OFF MARKET

Off Market Nov 2016 for $2.7M

$3,437,049

Est. refi paymentEst. refi $2,808/mo

•

6,500

sq ft

360 Pilottown Rd, Lewes, DE 19958

About this home

This magnificent in-town estate sitting on . 94 acre waterfront lot is evocative of the Hamptons. No detail has been overlooked and the high-quality craftsmanship of this home will impress you at every turn, from the solid wood doors to the site-finished reclaimed flooring. Thoughtfully designed with the comfort of the owner and guests in mind, this home features five bedroom suites, each with sitting room and private full bath. Take the elevator to the spacious owners' suite offering two full baths. Dream kitchen features Wood-Mode cabinetry, Wolf and Sub-Zero appliances, 9 1/2' granite island and even a Salamander. Entertain in the serene private backyard on the Ipe wood deck by the heated saltwater pool or down at the park-like waterfront in the climate controlled boat house near the 50' dock. Historic Lewes is ideally situated just 2.5 hours from DC/Baltimore, 2 hours from Philadelphia and 3.5 hours from Manhattan. Schedule your private showing today and prepare to be amazed.

Single-familyProperty Type

2009Year Built

0.94 acresLot Size

$529Est. Price/Sq.Ft.

1 car garageParking

Listed by Dustin Oldfather • Monument Sotheby's International Realty

•302-227-6767 (broker)

•justin.healy@msir.net (broker)

Listed by ADAM LINDER • Monument Sotheby's International Realty

•302-227-6767 (broker)

•justin.healy@msir.net (broker)

Bought with Dustin Oldfather • Monument Sotheby's International Realty

•302-227-6767 (broker)

•justin.healy@msir.net (broker)

Redfin checked: a minute ago

•Source:BRIGHT MLS #1001019718

Redfin Estimate

$3,437,049

$687K since sold in November 2016$303K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 99.3% higher than the average sale price ($1.72M) of 6 comparable homes.

SOLD JUL 31, 2026
$2,000,000
A
5 beds4.5 baths5,082 sq ft
35933 Tarpon Dr, Lewes, DE 19958
SOLD MAR 26, 2026
$910,000
B
6 beds5 baths4,001 sq ft
131 New Rd, Lewes, DE 19958
SOLD AUG 14, 2026
$1,525,000
C
5 beds4.5 baths4,207 sq ft
35 Filly Ln, Lewes, DE 19958
SOLD AUG 14, 2026
$1,500,000
D
5 beds3.5 baths5,571 sq ft
35788 Tarpon Dr, Lewes, DE 19958
SOLD JUL 15, 2026
$3,062,500
E
4 beds5 baths3,255 sq ft
422 Burton Ave, Lewes, DE 19958
SOLD APR 24, 2026
$1,350,000
F
5 beds4.5 baths4,186 sq ft
81 Filly Ln, Lewes, DE 19958

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Earn from this home

Sell

$1,497,678

Est. take-home

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Refinance

Est. cash available

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Rent

$4,357/mo

Redfin rental estimate

List your home for rent

Market trends in 19958, DE

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

99.7%

0.4% MoM

Median sale price

$585K

$4K MoM

Avg. days on market

67d

3 days MoM

Recently sold homes

302

4 MoM

New listings for sale

NEW 2 HRS AGO
$115,000
3 beds2 baths1,400 sq ft
17335 Water Dr, Lewes, DE 19958
(302) 360-0300
OPEN SAT, 1:30PM TO 3:30PM
$299,900
2 beds2 baths1,157 sq ft
18480 Carters Grove Cir #6, Lewes, DE 19958
(302) 703-6987
NEW 3 HRS AGO
$690,000
4 beds3 baths3,192 sq ft
31368 Topsail Dr, Lewes, DE 19958
(302) 424-1890
NEW 4 HRS AGO
$650,000
3 beds2 baths2,144 sq ft
23261 Horse Island Rd, Lewes, DE 19958
(302) 227-6767
COMING SOON
$660,000
4 beds2 baths2,479 sq ft
30117 Seville Ave, Lewes, DE 19958
(302) 856-1458
COMING SOON
$120,000
2 beds2 baths1,064 sq ft
35 Nottingham Dr, Lewes, DE 19958
(302) 703-1144
COMING SOON
$585,000
3 beds2.5 baths2,192 sq ft
6 Hartford Way, Lewes, DE 19958
(302) 645-2207
OPEN SAT, 2PM TO 4PM
$104,900
2 beds1 bath840 sq ft
Lewes, DE 19958
(302) 227-5000
COMING SOON
$350,000
2 beds2 baths1,080 sq ft
17275 King Philip #14, Lewes, DE 19958
(302) 703-1144
$4,500,000
5 beds3.5 baths3,888 sq ft
632 Pilottown Rd, Lewes, DE 19958
(302) 645-6661
See all

Provided by Redfin

Sale history for 360 Pilottown Rd

Year

Property tax

Land + Additions

Assessment*

2026

$2,737 (−0.4%)

