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Monday to Friday

138 E. German Street

Shepherdstown, WV 25443



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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

A rare find. This beautiful Acorn contemporary home...with lots of glass, wood beams and an open floor plan...is nestled on 21 acres with over 460 feet of deep water Potomac River frontage! In springtime, the property is bursting with blooming trees and flowers. A flagstone walkway leads to the house with it's multi-level deck and elevated screen porch. The efficiency kitchen opens to the dining and living areas and is adjacent to the screened porch...the ideal place for meals much of the year. Or, enjoy your morning coffee inside from the breakfast nook, where you can watch the birds and the water. In the cooler months, you will enjoy the impressive wood-burning fireplace in the great room.  But, on a cold winter night, there is nothing better than watching the stars from the hot tub on the deck.
The cheerful master suite is highlighted by a wood burning brick fireplace and sliding doors to the deck. The sunny and bright master bath, remodeled in 2017, has a glass shower enclosure, double sinks and a deep contemporary soaking tub! A beautiful family room with lots of built-ins, wood beams and a wall of windows opens to a porch with an outdoor shower and finishes off the first floor living.
The three downstairs bedrooms all have river views and offer lots of light. One has an ensuite bath and another bath is off the hallway. If you're a crafter, hobbyist, or painter and enjoy working from home, the lower level studio is perfect!
This home is truly a retreat in a peaceful natural setting, with private river frontage, board and batten wood siding, skylights, 2 loft areas for work or kid's play, and lots of character. The oversized garage/workshop is a Conestoga barn structure, with space for several cars, boats, other toys as well as a full walk-up storage loft overhead. The current owners added the attached heated/air conditioned office. With a wood burning stove and room for a pool table and more! The ideal spot for a detached rec room.
Up the hill, the bright and spacious garden building can store a riding mower and still provide for a place for everything you need to plan, plant and tend to flowers and vegetables. The attached garden is completely deer-proof with a 7 ft. deer fence inside the wooden fence. There is a small deck so you can relax and enjoy the fruits of your labor.
Walk the gently sloping path for the house down to the deep water section of the Potomac. Bring your power boat, water toys, canoe or kayak. The floating deck conveys so you can enjoy summer waterfront living. Lots of room to add a gazebo or party structure! The house is sited on an 11 acre lot but an additional 10 acre lot will convey also. You can even add more fencing, build a barn and bring your horses!
Shepherdstown (only 20 minutes away), with its quaint shops, wonderful restaurants, Shepherd University, craft fairs and artist events as well as Antietam Battlefield and antique shops, will keep you busy exploring! Whitings Neck Equestrian Center only minutes away!  If you love contemporary homes with open floor plans, creative spaces and outdoor living, then this  home is a "must-see." $995,000 PENDING

2508 Whitings Neck Road Martinsburg, West Virginia

4 Beds 5 Baths 4,268 SqFt 21 Acres

Listing courtesy of Greentree Associates of Shepherdstown, Inc.

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. $949,000 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.

Welcome to this charming, farmhouse style home on 5.71 acres just minutes from downtown Shepherdstown.  This four bedroom home shows like new, with a crisp white interior and exterior.  A two-story entry provides natural light and easy transition to the additional three upstairs bedrooms.  This home provides cozy exterior spaces to enjoy your park-like acreage with covered front and rear porches.  The side entrance, two car garage provides entry directly to a mudroom/laundry room.  The kitchen boasts large white cabinets, quartz countertops, soft-close drawers, stainless steel appliances, and a farm sink. The primary bedroom and bathroom are conveniently located on the first floor along with open living and dining spaces.  Relax in the spa like soaking tub or adjoining separate shower in the primary bathroom.  The large 5.7 acres includes a fenced backyard, rock outcroppings, and a section of woods with mature trees in the front and rear of the property.  The side entrance basement is ready for your creative input to finish the bathroom and additional living space.  Aside from the basement potential, there is additional room to expand with a bonus area above the primary bedroom which could provide an extra family room or office.  Bonus! The 12x20 custom built shed conveys.  This cute feature is built with reinforced floors for your tractor or other large equipment.  

Turner Road is a short drive to downtown Shepherdstown which hosts an array of dining and shopping options and is home to Shepherd University. Also just a few miles away, is the 184.5 mile C&O Towpath, which stretches from Georgetown to Cumberland along with Cress Creek Golf and Country Club with its rolling terrain golf course. The short drive to the Club at Cress Creek will allow the options of social, golf, tennis and pool memberships. This home is conveniently located near Sharpsburg, Martinsburg, Charles Town and Harpers Ferry and is a reasonable commute to neighboring Maryland and Virginia. Due diligence; property and home measurements for listing are based on available tax and community records. $649,000 ACTIVE UNDER CONTRACT

506 Turner Road Shepherdstown, West Virginia

4 Beds 3 Baths 2,704 SqFt 5.710 Acres

Listing courtesy of Greentree Associates of Shepherdstown, Inc.

This is an " as is " estate sale  in the golf club community of Cress Creek. All personal items not included with sale will be removed prior to closing. Numerous personal items still on site, please excuse and enjoy your tour.

 One level, ( perfect retirement abode ), all brick, one acre home, just out side of Shepherdstown WV 25443
This community offers so much to enjoy.  Summer Theatre Festival, wonderful shops and restaurants, Shepherd University, C&O Canal, Harpers Ferry National Park,  Antietam Battle Field, Dulles and BMI airports close by for easy escapes. Low housing inventory demands your quick response, don't let it escaped your grasp!! $599,900 ACTIVE

451 South Hills Dr Drive Shepherdstown, West Virginia

3 Beds 3 Baths 2,962 SqFt 1.010 Acres

Listing courtesy of Greentree Associates of Shepherdstown, Inc.

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 year-round or this could be that vacation getaway you have been waiting for!  You have the luxury of Private Community River access to the Potomac River where you can enjoy kayaking, swimming, fishing, etc.  With the two story, floor to ceiling A-frame styled windows, the outdoors is truly brought inside & perfect to watch deer, the birds & other wildlife, as you snuggle up next to your wood stove or you can enjoy this little piece of heaven outside on the two story, large wrap around decks that have been newly stained.  With the openness of the cathedral ceiling, you will be able to watch the snow fall (possibly catch a glimpse of the river) & admire the colors of the leaves turning while sitting in the loft or from anywhere in the family room/dining area & kitchen.  The Stainless Steel Appliances in the kitchen are less than 2 years old & includes a wall oven, cook top range & dishwasher. The sunlight is abundant with the skylight in the upstairs bathroom & bedroom.  The lower level has a large recreation room, dry bar with mini fridge, two sliding glass doors that lead to the large lower deck & a bathroom with a shower or this room could also be used as an in-law suite or an additional bedroom.  Make an appointment today to view this beautiful home & amazing property. $454,000 ACTIVE

60 Sunrise Place Shepherdstown, West Virginia

3 Beds 3 Baths 2,916 SqFt 2.390 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. $399,000 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.

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