• Buy
  • Rent
  • Sell
  • Agents
New DevelopmentWorld of Elliman
The latest in luxury property, lifestyle & culture, curated just for you.

Company

  • About Us
  • Leadership
  • Offices
  • Press & News
  • Elliman Cares
  • Join as an Agent
  • Careers
  • Elliman Global
  • Investors

Resources

  • World of Elliman
  • Elliman Insider
  • Magazines
  • Market Reports
  • Research Reports
  • Elliman Private Listings
  • New Elliman Exclusives
  • Featured Cities
  • Guides to Buying & Selling

Brand Portfolio

  • New Development
  • Commercial
  • Relocation
  • Sports & Entertainment
  • Farm & Ranch
  • Building Broker Specialists
  • Title Services
  • Estate, Trust & Probate

  • California
  • Colorado
  • Connecticut
  • Florida
  • Massachusetts
  • Mid-Atlantic
  • Nevada
  • New Jersey
  • New York
  • New York City
  • Texas
  • Vermont
  • Site Map
  • Terms
  • Privacy
  • Cookie Preferences
  • Do Not Sell or Share My Personal Information
  • NYS Housing Discrimination Disclosure Notice & Form
  • NYS Standard Operating Procedure
  • NYS Tenants' Rights to Reasonable Accommodations for persons with disabilities
  • California Consumer Privacy Act Notice
  • Texas Consumer Protection Notice
  • Texas Real Estate Commission Information About Brokerage Services
  • Text of NYC Human Rights Law
  • New York City Commission on Human Rights
  • NYC Source of Income Discrimination Information
  • NYC Source of Income Discrimination Tenant FAQs

THE SOURCE OF THE DISPLAYED DATA IS EITHER THE PROPERTY OWNER OR PUBLIC RECORD PROVIDED BY NON-GOVERNMENTAL THIRD PARTIES. IT IS BELIEVED TO BE RELIABLE BUT NOT GUARANTEED. FOR COLORADO VIEWERS, INFORMATION ABOUT NON-COMMERCIAL PROPERTIES IS PROVIDED EXCLUSIVELY FOR YOUR PERSONAL, NON-COMMERCIAL USE.

575 MADISON AVENUE, NEW YORK, NY 10022. 212.891.7000 © 2026 DOUGLAS ELLIMAN REAL ESTATE. EQUAL EMPLOYMENT OPPORTUNITY PROVIDER. ALL MATERIAL PRESENTED HEREIN IS INTENDED FOR INFORMATION PURPOSES ONLY. WHILE THIS INFORMATION IS BELIEVED TO BE CORRECT, IT IS REPRESENTED SUBJECT TO ERRORS, OMISSIONS, CHANGES, OR WITHDRAWAL WITHOUT NOTICE. ALL PROPERTY INFORMATION, INCLUDING, BUT NOT LIMITED TO SQUARE FOOTAGE, ROOM COUNT, NUMBER OF BEDROOMS, AND THE SCHOOL DISTRICT IN PROPERTY LISTINGS SHOULD BE VERIFIED BY YOUR OWN ATTORNEY, ARCHITECT, OR ZONING EXPERT. EQUAL HOUSING OPPORTUNITY. LISTING DATA REFRESHED ON MAR 14 2026 AT 2:32 PM.

DOUGLAS ELLIMAN IS A LICENSED REAL ESTATE BROKER IN CALIFORNIA WITH LICENSE # 01947727, COLORADO WITH LICENSE # EC100053892, CONNECTICUT WITH LICENSE # REB.0314827, THE DISTRICT OF COLUMBIA WITH LICENSE # REO40000160, FLORIDA WITH LICENSE # CQ1020232, MARYLAND WITH LICENSE # 645270, MASSACHUSETTS WITH LICENSE # 422764, NEVADA WITH LICENSE # 1454643, NEW JERSEY WITH LICENSE # 0572105, NEW YORK WITH LICENSE # 10991211812, TEXAS WITH LICENSE # 9008706, AND VIRGINIA WITH LICENSE # 0226035659.

SCAMMERS ARE IMPERSONATING REAL ESTATE AGENTS AND USING ACTIVE LISTINGS TO REQUEST FAKE DEPOSITS. SHOULD YOU HAVE A QUESTION ABOUT THE LEGITIMACY OF A DOUGLAS ELLIMAN AGENT OR LISTING, PLEASE CONTACT THE AGENT DIRECTLY VIA THE “AGENTS” LINK IN THE TOP MENU. DOUGLAS ELLIMAN WILL NEVER ASK FOR ANY PAYMENT TO RESERVE, HOLD, OR VIEW A PROPERTY. THESE CHARGES ARE PROHIBITED UNDER NEW YORK LAW. IF YOU RECEIVE A SUSPICIOUS REQUEST FOR MONEY, DO NOT SEND FUNDS. REPORT IT TO THE NYS DEPARTMENT OF STATE AND NOTIFY DOUGLAS ELLIMAN. YOU CAN READ THE NEW YORK STATE DEPARTMENT OF STATE'S CONSUMER ALERT HERE.

POWERED BY PURLIN.AI

558 PILOTTOWN Rd

lewes, DE 19958

$4,850,000

  • 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

$3,527 Annual Tax

Built in 1850

MLS/Listing ID DESU2103202

NONE AVAILABLE

Amenities & Features

Walk-in Closets

Balcony

Screened

Metal

Skylights

Out Buildings

Cooling - Zoned

Cooling - Central Air

Construction - Shake Siding

Construction - Cedar

Style - Coastal

Stainless Steel Appliance(s)

Refrigerator

Range Hood

Dryer

Water Heater

Crawlspace

Attic

Breakfast Area

Ceiling Fans

Butlers Pantry

Dining Area

Recessed Lighting

Upgraded Countertops

Washer

Ice Maker

Disposal

Dishwasher

Block

Hardwood

Carpet

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: 03/14/2026.
Source: Bright Multiple Listing Service, Inc.

© 2026 Bright Multiple Listing Service, Inc. All rights reserved.