$282,350 + $368,050

$650,400

2025

$2,747 (−36.7%)

$282,350 + $368,050

$650,400

2024

$4,337

$282,350 + $368,050

$650,400

2023

$4,334 (+3.6%)

$9,450 + $78,550

$88,000

2022

$4,183 (+0.9%)

$9,450 + $78,550

$88,000

2021

$4,144 (+0.3%)

$9,450 + $78,550

$88,000

2020

$4,132 (−0.1%)

$9,450 + $78,550

$88,000

2019

$4,138 (+7.1%)

$9,450 + $78,550

$88,000

2018

$3,865 (+10.4%)

$9,450 + $78,550

$88,000

2017

$3,501 (+7.2%)

$9,450 + $78,550

$88,000

2016

$3,265 (+18.9%)

$9,450 + $78,550

$88,000

2014

$2,745

$9,450 + $76,200

$85,650

Tax history for 360 Pilottown Rd

Year

Property tax

Land + Additions

Assessment*

2026

$2,737 (−0.4%)

$282,350 + $368,050

$650,400

2025

$2,747 (−36.7%)

$282,350 + $368,050

$650,400

2024

$4,337

$282,350 + $368,050

$650,400

2023

$4,334 (+3.6%)

$9,450 + $78,550

$88,000

2022

$4,183 (+0.9%)

$9,450 + $78,550

$88,000

2021

$4,144 (+0.3%)

$9,450 + $78,550

$88,000

2020

$4,132 (−0.1%)

$9,450 + $78,550

$88,000

2019

$4,138 (+7.1%)

$9,450 + $78,550

$88,000

2018

$3,865 (+10.4%)

$9,450 + $78,550

$88,000

2017

$3,501 (+7.2%)

$9,450 + $78,550

$88,000

2016

$3,265 (+18.9%)

$9,450 + $78,550

$88,000

2014

$2,745

$9,450 + $76,200

$85,650

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning

Beds

—

Baths

Stories

Lot width

80 ft.

Lot depth

301 ft.

Lot size

0.55 Acres

Year renovated

—

Sq. Ft.

3,193

Year built

2009

Style

Single Family Residential

County

Sussex County

APN

335-4.19-80.00

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 24, 2026.

R-2 (H)

Residential Low-Density (Historic) Zone

Provide for residential development outside of the City's town center and beachfront area.; Maintain lots that will permit the efficient use of public water and sewer services.; Diversify the City's residential development pattern by providing an opportunity for lots larger than those found in or near the center of the City.

Permitted uses

Include but are not limited to:

Religious facility
Housing-Single unit
Infrastructure
Public service
Fire house
Police station
Recreation
Housing-Mobile home park
Park & open space

Property details

Parking

Parking Information
Garage Features: Garage Door Opener
Has Garage
Paved Driveway
Off Street, Driveway, Attached Garage

Interior

Virtual Tour

Bathroom Information
# of Bathrooms (Half): 2
# of Bathrooms (Full): 6

Interior Information
Appliances: Central Vacuum, Dishwasher, Disposal, Dryer - Electric, Exhaust Fan, Extra Refrigerator/Freezer, Freezer, Icemaker, Refrigerator, Microwave, Oven/Range - Gas, Oven - Double, Six Burner Stove, Washer, Water Heater, Water Heater - Tankless
Flooring Type: Hardwood, Tile/Brick
Not Furnished
Interior Features: Attic, Kitchen - Eat-In, Kitchen - Island, Pantry, Entry Level Bedroom, CeilngFan(s), Elevator, Intercom, Wet/Dry Bar, Window Treatments
Living Area Sq.Ft. Source: Estimated
Wall & Ceiling Types: Vaulted Ceilings

Fireplace Information
Has Fireplace
# of Fireplaces: 1
Wood

Basement Information
Basement: Yes
Partial, Sump Pump

Exterior

Property Information
Accessibility Features: Other
Historic
Ownership Interest: Fee Simple
Year Built Source: Estimated

Building Information
# of Levels: 3
Total Sq.Ft. Source: Estimated
Building Area Units: Square Feet
Construction Completed
Construction Materials: Stick Built, Cedar
Foundation Details: Block, Crawl Space
Other Structures: Above Grade
Outdoor Living Structures: Balcony, Deck(s), Patio(s), Porch(es), Screened
Roof: Shingle, Wood
Structure Type: Detached
Window Features: Insulated, Screens
Other Structures: Boat House

Exterior Information
Lawn Sprinkler

Pool Information
Personal Pool
In Ground

Lot Information
Lot Features: Bulkheaded, Landscaping
Has Water View

Land Information
Irrigation Source: Available

Dock Information
Dock Type and Features: Pier
Dock/Slip Conveyance: Physical Dock/Slip Conveys
# of Docks: 1
Dock/Slip Conveys: Yes
Dock Slip Conveyance: Physical Dock/Slip Conveys

Above Grade Information
Finished Sq.Ft.: 6,500
Finished Sq.Ft. Source: Estimated

Financial

Tax Information
City/Town Tax: $1,590
County Tax: $3,397
Tax Annual Amount: $4,987

