Trade directory · Chesapeake metro · Virginia

Landscaping contractors in
Chesapeake, Virginia.

A public directory of licensed landscaping contractors serving greater Chesapeake. Market data, licensing requirements, and cost benchmarks — updated continuously from public sources.

Licensed Establishments
3,092
U.S. Census Bureau
Peak Season
March through October, with highest demand April-June for installations and year-round for maintenance
Market estimate
Avg. Response Time
2-5 business days for quotes, up to 2 weeks during peak spring season
Operator average
§ A · Market rates

Common Job Costs

CHESAPEAKE-VA · LOCAL ESTIMATES
Service
Description
Cost Range
lawn maintenance (monthly)
Typical range based on local lawn maintenance (monthly) jobs.
$150 – $400
landscape design and installation
Typical range based on local landscape design and installation jobs.
$3,000 – $15,000
tree removal
Typical range based on local tree removal jobs.
$500 – $2,500
irrigation system installation
Typical range based on local irrigation system installation jobs.
$2,500 – $8,000
hardscape installation (patios/walkways)
Typical range based on local hardscape installation (patios/walkways) jobs.
$4,000 – $12,000
§ B · Regulatory

Licensing Requirements

VA
§1

Licensing Requirements

Virginia requires a Class A Contractor License for projects over $1000 or a Class B for projects over $7500. Must pass PSI examination, provide financial statements, and maintain $50,000 net worth. Specialty classifications include Highway/Heavy, Building, and Residential. License renewal required every 2 years with continuing education.

§2

Permit Requirements

City of Chesapeake requires permits for tree removal over 6 inches diameter, irrigation connections to city water, and hardscape projects affecting drainage. Landscaping permits typically $25-100 depending on scope.

§3

Inspection Schedule

Initial inspection for irrigation connections, final inspection for permitted hardscape work. Tree removal permits require approval before cutting and final verification of stump removal.

§4

Insurance Minimums

Virginia requires minimum $300,000 general liability insurance for licensed contractors. Workers compensation required if employing others. Bonding requirements vary by project size.

§ C · Path to license

How to Get Licensed

6 STEPS
1

Meet eligibility requirements

Must be 18 years old, provide financial statements showing $50,000 net worth for Class A license, and demonstrate 3 years experience in construction or related field.

01/06
2

Complete pre-license education

Take approved 8-hour pre-license course covering Virginia construction law, safety regulations, and business practices. Course must be completed within 12 months of application.

02/06
3

Submit license application

File application with Virginia Department of Professional and Occupational Regulation (DPOR) including experience documentation, financial statements, and $160 application fee.

03/06
4

Pass PSI examination

Schedule and pass the PSI contractor examination covering business law, safety, and trade-specific knowledge. Exam fee is $80, passing score is 70%.

04/06
5

Obtain required insurance and bonding

Secure minimum $300,000 general liability insurance and any required bonding. Submit certificates of insurance to DPOR before license issuance.

05/06
6

Receive license and maintain compliance

Once approved, receive contractor license valid for 2 years. Complete 8 hours continuing education and renew by expiration date to maintain active status.

06/06
§ D · Field notes

About This Market

UPDATED APR 2026

Chesapeake's landscaping market is steady year-round with strong residential demand from established neighborhoods and new developments in Great Bridge and Western Branch areas. Competition is moderate with roughly 3092 licensed establishments statewide, but quality contractors stay busy. Costs run 10-15% below Virginia Beach due to lower overhead, with soil conditions and hurricane preparedness driving plant selection and installation methods. The market supports both maintenance crews and design-build operations, with HOA contracts providing reliable revenue streams.

To work Chesapeape, you need your VA contractor license if billing over $1000 - no shortcuts on this. The city permitting office is straightforward but slow, so build permit time into your schedules. Spring booking fills up by February, so line up crews early. Know your native plants and salt tolerance - you're close enough to the coast that wind and occasional storm surge matter. Local suppliers like Tidewater Turf and Atlantic Mulch offer contractor accounts. Price competitively but don't race to the bottom - quality work gets referrals in these neighborhoods.

Data Sources
  • licensed establishments count
    US Census Bureau Economic Census
  • licensing requirements
    Virginia Department of Professional and Occupational Regulation
  • permit requirements
    City of Chesapeake Building Department
  • insurance minimums
    Virginia Board for Contractors
  • cost ranges
    Local market estimates based on contractor surveys
§ E · FAQ

Frequently Asked Questions

05 QUESTIONS
Q/01

Do I need a license to do landscaping work in Chesapeake, VA?

Yes, Virginia requires a contractor license for landscaping projects over $1000. You must obtain either a Class A or Class B license through the Virginia Board for Contractors, pass the PSI exam, and maintain required insurance and bonding.

Q/02

What permits do I need for landscaping projects in Chesapeake?

Chesapeake requires permits for tree removal over 6 inches diameter, irrigation connections to city water systems, and hardscape projects that affect drainage patterns. Contact the Chesapeake Building Department at (757) 382-6176 for specific requirements.

Q/03

When is peak season for landscaping work in Chesapeake?

Peak season runs March through October, with highest demand April-June for new installations. Maintenance contracts provide year-round work, but spring cleanup and planting season drives the biggest revenue period for most contractors.

Q/04

What insurance do landscaping contractors need in Virginia?

Virginia requires minimum $300,000 general liability insurance for licensed contractors. Workers compensation is mandatory if you employ others. Many clients and HOAs require higher coverage limits, typically $1-2 million general liability.

Q/05

How much do landscaping services cost in Chesapeake?

Monthly lawn maintenance ranges $150-400, landscape installations run $3000-15000, and hardscape projects cost $4000-12000. Costs are typically 10-15% lower than Virginia Beach due to reduced overhead and travel time.

§ F · Directory

Landscaping contractors in Chesapeake

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