Highland Homes for Sale

Highland Homes for Sale

Welcome to Highland, Illinois – a charming city nestled in the heart of Madison County, where small-town warmth meets modern convenience. Known for its rich history and vibrant community spirit, Highland offers a delightful blend of picturesque landscapes and a welcoming atmosphere. With its tree-lined streets, friendly neighbors, and a strong sense of community, it's no wonder that many people are calling Highland home.

Highland is conveniently located just a short drive from the bustling city of St. Louis, making it an ideal choice for those seeking a peaceful retreat without sacrificing access to urban amenities. The city boasts an array of parks, recreational facilities, and local shops, ensuring there’s always something to do. Families will appreciate the highly-rated schools and a variety of community events throughout the year, fostering a strong connection among residents.

If you’re in the market for a new home, Highland has a diverse selection of properties for sale that cater to various tastes and budgets. From charming single-family homes with spacious yards to modern townhouses and cozy bungalows, there’s something for everyone. Whether you’re a first-time homebuyer or looking to upgrade, Highland's real estate market offers ample opportunities to find your dream home.

Explore the beauty and charm of Highland, where quality living meets affordability. With its friendly community, excellent amenities, and a range of homes for sale, Highland is ready to welcome you home. Discover your perfect property today and experience all that this delightful city has to offer!

Newest Highland Homes for Sale

$350,000
3 Beds ⋅ 2 Baths ⋅ 26058392 MLS ⋅ ACTIVE Status
BEAUTIFULLY UPDATED ranch home located in the desirable Augusta Estates neighborhood of Highland! Conveniently situated with easy access to schools, shopping, dining, medical facilities, and interstate, this impressive 3-bedroom, 2-bath with a full basement Ranch home has been thoughtfully renovated and is MOVE-IN READY! Step inside and immediately appreciate the beautiful flooring throughout. The spacious living room features gorgeous hardwood flooring, while the kitchen and bathrooms are highlighted by attractive ceramic tile. The Living Room is Open with plenty of natural light and furniture placement options. Completely renovated in 2024, the kitchen is sure to impress with updated cabinetry, countertops, backsplash, flooring, appliances, and a spacious center island/breakfast bar offering additional seating and workspace. The large Primary Suite features a spacious walk-in closet and Beautifully renovated En suite bath (2021), complete with a separate shower, soaking tub, double vanities, updated lighting, and plenty of room to unwind. Additional improvements include newer light fixtures, outlets, and switches throughout the home. The Lower Level has been framed out with potential bedroom (Egress Windows), Family/Rec Room, 3rd Bathroom (Toilet and Shower installed...just needs a vanity) and Storage. The exterior is equally impressive with a NEW ROOF (2020), NEW SIDING (2026), professional landscaping, an attached 2-car garage, and a large, beautifully shaded deck—perfect for relaxing or entertaining outdoors. Beautifully updated, wonderfully maintained, and conveniently located in one of Highland's sought-after neighborhoods, this Augusta Estates ranch is ready to welcome you HOME!

85 Whistling Straits Dr, Highland
$350,000
3 Beds ⋅ 2 Baths ⋅ 26057493 MLS ⋅ ACTIVE Status
Welcome to 35 Whistling Straits Drive, situated in the beautiful Augusta Estates neighborhood in Highland IL and conveniently located to all amenities! This phenomenal ranch home offers 3 bedrooms, 2 full baths, a full basement, and a level, fenced backyard with so much to love! Step inside the welcoming foyer and immediately be impressed by the gorgeous LVP flooring flowing throughout the home. The spacious living room is filled with natural light and highlighted by a vaulted ceiling and cozy gas fireplace. The beautifully remodeled kitchen (2024) is sure to impress, featuring a large center island, quartz countertops, under-cabinet lighting, freshly painted cabinetry, and stainless-steel appliances! Ceiling in Kitchen, Living Room & Hallway also painted! The HUGE primary bedroom boasts a walk-in closet and spacious En suite with a separate tub and shower. Two additional generously sized bedrooms and a full hallway bath and laundry room complete the main floor. Ready for even more space? The full basement offers tremendous potential for future expansion with 3 egress windows and rough-in plumbing, just waiting for your finishing touches! Outside, enjoy the spacious, fenced backyard and fantastic covered patio featuring a beautiful wood ceiling and ceiling fan—perfect for relaxing or entertaining! Additional upgrades include front exterior up-lighting, new landscaping in both the front and backyard, a new full-view front door & new garage door. Beautifully updated, wonderfully maintained, and located in one of Highland’s desirable neighborhoods, this is a fantastic opportunity you won’t want to miss! Public Open House Sunday, September 13, from 1–3 PM. Schedule your showing today! Roof 2017, A/C 2022.

