Refine Search
Sort by
$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

$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

$450,000
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

$200,000
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

$270,000
4 Beds 3 Baths 26043129 MLS ACTIVE UNDER CONTRACT Status
Welcome Home to comfort and functionality! On a spacious corner lot, at 155 Keeven Dr, sits a full brick ranch home in Highland School District 5. Inviting 20'x6' concrete porch. Three full bathrooms. Main floor laundry. Three bedrooms on main level with a 4th non-conforming bedroom (no egress window) downstairs with a large closet! Well-appointed kitchen provides plenty of counter area for meal prep and abundant cabinet space. Separate dining room features a beautiful crystal chandelier and flows in the living room complete with a homey gas fireplace. Patio door from the Living Room leads to the 13'x14' concrete patio perfect for day or night! Downstairs you'll find additional living space! Family room with a wet bar welcomes entertaining family and friends or just relaxing! Gas Heatilator fireplace adds ambiance to the family room area! 19' x 24' mechanical/storage area completes the basement. Oversized, 2 car attached garage. New roof 2025. School Bus Stop right across the street at Keeven and Sunfish! Check out the lake view from the living room and patio!! Contact your favorite Real Estate Agent for a private tour. And then, be ready to pack up and move in. Thank you.

155 Keeven Dr, Highland

$195,000
2 Beds 2 Baths 26042780 MLS ACTIVE UNDER CONTRACT Status
This all brick solid home sits on a corner lot and is move-in ready for its new owners! Great location of walking distance uptown to all the community events, shopping, schools, parks and churches. This home is a quality build with being all brick exterior and interior plaster walls. TLC has also been poured into it, from its updates in the kitchen, interior painting, and hardwood flooring. The home shows bright with all the natural lighting of windows. You will also be surprised of how many closets and how much storage is in this home. Laundry is conveniently located on the main floor or can be moved down to the basement. Basement is unfinished but ready for the new owner to make it their own. Laundry room has a 1/2 bath and a shower and walk-in-closets. Per previous owner, AC is 2016. Boiler for heat is 2017. The heat is in the basement flooring and and in the main level ceiling. Gutters with covers are July 2022. A one car attached garage completes this darling, cozy home. Don't miss out on this one! (Photos are some prior and some vacant photos.)

1401 9th St, Highland

$410,000
4 Beds 3 Baths 26042498 MLS ACTIVE UNDER CONTRACT Status
OPEN HOUSE CANCELED! Welcome home to 25 Rosin Drive in Highland! From the moment you arrive, you’ll feel the care, pride, and love that have gone into every inch of this beautifully updated 4-bedroom, 3-bath home. This home blends timeless style with comfortable living, creating a space where memories are waiting to be made. The heart of the home is the gorgeous kitchen, featuring custom cabinetry, quartz countertops, stainless steel appliances, a glass cooktop, and a stunning tile backsplash—perfect for everything from busy weekday breakfasts to holiday gatherings. Warm, inviting living spaces showcase new flooring, fresh paint, updated lighting, elegant wainscoting, and beautiful finishes throughout, making every room feel welcoming. Downstairs, the finished lower level offers endless possibilities with a newly added kitchenette and cozy built-in fireplace—ideal for movie nights, hosting guests, or creating the ultimate family hangout. Also, a rare bonus, the basement includes a concrete safe room, ideal for storm use or secured storage. Step outside and you’ll find your own private retreat including a above ground pool. Imagine enjoying your morning coffee on the new composite deck, relaxing on the beautiful paver patio as the landscape lighting begins to glow, or spending evenings around the backyard with family and friends. The fenced yard, privacy tree line, and thoughtfully designed landscaping create a peaceful setting you’ll love coming home to every day. With major updates already completed—including a new roof, siding, flooring, bathrooms, landscaping, and so much more—you can simply move in and start your next chapter. Every improvement has been thoughtfully chosen to create a home that is as beautiful as it is functional. This isn’t just a house—it’s a place where birthdays will be celebrated, holidays will be shared, and everyday moments will become lifelong memories. Welcome home.

25 Rosin Dr, Highland

$219,000
2 Beds 1 Baths 26031956 MLS ACTIVE Status
This well-maintained home sits on a desirable corner lot and is move-in ready for its new owners! Step inside to a large living room featuring a recently installed front door and an inviting layout that flows into the spacious dining area and oversized kitchen. The kitchen offers a large center island with seating, making it perfect for gatherings, meal prep, or everyday living. A generous den provides the ideal space for a home office, playroom, or additional family room. The home features 2 large bedrooms, a full bath, an unfinished basement with plenty of storage or future potential, and a 1-car attached garage. Major updates include new windows and a new roof installed in 2023, giving peace of mind for years to come. This is a home that has truly been cared for and is ready for you to make it your own!

