Preston MD Real Estate & Homes for Sale

Welcome home to this beautifully remodeled 3-bedroom, 2-bath home situated on nearly a half-acre lot in the charming town of Preston. This move-in ready property features beautiful hardwood floors, a spacious kitchen with abundant cabinetry, granite countertops, new appliances, and new carpet throughout. The inviting living room showcases gleaming hardwood floors and a cozy gas fireplace, creating the perfect space for relaxing or entertaining. Enjoy peaceful mornings or quiet evenings on the welcoming front porch while sipping your favorite beverage. For added peace of mind and year-round comfort, the home is equipped with a Generac whole-house generator, ensuring reliable power when you need it most. Don't miss the opportunity to own this beautifully updated home with plenty of space both inside and out!

Very rustic and private 3 bedroom, 1 and a 1/2 bath log cabin on 15 private wooded acres. There is a large building and a sun porch overlooking a stream running through the property. Excellent hunting property for whitetail deer and turkey!

Welcome to 113 Chamber Street in the heart of Preston! This well-maintained single-story home offers comfortable living on a spacious 0.42-acre lot within town limits. Featuring 2 full bathrooms, a practical floor plan, and a large detached garage with approximately 880 square feet of space, this property provides plenty of room for parking, storage, hobbies, or a workshop. Enjoy outdoor living with a rear deck overlooking the generous yard, perfect for entertaining, gardening, or simply relaxing. Conveniently located near local schools, parks, shopping, and dining, this home offers small-town charm with easy access to surrounding areas. Don't miss this opportunity to own a move-in-ready property in a desirable Preston location. Schedule your private showing today!

Step back in time with this charming 3-bedroom, 2-bathroom home built in 1890, located in the heart of Preston. Full of character and original details, this home offers a unique opportunity to customize a piece of local history. The inviting living room features a cozy fireplace, perfect for relaxing evenings. A large laundry room and a separate den/office provide flexibility and extra space for modern living. Outside, you'll find an oversized shop/garage ideal for hobbies, storage, or a workshop. The property also includes a home generator, adding peace of mind. The generator just had it's annual service completed. New carpet was just put in upstairs.

Income-producing poultry farm situated on approximately 38.17 acres in desirable Caroline County, featuring four state-of-the-art Tier 3 tunnel poultry houses with a combined capacity of approximately 110,000 broiler chickens. Built in 1993, the four 40' x 500' houses are equipped with Rotem Platinum+ controllers, Shore Time computerized controls, alarm systems, recirculation cooling pads, 6 cooling pads, conventional heat, and a 175 kW generator with a Perkins diesel engine and auto transfer switch for efficient and reliable operation. Recent improvements include a new manure shed and updated metal siding on the poultry houses. The operation also benefits from consistent poultry placement through Perdue with chicken deliveries approximately every two weeks. The property offers multiple income streams, including poultry production, rental income from a renovated mobile home, and income from farmland, a grain bin, and a hay shed. The mobile home was renovated around 2015 and features ductless HVAC, propane backup heat, propane range, refrigerator, washer and dryer, and electric water heater. The refurbished 3-bedroom, 3.5-bath farmhouse, originally believed to date back to approximately 1890, was extensively updated in 2024 and blends historic charm with modern comfort and functionality. Multiple outbuildings provide excellent utility, storage, and operational support, with room for future expansion subject to Caroline County approvals. Conveniently located within Maryland's Eastern Shore agricultural corridor, this farm offers easy access to major routes connecting to the Delaware beaches, Annapolis, Easton, Denton, and the Chesapeake Bay region. Enjoy the privacy and open space of country living while still being within reach of shopping, restaurants, farm supply stores, marinas, and outdoor recreation, hunting, fishing, and boating. The surrounding area is known for its strong farming community, scenic rural landscapes, and access to local parks, waterfront attractions, and small-town amenities. An exceptional opportunity for poultry growers, investors, or owner-operators seeking a turnkey, income-producing agricultural operation with additional rental and farmland income potential. The property is being sold strictly as-is, where-is.

