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558 Pilottown Road

LEWES, DE 19958
  • $4,295,000
  • STATUS: Active
  • ON SITE: 122 Days
  • ID#: DESU2103202
UPDATED: 128 min ago
$4,295,000
  • 4
    BEDS
  • 0.41
    ACRES
  • 3
    BATHS
  • 2
    1/2 BATHS
  • 4,596
    SQFT
  • $935
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1850
County:

School Ratings & Info

School District:

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!

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©2026 Bright MLS, All Rights Reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale may no longer be available because they are for instance, under contract, sold, or are no longer being offered for sale. Information is deemed reliable but is not guaranteed accurate by the MLS or The Moore Team | House Broker Realty LLC. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. Data last updated: 2026-06-08T23:53:03.4.
www.wedomoore.com/homes/172815410
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558 Pilottown Road LEWES, DE 19958

  • Price: $4,295,000
  • Status: Active
  • On Site: 122 Days
  • Updated: 128 min ago
  • ID#: DESU2103202
4
Beds
3
Baths
2
½ Baths
0.41
Acres
4,596
SQFT
$935
$/SQFT
1850
Built
Neighborhood:
None Available
County:
Sussex
Area:
Lewes Rehoboth Hundred (31009)
School District:
Cape Henlopen
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!
Exterior Features

Architectural Style Coastal Construction Materials Stick BuiltCedarShake Siding Docks 3 Exterior Features Outbuilding(s)Extensive HardscapeChimney Cap(s)Secure StorageStone Retaining WallsUnderground Lawn Sprinkler Garage Spaces 2.00 Garage Type Garage Door Opener Garage YN Yes Location Type Canal Lot Features BulkheadedLandscapingRear Yard Other Structures Shed Parking Features Stone DrivewayBrick Driveway Parking Types Off StreetDrivewayAttached Garage Patio And Porch Features BalconyDeck(s)Patio(s)Porch(es)Screened Pool No Pool Property Condition Excellent Road Responsibility Public Road Surface Type Paved Roof Architectural ShingleMetal Slips 5+ View CanalWaterPanoramicGarden/Lawn Water Access Features Personal Watercraft (PWC)Private AccessBoat - Powered Water Access YN Yes Water Body Name Lewes Rehoboth Canal Water Body Type Canal Water View YN Yes Waterfront Features Private Dock Site Waterfront YN Yes

Interior Features

Above Grade Fin SQFT 4596 Above Grade Unfinished Area 534 Appliances DishwasherDisposalIcemakerOven - WallSix Burner StoveWasherWater HeaterBuilt-In MicrowaveCentral VacuumDryerOven - DoubleOven/Range - GasRange HoodRefrigeratorExtra Refrigerator/FreezerStainless Steel Appliances Basement YN No Below Grade Finished Area 0 Below Grade Unfinished Area 0 Cooling Central A/CZoned Exclusions Dining Room ChandelierBlack Chandelier in back stairway leading to 2nd FloorPrimary Bedroom CurtainsTesla Charger in Garage Fireplace Features Gas/PropaneBrickWood Fireplace YN Yes Fireplaces Total 3 Flooring Tile/BrickCarpetHardwood Furnished No Heating Heat Pump(s)Zoned Heating YN Yes Interior Features 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 Laundry Type Main Floor Levels 2 Main Level Bedrooms 1 Room List Dining RoomPrimary BedroomKitchenLibraryFoyerSun/Florida RoomGreat RoomLaundryOtherOfficeMedia RoomBonus RoomPrimary BathroomFull BathHalf BathScreened PorchAdditional Bedroom Rooms Total 8 Security Features Security System Upper Level1 Bedrooms 3 Walls Ceilings Vaulted Ceilings

Property Features

Acceptable Financing CashConventional Accessibility Features None Association YN No Central Air YN Yes Condo YN No Cooling Fuel Electric Electric Circuit Breakers Federal Flood Zone YN No Foundation Details BlockCrawl Space Heating Fuel Propane - Leased Historic YN No Hot Water Electric Navigable Water YN Y New Construction YN No Original MLSNumber 804444720406 Ownership Interest Fee Simple Sale Type Standard Senior Community YN No Sewer Public Sewer Structure Design Type Detached Tax Annual Amount 3527.00 Tax Lot 82 Utilities Cable TV Available Vacation Rental YN No Water Source Public Window Features Skylights Year Built Effective 2005 Zoning TN

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty: .


©2026 Bright MLS, All Rights Reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale may no longer be available because they are for instance, under contract, sold, or are no longer being offered for sale. Information is deemed reliable but is not guaranteed accurate by the MLS or The Moore Team | House Broker Realty LLC. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. Data last updated: 2026-06-08T23:53:03.4.
 
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