Preston MD Real Estate & Homes for Sale

Peaceful Country Living on 3.2 Acres - Recently Renovated Home with Expansive Pole Barn! Welcome to 21405 Tanyard Rd in Preston, MD - where modern updates meet serene country living. This beautifully renovated 4-bedroom, 3-bath home sits on 3.2 acres-perfect for gardening, raising animals, or simply enjoying wide-open space and quiet surroundings. Step inside to find a bright, freshly updated interior with modern finishes throughout. The spacious layout offers room for everyone, with a beautifully refreshed kitchen, inviting living spaces, and well-appointed bedrooms and bathrooms designed for comfort and convenience. Outside, the property truly shines. A massive 47x70 pole barn provides endless possibilities-featuring a workshop area, abundant storage for vehicles, equipment, or hobbies, and space thats ideal for anyone who needs room to work or play. Enjoy the best of both worlds: peaceful country life and the convenience of Easton being just 10 minutes away. Whether youre looking for a homestead, hobby farm, or your own private retreat, this property offers it all.

PRICE IMPROVEMENT, Perfect Opportunity to Settle Before the New Year! Welcome home to this beautifully updated 3-bedroom rancher just minutes from downtown Preston! Move right in and enjoy peace of mind with major updates already done - including a New Roof and Septic (2022), new Well, HVAC, & Electrical panel upgrade (2023). Inside, youll find Fresh Paint, New Carpet, a Brand-new Gas range and Refrigerator + New Countertops (2025), and BRIGHT Living Spaces that feel like new! Outside offers even more to love with new sidewalks, back porch and a welcoming concrete patio perfect for relaxing or entertaining, all backing to farmland. Rt50 & the Heart of Easton are less than 10miles away, with shopping & restaurants galore + makes for EASY commuting! A charming home with modern upgrades and small-town convenience - this one wont last long! Check out the 3D Tour, then schedule your Appointment TODAY!

***Unique Opportunity*** Welcome to this spacious and well-cared-for property located in the peaceful town of Preston. The main home offers 5 generously sized bedrooms and 3 full bathrooms, providing ample space for comfortable family living or multi-generational needs. A large eat-in kitchen serves as the heart of the home, perfect for everyday meals or entertaining guests. This property shines with its versatility. Behind the home, you'll find a large workshop that conveys with the sale. Its an ideal space for hobbies, storage, or small business use. Whether you're looking for extra utility space or a place to grow your passion projects, this shop offers endless potential. Included in the sale are three total parcels. In addition to the main residence, the property next door - previously used as a pet grooming operation - opens the door to commercial opportunities, rental income, or conversion into a guest suite, studio, or office. Behind that is a third parcel, offering even more room to expand, garden, or invest. Dont miss this rare chance to own a truly versatile property with both residential charm and business potential. Call today to make this one-of-a-kind opportunity yours!

Amazing opportunity for a 1st time buyer or investor. The home has been recently renovated to include new kitchen cabinets, counter tops, appliances, flooring, ceiling fans, base board heating units, new windows and painting. The roof was replaced in 2024. The home is move in ready, just bring your furniture.

Amazing opportunity for a 1st time buyer or investor. The home has been recently renovated to include new kitchen cabinets, counter tops, appliances, flooring, ceiling fans, base board heating units, new windows and painting. The roof was replaced in 2024. The home is move in ready, just bring your furniture.

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 youre 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. Dont miss this opportunity to own in a water-privileged community!

Enjoy the waterfront lifestyle with this one floor gem perched up on the banks of the Choptank River just 10 minutes from historic Denton. Relaxation and a connection with nature are easily achieved inside and outside of the home. Outdoor living areas are abundant with a private screened-in gazebo to sit back and enjoy the wildlife, winter deck to catch some rays, and a back patio with Choptank views and no houses on the opposite shoreline. Upon walking into the home, this same goal is achieved with large windows along the water side providing sweeping views. The river room has glass all of the way around flooding the space with light and perfect for reflection or entertaining. Hardwood floors bring serious charm and warmth to the home. The primary bedroom is spacious and includes an ensuite bathroom while the other two bedrooms provide river views. An oversized 2 car garage allows extra space to mess around on your workbench and store those beloved kayaks. The large and cleared yard has a split rail fence and trees that along with the meandering paved driveway provide a sense of privacy. The community itself is very quiet and has the Jim and Mary B. Lynch Preserve adjacent which provides roughly 2 miles of walking trails and is currently managed by the Eastern Shore Land Conservancy. Make this your own tranquil Eastern Shore retreat.

Charming Renovated Home in Choptank, Preston MD Additional Photos coming. This home is currently getting a fresh coat of interior paint, new appliances and updates coming. It will be turn key ready for you. Situated on a large double lot with mature landscaping. Dont miss this beautifully completely renovated 2-bedroom, 2-bath home located in the quaint and peaceful community of Choptank. Every inch of this home has been thoughtfully updated from top to bottom, blending modern finishes with classic Eastern Shore charm. New windows. Heat pump. Updated Septic. Previously used as a rental home, this home offers investment potential or the perfect retreat. Walking distance to Choptank Marina. Enjoy local crabbing, fishing, and boating nearby. Peaceful, small-town setting on Marylands scenic Eastern Shore. Whether youre looking for a primary residence, weekend getaway, or income-producing property, this move-in-ready home offers it all.

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 restore and 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, youll find an oversized shop/garage ideal for hobbies, storage, or a workshop. The property also includes a home generator, adding peace of mind. While the home does need some work, it has great bones and endless potential to become a stunning residence once again. Bring your vision and breathe new life into this timeless property.

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. Dont 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

New construction in Preston, MD offering 3 bedrooms and 2 full baths across 1,400 square feet. This home features an open layout with vaulted ceilings, LVP flooring in the main living areas, and carpeted bedrooms. The kitchen is equipped with stainless steel appliances and granite countertops. The primary suite includes a stand-up shower, while the guest bath offers a tub/shower combo. An attached two-car garage completes the home.

Charming 3-bedroom, 1-bathroom mobile home on 1.37 acres with plenty of room to grow! This well-maintained, one-family-owned property boasts numerous recent upgrades, including a new roof (2024), hot water heater (2023), new appliances and countertops (2024), fresh paint (2024), new fencing (2024), and a brand-new septic system. The oversized 2-car garage provides ample storage or workspace. Inside, the primary bedroom features an attached bonus room, ideal for a future second full bathroom. The property also includes the spacious side yard to the left of the home, offering even more usable outdoor space. Zoned Village Commercial, this property provides exceptional flexibility for residential living or potential business use. A rare find that combines comfort, opportunity, and room to expand!

NEW PRICE! Two Tranquil Country Acres with No Restrictions, backs to open farmland. Deep Back Yard includes an above ground pool with a deck for your summer enjoyment, large vinyl fenced area for pets and kids, more fenced area for farm animals (pets) and includes a shooting mound should that be of interest. This lovely home Boasts 2,667 Sq. Ft. of Family Space with new LVP flooring though out the main floor and loft area on the upper floor. Your family will enjoy the the roomy country kitchen / dining area overlooking the back yard and the main floor Primary Suite. Head upstairs a versatile loft area - perfect for a study or game space. A large bedroom takes up one end of the upper floor and just outside is a full bath. Just beyond the loft area you will find another bedroom with an attached full bath and just beyond this is a generous bonus room that could serve and a game room for the kids or a Man Cave. This Family home includes a two car wide paved drive and Full Size Two Car finished garage. A lot to offer, come take a look!

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. New Well and septic being installed. Upgrades include new windows, CAC, new roof new electric service and plumbing

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