Date
Details
Price
Change
Source
11/02/2026
Listed
$2,999,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/95
$2,999,000
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Property Description
FRONT-ROW ON THE CANAL: TURNKEY COASTAL LIVING WITH PRIVATE DOCK, WORKSHOP SUITE, AND ENDLESS WATER VIEWS! This must-have property pairs in-town walkability with an exceptional boater's lifestyle. Directly across from the home, enjoy the canal front lot that offers off-street parking and a private dock equipped with two boat slips, practically providing immediate, seamless water access right from your doorstep. The main residence features an airy, light-filled open layout boasting rich hardwood floors, an inviting wood-burning fireplace, and a freshly updated chef's kitchen complete with newly repainted cabinetry, sleek hardware, expansive quartz countertops, and a generous center island. Step through French doors to the covered front porch to soak in sweeping, panoramic views of the Lewes and Rehoboth Canal and surrounding wetlands. The thoughtfully designed floor plan offers 5 bedrooms and 4 full baths across the property, including a serene upper-level primary suite with an ensuite bath, walk-in closet, and direct access to an elevated canal-view deck. Adding immense versatility is the attached workshop "carriage house," which features a fully self-contained bonus bed & bath suite above, ideal for an in-law suite, guest efficiency, private home office or studio. The private, cedar-fenced backyard retreat provides the perfect setting for outdoor entertaining with an expansive rear flagstone patio, mature landscaping, and a irrigation system.Offering year-round security and effortless coastal living, the home comes fully equipped with a whole-house backup generator to ensure seamless, uninterrupted power in any season.Stroll to Second Street's renowned dining & shopping, or bike, boat, or drive to the Bay & Beach! Waterfront living in downtown Lewes simply doesn't get better than this. Call and schedule your showing today!
Full Property Details
Full Property Details for 440 Pilottown Rd
General
- Price: $2,999,000
- Taxes: $5,130 (2026)
- Status: Active
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: DESU2122330
- Updated: 11/2/2026
- Days on Market: 1 days
- Added to Site: 8 day(s) ago
Interior
- Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Kitchen, Laundry, Mud Room, Workshop, Bonus Room, Primary Bathroom, Full Bath, Screened Porch, Additional Bedroom
- Interior Features: Additional Stairway, Bathroom - Tub Shower, Bathroom - Stall Shower, Bathroom - Walk-In Shower, Built-Ins, Breakfast Area, Dining Area, Entry Level Bedroom, Floor Plan - Open, Kitchen - Gourmet, Kitchen - Island, Pantry, Primary Bath(s), Recessed Lighting, Upgraded Countertops, Walk-in Closet(s), Wood Floors
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Wood, Mantel(s), Other
- Appliances: Built-In Range, Dishwasher, Disposal, Oven - Wall, Oven - Single, Microwave, Oven/Range - Electric, Oven/Range - Gas, Refrigerator, Stainless Steel Appliances, Washer, Dryer, Water Heater - Tankless
- Flooring: Hardwood, Tile/Brick, Luxury Vinyl Plank
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
- Upper Floor Baths: 3
- Upper - Full Baths: 3
- Main Floor Baths: 1
- Main - Full Baths: 1
Bedrooms
- Total Bedrooms: 5
- Bedrooms Upper: 4
- Bedrooms Main & Up: 1
Other Rooms
- Laundry: Main Floor
Additional Information
- Security/Safety: Security System
Exterior
- Exterior Features: Exterior Lighting, Outside Shower, Underground Lawn Sprinkler
- Porch/Patio/Deck: Patio(s), Porch(es), Deck(s)
Parking
- Total Spaces: 8
- Parking Features: Gravel Driveway
- Parking Type: Driveway, Off Street
Location
- Area: Lewes Rehoboth Hundred (31009)
- County: SUSSEX
- Driving Directions: Head East on New Rd. from Route 1, then right onto Pilottown Rd. Property will be on the right; on the corner of Pilottown & New Rd.
