Top-Rated General Contractors Near You in Chestertown, NY

Chestertown Builders Inc

There is a difference between a custom home and a Chestertown Builders, Inc. custom home. We are a personal building company that features top quality construction and hands-on service with the goal of providing our customers with a pleasant building experience. The employees and contractors affiliated with Chestertown Builders, Inc. all share the same passion for honest business practices and a superior finished product. Chestertown Builders strives to stay progressive in an ever-changing building industr

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High Peaks Log Homes

Welcome! We are Mike and Marie Lewis of High Peaks Log Homes and we are Authorized Sales Representatives for Timberhaven Log Homes, LLC. At High Peaks Log Homes our priority is to provide the highest level of quality and service in making your dream a reality. With 20 years of experience working in the building industry including 6 years with a local log home manufacturer and constructing our own log home, we approached Timberhaven Log Homes and were invited to become Authorized Sales Representatives. We c

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Yerkes Construction

We are a full service General Contractor serving the Baltimore/Washington corridor extending to the Eastern Shore of Maryland. We perform projects ranging from High end residential to Historic Restoration and light commercial.

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Adirondack Customs LLC.

Welcome to Adirondack Customs LLC, a full service building, remodeling and insurance restoration firm located in Chestertown NY. Thank you for viewing our page of services offered, photos of some of the projects we have completed, and samples of what we can offer you. Please feel free to ask questions, look around and request a free estimate. We are here to serve you and make your project distinctive, long lasting and give you a quality result.

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Natalie's Precision Cleaning, LLC

Natalie's Precision Cleaning, LLC is a professional cleaning company located in Chestertown MD. Call us now for more information about the services we offer. Local Cleaners, Local Cleaning Company Kingstown MD; Centreville Town MD; Rock Hall Town MD; Church Hill Town MD; Queenstown Town MD; Residential Cleaning, Cleaning Service, Professional House Cleaning, Residential Cleaning Services, House Deep Cleaning Service

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Taylor Loughry Construction
NVD Construction Services

Here at NVD Construction Services, we pride ourselves in 5 star service. We also actually give a true 2 yr. warranty on all projects. We believe were the most diversified in the business. Perfection is a must on all jobs without question. We aim to please at all cost. Free Estimates! Give us a call!

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A2 Quality Home Improvement

Small family oriented General Contractor Specializing in interior remodeling, renovations, deck design and construction servicing Montgomery, Warren, and Greene counties since 2011.

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Film Solutions

Film Solutions is an elite dealer of Vista, Llumar, and Enerlogic window films for residential and commercial applications.

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Gossling Construction & Seamless Gutters

Gossling Construction and seamless gutters is owned by Keith Gossling who started in the construction business in 1999. Gossling Construction specializes in anything residential and light commercial. Gossling Construction has six employees on the job sites and each one has their own strong points. This gives Gossling construction a specialized team that can conquer any project. Gossling Construction has experience in additions, remodels, siding, windows, doors, gutters, and everything in between. The most e

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About General Contractors in Chestertown, NY

When it comes to construction and remodeling in Chestertown, partnering with an experienced general contractor is essential to navigate the unique challenges of building in this historic riverside community. Chestertown’s blend of colonial architecture and modern developments, coupled with strict preservation guidelines in certain areas, demands careful planning and expertise. Whether you’re restoring a centuries-old home in the Historic District or building a modern addition in Coventry Farms, every project in Chestertown comes with its own set of complexities.

One of the most significant considerations for construction in Chestertown is compliance with local zoning and permitting regulations. The Kent County Planning and Zoning Department oversees these processes, and approvals can vary depending on the location and scope of your project. For example, homes in flood-prone areas near the Chester River often require additional measures for elevation and drainage to meet FEMA standards. Similarly, projects within the Historic District may need to adhere to strict design and material guidelines to preserve the city’s architectural heritage.

As for costs, homeowners in Chestertown can expect general contractor projects to range from $150 to $300 per square foot, depending on the level of customization and materials used. Renovations of historic properties may fall at the higher end of that range due to the specialized craftsmanship required. With its mix of historic charm and modern needs, Chestertown offers a rewarding yet intricate landscape for construction projects—one that demands a contractor with local knowledge and proven expertise.

General Contractor FAQs

A general contractor oversees construction projects, managing all aspects from start to finish. This includes coordinating subcontractors, sourcing materials, ensuring codes and regulations are met, and ensuring the project stays on budget and on schedule. They often handle residential renovations, new home builds, and larger commercial projects. Hiring a general contractor ensures expert supervision and streamlines communication, helping ensure the job is completed efficiently and professionally.

The cost of hiring general contractors can vary widely depending on the scale of the project. On average:

  • Bathroom renovation: $10,000–$25,000
  • Kitchen remodeling: $15,000–$50,000
  • Home additions: $30,000–$150,000
  • Building a new home: $150,000–$500,000+

Keep in mind these ranges are approximate and subject to factors like location, materials, and complexity of the project. It's always advisable to get detailed estimates from multiple contractors to compare pricing and services.

