Serving Chester & Queen Anne’s County
Custom Pools & Landscape Design in Chester, MDAward-Winning Design. 20+ Years. Family-Owned.
From Chester’s waterfront communities along the Chester River and Eastern Bay to the established residential neighborhoods of central Kent Island, Wade Pools & Landscape Design creates outdoor environments that reflect the best of Eastern Shore living. Free estimates. Serving the area since 2001.
Chester Pool Builder & Landscape Contractor
20+
Years transforming Maryland outdoor spaces
Founded2001 — Annapolis, MD
OwnershipFamily-Owned & Operated
ServicesPools, Landscape, Hardscape, Maintenance
EstimateFree Custom Consultations
Award-Winning Pool & Landscape Design
Annapolis • Eastern Shore • Since 2001
20+
Years in Business
5.0★
16 Google Reviews
Full
Design-to-Build Service
Free
Custom Estimates
Chester, MD
The Premier Pool & Landscape Contractor in Chester
When Chester homeowners search for a pool builder near me or a landscape contractor on Kent Island, Wade Pools & Landscape Design is the answer. Based in Annapolis — minutes from Chester across the Bay Bridge — Wade has been the trusted pool builder and landscape contractor in Chester since 2001, delivering custom pool construction, pool design, and comprehensive landscaping for the waterfront properties and residential neighborhoods at the heart of Kent Island.
Chester’s position at the center of Kent Island offers diverse pool construction and landscape design opportunities — from waterfront lots along the Chester River and Eastern Bay requiring Critical Area pool builder expertise to interior residential properties where landscape contractor work can operate at a fuller scale. Wade holds MHIC License #90341 and is ICPI Certified.
Whether you need a pool builder for a Chester River waterfront property, a landscape contractor for landscape design and build, hardscaping for patios and walkways, pool restoration services, or native plantings and stormwater management solutions, Wade manages every phase from design through construction and maintenance.
What We Do
Full-Service Pool & Landscape Solutions for Chester Properties
From custom pool construction and pool restoration to sustainable landscape design and build, patios, walkways, driveways, outdoor kitchens, water features, retaining walls, native plantings, rain gardens, stormwater management, and commercial and residential maintenance — Wade delivers every service your Chester property needs.
Pool Construction & Restoration
Custom in-ground pool construction and pool restoration for Chester residential and commercial properties. Every pool design is engineered from scratch for your site. We also restore and renovate existing pools to modern design and safety standards.
Explore pool construction →
Sustainable Landscape Design & Build
Full-scale landscape design and build for Chester properties. Our landscape contractor team handles grading, native plantings, eco-friendly landscape design, rain gardens, and stormwater management solutions — built to thrive in Maryland’s climate.
Explore landscape design →
Outdoor Kitchens & Water Features
Custom outdoor kitchens, water features, fire features, pergolas, and seating areas that extend the comfort of your Chester home into the outdoors. Designed as standalone investments or integrated with your pool construction and landscape design.
Explore outdoor living →
Pavers, Hardscapes & Masonry
ICPI-Certified hardscape installation for Chester properties — patios, walkways, driveways, retaining walls, pool decks, and masonry in natural stone and concrete pavers. Built to complement your pool construction and landscape design.
Explore hardscaping →
Commercial & Residential Maintenance
Year-round landscape maintenance programs for residential and commercial Chester properties — mowing, mulching, seasonal clean-ups, and snow removal. Protecting your pool construction and landscape design investment through every Maryland season.
Explore maintenance →
Native Plantings & Eco-Friendly Landscapes
Native planting programs, rain garden design and installation, stormwater management solutions, and eco-friendly landscape design tailored to Chester, Queen Anne's County soil and climate conditions. Sustainable landscaping that performs beautifully and responsibly.
Explore native plantings →Local Expertise
Kent Island Outdoor Design Expertise for Chester Properties
Chester’s waterfront properties along the Chester River and Eastern Bay require a pool builder and landscape contractor with genuine Critical Area expertise. Wade manages tidal setback requirements, buffer zone compliance, and Queen Anne’s County’s permitting process for waterfront pool construction as part of every waterfront engagement.
Interior Chester properties present more conventional pool construction and landscape design conditions, but still benefit from Wade’s local knowledge of Eastern Shore soil, drainage, and climate characteristics. Our landscape contractor services include native Eastern Shore plantings, rain gardens, stormwater management, and eco-friendly landscape design.
