OFF MARKET

Off Market Jan 2020 for $925K

$1,408,288

Est. refi paymentEst. refi $5,752/mo

•

2,900

sq ft

308 Pilottown Rd, Lewes, DE 19958

About this home

LASTING HISTORICAL PERSPECTIVE! Discover enormous potential & local Lewes history inherent to this canal front gem. Since the 1700's, this member of the National Registry of Historic Places has witnessed the evolution of DE's First Town from its premier vantage point along the Lewes-Rehoboth Canal. Since the time of its original owner, Cornelius Wiltbank (centuries ago), home has evolved w/ our vibrant town yet kept innate character. Today it's "twice as nice" with 5BR, 3.5 BA total, configured as 2 separate/fully functional residential units in the Lewes Historic District (one 3BR, 2BA; other is 2BR, 1.5BA). Enjoy one; rent the other - or create the ideal family living scenario! Home exudes authentic charm w/ hardwoods, exposed wood beams, recently updated kitchen on the 1st floor, finished 3rd floor attic/loft space. Separate carriage house offers more storage nestled in charming landscaped yard. Park 4-5 cars in the driveway, walk/bike to town & take part in the ongoing historical Lewes story!

Single-familyProperty Type

1800Year Built

5,700 sq ftLot Size

$486Est. Price/Sq.Ft.

4 spacesParking

Listed by Lee Ann Wilkinson • Berkshire Hathaway HomeServices PenFed Realty

•302-645-6661 (broker)

Bought with Sean Richardson • Long & Foster Real Estate, Inc.

•302-645-6100 (broker)

Redfin checked: 4 minutes ago

•Source:BRIGHT MLS #DESU150404

Redfin Estimate

$1,408,288

$483K since sold in January 2020$36K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.6% lower than the average sale price ($1.52M) of 6 comparable homes.

SOLD JUL 24, 2026
$1,595,000
A
4 beds3.5 baths2,585 sq ft
312 Burton Ave, Lewes, DE 19958
SOLD AUG 12, 2026
$1,260,000
B
4 beds3.5 baths2,622 sq ft
328 Market St, Lewes, DE 19958
SOLD JUL 28, 2026
$1,662,500
C
4 beds3.5 baths3,167 sq ft
420 Kings Hwy, Lewes, DE 19958
SOLD NOV 25, 2025
$1,875,000
D
5 beds3.5 baths2,745 sq ft
8 Milton Ave, Lewes, DE 19958
SOLD AUG 10, 2026
$1,149,900
E
4 beds3.5 baths3,337 sq ft
111 Kings Hwy, Lewes, DE 19958
SOLD DEC 1, 2025
$1,600,000
F
4 beds3 baths2,785 sq ft
228 2nd St, Lewes, DE 19958

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Earn from this home

Sell

$683,368

Est. take-home

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Refinance

Est. cash available

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Rent

$3,244/mo

Redfin rental estimate

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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 6 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 8 HRS AGO
$690,000
4 beds3 baths3,192 sq ft
31368 Topsail Dr, Lewes, DE 19958
(302) 424-1890
NEW 8 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 308 Pilottown Rd

Date

Event

Price

BRIGHT MLS #DESU150404

Jan 14, 2020

Sold

$925,000

$319/sq ft

Jan 7, 2020

Pending

—

Nov 22, 2019

Contingent

—

Oct 23, 2019

Listed

$995,000

$343/sq ft

BRIGHT MLS #1001015388

Nov 10, 2016

Sold

$825,000

$284/sq ft

Sep 9, 2016

Listing Removed

—

Mar 21, 2016

Listed

$899,900

$310/sq ft

+32

LASTING HISTORICAL PERSPECTIVE! Discover enormous potential & local Lewes history inherent to this canal front gem. Since the 1700?s, this member of the National Registry of Historic Places has witnessed the evolution of DE?s First Town from its premier vantage point along the Lewes-Rehoboth Canal. Since the time of its original owner, Cornelius Wiltbank (centuries ago), home has evolved w/ our vibrant town yet kept innate character. Today it?s ?twice as nice? with 5BR, 3.5 BA total, configured as 2 separate/fully functional residential units in the Lewes Historic District (one 3BR, 2BA; other is 2BR, 1.5BA). Enjoy one; rent the other - or create the ideal family living scenario! Home exudes authentic charm w/ hardwoods, exposed wood beams, recent HVAC/window updates, finished 3rd floor attic/loft space. Separate carriage house offers more storage nestled in charming landscaped yard. Park 4-5 cars in the driveway, walk/bike to town & take part in the ongoing historical Lewes story!

