Highland DIST 5 Real Estate

Highland DIST 5 Real Estate

Welcome to Highland District 5, a vibrant and nurturing school district located in the heart of Madison County, Illinois. Known for its commitment to academic excellence and community involvement, Highland District 5 serves families in the charming town of Highland, where education is a top priority.

Highland District 5 is dedicated to fostering a supportive learning environment for students from kindergarten through eighth grade. With a focus on innovative teaching methods and personalized learning experiences, the district ensures that each child receives the attention and resources they need to thrive. The passionate educators and staff work tirelessly to cultivate a love for learning, encouraging students to explore their interests and develop critical thinking skills.

Parents can take pride in the district’s impressive academic performance, which is bolstered by a robust curriculum that emphasizes STEM education, the arts, and extracurricular activities. From engaging science fairs to vibrant art showcases, students have ample opportunities to express themselves and excel in various fields.

Beyond academics, Highland District 5 fosters a strong sense of community. Regular events, such as family nights and school fairs, create an inviting atmosphere where families can connect and engage with one another. The district also prioritizes social-emotional learning, ensuring that students develop important life skills alongside their academic pursuits.

Choosing a home within Highland District 5 means investing in your child’s future. With its exceptional schools, dedicated staff, and a welcoming community, you’ll find that this district is not just a place to learn, but a place to grow and thrive. Come discover the charm of Highland and the exceptional opportunities that await your family!

Newest Listings in Highland DIST 5

$55,000
26047924 MLS ⋅ ACTIVE Status
Discover the perfect place to build your dream home on this beautiful 2-acre residential lot in the desirable Fenton Farms Subdivision! Located within the highly sought-after Highland School District, this spacious homesite offers the ideal combination of peaceful country living and modern conveniences. Public water and underground electric are already available, making it even easier to bring your vision to life. With plenty of room for your custom home, outdoor living spaces, and more, this property provides the space and flexibility you've been looking for.

4613 Ashlyn Dr, Pocahontas
$250,000
3 Beds ⋅ 2 Baths ⋅ 26047662 MLS ⋅ COMING SOON Status
Welcome to 3535 Pierland Drive, Pocahontas! This three bed, two bath home is picture perfect and ready to move right in! Imagine sipping coffee or tea as you start your day on the dreamy covered front porch. The front door welcomes you into the invitingly open living room, dining, and kitchen. To the right of the dining area is the laundry room, full bath, and access to the garage. To the left is the hallway for the bedrooms and second bathroom. This lovely home has been completely renovated since 2019 in all the right ways from the detailed walls to the expansive kitchen. Could you even fill all those cabinets?? The massive countertop space just beckons you to roll out cookies and prepare loaves of sourdough! Step out through the sliding glass doors beyond the dining room to relax and entertain on your 12x16 composite back deck (built in 2007). You'll love the ease of maintaining a level back yard completely enclosed with vinyl fencing. Mature shade trees and beautiful landscaping make the whole space cozy even though it's so spacious. The oversized two-car garage has room for everything! The floor in the attic space above has even been reinforced for additional storage. Additionally, a new roof was installed in April 2025 and the crawl space vapor barrier replaced in Aug 2023. This one is going to go quickly, my friends! Contact your favorite agent for a private showing (beginning Thurs) or attend the OPEN HOUSE this Sunday, August 2nd from 1-4pm. professional photos to be posted by Friday.

3535 Pierland Dr, Pocahontas
$410,000
3 Beds ⋅ 1 Baths ⋅ 26047840 MLS ⋅ ACTIVE Status
Properties like this are few and far between. Tucked away on 2.5 beautiful acres, this one-of-a-kind country retreat offers the perfect blend of rural charm, modern comfort, and a lifestyle that's becoming harder to find. The inviting 3-bedroom farmhouse is full of character and feels like home the moment you walk through the door. Warm, welcoming, and surrounded by peaceful countryside, it's the kind of place where you can slow down, enjoy the view, and make memories for years to come. Step outside and you'll discover what makes this property truly special. Designed for horse lovers, hobby farmers, or anyone wanting more space to live, the property features fenced pasture and dry lot areas, a 5-stall horse barn, a chicken coop, dog kennel, garden space, and multiple outbuildings ready for whatever your lifestyle demands. The entertainment barn is the centerpiece of it all. The spacious loft has been transformed into the ultimate gathering space with a custom bar, pool table, basketball hoop, and plenty of room to host family and friends in every season. Whether you're celebrating holidays, watching the big game, or simply enjoying a weekend together, it's a space that few properties can offer. Afterward, unwind in the dedicated hot tub room and enjoy everything this incredible property has to offer. Opportunities to own a property that combines a charming farmhouse, usable acreage, equestrian amenities, and an entertainment space like this are incredibly rare. Located just minutes from Highland and Edwardsville with convenient access to St. Louis, this is more than just a home—it's the country lifestyle you've been waiting for.

