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Caldwell Investment Group, Inc.
"Improving Your Home Investment"
About Us
Caldwell Investment Group, Inc. is a trusted home improvement company with over 15 years of experience, proudly serving Boone, Hamilton, and Marion counties in Indiana. As a one-stop shop for roofing, siding, windows, and more, we are committed to delivering high-quality craftsmanship and exceptional service. Our team of professional roofing specialists takes pride in providing durable, reliable solutions tailored to your home’s needs. Whether you're looking to enhance curb appeal, improve energy efficiency, or protect your home from the elements, Caldwell Investment Group, Inc. is here to help. Contact us today at (317) 508-4758 to schedule your consultation!
Our Story
At Caldwell Investment Group, Inc., we take great pride in being a premier roofing contractor serving the community of Lebanon, IN, and its surrounding areas. Our business was founded by Joe Caldwell, who recognized the need for reliable and high-quality roofing services in our town. With a passion for providing exceptional service, Joe set out to establish a company that would cater to the roofing needs of our community.
From the very beginning, our goal has been to deliver excellent services to our customers. We believe that a well-maintained roof is essential for the comfort and safety of every home. That's why we specialize in a range of services, including roofing, windows, and siding. Whether it's a new roof installation, window replacement, or siding repair, we are committed to meeting our customers' needs with professionalism and expertise.
At Caldwell Investment Group, Inc., we take a hands-on approach with every project we undertake. We understand that each home is unique, and we strive to provide customized solutions that best fit our customers' requirements. Our team of experienced professionals is dedicated to delivering top-notch craftsmanship and ensuring that each project is completed to the highest standards.
In addition to our roofing, window, and siding services, we also offer expertise in masonry, storm damage repairs, and general home improvements. Our comprehensive range of services allows us to be a one-stop solution for all your exterior needs. We work closely with our clients to understand their vision and provide recommendations that enhance the aesthetics and functionality of their homes.
As an Owens Corning Preferred Contractor, we are proud to offer products of the highest quality. This partnership ensures that our customers receive top-of-the-line materials and benefit from the latest industry innovations. We strive to stay up to date with the latest advancements in roofing and exterior solutions, enabling us to deliver superior results.
If you're in need of our services or have any questions, we encourage you to reach out to our dedicated team. We're just a phone call away at (317) 508-4758. Our friendly and knowledgeable staff is ready to assist you, providing expert advice and scheduling consultations to address your specific needs. We are committed to serving our community with integrity, professionalism, and exceptional craftsmanship. We strive to exceed expectations with every project we undertake, making homes safer, more beautiful, and more comfortable for our valued customers.
Areas Served
Boone County, IN | Hamilton County, IN | Marion County, IN | Hendricks County
Our Certifications
- Owens Corning Preferred Contractor
- License and Insured
What We Offer
Our Specialties include:
- Home Improvement
- Residential Roofing
- Insurance Work and Claims
Our Services include:
- Roofing
- Siding
- Windows
- Storm Damage Repairs
Our Brands include:
Testimonials
On 11/11/2025
Lyle Hunter
had this to say:
We contacted Joe regarding an issue with venting on our roof. When he inspected the roof he discovered spots that had rotted from the inside out! He quoted us a competitive price for a new roof and we accepted. We were very happy with Joes crew. They worked extremely hard and completed the job in one day. Joe was hands on during demo and helped install the new vents. Joe took good care of his crew as well. We 100% recommend Caldwell Invvestment Group for your roof, siding and window jobs!!
On 9/13/2025
Karynn Seppel
had this to say:
Caldwell Investment Group has been our answer to many prayers! From the promptness of returning all my frantic calls, providing a detailed estimate of removing 2 layers of old roof, repairs to damaged areas, and all new gutters… this team is the very best we have used on now our 5th home in Indiana. Punctuality and respect are lost character traits today but Mr. Stewart and everyone on his team was amazing, conscientious of an old property and compassionate dealing with an elderly, disabled family member. We are highly recommending Stewart Investment Group to all we know. My brother’s homeowner’s policy was reinstated immediately with a discount coming because of the new roof and gutters!!! Thank you all for providing such great service and taking respect in all the work you do.
Karynn and Paul Seppel 9-13-2025
Zionsville/Whitestown/Lebanon Area
On 9/19/2024
Noah Rincker
had this to say:
Joe was great with communication, made necessary adjustments for a last minute skylight, and gave me an accurate quote for an extremely fair price. 10/10. Now I’m looking for other projects I need done so I can hire him again
On 8/7/2023
Brent Stoner
had this to say:
Joe's crew did an excellent job in our roof replacement. They were prompt, they cleaned everything up, including running magnets over the yard to pick up stray nails and they completed the job quickly.
Joe made the process easy . He was very professional and helped us with any questions we had.
I would highly recommend Caldwell Investment Group for any roofing project you may have
On 4/29/2023
Brent Stoner
had this to say:
Joe's crew did an excellent job in our roof replacement. They were prompt, they cleaned everything up, including running magnets over the yard to pick up stray nails and they completed the job quickly.
Joe made the process easy . He was very professional and helped us with any questions we had.
I would highly recommend Caldwell Investment Group for any roofing project you may have
Contact Us
Caldwell Investment Group, Inc.
1895 John Bart Rd Lebanon, IN 46052
Phone: (317) 508-4758
Email: caldwellinvestgroup
Where To Find Us
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Payment Types Accepted
Personal Checks
Our Hours
Holiday Hours May Vary. Please Call For Details.
Monday: 8:00 AM - 8:00 PM
Tuesday: 8:00 AM - 8:00 PM
Wednesday: 8:00 AM - 8:00 PM
Thursday: 8:00 AM - 8:00 PM
Friday: 8:00 AM - 8:00 PM
Saturday: 8:00 AM - 8:00 PM
Sunday: 8:00 AM - 8:00 PM
News
We just want to take a moment to say thank you to all of our amazing customers! 🙌Your trust and support mean the world to us. Whether it’s a small repair or a full roof replacement, we’re proud to help keep your homes safe, secure, and looking their best.
As we head into the fall season, we’re grateful for every homeowner who chooses us for their roofing and home improvement needs. Your recommendations, reviews, and referrals keep our business growing — and we couldn’t do it without you! 💙
Here’s to another great season of protecting what matters most — your home! 🏡
#CustomerAppreciation #ThankYou #RoofingExperts #SupportLocal #HomeImprovement #CommunityFirst
Trusted. Reviewed. Recommended.
🌟 Why Do Homeowners Keep Coming Back?
Because we make it easy to get the job done right. From fair quotes to flexible scheduling, Caldwell Investment Group is a name homeowners trust.
🏡 Get started today with a call!
Skylight Installation Made Simple
💡 Need More Natural Light?
Skylights are a beautiful, energy-efficient way to brighten your space. We specialize in professional installation — even with short notice.
📞 Let’s talk about your skylight project: (317) 508-4758
Windows That Work Hard
🌞 Energy-Efficient Window Installation
New windows don’t just look great—they help lower your utility bills and keep your home comfortable all year long. Ask us about our high-performance window options.
📍 Serving Boone, Hamilton & Marion Counties
🎯 Update your home’s look & protection! Our high-quality siding options boost curb appeal and help insulate your home. Whether you're upgrading for aesthetics or function, we’ve got solutions tailored to your budget and style. 🛠️ Call for a free consultation.
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