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SHEPHERDSTOWN

One of the most popular communities provided by Charis Realty

SHEPHERDSTOWN

About SHEPHERDSTOWN

Shepherdstown, WV Real Estate: Discover Your Perfect Home

Welcome to Shepherdstown, WV — One of West Virginia’s Most Charming and Historic Communities!

Nestled along the picturesque banks of the Potomac River, Shepherdstown is renowned for its quaint small-town ambiance, rich history, and vibrant cultural scene. If you’re searching for exceptional real estate opportunities in a friendly, walkable neighborhood, look no further than Shepherdstown, WV.

Why Choose Shepherdstown, WV for Your Next Home?

Shepherdstown is not just a place to live—it’s a lifestyle. This historic town blends beautiful architecture, lush natural scenery, and modern amenities, making it perfect for families, retirees, and anyone seeking a close-knit community.

Top Features of Shepherdstown Real Estate

  • Historic homes with unique character and timeless appeal
  • Modern developments and single-family houses
  • Spacious lots with mature trees and river views
  • Quiet, safe streets ideal for walking and biking

Benefits of Living in Shepherdstown

1. Rich History & Culture

Shepherdstown is the oldest town in West Virginia, offering a unique blend of colonial charm and contemporary arts. Enjoy local galleries, live theater at the Contemporary American Theater Festival, and fascinating museums.

2. Top-Rated Schools

Families appreciate the highly rated local schools, as well as educational opportunities at Shepherd University, located right in the heart of town.

3. Outdoor Recreation

Whether you love hiking the C&O Canal, kayaking on the Potomac, or biking the scenic country roads, there’s always an outdoor adventure waiting.

4. Vibrant Downtown

Stroll through Shepherdstown’s quaint downtown, featuring:

  • Unique boutiques
  • Independent bookstores
  • Farm-to-table restaurants and cozy cafes

5. Community Spirit

Get involved in local events, farmer’s markets, art walks, and annual festivals, where neighbors become friends and memories are made.

Explore Available Properties

Shepherdstown, WV real estate offers diversity for every taste and budget, including:

  • Charming historic homes
  • New construction single-family houses
  • Waterfront properties
  • Townhomes and condos
  • Acreage for custom builds

Explore the latest Shepherdstown, WV real estate listings here.

Invest in Shepherdstown, WV Real Estate Today

Shepherdstown offers a superb quality of life, outstanding investment potential, and timeless beauty—making it one of the best places to buy a home in West Virginia.

Ready to find your dream home in Shepherdstown? Contact a local Shepherdstown real estate agent for personalized guidance and the latest market insights!

Experience the charm, history, and community spirit of Shepherdstown, WV—your perfect new neighborhood awaits.

One of the most popular communities provided by Charis Realty
70
# of Listings
3
Avg # of Bedrooms
$229
Avg. $ / Sq.Ft.
$479,033
Med. List Price

Browse SHEPHERDSTOWN Real Estate Listings

All listings

Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

21 Properties Found. Page 1 of 2.

Adorable Ranch style home set back to the trees and privacy in the rear of Mecklenburg Heights. This quiet community is one of the few affordable options in the Shepherdstown zip code. Home has newer HVAC, newer roof, upgraded kitchen, new LVP Floors, refurbished bathroom, and is freshly painted. The rear yard is a true private retreat oasis. Nice storage shed with electric could make a very nice workshop.
#WVJF2017942

SHEPHERDSTOWN

46 FINCH LANE

3 Beds

1 Baths

1,056 Sq.Ft.

$249,900

MLS#: WVJF2017942

None
#WVJF2015498

SHEPHERDSTOWN

332 W GERMAN STREET

None Beds

None Baths

0.29 acres

$219,900

MLS#: WVJF2015498

MOTIVATED SELLER Price Adjustment Shepherds Cove Potomac River Waterfront Community, Shepherdstown WV Lot 20 is an exceptional opportunity READY TO BUILD, beautiful wooded lot with well installed, lot has been cleared for house construction, community septic. Peaceful, tranquil setting. Shepherd Cove is a small , resort-like community of 19 lots with only 4 remaining. These large private lots have marina privileges, and private river access. Enjoy the beauty of nature in the wooded setting. Hiking trails and Biking paths boating, fishing, swimming, kayak and canoe. Marina with individual dock space available. Cress Creek Country club/golf club nearby. Private access to 12 navigable miles of the beautiful Potomac River. Community Pavilion overlooking the Potomac with outdoor kitchen, picnic gazebo, barbecue and fire pit. Bocce court and putting green. Away from it all yet convenient location. Minutes to downtown Shepherdstown, Shepherd University, boutique shops, good restaurants. An area of interesting folks, and cultural activities. Minutes to Marc commuter train to DC, 50 miles to Washington DC Beltway and Baltimore. Brochure provided in attached documents. For the person who has longed for a water oriented country escape that is both private and convenient, with woods and paths for nature walks, where deer, foxes, wild turkeys and eagles are abundant; this is the proverbial once in a lifetime opportunity. The opportunities for kayaking, fishing, hiking, boating and communing with nature are endless. Available Lots: Lot #2, 3.790 Acres, $195,000, Lot #5 3.98 Acres, $183,000 Lot #20, 4.356 Acres $209,,000 READY TO BUILD, Well installed, lot cleared,, Lot #9 5.3 acres LAST RIVER FRONT LOT Located on a bluff overlooking the Potomac BEAUTIFUL WOODED LOT, BEAUTIFUL BEAUTIFUL VIEWS up and down river $562,000,00. Property is in Berkeley County so no impact fee for construction.
#WVBE2033938

