This wonderful 20 acre property is a horse person’s dream facility. Located in a rural setting, northeast of Preston Maryland. The farm is highlighted by a well-constructed and maintained 75’ x 225’ indoor riding arena, and an 8 stall concrete center aisle horse barn. The barn includes a heated tack room, wash stall with hot water, grooming stall, loft, and overhangs for great ventilation. Numerous paddocks, 2 run-ins , and a well maintained 66’ x 195’ dressage arena. The 3 bedroom, 3 bath, one-story home has also been meticulously designed with comfort and timeless style in mind. It truly feels like a new home top to bottom and end to end. The kitchen is a chef’s delight, with granite countertops, tile floor, and stainless steel back splash. The great room has a brick raised hearth wood burning fireplace, heated tile floors, a small kitchenette and full bath. This room (with a pull out sofa) works well for guests. Additionally, the home features a deck, enclosed screened porch overlooking pool, terrace area around pool, putting green, large basement, attic storage, and a back up generator. The farm also includes a large, wooded area teeming with wildlife, and the property offers a very private setting for training horses and/or raising family. A must see property.
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!
Welcome to 23116 Gilpin Point Road in Preston, an updated Eastern Shore rancher offering the perfect blend of one floor living, privacy, history, and water oriented lifestyle. Beautifully situated on a spacious setting in the historic Gilpin Point area, this inviting home provides a peaceful country backdrop while still offering convenient access to nearby towns, commuter routes, and the gorgeous Choptank River. Steeped in the rich heritage of the Gilpin Point estate area, this property offers a special connection to one of the Eastern Shore’s most historic riverfront communities. Inside, this updated rancher offers the ease and comfort of true one level living with a thoughtful layout designed for everyday convenience. The spacious living area creates an inviting place to gather, relax, and unwind, while the eat in kitchen provides excellent functionality with comfortable dining space and easy flow to the main living areas. The private owner’s suite offers a peaceful retreat with its own full bath, while the additional bedrooms provide wonderful flexibility for family, guests, a home office, craft room, or hobby space. A large laundry and utility area adds valuable storage and practical convenience, keeping everything easily accessible on one level. With generous room sizes, a comfortable layout, and no stairs to navigate, this home is ideal for buyers seeking low maintenance living without sacrificing space, privacy, or charm. The exterior setting is one of the true highlights of this special property. Surrounded by mature trees and open outdoor space, the home offers a peaceful Eastern Shore setting with established garden areas, fruit bearing trees, and plenty of room to enjoy outdoor living. Whether you envision gardening, entertaining, relaxing around a fire pit, storing a boat, raising chickens, creating a hobby space, or simply enjoying the quiet surroundings, this property delivers wonderful flexibility. The fenced areas, greenhouse space, storage shed with electric, and additional outbuilding space add tremendous value for those who enjoy outdoor projects, recreation, or extra storage. With easy access, generous parking, and room to spread out, the property feels private and tucked away while still being convenient. Less than five blocks away, Ganey’s Wharf provides access to the beautiful Choptank River, creating an incredible opportunity for boating, fishing, kayaking, crabbing, picnics, or simply enjoying peaceful waterfront views. This is not just a home, it is a lifestyle. Private, peaceful, updated, and full of Eastern Shore charm, 23116 Gilpin Point Road is an incredible opportunity for buyers seeking one floor living, outdoor space, nearby river access, historic character, and everyday comfort. Truly one of the best values for amazing Private, peaceful, and full of Eastern Shore charm, this updated rancher is an incredible opportunity for buyers seeking acreage, nearby water access, true one level living, and a setting that feels tucked away while still offering excellent regional convenience. Ideally located with access to Easton, Denton, Cambridge, Annapolis, Baltimore, Washington, D.C., Middletown, Dover, Dover Air Force Base, Routes 50 and 301, the Bay Bridge, Kent Island, and Delaware shopping, this property delivers the best of both privacy and accessibility. A wonderful value and an amazing opportunity to enjoy the very best of Eastern Shore living.
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.”
