Date
Details
Price
Change
Source
9/18/2026
Listed
$500,000
—
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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Property Description
**Professional photos coming soon** Welcome to 365 Leisure Way, a spacious and distinctive Shepherdstown-area home offering an impressive combination of indoor living space, outdoor entertaining areas, privacy, and exceptionally low ongoing utility expenses. Inside, the home immediately stands out with its soaring vaulted ceilings, abundant windows, hardwood flooring, and expansive living spaces. The large great room is filled with natural light and anchored by a charming wood-burning stove with an impressive brick surround, creating a warm focal point while still providing plenty of flexibility for multiple seating and gathering areas. The main kitchen offers generous cabinetry and counter space, a center island, tile flooring, glass-front cabinetry, and an open connection to the surrounding living areas. Additional finished space provides even more versatility for entertaining, hobbies, a home office, recreation room, or everyday living. The home also offers flexible lower-level space with its own kitchen area, bathroom, exterior access, and additional rooms-ideal for guests, extended-family living, recreation, a home office, or a variety of other uses. Outside, an expansive two-level deck with pergola overlooks the large, beautifully maintained backyard, providing a wonderful setting for grilling, entertaining, or simply enjoying the peaceful surroundings. Attractive white fencing and mature trees add to the setting, while an attached garage and additional detached storage/garage space provide plenty of practical room. One of the property's standout benefits is its potential for very low monthly household expenses. With solar panels providing renewable energy, a private well eliminating a monthly water bill, and private septic eliminating public sewer charges, the major utility infrastructure is already in place to help keep recurring costs remarkably manageable. With its dramatic living spaces, flexible floor plan, generous outdoor areas, energy-conscious features, and convenient Shepherdstown location, 365 Leisure Way offers a rare combination of space, character, versatility, and affordability of ownership.
Full Property Details
Full Property Details for 365 Leisure Way
General
- Price: $500,000
- HOA FEE: $23/month
- HOA FEE FREQ.: Annually
- Taxes: $2,750 (2025)
- Status: Active
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: WVJF2025390
- Updated: 9/18/2026
- Added to Site: Today
Interior
- Fireplace: Yes
- Number of Fireplaces: 2
- Appliances: Microwave, Dryer, Washer, Dishwasher, Disposal, Refrigerator, Stove, Oven - Double
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
- Main Floor Baths: 3
- Main - Full Baths: 3
Bedrooms
- Total Bedrooms: 3
- Bedrooms Main & Up: 3
Parking
- Garage: Yes
- Garage Spaces: 3
- Total Spaces: 3
- Parking Type: Attached Garage, Detached Garage
- Garage Description: Garage Door Opener
Location
- Municipality: Shepherdstown
- County: JEFFERSON
- Subdivision: LEISURE ACRES
- Driving Directions: From the Charles Town office, take Flowing Springs Rd to Shepherdstown. Turn right onto Princess St, then left onto German St. Continue through town, and turn right onto N Duke St. Turn left onto Shepherd Grade Rd and continue 3.6 miles, then turn left to stay on Shepherd Grade Rd. Turn right onto Leisure Way, then turn right at the T-intersection. Home is on the left.
School Information
- School District: Jefferson County Schools
Community
- Association: Yes
- Assoc. Name: LEISURE ACRES
- Assoc. Fees Include: Road Maintenance
Heating & Cooling
- Central air: Yes
- Cooling Type: Central A/C, Ceiling Fan(s)
- Cooling Fuel: Electric
- Heating Type: Central, Pellet Stove
- Heating Fuel: Propane - Leased
- Water Heater: Electric
Utilities
- Sewer: On Site Septic
- Water: Well
Structural Information
- Architectural Style: Ranch/Rambler
- Structure Type: Detached
- Construction: Aluminum Siding
- Basement: Yes
- Basement Entrance: Yes
- Basement Desc.: Partially Finished, Workshop, Outside Entrance, Rear Entrance, Walkout Level
- Foundation: Block
- Roof: Architectural Shingle
- Stories Description: Main
- Square Feet: 2,246
- Sq. Ft. Source: Assessor
- Living Area: 2,246 Sq. Ft.
- Finished Above Grnd: 2,246 Sq. Ft.
- Year Built: 2003
- Year Built Source: Assessor
Lot Features
- Lot Size (Acres): 3.02
- Lot Size (Sq. Ft.): 131,551
- Lot Size Source: Assessor
- Zoning: 101
Financial Considerations
- Price Per Sq. Ft.: $222.62
- Association Fee: $270
- Assoc Fee Freq.: Annually
- Assessment Year: 2025
- School Tax: $2,120
- City/TownTax Freq: Annually
- County Tax: $629
- County Tax Freq: Annually
- Tax w/Assessment: $236,700
- Tax Amount: $2,750
- Tax Year: 2025
- Tax Total Finished Sq. Ft.: 2246
Disclosures and Reports
- Ownership: Fee Simple
- Lot Number: 29
Listed by Samson Properties, Tara Sanders Lowe
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 365 Leisure Way —
Tara Sanders Lowe
Samson Properties
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 365 Leisure Way
School District:Jefferson County School District
| Name | Grades | Distance |
|---|---|---|
Shepherdstown Elementary School 662 South Church Street, Shepherdstown, WV 25443 | PK-5 | 4.2 mi |
Shepherdstown Middle School 54 Minden Street, Shepherdstown, WV 25443 | 6-8 | 4.2 mi |
Jefferson High School 4141 Flowing Springs Road, Shenandoah Junction, WV 25442 | 9-12 | 9.3 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 365 Leisure Way
Tax History
Tax History for 365 Leisure Way
Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,750
6%
$256,700
6%
2024
$2,602
—
$242,300
—
2023
$2,596
14%
$242,300
15%
2022
$2,278
7%
$211,200
9%
2021
$2,121
6%
$194,600
-1%
2020
$2,003
-7%
$196,000
-4%
2019
$2,148
21%
$205,200
20%
2018
$1,782
-1%
$171,700
-1%
2017
$1,800
—
$173,200
-1%
2016
$1,806
5%
$174,200
5%
2015
$1,723
-1%
$166,300
-1%
2014
$1,734
-10%
$167,500
2%
2013
$1,918
—
$164,200
—
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 365 Leisure Way
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- Single Family
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- Updated 6 hours ago
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365 Leisure Way, Shepherdstown, WV 25443 (MLS# WVJF2025390) is a Single Family property with 3 bedrooms and 3 full bathrooms. 365 Leisure Way is currently listed for $500,000 and was received on September 18, 2026. Want to learn more about 365 Leisure Way? Do you have questions about finding other Single Family real estate for sale in Shepherdstown? You can browse all Shepherdstown real estate or contact a Coldwell Banker agent to request more information.