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C, Geothermal
Wood Burn Stove, Geothermal, Heat Pump(s), Zoned
Heating Fuel: Geo-thermal
Hot Water: Natural Gas, Tankless
Sewer Septic: Public Sewer
Water Source: Public

Location

Homeowners Association Information
HOA Fee Frequency: Annually

School Information
School District Name: CAPE HENLOPEN

Location Information
In City Limits
Sussex DE Quadrants: East of Rt 1

Waterfrontage Information
Water Access
On Waterfront
Water Oriented
Water Body Type: Canal

Public facts

Beds: —
Baths: 7.0
Sq. Ft.: 3,193
Stories: 2.0
Lot Size: 0.55 acres
Style: Single Family Residential
Year Built: 2009
Year Renovated: —
County: Sussex County
APN: 335-4.19-80.00

Home facts updated by county records on Aug 24, 2026

Around this home

Schools

Shields (Richard A.) Elementary School

Public K-5 • Assigned • 0.5mi

9/10

Frederick D Thomas Middle School

Public 6-8 • Assigned • 1.7mi

Cape Henlopen High School

Public 9-12 • Assigned • 1.4mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

4/10 Flood Factor

Estimated 11-17% chance of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

8/10 Heat Factor

7 days above 101° expected this year, 17 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Lewes, DE • 19958

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.1 hours in June and 5.2 hours in December, which is comparable to the U.S. average for solar exposure.

9.1 hrs

5.2 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$3.27M – $3.95M

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Nearby similar homes

NEW CONSTRUCTION

$1,585,000

6 beds4.5 baths3,940 sq ft

65 Filly Ln, Lewes, DE 19958

(302) 273-4998

$699,900

Land— sq ft

157 Tyler's Cir, Lewes, DE 19958

(302) 227-6767

$1,200,000

Land— sq ft

1401 Savannah Rd, Lewes, DE 19958

(302) 227-4800

$1,750,000

4 beds3.5 baths2,125 sq ft

1902 Cedar St, Lewes, DE 19958

(302) 645-6661

NEW CONSTRUCTION

$849,990

2 beds2 baths2,080 sq ft

15455 Solomon Way, Lewes, DE 19958

(302) 378-9510

$799,000

3 beds3 baths2,649 sq ft

2019 Savannah Cir, Lewes, DE 19958

(302) 645-2207

New listings for sale in 19958

NEW 2 HRS AGO

$115,000

3 beds2 baths1,400 sq ft

17335 Water Dr, Lewes, DE 19958

(302) 360-0300

OPEN SAT, 1:30PM TO 3:30PM

$299,900

2 beds2 baths1,157 sq ft

18480 Carters Grove Cir #6, Lewes, DE 19958

(302) 703-6987

NEW 3 HRS AGO

$690,000

4 beds3 baths3,192 sq ft

31368 Topsail Dr, Lewes, DE 19958

(302) 424-1890

NEW 4 HRS AGO3D WALKTHROUGH

$650,000

3 beds2 baths2,144 sq ft

23261 Horse Island Rd, Lewes, DE 19958

(302) 227-6767

COMING SOON

$660,000

4 beds2 baths2,479 sq ft

30117 Seville Ave, Lewes, DE 19958

(302) 856-1458

COMING SOON

$120,000

2 beds2 baths1,064 sq ft

35 Nottingham Dr, Lewes, DE 19958

(302) 703-1144

COMING SOON

$585,000

3 beds2.5 baths2,192 sq ft

6 Hartford Way, Lewes, DE 19958

(302) 645-2207

OPEN SAT, 2PM TO 4PM

$104,900

2 beds1 bath840 sq ft

Lewes, DE 19958

(302) 227-5000

COMING SOON

$350,000

2 beds2 baths1,080 sq ft

17275 King Philip #14, Lewes, DE 19958

(302) 703-1144

Home values near 360 Pilottown Rd

Data from public records.

Address	Redfin Estimate
346 Pilottown Road, Lewes, DE - Beds \| 4 Baths \| 1764 Sq. Ft.	$1,553,891
352 Pilottown Road, Lewes, DE 4 Beds \| 2 Baths \| - Sq. Ft.	$1,884,710

Address	Redfin Estimate
344 Pilottown Road, Lewes, DE 4 Beds \| 3 Baths \| - Sq. Ft.	$1,408,142
372 Pilottown Road, Lewes, DE 3 Beds \| 2.5 Baths \| - Sq. Ft.	$2,620,679

Address	Redfin Estimate
368 Pilottown Road, Lewes, DE 4 Beds \| 2.5 Baths \| - Sq. Ft.	$1,893,158
354 Pilottown Road, Lewes, DE 6 Beds \| 4 Baths \| 3604 Sq. Ft.	$2,104,157

Property information provided by BRIGHT MLS when last listed in 2016. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 19958, DE

Sale history for 360 Pilottown Rd

Tax history for 360 Pilottown Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 19958

Home values near 360 Pilottown Rd

More real estate resources