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    Jefferson County Real Estate Search

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    Homes for Sale in Shepherdstown WV

    Voted as one of the U.S. coolest towns, the picturesque Shepherdstown welcomes you with a perfect blend of history, culture, and modernity. You don’t need to paint the town red as it's aligned with red-brick buildings. But more than its facade and world-famous summer theater festival, there’s more to this charming town of Jefferson County. Located only 90 minutes away from Washington, D.C.- Baltimore metro zone, this West Virginia’s oldest town is ideal for residents looking for a laidback way of life.

    Tucked away from the busy urban life, this remarkable community in the lower Shenandoah Valley along the Potomac River might not have the most affluent resident groups in West Virginia. But this humble town still has a lot to offer with its residential development. Perfect for a starting or growing family or even young professionals as its real estate neighborhoods offer subdivisions with single-family and duplex homes.

    It’s also home to Shepherd University, a renowned public university where learning goes beyond the classroom walls. The university also held art and cultural events wherein both the students and community residents flocked.

    Arts and community events flourish in Shepherdstown. As mentioned above, this town boasts of the Contemporary American Theater Festival, one of New York Times recognized “50 Essential Summer Festivals.” Aside from the theater fete, there are multiple studio tours, gallery shows, and workshops around. Film-related festivals are a go-to for movie enthusiasts such as the acclaimed American Conservation Film Festival, Cut to the Chase Film Festival, and Shepherdstown Film Society.  

    Another fascinating identity of this town is its historical sites. The wholesome town of Shepherdstown dates back to the 18th century. No wonder it still has its Old World ambiance and colonial elegance. For Civil War history lovers, the Historic Shepherdstown Museum is a must on their checklist. The Historic Shepherdstown Commission has preserved and exhibited antiques and documents from the town’s first three centuries that include Civil War artifacts, rifles, and a mail wagon. 

    But wait, there are more museums with equally compelling collections. On one hand, here are Hagerstown Railroad Museum and the Hagerstown Roundhouse Museum which feature collections from the Western Maryland Railroad Company, a trolley, trains for kids to run, and railroad artifacts dating back to 1833. On the other hand, the Hagerstown Aviation Museum showcases museum aircraft that were built in Hagerstown. When it’s about the county’s rural and agricultural heritage, don’t forget that it’s in the Washington County Rural Heritage Museum.  

    Up for some thrill? This seemingly easy county can tease you with its mystery. Shepherdstown is distinctly known as one of the most haunted towns in the U.S. Not for the faint-hearted, hop in the Shepherdstown Mysteries Walk wherein a guide will tell you about the town’s folklore and creepy tales.

    If your idea of recreation spells outdoors, Shepherdstown will not disappoint. With multiple entry points to the Potomac River branching in and around town, you’ll never run out of adventures to indulge with. The residents of Shepherdstown can easily enjoy water activities like swimming, tubing, kayaking, and fishing. Or other land activities such as biking, bird-watching, and camping. Additionally, this remarkable community is surrounded by National Parks like Harpers Ferry, the Antietam National Battlefield, and the C&O Canal.  

    After all the activities, indulge yourself in some flavorful feast. You really wouldn’t get to know Shepherdstown until you experience its different dining choices. Because here, there’s something for every taste and budget. On top of the list is the award-winning Bavarian Inn, with an extensive German and American menu. Fancy a charming cafe and outside dining? Head on to the Blue Moon Cafe for their salads and sandwiches. 

    If these are what you’re looking for in your next home, we at ERA Liberty Realty are always there for you to assist you in your home buying. Let’s talk! 

    Living in Jefferson County, WV

    The eastern gateway to the mountain state of West Virginia, Jefferson County welcomes you with its quaint towns, famous historical sites, and scenic beauty rich with recreational opportunities. It’s strategically situated only 60 miles from downtown Washington DC and 45 minutes' drive away from Dulles Airport. Tourists from the surrounding metros flock to the county to escape the fast-paced city life – either to slow down for a quick romantic weekend getaway or revel in a local festival. 

    What was mainly hunting grounds for the native Americans and an agricultural district throughout the late 1800s to 1900s has turned and expanded to residential communities. It’s also an ideal site for business opportunities because of its large pool of skilled workforce, lower cost of living, cheaper land, utilities, and taxes. 

    Named after Thomas Jefferson, Jefferson County will take you back in time. It’s the home of possibly the oldest town in West Virginia. It also has deep ties with the Washington family with the town that Charles Washington, George Washington’s brother, established. 

    Most especially, the Civil War left a huge impact on Jefferson County. It’s evident with historical makers throughout the county. Different museums display artifacts in this pivotal period in our nation’s history. Who would’ve forgotten about the historic abolitionist John Brown’s raid, trial, and death? When the war ended, Storer College became the first higher learning institution for African Americans. 