SHEPHERDSTOWN

Lot #20 SHEPHERDS COVE SWIFT RIVER WAY

None Beds

None Baths

4.36 acres

$209,000

MLS#: WVBE2033938

Discover a rare opportunity to own a stunning 5.68-acre lot 1 1/2 miles from Historic Shepherdstown, WV, where nature and history converge. This cleared and level parcel boasts grassy fields, views of Cress Creek Golf Course, creating an idyllic backdrop for your dream home. Imagine waking up to the gentle sounds of nature and the sight of trees swaying in the breeze, all while enjoying the tranquility of your own private oasis. Situated adjacent to the golf course, this property offers not only a picturesque setting but also easy access to recreational activities. Whether you're an avid golfer or simply enjoy leisurely walks in the neighborhoods, this location is perfect for those who appreciate an active lifestyle. The open landscape provides ample space for outdoor entertaining, gardening, your own gentleman's farm or simply soaking in the beauty of your surroundings. Conveniently located within 1 mile to Shepherd University and within 5 miles of a commuter rail station, this wonderful building lot ensures that you remain connected to the vibrant local community and beyond. Seize the chance to create your own sanctuary in this desirable community, where every day feels like a retreat. Don't miss out on this unique opportunity to build the home of your dreams in a location that truly has it all!
#WVJF2020204

SHEPHERDSTOWN

SHEPHERD GRADE

None Beds

None Baths

5.68 acres

$200,000

MLS#: WVJF2020204

NEW LOW PRICE!! This charming ranch-style home in the desirable Mecklenburg Heights subdivision presents an excellent investment opportunity. Built in 1975, this detached residence offers a solid foundation with a total finished area of 1,656 square feet, making it an attractive option for both rental income and long-term appreciation. The home features a traditional floor plan that maximizes space and functionality. With three bedrooms and one full bathroom, it is well-suited for a variety of tenant needs. The entry-level bedroom adds convenience, while the family room off the kitchen creates a welcoming atmosphere for gatherings. The country-style kitchen, complete with an island, is equipped with essential appliances including a built-in microwave, stove, refrigerator, and dryer, ensuring a move-in ready experience for tenants. Laminate plank flooring throughout provides durability and ease of maintenance, appealing to both renters and future buyers. Set on a generous 0.33-acre lot, the property includes outbuildings that can serve multiple purposes, such as additional storage or workspace. The vinyl siding offers low maintenance, while the driveway provides ample parking. The absence of a pool reduces upkeep costs, making it a more attractive option for budget-conscious tenants. This property is positioned in a stable market with potential for rental income. The average condition of the home allows for immediate occupancy, while minor cosmetic updates could significantly enhance its value and rental appeal. The traditional layout and functional kitchen are attractive to a broad range of tenants, ensuring consistent demand. Additionally, the large lot size offers possibilities for future expansion or outdoor enhancements, further increasing the property's value. Investors will appreciate the combination of a solid structure, desirable location, and the potential for both cash flow and appreciation. This property is a prime candidate for those looking to expand their real estate portfolio or enter the rental market. Don't miss the chance to capitalize on this opportunity in Mecklenburg Heights.
#WVJF2019502

SHEPHERDSTOWN

39 NIGHTINGALE LANE

3 Beds

1 Baths

1,656 Sq.Ft.

