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MLS: #DESU2103202, Listed By: Lee Ann Wilkinson, Berkshire Hathaway HomeServices PenFed Realty, Source:Bright MLS

558 Pilottown Road

LEWES, DE 19958

$4,295,000 $18,107/Mo

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Overview

Bed

Bath

4,596

Sqft

0.41

Acre(Lot)

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 professio nal 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

Property Type : Residential

Price : $4,295,000

AD Id : 75275718

MLS Id : DESU2103202

Beds : 4

Lot Size : 0.41 Acre

Living Area Size : 4,596

Year Built : 1850

Garage : 2

County : SUSSEX

Subdivision: None Available

Map

What's Nearby

Nearby Areas

Features

Bedroom Information

Total beds: 4

Bathroom Information

Total Baths: 5 Full Baths: 3 Half Baths: 2

Room Information

Rooms Total: 8 Basement: Crawl Space
Flooring Information

Carpet, Wood, Hardwood
Roofing Information

Metal, Shingle
Interior Features

Central Vacuum, Ceiling Fan(s), Recessed Lighting, Walk-In Closet(s), Other, Vaulted Ceiling(s), Built-in Features, Bar, Beamed Ceilings, Crown Molding, Pantry Roof: Metal, Shingle Appliances: Double Oven, Oven, Gas Range, Gas Oven, Cooktop, Electric Water Heater, Dishwasher, Disposal, Ice Maker, Washer, Water Heater, Dryer, Range Hood, Refrigerator, Stainless Steel Appliance(s), Microwave Laundry Features: Laundry Room, Main Level Window Features: Skylight(s)
Heating & Cooling

Has Heating: Yes Heating: Propane, Zoned, Heat Pump Has Cooling: Yes Cooling: Central Air, Ceiling Fan(s), Zoned, Electric Water front: 1

Building Information

Year Built: 1850 Building Area Total: 5130 Construction Materials: Cedar, Shake Siding Stories: 2 Frontage Length: 62 Patio And Porch Features: Deck, Patio, Porch, Screened Pool Features: None Private Pool: No Water front Features: Canal Front, Canal Access View: Water, Canal, Panoramic, Garden
Exterior Features

Exterior Features: Balcony, Storage

Lot Information

Lot Dimensions: 62.22 x 219.05 x 60.94 x 215.96 Lot Size Acres: 0.41 Lot Size Source: Estimated Lot Size Square Feet: 17891 Lot Description: Back Yard, Waterfront

Property Information

Subdivision: NONE AVAILABLE Source Property Type: Residential Postal Code Plus 4: 1248 Property SubType: Single Family Residence Levels: Two Property Age: 176

Listing Price Information

Listing Price: $4295000

Tax Information

Parcel Number: 335-04.18-51.00 Tax Lot: 82 Tax Year: 2025 Annual Tax: $3527

Parking Information

Parking Total: 10 Garage Door Opener, Off Street, Garage, Driveway, Attached

Garage Information

Has Garage: Yes Has Attached Garage: Yes Garage Space: 2

Homeowners Association Information
Association Amenities: Boat Slip

Utility Information

Cable Available
Location Information

Direction: 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. WaterSource: Public Security Features: Security System

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Nearby Home Value

Address	Estimate	Bed	Bath	Sq. Ft	Lot Size
34933 South #C-09, Lewes, DE, 19958	$366,000	3	2	1,664	1,664 SqFt
TBB Chase Oaks Drive #D.., Lewes, DE, 19958	$639,990	4	4	3,234	3,234 SqFt
TBB Black Walnut Drive .., Lewes, DE, 19958	$569,990	3	3	1,834	1,834 SqFt
004 Kuhn Lane St, Lewes, DE, 19958	$600,000	3	2	2,378	2,378 SqFt
003 Kuhn Lane St, Lewes, DE, 19958	$565,000	3	3	2,257	2,257 SqFt
005 Kuhn Lane St, Lewes, DE, 19958	$600,000	4	3	2,513	2,513 SqFt
142 Henlopen Shores Cir.., Lewes, DE, 19958	$3,399,900	7	5	4,300	4,300 SqFt
35092 South Drive #3895, Lewes, DE, 19958	$299,900	2	2	1,792	1,792 SqFt
35080 North Drive, Lewes, DE, 19958	$155,000	1	1	552	552 SqFt
35080 South Drive, Lewes, DE, 19958	$330,000	3	2	1,118	1,118 SqFt

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ByOwner last updated this listing 06/07/2026 @ 07:10

MLS: DESU2103202 LISTED BY: Lee Ann Wilkinson, Berkshire Hathaway HomeServices PenFed Realty 302-645-6661 SOURCE: Bright MLS