OFF MARKET

Off Market Jul 2020 for $399K

$609,330

•

2,304

sq ft

106 Winebrenner Rd, Shepherdstown, WV 25443

About this home

This Amazing Home Is Getting A Crawl Space Update And That Is Why The House Has Been Off The Market. Bored With Ordinary? Come Home To This Unique, One Of A Kind, Contemporary 3 Bedroom, 2 Bath Home, With A 1 Bedroom, 1 Bath Apartment, An Art Studio, And A Barn On 13.20 Acres With A Beautiful Stream Running Through The Property. .. All Just Minutes To Downtown Shepherdstown! Wishing For More Acreage? Adjoining 22.04 Acre Lot And 16.49 Acre Lot Might Be Available For The Right Buyer At The Right Price.

Single-familyProperty Type

1982Year Built

13.2 acresLot Size

$264Est. Price/Sq.Ft.

Listed by Elizabeth Sager • Keller Williams Realty Centre

•240-309-6000 (broker)

Bought with Bruce Elsey • Long & Foster/Webber & Associates

•540-662-3484 (broker)

Redfin checked: 4 minutes ago

•Source:BRIGHT MLS #WVJF136872

Redfin Estimate

$609,330

$210K since sold in July 2020$17K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 2.3% lower than the average sale price ($624K) of 6 comparable homes.

SOLD AUG 19, 2026
$585,000
A
4 beds3 baths2,878 sq ft
89 Morgan Grove Rd, Shepherdstown, WV 25443
BOUGHT WITH REDFIN JUL 15, 2026
$805,000
B
4 beds3 baths3,710 sq ft
266 Shepherd Ln, Shepherdstown, WV 25443
SOLD JUL 2, 2026
$675,000
C
4 beds2.5 baths2,860 sq ft
265 Mcquilkin Run Way, Shepherdstown, WV 25443
SOLD JUL 30, 2026
$769,000
D
4 beds3.5 baths2,717 sq ft
114 Southpaw Ln, Shepherdstown, WV 25443
SOLD MAY 15, 2026
$518,000
E
3 beds3 baths1,972 sq ft
183 Byer Ln, Shepherdstown, WV 25443
SOLD JUN 12, 2026
$390,000
F
5 beds3 baths2,340 sq ft
205 Sandpiper, Shepherdstown, WV 25443

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$292,270

Est. take-home

List your home with Redfin and save $6,093

Rent

$2,559/mo

Redfin rental estimate

List your home for rent

Market trends in 25443, WV

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

97.4%

0.4% MoM

Median sale price

$506K

$12K MoM

Avg. days on market

46d

3 days MoM

Recently sold homes

9 MoM

New listings for sale

COMING SOON
$675,000
5 beds4.5 baths5,624 sq ft
48 Field Crest Ct, Shepherdstown, WV 25443
(855) 450-0442
$739,900
3 beds3 baths2,710 sq ft
92 Fiddlers Way, Shepherdstown, WV 25443
(304) 930-5128
COMING SOON
$499,000
3 beds3.5 baths2,692 sq ft
32 Shaw Pl, Shepherdstown, WV 25443
(240) 309-6000
3D WALKTHROUGH
$579,900
5 beds3.5 baths3,950 sq ft
49 Appomattox Ln, Shepherdstown, WV 25443
(304) 930-1290
See all

Provided by Redfin

Sale history for 106 Winebrenner Rd

Date

Event

Price

BRIGHT MLS #WVJF136872

Jul 8, 2020

Pending

—

Jul 8, 2020

Listing Removed

—

Jul 8, 2020

Sold

$399,000

$173/sq ft

Jul 4, 2020

Pending

—

May 14, 2020

Contingent

—

May 11, 2020

Price Changed

$399,000

$173/sq ft

May 1, 2020

Relisted

—

Apr 19, 2020

Listing Removed

—

Mar 6, 2020

Relisted

—

Feb 19, 2020

Pending

—

Jan 27, 2020

Price Changed

$429,900

$187/sq ft

Nov 25, 2019

Price Changed

$449,000

$195/sq ft

Oct 15, 2019

Listed

$469,000

$204/sq ft

BRIGHT MLS #WVJF132010

Sep 27, 2019

Listing Removed

—

Aug 2, 2019

Price Changed

$459,000

$199/sq ft

May 28, 2019

Price Changed

$479,000

$208/sq ft

Mar 1, 2019

Listed

$495,000

$215/sq ft

Tax history for 106 Winebrenner Rd

*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

—

Lot depth

—

Lot size

13.2 Acres

Year renovated

—

Sq. Ft.

