PicksByTown
Chesapeake, Virginia · Landscapers

The 4 best landscapers in Chesapeake, VA

Ranked on public signals: website quality, contactability, and service fit. Updated October 2026. No paid placements, and no customer reviews are collected or shown; every business was found in public listings or added by its owner, and all are scored the same way.

4 firms ranked Updated October 2026
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Chesapeake is a sprawling city in Hampton Roads, Virginia, with a mix of suburban and rural areas. Landscapers handle lawn care, design, hardscaping, tree services, and seasonal maintenance.

We indexed 4 landscapers serving Chesapeake and surrounding neighborhoods, including Great Bridge, Deep Creek, Greenbrier, South Norfolk, Western Branch. Each firm is scored on a consistent set of data signals: website health, HTTPS security, mobile-friendliness, online contactability, and alignment with the landscapers niche. The ranking is fixed by data, not by who pays the most to appear at the top.

Of the 4 landscapers listed for Chesapeake, 4 run a secure (HTTPS) website, 3 publish a phone number and 4 have their business name confirmed on their own website.

If you live in Chesapeake, VA and need a landscaper, this page is a starting point, not an endorsement. Call two or three from the list, get written estimates, and compare. The numbers next to each business are a filter, not a decision.

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How we rank landscapers in Chesapeake

Each business is scored on signals we can verify from public data: a live, secure (HTTPS) website, mobile-friendliness, a published phone number and website, and fit with the landscapers category. We do not collect or display customer reviews, and we do not accept payment for placement. Businesses can claim their listing to correct contact details, but the rank is fixed by the data. Owners can claim a listing for a Verified badge and a direct link; sponsors appear only in labeled blocks outside the numbered list. Neither changes rank.

Local conditions

Hiring landscapers in Chesapeake: what the local data says

  • 16% of the homes in Chesapeake were built in 2010 or later. Newer lots often start with graded fill and little established planting, so soil prep is usually part of the job.
  • 72% of occupied homes in Chesapeake are owner-occupied, and 67% of homes are single-family detached houses.
  • The typical last spring frost in Chesapeake is around March 14 and the first fall frost around November 29, roughly 259 frost-free days. That window is the planting season for most lawns and beds, and spring slots with good crews fill early.
  • Chesapeake gets about 51 inches of precipitation a year and about 6 inches of snow, and July is typically the wettest month. Drainage and grading problems show up in the wettest month, which is the best time to see where water sits.

Sources: US Census Bureau, ACS 2024 1-year estimates for Chesapeake, VA, via Census Reporter; Open-Meteo historical weather archive, 2015-2024 averages.

This market

Landscapers around Chesapeake: what this page found

2 of the 4 landscapers on this page are listed under Chesapeake itself; the other 2 serve Chesapeake from Virginia Beach.

The longest-established is Dr. Dan's Landscaping & Architectural Design, 35 years in business.

Nearby directories for the same trade: Norfolk (4 ranked), Virginia Beach (4 ranked), Richmond (2 ranked).

Common questions

Landscapers in Chesapeake: quick answers

How are the landscapers in Chesapeake ranked?

Each listing is scored on public signals we can check ourselves: whether the website is live and secure (HTTPS), whether it works on a phone, whether a phone number and website are published, and how closely the business matches the landscapers category. We do not collect customer reviews, so no star ratings or review counts appear here, and no business pays for placement.

How do I pick the best landscaper in Chesapeake?

Use this list to shortlist two or three landscapers, then read their Google reviews yourself, confirm license and insurance, and get written estimates before committing. The score here is a filter, not a verdict.

How do I verify a landscaper's license in Virginia?

Licensing in Virginia runs through the Virginia Department of Professional and Occupational Regulation (DPOR). Before hiring anyone in Chesapeake, ask whether they hold a Class A, B, or C contractor license and verify the license number through DPOR's public license lookup. Also confirm current liability insurance, and get the license number in writing on the estimate.

Which landscapers serve Chesapeake?

This page lists Dr. Dan's Landscaping & Architectural Design, Freedom Mowers Lawn Care, ZTV Landscaping and Anderson's, in ranked order. 3 of the 4 publish a phone number, so you can call those directly; the rest are easiest to reach through their websites.

When is the best time to book landscapers in Chesapeake?

Going by Chesapeake's own weather records (typical last spring frost around March 14, first fall frost around November 29), the usual windows are from about March 14 into early summer or before July, usually the wettest month in Chesapeake. Booking a few weeks ahead of those windows beats the rush.

Read our guide
When to schedule every landscaping task (Delaware, PA, NJ timing)
Also useful

Directories & guides for landscapers in Chesapeake

Third-party roundups and multi-business directories covering this area. Not curated by us; included for reference.

The 10 Best Landscaping Companies in Chesapeake, VA (2025) Here is the best list of Chesapeake's landscaping companies as rated by the Chesapeake, VA…

What to look for when hiring a landscaper in Chesapeake

  • Check which Virginia license applies. Virginia licenses some of this work through the Virginia Department of Agriculture and Consumer Services, which issues the VDACS pesticide business license and certified fertilizer applicator. Verify it at the official Virginia license lookup before signing. Mowing needs no state license, but a service that sprays weed control or fertilizes lawns commercially needs a VDACS pesticide business license and a certified fertilizer applicator.
  • Written estimates. Any landscaper who won't put the scope in writing is a red flag.
  • Review quality, not just volume. Read the 3-star reviews, they're usually the most honest.
  • Local references. A landscaper who's done work in Great Bridge or Deep Creek will understand local housing stock better than a regional chain.

Popular landscapers neighborhoods in Chesapeake

The landscapers on this page serve all of Chesapeake and surrounding areas, including Great Bridge, Deep Creek, Greenbrier, South Norfolk, Western Branch. Response times and service radius vary, call ahead for estimates.

Chesapeake Landscapers

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