Public Records

Mar 5, 1986

Sold

$105,000

$36/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$2,942 (−0.4%)

$335,200 + $363,900

$699,100

2025

$2,953 (+157.7%)

$335,200 + $363,900

$699,100

2024

$1,146

$335,200 + $363,900

$699,100

2023

$1,145 (+3.6%)

$5,300 + $17,950

$23,250

2022

$1,105 (+0.9%)

$5,300 + $17,950

$23,250

2021

$1,095 (+0.3%)

$5,300 + $17,950

$23,250

2020

$1,092 (−0.1%)

$5,300 + $17,950

$23,250

2019

$1,093 (+7.1%)

$5,300 + $17,950

$23,250

2018

$1,021 (+4.4%)

$5,300 + $17,950

$23,250

2017

$978 (+5.4%)

$5,300 + $17,950

$23,250

2016

$928 (+5.5%)

$5,300 + $17,950

$23,250

2014

$880

$5,300 + $17,950

$23,250

Tax history for 308 Pilottown Rd

Year

Property tax

Land + Additions

Assessment*

2026

$2,942 (−0.4%)

$335,200 + $363,900

$699,100

2025

$2,953 (+157.7%)

$335,200 + $363,900

$699,100

2024

$1,146

$335,200 + $363,900

$699,100

2023

$1,145 (+3.6%)

$5,300 + $17,950

$23,250

2022

$1,105 (+0.9%)

$5,300 + $17,950

$23,250

2021

$1,095 (+0.3%)

$5,300 + $17,950

$23,250

2020

$1,092 (−0.1%)

$5,300 + $17,950

$23,250

2019

$1,093 (+7.1%)

$5,300 + $17,950

$23,250

2018

$1,021 (+4.4%)

$5,300 + $17,950

$23,250

2017

$978 (+5.4%)

$5,300 + $17,950

$23,250

2016

$928 (+5.5%)

$5,300 + $17,950

$23,250

2014

$880

$5,300 + $17,950

$23,250

*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

88 ft.

Lot depth

65 ft.

Lot size

5,719 Sq. Ft.

Year renovated

—

Sq. Ft.

1,450

Year built

—

Style

Single Family Residential

County

Sussex County

APN

335-8.07-281.00

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 24, 2026.

R-4 (H)

Residential Medium-Density (Historic) Zone

Provide for residential development adjacent to the City's Town Center Zoning District.Amended 9-14-2020; Preserve face-to-face intimacy in an urban setting.; Preserve architecturally diverse but harmonious streetscapes.; Encourage a residential development pattern that is: Appropriate for older, densely settled sections of the City and also provides for light, air, and private open space.; Compact and urban so that nearby commercial and public services are available to residents by walking or bicycling.

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
# of Total Garage and Parking Spaces: 4
Paved Driveway
# of Open Parking Spaces: 4
Off Street, Driveway

Interior

Virtual Tour

Bedroom Information
# of Bedrooms On 1st Upper Level: 2
# of Bedrooms On Main Level: 3

Bathroom Information
# of Bathrooms (Full) On 1st Upper Level: 2
# of Bathrooms (Half) On Main Level: 1
# of Bathrooms (Full) On Main Level: 1
# of Bathrooms (Full) On All Upper Levels: 2
# of Bathrooms (Half): 1
# of Bathrooms (Full): 3

