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156 Main St, Preston
$199,900
3 Beds ⋅ 2 Baths
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.

156 Main St, Preston

Listing courtesy of Benson & Mangold, LLC. Contact:

522 Market St, Denton
$225,000
4 Beds ⋅ 2 Baths
ATTENTION INVESTORS -- Incredible opportunity in the heart of Denton - Roomy DUPLEX with tons of potential - renovate and hold, fix and flip, or create a long-term income-producing asset. Featuring 2 separate units, each level includes 2 bedrooms and 1 full bathroom, ideal for rental income or multi-family living - OR - convert this home back to its original colonial charm as a single-family home. Denton is a quintessential Eastern Shore town on the banks of the Choptank River. Minutes to the best that Denton and Caroline County offers - great local restaurants, boutique and big-box store shopping, arts + culture, history galore, plenty of public launches and marinas, boating, world-class fishing, crabbing, hunting, wildlife estuaries, incredible state parks - a true paradise for nature lovers, photographers, boaters, fishermen and anyone who wants to enjoy the more relaxed pace on the Eastern Shore - from the beaches to the bays and beyond! Great central location on the Delmarva Peninsula -- 15mi to Easton, 30mi to the Bay Bridge or Cambridge, 40mi to Annapolis's Downtown, about an hour to the Delaware Beaches or Newark, half hour more to Ocean City's Boardwalk. Sizes, taxes, distances approximate

522 Market St, Denton

Listing courtesy of EXP Realty, LLC. Contact:

624 Market St, Port Royal
$374,900
3 Beds ⋅ 2 Baths
Don’t miss this opportunity to build a brand-new 3-bedroom, 2-bath home on a .25-acre lot in the heart of the Town of Port Royal. This thoughtfully designed floor plan offers approximately 1,300+ square feet of easy, one-level living, complete with a one-car garage. The open-concept layout features a spacious great room that flows seamlessly into the dining area and kitchen—ideal for both everyday living and entertaining. The home comes standard with a welcoming front porch and a rear deck, with the option to upgrade to a covered deck for additional outdoor living space. Quality standard features include low-maintenance vinyl siding, architectural shingles, modern-finish oak cabinetry, attractive laminate countertops, and stainless steel appliances. Enjoy a comfortable blend of finishes with carpet in the bedrooms and durable luxury vinyl flooring throughout the main living and wet areas. Since this home is to be built, buyers have the opportunity to select colors, finishes, and upgrades to truly make it their own. Estimated build time is approximately 90 days from contract and permits. Build your new home exactly the way you want it—while still keeping the process simple and efficient.

624 Market St, Port Royal

Listing courtesy of Holt For Homes, Inc.. Contact:

Rogers Clark Boulevard, Ruther Glen
$6,999,500
Strategically Located Commercial Land Positioned in the heart of Caroline County, Virginia, this 22-acre commercial land offers an unparalleled investment opportunity. With its B-1 zoning, the property is primed for retail or medical developments, benefiting from its proximity to high-traffic State Highway 207. The location’s visibility and accessibility make it an ideal choice for investors looking to capitalize on the area’s growth. The surrounding infrastructure, including an urgent care facility and professional office building, enhances the site’s appeal, ensuring a steady flow of potential customers and clients. As the community expands, this property stands as a cornerstone for future commercial success.

Rogers Clark Boulevard, Ruther Glen

Listing courtesy of Meekins & Associates, Inc.. Contact:

