558 Pilottown Road Lewes, DE $ 4,850,000
558 Pilottown Road
$ 4,850,000
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558 Pilottown Road

Lewes, DE, 19958
$ 4,850,000
Bedrooms4 Baths3.2 Sq 4,554

Monthly Estimate*

$ 29,862

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Single Family Home for sale in Lewes, DE

for $4,850,000 with 4 bedrooms and 3 full baths, 2 half baths. This 4,554 square foot home was built in 1850 on a lot size of 0.41.

WATERFRONT HOME - ROOTED IN HISTORY Experience the brilliant evolution of "The Light Keepers 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 chefs 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 butlers 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. Dont miss this chance to own a piece of maritime history in the first town of the first state!

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Single Family Coming Soon

Price

$ 4,850,000

Bedrooms

4

Full Bath

3

Half Bath

2

Property Type

Single Family

Taxes

$ 3,527

Style

Coastal

Lot Size

0.41

Year Built

1850

Town/City

Lewes

County/Region

Sussex

MLS | Web ID

DESU2103202

Features
General
Living Area 4554
Sewer Public Sewer
Heating Heat Pump(s) Zoned
Cooling Central A/C Zoned
Utilities Cable TV Available
Possession Settlement
Roof Architectural Shingle Metal
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
Zoning TN
Garage Spaces 2.00
Patio/Porch Features Balcony Deck(s) Patio(s) Porch(es) Screened
Architectural Style Coastal
Security Features Security System
Construction Materials Stick Built Cedar Shake Siding
School District CAPE HENLOPEN
Exclusions Dining Room Chandelier Black Chandelier in back stairway leading to 2nd Floor Primary Bedroom Curtains Tesla Charger in Garage
Year Built 1850
Electric Circuit Breakers
View Canal Water Panoramic Garden/Lawn
Levels 2
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Waterfront Features Private Dock Site
Building Name NONE AVAILABLE
Accessibility None
Additional Parcels Description Canal Front Lot with Dock (TMP: 335-04.19-90.00); measuring 62.75 x 57.86 x 62.22 x 71.30. The lots together total 17 891 sqft
County SUSSEX
New Construction N
Property Type Residential
HOA N
Subdivision Name NONE AVAILABLE
Garage Y/N Y
Water Access Y/N Y
Other Structures Above Grade Below Grade
Total Rooms 8
Full Baths 3
Status COMING SOON
Directions Head East on New Rd. from Route 1 then left onto Pilottown Rd. Property will be the third home on the left past Harborview Rd.
City LEWES
Body of Water Lewes Rehoboth Canal
Disclosures Prop Disclosure
Senior Community Y/N N
MLS Area Lewes Rehoboth Hundred (31009)
Lot Size Units Square Feet
Lot Size Square Feet 17891.00
Tax Annual Amount 3527.0
Property Condition Excellent
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 1
Bathrooms Count Main Level 3.00
Price Per Sq Ft Total AG 1065.0
Acceptable Financing Cash Conventional
Additional Parcels Y/N Y
Historic Y/N N
Vacation Rental Y/N N
Virtual Tour https://vimeo.com/1162596612?share=copy&fl=sv&fe=ci
Location Type Canal
Sussex DE Quadrants East of Rt 1
Standard Status Coming Soon
Year Built Source Assessor
Legal Subdivision LEWES-REHOBOTH
Tax Lot 82
Association Recreation Fee N
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Interior
Interior Amenities 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 Pa
Heating Fuel Propane - Leased
Flooring Tile/Brick Carpet Hardwood
Total Fireplaces 3
Fireplace Features Gas/Propane Brick Wood
Hot Water Electric
Basement (Y/N) N
Heating Y/N Y
Window Features Skylights
Fireplace Y/N Y
Above Grade Finished Area 4554
Half Baths 2
Central Air Y/N Y
Total Bedrooms 4
Below Grade Finished Area 0
Room Type Dining Room Primary Bedroom Kitchen Library Foyer Sun/Florida Room Great Room Laundry Other Office Media Room Bonus Room Primary Bathroom Full Bath Half Bath Screened Porch Additional Bedroom
Main Level Bedrooms 1
Below Grade Finished Area Unit Type Square Feet
Laundry Type Main Floor
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Estimated
Above Grade Finished Area Unit Type Square Feet
Total Baths 5
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Exterior
Exterior Amenities Outbuilding(s) Extensive Hardscape Chimney Cap(s) Secure Storage Stone Retaining Walls Underground Lawn Sprinkler
Pool No Pool
Parking Features Stone Driveway Brick Driveway
Lot Features Bulkheaded Landscaping Rear Yard
Water Source Public
Garage Features Garage Door Opener
Type of Parking Off Street Driveway Attached Garage
Foundation Details Block Crawl Space
Water View Y/N Y
Lot Dimensions 62.22 x 219.05 x 60.94 x 215.96
Lot Size Acres 0.41
Road Surface Type Paved
Water Body Type Canal
Lot Size Source Estimated
Waterfront Y/N Y
Water Access Features Personal Watercraft (PWC) Private Access Boat - Powered
Road Responsibility Public
Number of Docks 3
Navigable Water Y/N Y
Number of Slips 5+
Water Oriented Y/N Y
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Internal Only
Street Number 1 558
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* Excluded Features
List By
Berkshire Hathaway Homeservices Penfed Realty

Broker

leeann@leeanngroup.com

Email

Affordability Calculator

$30,156
Per Month
99%
1%
0%
Monthly Principal & Interest
$29,862
Monthly Property Taxes
$294
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
2314408 Elementary School
2314409 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
2/6/2026$4,850,000 Listed Price

Map


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558 Pilottown Road, Lewes, DE, 19958 is a Single Family Home for sale at $4,850,000 with 4,554 sqft and a lot size of 0.41. 558 Pilottown Road has 4 bedrooms, 3.2 baths, and was built in 1850. The property's zip code is 19958 which is in Lewes, DE