Interior Information
Appliances: Dishwasher, Dryer - Electric, Extra Refrigerator/Freezer, Icemaker, Refrigerator, Microwave, Oven/Range - Electric, Washer, Water Heater, Disposal
Flooring Type: Carpet, Hardwood, Tile/Brick, Vinyl
Not Furnished
Interior Features: Attic, Kitchen - Eat-In, Kitchen - Island, 2nd Kitchen, Entry Level Bedroom, CeilngFan(s), Exposed Beams, Skylight(s), Window Treatments, Recessed Lighting, Upgraded Countertops, Wood Floors
Living Area Sq.Ft. Source: Estimated
Wall & Ceiling Types: Vaulted Ceilings

Room Information
Living Room, Master Bedroom, Bedroom 2, Bedroom 3, Kitchen, Basement, Bedroom 1, Laundry, Loft, Master Bathroom, Full Bath, Half Bath

Basement Information
Basement: Yes
Partial, Sump Pump, Unfinished

Exterior

Property Information
Not Federal Flood Zone
Historic
Ownership Interest: Fee Simple
Year Built Source: Assessor

Building Information
Building Name: NONE AVAILABLE
Total Sq.Ft. Source: Assessor
Construction Materials: Stick Built, Vinyl Siding
Foundation Details: Block
Other Structures: Above Grade
Outdoor Living Structures: Patio(s), Porch(es)
Roof: Architectural Shingle
Structure Type: Detached
Window Features: Screens
Other Structures: Carriage House

Exterior Information
Outside Shower, Outbuilding(s)
Fencing: Partially

Lot Information
Lot Features: Landscaping
Lot Size Dimensions: 88x67x86x66
Lot Dimensions Source: Estimated
Has Water View
Tidal Water: No

Above Grade Information
Finished Sq.Ft.: 2,900
Finished Sq.Ft. Source: Estimated

Financial

Tax Information
City/Town Tax: $890
County Tax: $990
School Tax: $103
School Tax Payment Frequency: Annually
Tax Year: 2019
Tax Annual Amount: $1,983

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C, Zoned
Cooling Fuel: Electric
Heat Pump - Gas BackUp, Zoned
Heating Fuel: Propane - Owned, Electric
Hot Water: Electric
Sewer Septic: Public Sewer
Water Source: Public
Municipal Trash: Yes

Location

School Information
School District Name: CAPE HENLOPEN

Location Information
In City Limits
Sussex DE Quadrants: East of Rt 1
Directions: East on Savannah Road, left on Pilottown Road, house on left.
Road Surface Type: Paved

Public facts

Beds: —
Baths: 3.0
Sq. Ft.: 1,450
Stories: 2.0
Lot Size: 5,719 square feet
Style: Single Family Residential
Year Built: —
Year Renovated: —
County: Sussex County
APN: 335-8.07-281.00

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 • 1.6mi

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 14-22% 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, 18 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

$1.34M – $1.62M

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Nearby similar homes

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New listings for sale in 19958

NEW 6 HRS AGO

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NEW 8 HRS AGO3D WALKTHROUGH

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COMING SOON3D WALKTHROUGH

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COMING SOON

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COMING SOON

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OPEN SAT, 2PM TO 4PM

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COMING SOON

$350,000

2 beds2 baths1,080 sq ft

17275 King Philip #14, Lewes, DE 19958

(302) 703-1144

Home values near 308 Pilottown Rd

Data from public records.

Address	Redfin Estimate
324 Pilottown Road, Lewes, DE 4 Beds \| 2.5 Baths \| - Sq. Ft.	$1,396,045
322 Pilottown Road, Lewes, DE 4 Beds \| 3.5 Baths \| - Sq. Ft.	$1,569,372

Address	Redfin Estimate
320 Pilottown Road, Lewes, DE 4 Beds \| 3.5 Baths \| 3000 Sq. Ft.	$1,501,945
304 Pilottown Road, Lewes, DE 4 Beds \| 3 Baths \| 3474 Sq. Ft.	$1,480,048

Address	Redfin Estimate
314 Pilottown Road, Lewes, DE 5 Beds \| 2 Baths \| 2598 Sq. Ft.	$1,214,155
235 2nd Street, Lewes, DE 4 Beds \| 3.5 Baths \| 3100 Sq. Ft.	$1,666,125

Property information provided by BRIGHT MLS when last listed in 2019. 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 308 Pilottown Rd

Tax history for 308 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 308 Pilottown Rd

More real estate resources