Highland Real Estate

Highland Real Estate

Welcome to Highland, Illinois – a charming city nestled in the heart of Madison County. Known for its picturesque landscapes and vibrant community spirit, Highland offers a perfect blend of small-town charm and modern conveniences. With a population of just over 9,000 residents, this welcoming city is an ideal place for families, retirees, and everyone in between.

Highland boasts a rich history that dates back to the 1800s, reflected in its beautifully preserved architecture and local landmarks. The city is famous for its annual events, such as the Highland Homecoming Festival, which brings the community together to celebrate with food, music, and fun activities for all ages. Nature enthusiasts will appreciate the abundance of parks and recreational opportunities, including the scenic trails at the Highland City Park and the picturesque views along the Kaskaskia River.

Education is a cornerstone of Highland, with highly-rated schools that prioritize student success and community involvement. The city also offers a variety of local shops, restaurants, and services, ensuring that residents have everything they need right at their fingertips.

For those commuting to nearby cities, Highland is conveniently located just 30 miles from St. Louis, making it an ideal spot for those who want to enjoy the tranquility of suburban living while being close to the excitement of urban life.

Whether you’re searching for your dream home or looking to invest in a thriving community, Highland, IL, is a hidden gem that promises a fulfilling lifestyle. Come explore all that this delightful city has to offer!

Newest Listings in Highland

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

4 Beds ⋅ 4 Baths ⋅ 26047204 MLS ⋅ ACTIVE Status

Welcome to 235 Baneberry Drive, where space, comfort, and exceptional outdoor living come together in one of Highland's most desirable neighborhoods. Situated on one of the largest lots in Prairie Trails Subdivision and located within the award-winning Highland School District, this beautifully updated home offers over 3,400 square feet of thoughtfully designed living space with 4 bedrooms and 3.5 bathrooms. Inside, you'll find generous room sizes and numerous updates throughout, including a remodeled basement, renovated bathrooms, a refreshed primary suite, updated stair railing, and updated trim, baseboards, and hardware. The flexible floor plan provides multiple living and entertaining spaces, making it ideal for everything from growing families to those who work from home. The backyard is truly the showpiece of this property. Designed for entertaining year-round, it features an expansive patio, custom stone fireplace, built-in stone grill, hot tub, mattress swing, and an oversized backyard with plenty of room to relax, play, and host family and friends. Additional highlights include an attached two-car garage, spacious bedrooms, new roof, and a prime location just minutes from shopping, restaurants, parks, and convenient interstate access. Homes offering this combination of size, updates, outdoor amenities, and location rarely become available. Schedule your private showing today and experience everything this exceptional Highland home has to offer.

235 Baneberry Dr, Highland

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

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

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

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

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

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

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

3 Beds ⋅ 3 Baths ⋅ 26044281 MLS ⋅ ACTIVE UNDER CONTRACT Status

One of a Kind Custom Country Home with Exceptional Craftsmanship! Experience the warmth, character, and timeless quality of this truly one of a kind custom built home, thoughtfully designed by its original owner and lovingly crafted by the family. Situated on 9+ acres with a blend of timber and pasture, this 3 bedroom, 3 bathroom property offers breathtaking country views, abundant wildlife, and convenient access to Rt. 40. Inside, you'll find extraordinary craftsmanship throughout. The walls are finished with 3/4 inch tongue and groove walnut, cherry, and oak paneling harvested directly from the property. Distinctive hand chiseled interior brickwork adds warmth and character throughout the home. The spacious family room features angled windows designed to reduce glare and heat transfer while filling the space with natural light and showcasing the surrounding countryside. Every closet is cedar lined with built in lighting, and the attached garage includes a service pit for convenient vehicle maintenance. Outside, the home is full brick with Andersen windows, and is accented by five custom stone pillars, a unique personal touch incorporated into the original design. A 60' x 80' equipment shed with electric and concrete floor, provides excellent space for equipment, storage, or hobbies. Deer are frequent visitors, making this a peaceful country retreat. All kitchen appliances stay, making this exceptional home move in ready. Combining remarkable craftsmanship, thoughtful design, and beautiful acreage, this is a rare opportunity to own a truly unique property. Property is being sold "AS-IS"

11405 Lake Rd, Highland

2 Beds ⋅ 1 Baths ⋅ 26044199 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ West Broadway Condos BLDG.

Wow! This beautiful 2 bedroom 1 bath condo offers no step entry, open floor plan, divided bedrooms, lighting accents on walls. Large primary bedroom w/walk-in closet and stackable W & D that stay. Bedroom 2 has closet organizer, kitchen features maple cabinets with breakfast bar, backsplash, appliances stay, nice size bathroom has shower w/seat, comfort height toilet, linen closet. Two covered parking spaces 1 B and !B side by side. Large mailbox # 5 is for this unit. HOA is $104, per month. See attached HOA

429 Broadway Unit 1, Highland

3 Beds ⋅ 3 Baths ⋅ 26039455 MLS ⋅ ACTIVE Status

Welcome to 24 Cardinal Lane in Highland! This 3-bedroom, 2.5-bath home offers a functional floor plan, generous living spaces, and endless potential to make it your own. The primary bedroom features a private half bath, while the partially finished walk-out lower level provides additional living space, a bathroom, laundry area, and plenty of storage. Whether you're looking for a family room, home office, recreation space, or room to expand, the flexible lower level offers countless possibilities. Plus, enjoy added peace of mind knowing the roof is only 5 years old. Conveniently located in an established neighborhood close to schools, parks, shopping, and dining, this home is ready for its next chapter. Bring your ideas and make it your own!

24 Cardinal Ln, Highland

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