    There are no dull moments in Jefferson County especially when it has municipalities including its county seat Charles Town, Shepherdstown, Harpers Ferry, Ranson, and Bolivar. 

    Where the past and present meet halfway, that’s where Charles Town is. As mentioned earlier, Charles Washington founded this town three centuries ago. Stroll through its historic downtown and check out his restored home, Happy Retreat. On the other hand, John Brown’s legend was punctuated at the Jefferson County Courthouse in 1859. Join the West Virginia Historic Theatre Trail and stopover at the eclectic art gem that is the Old Opera House. The night is equally exciting in Hollywood Casino & Inn at Charles Town Races. Try your luck either in the thrilling thoroughbred racing or at the roulette table. The dining options and live entertainment are their finest though there are also locally-owned, original shops and restaurants downtown.

    Arguably West Virginia’s oldest town but Shepherdstown is Budget Travel’s one of America’s “Coolest Small Towns.” An hour's drive away from the metropolitan districts of Washington, D.C., and Baltimore, travelers can experience both the creative scene and the outdoor craze here. The performing arts and festivals are in the town’s bloodline. Don’t miss out on Shepherd’s University’s annual Performing Art Series, Appalachian Heritage Festival, and the Contemporary American Theater Festival. Up for some pumping action? Cycle on the C&O Canal towpath or kayak along the forested banks of the Potomac River, it’s your call. 

    Quoting Reader’s Digest “If a tech-free escape is on your agenda, skip the usual suspects and set your sights on Harpers Ferry.” Go big or go inside Harpers Ferry National Historical Park for a world of adventure. Conquer the epic Appalachian Trail hike. Get wet and wild whitewater rafting or tubing by the Potomac and Shenandoah Rivers. What’s more, Harpers Ferry was WV Living’s "Best Town for History" for six years straight. Take a ranger-guided tour of John Brown and his army’s fiery three-day walk in 1859. Drop by at the Storer College or level up your visit with a ghost tour!

    A very popular experience can be had at the Shepherdstown Farmers Market. It is available every Sunday from late March until December. It is located on King Street right off of German Street behind the library. Local produce, flowers, herbs, meats, honey, baked goods and more are available.

    There were 9 homes sold in Shepherdstown in August 2021. The average sales price was $578,866. The average days on the market was 26. 

    Latest Shepherdstown Homes for Sale

    Winebrenner Rd, Shepherdstown image
    Winebrenner Rd, Shepherdstown $425,000

    Beautiful mostly level 16+ acres in Jefferson County just a short distance from downtown Shepherdstown. Some lovely cleared locations to choose from for a homesite. No ...

    • WVJF2004828 MLS
    335 W German St, Shepherdstown image
    335 W German St, Shepherdstown $320,000

    This updated circa 1823 jewel is in the heart of Shepherdstown within walking distance to Shepherd University! This Home features 3 bedrooms and 2 full baths, with 1 be...

    • 3 Beds
    • 2 Baths
    • WVJF2004684 MLS
    43 Ryan Ct, Shepherdstown image
    43 Ryan Ct, Shepherdstown $259,000

    Adorable Town Home in the sought after Shepherdstown. Close to Shepherd University, as well as commuter routes to Maryland and DC. Recreation close by with Parks, River ...

    • 4 Beds
    • 4 Baths
    • WVJF2004776 MLS
    6937 Scrabble Rd, Shepherdstown image
    6937 Scrabble Rd, Shepherdstown $279,900

    3 Bedroom, 1 Bath colonial home minutes from Downtown Shepherdstown. Built in 1900, this home has all an updated kitchen, formal living room, dining room and laundry roo...

    • 3 Beds
    • 1 Baths
    • WVJF2004680 MLS
    Green Hill Farm, Shepherdstown image
    Green Hill Farm, Shepherdstown $215,000

    Beautiful lot located in sought after Shepherdstown! 6.8 acres located at The Crofts at Shepherdstown! LOT 16 Greenhill Farm Lane, Shepherdstown WV. Perc Test on file as...

    • WVJF2004700 MLS
    36 Vanderveer Ln, Shepherdstown image
    36 Vanderveer Ln, Shepherdstown $300,000

    Unique opportunity to acquire a partially converted barn on an almost 5 acre lot just outside the historic town of Shepherdstown, West Virginia. This massive 3 story bar...

    • 2 Beds
    • 2 Baths
    • WVJF2004702 MLS
    308 Sandpiper Ln, Shepherdstown image
    308 Sandpiper Ln, Shepherdstown $280,000

    Newly remodeled 3 BR 2 1/2 bath rancher with full, partially finished, walk out basement with full bath and laundry. Refinished hardwood floors on main level with new la...