Don't miss this exceptional 20+/- acre working horse farm thoughtfully designed for both functionality and country living. This well-equipped equestrian property offers everything needed for training, boarding, riding, and daily farm operations. The property features a 36' x 40' center-aisle barn with 9 stalls, water, electric, and an insulated tack room, along with a 77' x 36' metal barn currently framed as a shell and designed for 8+ additional stalls and a dedicated hay storage area. A 36' x 20' three-bay workshop provides ample space for equipment, storage, or farm projects. Equestrian amenities include a 100' x 200' sand arena and 13 turnout pastures in varying sizes including 100' x 100', 100' x 300', 100' x 400', and 200' x 400'. Several pastures offer the flexibility to be subdivided for additional turnout space. Adding to the charm is a comfortable 2-bedroom, 1-bath farmhouse offering approximately 1,290 square feet of living space with a brand new kitchen and surrounded by mature fruit trees and peaceful countryside views. Approximately 7 acres are enrolled in Forest Conservation, featuring scenic riding trails that lead to a stream flowing into Hog Creek. With separate entrances from Bell Creek Road serving both the residence and barn areas, this unique property offers privacy, convenience, and endless possibilities for horse enthusiasts, trainers, or anyone seeking a beautiful rural retreat.

Welcome to this charming and spacious home in Preston offering 3 bedrooms, 1.5 bathrooms, and 2,050 square feet of comfortable living space. Freshly painted throughout, this home features beautiful hardwood flooring that adds warmth and timeless character. With generous living areas and a move-in-ready feel, this property blends comfort and style while providing plenty of space for everyday living and entertaining. Conveniently located and ready for its next owner to make it their own.

Located in the heart of Preston, this classic 1900-built home offers a solid opportunity for both homeowners and investors alike. Inside, the home features 3 bedrooms and1.5 bathrooms and a functional layout that includes a combined laundry room, bath, and mudroom with direct access to the back deck - adding everyday practicality. The kitchen has been updated with durable luxury vinyl plank (LVP) flooring, offering a clean and low-maintenance foundation for the space. Enjoy outdoor living from both the covered front porch and the rear porch, providing comfortable areas to relax or entertain. With its central location and existing rental history, this property presents a strong investment opportunity or a chance to make it your own.

Investor Alert! 100% occupied duplex with a 2 bedroom, 1 bath downstairs and a 1 bedroom 1 bath upstairs. Situated in the heart of Preston and close proximity to the school.

Unplug from the hustle and bustle in this well maintained one floor home on the banks of the Choptank River. The views of the native wetlands and its wildlife are unique and beautiful in a way only mother nature can create. The spacious and quiet yard receives abundant sunlight and could provide for amazing gardening opportunities. An old dock remains in need of extensive repair but the next owner could benefit from this water access and boating opportunity. The neighborhood itself is a huge plus with a public landing and direct access from within the neighborhood to the miles of trails in the Lynch Preserve, maintained by the Eastern Shore Land Conservancy. Indoor/outdoor living is a plus with the sunroom, deck, rear patio and gazebo for reflecting. A spacious living and dining room flows well with the kitchen and the laundry room behind provides great pantry space. The oversized 2 car garage has enough space for both cars and water toys. Properties like this are irreplaceable and can be a great way to invest in improving your quality of life.

This very comfortable rancher has ramps at rear of home for accessibility for those not able to walk up steps very well. Roomy kitchen and open floor plan allows large gatherings to enjoy the roominess. Large counter seats 4 comfortably. Dining area for full-size table and chairs. Working stone wood-burning fireplace is great for use to heat home all winter or just on-call use when you want the ambiance.. Convenient mudroom off garage with washer and dryer; going on into the kitchen with the pantry next to mudroom for convenience. Full-size attic with flooring providing lots of storage area. Large 24' deep x 23' wide two-car garage with overhead door and remote controls complete with shelving for storage. Two large sheds (insulated and electric) for many uses including a craft shop, carving shop, etc.; one is complete with a pellet stove for cool/cold days or evenings. All of this and more comes with privacy and deeded rights to the dock/pier at the end of the lane. Perfect to just relax and enjoy the water or to crab/fish. Some types of "farm animals" are allowed as long as they do not go off the property onto some other property (refer to docs). All this comes with 3.23 private acres of "home" written all over. Schedule your appointment today!