1709 Cattail Commons Way, Denton
$415,000
4 Beds ⋅ 3 Baths
Welcome to 1709 Cattail Commons Way, located in the highly desirable Savannah Overlook community in Denton, MD. This beautifully maintained 4-bedroom, 2.5-bath home offers a spacious open floor plan, modern upgrades, and move-in ready convenience—perfect for today’s buyer seeking comfort, functionality, and style. The main level features a bright and open layout ideal for both everyday living and entertaining. The gourmet kitchen serves as the heart of the home, complete with an oversized island, stainless steel appliances, a newer refrigerator and microwave (just 3 years old), and a huge walk-in pantry with custom wood shelving. The kitchen flows seamlessly into the family room, where a cozy gas fireplace and views of the fully fenced backyard create an inviting atmosphere. A dedicated home office and convenient powder room complete the first floor. Upstairs, you’ll find a versatile second living area—perfect for a media room, playroom, or additional lounge space. All four bedrooms are located on this level, including a spacious primary suite featuring a tiled walk-in shower with glass doors, a deep soaking tub, double vanities, and a large walk-in closet. Two full bathrooms upstairs provide ease for daily living. This home is loaded with valuable upgrades, including a whole-home soft water system and an under-the-counter reverse osmosis system for high-quality drinking water. The separate laundry room includes a brand new washer and dryer along with custom shelving for added storage. Additional features include a two-car garage and no carpet throughout the home. Situated on a premium corner lot, the outdoor space is designed for enjoyment with a fully fenced yard, a large Trex deck with solar lighting, and a storage shed—perfect for entertaining, pets, or relaxing evenings. Located just minutes from the Choptank River, enjoy easy access to boating, fishing, and waterfront activities—all while being outside of a flood zone. Denton offers a charming small-town atmosphere with local shops, restaurants, and community events, while still providing convenient access for commuters. The Chesapeake Bay Bridge is approximately 35–45 minutes away, and Delaware beaches such as Rehoboth, Lewes, and Bethany are within about 55–65 miles. If you're searching for a move-in ready home in Denton, MD with modern upgrades, flexible living space, and a prime location near the water, 1709 Cattail Commons Way is a must-see.

1709 Cattail Commons Way, Denton

Listing courtesy of Benson & Mangold, LLC. Contact:

27202 Sandtown Rd, Goldsboro
$115,000
Discover the perfect blend of tranquility and convenience with this perc-approved 1.88-acre homesite, ready for your dream build. Overlooking a scenic tributary of the Upper Choptank River, this property offers breathtaking natural views and a serene setting that wildlife enthusiasts will truly appreciate. Ducks and geese are common visitors on the water with fishing right in your back yard. Enjoy your own private backyard paradise, where nature surrounds you year-round. The lot features an existing well—saving you over $12,000 in upfront infrastructure costs—and an established asphalt entrance for easy access. Whether you’re looking to build a full-time residence or a peaceful retreat, this property is primed and ready to bring your vision to life.

27202 Sandtown Rd, Goldsboro

Listing courtesy of Taylor Properties. Contact:

16032 Grant Ct, Bowling Green
$374,000
3 Beds ⋅ 2 Baths
*Ignore DOM. Home in Excellent Condition. Previous buyer financing fell through after a lot of time wasted** Move-In Ready One-Level Ranch in Bowling Green – $30K+ Updates! NOW AVAILABLE! This beautifully updated 2021 DR Horton Lismore model at 16032 Grant Ct offers 1,531 sqft of comfortable one-level living with 3 bedrooms and 2 full baths. Fresh custom paint throughout and over $30,000 in recent upgrades (2022-2023 luxury vinyl plank flooring, stone paver patio & walkway, aluminum fencing, generator rough-in, new AC unit, and more) make this home truly turnkey. Highlights Include: Open Kitchen & Living: Granite counters, upgraded stainless appliances, oversized island, spacious pantry—perfect for entertaining or everyday meals. Primary Suite: Private bath with walk-in closet for ultimate convenience. Outdoor Oasis: Fully fenced rear yard with paver patio, irrigation system—ideal for pets, relaxation, or BBQs. Practical Perks: 2-car garage, main-level laundry with washer/dryer included, functional layout ideal for starters, downsizers, or commuters. Located minutes from downtown Bowling Green shops, restaurants (try Mixing Bowl Bakery!), and with easy access to I-95 (quick trips to Fredericksburg or Richmond) and Route 17. Enjoy the upcoming Kalahari Resorts & Conventions—Virginia’s largest indoor waterpark just 15 minutes away! Priced at $374,000 with low HOA ( $47/mo). Don’t miss this opportunity—schedule your showing today and move right in! *Some photos staged using AI*

16032 Grant Ct, Bowling Green

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

6289 Sterling Way, Ruther Glen
$497,740
5 Beds ⋅ 4 Baths
The Verona is a 5 bedroom, 3.5 bathroom plan offering 2199 square feet. It features an open-concept floorplan, with a large great room, kitchen, laundry/mud room and powder room on the first floor. The chef-inspired kitchen offers a large peninsula and walk-in pantry, and flows into the expansive open-concept dining area and living room with plenty of room for entertaining. The second level includes a large owner's suite, with double vanities, water closet and an oversized walk-in closet. Th second level offers three more spacious bedrooms and a full bathroom. On the third level, an additional bedroom suite and finished storage space complete the home. Renderings and photos are from builder's library, actual finishes and features may vary.

