Custom Pools & Landscape Design on Tilghman Island, MDAward-Winning Design. 20+ Years. Family-Owned.
On Tilghman Island, where the Chesapeake Bay defines every aspect of life and the working waterman tradition shapes the character of the community, Wade Pools & Landscape Design creates outdoor environments that honor this extraordinary setting. Free estimates. Serving the area since 2001.
The Premier Pool & Landscape Contractor on Tilghman Island
Wade Pools & Landscape Design has served Tilghman Island homeowners since 2001. Tilghman Island is one of the Chesapeake Bay’s most iconic addresses — a working waterfront community at the tip of a Talbot County peninsula where the Bay and the Miles River create extraordinary waterfront property opportunities and a design environment unlike anywhere else in Maryland.
Properties on Tilghman Island are defined by their relationship to the water — virtually every parcel here has water views, water access, or both. Pool and landscape design on this island requires deep familiarity with tidal constraints, Critical Area regulations, the island’s limited infrastructure, and the design aesthetic that belongs in a working waterman community.
Whether you’re building a custom pool on a Tilghman waterfront lot, creating an outdoor living environment that captures the Bay, or maintaining a seasonal residence on the island, Wade brings the waterfront expertise and personal service your property deserves.
Full-Service Pool & Landscape Solutions for Tilghman Island 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 →Chesapeake Bay Design Expertise for Tilghman Island
Tilghman Island presents some of the most complex regulatory and logistical challenges of any property type Wade serves. The Critical Area program, tidal wetland restrictions, and Talbot County permitting all apply — and the island’s geography adds logistical considerations around material delivery and construction access that require careful planning.
Wade has navigated these challenges on Eastern Shore waterfront projects and brings practical experience to every Tilghman Island engagement. We manage the full permit process, coordinate with county agencies, and plan construction logistics to ensure every project runs smoothly on this exceptional island.
From the working waterfront of Dogwood Harbor to the residential properties along Tilghman Island Road, Wade delivers outdoor design and craftsmanship that belongs on one of the Bay’s most iconic islands.
- Chesapeake Bay island & waterfront expertise
- Critical Area & Talbot County permit navigation
- Tidal wetland & setback compliance
- Island logistics & construction planning
- Waterfront pool design for island properties
- Seasonal & second home maintenance programs
- Full design-to-build management — one team, one contact
- Year-round & seasonal maintenance programs
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.”
Pools, Landscapes & Outdoor Spaces Across Maryland
A sample of projects completed by Wade Pools & Landscape Design for homeowners in Tilghman Island and the surrounding Talbot County region.
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.
Frequently Asked Questions About Landscape & Pool Services in Annapolis
Yes. Wade is based in Annapolis and serves Talbot County including Tilghman Island. Founded in 2001, we are locally-owned and family-operated with extensive Eastern Shore waterfront experience.
Yes. Wade has experience designing and installing custom pools on tidal waterfront properties throughout Talbot County, including the unique challenges that Tilghman Island’s Critical Area and island logistics present.
Wade offers custom in-ground pools and spas, landscape design and build, outdoor living spaces, pavers and hardscaping, and seasonal maintenance programs for island properties.
Yes. Wade manages the full permitting process including Critical Area compliance, tidal wetland coordination, and county construction permits.
Yes. Wade offers seasonal maintenance programs for properties that aren’t occupied year-round, common on Tilghman Island.
Wade serves Tilghman Island and surrounding Talbot County communities including St. Michaels, Easton, Bozman, Neavitt, and Oxford.
Call (410) 349-9507 or visit wadelandscapes.com/contact/ for a free 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.
Proudly Serving Tilghman Island and the Surrounding Communities
Wade Pools & Landscape Design serves homeowners and businesses throughout Talbot County and beyond. Based in Annapolis, we are within easy reach of your property.
Ready to transform your Tilghman Island property?
Call Wade Pools & Landscape Design for a free on-site estimate. We serve Tilghman Island and all of Talbot County. No pressure — just an honest conversation.