Roofing contractor serving Louisville, KY and surrounding areasServing Louisville, KY
Dillon Roofing and Remodeling
Roofing contractor in Crestwood, KY
Service Area

Roofing Contractor in Crestwood, KY

Serving Crestwood · Oldham County

Roofing Services in Crestwood

Crestwood grew fast after 2000, from 860 homes in that year's Census to 2,330 in 2020. By Census survey estimates, half the homes here were built in 2003 or later. A roof put on in 2003 has been through more than 20 Kentucky winters. Shingles that age can curl at the edges, and a hard rain can turn that wear into a ceiling stain.

Dillon Roofing and Remodeling is a roofing contractor, and Crestwood is part of our service area. In Crestwood, we handle roof replacement when a roof has worn out and roof repair when one section fails. Each job starts with a look at the roof and a written quote. Call or text (502) 817-7791 to tell us what your Crestwood roof needs.

What We Do in Crestwood

Request a Quote in Crestwood

Tell us about your roof and we will take a look. We put every quote in writing before any work begins.

How old is the roof on a Crestwood house?

The county's subdivision map shows how Crestwood filled in. Crestview Terrace and Camden Acres date to the mid-1950s, and Clore Crest to 1963. Spring Hill came in sections from 1990 to 2000. Arbor Ridge and Magnolia Place followed in the early 2000s, with Claymont Springs and Williamsgate close behind.

Census survey estimates put about a third of the city's homes in the 2000 to 2009 range. Roughly one in four went up from 2010 to 2019. About the same share was built before 1980.

Unless a roof has been replaced, it is as old as the house under it. If yours went on in the early 2000s, a roof inspection shows how the shingles and flashing are holding up. Then you can plan the next step on your own schedule.

Rain and snow on a ridge-top town

The city's history page says Crestwood took its name in 1909. The town sits on the crest of a ridge, in what was wooded country. In the early railroad days of the 1850s, it was called Beard's Station. It became a city on May 27, 1970.

NOAA's 1991 to 2020 normals put the Louisville airport at about 48 inches of rain and melted snow yearly. About 80 days a year bring a tenth of an inch or more. Snowfall there averages 13.4 inches.

Every inch of that runs across a roof and looks for a gap. Worn flashing and failed seals around plumbing vents are common ways in. Where tall trees stand near a house, branches that hang too close can damage the shingles. Leaves left on a roof hold moisture and wear the shingles faster.

A ceiling stain is often not right under the spot where water gets in. That is why roof leak repair starts by finding where the water enters the roof.

Who answers the permit question for a Crestwood roof?

Crestwood City Hall sits at The Maples Park on Highway 22. For building permits, though, the office to ask is Oldham County Planning and Development Services in La Grange. The county code creates one joint planning unit for the county and all of its cities.

That office can tell you whether a roof replacement needs a permit, so call it before any work starts. We can tell you which questions to ask.

The county's residential permit application also flags deed restrictions and covenants. In a subdivision, those rules can limit roof colors or materials. Read yours, or ask the homeowners association, before you pick a shingle.

New homes and new lots around Crestwood

Crestwood's population went from 1,999 in the 2000 Census to 6,183 in 2020. The Census Bureau's estimate for 2025 is 6,582. On the county's subdivision map, Brentwood's sections date from 2011 to 2020.

Building goes on across Oldham County. The county's building office logged 309 single-family residential permits in 2024. In January 2026, the county planning commission's agenda carried a preliminary plan for 67 single-family lots. The site is on South Camden Lane, at a Crestwood address, with lots from 1 acre to 4.4 acres.

Every one of those houses will need a roof. For builders, we install new construction roofing on new homes across our service area.

Communities and areas we serve around Crestwood: Brentwood, Spring Hill, Arbor Ridge, Claymont Springs, Magnolia Place, Summerfield, Williamsgate, Camden Manor, Clore Crest, Crestview Terrace, Floydsburg, Pewee Valley.

Crestwood ZIP codes served: 40014.

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Serving Crestwood and nearby

Crestwood is part of our service area. Call or text (502) 817-7791 to schedule a roof inspection or ask about a quote.

(502) 817-7791
Our Services in Crestwood

Every Service We Bring to Crestwood

Wind torn asphalt shingles peeled back near a roof ridge, damage that calls for roof repair

Roof Repair

Roof repair for the damaged or worn sections of an existing roof. We look at the roof first and put the quote in writing before any work starts.

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Two roofers tearing out old flashing at the base of a brick chimney for roof leak repair

Roof Leak Repair

Roof leak repair for homes across the Louisville area. We trace the leak from the stain back to its source and repair the roof there.

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Roofer bending to check brown asphalt shingles on a steep roof during roof inspections

Roof Inspections

We do roof inspections for homes across Louisville and the surrounding counties. You hear what we find, and any work the roof needs gets a written quote.

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Aerial view of a new home with a finished dark shingle roof, new construction roofing

New Construction Roofing

New construction roofing for builders across the Louisville area. We look at the job and put the quote in writing before any work starts.

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Crestwood FAQ

Questions We Hear Around Crestwood

A few of the questions we hear most around Crestwood. If yours is not here, call or text and ask.

Call (502) 817-7791

Is Crestwood part of your service area?
Yes. Crestwood is part of our service area, which covers Louisville and the surrounding counties. The city sits about 18 road miles northeast of downtown Louisville, by I-71 and KY 329. Call or text (502) 817-7791 to set up a time for us to look at the roof.
How much does roof replacement cost in Crestwood?
It depends on the roof. Size and pitch set much of the price, and so does the number of old layers that come off. The shingle you choose matters too, and your subdivision's covenants may narrow that choice. We look at your roof first, then put the quote in writing.
Do I need a permit to replace my roof in Crestwood?
Ask Oldham County Planning and Development Services in La Grange. That county office is the place to ask about building permits for Crestwood homes. It can say whether your roof replacement needs one. Check your subdivision's covenants as well before work starts.
My Crestwood house was built in the early 2000s. Should I get a roof inspection?
If the roof has never been replaced, it is now more than 20 years old. Rain washes granules off shingles over time, so look for them in your gutters. A roof inspection can catch curling shingles and worn flashing before they turn into a leak. It also helps if you plan to sell the house.
Do you put roofs on new homes for builders near Crestwood?
Yes. New construction roofing for builders is ongoing work for us, and Crestwood is inside our service area. Oldham County recorded 228 new subdivision lots in 2024. Tell us about the build, and we will put the roofing quote in writing.
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Get In Touch With Dillon Roofing

Tell us about the roof and the town the house is in, and send photos if you have them. Call or text (502) 817-7791 or use the form, and we will set up a time to look.

  • Call or text (502) 817-7791
  • Serving Louisville, KY and Jefferson, Bullitt and Oldham Counties
  • Written quotes · roof replacement, roof repair and new construction roofing

Request a Quote

Tell us about your roof and we will take a look. We put every quote in writing before any work begins.

Call (502) 817-7791