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.
Trusted in Chester
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
Wade Pools & Landscape Design has served Chester and Kent Island homeowners since 2001. Chester sits at the heart of Kent Island — Queen Anne’s County’s most populated community, with a mix of waterfront properties along the Chester River and Eastern Bay, established residential neighborhoods, and a growing market of primary and second home buyers attracted by Bay Bridge accessibility and Eastern Shore character.
Chester’s diverse property stock creates varied outdoor design opportunities: waterfront lots with tidal and Critical Area constraints, interior residential properties with conventional lot configurations, and newer development areas with cleaner site conditions. Wade brings the design flexibility and technical capability to serve this full range effectively.
Whether you’re building a custom pool on a Chester River waterfront lot, redesigning the landscape of a residential property, creating an outdoor living space, or maintaining a Kent Island second home, Wade delivers precision and personal service on every project.
What We Do
Full-Service Pool & Landscape Solutions for Annapolis Properties
Every service we offer is available as a standalone project or as part of a comprehensive design-build engagement. Explore what Wade brings to your Annapolis outdoor space.
Pools & Spas
Custom in-ground pools, spas, and water features designed for Maryland’s Chesapeake Bay lifestyle. Every pool is designed from scratch around your property, budget, and vision.
Explore pools & spas →
Landscape Design & Build
End-to-end landscape design and installation — from initial concept and grading to planting, lighting, and final walk-through. Precision-executed, built to last.
Explore landscape design →
Outdoor Living Spaces
Custom patios, outdoor kitchens, fire features, pergolas, and seating areas that extend the comfort and character of your home into the Annapolis outdoors.
Explore outdoor living →
Pavers, Hardscapes & Stone
Driveways, walkways, retaining walls, and pool decks in natural stone, concrete pavers, and masonry. Built to complement your home’s architecture and the Maryland landscape.
Explore hardscaping →
Lawn & Landscape Maintenance
Year-round maintenance programs for residential and commercial Annapolis properties — mowing, mulching, seasonal clean-ups, and snow removal to keep your property immaculate through every Maryland season.
Explore maintenance →
Seasonal Planting & Mulching
Native plantings, seasonal color programs, and mulching services tailored to Anne Arundel County’s soil and climate conditions. Sustainable options available.
Explore planting →Local Expertise
Kent Island Outdoor Design Expertise for Chester Properties
Chester’s position at the center of Kent Island means varied site conditions and a regulatory environment shaped by the Chesapeake Bay Critical Area program. Wade is familiar with Queen Anne’s County’s permitting requirements and the tidal setback, buffer, and grading regulations that apply to waterfront and near-waterfront construction here.
Interior Chester properties present more conventional site conditions but still benefit from Wade’s familiarity with the local soil, drainage, and climate characteristics. We design landscapes and outdoor living environments that perform well in the Eastern Shore’s specific conditions year after year.
From waterfront communities along the Chester River to the residential streets of Chester Village and the surrounding Kent Island neighborhoods, Wade delivers outdoor design and craftsmanship that elevates every property.
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 Annapolis and the surrounding region.
Why Chester Homeowners Choose Wade
Experience, Credentials, and a Personal Commitment to Every Project
Wade Pools & Landscape Design is not a national franchise or a high-volume contractor cycling through generic designs. We are a family-owned Annapolis business with deep roots in this community, personal accountability on every project, and a design philosophy centered on the unique character of each property and each client.
When you hire Wade, you work directly with Shaun and Wayne — not a sales team and a rotating crew. Our approach is built around understanding your vision first, then applying the technical expertise and craft to execute it with precision.
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 Wade Pools & Landscape Design for a free on-site estimate. We serve Chester and all of Queen Anne’s County. No pressure — just an honest conversation about what’s possible for your outdoor space.