$4,850,000

558 PILOTTOWN RD, Lewes, DE 19958

  • 4 beds |
  • 5 baths |
  • 4,596 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1850
  • Property Lot Size Icon0.41acre lot
  • Property Parking Icon 2 car garage
  • Property Price Per Square Feet Icon $1,055/sqft
  • Property List Date Icon Listed 1 day ago

Property Description

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!

Listing Status:
Active
Date Added:
February 12, 2026
Data Last Updated:
February 14, 2026 at 5:20AM
Listing Office:
Berkshire Hathaway HomeServices PenFed Realty : 3026456661
Listing Agent:
Lee Ann Wilkinson : 3026456664
MLS ID:
DESU2103202
  • General: AtticBreakfast AreaEntry Level BedroomCeiling Fan(s)Double/Dual StaircaseFloor Plan - TraditionalPrimary Bath(s)Wood FloorsBathroom - Walk-In ShowerBathroom - Tub ShowerBuilt-InsButlers PantryCarpetCrown MoldingsDining AreaExposed BeamsKitchen - GourmetRecessed LightingSkylight(s)Upgraded CountertopsWalk-in Closet(s)Wet/Dry BarOther
  • Rooms: Dining RoomPrimary BedroomKitchenLibraryFoyerSun/Florida RoomGreat RoomLaundryOtherOfficeMedia RoomBonus RoomPrimary BathroomFull BathHalf BathScreened PorchAdditional Bedroom
  • Appliances: DishwasherDisposalIcemakerOven - WallSix Burner StoveWasherWaterHeaterBuilt-In MicrowaveCentral VacuumDryerOven - DoubleOven/Range - GasRange HoodRefrigeratorExtra Refrigerator/FreezerStainless Steel Appliances
  • Laundry: Main Floor
  • Flooring: Tile brickCarpetHardwood
  • A/C: Central A/CZoned
  • Heating: Heat Pump(s)ZonedPropane - Leased
  • Fireplace: Gas/PropaneBrickWoodFireplaceFireplaces: 3
  • Disability Feature: None
  • General: Outbuilding(s)Extensive HardscapeChimney Cap(s)Secure StorageStone Retaining WallsUnderground Lawn SprinklerAbove GradeBelow Grade
  • Style: Coastal
  • Other Structures: PorchBalconyDeckScreenedPatio
  • Parking: Stone DrivewayBrick Driveway
  • Roofing: Architectural ShingleMetal
  • Windows: Skylights
  • General: Stick BuiltCedarShake Siding2BlockCrawl Space
  • Road/Access: 62
  • Originating MLS: BRIGHT_MAIN
  • School District: CAPE HENLOPEN
  • County: SUSSEX-DE
  • Zoning: TN335-04.18-51.00
  • View: CanalWaterPanoramicGarden/Lawn
  • Waterfront: 62
  • Utilities: Cable tv availableCircuit breakers
  • Water: Public
  • Sewer: Public Sewer
  • Source: BRIGHT_MAIN
  • Exclusions: Dining Room ChandelierBlack Chandelier in back stairway leading to 2nd FloorPrimary Bedroom CurtainsTesla Charger in Garage

This listing courtesy of Lee Ann Wilkinson , Berkshire Hathaway HomeServices PenFed Realty

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

L

Lewes Elementary School

910 Shields Ave, Lewes, DE, 19958

Grades KG-5

1.05 miles away

F

Frederick D. Thomas Middle School

1270 Kings Hwy, Lewes, DE, 19958

Grades 6-8

1.91 miles away

C

Cape Henlopen High School

1250 Kings Hwy, Lewes, DE, 19958

Grades 9-12

1.68 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.