1920 Cypress St, Highland

$359,900
3 Beds 2 Baths 26012725 MLS ACTIVE UNDER CONTRACT Status
Welcome to the kind of property buyers wait years to find — a beautifully updated private retreat on nearly 2 acres just outside of Highland, offering the perfect balance of peaceful country living and convenient access to everything town has to offer. Property is OUTSIDE CITY LIMITS - burning on property permitted, as well as having chickens and live stock (in limited quantity). Contact Madison County or Listing Agent for details. Tucked among mature trees and open skies, this all-brick ranch delivers the space, privacy, and lifestyle today’s buyers crave. From quiet mornings overlooking the countryside to evenings spent poolside under the stars, every inch of this property was designed to feel like home. Set on 1.88 acres with approximately 1 acre fully fenced in black aluminum fencing, the outdoor space is truly exceptional. Mature pecan and maple trees provide shade and beauty throughout the property, while the newly added saltwater inground pool creates your own private backyard oasis — complete with surrounding patio space, cover, and included furnishings. Whether you're entertaining guests, hosting summer cookouts, or simply unwinding after a long day, this property offers the kind of outdoor living that’s hard to find. Inside, the home has been extensively updated with a clean, modern feel while still maintaining warmth and character. The spacious living room features a cozy fireplace and updated luxury vinyl plank flooring installed over the original hardwoods, giving buyers both durability and future flexibility. Fresh paint, updated trim, lighting, and refinished interior doors create a move-in-ready experience from the moment you walk through the door. The completely refreshed kitchen is a standout feature, showcasing refinished cabinetry, quartz countertops, ceramic tile flooring, stainless steel appliances, and functional pocket doors. Just off the kitchen, the breakfast room offers peaceful views of the surrounding property — the perfect place to start your morning coffee routine. The thoughtfully redesigned main level now offers three oversized bedrooms with generous closet space and versatility for families, guests, or work-from-home living. The full bath includes dual vanities and an updated tub/shower combination designed for everyday comfort. Downstairs, the nearly finished lower level dramatically expands the home’s living space and possibilities. A massive recreation room creates the perfect setting for movie nights, game days, hobbies, or entertaining. The lower level also features a huge bonus room with a walk-in closet and full bath ideal for guests, multi-generational living, or a private suite setup. Additional spaces include a dedicated office, second bonus room, utility space, and abundant storage. Practical upgrades continue throughout the property, including a new asphalt driveway (2021), roof replacement (2020), oversized gutters, storm door, attached oversized two-car garage with workshop space, and a functional mudroom breezeway. Fiber internet availability makes remote work and streaming seamless, while the propane tank — currently approximately 70% full — is included for the new owner at no additional cost. Properties like this rarely come available — offering acreage, privacy, extensive updates, and a true lifestyle setting just minutes from Highland’s shopping, dining, schools, and conveniences. If you’ve been searching for a forever home with room to breathe, space to entertain, and the peace of country living without sacrificing convenience, this is the one. Appraisal completed April 2026 and met $390,000.

2712 Vulliet Rd, Highland

$279,900
3 Beds 3 Baths 26006835 MLS ACTIVE Status
NESTLED ON THE EDGE OF CITY LIMIT RELAX & ENJOY THIS EXCELLENT WELL MAINTAINED HOME IN A QUIET ESTABLISHED NEIGHBORHOOD; FEATURING: 2006 RANCH HOME/VILLA With 3 Bedrooms & 3 Baths; Large Living Room With Fireplace & Vaulted Ceilings; Eat-In Kitchen With Breakfast Island, Dishwasher, & Pantry, MAIN FLOOR LAUNDRY; Full Finished Basement With Egress Window & 9 Foot Basement Pour; High Efficiency Gas Furnace; Sump Pump; 200 AMP Electrical Service; High Speed Internet Available; Two Car Attached Garage With Opener; Covered Front Porch; Patio; TOTAL ROOF REPLACEMENT FOR BOTH UNITS A & B FEBRUARY 2026; New Carpet Installed In Basement (4/01/26); Near Schools, Shopping, Hospital & Fine Dining; LOCATED: 35 Minutes From SCOTT AFB & Downtown St. Louis.

55 Bridgewater Ln Unit A, Highland