Equipment and Capabilities: Stump Grinder
Emergency and Storm: Storm Cleanup, Quick Response
Tree Services: Works Near Structures, Large Trees, Dead Tree Experience, Tree Assessments
Customer Experience: Free Estimates, Affordable
Credentials and Trust: Insured, Veteran Owned
Jessup Tree Services is a locally owned and veteran operated, fully insured, tree service. We service all of SouthEastern Wisconsin. No job is too big or small. Ask us for customer testimonials. Call us today for a FREE ESTIMATE! Visit our website for more details
5.0 from 37 reviews
Equipped with stump grinding machinery to eliminate leftover stumps after removal. Leaves your yard clean and ready for replanting or landscaping.
Stump grinding is routinely bundled with their tree removal work, and customers report fast, precise grinding after trees are felled. Most jobs see the stump ground and the area cleaned up within hours on the same day, with debris shredded and hauled away, leaving the yard immaculate. They handle sites near landscaping or structures carefully, protecting driveways with tarps and avoiding damage to bushes or utilities during the grinding process. Based in Southeast Wisconsin and veteran-owned, they provide efficient, affordable stump grinding as part of a reliable, fully insured tree service.
Ready to respond after high winds, ice storms, or heavy snow bring trees and limbs down across your property.
Storm cleanup capabilities include rapid response and clear communication, with the owner and crew quick to return calls, assess storm damage, and provide prompt estimates, often without charge for the initial assessment. In tough scenarios near structures, they’ve shown precision removing large trees while avoiding damage to nearby plants, fences, driveways, and even power lines. They use top-notch equipment and protective measures, such as tarps under their vehicle and mats to shield lawns, resulting in minimal disruption to property. Cleanup is thorough and consistent—debris is removed, stumps ground, and yards are left immaculate, sometimes looking better than before. They can handle large trees and multiple removals across southeastern Wisconsin, including residential sites in Brookfield and nearby communities.
Fast to answer calls and quick to schedule. Whether it's routine work or an urgent situation, these businesses don't leave you waiting.
Rapid communication is a clear pattern, with the owner often returning calls and messages right away and providing timely estimates. On site, crews arrive promptly with solid equipment and even protective measures like tarps under vehicles to protect driveways. They frequently schedule and begin work quickly—some jobs are set for the next day or completed within days, and they even fit in urgent tasks on Sundays. Across Southeastern Wisconsin, including Brookfield and nearby communities, customers describe the team as professional, efficient, and reliable, reinforcing that quick response is paired with quality workmanship.
Skilled at working in tight spaces where trees sit close to homes, fences, garages, or power lines. Precision removal without damage to surrounding structures.
Near-structure work is a core capability, with homeowners in Oak Creek and throughout Southeastern Wisconsin reporting safe, precise removals and trims when trees sit close to houses, decks, and driveways. Clients highlight proactive protective measures—tarps under equipment and thorough, yard-wide cleanup—that help protect nearby structures and landscapes. Crews consistently avoid hazards such as power lines and other utilities, even when felling trees that overhang homes or limbs extending toward buildings. Specific scenarios include removing a tree positioned between lilac bushes without damaging them and quickly removing limbs hanging over a house. With service across Southeastern Wisconsin, including Brookfield and surrounding communities, they deliver responsive, professional work that prioritizes near-structure safety and property protection.
Experienced handling oversized trees - tall, wide, or heavily branched. Removing or trimming a large tree requires specialized skill and equipment, and these pros have both.
Handling large trees and complex removals is a core strength. In southeastern Wisconsin, customers report removing substantial trees—such as a 40-foot specimen and a 140-year-old Norwegian maple about 16 feet in girth—without compromising nearby plantings or structures. They consistently demonstrate care near houses, driveways, lilac bushes, and even power lines, often protecting surfaces with tarps and leaving the yard immaculate after cleanup, stump grinding, and debris removal. The work is noted for speed and professionalism, frequently completed in a single day with responsive communication and fair pricing. These projects demonstrate reliable, veteran-operated service across Brookfield, Waukesha, and the broader area, delivering safety-focused, efficient large-tree solutions.
