Complete Tree & Landscape Services in Central Connecticut

From emergency tree removal to snow plowing, Hennessey Tree & Landscape provides reliable, professional services for your property. Joe Hennessey personally oversees every project to ensure quality work you can count on.

Tree worker elevated in a bucket truck above a large open backyard with crew and equipment below
Crew working with a fully extended bucket truck while a tree worker operates high above a residential backyard

When Tree Problems Can’t Wait

You know that sinking feeling when you look out your window after a storm and see a massive tree branch hanging over your roof, or worse, a tree that’s already fallen across your driveway. Maybe you’ve been watching that dead oak in your backyard for months, knowing it needs to come down but putting it off because finding the right tree service feels overwhelming.

That’s exactly why Joe Hennessey started Hennessey Tree & Landscape in 2019. Joe saw too many property owners struggling to find reliable, honest tree services in Central Connecticut. Some companies would show up weeks late, others would quote one price and charge another, and many simply couldn’t handle emergency situations when storms hit.

Joe treats every property like it’s his own. When you call us, you’re not just getting another tree service company, you’re working directly with Joe and his experienced team who have been serving Oxford, Seymour, Ansonia, and surrounding communities for over five years.

Tree Removal Services You Can Trust

Aerial photo of a cut tree trunk with a hollow center during removal, overlooking a residential neighborhood

Tree removal is what we do best. Whether you have a hazardous tree threatening your home, a dead tree that needs to come down, or you simply need trees removed to expand your property, we handle every removal job with precision and care.

Our tree removal service isn’t just about cutting down trees. We carefully assess each situation, plan the safest removal approach, and use professional equipment to bring down trees without damaging your property or your neighbor’s. Joe personally evaluates every tree removal job because he knows that one mistake can cost thousands in property damage.

We’ve removed everything from massive oak trees near historic homes to multiple pine trees for new construction projects. Our 28+ five-star Google reviews consistently mention how we cleaned up completely and left properties better than we found them. When Mrs. Patterson in Woodbury needed three large maples removed from her backyard, she specifically praised how we protected her prize-winning garden and left zero debris behind.

Emergency tree removal is where we really shine. Storms don’t wait for business hours, and neither do we. Our 24/7 emergency response means when that tree falls across your driveway at 2 AM, you can count on us to get there fast and safely remove the hazard so you can get back to normal.

Tree removal worker in an aerial bucket cutting a decayed trunk while overlooking a backyard with a covered pool and residential buildings.

Stump Grinding and Complete Cleanup

Ford work truck with amber lights on a wet driveway approaching a large colonial-style home surrounded by spring foliage

Here’s something most people don’t think about until they see that ugly stump sitting in their yard after tree removal. That stump isn’t just an eyesore, it’s taking up valuable space and can actually attract insects and fungi over time.

Our stump grinding service completely removes tree stumps below ground level, allowing you to replant, expand your lawn, or use that space however you want. We use professional stump grinding equipment that pulverizes stumps into small wood chips, which we can either haul away or leave as mulch for your landscaping.

The process is much cleaner and faster than most people expect. We’ve ground stumps everywhere from tight backyard spaces in Ansonia to large open properties in Monroe. Joe makes sure we protect your existing landscaping and always clean up all the debris. You’ll be amazed how much more usable space you have once those old stumps are gone.

Close-up of a stump grinding machine chipping away a large tree stump surrounded by wood mulch

We Provide Quality
Tree Removal Services

5 Star Google Reviews
5 Star Facebook Reviews
Years of Trusted Service

Property Expansion and Land Clearing

Connecticut home with raised deck, patio furniture, and nearby crane equipment preparing for tree removal

Maybe you’ve been dreaming about adding a deck, installing a pool, or just having more open space in your yard. Property expansion often means clearing trees, removing brush, and preparing land for your next project.

We handle everything from small brush removal projects to large-scale land clearing. When the Johnson family in Shelton wanted to add a pool and patio area, we cleared nearly half an acre of overgrown brush and removed six trees, then graded the area perfectly for their contractor. The entire project was completed in two days with zero damage to their existing landscape.

Our land clearing service includes removing unwanted trees and brush, grinding stumps, and basic grading to prepare your space. We can also help with forest mulching for larger properties where you want to clear underbrush while keeping mature trees. Joe walks every property personally to understand exactly what you want to achieve and the best approach to get there.

