Covered Bridge Trails

Covered Bridge Trails in Lewes, Delaware

Covered Bridge Trails

21035 Stillwater Drive,

Lewes, DE 19958

55 and Over

Lewes, Sussex County

Off Route 1, about four miles from downtown Lewes

Resale Homes

Single-family homes and attached villas

No Golf Course

Clubhouse, pool, pickleball and trail access

Welcome toCovered Bridge Trails

Covered Bridge Trails is a 55+ community under its HOA rules, with about 130 homes, 43 of them single-family and the rest attached villas, built from about 2019 off Route 1 near Lewes. It has a clubhouse with a fitness room, an outdoor pool, pickleball courts, a dog park and community garden plots, and the Georgetown to Lewes Trail runs along its edge. Downtown Lewes and Beebe's main hospital are about four miles away.

Covered Bridge Trails in Lewes, Delaware

Experience Gets ResultsCovered Bridge Trails Featured Listings

Getting Your BearingsWhere Covered Bridge Trails Sits

Covered Bridge Trails sits off Route 1 by way of Tulip Drive, in unincorporated Sussex County about four miles from downtown Lewes.

  • Hospital. Beebe's main hospital on Savannah Road in Lewes is about four miles away.
  • Town. Downtown Lewes and Second Street are about four miles away, and the shops along Route 1 are a few minutes away.
  • Beaches. Lewes Beach and Cape Henlopen State Park are about five miles away, and Rehoboth Beach is about six miles south.
  • Getting around. Route 1 runs north to Milton and Dover and south to Rehoboth Beach. The Georgetown to Lewes Trail runs along the community's northern edge.
  • Inside the community. Single-family homes and attached villas, with a clubhouse and fitness room, an outdoor pool, pickleball courts, a dog park and garden plots.

What Is Around YouDay To Day From Covered Bridge Trails

  • Medical. Beebe's main hospital on Savannah Road in Lewes, with its emergency department open around the clock.
  • Groceries. Giant at Lighthouse Plaza on Route 1, and the Historic Lewes Farmers Market on Saturdays in season.
  • Restaurants. Big Oyster Brewery on Kings Highway in Lewes, and the restaurants along Second Street in downtown Lewes.
  • Nightlife. Crooked Hammock Brewery on Route 1 in Lewes, and the Rehoboth Beach boardwalk.
  • Parks and outdoors. The Georgetown to Lewes Trail at the edge of the community, the Junction and Breakwater Trail toward Rehoboth Beach, and Cape Henlopen State Park past Lewes.
  • Shopping. Tanger Outlets along Route 1 and the small shops of downtown Lewes. Delaware charges no sales tax.

If You Like Covered Bridge TrailsThree Others Worth Your Time

Not the nearest pins on a map, the ones that answer the same question.

  • Bay Crossing. Also in Lewes off Route 1, with the same mix of attached villas and single-family homes and a larger clubhouse with tennis and a pool, in homes built from 2005.
  • Four Seasons at Belle Terre (Lewes). A few miles south off Route 24, with single-family homes of the same age, some with full basements, and a clubhouse with pickleball and a pool.
  • Truitt Homestead. Single-family homes about the same age, under two miles from downtown Rehoboth Beach, for a buyer who wants to be closer to the ocean.

All three, like Covered Bridge Trails, are 55+ communities. Call us at 302-549-5164 and we will tell you what is for sale in each of them right now.

Learn More AboutCovered Bridge Trails

A 55+ Community on the Georgetown to Lewes Trail

Covered Bridge Trails sits off Route 1 by way of Tulip Drive, in unincorporated Sussex County about four miles from downtown Lewes.
What is here: about 130 homes in all: 43 single-family homes and about 90 attached villas, most with the main bedroom on the first floor.
The rules: it is a 55+ community under its HOA rules.
The trail: a trailhead for the Georgetown to Lewes Trail sits on the community's northern edge, for walking and biking toward Lewes.
Age of the homes: the homes went up from about 2019, so they are recent construction.
Homes here come up for sale a few at a time. Call us at 302-549-5164 and we will tell you what is available.

