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$450,000
4 Beds 3 Baths
Welcome to this expansive ranch style home nestled in the tranquil setting of Glen Farms in Elkton. Situated on over an acre, this property features a half moon driveway as well as a separate driveway leading to a side entry garage and an oversized outbuilding, offering ample space for storage and hobbies. Inside, you'll find 4 spacious bedrooms making it ideal for comfortable living. Hardwood floors flow throughout, enhancing the home's classic appeal. The large family room, anchored by a cozy woodstove, provides a welcoming gathering space, while the formal living room boasts its own woodstove and exquisite French doors. The eat-in kitchen is perfect for casual dining and there is also a formal dining room for more elaborate meals. The massive primary suite offers a private retreat, with plenty of space for relaxation. Outside, a deck overlooks the private yard, ideal for enjoying peaceful mornings or entertaining guests. A large unfinished basement presents the opportunity to increase living space or create a personalized area to suit your needs.The walk up attic is floored and can be converted to an additional living space or storage. Conveniently located within walking/biking distance to Fair Hill and the Delaware / Pennsylvania lines. Glen Farms features a recreational area and the Lake George pond where community events are held. Embrace the serene lifestyle in this remarkable one floor living home.

3 Oak Rd, Elkton

Listing courtesy of Patterson-Schwartz-Hockessin. Contact: 3022393000

$279,900
4 Beds 3 Baths
Contract Owner. Rare Opportunity! Charming 3 Level Cape Cod Situated on Private 1.69 Acre Lot Offering Space, Flexibility, and Endless Potential. This Home Features Spacious Bedrooms, Functional Floor Plan, Enclosed Sunroom, and Rear Deck Perfect for Relaxing or Entertaining. Large Detached Garage Includes Approximately 500 Square Feet of Conditioned Finished Space Above Ready for Your Vision. Area Will Need Finishing but Is Already Plumbed for Bathroom and Kitchen, Including Existing Bathtub, Creating Excellent Potential for Guest Suite, Home Office, Studio, or Additional Living Space. Expansive Lot Provides Plenty of Room for Outdoor Activities, Gardening, or Future Improvements. Property Needs Cosmetics and Updating. Conveniently Located Near Shopping, Dining, Schools, and Parks. Don't Miss This One-of-a-Kind Property Offering Incredible Value and Possibilities! Sold As-Is.

398 Brewster Bridge Rd, Elkton

Listing courtesy of ANR Realty, LLC. Contact: 8773284400

$634,900
3 Beds 3 Baths
Special financing options available through preferred lender! Qualified applicants may take advantage of 0% down payment programs and interest rates as low as 4%. Plus, with a full-price offer, the seller is offering seller assistance that can be applied toward buyer closing costs or a 2/1 rate buydown — helping you lower your payment or reduce your cash to close. Financing terms subject to change and based on buyer qualification. Contact the listing agent for full details. Welcome to 199 Riverside Drive — Where Space, Style & Serenity Come Together. Nestled in the prestigious Gilpin Farms community along the highly sought-after Riverside Drive corridor in Elkton, MD, this magnificent residence delivers nearly 4,000 square feet of thoughtfully designed living space that truly has it all. Gilpin Farms is renowned for its upscale character, generous lot sizes, and the kind of quiet, established neighborhood feel that is increasingly hard to find — and 199 Riverside Drive sits at the heart of it all on a sprawling corner lot of over 2.4 acres. From the moment you arrive, the curb appeal is undeniable — dual front porches, lush professional landscaping, and a commanding presence that sets the tone for everything inside. The main level is nothing short of impressive. Three generously sized bedrooms, two large living rooms each anchored by their own fireplace, and a dedicated study/office that flows effortlessly as a fourth bedroom when needed. The heart of the home is a large eat-in kitchen featuring an oversized island, an abundance of cabinetry, and counter space that will satisfy even the most demanding home chef. Step out to the large screened porch and let the peaceful surroundings do the rest. Connecting the main house to the garage, the expansive family room is a true showstopper — equally at home as an entertainer's paradise, a game room, or the ultimate space to display a prized collection. Head downstairs and discover a lower level built for game days and gatherings, complete with outside access and the flexibility to function as a full in-law suite. Every square foot of this home has been designed with purpose. Outside, the resort-style backyard centers around a stunning in-ground pool, surrounded by manicured grounds that make this property feel less like a home and more like a private retreat. Over 2.4 acres. Nearly 4,000 sq ft. One of Elkton's most coveted addresses. 199 Riverside Drive isn't just a home — it's a lifestyle.