35 Whistling Straits Dr, Highland
$250,000
3 Beds ⋅ 2 Baths ⋅ 26057502 MLS ⋅ ACTIVE Status
Charming Highland Home with Space, Flexibility & Endless Possibilities! Welcome home to this adorable 3-bedroom, 2-bath home perfectly situated in the heart of Highland! With schools, shops, restaurants, and everyday conveniences all within walking distance, this home offers the ideal combination of comfort, character, and location. Step inside to find beautiful original hardwood floors throughout the main level, where you'll find two bedrooms and a full bath. The kitchen offers practical updates while all appliances stay with the home. The spacious dining room off the kitchen and large living room offer ample space for entertaining. Upstairs, a huge, versatile space awaits—use it as a third bedroom (huge walk in closet), playroom, home office, hobby space, or additional family room. The possibilities are truly endless! The finished lower level adds even more living space, featuring a family room area, full bathroom with stand-up shower, and a non-conforming bedroom—perfect for guests, a home office, gym, or additional flex space. You'll love the thoughtful mechanical and basement improvements, including a 2020 HVAC system with an Aprilaire touchscreen Wi-Fi thermostat, dehumidifier, and ultraviolet air treatment system. Outside, enjoy the fully fenced backyard with white vinyl privacy fencing, providing a great space for pets, play, entertaining, or simply relaxing. A large detached garage offers plenty of room for parking plus a dedicated workshop area—ideal for projects, hobbies, storage, and more. Main floor updates include: New bath flooring, fresh paint, and main floor lighting. Upper level updates include foam insulation, newer windows (2019), and added electric heat & AC (2022) for year-round comfort. Exterior updates include garage roof (2022) and rear steps (2026). With its inviting character, flexible living spaces, extensive updates, spacious garage, and unbeatable walkable Highland location, this one is ready to welcome its next owner. Come see all the possibilities this charming home has to offer!

1513 Broadway, Highland
$50,000
4 Beds ⋅ 2 Baths ⋅ 26057310 MLS ⋅ ACTIVE Status
Price listed is Starting Bid Only. Bidding starts closing 9/30/2026 @ 5 p.m. Opportunity awaits with this potential-filled 4BR/2BA single-family home situated within an established Highland, IL neighborhood near parks, schools and local amenities! The spacious layout offers a full basement, detached garage and plenty of room to make the property your own. The front entrance opens into a generously sized living room filled with natural light. The main-level primary bedroom is conveniently located next to the combined family and dining room, which flows into the large kitchen featuring a cozy breakfast nook. A full bathroom and additional storage area are conveniently located near the kitchen. The upper-level houses three additional bedrooms, along with an unfinished room that offers the potential to be completed and used as a fifth bedroom, office or flex space. These rooms share a 3/4 bathroom. The full, unfinished basement provides exterior walk-up access and houses the home’s utilities, along with washer and dryer hookups. Outside, enjoy the mature neighborhood views from the large covered front porch or entertain guests on the concrete patio overlooking the fully fenced backyard. A detached single-car garage with a poured concrete driveway provides additional parking and storage. With its spacious floor plan, flexible living spaces and desirable Highland location, this property presents an excellent opportunity for an owner-occupant, investor or savvy renovator. Property will sell under auction terms and be sold AS- IS, WHERE-IS. Seller, will not make any repairs as a result of any building, occupancy, or environmental inspections. Buyer will be required to sign an Auction Purchase & Sale Agreement if final bid is accepted by Sellers.

