Welcome to your private countryside retreat on over 18 acres in the heart of Caroline County. This charming farmhouse-style home offers 4 bedrooms and 2.5 baths with over 2,300 sq ft of living space, combining comfort and functionality in a peaceful rural setting. The property features a mix of open land and wooded acreage, including over 6 acres in Forest Conservation, providing both privacy and natural beauty. Enjoy outdoor living with a spacious yard, and plenty of room for gardening, recreation, or future improvements. With no HOA and ample space for a barn or hobby farm, this property offers incredible flexibility for a variety of lifestyles. Conveniently located just minutes from Preston, approximately 15 minutes to Easton, and about an hour to Maryland and Delaware beaches. A rare opportunity to own a versatile property with acreage, privacy, and potential — perfect for those seeking country living with easy access to nearby towns and amenities.
Investment opportunity or enjoy a very private (1) one acre country location to develop and enjoy. Oportities to improve and / or expand this small cottage home. Included is a solid (2) two car detached garage. PR believes septic drain fields have failed and well is original to 1976. This is an estate sale.
*Please note Mother Nature has blessed this house with baby birds at the entrance, Showings are put off till the 8th of May, this should give the little feather family time to move on. Searching for quiet and private yet close to everything home - you just found it! Three bedroom rancher sits on 1.37 acres overlooking farmland makes this a very special find. Very well maintained and updated house with a new roof in 2024 a new hot water heater, new appliances, remodeled kitchen fresh paint fenced in area and a brand new septic system all waiting for the next person to enjoy living on this property. Detached garage with concrete floor, to make sure you can houser all the toys you can have with this kind of property. The main bedroom has an area already roughed in from underneath to house a second bathroom. This property is also zoned village commercial. The property provides flexibility with residential living and a potential business. It also is consisting of three separate lots all under one deed.
Some homes check one or two boxes. This one checks all of them, and does it for under $350,000. Four bedrooms, two full baths, a fenced backyard, a pool, and open farmland views behind the property. In today's market, that combination at this price point is genuinely rare. This is the kind of home first-time buyers dream about and out-of-area buyers can't believe exists when they start comparing what their dollar buys on Maryland's Eastern Shore versus what they left behind. The home has been meticulously maintained since it was built. The roof was replaced just a few years ago. Windows, electrical, and plumbing are all in solid shape. No deferred maintenance, no surprises waiting. Inside, the owners have kept things fresh and updated. New stair treads, new flooring, fresh paint throughout, and a fully redone main-level bathroom give the home a clean, move-in ready feel without the new construction price tag. The layout works. At 1,700 square feet across a classic cape cod footprint, the space lives efficiently with room for everyone. Step outside and the property really opens up. The fenced yard gives you privacy and keeps things contained, ideal if you have kids, pets, or simply want your space defined. The pool turns a summer at home into something you actually look forward to. Backing to farmland means no rear neighbors, just open sky and quiet. The shed provides all of the storage for your outdoor essentials. Preston sits in Caroline County in the heart of the Eastern Shore, the kind of small town where things slow down in the best possible way. You're a short drive to Easton and Denton for shopping, dining, and services, but far enough out to trade the noise for something quieter. For buyers coming from the DMV corridor, this is what the move looks like in real numbers. More home, more land, more life, less cost. Schedule your showing and see what $349,900 actually looks like out here.
Looking for room to breathe and space for your projects? This charming brick rancher offers exactly that! Over 3 acres close to Preston, Easton and all mid-shore locations. The home features hardwood floors, updated kitchen, drywalled ceilings, new lighting and a new HVAC system providing heat and air. The full basement offers room to expand and more living space. Fantastic yard - mostly fenced. Shed and garage both have electric. The garden is already planted - enjoy fresh fruit and vegetables all summer long!
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.
