Middletown, KY Roofing

Brick home with a shingle roof by Falls City Contracting in Kentucky

Roofing and Restoration in Middletown, KY

Middletown is one of the oldest towns in Jefferson County. It was established in 1797 on the road between Louisville and Shelbyville, and the historic district along Main Street and Old Shelbyville Road still has the brick and frame buildings to show for it, including the Middletown Inn.


Most of the houses around it came later. Suburban building started in the 1930s and 1940s, and neighborhoods like Douglass Hills, Running Creek Estates, Robindale and Evergreen Heights filled in from the late 1960s into the 1990s. Ranches, bi-levels, Cape Cods and two-story traditionals with asphalt shingles are the norm here, and many are on their second or third roof by now.


Falls City Contracting is a veteran-owned, family-operated roofing and restoration contractor based in Louisville. Our crew works on Middletown homes of every age, whether that means a careful slate repair near Main Street or a full replacement on a 1970s ranch.


What We See on Middletown Roofs


On the 1970s and 1980s homes in Robindale, Running Creek and Douglass Hills, the common problems are shingles that have lost their granules, cracked rubber boots around plumbing vents, and flashing that was patched with caulk during an earlier roof job. Many of these houses also have brick chimneys with mortar crowns that have cracked after decades of freezing and thawing.


Older homes in the historic district need a different touch. Steep roofs, original brick chimneys and older trim details call for repairs that fit the house, so we talk through the options with you before anything comes off.


A top-down aerial view of a building roof covered with large, blue tarps over sections of grey roofing shingles.

Storms on the East End



Middletown gets the same spring and summer thunderstorms that cross the rest of Jefferson County, and hail and straight-line wind do most of the damage. Louisville has seen two especially bad windstorms in recent memory: the remnants of Hurricane Ike in September 2008, and the March 3, 2023 storm, when gusts of 79 mph were measured at Louisville's airport and Bowman Field. Wind like that lifts shingles along ridges and roof edges and drops limbs from the mature trees that shade many east-end streets.


After a storm, check the yard for shingle pieces, look for dents in gutters and downspouts, and watch for granules collecting where the downspouts drain. If a limb or wind has opened up the roof, our crew can tarp it to keep the weather out until repairs are made. If you decide to file an insurance claim, we can offer help navigating the claims process.


Roofing and Restoration Services in Middletown



Here's what our team does for Middletown homeowners:


  • Roof replacement in architectural shingle, metal or slate
  • Roof repairs, including leaks at vents, valleys and chimneys
  • Free roof inspections
  • Storm and hail damage repair
  • Emergency tarping after wind or tree damage
  • Gutter installation and repair
  • Siding repair and replacement
  • Masonry repair and tuckpointing
  • Full chimney crown rebuilds
  • Chimney crickets to steer water around wide chimneys

Why Middletown Homeowners Choose FCC



There's no shortage of roofers on the east end. Here's what you can count on with us:


  • Veteran-owned and family-operated
  • 5-star rated on Google & Facebook
  • A+ BBB accredited
  • Free roof inspections
  • Financing through Acorn Finance
  • 24/7 emergency roofing services available

Military and First-Responder Discount



$650 off a full roof replacement and 15% off repairs for active-duty military, veterans, police, firefighters and EMTs. Just show a valid ID at your free inspection.


Frequently Asked Questions

  • Do you work on older homes in Middletown's historic district?

    Yes. We repair and replace roofs on older homes along Main Street and Old Shelbyville Road, including slate and brick chimney work. We'll explain how each option affects the look of the house before any work starts.

  • Our 1970s ranch has had the same roof a long time. Is it time to replace it?

    It depends on what the inspection finds. Curling, widespread granule loss and repeat leaks usually point to replacement. A single bad vent boot or a few missing shingles usually doesn't. We'll tell you which one you're dealing with.

  • Do you also serve Douglass Hills, Anchorage and Lake Forest?

    Yes. Those east-end communities are in our service area. Give us a call and we'll confirm for your address.

  • Can you fix a cracked chimney crown without rebuilding the whole chimney?

    Usually. If the brick below is sound, we remove the failed crown and build a new one. If water is pooling behind a wide chimney, we may also recommend a cricket.

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Questions About Insurance?


Contact us today to learn how we can help you navigate the claims process.


Free Inspections

Whether it's a leak by the chimney or a roof that's simply worn out, our team is here to bring Middletown homeowners the best solution in roofing and restoration. Call (502) 438-9306 to schedule a free inspection. Office hours are Monday–Friday, 8am–6pm, and 24/7 emergency roofing services are available.

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