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POWERED BY PURLIN.AI

558 PILOTTOWN Rd

lewes, DE 19958

$4,295,000

  • 4 BR
    3 BA, 2 HALF BA
    approx. 4,596 SF

Interested? Let's Connect

WATERFRONT HOME - ROOTED IN HISTORY

Experience the brilliant evolution of "The Light Keeper’s House," an impeccably restored 1850s treasure on historic Pilottown Road. This architectural masterpiece seamlessly blends luxury and history, and includes the canal front parcel directly across the street complete with five private boat slips and wide-open scenic views. Thoughtfully renovated through the centuries and perfected in 2004, the residence retains its soul with preserved random-width heart pine floors and authentic exposed beams, while introducing two soaring additions that flood the home with natural light through vaulted ceilings and skylights.

The interior is a masterclass in coastal sophistication, centered around a gourmet chef’s kitchen equipped with a Wolf 6-burner professional range, premium stainless appliances, and a striking emerald-tiled backsplash. Elegant entertaining flows from the formal dining room, anchored by a massive white-washed masonry fireplace, to the sun-drenched sun room featuring classic terracotta hex-tile flooring and panoramic views. A fully equipped butler’s pantry with a wine cooler and additional prep space ensures seamless hosting for gatherings of any size.

The grand living spaces are defined by impeccable craftsmanship, including added crown moldings, wide baseboards, and a stately brick fireplace in the Great Room. Upstairs, the expansive double-decker porches offer a front-row seat to the salt air and the gentle rhythm of the canal. The lifestyle continues outdoors in the amazingly lush, oversized backyard & curated gardens, creating a private sanctuary that is a rare find in the heart of Lewes.

This is a peerless offering where historic charm meets modern luxury in one of the absolute best locations in Delaware. From the professional-grade culinary heart of the home to the five private slips waiting for your fleet, every detail of this property has been polished to perfection. Don’t miss this chance to own a piece of maritime history in the first town of the first state!

Details

4,596 Sq Ft

0.41 Private Acres Lot Size

other

$294 Monthly Tax

Built in 1850

MLS/Listing ID DESU2103202

NONE AVAILABLE

Amenities & Features

Recessed Lighting

Dining Area

Butlers Pantry

Breakfast Area

Attic

Screened

Water Heater

Balcony

Stainless Steel Appliance(s)

Style - Coastal

Crawlspace

Washer

Refrigerator

Range Hood

Ice Maker

Dryer

Disposal

Dishwasher

Construction - Shake Siding

Skylights

Walk-in Closets

Block

Carpet

Hardwood

Upgraded Countertops

Ceiling Fans

Metal

Public Sewer

Public Water

Construction - Cedar

Cooling - Zoned

Cooling - Central Air

Out Buildings

Estimate my mortgage

TOTAL MONTHLY COST

$0

  • PRINCIPAL & INTEREST

    $0

  • PROPERTY TAXES

    $0

  • Common Charges

    $0

HOME PRICE
DOWN PAYMENT
TERM
INTEREST

Interested In 558 PILOTTOWN Rd?

The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the BrightMLS. Real estate listings held by brokerage firms other than Douglas Elliman of VA are marked with the Internet Data Exchange logo and information about them includes the name of the listing brokers. Some properties listed with the participating brokers do not appear on this website at the request of the seller. Listings of brokers that do not participate in Internet Data Exchange do not appear on this website.

All information deemed reliable but not guaranteed. Last date updated: 05/31/2026.
Source: Bright Multiple Listing Service, Inc.

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