Specialists in the safe removal of dead, dying, or diseased trees. Dead trees are unpredictable - experience and caution matter.
Dead and dying trees are tackled with precision and care, safeguarding nearby landscaping while the team safely fells and removes the hazard. Customers note fast, responsive scheduling and clear, competitive estimates before work begins. The crew uses top-notch equipment and careful technique to avoid damage to driveways and power lines, then completes cleanup and stump grinding so the yard looks as it did before. Serving Southeastern Wisconsin, including Brookfield and nearby communities, the team is veteran-owned, fully insured, and trusted for safety and reliability. Across projects, results consistently show professionalism, fair pricing, and a thorough, tidy finish that leaves the property improved.
Offers professional evaluation of your trees' health, structure, and risk level. Useful before buying property, after storm damage, or when a tree just doesn't look right.
Their tree assessment capability is evident in on-site hazard and health evaluations that inform preservation or removal strategies. Customers repeatedly describe quick, thorough assessments of risks to nearby structures and landscape features, guiding careful pruning or removal—exemplified by saving a 140-year-old Norwegian Maple with targeted trimming rather than full removal. The team evaluates storm damage and urgent hazards, delivering practical plans and then executing them efficiently with minimal disruption and meticulous cleanup. Property protection is a clear priority, as shown by measures like arranging tarps to shield driveways and avoiding damage to shrubs and utilities during work. The process is supported by clear, fair, no-charge estimates, and the company’s Southeastern Wisconsin focus with veteran ownership underscores a dependable, safety-conscious approach.
No charge for coming out to assess the job and give you a price. Know what you're getting into before committing.
Across projects, customers report prompt, clear estimates that outline both cost and timeline. In at least one review, the estimate was provided at no charge. Feedback also notes responsive communication and smooth scheduling following the estimate. The service covers Southeastern Wisconsin, including Brookfield and Waukesha, making free estimates readily accessible for local residents.
Competitive pricing without cutting corners. These arborists offer fair rates and transparent quotes, making professional tree care accessible for most budgets.
Affordable pricing stands out as a defining capability, with pricing repeatedly described as fair, reasonable, and competitive for a broad range of services from removals to stump grinding. Across Southeastern Wisconsin—including Brookfield, Waukesha, and nearby Oak Creek—customers report prompt quotes, quick turnarounds, and affordable pricing for tree removal, trimming near structures, and stump grinding. They also emphasize careful on-site practices to avoid damage, thorough debris cleanup, and efficient crew coordination that keeps costs down. Being locally veteran-owned and fully insured adds trust and consistency, delivering reliable service for both residential and commercial projects without compromising value.
Carries proper liability and workers' compensation insurance. If something goes wrong on your property, you're protected.
Insurance capability is demonstrated by their readiness to share coverage details and provide a certificate of insurance upon request. Customers repeatedly describe safety-first practices, such as tarping driveways to protect surfaces, avoiding damage to nearby shrubs, and careful work near power lines. This insured, professional handling consistently yields quick, thorough cleanup and reliable results across Southeastern Wisconsin, including Brookfield and Waukesha. The combination of being fully insured and delivering meticulous, responsible service underpins the strong trust and frequent recommendations from clients.
Founded or operated by a military veteran. Many customers choose to support veteran-owned businesses, and these companies often bring discipline and reliability to their work.
Veteran ownership translates into a disciplined, safety-first approach to tree work. Clients consistently note Charles’s responsiveness and transparent communication, including prompt returns and timely estimates. The crew is praised for professional conduct, careful work near structures and landscaping, and meticulous cleanup that protects driveways, plants, and turf. Across residential removals, storm cleanup, and near-structure projects throughout Southeastern Wisconsin, including Brookfield and Waukesha, they deliver fair pricing and reliable results.