Excavation and Site Work, Litchfield & Fairfield County

The ground is the problem.we're the fix.

Standing water in the yard. Soft, uneven ground. A lot that isn't ready to build on. A project stuck waiting on the dirt work because nobody will call you back. We come in, dig it right the first time, and hand you back dry, level, buildable ground so your job actually moves. Owner-run, licensed CT HIC 0703088, $2M insured, and Dean answers the phone.

  • Owner On Every Job
  • Licensed HIC 0703088
  • $2M Insured
  • Union-Trained Crew
  • 24/7 Response
What We Do

Heavy site work, start to finish

Six services, one crew, one standard. We came up in the union running civil site work for commercial GCs, and every residential job we take gets held to that same bar.

Excavator performing excavation on a Litchfield County, CT construction site1

Excavation

Foundations, footings, trenching, bulk dig. Precise work for the builders and homeowners who need it done right the first time, because coming back to fix a bad dig costs everyone.

Foundation drainage and grading work in Litchfield County, CT2

Drainage & Grading

Standing water in the yard, a wet basement, runoff cutting through the property. We regrade the site and put in the drainage the ground actually needs so the water goes where you want it to go.

Utility line installation and trenching in Litchfield County, CT3

Utilities Install & Removal

Water, sewer, electric, and storm lines installed to code. New service, old line removal, tie-ins. Inspected, buried right, and back-filled the way it should be.

Commercial civil site work and grading in Litchfield County, CT4

Civil Site Work

Full site development for commercial and residential. Clearing, cut and fill, pads, sub-base, prep. The heavy behind-the-scenes work that makes the visible part of the job go smoothly.

Landscape construction and hardscaping with a retaining wall in Litchfield County, CT5

Landscape Construction & Hardscaping

Retaining walls, patios, and walkways built on ground that was prepped properly. Because a hardscape is only as good as the base underneath it, and we do both.

Land clearing and site prep on a lot in Litchfield County, CT6

Land Clearing & Site Prep

Raw lot to buildable site. Clearing, stumping, and grading a piece of ground, ready for footings, foundations, or whatever comes next.

Not sure which one you need? Send us a few details or a photo and we'll walk it with you.

Get a Free Quote
How It Works

Four steps. No guessing.

01

Call or message

Reach out with what you're dealing with. Dean picks up or calls you back the same day.

02

On-site walk

We come out, walk the property with you, and put a real written quote in your hands. No ballpark, no back-and-forth.

03

We dig in

The crew shows up when we said we would, protects the lawn and driveway, and does the work to a commercial-jobsite standard.

04

Clean, graded finish

Site graded, cleaned up, and left the way we'd want our own property left. Then we walk it with you before we go.

Who You're Hiring

Owner run. On the job. Every time.

Dean Gregory started Gregory Construction in 2020 after years in the union running civil site work for the commercial contractors building big projects across the state. That's where the standard comes from. When our crew shows up at a residential dig, they bring the same discipline they brought to civil site work at Yale University. Most of our competitors can't say that.

Dean is on every job and answers the phone himself. We're a fully licensed CT home improvement contractor (HIC 0703088) and carry a $2M general liability policy, so your property is covered from the second the machines come off the trailer. If something matters to you on the walk, tell Dean. He's the one who's going to be there.

Close working relationshipYou talk to Dean, not a dispatcher. Straight answers, on-site walks, no runaround.
Attention to detailStraight lines, clean grades, tight tolerances. The small stuff that makes the big stuff last.
Safety firstUnion-trained on OSHA-graded sites. That habit comes home to every residential job we touch.
Licensed & $2M insuredHIC 0703088, $2M general liability. Certificate provided before we break ground.
Our Work

See what we've been digging into

Real jobs from around the area, from excavation and civil site work to landscaping and cleanups.

Where We Work

Litchfield & Fairfield County, CT

Based in Litchfield County, CT. From the Massachusetts line down to the Gold Coast, if your site is in Litchfield or Fairfield County, we can be there.

WinstedLitchfieldNew MilfordWatertownThomastonMorrisGoshenHarwintonBarkhamstedBethlehemWoodburyWashingtonKentPlymouthBantam

and surrounding towns across Litchfield & Fairfield County. Not sure if you're in range? Just ask, and if we can't get to you, we probably know somebody good who can.

View our service area on Google Maps
FAQ

Common questions

What areas does Gregory Construction serve?

We work across Litchfield County and into Fairfield County, CT, from Winsted and Litchfield to New Milford, Kent, and the towns in between. Not sure if you are in range? Just ask.

Are you licensed and insured?

Yes. We are a licensed CT home improvement contractor (HIC 0703088) and carry a $2M general liability policy. We can send the certificate before we break ground.

Do you handle both residential and commercial work?

Both. The crew came up running civil site work for commercial contractors, and we bring that same standard to every residential job.

How do I get a quote?

Call or text Dean at (860) 488-4374 or send the form. We come out, walk the property with you, and put a real written quote in your hands. Estimates are free.

How soon can you start?

It depends on the job and the season, but we answer the phone and get most quotes back within one business day. If your job is time-sensitive, tell us and we will do our best to move.

Got a site to move? Let's get you a number.