Welcome to Highland Living
Discover Highland Homes for Sale with Dream Homes with Jake
Highland, Illinois offers a warm blend of community, convenience, and growth. When you search for Highland homes for sale or explore Highland IL real estate, Dream Homes with Jake is ready to guide you. Our goal: to help you find not just a house—but a home where your life grows, comfortably and confidently.
The Highland Appeal
Why Highland Stands Out
The Best of Both Worlds
Highland, Illinois offers small-town charm with quick access to St. Louis. With local parks, friendly neighborhoods, and a strong sense of community, houses for sale in Highland IL attract families, professionals, and retirees seeking comfort and connection.
Homes That Fit Your Lifestyle
From historic homes on Main Street to modern builds in newer neighborhoods, Highland offers something for everyone. Many properties balance character and value, with average prices around $225,000, making it a smart option for buyers.
Close to Everything You Need
Highland provides everyday convenience with schools, healthcare, shopping, and parks nearby. Its location makes commuting simple, while still offering a slower pace of life—ideal for those who want the best of both suburban and small-town living.
A Partner You Can Trust
At Dream Homes with Jake, we guide buyers through Highland’s market with local expertise and personal care. From touring homes to closing deals, our mission is to help you find the right place with clarity and confidence.
What Should You Look For?
Important Factors When Buying
As you review houses for sale in Highland IL, keep these key factors in mind:
- Neighborhood & character – Some streets are historic, others more modern.
- Home condition & updates – Look at roof, plumbing, HVAC, structural integrity.
- Lot size & outdoor space – Many buyers want yards or gardens; others prefer low-maintenance.
- Proximity to amenities – Schools, shops, parks, and transportation all matter for daily life.
- Resale potential & growth – Areas with ongoing development tend to hold or gain value.
At Dream Homes with Jake, we help you evaluate all these factors so your purchase is smart and satisfying.
Our Process, Your Peace of Mind
Important Factors When Buying
As you review houses for sale in Highland IL, keep these key factors in mind:
- Neighborhood & character – Some streets are historic, others more modern.
- Home condition & updates – Look at roof, plumbing, HVAC, structural integrity.
- Lot size & outdoor space – Many buyers want yards or gardens; others prefer low-maintenance.
- Proximity to amenities – Schools, shops, parks, and transportation all matter for daily life.
- Resale potential & growth – Areas with ongoing development tend to hold or gain value.
At Dream Homes with Jake, we help you evaluate all these factors so your purchase is smart and satisfying.
Real Estate Expertise You Can Trust
Our Commitment to You
Buying or selling a home doesn’t need to be overwhelming. With us, you’ll experience:
Personalized Service
We listen, understand your goals, and customize your real estate journey to fit you.
Transparency & Trust
We provide honest guidance, simple explanations, and clear updates throughout every transaction stage.
Market Expertise
Our deep knowledge of O’Fallon neighborhoods helps you make confident, smart buying or selling choices.
Full Support
We handle marketing, negotiations, inspections, and closing details so you enjoy a stress-free process.
Personalized Service
We listen, understand your goals, and customize your real estate journey to fit you.
Transparency & Trust
We provide honest guidance, simple explanations, and clear updates throughout every transaction stage.
Market Expertise
Our deep knowledge of O’Fallon neighborhoods helps you make confident, smart buying or selling choices.
Full Support
We handle marketing, negotiations, inspections, and closing details so you enjoy a stress-free process.
EXCELLENT Based on 41 reviews Posted on Erin FitzlerTrustindex verifies that the original source of the review is Google. Ive never been treated kinder in a real estate negotiation. I threw this fella in a whirlwind of a doozy of a situation. He handled it like a champ and true professional with and humor to boot. He has been as sweet as they come. Caring, cosiderate and excellent in his communication skills. Really adorable .and all around gentleman. Call him!!Posted on Scott McDanielTrustindex verifies that the original source of the review is Google. Jake takes care of all your needs!Posted on Aaron MooreTrustindex verifies that the original source of the review is Google. Jake and his staff made a very tough situation ggo as smooth as possible. Jake showed empathy, listened to what I had to accomplish with this sale, and guided me every step of the way. I can not express how grateful I am for his help and the care he demonstrated from start to finish. Thanks, Jake!Posted on Jon MorlenTrustindex verifies that the original source of the review is Google. Jake worked with me and educated me on various issues. He went above and beyond my expectations. Really grateful I got to work with you. I highly recommend Jake Kline.Posted on Vivian CostonTrustindex verifies that the original source of the review is Google. Buying my first home in the USA was a breeze thanks to Jake Kline. He's a good negotiator, honest, timely, very available and has a bunch of reliable connections who can help with the small house repairs/adjustments if needed. Very friendly and professional. Highly recommend.Posted on Candace PortzTrustindex verifies that the original source of the review is Google. Jake, we can’t thank you enough for helping us find our dream home! I know the process took months and 3 different contracts, but you stuck it out with us! Thank you for showing us many many homes and always sending the newest listings. Thank you for always quickly answering any questions we had and the constant contact. We were very impressed with how easy and organized the electronic document signing process was. We will be telling all our friends looking to buy a home to come see you the #BestDamnRealtor ! THANK YOU Jake for getting us into our dream home!Posted on JonTrustindex verifies that the original source of the review is Google. Jake is very knowledable and always answers his phonePosted on James TedfordTrustindex verifies that the original source of the review is Google. Jake was a dream come true. Super knowledgeable, always answers his phone, super informative, and has a voice of an angel. A true songbird of our generation. Impeccable. Any way, please use him for real estate. You won't regret it!Posted on Andrew WilderTrustindex verifies that the original source of the review is Google. We worked with Jake when looking to buy our first home and we couldn’t have been happier throughout the entire process. With this being our first time experiencing the home-buying market, he was extremely knowledgeable of each property, common items to be aware of, neighborhood trends and comparisons, and had a great way keeping things simple and easy to comprehend. We always had good communication and we would have appointments to see a home on the next day after seeing the listing, or even the same day as it so happens with our new home! The market this year was so demanding but Jake made the process painless!Posted on Autymn HubbardTrustindex verifies that the original source of the review is Google. Best damn real estate agent I ever. Jake is absolutely fantastic to work with!!!
Let’s Find Your Highland Home
If you’re ready to explore houses for sale in Highland IL, reach out to Dream Homes with Jake. We’ll learn what matters to you, show you appealing listings, and map a path toward your ideal home.
📞 Phone: 618-208-4480
✉️ Email: [email protected]
📍 Office: 945 Carla Drive, Troy, IL 62294