Property

Lewes, DE 19958 558 Pilottown Road

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Presented By: Berkshire Hathaway HomeServices PenFed Realty
  • MLS# DESU2103202
  • 02/06/2026
  • Request Tour
  • Request Info
  • Beds • 4
  • Full/Half Baths • 3 / 2
  • SQFT • 4,596
  • Garage • 2

Home Details

WATERFRONT HOME - ROOTED IN HISTORY Experience the brilliant evolution of "The Light Keepers 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 chefs 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 butlers 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. Dont miss this chance to own a piece of maritime history in the first town of the first state!
Presented By: Berkshire Hathaway HomeServices PenFed Realty

Interior Features for 558 Pilottown Road

Bedrooms

Bedrooms Count All Upper Levels3
Bedrooms Count Upper Level 13
Main Level Bedrooms1
Total Bedrooms4

Bathrooms

Bathrooms Half Main Level2
Bathrooms Full Upper Level 12
Bathrooms Full All Upper Levels2
Bathrooms Count Upper Level 12.00
Bathrooms Count All Upper Levels2
Half Baths2
Total Baths5

Other Interior Features

LivingAreaSourceEstimated
Below Grade Unfin Area UnitsSquare Feet
Below Grade Unfin SQFT0
Below Grade Unfin SQFT SourceAssessor
Above Grade Unfin Area UnitsSquare Feet
Above Grade Unfin SQFT SourceEstimated
Above Grade Finished Area4596
Above Grade Finished Area SourceEstimated
Above Grade Finished Area Unit TypeSquare Feet
Basement (Y/N)No
Below Grade Finished Area0
Below Grade Finished Area SourceAssessor
Below Grade Finished Area Unit TypeSquare Feet
Central Air Y/NYes
Fireplace FeaturesGas/Propane, Brick, Wood
Fireplace Y/NYes
FlooringTile/Brick, Carpet, Hardwood
Heating FuelPropane - Leased
Heating Y/NYes
Hot WaterElectric
Interior AmenitiesAttic, Breakfast Area, Entry Level Bedroom, Ceiling Fan(s), Double/Dual Staircase, Floor Plan - Traditional, Primary Bath(s), Wood Floors, Bathroom - Walk-In Shower, Bathroom - Tub Shower, Built-Ins, Butlers Pa
Laundry TypeMain Floor
Total Fireplaces3
Window FeaturesSkylights

Other Rooms

Room TypeDining Room, Primary Bedroom, Kitchen, Library, Foyer, Sun/Florida Room, Great Room, Laundry, Other, Office, Media Room, Bonus Room, Primary Bathroom, Full Bath, Half Bath, Screened Porch, Additional Bedroom

Room Details for 558 Pilottown Road

Additional Bedroom

level Upper 1
description Attached Bathroom, Balcony Access, Ceiling Fan(s), Flooring - HardWood

Additional Bedroom # 2

level Upper 1
description Flooring - HardWood

Additional Bedroom # 3

level Upper 1
description Balcony Access, Flooring - HardWood

Bonus Room

level Upper 2
description Flooring - Carpet

Dining Room

level Main
description Built-Ins, Flooring - Tile/Brick, Fireplace - Gas

Foyer

level Main
description Flooring - HardWood

Full Bath

level Upper 1
description Bathroom - Tub Shower, Flooring - Tile/Brick

Full Bath # 2

level Upper 1
description Flooring - HardWood

Great Room

level Main
description Built-Ins, Cathedral/Vaulted Ceiling, Ceiling Fan(s), Fireplace - Wood Burning, Flooring - HardWood, Skylight(s)

Half Bath

level Main
description Flooring - HardWood

Half Bath # 2

level Main
description Flooring - HardWood

Kitchen

level Main
description Breakfast Bar, Countertop(s) - Granite, Flooring - Tile/Brick, Kitchen - Propane Cooking, Skylight(s)

Laundry

level Main
description Flooring - Tile/Brick

Library

level Main
description Built-Ins, Flooring - HardWood, Fireplace - Gas

Media Room

level Upper 1
description Ceiling Fan(s), Flooring - HardWood

Office

level Upper 1
description Built-Ins, Ceiling Fan(s), Flooring - HardWood

Other

level Main
description Countertop(s) - Granite, Flooring - HardWood, Wet Bar

Primary Bathroom

level Main
description Bathroom - Walk-In Shower, Flooring - Tile/Brick, Double Sink

Primary Bedroom

level Main
description Attached Bathroom, Ceiling Fan(s), Flooring - HardWood, Walk-In Closet(s)