Finding licensed general contractors in Chestertown involves several reliable methods:

  • Online directories: Use platforms like HomeAdvisor or Angie's List.
  • Local building departments: Contact your city or county building department for lists of licensed professionals.
  • Referrals: Ask friends, family, or neighbors for recommendations.

Make sure to verify their license through a trusted authority, such as your state’s licensing board or local contractor registry. Hiring licensed professionals ensures compliance with codes and regulations.

Here are key questions to ask when speaking with general contractors:

  1. Are you licensed and insured?
  2. Can you provide references or examples of past work?
  3. What’s your timeline for this project?
  4. Will you handle permits and inspections?
  5. Do you offer a warranty on your work?

These questions help assess their qualifications, experience, and reliability. Be thorough in your evaluation, as this can prevent issues down the road.

To avoid scams, follow these guidelines:

  • Verify licenses: Confirm the contractor holds current licensing from a trusted authority, such as your state’s licensing board.
  • Get contracts in writing: Never agree to verbal deals.
  • Avoid large upfront payments: Legitimate contractors follow payment schedules tied to milestones.
  • Check references: Speak directly to past clients about their experiences.
  • Trust your instincts: If something feels off, or the contractor is overly pushy, reconsider.

Taking these precautions helps ensure you hire a reputable professional for your project.

Contractor estimates typically factor in:

  • Material costs: Quality and quantity of materials required.
  • Labor charges: Skilled labor fees, including subcontractors.
  • Project complexity: Scope, design details, and unique challenges.
  • Permitting fees: Costs for pulling necessary permits from the relevant authorities.
  • Timeline: Longer projects may have higher labor costs.

Always request itemized estimates and clarify what’s included, so you can make informed comparisons across contractors.

Project timelines depend on the scope and type of work. Here are general estimates:

  • Small renovations (e.g., bathroom remodels): 4–8 weeks
  • Medium renovations (e.g., kitchen remodels): 8–12 weeks
  • Home additions: 3–6 months
  • New home construction: 6–12+ months

Factors like availability of materials, weather, and contractor schedules can impact timelines. Discuss expected completion dates and potential delays upfront to minimize surprises.

General contractors should hold proper licensing from state or local authorities, depending on their location. Licensing ensures they meet local building codes and safety standards. Many states also require insurance for liability and workers’ compensation. For additional credibility, contractors may pursue certifications like LEED accreditation for sustainable construction or CGP (Certified Green Professional) credentials. Learn more about requirements from trusted resources like National Association of Home Builders.

To set realistic expectations, consider:

  • Budget: Factor in local material and labor costs specific to Chestertown.
  • Timeline: Account for weather conditions and permit processing times in your area.
  • Scope: Be clear and detailed about your project goals upfront.
  • Communication: Have regular check-ins with your contractor to stay updated.

Remember, unforeseen issues may arise, so flexibility is key. Working closely with a licensed contractor experienced in Chestertown can help ensure smoother project execution.

Signs of a reputable contractor include:

  • Strong reviews: Positive customer feedback on platforms like Google, Yelp, or industry websites.
  • Transparent communication: Clear responses to questions about licenses, scheduling, and pricing.
  • References: Willingness to provide references from past clients.
  • Detailed contracts: Well-written agreements outlining scope, costs, and timelines.
  • Longevity: Years of experience in the industry often indicate reliability.

Always perform thorough research before signing a contract to confirm the contractor’s reputation and credentials.

Reviews for General Contractors

Basement Rescue in Days
Our basement flooded after a big storm, and I was overwhelmed at the thought of repairs. Within 24 hours of posting my issue, I had quotes from three experienced contractors. The one I hired tackled everything in less than a week, and it came in under budget. Feels great to have my space (and sanity) restored.
Emily R.
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Fast Fix, Big Savings
My deck was dangerously unstable, and I dreaded the cost of a full rebuild. The contractor I found through this service reinforced everything for a fraction of the replacement estimate! Now it's safe for family cookouts, and I saved over $2,000.
Paul H.
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A New Look, Stress-Free
Our living room remodel was stuck because I couldn’t find the right pro I could trust in Pittsburgh. This platform connected me with a general contractor who worked around my schedule and finished the job early. The best part? No hassles, and I finally enjoy coming home to a space that feels like 'me'.
Kim S.
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Maria VierraEditor

Maria Vierra is the lead designer at Vierra Fine Homes, bringing over two decades of experience in high-end residential design and construction. Her expertise and attention to detail ensure every project meets the highest standards of excellence, blending functionality with aesthetic appeal.

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Brett TaylorAuthor

Brett Taylor is the co-founder of The Builder Market and a visionary entrepreneur in the home services and construction industries. With a passion for innovation, Brett has played a pivotal role in revolutionizing how professionals and homeowners connect and collaborate.

This page was last updated on Dec 26, 2025, 4:32:55 PM