Aerial view of a Connecticut home with crane equipment and blue drainage piping during a full property tree removal and land service project.

Professional Excavation and Grading

Group of tall pine trees on a small hill near a commercial residential building, showing thinning and browning foliage.

Good grading is the foundation of any successful outdoor project. Whether you’re installing a new driveway, adding a patio, or dealing with drainage problems, proper excavation and grading makes all the difference.

We provide excavation services for everything from small garden projects to large construction preparations. Our grading work ensures proper water drainage, creates level surfaces for construction, and prepares your property for whatever comes next. We’ve graded everything from long driveways in rural Bridgewater to commercial parking lots in Naugatuck.

Drainage problems are something we see all the time, especially in Central Connecticut where heavy rains and snowmelt can create real headaches for property owners. We install drainage solutions that actually work, directing water away from your foundation and preventing those soggy areas that never seem to dry out. Joe understands that proper drainage isn’t just about convenience; it’s about protecting your property investment.

Row of aging pine trees with browning needles on a hill beside a commercial apartment building in Connecticut.

Retaining Walls and Landscape Construction

Well-mulched front garden bed with young shrubs and plants surrounded by stone walkway and lawn

Sloped properties need retaining walls, and we build them to last. Connecticut’s rocky soil and freeze-thaw cycles mean retaining walls need to be constructed properly the first time, or you’ll be dealing with expensive repairs later.

Our retaining wall construction handles everything from small garden walls to large slope stabilization projects. We work with various materials including natural stone, concrete blocks, and treated timber, depending on your needs and budget. The key is proper foundation preparation and drainage, which we never compromise on.

We’ve built retaining walls throughout Central Connecticut, from decorative garden walls in Woodbridge to major slope stabilization in Monroe. Each wall is engineered for the specific soil conditions and drainage requirements of your property. Joe personally oversees the foundation work because that’s where most retaining wall problems start.

Freshly mulched garden bed with young plants, evergreens, and bright lawn in sunlight

Hedge Trimming and Property Maintenance

Neatly trimmed tall green hedge behind a wooden backyard fence on a summer day

Overgrown hedges don’t just look messy, they can actually damage your property value and create privacy problems. Professional hedge trimming keeps your landscaping looking sharp and your property boundaries clearly defined.

We trim hedges of all sizes, from small boxwood borders to large privacy hedges that haven’t been maintained in years. The key is knowing when and how to trim different species. Some hedges need multiple cuts per year, others do best with just one major trimming. We work with your schedule to keep your hedges looking their best year-round.

Our property maintenance service isn’t just about hedges. We handle brush removal, small tree trimming for views and safety, and general property cleanup. Many of our customers in Prospect and Bethany have large properties that need regular attention to stay looking their best. We create maintenance schedules that work with your budget and your property’s needs.

Trimmed green privacy hedge running along a wooden fence in a residential backyard

Snow Removal Services

Silver Ford truck with BOSS plow clearing snow in a Connecticut parking lot at sunrise

Central Connecticut winters mean snow, and lots of it. When that snow blocks your driveway or your business parking lot, you need reliable snow removal service that shows up every time.

Our snow removal service operates 24/7 throughout the winter season. We plow residential driveways, commercial parking lots, and everything in between. Joe understands that snow removal isn’t just about convenience, it’s about safety and keeping your life running smoothly when winter weather hits.

We offer seasonal snow removal contracts that give you peace of mind all winter long. No more worrying about whether your driveway will be plowed after a big storm, no more emergency calls trying to find someone available. Our contracts cover unlimited snow removal all season, plus ice management to keep your surfaces safe.

Snow removal is a big part of what we do. Business owners in Seymour and Shelton count on us to keep their parking lots clear and safe for customers and employees. We understand that you can’t wait for snow removal, so we prioritize local properties and work around the clock during major storms.

A silver pickup truck with a BOSS snow plow clearing a residential street in a Connecticut neighborhood after light snowfall

Emergency Storm Response

Broken tree limb hanging after storm damage surrounded by dense green foliage

Storms happen, and when they do, the damage can be devastating. Trees fall on houses, block roads, and create dangerous situations that need immediate attention. That’s where our emergency storm response service comes in.