Welcome to this spacious and beautifully maintained property nestled in the peaceful town of Preston. The main residence features 5 generously sized bedrooms and 3 full bathrooms, offering plenty of space for comfortable family living, guests, or multi-generational arrangements. At the heart of the home, you’ll find a large eat-in kitchen, perfect for gathering with family, hosting friends, or enjoying everyday meals with ease. Thoughtfully designed living spaces provide both comfort and functionality throughout. What truly sets this property apart is its incredible versatility. Just behind the home sits a large workshop that conveys with the sale, ideal for hobbies, storage, a small business, or creative projects. Whether you're an entrepreneur, craftsman, or simply need extra space, this shop offers endless possibilities. This is a unique opportunity to own a property in downtown Preston, MD, combining small-town charm with space and functionality. Schedule your showing today and discover all the possibilities this one-of-a-kind Preston property has to offer.
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.
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.
Pride of ownership shines throughout this beautifully appointed home set on over 4 acres, including approximately 2.5 wooded acres with peaceful walking trails —or a great spot for hunting already equipped with a deer stand. A major renovation in 2006 nearly doubled the living space, transforming the property into a spacious 4-bedroom, 3-bathroom residence designed for both comfortable living and effortless entertaining. The home features two primary suites and three full bathrooms, offering flexibility and convenience for a variety of living arrangements. At the heart of the home is the impressive 20' x 27' kitchen, showcasing rich cherry cabinetry, quartz countertops, and a walk-in pantry with space and functionality for an additional oven and refrigerator. A cozy wood-burning fireplace adds warmth and charm, making it the perfect gathering space. Just off the kitchen, step into the expansive 25' x 25' living room, filled with natural light from large windows and brand-new skylights with solar blinds. A gas fireplace enhances the inviting atmosphere, creating a perfect place to relax or entertain. Outside, enjoy a peaceful retreat on the deck overlooking a beautifully landscaped, secluded backyard that offers both privacy and tranquility. The property also includes two large pole buildings with concrete floors and new skylights: - 30' x 40' x 10' building with electric - 30' x 40' x 14' building featuring a 14-foot door In 2025, the home received a fresh exterior update, including new roofs and skylights on both the house and outbuildings, along with new siding—providing peace of mind for years to come. This exceptional property blends timeless care, modern updates, and versatile space, ready for its next proud owner.
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.
This very comfortable rancher with a large high-quality above-ground pool with direct access to sunroom and into the home without getting feet dirty (yeah)! Roomy kitchen and open floor plan allows large gatherings to enjoy the roominess. Working 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. Large counter seats 4 comfortably. Dining area for full-size table and chairs. Large (24' deep x 23' wide) two-car garage with overhead door and remote controls and shelving for storage. Full-size attic with flooring providing lots of storage area. Two large outback 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 walking rights to the dock/pier at the end of the lane. Perfect to just relax and enjoy the water or to crab/fish. All this comes with 3.23 private acres of "home" written all over. Schedule your appointment today!
Welcome to this beautiful 3-bedroom, 2-bathroom home filled with wonderful updates throughout. As you arrive, you’ll immediately notice the brand-new roof, offering peace of mind for years to come. Step inside to discover a stunning updated kitchen featuring quartz countertops and stainless steel appliances, perfect for both everyday living and entertaining. With spring just around the corner, imagine relaxing on the deck off the back of the home, overlooking the spacious backyard—an ideal setting for outdoor gatherings or quiet evenings. Down the hall, you’ll find two comfortable bedrooms along with a full bathroom on the first floor. Upstairs, retreat to the spacious primary suite, complete with two walk-in closets and a private en-suite bathroom, creating the perfect place to unwind. This home combines modern updates with comfortable living—ready for its next owner to move right in.
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.
Preston is located in Maryland. Preston, Maryland has a population of 951. Preston is more family-centric than the surrounding county with 52.46% of the households containing married families with children. The county average for households married with children is 27.43%.
The median household income in Preston, Maryland is $63,750. The median household income for the surrounding county is $63,027 compared to the national median of $69,021. The median age of people living in Preston is 34.3 years.
The average high temperature in July is 88.4 degrees, with an average low temperature in January of 27.2 degrees. The average rainfall is approximately 45.4 inches per year, with 11.4 inches of snow per year.