Welcome to this beautifully updated rancher that checks every box, and then some. Sitting on over half an acre, this home blends modern upgrades, spacious living, and incredible functionality, all wrapped into the perfect Eastern Shore retreat. Step inside to find new LVP floors, new siding, and a brand-new roof, giving the home a crisp, clean, move-in-ready feel. The heart of the home is the large family room, featuring soaring vaulted ceilings that flood the space with natural light and make every gathering feel special. With 4 generous bedrooms plus a dedicated office, this home offers the flexibility and layout today’s buyers need, whether you work from home, need extra guest space, or want room for hobbies and play. Each bedroom is impressively sized, offering comfort and privacy for the whole household. The full basement adds even more possibilities, storage, workshop space, future finishing potential, or a rec area designed exactly the way you want it. Car enthusiasts, hobbyists, and anyone craving storage will fall in love with the 31' x 27' oversized detached garage. Complete with electric, it’s the perfect space for vehicles, tools, equipment, a workshop, or the dream home gym you’ve been imagining. Outside, enjoy the peace and elbow room of a large lot with plenty of open space for entertaining, gardening, play areas, or simply relaxing in your own private slice of the Shore. Homes with this combination of updates, space, and functionality are incredibly rare. Do NOT pass this one up , this property is truly a MUST SEE! New Refrigerator - 2026 New Well Pump - 2026 New Siding - 2025 New Roof - 2025 New Sump Pump - 2025 Microwave - 2025 Cooktop - 2025
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 comfortable rancher with a large 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 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 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 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 acres of "home" written all over. Schedule your appointment today while it is still available.
Spacious 4-bedroom, 2 full and 1 half bath home located in desirable Preston, MD. This property offers the perfect blend of comfort and functionality, featuring a 3-car heated garage, central air, and a heat pump for year-round efficiency. Enjoy outdoor living with a deck complete with awning, a large yard supported by an underground irrigation system, and an additional shed for storage. Inside, relax in the bright sunroom or cozy up by the gas fireplace. A full-house generator provides added peace of mind. Situated in a great location with plenty of space to spread out—this home truly has it all!
Set on 8.6 private, fully fenced acres just across the Dover Bridge, this Eastern Shore property offers endless possibilities with scenic surroundings, expansive land, and close proximity to the Choptank River, just minutes from Easton. The single-level home features three bedrooms and two full bathrooms, a country kitchen, and an open-concept layout highlighted by a massive brick fireplace with insert and beamed cathedral ceilings in the great room, creating a warm and inviting living space. The roof is approximately two years old. The property includes a large patio with an outdoor bar, a chicken coop, and a separate partially built structure ready for customization. Toward the rear of the property is an additional structure featuring one bedroom, a full bathroom, and storage, as well as another separate structure with six bathrooms, offering flexibility for events, gatherings, or agricultural use. A detached two-story barn adds significant value and includes one room, a walk-in closet, and a kitchen with a gas stove, providing potential for guest space, studio, or workshop use. Additional features include a run-in stable, pasture, pond, and expansive open land suitable for farming, homesteading, recreation, or hunting. The nearby Choptank River enhances the appeal for outdoor enthusiasts and waterfowl hunting. The home does need cosmetic updates, and the price reflects its current condition. A rare opportunity to own fully fenced acreage with multiple structures and flexible-use potential on Maryland’s Eastern Shore.
Welcome to this estate sale opportunity offering convenient one-level living in a wonderful, well-established community just minutes from Easton and St. Michaels. Lovingly owned by the original owner, this 3-bedroom, 2-bath home is ready for its next chapter. The home features a functional floor plan with spacious living areas and offers great potential for updates to match your personal style. Enjoy the screened-in rear patio overlooking a generous 1.5-acre lot—perfect for relaxing, entertaining, or outdoor activities. Additional highlights include two well-maintained outbuildings, ideal for storage, workshop space, or hobbies. Whether you are seeking a primary residence, second home, or investment opportunity, this property presents tremendous potential in a desirable Eastern Shore location. Being sold strictly AS-IS as part of an estate sale. The home will require repairs and is best suited for buyers looking to renovate and bring their vision to life. Crawl Space mold remediation has been completed by the sellers.
