12

Highland, IL Houses for Sale

Section Image
  • /99

    $1,329,000

    • 6 Beds
    • 7 Baths
    • 10,780 Sq Ft

    13642 Saint Rose Rd, Highland, IL 62249

    This exceptional property offers the perfect blend of luxury, privacy, and recreationall just minutes from town. Set on 14 beautifully maintained acres, it features a stocked pond, saltwater pool, and lush landscaping that gives the estate a resort-like feel. Inside, the spacious chef’s kitchen is designed for entertaining, while large windows flood the home with natural light. The private

    Living Dream

    13642 Saint Rose Rd, Highland, IL 62249
  • /47

    $345,000

    • 3 Beds
    • 3 Baths
    • 3,034 Sq Ft

    4822 Cedar Spring Dr, Highland, IL 62249

    Check out this beautiful 3 bed 3 bath home in Highland School Dist. Plus 2 more non conforming bedrooms with walk in closets in the lower level. The house has been newly landscaped with low maintenance and gorgeous flowering plants. Walk in and you will be greeted by the open concept, vaulted ceilings and floor to ceiling stone gas fireplace. The kitchen has tons of cabinets and counter space

    Nicole Schweitzer Re/Max Alliance

    4822 Cedar Spring Dr, Highland, IL 62249
  • /58

    $400,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 4.5 Baths
    • 3,770 Sq Ft

    295 Canterbury Ln, Highland, IL 62249

    STUNNING Home on a GORGEOUS Corner Lot in the LOVELY Cambridge Meadow Neighborhood! Welcome to this EXQUISITE, SPACIOUS & CONVENIENTLY LOCATED 1 1/2 Story BEAUTY! There's SOMETHING for Everyone! Just a few of the Key Features of this BEAUTY Include a THOUGHTFULLY designed Floor Plan making Entertaining & Everyday Living is a Breese! Situated on a Corner Lot you'll be captivated by the MANY

    Kim Johnson Equity Realty Group, LLC

    295 Canterbury Ln, Highland, IL 62249
  • /40

    $650,000

    • 3 Beds
    • 2.5 Baths
    • 2,448 Sq Ft

    3918 Buffalo Rd, Highland, IL 62249

    Custom-built ranch on nearly 9 acres in sought-after Triad School District! This 3-bed, 2.5-bath home features a split floorplan with spacious, open living areas flooded with natural light—perfect for everyday living and entertaining. The large kitchen, dining, and living space flow seamlessly, while the full unfinished basement with roughed-in plumbing offers endless potential. Outside, enjoy

    Jennifer Teske RE/MAX Alliance

    3918 Buffalo Rd, Highland, IL 62249
  • /46

    $465,000

    • 3 Beds
    • 2.5 Baths
    • 2,708 Sq Ft

    4303 State Route 160, Highland, IL 62249

    4.44 ACRES OF BEAUTIFUL TREES ADJOINING HIGHLAND SILVER LAKE! All brick home, remodeled kitchen in 2020, hardwood floors. The double sided masonry gas FP adds to the living room and first floor family room, with another masonry woodburning FP in the downstairs rec room. The laundry/mud room is just off the kitchen and inside the back door to the pool. The property includes a 30x40 outbuilding

    Lois Cremin Equity Realty Group, LLC

    4303 State Route 160, Highland, IL 62249
  • /18

    $399,900

    • 5 Beds
    • 3 Baths
    • 4,732 Sq Ft

    1312 Old Trenton Rd, Highland, IL 62249

    Step back in time to when homes were built to last for generations to come! This 1870 Victorian inspired, Colonial Revival was built by one of Highland's founding families and sits on 1.03 acres adjacent to a park with walking trails. Adjoining 2.06 parcel can be sold separately for $60,000 or combined with this parcel for $460,000 total. Step inside to discover 11 spacious rooms, 2 open

    Diane Korte-Lindsey Coldwell Banker Brown Realtors

    1312 Old Trenton Rd, Highland, IL 62249
  • /43

    $459,900 Open Sun 1PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 3,420 Sq Ft

    1814 Poplar St, Highland, IL 62249

    Your Home is Your Castle! This stunning Tudor style home is situated on 1.2 park like acres, complete with private pond! Experience the charming classic architecture of the brick and stone exterior, slate roof and copper gutters and turret style front entry. Inviting outdoor amenities include a 30 x 30 Trex deck with gazebo that overlooks the pond and is adjacent to the relaxing year around

    Diane Korte-Lindsey Coldwell Banker Brown Realtors

    1814 Poplar St, Highland, IL 62249
  • /44

    $283,500

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    1601 Poplar St, Highland, IL 62249

