Winchester, KY

Find the Best Contractors in Winchester

Discover top-rated home service professionals in Winchester, Kentucky. Browse 187 verified contractors for roofing, HVAC, plumbing, and more.

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4.6

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Winchester, KY

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Top Contractors in Winchester, KY

Showing 1-20 of 187 contractors

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1 N Main St, Winchester, KY 40391

5(1 reviews)

"Great job with my new concrete patio!"

ConcreteGeneral ContractingMasonryHome Builder+1 more
Hours
Daniel Construction

Daniel Construction

230 Elm St, Winchester, KY 40391

5(1 reviews)
ConcreteGeneral ContractingMasonryHome Builder
Hours
Cockrell Mowing

Cockrell Mowing

Winchester, KY

5(1 reviews)

"Every time I need help with lawn care I give Mike a call."

Landscaping
Hours
Shock Farm

Shock Farm

112 Steve Ct, Winchester, KY 40391

5(2 reviews)

"Will do business with them again!"

Fencing
Hours
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Big Dawg Tree Service & Stump Grinding LLC

Big Dawg Tree Service & Stump Grinding LLC

262 Prescott Ln, Winchester, KY 40391

5(10 reviews)

"They showed up when they said and left the yard cleaner than they found it."

LandscapingTree Services
Hours
My Tree Guy

My Tree Guy

3 Sycamore St, Winchester, KY 40391

5(4 reviews)

"Fantastic service, great prices, and good people."

LandscapingTree Services
Hours
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Marquez Lawn Maintenance

Marquez Lawn Maintenance

21 Lisle Ln, Winchester, KY 40391

5(7 reviews)

"They always respond quickly, show up on time, and do a great job every time."

LandscapingConcreteGeneral ContractingTree Services+1 more
Hours
1st Call Lawn & Landscaping

1st Call Lawn & Landscaping

Winchester, KY

5(2 reviews)
Landscaping
Hours
Rison Construction (Winchester)

Rison Construction (Winchester)

Winchester, KY

5(3 reviews)
FlooringGeneral ContractingHome Builder
Hours
Cutting Edge Hardwood Flooring

Cutting Edge Hardwood Flooring

125 Gadwall Ln, Winchester, KY 40391

5(10 reviews)

"They did a fantastic job refinishing our floors!"

FlooringGeneral ContractingTile Installer
Hours
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Top Performance Handyman Service LLC

Top Performance Handyman Service LLC

Winchester, KY

5(1 reviews)

"He really can do it all."

Kitchen RemodelBathroom RemodelPaintingFlooring+6 more
Hours
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Bruck's Thumbs Up Facepainting

Bruck's Thumbs Up Facepainting

Winchester, KY

5(5 reviews)

"A true professional and a fantastic artist."

Painting
Hours
Stang Plumbing

Stang Plumbing

234 W Broadway St, Winchester, KY 40391

5(6 reviews)

"Had Stang plumbing out to replace my hot water heater in my home."

Plumbing
Hours
F & k Painting

F & k Painting

Winchester, KY

5(1 reviews)
Painting
Hours
P M Electrical Services LLC.

P M Electrical Services LLC.

Winchester, KY

5(1 reviews)

"They honor the work and close the loop"

Electrical
Hours
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Yards of Strength

Yards of Strength

Winchester, KY

5(9 reviews)

"Zach and his team do a wonderful job keeping our yard well maintained."

LandscapingGeneral ContractingHome Builder
Hours
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Good Guys Painting

Good Guys Painting

Winchester, KY

5(2 reviews)

"This was a terrific investment in my home and my well-being."

Painting
Hours
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Air Handler

Air Handler

1421 Flanagan Station Rd, Winchester, KY 40391

5(18 reviews)

"The technician was on time, knowledgeable, and efficient."

HVACGeneral Contracting
Hours
Custom Mechancial

Custom Mechancial

187 Hawthorne Dr, Winchester, KY 40391

5(1 reviews)
HVACGeneral Contracting
Hours
First Choice Carpentry LLC

First Choice Carpentry LLC

515 W Lexington Ave, Winchester, KY 40391

5(16 reviews)

"It was a fair price and they did an amazing job."

Kitchen RemodelFlooringGeneral ContractingDrywall+1 more
Hours
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Top Rated Contractors 2026

Winchester, KY

Every contractor shown for Winchester, Kentucky is listed with the rating and review count from its public Google Business Profile, so you can compare local professionals on the same basis. Businesses marked as claimed have confirmed their own details, which is not the same as a licence or insurance check. Confirm licensing and insurance directly, then request at least three written estimates before you hire in Winchester.

Frequently Asked Questions

Common questions about finding contractors in Winchester

Prices in Winchester depend on the trade, the size and complexity of the job, and the materials you choose. Small repairs often start in the low hundreds of dollars, while full replacements such as a roof, HVAC system, or kitchen can run from several thousand dollars upward. Request at least three written estimates for the same scope so you can compare local pricing fairly.

Start with the listings on this page, then confirm the licence directly with the licensing board that covers Kentucky. Requirements vary by trade: some states license general contractors, while others license only electrical, plumbing, and HVAC work. Ask for the licence number and verify it yourself before signing anything.

Most listings in Winchester are aggregated from public business data, including the Google Business Profile rating and review count shown on each page, and are not individually inspected by us. A listing marked as claimed simply means the owner has confirmed control of the business record; it is not a licence or insurance check. Always verify licensing, insurance, and references before you hire.

Costs in Kentucky depend heavily on the trade and the project. Labour rates vary by region, licensed trades such as electrical and plumbing usually cost more per hour than general labour, and emergency or after-hours work carries a premium. Statewide averages are only a starting point; get itemized quotes from local contractors for your exact scope.

Permit rules are set by the local authority that covers Winchester. Structural work, additions, and most electrical, plumbing, HVAC, and roofing replacements require a permit, while some cosmetic work does not. Ask who is pulling the permit and confirm it is issued in the correct name before work starts, because unpermitted work can complicate resale and insurance.

A deposit of roughly 10-30% of the contract price to cover materials is common in Winchester, with the balance tied to milestones in a written contract. Be cautious of anyone demanding full payment up front, large cash-only payments, or payment before the work is scheduled. A written payment schedule protects both sides.

Compare quotes on the same written scope of work, not on the bottom line alone. Check that each quote lists materials and brands, labour, permits, cleanup, and exclusions, and ask how change orders are priced. A bid that is far below the others usually means something has been left out.

A contractor contract in Kentucky should state the full scope, materials, total price and payment schedule, estimated start and completion dates, the licence number, how changes will be approved and priced, the warranty, and who handles permits and cleanup. Read it before signing and keep a copy.

Timelines in Winchester vary widely by trade and scope, from a same-day repair to several months for a major remodel. Weather, permit queues, and material lead times all affect the schedule. Ask each contractor for a written timeline and confirm how they handle weather or inspection delays.

Read the Google review excerpts shown on each listing for patterns rather than judging only by the star average. Also check the state or provincial licensing board for complaints, ask the contractor for recent local references, and confirm they carry insurance. A single bad review matters less than a consistent theme.

Pricing in Winchester reflects local labour rates, cost of living, demand, and how far crews have to travel. Dense metro areas and high-cost regions usually run above the state average, while smaller markets can be below it. The only accurate comparison is like-for-like quotes from contractors who work in Winchester.

Document everything in writing first, including photos, dates, and the contract. Ask the contractor to fix the issue under the warranty, and if they refuse, file a complaint with the Kentucky licensing board or consumer-protection office. You can also contact us so we can review the listing associated with that business.