Hillsboro Real Estate

Hillsboro Real Estate

Welcome to Hillsboro, a charming city located in Jefferson County, Missouri. Hillsboro offers a perfect blend of small-town charm and modern conveniences, making it an ideal place to call home.

With its picturesque landscapes and friendly community, Hillsboro provides a peaceful escape from the hustle and bustle of city life. Residents enjoy a slower pace of living while still having easy access to all the amenities they need.

Nature lovers will appreciate the abundance of outdoor recreational opportunities in and around Hillsboro. From hiking and biking trails to parks and nature reserves, there is no shortage of ways to enjoy the great outdoors.

Hillsboro also boasts a vibrant downtown area, filled with local shops, restaurants, and community events. Whether you're looking for a delicious meal, unique gifts, or simply a place to relax and unwind, downtown Hillsboro has something for everyone.

If you're considering making a move to Hillsboro, you'll find a variety of housing options to suit your needs. From historic homes with character to modern developments with all the latest amenities, there is something for every taste and budget in this lovely city.

Come and discover all that Hillsboro has to offer – a welcoming community, beautiful surroundings, and a high quality of life. Experience the best of small-town living in this hidden gem of Jefferson County, Missouri.

Newest Listings in Hillsboro

$350,000
3 Beds ⋅ 3 Baths ⋅ 26058902 MLS ⋅ COMING SOON Status
Beautifully maintained 1.5-story home with a fully privacy-fenced, level backyard that backs to woods! This 3-bedroom, 2.5-bath home offers a spacious open floor plan, 3-car garage, 9-foot ceilings throughout the main level and soaring 12-foot ceilings in the great room. An electric fireplace with custom built-in cabinetry and shelving adds warmth and character to the main living space. The kitchen features a breakfast bar, breakfast room, tiled accent wall coordinating with the backsplash, and a new sliding door leading to the large stamped concrete patio with a partially covered area and pull-down shades. It’s a great setup for entertaining or simply enjoying the private backyard. The main-floor primary suite features a double tray ceiling, shiplap accent wall, walk-in closet, and spacious bath with updated flooring, double-bowl vanity with makeup counter, and large shower. Main-floor laundry adds even more convenience, while the generously sized upstairs bedrooms provide plenty of additional space, including a walk-in closet in one bedroom. The basement offers even more possibilities with an egress window, partial flooring, and walls already added to create dedicated storage space, a music/hobby room, and a separate sump pump room. Additional features include an HVAC damper system, security cameras, and kitchen appliances that stay with the home. Thoughtfully updated and extremely well cared for, this home offers plenty of space inside and out! Schedule your showing today!

1521 Saint Charles Dr, Hillsboro
$160,000
3 Beds ⋅ 1 Baths ⋅ 26058055 MLS ⋅ ACTIVE Status
Welcome to 22 Donna Drive in Hillsboro, Missouri! This 3-bedroom, 1-bath ranch offers approximately 960 sq. ft. of comfortable single-level living on a nearly half-acre lot, combining a manageable home with plenty of outdoor space. Step inside to a freshly painted interior with a practical floor plan featuring a spacious living room, separate dining area, kitchen, three bedrooms and a full bath. Large windows throughout the home bring in plenty of natural light, while neutral finishes make the space ready for its next owner to add their own style. The kitchen offers good cabinet and counter space with convenient access to the backyard. Outside is where this property really stands out. The approximately .47-acre lot provides a large, fenced backyard with mature trees, open lawn and plenty of room for outdoor activities, gardening or simply enjoying the extra space. A detached storage shed/workshop adds valuable space for lawn equipment, tools, hobbies and additional storage. Off-street parking is available along the gravel drive. Located in the Hillsboro, Missouri 63050 area of Jefferson County, the property provides convenient access to Hillsboro, Festus and Crystal City for shopping, restaurants, services and everyday necessities. Missouri Route A connects the Hillsboro area with Festus and I-55, while Highway 21 provides convenient northbound access toward St. Louis County and the greater St. Louis metropolitan area, making the location practical for those traveling throughout Jefferson County or toward the city. Outdoor recreation is also within reach, including the historic Sandy Creek Covered Bridge State Historic Site near Hillsboro, along with numerous Festus-area parks and recreation facilities, including Larry G. Crites Memorial Park with trails, a lake, ball fields and extensive open space. The home is served by a community well and private septic system. If you've been searching for a 3-bedroom ranch in Hillsboro MO, a Jefferson County home with a large yard, single-level living, or a home convenient to Highway 21, Route A, Route Z, Festus and I-55, 22 Donna Drive deserves a look. Offered at $160,000. Schedule your showing and see the space and possibilities this property has to offer.

