Shepherdstown, WV Homes for Sale under $500,000

/21
$300,000
- Studio
- 1,920 Sq Ft
202 Old Martinsburg Rd, Shepherdstown, WV 25443

This 2-unit duplex just outside Shepherdstown offers incredible flexibility and income potential. Whether you're an investor seeking a strong rental opportunity or an owner-occupant looking to offset your mortgage, this property checks all the boxes. Live in one unit and rent the other, or maximize income by leasing both. Ideal for those with students attending Shepherd University, this property

Charlotte Sherman

Century 21 Modern Realty Results

(304) 980-6196

202 Old Martinsburg Rd, Shepherdstown, WV 25443
Explore Shepherdstown
/29
$497,990

New Construction
- 4 Beds
- 3 Baths
- 2,401 Sq Ft
BRISTOL Plan at Tollhouse Woods, Shepherdstown, WV 25443

Our brand-new ranch plan with a loft: The Bristol! This style home offers prime main level living. On the 2nd floor there is a spacious loft area with a bedroom and full bath. In total there are 4 bedrooms, 3 full baths and a generous 2 car garage. This designer kitchen is equipped with stainless steel appliances, multi cycle dishwasher, disposal, range and microwave with Aristokraft kitchen

D.R. Horton Builder

19 Tollhouse Way Unit 36203411, Shepherdstown, WV 25443
/31
$417,990

New Construction
- 4 Beds
- 2.5 Baths
- 1,906 Sq Ft
Deerfield Plan at Tollhouse Woods, Shepherdstown, WV 25443

The Deerfield is a thoughtfully designed two-story house with four bedrooms and two-and-a-half baths. The kitchen features a walk-in pantry and island. That island includes a sink, making it perfect for food preparation, and has plenty of room for stools, so you can entertain. The kitchen looks out over the open-concept dining area and great room. All four bedroom are upstairs along with the

D.R. Horton Builder

19 Tollhouse Way Unit 36203408, Shepherdstown, WV 25443
/36
$358,000
- 4 Beds
- 2.5 Baths
- 2,880 Sq Ft
420 Starkeys Landing, Shepherdstown, WV 25443

Premier, three-level, corner lot townhome located in Historic Shepherdstown, WV! Welcome to this beautifully renovated, move-in ready townhome, ideally located across from Morgan’s Grove Park and just minutes from downtown Shepherdstown’s shops, dining, and cultural charm. Offering almost 2,900 finished square feet across three thoughtfully designed levels, this 4-bedroom, 2.5-bath home blends

Andrew Lowe Path Realty

420 Starkeys Landing, Shepherdstown, WV 25443
/28
$415,000

$20K PRICE DROP
- 4 Beds
- 2.5 Baths
- 1,906 Sq Ft
157 Lyon Ridge Rd, Shepherdstown, WV 25443

Why wait for new construction when you can move right into a nearly new home with upgrades already completed? Built in 2024 and offering 4 bedrooms, 2.5 bathrooms, and over 1,900 square feet of thoughtfully designed living space, this beautiful home in Tollhouse Woods delivers the benefits of new construction without the wait, uncertainty, or additional expense. The bright, open floor plan is

Carolyn Young Samson Properties

157 Lyon Ridge Rd, Shepherdstown, WV 25443
/17
$209,000
- Land
- 4.36 Acres
- $47,936 per Acre
Lot #20 Shepherds Cove Swift River Way, Shepherdstown, WV 25443

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 3 remaining. These large private lots have marina privileges, and private

Carolyn Snyder Snyder Bailey & Associates

Lot #20 Shepherds Cove Swift River Way, Shepherdstown, WV 25443
/38
$215,000
- Land
- 5.96 Acres
- $36,074 per Acre
0 Swift River Way Unit WVBE2050696, Shepherdstown, WV 25443

Nestled on an expansive 5.96-acre canvas, in the private, gated community Shepherds Cove, this exceptional land opportunity offers a rare blend of natural beauty and luxurious potential. Imagine crafting your dream home surrounded by the serene embrace of towering trees and lush woods, where every sunrise and sunset paints the sky in breathtaking hues. The phenomenal sellers have crafted a true

Errika Best Greentree Associates of Shepherdstown, Inc.

