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$3,995,000
Monthly Est:$19,885
4 Beds
- 5 Baths
3 full baths + 2 half baths
4,596sqft
558 Pilottown Rd, Lewes, DE 19958
$3,995,000
$19,885/moEst:
Get Pre-Approved
Single Family Residence
Built in 1850
$-- HOA
17,891 sqft lot
$869/sq.ft
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!
- Houzeo last checked: 4 minutes ago
- Listing updated: October 7, 2026 at 6:19 pm
- Listing Provided by: Lee Ann Wilkinson (302) 645-6664 | Berkshire Hathaway HomeServices PenFed Realty (302) 645-6661
- Source: Bright MLS-NJ | MLS#: DESU2103202

Property Details
Status
Pending
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1850
HOA Fees
-
Finished Area
4,596 sqft
Lot Size
17,891 sqft lot
Basement Area
- sqft
MLS Name
Bright MLS
MLS Number
DESU2103202
MLS Status
PENDING-BRIGHT
Days on Market
212

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 4
Bathrooms: 5
Interior
Cooling
Central A/c, Zoned
Window Features
Skylights
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
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
Exterior Features
Outbuilding(s), Extensive Hardscape, Chimney Cap(s), Secure Storage, Stone Retaining Walls, Underground Lawn Sprinkler
Sewer
Public Sewer
Heating
Heat Pump(s), Zoned
Construction
Year Built
Year Built: 1850
Home type
Single Family Residence
Property Condition
Excellent
Foundation Details
Block, Crawl Space
Construction Materials
Stick Built, Cedar, Shake Siding
Roof
Architectural Shingle, Metal
Architectural Style
Coastal
Utilities & Energy
Electric
Circuit Breakers
Utilities
Cable Tv Available
Fireplace Features
Gas/propane, Brick, Wood
Security Features
Security System
Parking Features
Stone Driveway, Brick Driveway
Water Source
Public
Other Features
Lot Features
Bulkheaded, Landscaping, Rear Yard
Patio And Porch Features
Balcony, Deck, Patio, Porch, Screened
Subdivision Name
None Available
Price History
| Date | Event | Price |
|---|---|---|
10/07/2026 Source: | Pending | $3,995,000 $869/sqft |
06/26/2026 Source: | Listed for Sale | $3,995,000 -6.98% $869/sqft |
04/21/2026 Source: | Price Decreased | $4,295,000 -6.53% $935/sqft |
03/22/2026 Source: | Price Increased | $4,595,000 +6.98% $1,000/sqft |
02/12/2026 Source: | Listed for Sale | $4,295,000 -11.44% $935/sqft |
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Based on information from Bright MLS through Oct 10, 2026, 03:15PM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information 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 on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information
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