528

Year built

1982

Style

Ranch

County

Jefferson County

APN

09 7000200030000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 18, 2026.

Rural (Agricultural) District

The purpose of this district is to provide a location for low density single family residential development in conjunction with providing continued farming activities. This district is generally not served with public water or sewer facilities although certain size developments processed under the cluster provision of Section 5.7D(2) may choose to do so. A primary function of the low density residential development permitted within this section is to preserve the rural character of the County and the agricultural community. All lots subdivided in the Rural District are subject to Section 5.7D. The Envision Jefferson 2035 Comprehensive Plan recommends that the cluster provision of the Zoning Ordinance be the preferred method of residential development in the Rural zoning district.

Permitted uses

Include but are not limited to:

Agriculture
Religious facility
Day care facility
Hospital / medical center
Housing-Group
Housing-Single unit
Housing-Multiple units
Bed & breakfast
Kennel
Park & open space

Property details

Parking

Parking Information
Gravel Driveway
Driveway

Interior

Bedroom Information
# of Bedrooms On Main Level: 4

Bathroom Information
# of Bathrooms (Full) On Main Level: 3
# of Bathrooms (Full): 3

Interior Information
Living Area Sq.Ft. Source: Assessor

Basement Information
Basement: No

Exterior

Property Information
Total Below Grade Sq. Ft.: 0
Improvement Assessed Value: $87,900
Ownership Interest: Fee Simple
Year Built Source: Assessor

Building Information
Construction Materials: Wood Siding
Foundation Details: Crawl Space
Other Structures: Above Grade, Below Grade
Structure Type: Detached
Other Structures: Barn, Other

Land Information
Land Assessed Value: $58,400

Above Grade Information
Finished Sq.Ft.: 2,304
Finished Sq.Ft. Source: Assessor

Below Grade Information
Unfinished Sq.Ft. Source: Assessor
Finished Sq.Ft. Source: Assessor

Financial

Tax Information
County Tax: $1,696
Tax Assessed Value: $146,300
Tax Year: 2019
Tax Annual Amount: $1,696

Assessments Information
Year Assessed: 2019

Utilities

Utilities Information
Cooling Type: Window Unit(s)
Cooling Fuel: Electric
Baseboard - Hot Water
Heating Fuel: Oil
Sewer Septic: On Site Septic
Water Source: Well

Location

School Information
Elementary School: SHEPHERDSTOWN
Middle Or Junior School: SHEPHERDSTOWN
High School: JEFFERSON
School District Name: JEFFERSON COUNTY SCHOOLS
Elementary School Source: Listing Agent
Middle School Source: Listing Agent
High School Source: Listing Agent
School District Source: Listing Agent

Location Information
Outside City Limits
Directions: From Shepherdstown, Take 45 / Martinsburg Pike to Left On Winebrenner Road. Follow to 106. See Sign

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

Public facts

Beds: 1
Baths: 1.0
Sq. Ft.: 528
Stories: 1.0
Lot Size: 13.2 acres
Style: Ranch
Year Built: 1982
Year Renovated: —
County: Jefferson County
APN: 09 7000200030000

Home facts updated by county records on Sep 18, 2026

Around this home

Schools

Shepherdstown Elementary School

Public PreK-5 • Assigned • 2.8mi

6/10

Shepherdstown Middle School

Public 6-8 • Assigned • 2.6mi

8/10

Jefferson High School

Public 9-12 • Assigned • 5.7mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

9/10 Flood Factor

Estimated 80%+ chance of a flood reaching the building in the next 30 years

2/10 Fire Factor

0.00% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 days above 101° expected this year, 16 days in 30 years

2/10 Wind Factor

3% chance of strong winds in next 30 years

2/10 Air Factor

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

Provided by First Street

Historical weather

Shepherdstown, WV • 25443

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 hours in June and 3.7 hours in December, placing it below the U.S. average for solar exposure.