1409 Lemon St, Highland
$269,000
3 Beds ⋅ 2 Baths ⋅ 26056109 MLS ⋅ ACTIVE Status
Welcome to this cute, move in ready home located in Triad School district. This home is located in Stonebrook estates, has a 2 car garage and sits on a nice private (back property line), level, good size lot. A utility shed w/ loft area adds to the storage space available in this home. This home hosts 3 bedrooms, 2 full baths and main floor laundry. The living room is open to the dining area. Home does have working, maintained wood burning stove. Make an appt to view this home today!

30 Lexington Ln, Highland
$235,000
3 Beds ⋅ 2 Baths ⋅ 26056180 MLS ⋅ ACTIVE Status
Cute, current and move-in ready! This charming Highland home offers comfortable living spaces, thoughtful updates and a location that puts convenience at your fingertips. The updated interior provides a fresh, welcoming feel, while the partially finished lower level adds valuable additional living space and includes a 3/4 bath and egress window, offering the flexibility for a possible 4th bedroom, home office, guest space or recreation area. Enjoy the private, fenced backyard, perfect for relaxing and entertaining. A covered patio extends the outdoor living space and provides a great spot to enjoy the yard. Eat in kitchen has Corian countertop and 3 yr old appliances that stay with the house. The attached garage adds everyday convenience, storage and has a new insulated garage door. The installation of a new roof is just around the corner giving buyers added peace of mind from day one. Ideally located close to schools, parks, shopping and interstate access, this adorable home offers the perfect combination of comfort, updates, outdoor space and convenience. See it. Love it. Make it yours.

20 Crest Dr, Highland
$179,000
3 Beds ⋅ 3 Baths ⋅ 26056737 MLS ⋅ ACTIVE Status
Discover the potential of country living with this 3-bedroom, 2.5-bath fixer-upper situated on 4.05 acres. Bring the HORSES. With plenty of room to put the finishing touches on your home in the country, this property offers a wonderful opportunity for buyers ready to bring their vision and personal touches to life. Two sheds provide additional space for horses, vehicles, tools, hobbies, or outdoor equipment. Enjoy the privacy and possibilities of a spacious rural setting - a great opportunity to make it yours!

3708 State Route 160, Highland
$279,500
2 Beds ⋅ 2 Baths ⋅ 26055697 MLS ⋅ ACTIVE Status
THE VILLAGE AT FAITH COUNTRYSIDE IS A GREAT RETIREMENT COMMUNITY THAT IS HANDICAPPED ACCESSIBLE FOR SENIORS. THIS VILLA FEATURES LARGE OPEN FLOOR PLAN. LIVING ROOM IS VAULTED. KITCHEN FEATURES MANY CABINETS W/BREAKFAST BAR & APPLIANCES. SUNROOM HAS SLIDING DOOR TO PATIO & VIEW OF THE POND. LAUNDRY HAS W & D, CABINET & SHELF. 2 BEDROOMS, 2 BATHROOMS. PRIMARY BATHROOM HAS A 5’ WALK-IN SHOWER, LINEN CLOSET, MEDICINE CABINET. OVERSIZE (21X 25) 2 CAR ATTACHED GARAGE W/WHEELCHAIR RAMP. HOA is $250 per month. Being sold AS IS.

36 Korte Dr, Highland
$485,000
3 Beds ⋅ 3 Baths ⋅ 26055984 MLS ⋅ ACTIVE Status
Beautiful 3 Bedroom, 3 Bath Home on 1 Acre. Looking for space, privacy? This home offers plenty of room both inside and out! 3 bedrooms | 3 bathrooms 1-acre lot. Open-concept living room and kitchen with a spacious layout ideal for entertaining and everyday living Finished basement with 3 bonus rooms — ideal for an office, gym, playroom, guest space, or whatever fits your needs New roof — 2025 New HVAC — 2023 New water heater — 2021 This home offers the perfect combination of comfortable living space, an open and inviting main living area, a large lot, and valuable updates already completed. Plenty of room to spread out!