About the Homes

Every home sold in 2025 and 2026 that we have seen has been a resale. The homes were built by Lennar.
Single-family homes: detached homes with a first-floor main bedroom, and some with a finished walkout basement. Listings that count the basement show much larger square footage.
Villas: attached homes sold as end units or interior units, also with first-floor living.
Size: recent listings run from about 2,300 square feet for a villa to about 2,900 square feet and up for a single-family home with a finished basement.
Garage: the single-family homes we have seen listed have an attached two car garage.
Recent prices: 2025 and 2026 listings have run from about $600,000 for a villa to about $825,000 for a single-family home.
The exact size and layout of any home is on its listing, and we will pull it for you.

About the Amenities

The amenities sit together around the clubhouse, with the trail at the edge of the community.
Clubhouse: a fitness room and a gathering room.
Pool: an outdoor pool.
Courts: pickleball courts.
Outdoors: a dog park, raised community garden plots, walking paths and ponds.
Trail: direct access to the Georgetown to Lewes Trail.

Why the Trail Matters Here

The Georgetown to Lewes Trail is a paved walking and biking path being built along the old rail line between the two towns, and Covered Bridge Trails was planned around it.
At the edge: the developer granted an easement for the trail along the community's northern border when the county approved the plan.
Where it goes: the trail heads east toward Lewes, where it connects with other paths toward Cape Henlopen State Park and the Junction and Breakwater Trail to Rehoboth Beach.
Still growing: sections of the trail toward Georgetown are still being built, so how far you can ride depends on the year.
Ask us how far the finished trail runs today, and we will check before you tour.

About the Area

Covered Bridge Trails has a Lewes address and sits outside the City of Lewes limits, in unincorporated Sussex County.
Downtown: downtown Lewes and Second Street are about four miles away.
Beaches: Lewes Beach and Cape Henlopen State Park are about five miles away, and Rehoboth Beach is about six miles south.
Health care: Beebe's main hospital on Savannah Road in Lewes is about four miles away.
Schools: Cape Henlopen School District. Confirm school assignments with the district for any specific address.

About the HOA

The HOA runs the clubhouse, the pool and the common ground, and handles outside yard work.
What the fees cover: listings show common area maintenance, lawn care, snow removal, trash pickup, the pool and the clubhouse.
Recent figures: a 2026 single-family listing shows about $281 a month, and a 2025 villa listing shows about $335 a month.
Ownership: some listings show homes here under a condominium form of ownership even when the home is detached. Ask us which applies to the home you want.
Fees change. We will get the current figures for any home you are considering.

What You Get

The practical details of owning here.
Utilities: public water and public sewer, with natural gas heat and hot water in the homes we have seen listed.
Maintenance: the HOA handles lawn care and snow removal.
Layout: first-floor main bedrooms in both the villas and the single-family homes.
Pets: a dog park inside the community. Confirm pet rules in the HOA documents for the specific home.
Ask us for the HOA documents before you write an offer.

About the Taxes

Read this first: Active Adults Realty is not a tax, legal or financial advisor and nothing below is advice. Confirm every figure with your own tax professional and with Sussex County before you rely on it.
The state picture: Delaware has no state sales tax, no estate tax and no inheritance tax, and Social Security is not taxed.
The local picture: Covered Bridge Trails is outside the City of Lewes limits, in unincorporated Sussex County, so the property tax bill is county and school tax with no city tax on top. Sussex County reassessed every property recently, so older tax figures on a listing may not reflect what you will pay.
Call 302-549-5164 and we will pull the recorded figures for the specific home you are considering.

Disclaimer: While we strive to do our best to have the most current information available on our website, please note that availability of models, their prices, and square footage are subject to change without notice by the Builder. For the most current info on models available, pricing and square footage, please contact us.
Call 302-549-5164 or email [email protected] You may want to read this article on Understanding Base Model Pricing.
Active Adults Realty office: 302-424-1890