surrounding wooded acreage offering a wonderful sense of privacy. Electric hookups provide added flexibility for an RV, workshop, or other potential uses. A brand-new septic system installed in 2026 adds even more peace of mind. Homes like this don't come around often—schedule your private showing today!

5420 Glade Chapel Rd, Hillsboro
5529 State Road Y, Hillsboro
$399,999
2 Beds ⋅ 1 Baths ⋅ 26067980 MLS ⋅ ACTIVE Status
Discover the perfect blend of serenity and functionality on this stunning, gated 6-acre estate. This meticulously maintained home offers two generously sized bedrooms, an updated bathroom and kitchen with almost all new appliances. The entry way features ceramic tile while the kitchen and master bedroom flooring were replaced in 2025. The rest of the home has beautiful hardwood floors sprawling throughout! The windows are new this year and water heater was replaced in 2024! Right off the front porch is a covered sitting area to relax after a long day. Adjacent to the sitting area is a 7x10 concrete storm shelter for your protection and peace of mind! In the rear of the house is an expansive deck wrapping the rear and side of the home. The peaceful deck overlooks the entirety of the property and is plenty large enough for all of your outdoor entertainment needs! Next to the house is a detached 2 car garage with a 50amp electrical service. There is also 2 separate RV hookups (one is 30amp and the other is 50amp) with connection to septic. Onto the property itself- this place has been meticulously designed for versatility in use! There is a large chicken coop with separate runs, two barns, an indoor arena, an outdoor arena, and the property is already fenced and cross fenced! The first barn consists of 5 stalls and a feed/tack room. The second barn has 6 stalls, a feed/tack room, a wash bay, hay loft with stair access, AND a temperature-controlled room equipped with a sink, hot and cold water, and refrigerator. This room also has stalls/enclosures of various sizes in case needed, it is currently used as exotic animal housing and is already set up with a floor drain for grooming if desired! However, these stalls could easily be removed completely or changed to accommodate any set up you could imagine! The indoor arena could be used as a second detached garage, a workshop, storage, animal housing, or keep it as an indoor! The outdoor arena can be used as a pasture or riding arena! There is a built-in manure pit right off of the barn for ease of daily chores! There is also a fly spray system already set up inside the barn for summertime comfort! The roadside is lined with brand new white vinyl fencing for aesthetic appeal and there are two mature fruit producing pear and plum trees on the property as well. The property is currently set up and being used for various animals. Keep as a personal farm or open it up as an income producing boarding facility. It’s an easy conversion to multiple other business endeavors! The hardest part is already done for you! In addition to everything this property already has to offer, it is only minutes away from shopping, dining, highway access, a winery and vineyard, and local schools! Places this thoughtfully designed, set up, and ready to move right in and hit the ground running don’t come along very often. This is a must see to really experience how special it is!

5529 State Road Y, Hillsboro
9305 Old State Route 21, Hillsboro
$133,200
26068005 MLS ⋅ ACTIVE Status
This 17.76 +/- acre property has gated access off paved Old State Route 21 outside the city limits of Hillsboro in Jefferson County, Missouri. Sandy Creek runs through the property with cottonwood timber along the water, giving deer a natural travel route. Deer and turkey were seen during the property tour, and multiple ground scrapes were found along the timber edge and near the creek. The bottom field is currently being used for hay production. The remainder of the property has large mature trees. The open ground sits just inside the gate, with the timber lining the back and the sides with majority of it in the floodplain. There are multiple deer trails throughout the property. An elevated box blind sits at the edge of the bottom field so you can hunt from day one. Behind the open ground, Sandy Creek flows through the property, and cottonwood timber lines the water. The creek gives the tract a natural travel route for wildlife and a clear reference point for planning your hunt, whether that means setting a stand near a crossing or hanging trail cameras along the bank. Multiple ground scrapes were found while walking the property, which is a good sign that deer are moving through. Scrapes along the timber edge and near the creek are the kind of spots worth watching from a distance before you commit to a stand location. The gate is a real advantage on a property this size. It gives you one defined way in and out, which makes it easier to plan your approach to stands and keep pressure low. On a small tract, how you enter and leave matters, and a single gated entrance helps you manage that from the first trip. At 17.76 acres, this could make a great small hunting tract. It is a manageable size for one owner or a small group. You will not need a big budget or a long to-do list to get started, just a few walks through the timber and along the creek to see how the deer are using the ground. This property may suit a hunter who wants a small, easy-to-manage hunting property, a buyer looking for recreational acreage in Jefferson County with a creek, or anyone who wants a gated tract of their own.

9305 Old State Route 21, Hillsboro
1027 Lakeshore Dr, De Soto
$275,000
3 Beds ⋅ 3 Baths ⋅ 26066420 MLS ⋅ ACTIVE Status
Not for Lease LAKE VIEWS, MODERN UPDATES & RESORT-STYLE LIVING! Enjoy the best of lake living in this beautifully updated 3-bedroom, 2-bath home overlooking the lake in a sought-after community packed with amenities! From the stunning lake views to the many updates throughout, this home offers the perfect blend of comfort, style, and lifestyle. Improvements include a brand-new roof, new deck, new HVAC system, upgraded kitchen, and newer electrical panel, giving you added peace of mind and more time to enjoy all this property has to offer. Ask your age4nt for a complete list of updates!

1027 Lakeshore Dr, De Soto
5 Tree Brook Dr, Hillsboro
$35,000
26066096 MLS ⋅ ACTIVE Status
Builders Package Meets Larger Acreage — Right on the Golf Course! Near Big Houses & Beautiful New Construction ! Check out this series of oversized lots with serene views right on the golf course with water, sewer, electric, and all utilities on site make it easy to live the golf course dream. With ability to acquire several lots together and combine them into one for lake access, direct golf course access and the ability to build a much bigger home the possibilities are endless. Check out the neighboring golf course lots to purchase as a package and save, save, save! These ready-to-build home sites and buildable lots are located in this private, gated, resort-style community with breathtaking views four lakes, a white, sandy beach area, golf course, campgrounds, swimming pool, fitness center, and more. Perfect for builders planning to build several homes at once or to anyone seeking a peaceful, recreational lifestyle away from St. Louis, but still very close for easy family visits. Also perfect for get-away lake home. Enjoy the golf course, lake, boating, fishing, clubhouse, pool, etc.’ Just 20 minutes from The Heart of Saint Louis! Developers Paradise: This buildable lot be can combined with several other lots on Tree Brook. Builders Package: 5724 Tree Brook (Golf Course Lot) 5728 Tree Brook (Golf Course Lot) 5736 Tree Brook (Golf Course Lot) 5740 Tree Brook (Golf Course Lot) All Lots Have Utilities. Electric, Water, and Sewer. Feel free to check out larger golf course package on Bent Tree (2.25 Acres) that can be acquired together with Tree Brook (MLS#: 26065601) All Lots Have Utilities. Electric, Water, and Sewer.

5 Tree Brook Dr, Hillsboro
Start Your Search

Listings courtesy of Mid America Regional Information Systems Internet Data Exchange as distributed by MLS GRID.


Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker of MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some listings have been excluded from this website.


How much is your home worth?

Get instant property value now!