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TRUSTED BY CHESTERTOWN, MD HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon48
    Verified heating and air conditioning services reviews

Verified Reviews for Heating And Air Conditioning Service pros in Chestertown, MD

*The Angi rating for Heating And Air Conditioning Service companies in Chestertown, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Heating And Air Conditioning Service needs.

*The HomeAdvisor rating for Heating And Air Conditioning Service companies in Chestertown, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Heating And Air Conditioning Service needs.

Last update on June 03, 2026

Find Heating and air conditioning pros in Chestertown

Avatar for Aire Serv of Elkton
Aire Serv of Elkton
4.8(
31
)
Central A/C - InstallGas Furnace / Forced Air Heating System - InstallElectric Furnace / Forced Air Heating System - Install+47 more

Serving Chestertown, MD and surrounding areas

Approved

In business since 1999

Emergency services offered

Warranties offered

"Very professional and meticulous with his work. He layer down a plastic sheet where he worked. He even pulled out the pellet stove out of the Fire place and cleaned behind it. I believe we have used him for 3 years now. I would not use any one else! For the work he accomplished his price was very reasonable."
Additional Photos
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+123

20 neighbors recently requested a quote
Recommended by93%of homeowners
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Avatar for Shore2shore heating and cooling
Shore2shore heating and cooling
5.0(
14
)
Central A/C - InstallGas Furnace / Forced Air Heating System - InstallCentral A/C - Service or Repair+4 more

Serving Chestertown, MD and surrounding areas

Approved

Super Service Award Winner

In business since 2008

Free estimates

Emergency services offered

"Shore 2 Shore did a great job installing our HVAC system in Centreville Maryland. I would highly recommend them."
Response time1 day
Response rate100%
2 neighbors recently requested a quote
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Avatar for Mack's Home Services, LLC
Mack's Home Services, LLC
4.7(
603
)
Air Ducts & Vents - Clean

Serving Chestertown, MD and surrounding areas

Approved

In business since 1993

Free estimates

Emergency services offered

"In addition to the work done, they identified issues that my other HVAC provided did not catch"
Response time3 hrs
1 neighbors recently requested a quote
Recommended by99%of homeowners
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Avatar for Elite HVAC-R Service
Elite HVAC-R Service
5.0(
5
)
Central A/C - Service or RepairElectric Boiler or Radiator Heating System - RepairElectric Boiler or Radiator Heating System - Repair - For Business+12 more

Serving Chestertown, MD and surrounding areas

Approved

In business since 2025

Free estimates

Warranties offered

"Yes he explained why electricity bill was higher than normal and how to reduce it!"
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Avatar for Lawson Home Services, LLC
Lawson Home Services, LLC
4.6(
60
)
Air Ducts & Vents - Clean

Serving Chestertown, MD and surrounding areas

Approved

In business since 2010

Free estimates

Emergency services offered

"I am blown away by not only the professionalism, but the friendliness and cleanliness that was shown to us. John (the employee) did make some suggestions, but no hard sell. I will never, ever use anyone else even if I had to wait for an appointment. They are worth it!"
Metal Door Crawlspace Entrace
Turtl Crawlspace Entrance
Attic Air Leaks
Attic Air Sealing
Garage Loft Ready for Sprayfoam

+137

Response time9 hrs
168 neighbors recently requested a quote
Recommended by92%of homeowners
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Avatar for Duke's Electrical Services, Inc.
Duke's Electrical Services, Inc.
4.9(
310
)
Electrical Baseboard or Wall Heater - InstallElectrical Baseboard or Wall Heater - RepairThermostat - Install or Replace

Serving Chestertown, MD and surrounding areas

Approved

In business since 2001

Free estimates

Emergency services offered

"Great service, knowledgeable, responsive, and professional. I plan on hiring them again when I purchase a fan for my master bedroom."
Recess light install
Recess and fan install
Recommended by90%of homeowners
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Avatar for JC Warner Heating & Cooling
JC Warner Heating & Cooling
5.0(
5
)
Central A/C - InstallDuctless Mini-split A/C - Install or ReplaceGas Furnace / Forced Air Heating System - Install+2 more