20 Glory Dr, Highland
$799,000
6 Beds ⋅ 4 Baths ⋅ 26055423 MLS ⋅ ACTIVE Status
Stunning Mid Century Modern design on 2.83 acres of lakefront property! Completely renovated inside and out, this exceptional 6 bedroom, 4 bath home combines timeless character with modern amenities in a park like setting. The extensive renovation includes new energy efficient doors and windows, exterior painting and low maintenance siding. Two new hvac systems were installed, updated plumbing inside and out, new interior doors and trim, all new lighting fixtures, The completely updated kitchen features new cabinetry, quartz countertops, glass tile backsplash, pot filler and GE Cafe appliances. Kitchen opens to an inviting hearth room with wood burning fireplace and a triple sliding door to the back yard that lets in abundant natural light. Large storage room behind the fireplace could be used as a walk-in pantry. Primary suite offers a lake view, dressing area and updated bath with deep soak tub, walk-in shower, double vanity and a bidet toilet. All bedrooms are spacious with generous sized closets. Plenty of room for vehicles and toys in either the attached 2 car garage and an adjacent 32x32 3 car garage, both with new doors and garage door openers. Floors in kitchen, dining, family and hearth rooms have an epoxy finish. 28 ft. round pool is one year old and includes all equipment. Great fishing in your own back yard! This is truly a one of a kind home in a serene location! One of the listing agents is related to the sellers.

13750 Kayser Rd, Highland
$499,000
3 Beds ⋅ 2 Baths ⋅ 26054310 MLS ⋅ ACTIVE Status
Welcome to this beautiful 3.51-acre country property on Klaus Lake Rd, offering plenty of space, privacy, and great scenery. This ranch-style home features 3 bedrooms, 1.5 baths, and a full basement. Basement includes living room area with an electric fireplace, a bonus room and a large area that could be used for entertaining, recreation, or relaxation. Enjoy the outdoors from the concrete patio just off the kitchen, complete with its own fireplace—an ideal spot for gatherings, relaxing evenings, or enjoying the peaceful country setting. The property also offers a very large backyard with plenty of room to play, garden, entertain, or simply enjoy the open space. For those looking for a workshop, hobby space, storage, or room for equipment, the property includes an impressive 40' x 64' detached building. The building has electricity, water, concrete floors, and a wood-burning stove, making it an excellent setup for a workshop or year-round project space. A convenient lean-to off the building provides additional covered storage and could be used for trailer storage, equipment, or livestock. The fenced in 2 acres part was used for livestock and also has a 1/8 acre pond. With 3.51 acres, a spacious ranch home, substantial outbuilding, pasture, pond, and an expansive backyard, this property offers the perfect combination of country living, usable acreage, and functional space.

13906 Klaus Lake Rd, Highland
$425,000
3 Beds ⋅ 3 Baths ⋅ 26045437 MLS ⋅ ACTIVE Status
Welcome to 15 Atwood Ct in Highland! This beautifully maintained ranch offers an inviting open-concept design, stylish finishes, and an impressive amount of living and entertaining space. Step inside to soaring vaulted ceilings, abundant natural light, and attractive flooring that flows throughout the main living areas. The spacious kitchen is the heart of the home, featuring crisp white cabinetry, granite countertops, stainless steel appliances, a tile backsplash, and an oversized center island with plenty of seating. The adjoining dining area provides easy access to the backyard patio, while the open living room creates a comfortable space for everyday living and gatherings. The primary suite offers a relaxing retreat with a walk-in closet and private bath featuring a double vanity and walk-in shower. Two additional bedrooms, a full bath, and convenient main-floor laundry complete the main level. Downstairs, the finished lower level expands your options with a large recreation room, family room, and a fantastic wet bar/beverage area with cabinetry, sink, beverage cooler, and refrigerator. Ideal for entertaining, game nights, or movie nights. An additional bonus room, half bath, utility area, and generous storage add even more versatility. Outside, enjoy the covered front porch, patio, fenced backyard, and covered outdoor gathering area. A spacious 2-car garage completes this move-in-ready Highland home! Before making an offer on any property, buyer should independently verify all MLS data derived from various sources and not warranted accurate.

15 Atwood Ct, Highland
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