- City Limits: Yes
School Information
- School District: Cape Henlopen
Heating & Cooling
- Central air: Yes
- Cooling Type: Central A/C, Zoned, Ductless/Mini-Split
- Cooling Fuel: Electric
- Heating Type: Heat Pump(s), Wall Unit, Zoned
- Heating Fuel: Electric
- Water Heater: Tankless, Propane
Utilities
- Sewer: Public Sewer
- Water: Public
Structural Information
- Architectural Style: Contemporary, Coastal
- Structure Type: Detached
- Construction: Stick Built, HardiPlank Type
- Foundation: Crawl Space
- Roof: Architectural Shingle
- Stories Description: Main, Upper 1
- Square Feet: 2,878
- Sq. Ft. Source: Estimated
- Living Area: 2,878 Sq. Ft.
- Finished Above Grnd: 2,878 Sq. Ft.
- Year Built: 2017
- Year Built Source: Assessor
Lot Features
- Property View: Canal, Garden/Lawn
- Lot Size (Acres): 0.38
- Lot Size (Sq. Ft.): 16,748
- Lot Size Source: Estimated
- Lot Dimensions: 49.52 x 190.47 x 49.25 x 185.13
- Zoning: TN
- Lot Description: Additional Lot(s), Landscaping, Rear Yard
- Fencing (Description): Split Rail, Wood, Wire
Water Features
- Water Front: Yes
- Water View: Yes
- Navigable Water: Yes
- Water Access: Yes
- Water Access Desc: Canoe/Kayak, Private Access, Boat - Powered
- Water Front Type: Canal
- Water Front Name: Lewes Rehoboth Canal
- Dock/Slip Conveys: Yes
- Docks: 1
Financial Considerations
- Price Per Sq. Ft.: $1,042.04
- Assessment Year: 2026
- School Tax: $2,719
- City/TownTax: $2,104
- City/TownTax Freq: Annually
- County Tax: $307
- County Tax Freq: Annually
- Tax w/Assessment: $1,051,900
- Tax Amount: $5,130
- Tax Year: 2026
- Tax Total Finished Sq. Ft.: 940
Disclosures and Reports
- Ownership: Fee Simple
- Multiple Parcels: Yes
- Inclusions: Whole House Back Up Generator
Listed by Berkshire Hathaway HomeServices PenFed Realty, Lee Ann Wilkinson
We Value Your Privacy
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Listing agent
— 440 Pilottown Rd —
Lee Ann Wilkinson
Berkshire Hathaway HomeServices PenFed Realty
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 440 Pilottown Rd
School District:Cape Henlopen School District
| Name | Grades | Distance |
|---|---|---|
Shields (Richard A.) Elementary School 820 Savannah Road, Lewes, DE 19958 | PK-5 | 0.9 mi |
Cape Henlopen High School 1250 Kings Highway, Lewes, DE 19958 | 8-12 | 1.6 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 440 Pilottown Rd
Tax History
Tax History for 440 Pilottown Rd
Year
Property Taxes
Change
Tax Assessment
Change
2026
$1,713
-1%
$8,200
—
2025
$1,722
-3%
$8,200
—
2023
$1,783
4%
$8,200
—
2022
$1,721
1%
$8,200
—
2021
$1,705
—
$8,200
—
2020
$1,700
—
$8,200
-77%
2019
$1,702
7%
$36,200
—
2018
$1,590
361%
$36,200
341%
2017
$345
5%
$8,200
—
2016
$328
5%
$8,200
—
2015
$313
11%
$8,200
10%
2014
$282
3%
$7,450
—
2013
$274
—
$7,450
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 440 Pilottown Rd
440 Pilottown Road, Lewes, DE 19958 (MLS# DESU2122330) is a Single Family property with 5 bedrooms and 4 full bathrooms. 440 Pilottown Road is currently listed for $2,999,000 and was received on November 02, 2026. Want to learn more about 440 Pilottown Road? Do you have questions about finding other Single Family real estate for sale in Lewes? You can browse all Lewes real estate or contact a Coldwell Banker agent to request more information.