We’re available 24 hours a day, 7 days a week for emergency tree situations. Whether it’s a tree on your roof, blocking your driveway, or creating a safety hazard, we respond fast with the equipment and expertise to handle the situation safely.

Our emergency response isn’t just about speed, it’s about safety. Removing storm-damaged trees requires special techniques and equipment. We’ve responded to everything from single tree failures to major storm events affecting entire neighborhoods. Joe personally handles emergency calls because he knows that these situations are stressful enough without having to worry about whether your contractor knows what they’re doing.

We work directly with insurance companies to document damage and provide the estimates and photos they need for your claims. Many of our customers have told us how much easier we made the insurance process during an already difficult time.

Broken tree limb split from trunk with branches scattered across the ground after storm damage

Lawn Renovation and Maintenance

Large two-story suburban home with trimmed shrubs, brick façade, and spacious front lawn under clear blue sky

Sometimes your lawn just needs a fresh start. Years of foot traffic, dog damage, or neglect can leave you with bare spots, weeds, and thin grass that just won’t improve no matter what you try.

Our lawn renovation service starts with the basics: proper soil preparation, grading for drainage, and choosing the right grass seed for Central Connecticut’s climate. We handle everything from small patch repairs to complete lawn replacement.

Topsoil delivery and grading is often where lawn renovation begins. Connecticut’s rocky soil means many properties need quality topsoil to support healthy grass growth. We deliver and spread topsoil, then grade it properly for drainage and optimal growing conditions.

Mulch delivery and installation rounds out many of our landscaping projects. Fresh mulch doesn’t just look good, it retains moisture, suppresses weeds, and protects plant roots. We deliver bulk mulch throughout our service area and can install it around trees, in flower beds, and anywhere you need a clean, finished look.

Well-maintained shrubs and foundation plantings surrounding a large two-story home on a manicured lawn
Backyard scene featuring a stone retaining wall, Adirondack chairs, garden hose, fire pit, and a sloped lawn with arborvitae and a white privacy fence above.
Large two-story home with manicured shrubs, brick and siding exterior, and wide driveway

Why Choose Hennessey Tree & Landscape

Joe’s been passionate about landscaping since he was 10 years old, starting with snowplowing neighbors’ driveways as a child. That passion for helping people maintain their properties led him to start Hennessey Tree & Landscape in 2019, and it’s what drives our commitment to quality work and customer service today.

When you hire us, you’re working with a local, family-owned company that treats every property like it’s our own. Joe personally oversees every project, ensuring the work meets his high standards. We’re fully licensed and insured, many positive reviews that consistently praise our professionalism, quality work, and fair pricing.

Our service area includesmost of central Connecticut. We know these communities, understand the local property challenges, and have built our reputation on reliable service and honest estimates.

You won’t get surprises with our pricing. Joe provides detailed, honest estimates that explain exactly what work will be done and what it will cost. No hidden fees, no surprise charges, just straightforward pricing for quality work.

Common Questions About Our Business

Homeowners often have questions about how our services work and what to expect during different types of projects. These FAQs cover the practical details people ask most often, from tree removal and land clearing to grading, drainage, and winter services, so you can feel confident before scheduling your work.

Every tree is evaluated for height, lean, condition, nearby structures, access, and surrounding landscaping. The crew chooses the safest removal method based on these factors and uses professional equipment to prevent property damage. Hazardous trees, storm damaged trees, and trees in tight spaces each require a different approach.

Yes. We plow residential driveways, small business lots, and larger commercial properties throughout Central Connecticut. Seasonal contracts are available so snow and ice are managed automatically without the need for last minute calls during storms.

The process begins with an assessment of the trees, brush, and grading needs. Unwanted vegetation is removed, stumps are ground if needed, and the area is prepared for your next project. This may include rough grading, site preparation, or creating open space for future construction or landscaping.

Yes. Many Central Connecticut properties struggle with pooling water, erosion, and uneven ground. We diagnose the source of the problem and install practical drainage solutions while reshaping the soil to direct water away from structures. Proper grading prevents foundation issues and creates safer, more usable outdoor areas.


Contact us

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Call us at (203) 751-2451 for a free estimate, or use the contact form below. We’re available 24/7 for emergency tree services throughout Central Connecticut.

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Your partner for thorough, reliable home excavations and related services.

Call us (203) 751-2451

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