22 Donna Dr, Hillsboro
$449,000
3 Beds ⋅ 3 Baths ⋅ 26058449 MLS ⋅ ACTIVE Status
Custom ranch home nestled on a private lot backing to peaceful woods and common ground! This beautifully designed home offers an impressive combination of comfort, style, and functionality, including a finished 3-car garage, stunning covered deck, partial brick front, white doors and trim, and convenient main-floor laundry. Step inside to a spacious, inviting living area featuring vaulted ceilings & cozy fireplace an open-concept design that flows seamlessly into the kitchen and dining area. The kitchen is sure to impress with a large center island, gorgeous quartz countertops, stainless steel appliances, and plenty of space for entertaining. An open staircase with iron spindles adds a beautiful architectural touch. The main level features three bedrooms, including a spacious primary suite with a large primary bath complete with a 5-foot shower and double vanity. The walk-out lower level offers even more living space with a large family room, full bathroom, and an expansive storage area. Step outside and enjoy the privacy of the wooded backdrop from the covered deck or lower-level walkout. This one has it all—privacy, beautiful finishes, plenty of living space, and an incredible location. Don't wait—this stunning home won't last long!

4343 Lockeport Lndg, Hillsboro
$479,000
3 Beds ⋅ 2 Baths ⋅ 26058265 MLS ⋅ COMING SOON Status
NEW CONSTRUCTION ON NEARLY 2 ACRES! This beautifully designed ranch offers a thoughtfully planned layout with modern finishes and plenty of room to enjoy. The main level features 3 bedrooms, 2 full baths, and an expansive open-concept great room, kitchen, and dining area highlighted by vaulted ceilings. The kitchen flows effortlessly into the living and dining spaces, creating an inviting atmosphere for both everyday living and entertaining. LVP flooring extends throughout the main living areas, while the bedrooms feature comfortable carpeting. The primary suite provides a private retreat, complemented by two additional bedrooms and a convenient 2-car garage. A full unfinished walkout basement adds valuable potential, with plenty of room for future living space, a recreation area, home office, or storage. A bathroom rough-in is already in place for a future finished lower level. Situated on nearly 2 acres outside of a subdivision, the property offers a more private setting with room to enjoy the outdoors and make the land your own. A rare opportunity to pair the ease of new construction with the space and flexibility of acreage.

5690 Liberty School Rd, Hillsboro
$799,900
3 Beds ⋅ 3 Baths ⋅ 26058453 MLS ⋅ ACTIVE Status
Lakefront living in Raintree Plantation! Tucked along a private no-wake cove, this beautifully maintained home was thoughtfully designed to take full advantage of its incredible waterfront setting. Step inside to a soaring great room where a dramatic wall of windows fills the space with natural light and frames the wooded lake views, complemented by hardwood floors and a fireplace. The main level offers both formal and casual gathering spaces, including a stunning den surrounded by custom floor-to-ceiling built-ins. The spacious kitchen features 42-inch cabinetry, solid-surface countertops, built-in appliances and an adjoining breakfast area with its own fireplace and views toward the water. A main-floor bedroom with private deck access adds flexibility, while upstairs, the expansive primary suite offers a true retreat with a large walk-in closet and spacious bath with separate tub and shower. New carpeting and ceramic tile complement the existing hardwood flooring throughout the home. The finished lower level provides even more space for entertaining and everyday living, plus a dedicated workbench area, while the garage offers an additional workbench space for projects and storage. A new lower-level HVAC system adds another valuable recent improvement. Outside is where this property truly shines. Relax or entertain on the elevated deck beneath mature trees before heading down to your private dock, surrounded by all-new aggregate concrete and accented by a custom stone boat-slip wall. A fully sodded front yard (with irrigation front and back) completes the recent improvements. Beyond your own waterfront, Raintree Plantation offers an impressive lineup of HOA and community amenities, including a clubhouse, community pool, pickleball, private golf, beach and pavilion, bringing recreation and lake living together in one exceptional setting. From mornings overlooking the water to evenings spent dockside, this is Raintree lake living at its best.