    • 3 Beds
    • 3 Baths
    • WVJF2004524 MLS
    152 Twisted Oak Ln, Shepherdstown image
    152 Twisted Oak Ln, Shepherdstown $665,000

    Beautiful homestead on just over 4 1/4 acres on outskirts of Shepherdstown. Built in 2017, this striking Colonial style home features 5 bedrooms, 3 1/2 baths, bonus room,...

    • 5 Beds
    • 4 Baths
    • WVJF2004622 MLS
    21 Rock Spring, Shepherdstown image
    21 Rock Spring, Shepherdstown $285,000 ▼

    Cute as can be just outside of Shepherdstown sits this quaint stone cape cod with almost an acre of property. Home has 4 bedrooms and 2 baths and full unfinished basemen...

    • 4 Beds
    • 2 Baths
    • WVJF2004628 MLS
    27 Costen Cir, Shepherdstown image
    27 Costen Cir, Shepherdstown $599,000 ▼

    Incredible opportunity to make this spacious home yours! It comes with all the bells and whistles you'd expect from a former model home. Built on a 0.93-acre corner lot w...

    • 4 Beds
    • 4 Baths
    • WVJF2004528 MLS
    80 Devon Way, Shepherdstown image
    80 Devon Way, Shepherdstown $290,000

    Brick front rancher in the highly desired Chapline's Choice community. So much potential here! 80 Devon Way is a 3 bedroom, 2 full bath Rancher with approx. 1,680 finis...

    • 3 Beds
    • 2 Baths
    • WVJF2003990 MLS
    598 Mcshanes Landing Ln, Shepherdstown image
    598 Mcshanes Landing Ln, Shepherdstown $675,000 ▼

    Great Contemporary on the Potomac River. Just one owner. Large deck with views of the Potomac. Ideally located at the end of the road offers great privacy. This home has ...

    • 3 Beds
    • 3 Baths
    • WVJF2004526 MLS
    60 Sunrise Pl, Shepherdstown image
    60 Sunrise Pl, Shepherdstown $454,000

    Less than five minutes from the center of quaint & historic Shepherdstown, this private, contemporary, cedar siding home, will have you feeling like you are on vacation y...

    • 3 Beds
    • 3 Baths
    • WVJF2004484 MLS
    7595 Martinsburg Pike, Shepherdstown image
    7595 Martinsburg Pike, Shepherdstown $2,600,000

    A unique opportunity in Shepherdstown located directly off of route 45 located at a stop light and not far from downtown. Over 15,000 sq/ft of space including one very ...

    • WVJF2003498 MLS
    451 South Hills Dr Dr, Shepherdstown image
    451 South Hills Dr Dr, Shepherdstown $649,900

    This is an " as is " estate sale in the golf club community of Cress Creek. $5000 carpet allowance + Home warranty with a full price offer. All personal items not inclu...

    • 3 Beds
    • 3 Baths
    • WVJF2003732 MLS
    93 Field Rd, Shepherdstown image
    93 Field Rd, Shepherdstown $650,000

    ***Open House- Saturday, June 25, 2022, 1:30pm-4:30pm!!!*** What an oasis!! Here is a chance to own a private, gorgeous and unique property! This model is an Acorn "...

    • 4 Beds
    • 3 Baths
    • WVJF2004028 MLS
    305 W German St, Shepherdstown image
    305 W German St, Shepherdstown $785,000

    Welcome to this exquisite (c. 1835) home which is perfect for comfortable living and elegant entertaining with its spacious high-ceilinged rooms and its beautifully lands...

    • 4 Beds
    • 5 Baths
    • WVJF2004146 MLS
    74 S Tamarac Dr, Shepherdstown image
    74 S Tamarac Dr, Shepherdstown $449,000

    ***Open House- Saturday, June 25, 2022, 10:00am-12:30pm!!!*** If you blink, you will miss it... This villa in Fernbank is in a prime location and is move in ready. Liv...

    • 4 Beds
    • 3 Baths
    • WVJF2004076 MLS
    Shepherd Grade And Silver Spring Rd, Shepherdstown image
    Shepherd Grade And Silver Spring Rd, Shepherdstown $279,000

    First of 2 lovely lots, both 8+ acres, very close to public access point on Potomac River at Dam #4 and about 10 minutes to Shepherdstown. This one fronts on Silver Sprin...

    • WVJF2004034 MLS
    Shepherd Grade, Shepherdstown image
    Shepherd Grade, Shepherdstown $279,000

    Lot 2 of two lovely 8+ acre lots with about a 2 minute drive to Dam 4 public access to Potomac River and about a 10 minute drive from Shepherdstown. MARC commuter trai...

    • WVJF2004040 MLS
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