Tucked away just outside of town, this charming 3-bedroom, 2-bathroom home offers the perfect blend of privacy and space on a beautiful 4-acre property. The land features a mix of open, cleared yard and mature woods, providing both room to roam and a peaceful natural setting. Inside, the home offers a comfortable and functional layout, ideal for everyday living. One of the bedrooms includes a unique addition that was previously used as an art room, offering endless possibilities as a creative studio, home office, or private retreat. Outside, the property truly shines. A spacious 3-car garage provides plenty of room for vehicles, storage, or a workshop. The screened-in gazebo is the perfect spot for relaxing or hosting gatherings, whether you're enjoying summer evenings with family or spreading out a feast of steamed crabs with friends. With its quiet location, versatile spaces, and scenic surroundings, this property offers a rare opportunity to enjoy country living while still being within reach of town conveniences.
Two Johns – Charming Home in a Sought-After Waterfront Community Nestled between Preston and Denton in the desirable Two Johns subdivision, this beautifully maintained 4-bedroom, 2.5-bath home offers a rare blend of comfort, style, and location. Just a few houses away from the public boat landing, residents enjoy easy water access for boating, kayaking, or fishing. Take in serene water views from the second floor, adding a peaceful touch to everyday living. Since 2022, this home has received a long list of thoughtful upgrades, including: New roof Paved driveway Modern kitchen appliances Granite countertops Laminate flooring (2nd floor) Fresh interior paint Ceiling fans throughout New rear sliding door Insulated garage doors Storage shed Professional landscaping Whether you’re looking for a full-time residence or a weekend retreat, this home offers the perfect mix of function, beauty, and access to the Eastern Shore lifestyle. Don’t miss this opportunity to own in a water-privileged community! The owner has pets and needs notice to accommodate.
NEW PRICE! Enjoy peace and space on two tranquil country acres with no deed restrictions adjacent to open farmland. The deep backyard features a large vinyl-fenced area ideal for kids and pets, an above-ground pool with deck perfect for summer fun. This lovely home offers 2,667 Square feet (estimated) of living space, new LVP flooring on the main floor, and a versitile loft upstairs. The spacious country kitchen and dining area look out over the backyard, and there is a primary suite on the main floor. Upstairs, a flexible loft is great for a study or recreation area. One bedroom occupies one end of the house with a nearby full bath, while another bedroom and full bath are found just beyond the loft, followed by a generous bonus room that could be used as a game room or man cave. Additional amenities include a wide paved driveway and a full-size two-car garage. With its extensive features and inviting atmosphere, this family home presents a compelling opportunity - schedule a viewing 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.
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.
MAJOR PRICE IMPROVEMENT!!! Totally renovated colonial offering nearly 2,000 sq ft of living space on a spacious 1/3-acre corner lot. Featuring 3, possibly 4 generous bedrooms and 2 full baths, this property showcases luxury vinyl plank flooring throughout. Enjoy privacy rear fencing and a large backyard—perfect for outdoor living. Ideal for a growing family and conveniently located close to Easton and Preston. This home is a must see! Seller is motivated, bring us an offer!
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.
This Colonial home features timeless architecture and thoughtful design. The property offers solid construction and classic appeal, making it an excellent opportunity for discerning buyers. This distinctive property presents an outstanding opportunity for transformation and value creation. The established neighborhood setting combines small-town charm with practical accessibility to essential services.