9730 W Vista Dr, Hillsboro
$485,000
4 Beds ⋅ 1 Baths ⋅ 26058713 MLS ⋅ ACTIVE Status
Set on 15.98 (+/-) private acres within the Hillsboro School District, this special family home offers something increasingly rare: space to breathe, room to roam, and the opportunity to become part of a place with a meaningful history. This home has never been on the market. The land itself is a wonderful balance of open pasture and mature woods, offering privacy and endless possibilities. There is room for horses, gardens, outdoor adventures, or simply peaceful mornings surrounded by nature. Whether your dream is a hobby farm, a place to explore, or a quiet retreat from the pace of everyday life, these 16 acres provide a beautiful canvas. The home offers four bedrooms and one and half bathroom, a gorgeous wood burning fireplace with a mantle built from the wood on property. Large separate dining room and a large eat in kitchen with so much cabinetry. Off the kitchen you find a nice enclosed sunroom that walks out to the composite deck- what a great place inside or out to enjoy your morning coffee- or anytime peaceful retreat. The unfinished walkout basement ready to become whatever your needs are like an additional living space, a workshop, recreation room, or simply room to grow. A detached garage 24-by-30 garage provides additional space for vehicles, hobbies, equipment, or projects. But perhaps the greatest feature of this property cannot be measured at all. The countless ordinary moments here will become the extraordinary memories that make a house a home. Now, the next chapter is waiting to be written. For buyers searching for more than a house—for a place to put down roots, create traditions, and give their family the gift of space and memories—this property offers a rare opportunity.

235 Eckardt Ln, Hillsboro
$9,900
26058408 MLS ⋅ ACTIVE Status
Corner Lot with double access! Builders package with utilities on site! Right down from the Big Lake, Big Houses, & New Construction Houses! Buy as an individual lot for lake access or check out the neighboring 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 minutes from The Heart of St. Louis! Builders Package: Developers Paradise: This can be combined with lots 36, 37, 39, with a total of (.78 acres). Begin building your custom dream home or build three homes!

4 Rhett Butler Dr, Hillsboro
$525,000
3 Beds ⋅ 3 Baths ⋅ 26058266 MLS ⋅ ACTIVE Status
Welcome to the log home that makes everyone who visits want to stay—the kind of place where lifelong memories are made! Nestled on approximately 2.5 acres within a private, gated lake community, this one-of-a-kind retreat offers exceptional indoor and outdoor living. The community is centered around an approximately 200-acre lake, Jefferson County’s largest private recreational lakes. The property includes five lots surrounding the home, four additional lots behind it and a bonus lot across the street providing lake access. A storage shed is ready for your fishing gear, lake toys and outdoor equipment. From the moment you arrive, the home’s rustic character is unforgettable. A welcoming 22' x 8' covered front porch leads to an impressive 17' x 32' wraparound deck featuring beautiful log railings and plenty of room to relax, entertain and enjoy the peaceful surroundings. Step inside to soaring ceilings, striking log construction and a magnificent stone wood-burning fireplace that creates a warm and inviting gathering space. The bright, open kitchen features a charming bay window, while the main-level primary suite offers a relaxing, spa-like bath. A beautiful wood staircase leads to the upper-level bedroom with its own private full bath, all overlooking the main living area. A convenient main-floor laundry completes the original living space. An approximately 1,000-square-foot addition provides outstanding flexibility for multigenerational living, extended-stay guests or a private suite. Complete with its own entrance, the addition features a spacious family room with a fireplace, kitchenette, guest bedroom with a walk-in closet and a full bath. The staircase was designed and handcrafted by local artist Ryan Meyer of The Wood Den, adding another distinctive touch to this remarkable home. Upstairs, you will find an additional gathering space that could also serve as an office or extra sleeping area when needed. The lower level offers a spacious recreation area with another fireplace, sure to become a family favorite. The garage features a newly added epoxy floor, workshop area and plenty of storage. The community offers pickleball, basketball, fishing and hiking, along with something even more valuable—the opportunity to slow down and enjoy everything you have worked so hard for. You are not simply buying a house; you are choosing a home where friends and family will gather and where children and grandchildren will create stories they will talk about for years. Come experience it for yourself—you may never want to leave!

