9am to 5pm

Monday to Friday

138 E. German Street

Shepherdstown, WV 25443



Compare Listings

Welcome to Greentree Realty

of Shepherdstown, Inc.

Established in December of 1990, Greentree Realty serves the Shepherdstown Corporation (Historic District), as well as Berkeley and Jefferson Counties.

Our office is located in downtown Shepherdstown, West Virginia adjacent to the campus of Shepherd University. Greentree is just a little more than an hours drive from the Washington and Baltimore metropolitan areas, 45 minutes from Dulles Airport, or an hour and a half by train from Washington´s Union Station.

The area abounds with recreational opportunities from white water rafting and canoeing to horse racing and golf. There are many fine places to stay locally if you choose to make a weekend of it while house searching. Find out why West Virginia is “Almost Heaven!”

Featured Properties

Throughout the region

Where do you begin when describing such a unique historic property? Built circa 1847 near the Kabletown district of Jefferson County, this home sits on 4.64 acres adjacent to the beautiful community of Eastland. The property extends across Old Cave Rd with approximately 400 feet of frontage along Evitts Run providing a perfect place for picnics or play.  In 1986, a 2 acre lot was merged with the original 2.64 acres, which may be subdivided(a preproposal conference with Jefferson County Planning is suggested).

Wind up the tree covered drive, past the original smoke  house to find this exceptional home.

The historic home features two covered porches. The large 15X44 covered back porch has views and sounds of Evitts Run.  The traditional farmhouse design was enhanced with a large family room addition filled with light . Stay cozy with the Vermont Castings gas stove. The original home boasts a upgraded kitchen, 5 wood burning fireplaces ,antique hardwood floors, exposed log walls, and gorgeous original 3 -floor  staircase. Second floor bedrooms each have full baths and fireplaces. Follow the staircase to the 3rd floor with two loft bedrooms serviced by a full bath with an antique claw foot tub. The lower level has a finished 14x26 recreation room with a beautiful stone wood burning fireplace. Walkout to a finished covered patio with views of Evitts Run. Patio  has a hot tub that the owner has not used for several years and suggests a service check.
The pool is a  private oasis ! Enjoy the sun in the  gunite pool and shade in the pool house(12x24). No need to run to the house for the bathroom, the owner added a toilet to the pool house.
Storage is not an issue! The property includes a 5 car detached garage(24x64) with a large unfinished second floor(structure is plumbed). Down the lane, you'll find a second garage(16x32) for yard equipment, ATVs, bikes, etc.

The property has a driveway easement with the Eastland subdivision. 

Historic homes of this quality and character are a rare find....a true must see. $1,400,000 ACTIVE

656 Old Cave Road Charles Town, West Virginia

4 Beds 5 Baths 3,764 SqFt 4.640 Acres

Listing courtesy of Greentree Associates of Shepherdstown, Inc.

Open floor plan with split bedroom design, large family, breakfast kitchen, open great room w/ vaulted ceilings/skylights. Walk onto screened porch from Primary bedroom. Open deck off family/breakfast/kitchen. Large daylight recreation room w/ two additional finished rooms and full bath. Extra kitchen/wet bar for entertaining. Backs to large common ground, beautiful scenic views.  Close to VA Medical Center, IRS and ATF.  Full list of upgrades in documents. $429,000 ACTIVE

91 Hook Drive Martinsburg, West Virginia

3 Beds 3 Baths 3,302 SqFt 0.220 Acres

Listing courtesy of Greentree Associates of Shepherdstown, Inc.

Located on the main street of the Charming Village of Middleway. This 2290 sq. ft. Historic home on a .48 acre lot with stone wall rock breaks. The house has many period features. Vintage barn with electricity is in good condition, attached one car garage with Mahogany Doors and Brick floor.  Large side screened porch.  Formal Living Room w/ mantel & woodstove, Formal Dining Room with fireplace/mantel, Kitchen fireplace w/ mantel. Hardwood flooring throughout. Upper level Bedroom faces street, and Large bedroom with built in bookshelves looks out to rear yard, the flooring in the bedroom is large wide plank boards. Upper sitting area, formal entry foyer.  Property was appraised October 6th, fair market value came in at $373K, over list price of $359K. $359,000 ACTIVE

7337 Queen Street Kearneysville, West Virginia

2 Beds 2 Baths 2,290 SqFt 0.480 Acres

Listing courtesy of Greentree Associates of Shepherdstown, Inc.

Significant price reduction!!! 2.15 Acres of Commercial Land For Sale in an expanding area of Hedgesville, WV.   This land is in a prime location adjacent to a shopping center with a large grocery store, multiple restaurants, physical therapy practice, laundry facility, car wash, bank and across from an expanding residential neighborhood. The current ingress/egress is already paved. Due diligence for intended use of property.  A Non Compete Agreement will be included with the sale; seller will not convey sale for land use as a physical therapy building/practice. Tax Records for 2020 are for land before current subdivision to current listed sale of 2.15 acres. $499,000 ACTIVE

Roaring Lion Drive Hedgesville, West Virginia

2.150 Acres

Listing courtesy of Greentree Associates of Shepherdstown, Inc.

Beautiful lot in upscale Springs of Shepherdstown subdivision, just minutes away from Historic down town Shepherdstown WV.  Shops, restaurants, University, Potomac Rive, C&0 canal, Antietam Battlefield, all within minutes away.  Easy access to Airports and train service provide plentiful escapist opportunities. No lot has been on the market within this subdivision for years. Now's your chance!! Seller says bring an offer, willing to be aggressive. 

HOA dues include garbage pick up. $249,000 ACTIVE

Marsh Hawk Way Shepherdstown, West Virginia

8.570 Acres

Listing courtesy of Greentree Associates of Shepherdstown, Inc.

New Price!  Raw land.  No structures.  Rare commercial/residential building lot opportunity here!  Corner lot to Route 45/Maddex Drive across from the Shepherdstown Fire Department.  .43 acre lot.  Can not operate any commercial establishment on the premises herein conveyed where gasoline or gasoline products or food or beverages are sold at either wholesale or retail, and that they will not  permit any of their assign or leases to use the premises for the forenamed purposes.  City water and hook up available. $165,000 ACTIVE UNDER CONTRACT

Martinsburg Pike Shepherdstown, West Virginia

0.430 Acres

Listing courtesy of Greentree Associates of Shepherdstown, Inc.

Latest for Rent

Latest for Sale