6289 Sterling Way, Ruther Glen

Listing courtesy of D R Horton Realty of Virginia LLC. Contact:

107 Smith St, Federalsburg
$174,000
3 Beds ⋅ 2 Baths
Move-In Ready & Beautifully Remodeled! This charming 3-bedroom, 1.5-bath home offers the perfect blend of comfort and convenience. Enjoy a spacious living room, separate dining area, and a dedicated laundry room for added functionality. The kitchen is designed for both everyday living and entertaining, featuring dual bar seating areas with open views to the living and dining spaces. One bedroom includes a private half bath—ideal for guests or added flexibility. Relax on the inviting front porch, perfect for evening unwinding. Conveniently located near shopping, grocery stores, a public boat ramp, park, and walking trails—with the added bonus of tax-free shopping just a short drive away in Delaware. A must-see home ready for its new owners!

107 Smith St, Federalsburg

Listing courtesy of Mabry Real Estate LLC. Contact:

1108 Camp Rd, Denton
$669,000
4 Beds ⋅ 3 Baths
Picture yourself on over 14 private acres in this luxury home built in 2024. Experience the perfect blend of luxury, convenience, and privacy where every upgrade has been thoughtfully selected to enhance your living experience. Come see for yourself and discover your new home!. Modern comfort meets elegant design through an extensive list of upgrades that enhance both functionality and life style. This home features stunning stone work on both the front and back, framing the house in natural beauty and providing a warm welcome. The meticulously crafted stone walls create an inviting outdoor ambiance to relax and watch the Deer and wild turkey from your own back porch.. The kitchen is a chef’s dream, showcasing soft-close cabinets, a double full-size Frigidaire oven, a General Electric flat-top stove, a Whirlpool microwave, and a sleek Samsung refrigerator with a freezer, complete with four ice settings and a convenient water dispenser. All appliances are stainless steel, adding a modern touch to your culinary space. The unique kitchen sink is Embossed Stainless Steel Nano Black rain dance Waterfall Drop in sink with pressurizing cup washer and two waterfalls. Step into luxury in the master bath, which boasts a steam shower and a freestanding tub, perfect for unwinding after a long day. Separate his and her sinks and storage cabinets. For added luxury, towel warmers are installed in the bathrooms, ensuring a cozy experience year-round. The home's smart features include Bluetooth-enabled thermostats, providing efficient climate control, while two thermostats manage temperature zones for optimal comfort. Access to the home is convenient with a combo/key access front door. Throughout the home, ceiling fans grace each bedroom and the dining area, providing comfort and a refreshing breeze. The living area is designed with practicality in mind, featuring electrical outlets conveniently located on the floor—no more stretching cords across the room! The home includes a spacious full-size garage attached garage equipped with a stand-up freezer. The back porch is ready to be converted to a three season room. There are outlet for fan, sprinklers and connections for tv. The home is designed with accessibility in mind, featuring ADA-compliant doors and hallways for ease of movement. Never worry about power outages again with the whole-house generator, powered by underground propane that activates automatically when there is a power outage. Venture beneath the home and discover a 4-foot rat trap encapsulated crawl space, ensuring a clean and dry environment for your peace of mind. Motion detector lights outside enhance security and illuminate your outdoor spaces. The property also boasts another three-car detached garage, complete with windows and a wood-burning stove, perfect for hobbies or storage. Additionally, there are two storage sheds on the property, providing ample space for all your belongings. Horses ok. Limit on number of chickens. If you are looking for seclusion, and luxury in a convent location, schedule your private home tour.