6482 S Lakeshore Dr, Hillsboro
$19,900
26058384 MLS ⋅ ACTIVE UNDER CONTRACT Status
Triple Lot Triple The Opportunity! Three leveled lots for the price of one — Builders package with utilities on site! Right down from the Big Lake, Big Houses, & New Construction Houses! Buy as an individual lot for lake access or check out the neighboring 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 minutes from The Heart of St. Louis! Builders Package: Developers Paradise: This includes lots 125, 126, and 127 with a total of (.78 acres). Begin building your custom home and dream home or build three homes!

3 Lots Timber Hill Dr, Hillsboro
$330,000
2 Beds ⋅ 1 Baths ⋅ 26058139 MLS ⋅ COMING SOON Status
Grandview Schools beautiful ranch home located in Meadow Woods- over 3 acres and ready for you! Welcome to your beautuful home tucked in the woods- lots of mature trees keep the front yard under canopy and private. Come on in, open to large open concept living room with decorative electric fireplace- open to large kitchen with custom cabinetry and large eat in area. Bedroom 2 is a large room with ample closet space. Hallway bathroom is large bathroom with separate shower and deep jetted tub with large window for all that natural light! Primary bedroom is a large bedroom with a large walk in closet and sliding doors out to your private deck overlooking the wooded back yard- watch as the deer, squirrels and even turkeys will show up! There is a deck out back for your lawncare needs. Lower level is a large open space ready for you to make your own- laundry located in basement- also has rough in for another bathroom- lots of storage here! Come out and make this one your own!

250 Meadow Woods Rd, Hillsboro
$9,900
26057678 MLS ⋅ ACTIVE Status
Don't miss the opportunity to own this .49-acre lot in the highly sought-after Raintree Plantation. This prime parcel is located just a stone's throw away from the main gate and offers easy access to the incredible amenities of the community. Key Features: -Platted Subdivision with easy access to all the best Raintree Plantation has to offer. -Scenic Location on a quiet, short dead-end street just minutes from the big lake. -Recreation Galore: 4 serene lakes, a large pavilion, salt-water pool, splash pad, fitness room, and an 18-hole golf course at your doorstep. -Build your dream home now, or hold onto it as an investment. Whether you want to build now or invest for the future, this lot is the perfect opportunity to enjoy a country club lifestyle in a friendly, private community.

1 Rhett Butler Dr, Hillsboro
$9,900
26057660 MLS ⋅ ACTIVE UNDER CONTRACT Status
Triple Lot Triple The Opportunity! Three leveled lots for the price of one — Builders package with utilities on site! Right down from the Big Lake, Big Houses, & New Construction Houses! Buy as an individual lot for lake access or check out the neighboring 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 South County! Builders Package: Developers Paradise: Must be sold together with the adjacent lots (Lots 125 & 126), begin building today on this triple lot combine!

10306 Timber Hill Dr, Hillsboro
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