Shepherdstown, WV Homes

/34
Est $378,523

Not Listed For Sale

262 Old Martinsburg Rd, Shepherdstown, WV 25443
- 3 Beds
- 2 Baths
- 1,796 Sq Ft
- Built 1968
262 Old Martinsburg Rd, Shepherdstown, WV 25443

Last Sold Summary
- 6 Days On Market

/28
$415,000

$20K PRICE DROP Under Contract
- 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
/84
$300,000

Sold Oct 30, 2025

838 Billmyer Mill Rd, Shepherdstown, WV 25443
- 2 Beds
- 1 Bath
- 1,658 Sq Ft
- Built 1968
Last Sold Summary
- $181/SF
- 102 Days On Market
Current Estimated Value $348,924

Last Listing Agent Densil Nibert Nibert Realty & Auctions, LLC

838 Billmyer Mill Rd, Shepherdstown, WV 25443

/85
Est $800,762

Not Listed For Sale

106 N Duke St, Shepherdstown, WV 25443
- 4 Beds
- 2.5 Baths
- 2,743 Sq Ft
- Built 1928
106 N Duke St, Shepherdstown, WV 25443

Last Sold Summary
- 24 Days On Market

/2
$722,400
- Land
- 17.2 Acres
- $42,000 per Acre
0 Otter Run Place Unit WVBE2052432, Shepherdstown, WV 25443

Discover a remarkable 17.2-acre lot, perfectly poised for investment or your dream retreat. This parcel offers a level terrain, ensuring ease of development while providing a serene escape from the hustle and bustle. Nestled on a no-thru street, it guarantees privacy and tranquility, making it an ideal canvas for your vision. Imagine waking up to breathtaking views of lush pastures and towering

Brenda House Samson Properties

0 Otter Run Place Unit WVBE2052432, Shepherdstown, WV 25443
/76
$860,000

Sold Jul 21, 2025

100 W New St, Shepherdstown, WV 25443
- 3 Beds
- 2.5 Baths
- 3,957 Sq Ft
- Built 1789
Last Sold Summary
- $217/SF
- 10 Days On Market
Current Estimated Value $771,333

Last Listing Agent Derek Eisenberg Continental Real Estate Group

100 W New St, Shepherdstown, WV 25443

/39
Est $699,973

Not Listed For Sale

101 N Princess St, Shepherdstown, WV 25443
- 3 Beds
- 2 Baths
- 2,350 Sq Ft
- Built 1793
101 N Princess St, Shepherdstown, WV 25443

Last Sold Summary
- 4 Days On Market

/77
$729,500

$66K PRICE DROP Under Contract
- 3 Beds
- 2.5 Baths
- 2,294 Sq Ft
307 W German St, Shepherdstown, WV 25443

Nestled in the heart of historic Shepherdstown, a 2026 recipient of the USA TODAY Readers’ Choice Top 10 Award for Best Historic Small Towns, 307 W German Street seamlessly blends timeless character with modern potential, offering a unique opportunity for those seeking a home rich in charm. The historic front presentation draws you in; but the rear, alley garden entrance is where you will fall in

Errika Best Greentree Associates of Shepherdstown, Inc.

307 W German St, Shepherdstown, WV 25443
/38
$469,990

Sold Jan 21, 2026

92 Open Gate Ln, Shepherdstown, WV 25443
- 5 Beds
- 3 Baths
- 2,511 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $187/SF
- 35 Days On Market
92 Open Gate Ln, Shepherdstown, WV 25443

/18
Est $375,318

Not Listed For Sale

306 W German St, Shepherdstown, WV 25443
- 1 Bed
- 1.5 Baths
- 1,552 Sq Ft
- Built 1840
306 W German St, Shepherdstown, WV 25443

Last Sold Summary
- 4 Days On Market

/18
$562,000
- Land
- 5.3 Acres
- $106,038 per Acre
LOt 9 Shepherds Cove Swift River Way, Shepherdstown, WV 25443

LAST RIVER FRONT lot available at Shepherds Cove 5.4 Acre beautiful wooded lot sited on a bluff overlooking the Potomac River. BEAUTIFUL UNOBSTRUCTED VIEWS UP AND DOWN THE RIVER. Located in the shadow of historic Shepherdstown ,Shepherds Cove is a unique community for those selective home buyers who prefer woods and natural topography as their view , and golf carts as their preferred means to go

Carolyn Snyder Snyder Bailey & Associates

LOt 9 Shepherds Cove Swift River Way, Shepherdstown, WV 25443
/90
$390,000

Sold Jun 12, 2026

205 Sandpiper Ln, Shepherdstown, WV 25443
- 5 Beds
- 3 Baths
- 2,340 Sq Ft
- Built 2018
Last Sold Summary
- 1% Below List Price
- $167/SF
- 20 Days On Market
Current Estimated Value $395,081

Last Listing Agent Jennifer Forsch Pearson Smith Realty, LLC

205 Sandpiper Ln, Shepherdstown, WV 25443

/49
Not Listed For Sale

184 Riderwood Way, Shepherdstown, WV 25443
- 5 Beds
- 3 Baths
- 2,914 Sq Ft
- Built 2025
184 Riderwood Way, Shepherdstown, WV 25443