Screened Porch

level Upper 1
description Ceiling Fan(s)

Sun/Florida Room

level Main
description Ceiling Fan(s), Flooring - Tile/Brick

General for 558 Pilottown Road

Above Grade Unfin SQFT534
Acceptable FinancingCash, Conventional
AccessibilityNone
Additional Parcels DescriptionCanal Front Lot with Dock (TMP: 335-04.19-90.00); measuring 62.75 x 57.86 x 62.22 x 71.30. The lots together total 17, 891 sqft
Additional Parcels Y/NYes
AppliancesDishwasher, Disposal, Icemaker, Oven - Wall, Six Burner Stove, Washer, Water Heater, Built-In Microwave, Central Vacuum, Dryer, Oven - Double, Oven/Range - Gas, Range Hood, Refrigerator, Extra Refrigerator/Freezer
Architectural StyleCoastal
Association Recreation FeeN
Bathrooms Count Main Level3.00
Bathrooms Full Main Level1
Body of WaterLewes Rehoboth Canal
Building NameNONE AVAILABLE
CityLEWES
Condo/Coop Association fee Y/NNo
Construction MaterialsStick Built, Cedar, Shake Siding
Cool FuelElectric
CoolingCentral A/C, Zoned
CountySUSSEX
DirectionsHead East on New Rd. from Route 1, then left onto Pilottown Rd. Property will be the third home on the left, past Harborview Rd.
DisclosuresProp Disclosure
ElectricCircuit Breakers
ExclusionsDining Room Chandelier, Black Chandelier in back stairway leading to 2nd Floor, Primary Bedroom Curtains, Tesla Charger in Garage
Full Baths3
Garage Spaces2.00
Garage Y/NYes
HOANo
HeatingHeat Pump(s), Zoned
Historic Y/NNo
Legal SubdivisionLEWES-REHOBOTH
Levels2
Living Area4596
Location TypeCanal
Lot Size Square Feet17891.00
Lot Size UnitsSquare Feet
MLS AreaLewes Rehoboth Hundred (31009)
New ConstructionNo
Other StructuresAbove Grade, Below Grade
OwnershipFee Simple
Patio/Porch FeaturesBalcony, Deck(s), Patio(s), Porch(es), Screened
PossessionSettlement
Price Per Sq Ft Total AG999.78
Property ConditionExcellent
Property TypeResidential
RoofArchitectural Shingle, Metal
School DistrictCAPE HENLOPEN
Security FeaturesSecurity System
Senior Community Y/NNo
SewerPublic Sewer
Standard StatusActive
StatusACTIVE
Structure TypeDetached
Subdivision NameNONE AVAILABLE
Sussex DE QuadrantsEast of Rt 1
Tax Annual Amount3527.0
Tax Lot82
Tax Year2025
Total Rooms8
Total SQFT5130
UtilitiesCable TV Available
Vacation Rental Y/NNo
ViewCanal, Water, Panoramic, Garden/Lawn
Virtual TourClick here
Water Access Y/NYes
Waterfront FeaturesPrivate Dock Site
Year Built1850
Year Built SourceAssessor
ZoningTN

Exterior for 558 Pilottown Road

# of Attached Garage Spaces2
Dock Type and FeaturesMultiple Slip, Other
Dock/Slip Conveys YNYes
Exterior AmenitiesOutbuilding(s), Extensive Hardscape, Chimney Cap(s), Secure Storage, Stone Retaining Walls, Underground Lawn Sprinkler
Foundation DetailsBlock, Crawl Space
Garage FeaturesGarage Door Opener
Land Use Code1 1
Lot Dimensions62.22 x 219.05 x 60.94 x 215.96
Lot FeaturesBulkheaded, Landscaping, Rear Yard
Lot Size Acres0.41
Lot Size SourceEstimated
LotDimensionsSourceEstimated
Navigable Water Y/NYes
Number of Docks3
Number of Slips5+
Off Street - # of Spaces5
Parking FeaturesStone Driveway, Brick Driveway
PoolNo Pool
Road Frontage Length62
Road ResponsibilityPublic
Road Surface TypePaved
Total Parking Spaces10
Type of ParkingOff Street, Driveway, Attached Garage
Water Access FeaturesPersonal Watercraft (PWC), Private Access, Boat - Powered
Water Body TypeCanal
Water Oriented Y/NYes
Water SourcePublic
Water View Y/NYes
Waterfront Y/NYes

Additional Details

Price History

Brian Lee

Associate
Price $4,595,000
MLS#DESU2103202
List Date 02/06/2026
Property Type Single Family
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