$199,900

MLS#: WVJF2019502

Motivated Seller Shepherds Cove Potomac River Waterfront Community, Shepherdstown WV Home Sites in a small , resort-like community. These the last 4 lots available in a community of 19 lots. Large private lots with marina privileges,. Enjoy the beauty of nature in the wooded setting. Hiking trails and Biking paths boating, fishing, swimming, kayak and canoe. Marina with individual dock space available. Country Private access to 12 navigable miles of the beautiful Potomac River. Community Pavilion overlooking the Potomac with outdoor kitchen, picnic gazebo, barbecue and fire pit. Bocce court and putting green. Away from it all yet convenient location. Minutes to downtown Shepherdstown, Shepherd University, boutique shops, good restaurants. An area of interesting folks, and cultural activities. Minutes to Marc commuter train to DC, 50 miles to Washington DC Beltway and Baltimore. Brochure provided in attached documents. For the person who has longed for a water oriented country escape that is both private and convenient, with woods and paths for nature walks, where deer, foxes, wild turkeys and eagles are abundant; this is the proverbial once in a lifetime opportunity. The opportunities for kayaking, fishing, hiking, boating and communing with nature are endless. Available Lots: Lot #2 3.790 Acres, $195,000, Lot #5 3.98 Acres, $183,000 Lot #20 4.35 acres $209,000 well installed, cleared for construction, ready to build , Lot9 LAST WATERFRONT LOT 5.3 acres BEAUTIFUL WOODED LOT, BEAUTIFUL BEAUTIFUL VIEWS on bluff overlooking the Potomac $592,000 Call for tour . Property is in Berkeley County so no impact fee for construction.
#WVBE2013862

SHEPHERDSTOWN

Lot #2 SHEPHERDS COVE SWIFT RIVER

None Beds

None Baths

3.79 acres

$195,000

MLS#: WVBE2013862

MOTIVATED SELLER Shepherds Cove Potomac River Waterfront Community, Shepherdstown WV Home Sites in a small , resort-like community. Hurry the last 4 lots available in a community of 19 lots. Large private lots with marina privileges,. Enjoy the beauty of nature in the wooded setting. Hiking trails and Biking paths boating, fishing, swimming, kayak and canoe. Marina with individual dock space , Private access to 12 navigable miles of the beautiful Potomac River. Community Pavilion overlooking the Potomac with outdoor kitchen, picnic gazebo, barbecue and fire pit. Bocce court and putting green. Away from it all yet convenient location. Minutes to downtown Shepherdstown, Shepherd University, boutique shops, good restaurants. An area of interesting folks, and cultural activities. Minutes to Marc commuter train to DC, 50 miles to Washington DC Beltway and Baltimore. Brochure provided in attached documents. For the person who has longed for a water oriented country escape that is both private and convenient, with woods and paths for nature walks, where deer, foxes, wild turkeys and eagles are abundant; this is the proverbial once in a lifetime opportunity. The opportunities for kayaking, fishing, hiking, boating and communing with nature are endless. Available Lots: Lot #2 3.790 Acres, $195,000, Lot #5 3.98 Acres, $183,000, LOT 20, $209, 000 READY TO BUILD, well installed, lot cleared for construction. Lot 9 5.3 ACRES $562,000.00 LAST WATERFRONT LOT Sits on bluff overlook the Potomac. BEAUTIFUL BEAUTIFUL VIEWS UP AND DOWN THE RIVER. Property is in Berkeley County so no impact fee for building.
#WVBE2013868

SHEPHERDSTOWN

Lot #5 SHEPHERDS COVE SWIFT RIVER WAY

None Beds

None Baths

3.39 acres

$183,000

MLS#: WVBE2013868

Tucked within one of the Eastern Panhandle’s most sought-after communities, Lot 107 on Reachcliff Drive presents a once-in-a-generation opportunity to build your custom home in Fernbank—known for its natural beauty, welcoming neighbors, and golf course setting. This lot provides 89' of frontage along the 5th fairway. Positioned at the highest elevation in the neighborhood, this wooded lot offers spectacular views of the Cress Creek Golf Course and protected countryside beyond. Located on a quiet cul-de-sac, Reachcliff Drive is prized for its peaceful atmosphere and refined homes valued up to $1M. With public water, sewer, and cable available, and a topography that supports a sunny walkout basement, this lot is ready for your architect and builder. The generous depth allows for privacy while still enjoying sweeping views and golf course access. Just minutes from the Potomac River, downtown Shepherdstown, and MARC commuter rail to DC, Fernbank offers an ideal blend of tranquility and convenience. Don’t miss your chance to own one of the premier homesites in the region.
#WVJF2019398

SHEPHERDSTOWN

REACHCLIFF DRIVE

None Beds

None Baths

0.66 acres

$179,500

MLS#: WVJF2019398

Are you wanting a piece of land with 400 ft of riverfront property in a private community just a few miles from the local town and shops? This 3.5 acre lot along the Potomac River has an array of opportunities waiting for you! This naturally, wooded lot provides the shade and privacy you may desire to enjoy during all seasons along with a bounty of wildlife. This land was previously perc'ed but has expired and will need to be perc'ed again if planning to build. The owners also had a driveway marked with green and yellow markers to be put in off of Steamboat Run Rd. You could keep the driveway entrance where they had it marked or in a new area of your preference. The land also has four markers in place to outline the property. No well or septic, all raw land for you to be able to start your very own project. This location is a flood hazard area within the FEMA 100-year floodplain. Please see the Steamboat Run Community Association website for detailed information regarding building and restrictions. Steamboat Run is a residential community and primarily for residential use only. Also, accompanied by this private community is a shared, open grassland, community recreation, and river access points that are pictured. This could make the perfect location for your dream home or weekend get away. You, don't want to miss out on this unique land space!
#WVJF2019444