Last Sold Summary
- 15 Days On Market

/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
/53
$322,000

Sold Mar 23, 2026

224 Spring Warbler Way, Shepherdstown, WV 25443
- 3 Beds
- 2 Baths
- 1,338 Sq Ft
- Built 1993
Last Sold Summary
- 1% Above List Price
- $241/SF
- 5 Days On Market
Current Estimated Value $318,747

Last Listing Agent Kayla Skurski Century 21 Redwood Realty

224 Spring Warbler Way, Shepherdstown, WV 25443

/10
Not Listed For Sale

0 Steamboat Run Rd Unit WVJF2016174, Shepherdstown, WV 25443
0 Steamboat Run Rd Unit WVJF2016174, Shepherdstown, WV 25443

Last Sold Summary
- 0 Days On Market

/124
$899,000

Under Contract
- 5 Beds
- 4 Baths
- 4,540 Sq Ft
301 E German St, Shepherdstown, WV 25443

Featured in the New York Times, the Parran House is rich in history, dating back to circa 1792 and showcases a seamless blend of early American character and thoughtfully executed modern updates. Nestled in Shepherdstown, the state’s oldest and most charming small town, the property beautifully captures its colonial heritage while also reflecting the rich Civil War history that shaped the region.

Morgan Boyer Hunt Country Sotheby's International Realty

301 E German St, Shepherdstown, WV 25443
/50
$425,000

Sold Dec 12, 2025

174 Byer Ln, Shepherdstown, WV 25443
- 3 Beds
- 2 Baths
- 2,080 Sq Ft
- Built 1977
Last Sold Summary
- $204/SF
- 35 Days On Market
Current Estimated Value $435,972

Last Listing Agent Chris Hoffmaster Berkshire Hathaway Homeservices Homesale Realty

174 Byer Ln, Shepherdstown, WV 25443

/36
Not Listed For Sale

0 Steamboat Run Rd Unit WVJF2015442, Shepherdstown, WV 25443
0 Steamboat Run Rd Unit WVJF2015442, Shepherdstown, WV 25443

Last Sold Summary

/41
$680,000

$520K PRICE DROP
- 5 Beds
- 3 Baths
- 3,578 Sq Ft
432 S Church St, Shepherdstown, WV 25443

Welcome to 432 South Church Street in Shepherdstown, West Virginia — a charming Colonial Revival home on a half-acre lot in the heart of town. This is your opportunity to own a spacious lot just outside of town limits. A piece of history, this home has been owned by the same family for almost 90 years! Inside, hardwood floors run throughout the main living spaces. The large family room includes a

Brant Lowe Path Realty

432 S Church St, Shepherdstown, WV 25443
/37
$324,000

Sold Mar 30, 2026

286 Starkeys Landing, Shepherdstown, WV 25443
- 3 Beds
- 2.5 Baths
- 2,680 Sq Ft
- Built 2007
Last Sold Summary
- $121/SF
- 112 Days On Market
Current Estimated Value $322,635

Last Listing Agent Carolyn Young Samson Properties

286 Starkeys Landing, Shepherdstown, WV 25443

/19
Not Listed For Sale

42 Mole Ct, Shepherdstown, WV 25443
- 4 Beds
- 3.5 Baths
- 2,982 Sq Ft
42 Mole Ct, Shepherdstown, WV 25443

Last Sold Summary
- 24 Days On Market

/64
$535,000

$15K PRICE DROP
- 3 Beds
- 3.5 Baths
- 2,295 Sq Ft
20 Drennen Ct, Shepherdstown, WV 25443

Overlooking Cress Creek Golf Club in Shepherdstown, this villa-style duplex offers a setting that feels peaceful, established, and easy to enjoy. Hardwood floors run throughout the main level, where the layout balances comfort and function with a formal dining room, an eat-in kitchen with table space, and a spacious living room centered around a wood burning fireplace with built-in shelving. A

Liz McDonald Dandridge Realty Group, LLC

20 Drennen Ct, Shepherdstown, WV 25443
/34
$197,000

Sold Aug 26, 2025

111 Ray St, Shepherdstown, WV 25443
- 2 Beds
- 1 Bath
- 786 Sq Ft
- Built 1950
Last Sold Summary
- $251/SF
- 68 Days On Market
Current Estimated Value $199,967

Last Listing Agent Liz McDonald Dandridge Realty Group, LLC

111 Ray St, Shepherdstown, WV 25443

/34
Not Listed For Sale

261 Lyon Ridge Rd, Shepherdstown, WV 25443
- 4 Beds
- 2.5 Baths
- 2,969 Sq Ft
- Built 2024
261 Lyon Ridge Rd, Shepherdstown, WV 25443

Last Sold Summary
- 209 Days On Market

/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
/44
$410,000

Sold May 20, 2026

4381 Engle Molers Rd, Shepherdstown, WV 25443
- 2 Beds
- 1 Bath
- 1,001 Sq Ft
- Built 1964
Last Sold Summary
- $410/SF
- 142 Days On Market
Current Estimated Value $432,317