VERY NICE 3-4 BEDROOM, 2 BATH HOME IN TWO JOHNS WATERFRONT COMMUNITY. BOAT LANDING APPROXIMATELY 1/4 MILE AWAY. LARGE LIVING ROOM, KITCHEN-DINING ROOM COMBO, PANELED WALLS ARE ALL PAINTED, MOSTLY WOOD FLOORS. LARGE DECK AT REAR OF HOUSE. PATIO AREA WITH A NICE FIRE PIT FOR EVENING ENJOYMENT. MORE PICTURES TO COME SOON. ONLY 40 MILES TO WESTERN SHORE, LESS THAN 60 MILES TO THE BEACH
Price Reduction! Well built and lovingly maintained by the original owner. This 3 bedroom, 2 bath rancher featuring oak floors, central air, a brick fireplace and is situated on 1 acre. This home is conveniently located and move in ready. A new roof was installed in 2024. Nice open yard with established shade trees around the house. Three season porch for casual entertaining or enjoying a crab feast with family and friends. Small barn with cement floor at rear of the property.
A truly rare offering for the discerning auto enthusiast, this exceptional 58.48-acre Eastern Shore estate is a masterfully designed luxury compound where architectural elegance meets world-class automotive accommodations. Introduced by a private gated entrance and tree-lined circular drive, the stately brick home immediately conveys the scale, privacy, and prestige of this one-of-a-kind property. The main residence spans over 9,364 square feet and is thoughtfully designed for refined living and grand-scale entertaining. A dramatic two-story foyer with sweeping double staircases opens to richly appointed formal and informal living spaces accented by custom millwork, crown moldings, hardwood flooring, and four fireplaces. At the heart of the home, the chef’s kitchen impresses with coffered ceilings, expansive island, commercial-grade range, double wall ovens, and premier Viking, Sub-Zero, and Wolf appliances, along with an induction cooktop and icemaker. A well-appointed butler’s pantry ensures seamless entertaining, while the adjoining Grill Room—featuring an infrared grill, Viking beverage cooler, and Sub-Zero icemaker—offers a relaxed gathering space. The primary suite is a private retreat with fireplace, mood lighting, generous walk-in closets, and dual doors leading to a private balcony overlooking the grounds. The spa-inspired bath includes double vanities, a tiled shower, and soaking tub. All additional bedrooms in the main residence are ensuite, offering comfort and privacy for family and guests. Outdoor living rivals a private resort, highlighted by a 40’ x 20’ heated saltwater infinity pool with swim ledge, hot tub, outdoor kitchen, covered porch, expansive patios, and firepit—perfect for year-round enjoyment amid mature landscaping, a tranquil pond, and sweeping rural views. Automobile collectors will appreciate the estate’s unparalleled garage facilities. A detached brick automotive gallery features a nine-bay, climate-controlled showcase garage with CHI aluminum tinted glass doors, polished concrete floors, and premium climate control—ideal for preserving and displaying a museum-quality collection. Above, a fully appointed three-bedroom, two-bath guest residence offers a kitchen and multiple living spaces. Two additional fully insulated, climate-controlled 50’ x 75’ garages with 12-foot overhead doors and professional-grade lifts provide exceptional flexibility. An oversized storage building and run-in to the rear further enhances the property’s versatility. Hobbyists, from automobile collectors to equestrian enthusiasts, will be delighted to make use of the many large accessory structures on the property. Additional features include a comprehensive security and surveillance system, private gated entrance, 60-zone irrigation system, whole-property surround sound, & Comcast fiber internet. This is more than a home—it is a destination estate offering an elevated lifestyle for those who value privacy, craftsmanship, and automotive excellence in a refined Eastern Shore setting. IMPORTANT NOTES: Property consists of three parcels with separate addresses/taxes, portions of which are leased for agricultural use through December 2025. The irrigation system has a mainline break beneath a garage and will not be repaired by the seller. Quotes for repair or replacement are available for review.in documents. Front garage has suffered water damage and in the process of being remediated but seller will not be making repairs to the garage or apartment. Estimates for the remediation (which seller is doing) and the repair of damaged area is uploaded in MLS disclosure docs. All agents/buyers touring MUST sign a Hold Harmless Document prior to entering the garage/apartment. Property is being sold AS-IS/WHERE-IS with all faults. Contact listing agent(s) with any questions. ***Please do not enter lane to property without a confirmed appointment.
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.