0 Swift River Way Unit WVBE2050696, Shepherdstown, WV 25443
/56
$335,000

Coming Soon
- 3 Beds
- 2 Baths
- 1,896 Sq Ft
160 Old Martinsburg Rd, Shepherdstown, WV 25443

Coming soon!Nestled just minutes from historic Shepherdstown, this charming all-brick rancher offers the location and one-level living you've been searching for. Situated on a level lot, this well-maintained home features 3 bedrooms, 2 full baths, and beautiful hardwood floors throughout most of the home.Filled with warmth and character, the home has been lovingly cared for and offers

Angela Horner RE/MAX Distinctive Real Estate

160 Old Martinsburg Rd, Shepherdstown, WV 25443
/36
$497,990

New Construction
- 5 Beds
- 3 Baths
- 2,511 Sq Ft
Hayden Plan at Tollhouse Woods, Shepherdstown, WV 25443

The floorplan you love now with a basement! The Hayden is a two-story plan with 5 bedrooms and 3 bathrooms in 2,511 square feet. The main level features a flex room adjacent to the foyer, ideal for a formal dining room or home office. The gourmet kitchen has an oversized island for extra seating and a large pantry, and it opens to the dining area and a spacious living room. A bedroom with a full

D.R. Horton Builder

19 Tollhouse Way Unit 36203407, Shepherdstown, WV 25443
/26
$438,990

New Construction
- 3 Beds
- 2.5 Baths
- 2,200 Sq Ft
Penwell Plan at Tollhouse Woods, Shepherdstown, WV 25443

The Penwell is a two-story plan with 4 bedrooms and 2.5 bathrooms in 2,148 square feet. The main level features a chef-inspired kitchen with an oversized island and walk-in pantry, as well as a flex room that’s ideal for a formal dining room or home office. The kitchen opens onto a spacious living room, perfect for the entertainer. The owner’s suite on the second level offers a luxurious owner’s

D.R. Horton Builder

19 Tollhouse Way Unit 36203410, Shepherdstown, WV 25443
/45
$439,000
- 3 Beds
- 2 Baths
- 2,611 Sq Ft
561 Billmyer Mill Rd, Shepherdstown, WV 25443

Charming Country Retreat nestled on a peaceful 1.63-acre private parcel along a quiet country road just outside historic Shepherdstown, this inviting 1963-built home offers the perfect blend of timeless character and versatile living space. With approximately 2500 total square feet, 3 bedrooms, and 2 bathrooms, this single-family residence sits on unrestricted land—ideal for those seeking freedom

Angela Kable Johnson Samson Properties

561 Billmyer Mill Rd, Shepherdstown, WV 25443
/40
$420,000
- 3 Beds
- 2.5 Baths
- 1,754 Sq Ft
122 Hensel Dr, Shepherdstown, WV 25443

Main level living never looked so easy in this newly renovated and move-in ready contemporary home in the desirable Maddex Farm community with its connecting pathways to the town and University. Brand new architectural shingle roof, freshly painted with hardwood floors, and new carpet in the bedrooms and luxury vinyl tile in the bathrooms - this home has been renovated on all levels, inside and

Adam Miller Coldwell Banker Premier

122 Hensel Dr, Shepherdstown, WV 25443
/3
$500,000
- Land
- 29,185 Sq Ft
- $746,269 per Acre
Lot 2 Martinsburg Pike, Shepherdstown, WV 25443

Platted as Seneca Crossing. DRIVE THROUGH WINDOWS ALLOWED! Bring on the fast food, coffee shop, bakery, etc. This parcel was part of a 4.44 parcel that was sold to WVU Medical Center which is adjacent. ROCS's convenience store is also adjacent. Dominos' is across the road. A 40 unit apartment complex has been approved for across the road as well! This pad will be available for mixed use. Also,

Jacqueline Lewis Greentree Associates of Shepherdstown, Inc.