SHEPHERDSTOWN

Lot 4A STEAMBOAT RUN ROAD

None Beds

None Baths

3.5 acres

$150,000

MLS#: WVJF2019444

You are in luck! This is one of the last remaining building lots in desireable Steamboat Run. Building site would be high, with a winter view of the river. Seller waiting for buyer to see where they would site the house and then once under contract, a perc test can be ordered. Property corners have been marked and staked with orange survey tape. This all wooded lot will not last!
#WVJF2019860

SHEPHERDSTOWN

STEAMBOAT RUN ROAD

None Beds

None Baths

2.2 acres

$143,500

MLS#: WVJF2019860

Build your dream home on this beautiful lot in the desirable riverfront community of Potomac River Farms. Recently perc’d for a class 2 septic system, this property offers a quiet country setting with a Shepherdstown address while being conveniently located in Berkeley County. Perfect for those who enjoy water recreation, the community river access is just around the curve at the end of the road—be sure to check it out when you visit! With its peaceful surroundings and minimal HOA fee, this is the ideal spot to create your own private retreat.
#WVBE2042662

SHEPHERDSTOWN

COMSTOCK DRIVE

None Beds

None Baths

2.61 acres

$139,900

MLS#: WVBE2042662

Prime real estate offering high visibility and robust traffic count, making it the perfect location for your business. Situated on a corner lot with dual access from Martinsburg Pike and Old Martinsburg Road, this property offers a surplus of parking spaces. Ideal for medical or professional offices. Tenants are responsible for any improvements required to create their ideal workspace. Featuring 3870 square feet (auditorium side) of customizable space, lease the entire 7600 square feet main floor (lease price is based on $15/sq ft plus NNN). The landlord is open to a five-year lease agreement, ensuring stability for your business.
#WVJF2016146

SHEPHERDSTOWN

7595 MARTINSBURG PIKE A

None Beds

None Baths

N/A

$6,450

MLS#: WVJF2016146

Prime real estate offering high visibility and robust traffic count, making it the perfect location for your business. Situated on a corner lot with dual access from Martinsburg Pike and Old Martinsburg Rd, this property offers a surplus of parking spaces. Ideal for medical or professional offices. Tenants are responsible for any improvements required to create their ideal workspace. Featuring 2,000 square feet of space, including five private offices or rooms, a generous 16x19 reception area, two separate restrooms or powder rooms, make it an excellent choice for a variety of businesses. The landlord is open to five year lease agreement, ensuring stability for your business.
#WVJF2016144

SHEPHERDSTOWN

7595 MARTINSBURG PIKE D

None Beds

None Baths

N/A

$3,350

MLS#: WVJF2016144

Absolutely immaculate Victoria Model in the highly desired Maddex Farm community. Like new carpet through out, walls and ceilings were just freshly painted. Wood floors in foyer, vinyl in kitchens and baths, granite counters, new stainless appliances, partially finished walk-out basement with built in book cases, and half bath, Master suite with whirlpool tub/dual vanity/walk-in closet. Unfinished basement space for storage, two car garage, fenced in rear yard, and a large rear deck for entertaining and cooking out. No pets please. $40 application fee, criminal background and credit checks apply. $2,650/mo. & $2,650 security. Ready for your immediate occupancy.
#WVJF2018304

SHEPHERDSTOWN

72 MADDEX FARM DRIVE

4 Beds

2 Baths

3,302 Sq.Ft.

$2,500

MLS#: WVJF2018304

Presenting another quality 4 BR, 2 1/2 bath rental home in the highly desired Maddex Farm community. Hardwood floors throughout most of first level, new stainless appliances, gas fireplace in the large living room, breakfast room off kitchen, master suite with tray ceiling, walk-in closets, and deluxe bath with soaking tub and shower. Nice rear deck with partially fenced in back yard. Full, unfinished, walk-out basement with tons of storage. $2,500/mo. & $2,500 security. NOTE: There is a no pet policy for this property. Owner requires average credit score to be over 650. 24 hours notice required prior to showing.
#WVJF2019650

SHEPHERDSTOWN

215 MADDEX SQUARE DRIVE

4 Beds

2 Baths

3,000 Sq.Ft.

$2,500

MLS#: WVJF2019650

1 2
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