558 Pilottown Rd Lewes, DE 19958
Lewes AreaEstimated payment $21,998/month
Highlights
- 62 Feet of Waterfront
- 5 Dock Slips
- Media Room
- Lewes Elementary School Rated A
- Access to Tidal Water
- Gourmet Kitchen
About This 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 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!
Listing Agent
(302) 645-6661 leeann@leeanngroup.com Berkshire Hathaway HomeServices PenFed Realty Brokerage Phone: 3026456661 License #RA-0002064 Listed on: 02/12/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $3,527
Year Built
- Built in 1850 | Remodeled in 2005
Lot Details
- 17,891 Sq Ft Lot
- Lot Dimensions are 62.22 x 219.05 x 60.94 x 215.96
- 62 Feet of Waterfront
- Home fronts navigable water
- Home fronts a canal
- Stone Retaining Walls
- Landscaped
- Extensive Hardscape
- Sprinkler System
- Back Yard
- 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
- Property is in excellent condition
- Property is zoned TN
Parking
- 2 Car Attached Garage
- 3 Driveway Spaces
- Garage Door Opener
- Stone Driveway
- Brick Driveway
Property Views
- Panoramic
- Canal
- Garden
Home Design
- Coastal Architecture
- Block Foundation
- Architectural Shingle Roof
- Metal Roof
- Shake Siding
- Stick Built Home
- Chimney Cap
- Cedar
Interior Spaces
- Property has 2 Levels
- Traditional Floor Plan
- Wet Bar
- Central Vacuum
- Dual Staircase
- Built-In Features
- Crown Molding
- Beamed Ceilings
- Vaulted Ceiling
- Ceiling Fan
- Skylights
- Recessed Lighting
- 3 Fireplaces
- Wood Burning Fireplace
- Brick Fireplace
- Gas Fireplace
- Entrance Foyer
- Great Room
- Dining Room
- Media Room
- Home Office
- Library
- Bonus Room
- Sun or Florida Room
- Screened Porch
- Crawl Space
- Home Security System
- Attic
Kitchen
- Gourmet Kitchen
- Breakfast Area or Nook
- Butlers Pantry
- Built-In Double Oven
- Gas Oven or Range
- Six Burner Stove
- Range Hood
- Built-In Microwave
- Extra Refrigerator or Freezer
- Ice Maker
- Dishwasher
- Wolf Appliances
- Stainless Steel Appliances
- Upgraded Countertops
- Disposal
Flooring
- Wood
- Carpet
- Tile or Brick
Bedrooms and Bathrooms
- En-Suite Bathroom
- Walk-In Closet
- Bathtub with Shower
- Walk-in Shower
Laundry
- Laundry Room
- Laundry on main level
- Dryer
- Washer
Outdoor Features
- Access to Tidal Water
- Private Water Access
- Property is near a canal
- Personal Watercraft
- Bulkhead
- 5 Dock Slips
- Physical Dock Slip Conveys
- Powered Boats Permitted
- Balcony
- Deck
- Screened Patio
- Shed
- Outbuilding
Utilities
- Forced Air Zoned Heating and Cooling System
- Heat Pump System
- Heating System Powered By Leased Propane
- Electric Water Heater
- Cable TV Available
Community Details
- No Home Owners Association
Listing and Financial Details
- Tax Lot 82
- Assessor Parcel Number 335-04.18-51.00
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $1,760 | $48,500 | $6,000 | $42,500 |
| 2024 | $2,391 | $48,500 | $6,000 | $42,500 |
| 2023 | $2,388 | $48,500 | $6,000 | $42,500 |
| 2022 | $2,305 | $48,500 | $6,000 | $42,500 |
| 2021 | $2,284 | $48,500 | $6,000 | $42,500 |
| 2020 | $2,277 | $48,500 | $6,000 | $42,500 |
| 2019 | $2,080 | $48,500 | $6,000 | $42,500 |
| 2018 | $1,930 | $48,500 | $0 | $0 |
| 2017 | $2,040 | $48,500 | $0 | $0 |
| 2016 | $1,687 | $48,500 | $0 | $0 |
| 2015 | $1,601 | $48,500 | $0 | $0 |
| 2014 | $1,465 | $48,500 | $0 | $0 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 06/26/2026 06/26/26 | Price Changed | $3,995,000 | -7.0% | $869 / Sq Ft | |
| 04/21/2026 04/21/26 | Price Changed | $4,295,000 | -6.5% | $935 / Sq Ft | |
| 03/22/2026 03/22/26 | Price Changed | $4,595,000 | -5.3% | $1,000 / Sq Ft | |
| 02/12/2026 02/12/26 | For Sale | $4,850,000 | +155.3% | $1,055 / Sq Ft | |
| 08/28/2019 08/28/19 | Sold | $1,900,000 | -4.5% | $417 / Sq Ft | View Prior Sale |
| 06/02/2019 06/02/19 | Pending | -- | -- | -- | |
| 05/29/2019 05/29/19 | For Sale | $1,989,500 | -- | $437 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $1,900,000 | -- |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $400,000 | Purchase Money Mortgage |
Source: Bright MLS
MLS Number: DESU2103202
APN: 335-04.18-51.00
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