Lot 2 Martinsburg Pike, Shepherdstown, WV 25443
/26
$412,990

New Construction
- 4 Beds
- 2 Baths
- 1,698 Sq Ft
Neuville Plan at Tollhouse Woods, Shepherdstown, WV 25443

Our most beloved ranch home! The Neuville plan features approximately 1,698 square feet, with 4 bedrooms, 2 bathrooms and an open concept layout. This design includes a spacious kitchen and gathering room, perfect for the multi-tasker. At the heart of the kitchen is a grand island where you can enjoy preparing meals while entertaining family and friends. Find comfort and relaxation in your

D.R. Horton Builder

19 Tollhouse Way Unit 36203409, Shepherdstown, WV 25443
/67
$309,000

$20K PRICE DROP
- 3 Beds
- 1.5 Baths
- 1,352 Sq Ft
19 Cardinal Dr, Shepherdstown, WV 25443

Bill Cafferky Snyder Bailey & Associates

19 Cardinal Dr, Shepherdstown, WV 25443
/24
$472,990

New Construction
- 4 Beds
- 2.5 Baths
- 2,340 Sq Ft
Galen Plan at Tollhouse Woods, Shepherdstown, WV 25443

The Galen is a 4 bedroom, 2.5-bathroom plan offering 2,340 square feet. It features a spacious kitchen with breakfast island, generous cabinet space and a walk-in pantry. The kitchen opens to the oversized living room with plenty of space for entertaining. A flex room is also on the main level, perfect for a formal dining room or home office. Three additional bedrooms, a full bathroom and a

D.R. Horton Builder

19 Tollhouse Way Unit 36203406, Shepherdstown, WV 25443
/3
$500,000
- Land
- 34,412 Sq Ft
- $632,911 per Acre
Lot 3 Martinsburg Pike, Shepherdstown, WV 25443

Drive through windows allowed! Bring on the fast food, coffee or bakery! This Lot 3 parcel, was part of a 4.44 acre piece that WV Medical purchased part of and built the medical center adjacent. Lot 2, is also available at an additional cost. ROC's convenience store is adjacent as well! Combining the lots would need Jefferson County Planning Co. approval. Water and sewer available. Property

Jacqueline Lewis Greentree Associates of Shepherdstown, Inc.

Lot 3 Martinsburg Pike, Shepherdstown, WV 25443
/61
$304,900

$25K PRICE DROP
- 3 Beds
- 2 Baths
- 1,656 Sq Ft
39 Nightingale Ln, Shepherdstown, WV 25443

Located in the Mecklenburg Heights area of Shepherdstown, this 3-bedroom, 2 full bath home offers a functional layout, comfortable living space, and recent updates that make it easy to appreciate from the start. The interior has a clean, refreshed feel with improvements already in place, while still offering a buyer the chance to add personal style over time. Whether you are looking for a primary

Gabe McDonald Touchstone Realty, LLC

39 Nightingale Ln, Shepherdstown, WV 25443

West Virginia Jefferson County Shepherdstown

Home Prices in Shepherdstown, WV

The median home sale price in Shepherdstown, WV is $469,990, down 2% year-over-year. Homes in Shepherdstown sell in 56 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price $469,990	Median Single Family Sale Price $471,490
Median Townhouse Sale Price $358,000	Median 2 Bedroom Sale Price $300,000
Median 1 Bedroom Sale Price $200,000	Average Price Per Sq Ft $188
Number of Homes for Sale 25	Last 12 months Home Sales 141
Months of Supply 2.10	Median List Price $477,845
Median Change From 1st List Price 0%	Median Home Sale Price YoY Change -2%

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