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You've found it. The perfect home nestled on a quiet, brick-paved street, surrounded by majestic oaks. It has the character, the prestige, and the location you've always wanted.
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The very things that give this area its charm are also what hide the biggest financial risks for new homeowners.
We get it.
The home buying process is stressful enough without worrying about hidden defects. For years, Greenwood has been the trusted partner for homebuyers just like you across Central Florida. We’re not just inspectors, we’re local experts who live and work here. We know the difference between what to expect from a 1960s bungalow and a 2000s custom build. And, we know exactly what to look for in each.
You deserve to buy your Winter Park home with absolute confidence and know you have a complete picture of your new home’s condition. Our mission is to give you that clarity and peace of mind.
Not only have we served the Winter Park area for 10+ years, our team has decades of construction and building material inspection experience.
Our commitment is to delivering a home inspection that is un-paralleled and sets a new standard for the industry.

Give us a call, text, or email and we'll get you setup for your home inspection in just a few minutes.
Fast, Simple, Easy.

Your home inspector will perform a detailed and thorough inspection of the entire property ensuring a complete top-to-bottom assessment.

Within 24 hours, you'll get a clear, easy-to-understand digital report with high-resolution photos that will give you the documentation to negotiate with confidence.
We know a standard home inspection full of disclaimers and limitations, and we believe that isn't good enough for your Winter Park property. You need an inspection designed for the specific challenges of the area. You need an inspector that delivers more.
Our standard inspection is a comprehensive top-to-bottom evaluation of the home’s major systems. This includes the Roof, Foundation, HVAC, Plumbing, and Electrical systems, as well as structural components, built-in appliances, and so much more. A full inspection covers 200+ systems and components. For a typical single-family home in Winter Park, you can expect a home inspection will take 2 to 3 hours on-site, depending on the size and complexity. If you add additional services, it will likely take longer. Your home inspection isn’t a sheet of paper with checkboxes. It’s a detailed report with photographs and descriptions of all the issues we find during our detailed and thorough home inspection.
While everyone knows about Park Avenue, our favorite hidden gem is the Kraft Azalea Garden. It’s a beautiful, secluded 5-acre park right on Lake Maitland. It’s incredibly peaceful and has some of the most enormous, ancient cypress trees you’ll ever see. It’s the perfect spot to decompress for 15 minutes and enjoy the real, natural beauty of Winter Park away from the crowds.
Not at all. In fact, finding problems is part of the process, especially in older Winter Park homes. Our job is to give you information. Your detailed report, complete with high-resolution photos, becomes your most powerful tool towards negotiations with the sellers. It allows you to go back to the seller to: 1) Negotiate for repairs to be made, 2) Ask for a credit to cover the cost of future repairs, or 3) Decide to walk away if the issues are more than you’re willing to handle. Finding a problem doesn’t kill the deal, it gives you control and prevents you from inheriting a financial disaster.
The Scenic Boat Tour on Lake Osceola, without a doubt. It’s been running for decades for a reason. It’s the absolute best way to understand the layout of the city, see the stunning historic estates from the water, and learn about the history of the area. It gives you a completely different perspective on the community you’re about to call home. We tell all our clients it’s the first thing they should do after they unpack.
This is a very common and important question. Your standard home inspection is not a mold inspection, but it is the first line of defense against mold and covers part of the process of a mold assessment. Our team is expertly trained to identify the signs of moisture intrusion and conditions conducive to mold growth, which we often find in older homes around the Winter Park lakes. If we find these red flags (e.g., musty odors, visible water staining, high moisture readings with our thermal camera), we will then recommend a specialized mold sampling and testing protocol. With your approval, this next step involves air and/or surface sampling to determine the type and concentration of mold, ensuring you know exactly what you’re dealing with before you buy. We’ll even prescribe a mold remediation plan so you know exactly what needs to be done to restore your home to normal fungal ecology.
For a full day, you can’t beat Martin Luther King, Jr. Park near the new library. It has an incredible playground, lots of open green space, and it’s right next to the library and event center. For a classic weekend morning, though, nothing beats grabbing a coffee and pastries and heading to Central Park right on Park Avenue. You can sit and watch the SunRail train go by, and it’s the heart of the city’s social life, especially during the Art Festival.
This is one of the biggest misconceptions in real estate and one that builders push frequently. A new home does not mean a perfect home. With the high demand for new construction and infill projects in Winter Park, builders are working faster than ever, and mistakes and oversight happen often. We frequently find issues like improperly installed HVAC systems, missing insulation, plumbing leaks, and deviations from the building plans. A New Construction Inspection is your only opportunity to have an independent expert identify these defects so you can have the builder fix them before you close and before their one-year warranty becomes a hassle to deal with. Our team will go through each phase of your home with the building plans in hand to make sure the builder is giving you the home you deserve.
Parking on Park Avenue can be a challenge, especially on weekends. The local pro-tip is to always try the free parking garage behind the Panera Bread first; there are almost always spots on the upper levels. Also, don’t be afraid to use the side streets! Roads like New England Avenue and Morse Boulevard are often faster for getting east-west than trying to cut across Park Avenue itself. Knowing the back routes is key when you’re trying to get to an inspection on time!
If we’re being perfectly honest, yes, there are cheaper inspectors out there. Buying a home in the biggest investment you will ever make. Do you want to start that journey by going cheap? Our team is highly trained and experienced. We use advanced professional-grade testing equipment. We open electrical panels and HVAC systems. We crawl attics and crawlspaces. We test wells and irrigation systems. We can provide sewer line inspections. We walk on every roof that’s safe to do so (our drone stays in the truck). You’re not just paying for an inspection, you’re investing in our expertise and decades of experience tailored uniquely for Winter Park’s homes. Just read our review if you’re unsure. A thorough, detailed inspection and report is the most common feedback we receive from past clients.
That’s an easy one! When we’re working in and around Winter Park, we love grabbing a gourmet sandwich from Stasio’s Italian Deli. It’s quick, consistently delicious, and just off Bumby near the airport. If we’re in downtown Winter Park, our go-to is always Garps & Fuss or Briarpatch.
You have two choices. You can move forward with uncertainty, hoping there are no major issues lurking beneath the surface of that beautiful home…
Or you can arm yourself with knowledge, confidence, and a complete picture of your investment.
Let us give you the peace of mind you deserve
Not in Winter Park? No Problem. We serve all areas in and around Central Florida as well as North Florida. Our local offices are based in Orlando, FL and Gainesville, FL.
Getting started is as simple as filling out this form, or reaching out. We’re here, ready to help.
Licenses:
FL Home Inspector: HI10934
FL Mold Assessor: MRSA5611
FL Mold Remediator: MRSR5612