Last Listing Agent Sarah Santacroce Coldwell Banker Premier

4381 Engle Molers Rd, Shepherdstown, WV 25443

/33
Not Listed For Sale

284 Lyon Ridge Rd, Shepherdstown, WV 25443
- 4 Beds
- 2.5 Baths
- 1,906 Sq Ft
- Built 2024
284 Lyon Ridge Rd, Shepherdstown, WV 25443

Last Sold Summary
- 66 Days On Market

/56
$335,000

Pending
- 3 Beds
- 2 Baths
- 1,788 Sq Ft
160 Old Martinsburg Rd, Shepherdstown, WV 25443

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 timeless appeal

Angela Horner RE/MAX Distinctive Real Estate

160 Old Martinsburg Rd, Shepherdstown, WV 25443
/62
$580,000

Sold Apr 10, 2026

23 Green Meadow Cir, Shepherdstown, WV 25443
- 6 Beds
- 4.5 Baths
- 4,829 Sq Ft
- Built 2003
Last Sold Summary
- 2% Below List Price
- $120/SF
- 6 Days On Market
Current Estimated Value $582,843

Last Listing Agent Michael Oates Exit Success Realty

23 Green Meadow Cir, Shepherdstown, WV 25443

/46
Not Listed For Sale

245 Lyon Ridge Rd, Shepherdstown, WV 25443
- 5 Beds
- 3 Baths
- 2,914 Sq Ft
- Built 2024
245 Lyon Ridge Rd, Shepherdstown, WV 25443

Last Sold Summary
- 68 Days On Market

/17
$579,900

$20K PRICE DROP Under Contract
- Studio
- 4,416 Sq Ft
104 E German St, Shepherdstown, WV 25443

Major price improvement! This property is listed as a commercial listing under MLS# WVJF2020060 and multi-family property under MLS# WVJF2023040. Prime investment opportunity in the heart of historic Shepherdstown! This mixed-use property offers over 4,000 square feet of space and features five fully-leased rental units, generating steady monthly and annual income. With a strong rental history

Andrew Lowe Path Realty

104 E German St, Shepherdstown, WV 25443
/105
$735,000

Sold Jun 25, 2026

95 Belmeade Way, Shepherdstown, WV 25443
- 5 Beds
- 2.5 Baths
- 4,773 Sq Ft
- Built 2015
Last Sold Summary
- 2% Below List Price
- $154/SF
- 17 Days On Market
Current Estimated Value $748,445

Last Listing Agent Bill Dixon Dandridge Realty Group, LLC

95 Belmeade Way, Shepherdstown, WV 25443

/29
Not Listed For Sale

231 Lyon Ridge Rd, Shepherdstown, WV 25443
- 4 Beds
- 2.5 Baths
- 2,969 Sq Ft
- Built 2024
231 Lyon Ridge Rd, Shepherdstown, WV 25443

Last Sold Summary
- 11 Days On Market

/22
$181,000
- 3 Beds
- 1 Bath
- 1,224 Sq Ft
7341 Martinsburg Pike, Shepherdstown, WV 25443

3 Bedroom 1 Bath home conveniently located in Shepherdstown. Convenient to shops, restaurants, college, and recreational C&O Canal & River. “This property is subject to a 3 Day First Look Period. Seller will negotiate ALL offers after the period expires.” Buyers should exercise due diligence to verify all information & property details.

Michelle Garrett Prime Location Realty, LLC

7341 Martinsburg Pike, Shepherdstown, WV 25443
/47
$215,000

Sold Oct 31, 2025

24 Cavaland Terrace, Shepherdstown, WV 25443
- 2 Beds
- 1.5 Baths
- 1,408 Sq Ft
- Built 1976
Last Sold Summary
- $153/SF
- 7 Days On Market
Current Estimated Value $217,654

Last Listing Agent Cheryl Yates ERA Liberty Realty

24 Cavaland Terrace, Shepherdstown, WV 25443

/31
Not Listed For Sale

133 Open Gate Ln, Shepherdstown, WV 25443
- 4 Beds
- 3 Baths
- 2,401 Sq Ft
- Built 2024
133 Open Gate Ln, Shepherdstown, WV 25443

Last Sold Summary
- 94 Days On Market

/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
/4
$130,000

Sold May 01, 2026

0 Steamboat Run Rd Unit WVJF2019860, Shepherdstown, WV 25443
- Land
- 2.2 Acres
- $59,091 per Acre
Last Sold Summary
- 9% Below List Price
- 155 Days On Market
Last Listing Agent Jacqueline Lewis Greentree Associates of Shepherdstown, Inc.

0 Steamboat Run Rd Unit WVJF2019860, Shepherdstown, WV 25443

/15
Est $301,000

Not Listed For Sale

310 W German St, Shepherdstown, WV 25443
- 1 Bed
- 1 Bath
- 1,288 Sq Ft
- Built 1800
310 W German St, Shepherdstown, WV 25443

Last Sold Summary
- 165 Days On Market

Showing Results 41 - 80, Page 2 of 18

West Virginia Jefferson County Shepherdstown

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Shepherdstown, WV Homes

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