Winston, OR

Find the Best Contractors in Winston

Discover top-rated home service professionals in Winston, Oregon. Browse 14 verified contractors for roofing, HVAC, plumbing, and more.

14

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4.1

Avg. Rating

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Winston, OR

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Top Contractors in Winston, OR

Showing 1-14 of 14 contractors

DDSK Painting & Construction

DDSK Painting & Construction

245 4th St, Dillard, OR 97432

5(5 reviews)

"Professional, courteous, and quality work."

General ContractingPainting
Hours
M.S.Construction and Foundation Specialties

M.S.Construction and Foundation Specialties

122 Winston Section Rd, Winston, OR 97496

5(1 reviews)

"Very easy to work with, open communication, very detailed."

General Contracting
Hours
Hardscape Bullies LLC

Hardscape Bullies LLC

228 NW Civil Bend Ave, Winston, OR 97496

5(3 reviews)

"Truly impressed with the work they’ve done!"

LandscapingDecks & PatiosConcreteDemolition+1 more
Hours
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Home Of The ¨Trojans¨

Home Of The ¨Trojans¨

1381 NW Douglas Blvd, Winston, OR 97496

5(1 reviews)
Home Builder
Hours
Winston Roofing

Winston Roofing

331 Glen Ct, Winston, OR 97496

4.4(20 reviews)

"Winston Roofing amazing job at a very reasonable price."

RoofingSiding
Hours
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Lookingglass Creek Estates Homes

Lookingglass Creek Estates Homes

421 NW Serengeti Dr, Winston, OR 97496

4.3(6 reviews)
Garage DoorsGeneral ContractingHome Builder
Hours
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Wintergreen Nursery Landscaping & Florist

Wintergreen Nursery Landscaping & Florist

8580 Old Hwy 99 S, Winston, OR 97496

4.1(27 reviews)

"Quality and prices are second to none."

Landscaping
Hours
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Hester's Heating & Air Conditioning

Hester's Heating & Air Conditioning

90 Sherry St, Winston, OR 97496

4(1 reviews)
HVACGeneral ContractingHome Builder
Hours
Trimnell Construction

Trimnell Construction

310 5th St, Winston, OR 97496

3.5(2 reviews)
Concrete
Hours
A&K Jacobson Construction CCB 237596

A&K Jacobson Construction CCB 237596

125 A Ave, Winston, OR 97496

1(1 reviews)
General Contracting
Hours
Wyscaver Construction LLC

Wyscaver Construction LLC

281 Bremner Ln, Winston, OR 97496

RoofingKitchen RemodelBathroom RemodelDecks & Patios+3 more
Hours
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Duke's Masonry

Duke's Masonry

851 Hall St, Winston, OR 97496

Masonry
Hours
ConcreteGeneral Contracting
Hours
Dobson Roofing Inc

Dobson Roofing Inc

710 SW Terri Ct, Winston, OR 97496

RoofingSiding
Hours
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Top Rated Contractors 2026

Winston, OR

Every contractor shown for Winston, Oregon 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 Winston.

Frequently Asked Questions

Common questions about finding contractors in Winston

Prices in Winston 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 Oregon. 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 Winston 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 Oregon 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 Winston. 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 Winston, 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 Oregon 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 Winston 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 Winston 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 Winston.

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 Oregon licensing board or consumer-protection office. You can also contact us so we can review the listing associated with that business.