From pool construction on Chester River waterfront lots to landscape design and build for residential neighborhoods throughout Kent Island, Wade delivers pool builder and landscaping contractor services for every Chester property type.
What Sets Wade Apart in Annapolis
- Chester River & Kent Island waterfront expertise
- Critical Area & tidal setback compliance
- Queen Anne’s County permit navigation
- Pool design for Eastern Bay properties
- Seasonal & second home maintenance programs
- Native Eastern Shore plantings
- Full design-to-build management — one team, one contact
- Year-round maintenance programs
Client Reviews
What Maryland Homeowners Say About Wade
5.0 ☆ across 16 Google reviews — MHIC Licensed #90341 — ICPI Certified
★★★★★
“I can’t recommend Wade Landscapes enough! Our project turned out beautifully and we love our new outdoor kitchen space. They were communicative, easy to work with, and the work ethic is superior. We look forward to using them for future projects.”
★★★★★
“Professional and trustworthy. We worked with Wade to design and install a very large landscape project for our new home and we are extremely happy with the results. Many of our neighbors stopped by to let us know how great it looks!”
★★★★★
“We couldn’t be happier with our decision to use Wade Pools and Landscape. The process from start to finish was smooth with an incredible end result. We are blown away with our patio and would recommend Wade, hands down, to anyone.”
Our Work
Pools, Landscapes & Outdoor Spaces Across Maryland
A sample of projects completed by Wade Pools & Landscape Design for homeowners in Chester and the surrounding Queen Anne's County region.
Why Chester Homeowners Choose Wade
Experience, Credentials, and a Personal Commitment to Every Project
Wade is a licensed pool builder and landscape contractor with over 20 years of pool construction and landscaping experience on the Eastern Shore. We hold MHIC License #90341 and are ICPI Certified. When Chester homeowners search pool builder near me, Wade is the locally-based waterfront pool construction answer.
When you hire Wade for pool construction or landscape design in Chester, you work directly with Shaun and Wayne Wade. Our pool builder and landscape contractor team delivers full Critical Area compliance on every waterfront project.
Est. 2001
Over 20 years serving Annapolis & Maryland
Educated Team
Graduate Landscape Design, GWU — BS Business Management, U of Baltimore
Family-Owned
Father-son operation — personal service on every project
Full-Service
Design, build, and maintain — one company, total accountability
Licensed & Certified
MHIC #90341 • ICPI Certified • Best of Annapolis 2025
Sustainable Focus
Native plantings, rain gardens, eco-friendly solutions
Common Questions
Frequently Asked Questions About Landscape & Pool Services in Annapolis
Yes. Wade is based in Annapolis, minutes from Chester across the Bay Bridge. We have served Queen Anne’s County since 2001 as a locally-owned, family-operated firm.
Yes. Wade has extensive experience with waterfront properties on Kent Island, including Chester River and Eastern Bay frontage. We understand Critical Area regulations and the county permitting process.
Wade offers custom in-ground pools and spas, landscape design and build, outdoor living spaces, pavers and hardscaping, lawn maintenance, and seasonal planting and mulching.
Yes. Wade offers seasonal maintenance programs for second home and vacation properties throughout Kent Island and Queen Anne’s County.
Yes. Wade manages the full permitting process including Critical Area compliance.
Wade serves Chester, Stevensville, Centreville, Queenstown, and the broader Queen Anne’s County area, as well as Annapolis and the Eastern Shore.
Call (410) 349-9507 or visit wadelandscapes.com/contact/ for a free on-site consultation.
Call us at (410) 349-9507 or submit a contact form at wadelandscapes.com/contact/. We schedule a free on-site consultation where one of the Wade team will walk your property, listen to your goals, and discuss design and budget options. There is no obligation and no pressure — just a straightforward conversation about what’s possible for your Annapolis property.
Service Area
Proudly Serving Chester and the Surrounding Communities
Wade Pools & Landscape Design serves homeowners and businesses throughout Queen Anne's County and beyond. Based in Annapolis, we are within easy reach of your property.
Ready to transform your Chester property?
Call Chester’s trusted pool builder and landscape contractor for a free on-site estimate. We serve Chester, Kent Island, and all of Queen Anne’s County. No pressure — just an honest conversation.