Serving Chestertown, MD and surrounding areas

Approved

In business since 1978

Free estimates

Warranties offered

The team at JC Warner Heating and Cooling is passionate about providing reliable, expert service. Whether it’s a repair, maintenance, or installation, they bring years of experience and a friendly approach to every job. Their focus is on making sure your home or business stays comfortable, with service you can trust.\n\nWith over 40 years of experience serving residents in the Queenstown area, our ever-increasing list of happy customers have become like family to us. We strive to maintain the highest-quality of service no matter what and provide a wide range of home installation services — all at competitive prices.

HVAC
8 neighbors recently requested a quote
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Avatar for Gunther's Electric, Inc.
Gunther's Electric, Inc.
4.9(
21
)
Electrical Baseboard or Wall Heater - Install

Serving Chestertown, MD and surrounding areas

Approved

In business since 1961

Free estimates

Customers say: Quality work

"Installation of two ceiling fans was professionally done. Technician was personable; interacted with the manufacturer of the fans when a factory defect resulted in the fans not working; worked extra hours at no additional charge until the issue was resolved."
Piazza Italian Market
Piazza Italian Market
Piazza Italian Market
Gander's Car Wash
Gander's Car Wash

+48

Response time3 hrs
Response rate90%
1 neighbors recently requested a quote
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Avatar for JC Warner Heating & Cooling
JC Warner Heating & Cooling
5.0(
5
)
Central A/C - Service or RepairElectric Furnace / Forced Air Heating System - RepairGas Furnace / Forced Air Heating System - Repair+2 more

Serving Chestertown, MD and surrounding areas

Approved

In business since 1978

Free estimates

Emergency services offered

The team at JC Warner Heating and Cooling is passionate about providing reliable, expert service. Whether it’s a repair, maintenance, or installation, they bring years of experience and a friendly approach to every job. Their focus is on making sure your home or business stays comfortable, with service you can trust.\n\nWith over 40 years of experience serving residents in the Queenstown area, our ever-increasing list of happy customers have become like family to us. We strive to maintain the highest-quality of service no matter what and provide a wide range of home installation services — all at competitive prices.

Gallery
10 neighbors recently requested a quote
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Heating and Air Conditioning questions, answered by experts

It’s critical to use the right size AC for your space and not go too small or too big. If you purchase an undersized unit, it won’t properly cool your house, and it has to work harder to reach the optimal temperature. This will eventually wear your unit out. An oversized unit can spell trouble because it will turn off and on more frequently, which also wears out your AC unit. An oversized unit also causes humidity in the home.

You can buy a house with a 15-year-old HVAC system if you inspect the system for performance and budget for a replacement within the next three years. You can also negotiate the price with the sellers. Ask to look at the unit’s maintenance records and energy bills for the last two years to determine the shape of the HVAC system and its operating costs. Spend time in each room of the house to gauge if the HVAC keeps the home at a consistent temperature throughout.

A damper motor can last up to 15 years, but it can wear out more quickly than that if you run your HVAC unit a lot. So you might expect a longer life in a colder climate than if you live in a warmer climate.

To keep your air conditioner in good working condition, you should have it serviced by a professional at least once per year, ideally in the spring before the cooling season begins. If your AC unit is 10 years or older, consider servicing it twice a year (once in the spring and once in the fall) to catch potential problems early and help it reach its full lifespan. During a service visit, a technician will inspect, clean, and replace parts as needed. Regular maintenance helps avoid costly repairs. As a DIY task, you can also clean the evaporator coils annually.

Air conditioners can stop working in the middle of the night for many reasons. Your local power grid might shut down late at night. Power surges can also trip your breakers if too much power is being used in the area at the time. If your AC is connected to a digital thermostat, it gets naturally cooler at night, so the outdoor temperature might dip below the automated setting to turn the cooling system off.

The Chestertown, MD homeowners’ guide to heating and air conditioning services

From average costs to expert advice, get all the answers you need to get your job done.

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