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$4,850,000
5 Days On Site

558 PILOTTOWN ROAD
LEWES, DE 19958

For Sale|Single Family Residence|Coming Soon
4
Beds
5
Total Baths
3
Full Baths
2
Partial Baths
4,554
SqFt
$1,065
/SqFt
1850
Built
County:
SUSSEX
Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty
Upcoming Open Houses
Sat, Feb 14, 1:00 PM - 3:00 PM
558 PILOTTOWN ROAD558 PILOTTOWN ROAD558 PILOTTOWN ROAD558 PILOTTOWN ROAD
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Mortgage Calculator

Monthly Payment (Est.)

$22,128
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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!

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Listing Snapshot
Price 
$4,850,000
Days On Site 
5 Days
Bedrooms 
4
Inside Area (SqFt) 
4,554 sqft
Total Baths 
5
Full Baths 
3
Partial Baths 
2
Lot Size 
0.41 Acres
Year Built 
1850
MLS® Number 
DESU2103202
Status 
Coming Soon
Property Tax 
$3,527
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Estimated
Friends & Family
Recent Activity
5 days agoListing updated with changes from the MLS®
5 days agoListing first seen on site
General Features
Acres 
0.41
Attached Garage 
Yes
Foundation 
Block
Garage 
Yes
Garage Spaces 
2
Levels 
Two
Parking 
Garage Door OpenerOff StreetGarageDrivewayAttached
Parking Spaces 
10
Property Sub Type 
Single Family Residence
Security 
Security System
Sewer 
Public Sewer
Special Circumstances 
Standard
SqFt Above 
4554
SqFt Total 
4554
Style 
Coastal
Utilities 
Cable Available
Water Source 
Public
Zoning 
TN
Interior Features
Appliances 
Double OvenOvenGas RangeGas OvenCooktopElectric Water HeaterDishwasherDisposalIce MakerWasherWater HeaterDryerRange HoodRefrigeratorStainless Steel Appliance(s)Microwave
Basement 
Crawl Space
Cooling 
Central AirCeiling Fan(s)ZonedElectric
Electric 
Circuit Breakers
Fireplace 
Yes
Fireplace Features 
MasonryGasWood Burning
Fireplaces 
3
Flooring 
CarpetWoodHardwood
Furnished 
Unfurnished
Heating 
PropaneZonedHeat Pump
Interior 
Central VacuumCeiling Fan(s)Recessed LightingWalk-In Closet(s)OtherVaulted Ceiling(s)Built-in FeaturesBarBeamed CeilingsCrown MoldingPantry
Laundry Features 
Laundry RoomMain Level
Main Level Bedrooms 
1
Window Features 
Skylight(s)
Additional Bedroom 
Dining Room 
Level - Main
Foyer 
Level - Main
Full Bath 
Great Room 
Level - MainFeatures - Ceiling Fan(s)
Half Bath 
Level - Main
Kitchen 
Level - MainFeatures - Breakfast Bar
Laundry 
Level - Main
Library 
Level - Main
Media Room 
Features - Ceiling Fan(s)
Office 
Features - Ceiling Fan(s)
Other 
Level - MainFeatures - Wet Bar
Primary Bathroom 
Level - Main
Primary Bedroom 
Level - MainFeatures - Ceiling Fan(s), Walk-In Closet(s)
Screened Porch 
Features - Ceiling Fan(s)
Sun/Florida Room 
Level - MainFeatures - Ceiling Fan(s)
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Exterior Features
Construction Details 
CedarShake Siding
Exterior 
BalconyStorage
Frontage 
Waterfront
Lot Features 
Back YardWaterfront
Other Structures 
Outbuilding
Patio And Porch 
DeckPatioPorchScreened
Pool Features 
None
Roof 
MetalShingle
View 
WaterCanalPanoramicGarden
Waterfront 
Yes
Waterfront Features 
Canal FrontCanal Access
Waterview 
WaterCanalPanoramicGarden
Windows/Doors 
Skylight(s)
Community Features
Association Amenities 
Boat Slip
MLS Area 
Lewes Rehoboth Hundred (31009)
Roads 
Paved
School District 
CAPE HENLOPEN
Schools
School District
CAPE HENLOPEN
Elementary School
Unknown
Middle School
Unknown
High School
Unknown
Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty



The real estate listing information is provided by Bright MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale or lease referenced on this web site comes from the Internet Data Exchange (IDX) program of the Bright MLS. This web site references real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. The accuracy of all information is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Properties in listings may have been sold or may no longer be available. The data contained herein is copyrighted by Bright MLS and is protected by all applicable copyright laws. Any unauthorized collection or dissemination of this information is in violation of copyright laws and is strictly prohibited. Copyright © 2020 Bright MLS. All rights reserved.

Neighborhood & Commute
Source: Walkscore
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