9 hrs

3.7 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$579,000 – $701,000

Reach more buyers when you sell with Redfin. Save up to $6,093 in fees. 3 minutes to get started.

Get a free, detailed breakdown of how we calculated your estimate.

Nearby similar homes

$599,900

4 beds3 baths2,478 sq ft

109 Mosby Ct, Martinsburg, WV 25404

(304) 724-2000

NEW CONSTRUCTION

$359,990

3 beds2 baths1,628 sq ft

Lot 199 Valor Ln, Martinsburg, WV 25405

(304) 676-8413

NEW CONSTRUCTION

$899,999

4 beds4.5 baths4,233 sq ft

Hite Rd Lot 1, Kearneysville, WV 25430

(304) 263-2121

3D WALKTHROUGH

$825,000

4 beds3.5 baths6,250 sq ft

42 Flaxseed Dr, Martinsburg, WV 25404

(540) 686-7362

$280,000

3 beds2 baths2,788 sq ft

4928 Shepherdstown Rd, Martinsburg, WV 25404

(866) 457-0829

$550,000

4 beds3.5 baths2,866 sq ft

637 Persimmon Ln, Shepherdstown, WV 25443

(304) 279-4162

New listings for sale in 25443

COMING SOON

$675,000

5 beds4.5 baths5,624 sq ft

48 Field Crest Ct, Shepherdstown, WV 25443

(855) 450-0442

$739,900

3 beds3 baths2,710 sq ft

92 Fiddlers Way, Shepherdstown, WV 25443

(304) 930-5128

COMING SOON

$499,000

3 beds3.5 baths2,692 sq ft

32 Shaw Pl, Shepherdstown, WV 25443

(240) 309-6000

3D WALKTHROUGH

$579,900

5 beds3.5 baths3,950 sq ft

49 Appomattox Ln, Shepherdstown, WV 25443

(304) 930-1290

Home values near 106 Winebrenner Rd

Data from public records.

Address	Redfin Estimate
1893 Winebrenner Road, Shepherdstown, WV 3 Beds \| 2 Baths \| 1152 Sq. Ft.	$286,175
104 Winebrenner Road, Shepherdstown, WV 3 Beds \| 3 Baths \| 2932 Sq. Ft.	—

Address	Redfin Estimate
6 Winebrenner Road, Shepherdstown, WV 3 Beds \| 2.5 Baths \| 2800 Sq. Ft.	$833,186
121 Lindale Lane, Shepherdstown, WV 3 Beds \| 1 Baths \| 1505 Sq. Ft.	$230,026

Address	Redfin Estimate
2001 Winebrenner Road, Shepherdstown, WV 5 Beds \| 3.5 Baths \| 2335 Sq. Ft.	$815,495
4 Belmeade Way Lot 4, Shepherdstown, WV 4 Beds \| 3.5 Baths \| 3380 Sq. Ft.	$707,536

Property information provided by BRIGHT MLS when last listed in 2019. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Houses for rent in Shepherdstown	Agents near me	Charleston, WV homes for sale	Shepherdstown Housing Market
Houses for sale near me	Martinsburg, WV homes for sale	Inwood, WV homes for sale
Land for sale near me	Harpers Ferry, WV homes for sale	Shepherdstown, WV homes for sale
Open Houses near me	Charles Town, WV homes for sale	Shepherdstown Property Records
Condos for sale near me	Morgantown, WV homes for sale	WV New Listings

Harpers Ferry homes for sale
Martinsburg homes for sale
Hagerstown homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 25443, WV

Sale history for 106 Winebrenner Rd

Tax history for 106 Winebrenner Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 25443

Home values near 106 Winebrenner Rd

More real estate resources