ddMLS # DESU2103202
558 pilottown rd, Lewes, DE 19958
$4,850,000
Single Family Home
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 expos Read More
Property Summary
Status:
Active
MLS #:
DESU2103202
Street Address:
558 Pilottown Rd
City, State Zip:
Lewes, DE 19958
County:
Sussex
Community:
None Available
Type:
Single Family Home
Area:
4,554 Sq Ft
Price
$4,850,000
Beds:
4
Baths:
3 Full / 2 Half
Garage:
2
Year Built:
1850
# of Stories:
2
Style:
Coastal
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!Property Details
Bedrooms
Total Bedrooms:
4
BATHROOMS
Bath - Full:
3
Bath - Half:
2
Total Baths:
5
KITCHEN & DINING
- Attic
- 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 Pantry
- Carpet
- Crown Moldings
- Dining Area
- Exposed Beams
- Kitchen - Gourmet
- Recessed Lighting
- Skylight(s)
- Upgraded Countertops
- Walk-in Closet(s)
- Wet/Dry Bar
- Other
OTHER ROOMS
Total Rooms:
8
INTERIOR FEATURES
- Attic
- 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 Pantry
- Carpet
- Crown Moldings
- Dining Area
- Exposed Beams
- Kitchen - Gourmet
- Recessed Lighting
- Skylight(s)
- Upgraded Countertops
- Walk-in Closet(s)
- Wet/Dry Bar
- Other
Flooring:
Tile/Brick, Carpet, Hardwood
Security and Fire:
Security System
Furnished:
No
Accessibility:
None
Elevator:
No
Extra Unit:
Coastal
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 & COOLING
Cooling:
Central A/C, Zoned
Heating:
Heat Pump(s), Zoned
Fireplace:
Yes - Gas/Propane,Brick,
UTILITES
- Public
- Public Sewer
POOL & SPA
Pool: None
BUILDING & CONSTRUCTION
Style:
Coastal
Floors:
2
Construction Type:
Block,Crawl Space
Exterior Type:
Stick Built, Cedar, Shake Siding
Foundation:
Block,Crawl Space
Roofing:
Architectural Shingle,Metal
EXTERIOR & LOT FEATURES
- Outbuilding(s)
- Extensive Hardscape
- Chimney Cap(s)
- Secure Storage
- Stone Retaining Walls
- Underground Lawn Sprinkler
Views:
Yes - Canal,Water,Panoramic,Garden/Lawn
Lot Description:
Bulkheaded, Landscaping, Rear Yard
Porch And Patio And Deck:
Balcony, Deck(s), Patio(s), Porch(es), Screened
Lot Sq Ft:
17891
Lot Size:
62.22 x 219.05 x 60.94 x 215.96
WATERFRONT & WATER ACCESS
Waterfront Description:
Canal
Waterfront:
Yes
GARAGE & PARKING:
# of Garage Spaces:
2
Parking:
Off Street, Driveway, Attached Garage Stone Driveway, Brick Driveway
SCHOOL INFORMATION
School District:
Cape Henlopen
OTHER PROPERTY INFO
City:
Lewes
Area:
Lewes Rehoboth Hundred (31009)
Subdivision:
None Available
In City Limits:
Yes
Map Section:
East of Rt 1
New Construction:
No
Historic Distict:
No
Last Price Change:
02/06/2026 01:04:42
# of Day on Market:
0 Days
FINANCE INFO
List Price:
$4,850,000
Annual Property Tax:
$3,527
HOA Fees:
$0
Condo Fees:
$0
Financing Type:
Cash, Conventional
LISTING FIRM
Listed By:
Berkshire Hathaway HomeServices PenFed Realty
Listing Firm Phone:
2147483647
ASK A QUESTION
Call us at 302-344-9002 or use the form below to contact us regarding this property or to request a private showing.