9965 Fruit Rd, Alhambra
$235,000
5 Beds ⋅ 2 Baths ⋅ 26047836 MLS ⋅ ACTIVE Status
NO SHOWINGS. DO NOT DISTURB OCCUPANTS. Welcome to 1700 Olive Street in Highland, where timeless character and everyday functionality come together in a convenient location. Offering approximately 1,910 square feet of living space, this home features a layout that provides flexibility for a variety of living arrangements. Natural light fills the interior, creating inviting spaces for daily living, entertaining, or working from home. Situated on a manageable lot, the property offers outdoor space for gardening, recreation, or relaxing while remaining easy to maintain. Its location provides convenient access to Highland's historic downtown, shopping, dining, and major roadways, making commuting and everyday errands simple. This Highland home is ready for its next chapter. ALL information is deemed reliable but is not guaranteed and should be verified by the buyer and/or buyers agent before making an offer.

1700 Olive St, Highland
$339,900
3 Beds ⋅ 3 Baths ⋅ 26046471 MLS ⋅ COMING SOON Status
Luxury meets timeless elegance in this one of kind full brick villa. Rich travertine tile sets the tone in the inviting living room. The vaulted great room flows into the beautifully updated kitchen featuring stunning Brazilian quartzite countertops, farmhouse sink, and designer faucet.(2025) Convenient main floor laundry includes washer and dryer. The private primary suite offers a spa inspired bath with double bowl vanity, jetted tub and walk-in closet. The finish lower level expands your living space with a spacious family room featuring a wet bar( separate freestanding sink) third bedroom, full bath and a dedicated room with refrigeration in place for a wine cellar or tasting room. Unwind on the covered patio while enjoying peaceful views of neighboring corn fields. This exceptional villa with custom finishes is truly one of a kind. Seller will have lot surveyed with new PID prior to closing.

125 Warren Mnr Unit B, Highland
$565,000
5 Beds ⋅ 3 Baths ⋅ 26045112 MLS ⋅ ACTIVE Status
Welcome home! Beautifully updated and maintained, 5 bedroom ranch, 2 acres, and large outbuilding! Enter into an open, vaulted, great room with gas fireplace. Spacious open kitchen with new quartz countertops (2026), large island with breakfast bar, and beautiful cabinetry. New kitchen and living floor (2025). The primary bedroom is located on its own wing, and features luxury upgrades with a large walk-in closet, patio access, and bathroom remodeled in 2022. Two additional spacious bedrooms are found on the main level, and the lower level includes two more bedrooms, for a total of 5 bedrooms. Lower level boasts plenty of space for relaxing or entertaining with a spacious family room and recreation area. The lower level bonus room makes a great gym or home office. Enjoy the scenic 2 acre lot from the composite deck. Plenty of space for storage, fun, and projects in the 30 x 45 detached outbuilding, which includes a bar for entertaining. An additional storage shed is perfect for mower storage. The best of subdivision living combined with a rural feel. Many updates since the home was built in 2015, including roof (2024), sump pump (2022), septic aerator replaced (2024), water heater (2021), and several rooms with new flooring. This home is a must see!

3099 Final Dr, Highland
$85,000
2 Beds ⋅ 1 Baths ⋅ 26046558 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ Plaza North Condo BLDG.
2 bedroom unit on 2nd floor suitable for living or for an investment rental. 220 per month HOA fee covers trash, water, sewer,s now removal, lawn keeping, and pool maintenance. 1 assigned covered parking space and extra parking spaces. Sold as is. Electric panel upgrade 2019, new a/c 2022.