199 Riverside Dr, Elkton

Listing courtesy of Realty Plus Associates. Contact: 4109144100

$749,900
3 Beds 3 Baths
Welcome to "Chesapeaks" . a charming weekend retreat nestled above the C&D canal with breathtaking views of the western end of the Chesapeake and Delaware Canal, and beyond towards the head of the Chesapeake Bay. This 2/3 bedroom 2 1/2 bath home invites those hungry souls that seek a natural retreat with abundant wildlife, combined with pleasure boating and the occasional passage of giant commercial marine traffic. Witness the migration of the yachting snowbirds at the change of the season with admiring sunsets that only the head of the Bay can provide. This tranquil property offers the warm charm of natural light in every room. Two pellet stoves add a warming ambiance during the coldest of winter days. Decks galore! Three distinctive decks add more to the "Chesapeaks" experience. One deck attached to the home, another deck serves as a dining platform in the central front yard (remember, this is water front) and the last a multi tiered deck that provides the transition from the home to the boat dock. This is the best place in Cecil County to gaze at the unique sunsets of Chesapeake Bay. Even though this home has a rural "feel" the property is 15 minutes from civilization, including route 95 commuting corridors to Baltimore, Philadelphia and neighboring airports. Be amazed and mesmerized at the boating world and shipping traffic that endlessly passes throughout the summer boating season, and then the quiet splendor of the fall and winter seasons. Enjoy abundant wildlife including deer, eagles, osprey, rabbits, foxes and numerous other mammals. Arrange for your tour today.

64 S Shore Rd, Elkton

Listing courtesy of BHHS Fox & Roach-Christiana. Contact: 3023681621

$572,500
3 Beds 3 Baths
Could it be possible that the home you've been searching for isn't another typical floor plan — but something thoughtfully designed around the way you actually live? Welcome to an exceptional home offering the perfect blend of privacy, comfort, and flexibility, set on 1.4 private acres in Woodcrest Shores, one of Elkton's most sought-after communities near the Elk River and Chesapeake Bay. From the moment you arrive, the inviting front porch welcomes you into a thoughtfully designed custom home offering over 3,200 square feet of finished living space, with spaces created for both connection and privacy. The main level is truly the centerpiece of the home, featuring a dramatic great room with soaring ceilings, abundant natural light, a beautifully appointed kitchen, and expansive living spaces designed for everyday enjoyment and effortless entertaining. This is the space where everyone naturally gathers. The unique split-level design provides incredible separation and versatility. The upper level features the primary suite, an additional bedroom, and a full bath, while the lower level offers a private guest suite complete with a spacious bedroom, private full bath, and additional living area — perfect for guests, extended family, a home office, hobbies, or anyone who appreciates having a space of their own. Outside, enjoy your own private backyard oasis featuring an impeccably maintained pool, hot tub, expansive yard, and peaceful surroundings on a 1.4-acre corner homesite. Whether relaxing poolside, entertaining friends and family, or simply enjoying the quiet setting, this property provides a lifestyle that is difficult to duplicate. Conveniently located near marina access, the Elk River, Chesapeake Bay, shopping, dining, and major commuter routes, this home offers the rare combination of privacy, recreation, and accessibility. Just imagine having the space to entertain, the flexibility to welcome guests, and the privacy to enjoy your own retreat — all while being close to the conveniences you need. If you've been searching for something beyond the ordinary, this may be exactly what you've been waiting for.

7 Cynthia Ct, Elkton

Listing courtesy of Real Broker LLC. Contact: 8554500442

$1,400,000
4 Beds 4 Baths
This waterfront property offers incredible potential and a rare opportunity to create something truly special. The home experienced storm damage several years ago, and while significant improvements have already been completed, the property is still in the process of being renovated and will require additional work to finish. Recent updates include all new windows, new siding, a new roof, a new dishwasher, and a newly built deck. The basement has been completely gutted and is ready to be finished. The home offers a spacious layout with unique features, including a primary bedroom with a loft and sliding glass doors that open to the deck, providing beautiful natural light and a relaxing connection to the outdoors. Another standout feature is the separate above-garage apartment/in-law suite, which includes a bedroom, bathroom, mini-kitchen, and private entrance, offering great potential for guests, extended family, or additional living space. The property also includes both an attached garage and a large detached garage, providing plenty of storage, parking, and workspace. Situated on 3.12 private acres along the water, the setting is truly the highlight—offering peaceful views, privacy, and plenty of space to make this property your own. The seller is unable to complete the remaining renovations, and the property is being sold in its current condition. With vision and finishing touches, this home could be transformed into an exceptional waterfront retreat.

38 Osprey Way, Elkton

Listing courtesy of Iron Valley Real Estate of Central PA. Contact: (717) 344-5950