    Step into this beautifully renovated 1940s 3 bed, 2 bath perfectly located in the heart of Highland, walking distance to schools, restaurants, shops and more. Nestled on a spacious lot and half. This home seamlessly blends timeless character with modern update, making it ideal for a forever home or a fantastic investment opportunity as a potential Airbnb. Inside, you will find refinished oak

    Ashley Cress RE/MAX Alliance

    1601 Poplar St, Highland, IL 62249
  • /21

    $269,000

    • 3 Beds
    • 2 Baths
    • 2,100 Sq Ft

    32 Lexington Ln, Highland, IL 62249

    TRIAD SCHOOL DISTRICT!!! Welcome home to this inviting 3-bedroom, 2-bath ranch nestled on a quiet cul-de-sac. Sitting on a full acre, this property offers the space and privacy families love, with a fenced backyard that’s perfect for kids, pets, and outdoor gatherings. Inside, you’ll find a comfortable layout, a finished basement for extra living space, and an attached 2-car garage. Recent

    Jake Kline Real Broker LLC

    32 Lexington Ln, Highland, IL 62249
  • /45

    $315,000

    • 3 Beds
    • 2.5 Baths
    • 2,630 Sq Ft

    2364 Marine Rd, Highland, IL 62249

    Welcome to your dream retreat! This charming rural ranch home sits on a spacious 0.66-acre lot and offers the perfect blend of comfort, space, and functionality. With an attached 2-car garage, detached 4-car garage, and two carports, there’s plenty of room for vehicles, toys, or hobby space—plus ample parking for guests. Inside, you’ll find 3 bedrooms and 2 full baths on the main level, including

    Amanda Stehlik Equity Realty Group, LLC

    2364 Marine Rd, Highland, IL 62249
  • /2

    $187,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 1 Bath
    • 1,853 Sq Ft

    1420 12th St, Highland, IL 62249

    Welcome to this charming Craftsman bungalow, perfectly situated on a corner lot in the heart of Highland, IL. This historic 3-bedroom, 1-bath home radiates character with its full brick exterior and beautifully preserved original hardwood floors and millwork. Distinctive lighting and elegant glass French doors highlight the seamless flow between the living and dining areas.The kitchen is

    Hector Leon Coldwell Banker Brown Realtors

    1420 12th St, Highland, IL 62249
  • /42

    $100,000 Open House 9/21

    • 3 Beds
    • 2.5 Baths
    • 2,025 Sq Ft

    2352 Hickory Hill Ln, Highland, IL 62249

    Price listed is Starting Bid Only. Bidding starts closing 9/24/2025 @ 6 p.m. Imagine pulling down a tree-lined drive and arriving at this lovingly cared-for split-level sanctuary, nestled on 5.39 acres of rolling lawns, untouched fields, and mature woodlands. The morning sun filters through towering trees, warming the spacious living room where plush carpet and generous windows welcome you home.

    Adam Jokisch Adams Auction & Real Estate Services Inc.

    2352 Hickory Hill Ln, Highland, IL 62249

Why Live in Highland

Highland, Illinois, is a family-oriented community in Madison County with a population of around 10,000. Known for its scenic sights and low crime risk areas, residents enjoy evening walks, fishing, and attending concerts and festivals at local parks. The community has a rich heritage with popular festivals like Switzerfest and Kirchenfest celebrating its Swiss, German, and French roots. Highland offers a variety of home styles, including renovated brick homes and lakefront ranch-style houses. The local schools are highly rated, with Highland Community Unit School District No. 5, Highland Middle, and Highland High providing quality education, including dual credit courses at the high school level. For dining, Urban Farmhouse Eatery & Pie Company is famous for its pies, while North American Outfitters caters to bowhunters and archery fans. Silver Lake Park, a 550-acre reservoir, offers fishing, kayaking, and an 18-hole disc golf course. Denis H. Rinderer Park features a fully accessible playground. Highland Speedway hosts dirt races, adding to the list of things to do in Highland. The community is about 30 miles from downtown St. Louis and 45 miles from St. Louis Lambert International Airport, with several Metro Bus stops available for convenient commuting.

Home Trends in Highland, IL

Housing Trends

Median Sale Price
$225,000
Median Single Family Sale Price
$239,950
Median Townhouse Sale Price
$195,000
Median 2 Bedroom Sale Price
$149,000
Average Price Per Sq Ft
$131
Number of Homes for Sale
6
Last 12 months Home Sales
118
Months of Supply
0.60
Median List Price
$225,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
How to Buy a Home How to Finance a Home How to Sell a Home