220 Suppiger Ln Unit 213, Highland
$349,900
4 Beds ⋅ 3 Baths ⋅ 26046556 MLS ⋅ ACTIVE UNDER CONTRACT Status
MOVE IN READY!! Completely Remodeled including New Roof and Deck, Situated on a beautiful 1-acre lot, this stunning 4-bedroom, 3-bath home has been completely remodeled from top to bottom and offers the perfect combination of modern updates and spacious living. The bright, open floor plan features a gorgeous new kitchen with white cabinetry, solid surface countertops, stainless steel appliances, and a large breakfast bar overlooking the dining and living areas. Multiple living spaces, including a spacious family room with a beautiful brick fireplace, provide plenty of room for entertaining or relaxing. The updated bathrooms showcase stylish finishes, while the generously sized bedrooms offer comfort for the whole family. Step outside to enjoy the large deck overlooking the private backyard, mature trees, and peaceful surroundings. The attached garage and ample storage complete this incredible property. If you're looking for a turnkey home with modern finishes, plenty of space, and a country feel just minutes from town, this is one you won't want to miss!

4624 State Route 160, Highland
$25,000
26046446 MLS ⋅ ACTIVE Status
Discover this FANTASTIC opportunity in the HEART of Alhambra! Two vacant lots, both zoned B-1 and CONVENIENTLY located on Main Street offer endless possibilities for your next business venture or investment! With EXCELLENT visibility and EASY access, this prime location is ideal for a variety of business opportunities! Whether you are looking to build, expand, or invest, these 2 parcels provide the flexibility to bring your vision to life! Buyer to verify all permitted uses, zoning regulations, and development requirements with the Village of Alhambra (618-488-3505)! Don't miss this amazing opportunity to secure a valuable piece of Main Street with unlimited potential! The corner lot is NOT part of this offering.

Xxx E Main St, Alhambra
$245,000
2 Beds ⋅ 2 Baths ⋅ 26044510 MLS ⋅ ACTIVE Status
Welcome home to 45 Chase Way Dr. in Highland! This well-maintained 2-bedroom, 2-bath home is situated on a desirable corner lot and offers comfortable living with plenty of room to grow. Step inside to an inviting living room featuring cathedral ceilings and a cozy gas fireplace. The spacious primary bedroom includes an attached private bathroom with a convenient step-in shower. Enjoy outdoor living on the rear deck, and appreciate the convenience of the attached 2-car garage. Major exterior updates provide added peace of mind, including a new roof, siding, and windows in 2025, along with fresh interior paint. The unfinished basement offers incredible potential with 9-foot walls, an egress window, and plumbing already stubbed for an additional bathroom—ready for you to create additional living space, bedrooms, a recreation room, or whatever best fits your needs. With its thoughtful layout, recent updates, and excellent potential for future expansion, this Highland home is ready for its next owner.

45 Chase Way, Highland
$439,000
4 Beds ⋅ 3 Baths ⋅ 26045426 MLS ⋅ ACTIVE Status
Welcome to this stunning, fully remodeled 4-bedroom, 3-bath quad-level home situated on 2 beautifully landscaped acres. Step through the new mahogany front door with sidelights to discover new flooring, modern fixtures, and thoughtful updates throughout. The impressive kitchen features soft-close cabinetry, quartz countertops, and stainless steel appliances, while all three bathrooms have been completely renovated. Enjoy two inviting living spaces, each featuring a cozy gas fireplace. The spacious sub-basement provides abundant storage and offers excellent flexibility as a second family room, recreation room, home gym, or hobby space. Exterior improvements include a roof less than one year old, new siding, new garage doors, and new rear concrete sidewalks and patio. Additional highlights include an attached 2-car garage, covered front porch, back patio, and charming gazebo. With extensive updates, generous living space, and a peaceful 2-acre setting, this move-in-ready home is a must-see! Agent Owned!

5573 State Route 160, Highland
$334,900
3 Beds ⋅ 2 Baths ⋅ 26045122 MLS ⋅ ACTIVE Status
Want the look and feel of new construction? This completely renovated home is a must see. Spacious entry foyer welcomes you into the great room featuring gas fireplace flanked by windows that fill the space with natural light. The updated kitchen showcases a modern design with new white cabinetry and countertops. The primary suite offers a generous walk-in closet and renovated bath with new vanity (2026) and shower. Stylish luxury vinyl plank flooring flows throughout the main level with new carpet (2026) in each of the bedrooms. The lower level is ready for future expansion with an egress window and bath plumbing in place. Major replacements include furnace, water heater, and sump pump (2026). Roof replaced (2025). Enjoy these modern updates designed for today.

70 Bridgewater Ln, Highland
Start Your Search