Well Maintained 4 Bed 2 Full Bath Cape Cod. Large Eat-in Kitchen w/ Stainless Steel Appliances, Granite Countertops and Center Island!Nice Size Family Room. Outdoors feature a Large Shed with Heat and Air (currently used as a very nice office) , Separate Shed for storage at the back of Spacious level Lot. Patio for entertaining and more... Home is less than 1 Mile to Choptank River Landing! Easton or Delaware only 15 Minutes! One Hour to Ocean City and Delaware Beaches.

Improved price on a perfectly situated, water-oriented, turnkey, rancher with a piece of country that is ready for your enjoyment. Produce your own vegetables, flowers or the like in the already established rear garden beds, collect your peaches, pears and other fruits from fruit bearing trees. Start your plants early in an enclosed greenhouse/produce stand. Complete your 4H projects. A second greenhouse area is framed and ready for a canopy. Utilize the two recently fenced in areas with separate gated access as needed. A large storage shed with electric could be your workshop. An additional outbuilding is available within the farm fencing for your gardening tools and has room for animals. Store your trailable boat under the carport when not using it on the navigable Choptank River from Ganey's Wharf waterfront park and boat launch. Ganey's Wharf is within 1/2 of a mile of your mini homestead! Relax on the front porch or rear landing to take in the views. Mature growth woods exist on the sides of the property and across the street. Within home is a primary bedroom suite with a jacuzzi, separate shower, and a walk-in closet. A second bathroom, located off the hallway to two bedrooms, divides bathing area from toilet area (water closet) and includes a linen closet. The two hallway bedrooms include lighted ceiling fans. Also, off of the hallway is a large utility room with a washer and dryer. A fourth bedroom/office contains built in cabinetry. The primary bedroom and the fourth bedroom/office are located on one side of home while the two other bedrooms are on the opposing side of home offering privacy with a central great room and eat-in kitchen between. The property is serviced by Choptank Electric and Fiber. A subscription ready security system is in place. All appliances, window treatments, runner, carpet, some furniture, some garden tools, and grills are included in this sale. Don't be late. It is time to prepare your gardens and get ready to take in the views from the waterfront park and all that you can experience from the scenic and bountiful Choptank River. Just minutes from Easton (20), Denton (15), Cambridge (35), and tax-free Delaware shopping by car. Annapolis is 1 hour by car. This pricing is for an AS-IS purchase. Buyer(s) are welcomed to perform inspection(s) for informational purposes only.

Step back in time with this early 1900s home. This home is full of character, from the detail in the trim work to the upper level 'porch.' This home offers great potential to be returned to the early 1900s with a little TLC and vision. Located in the heart of Preston, it is 15 minutes from historic Easton with all its amenities. Come take a look and see the vision.

Charming Country Living with Room to Make It Your Own! Welcome to 21245 Tanyard Road, a spacious rancher with 3 bedrooms and 2 full baths nestled on a peaceful 0.62-acre lot in Preston. Built in 1987, this single-level home offers a solid foundation and a functional layout, ready for your personal touch and updates. Whether you're looking for a primary residence or an investment opportunity, this property offers great bones and endless potential. Enjoy the tranquility of rural living while still being just minutes from Easton conveniences and the Choptank River. With a little vision and creativity, this home could truly shine. Don't miss your chance to own a piece of Caroline County at an incredible value! This home is being sold as-is. At one time the garage was a finished inlaw apartment and could easily be converted back to include an additonal bedroom and bathroom with heat and air

Custom Brick rancher, close to town on large lot. Open floor plan, spacious kitchen, stainless steel appliances, large island. 3 bedrooms, 2 baths, sunroom overlooking yard. Upgrades include new windows, CAC, new roof new electric service and plumbing New Septic and Well, Closing help will be considered

Build your dream home on this available lot in Preston, Md. Old home on property - either tear down or restore. Buyer to complete due diligence with County