Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
Listing photo for 558 Pilottown Rd, Lewes, DE
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558 Pilottown Rd,

Lewes, DE $4,850,000

$4,850,000

Bed: 4
Bath: 4
Sqft: 4,596
Acre: 0.41
Garage: 2

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!

Facts & Features
MLS® # DESU2103202
Price $4,850,000
Bedrooms 4
Bathrooms 4.00
Full Baths 3
Half Baths 2
Square Footage 4,596
Acres 0.41
Year Built 1850
Type Single Family
Sub-Type Detached
Style Coastal
Status Active
Tax Year 2025
Annual Tax Amount $3,527
Community Information
Address 558 Pilottown Rd
Area Lewes Rehoboth Hundred
Subdivision NONE AVAILABLE
City Lewes
County SUSSEX-DE
State DE
Zip Code 19958
Within City Limits Yes
Sussex Delaware Quadrant East of Rt 1
Amenities
Amenities Attic, Entry Level Bedroom, Ceiling Fan(s), Double/Dual Staircase, Primary Bath(s), Wood Floors, Bathroom - Walk-In Shower, Bathroom - Tub Shower, Built-Ins, Butlers Pantry, Carpet, Crown Moldings, Exposed Beams, Recessed Lighting, Skylight(s), Upgraded Countertops, Walk-in Closet(s), Wet/Dry Bar
Utilities Cable TV Available
Parking Stone Driveway, Brick Driveway
# of Garages 2
Garages Garage Door Opener
View Canal, Water, Panoramic, Garden/Lawn
Is Waterfront Yes
Waterfront Canal
Interior
Interior Features Floor Plan - Traditional
Appliances Dishwasher, 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, Stainless Steel Appliances
Heating Heat Pump(s), Zoned
Cooling Central A/C, Zoned
Fireplace Yes
# of Fireplaces 3
Fireplaces Gas/Propane, Brick, Wood
Stories 2
Has Basement No
Exterior
Exterior Cedar, Shake Siding
Exterior Features Outbuilding(s),Extensive Hardscape,Chimney Cap(s),Secure Storage,Stone Retaining Walls,Underground Lawn Sprinkler,Balcony,Deck(s),Patio(s),Porch(es),Screened
Lot Description Bulkheaded, Landscaping, Rear Yard
Windows Skylights
Roof Architectural Shingle, Metal
Construction Stick Built, Cedar, Shake Siding
Foundation Block, Crawl Space
School Information
District CAPE HENLOPEN
Additional Information
Date Listed February 12th, 2026
Days on Market 26
Zoning TN
Foreclosure No
Short Sale No
RE / Bank Owned No
Listing Details
Office Berkshire Hathaway HomeServices PenFed Realty
Contact Info 3026456661