1108 Camp Rd, Denton

Listing courtesy of Coldwell Banker Premier - Rehoboth. Contact:

1815 Country Rd, Beaverdam
$1,099,900
3 Beds ⋅ 2 Baths
Sunny Side Up Farm at 1815 Country Road is the kind of property farm and land buyers are always hoping to find! Priced under appraised value, this property has beautiful infrastructure, level usable acreage, and a classic farmhouse that has been thoughtfully updated over the years. Set on 12.15 acres of open pasture and mature hardwoods, the property offers both functionality and charm, with nine total stalls across multiple barn structures, making it well-equipped for equestrian use or a variety of farm lifestyles. At the heart of the property stands one of the most beautiful and custom barns you will see. The impressive 58x50 pole barn built in 2020 was designed with both craftsmanship and practicality in mind. Inside, the barn features four big stalls with rubber mats, Nelson temperature-controlled automatic waterers, a wash stall, and a well-appointed tack room with utility sink, washer and dryer, and a 40-gallon water heater. The structure has its own dedicated 1,000-gallon septic system, allowing for tremendous flexibility in use. What truly sets this barn apart is the beautifully finished lower-level living space attached to the stalls that is designed with the same attention to detail as the rest of the structure. The space includes a fully appointed kitchen with stainless appliances, a full bath, HVAC, and comfortable living area, making it ideal for a barn apartment, guest quarters, farm manager residence, private office, or studio space. It is rare to find a barn setup with this level of finish and versatility. Above the barn is an expansive upper level already plumbed and wired, providing excellent potential for additional finished space such as an apartment, office suite, or creative workspace overlooking the farm. Additional equestrian infrastructure includes a nostalgic original barn with four stalls and integrated office, along with a classic corn crib with flanking stalls ideal for hay storage, bringing the property’s stall count to nine total. Multiple additional outbuildings include garages, a cinderblock workshop with sliding doors and concrete floor, a gardening room, and ample storage for equipment and tools. The 12.15 acres are a standout feature—level, open, and highly usable with a wonderful mix of pasture and mature hardwoods. The property includes four-board fencing along the road frontage with an electric black aluminum gate, two paddocks with run-in shelters, and expansive back fields that make up nearly two-thirds of the acreage. Centrally positioned on the property is a classic farmhouse with circa-1930s roots that has been updated and renovated throughout the years. Surrounded by gardens, a peaceful fishpond, and mature pecan and walnut trees, the home blends historic charm with modern improvements completed since 2014. Updates include cedar siding (painted in 2025), Thompson Creek windows with transferable warranty, a Trane HVAC system with new ductwork and humidity control, Mitsubishi split system upstairs, updated plumbing and septic, upgraded electrical ready for solar, and encapsulated basement and porch areas for conditioned storage. Inside, the home offers warm and welcoming spaces including a bright family room wrapped in windows, a cozy parlor, dining room with tin chandelier, and a spacious kitchen with oak cabinetry, black granite countertops, butcher block workspace, stainless appliances, and hardwood floors. Upstairs are three bedrooms and a full bath, including an expansive primary suite with cedar closet. A large back porch overlooks the surrounding pastureland where wildlife often passes through, creating the peaceful rhythm that defines life on this special property. With nine stalls, beautiful barns, multiple outbuildings, level acreage, and a lovingly updated farmhouse, Sunny Side Up Farm is a rare and complete farm offering within approximately 15 minutes of Lake Anna, shopping, dining, and I-95.

1815 Country Rd, Beaverdam

Listing courtesy of Porch & Stable Realty, LLC. Contact:

1815 Country Rd, Beaverdam
$1,099,900
3 Beds ⋅ 2 Baths
Sunny Side Up Farm at 1815 Country Road is the kind of property farm and land buyers are always hoping to find! Priced below appraised value, this property has beautiful infrastructure, level usable acreage, and a classic farmhouse that has been thoughtfully updated over the years. Set on 12.15 acres of open pasture and mature hardwoods, the property offers both functionality and charm, with nine total stalls across multiple barn structures, making it well-equipped for equestrian use or a variety of farm lifestyles. At the heart of the property stands one of the most beautiful and custom barns you will see. The impressive 58x50 pole barn built in 2020 was designed with both craftsmanship and practicality in mind. Inside, the barn features four big stalls with rubber mats, Nelson temperature-controlled automatic waterers, a wash stall, and a well-appointed tack room with utility sink, washer and dryer, and a 40-gallon water heater. The structure has its own dedicated 1,000-gallon septic system, allowing for tremendous flexibility in use. What truly sets this barn apart is the beautifully finished lower-level living space attached to the stalls that is designed with the same attention to detail as the rest of the structure. The space includes a fully appointed kitchen with stainless appliances, a full bath, HVAC, and comfortable living area, making it ideal for a barn apartment, guest quarters, farm manager residence, private office, or studio space. It is rare to find a barn setup with this level of finish and versatility. Above the barn is an expansive upper level already plumbed and wired, providing excellent potential for additional finished space such as an apartment, office suite, or creative workspace overlooking the farm. Additional equestrian infrastructure includes a nostalgic original barn with four stalls and integrated office, along with a classic corn crib with flanking stalls ideal for hay storage, bringing the property’s stall count to nine total. Multiple additional outbuildings include garages, a cinderblock workshop with sliding doors and concrete floor, a gardening room, and ample storage for equipment and tools. The 12.15 acres are a standout feature—level, open, and highly usable with a wonderful mix of pasture and mature hardwoods. The property includes four-board fencing along the road frontage with an electric black aluminum gate, two paddocks with run-in shelters, and expansive back fields that make up nearly two-thirds of the acreage. Centrally positioned on the property is a classic farmhouse with circa-1930s roots that has been updated and renovated throughout the years. Surrounded by gardens, a peaceful fishpond, and mature pecan and walnut trees, the home blends historic charm with modern improvements completed since 2014. Updates include cedar siding (painted in 2025), Thompson Creek windows with transferable warranty, a Trane HVAC system with new ductwork and humidity control, Mitsubishi split system upstairs, updated plumbing and septic, upgraded electrical ready for solar, and encapsulated basement and porch areas for conditioned storage. Inside, the home offers warm and welcoming spaces including a bright family room wrapped in windows, a cozy parlor, dining room with tin chandelier, and a spacious kitchen with oak cabinetry, black granite countertops, butcher block workspace, stainless appliances, and hardwood floors. Upstairs are three bedrooms and a full bath, including an expansive primary suite with cedar closet. A large back porch overlooks the surrounding pastureland where wildlife often passes through, creating the peaceful rhythm that defines life on this special property. With nine stalls, beautiful barns, multiple outbuildings, level acreage, and a lovingly updated farmhouse, Sunny Side Up Farm is a rare and complete farm offering within approximately 15 minutes of Lake Anna, shopping, dining, and I-95.

1815 Country Rd, Beaverdam

Listing courtesy of Porch & Stable Realty, LLC. Contact:

112 S 5th Ave, Denton
$359,000
4 Beds ⋅ 2 Baths
Major Reduction! Sellers are ready to move on! Homes like this is what they use for Christmas cards, large wrap around porch, entry foyer, detailed fireplaces, hard wood floors, and so much more. This is waiting for the right owner to continue the 126 years this home has stood. Everything in this home is in grand size. Large rooms, make this an easy home for a large family . The house current owners have the house set up as a six bedroom home. These rooms cannot be considered bedroom's to lack of closets. Located in historic Denton which sits on the Choptank River. A short walk to the 4th Street park with a playground for children , tennis and pickleball for adults and a picnic area. Additional parks are Martinak and Tuckahoe, which offer camping, walking trails, and access to the Choptank River. A public boat ramp is in town as well as in the park. Shopping is minutes away with a vast and fast growing commercial district offering a healthy mix of options. The surrounding area is full of nature lovers options, multiple farmers markets, small entrepreneurial businesses, which includes our local pub, a brewery, a bakery, and a culinary school just to name a few. This really is a special house and a special area. May be subject to a short sale.

112 S 5th Ave, Denton

Listing courtesy of Benson & Mangold, LLC.. Contact:

Lot #10 Long Branch, Woodford
$85,000
LOT #10 ,Prime .83-Acre Lot – Ideal for Your Dream Home or Investment! Discover the perfect balance of privacy and convenience with this .83-acre lot, just 15 minutes from the city, yet offering a peaceful, rural feel the moment you arrive. Located near Spotsylvania Towne Center and all essential amenities, this property is in a rapidly growing area where new homes are being built, increasing property values. ✅ Build-Ready & Approved: - Soil testing completed and land staked - Well and septic approved - Flat terrain, making it easy to develop - Located just a few feet from the main road for easy access 📌 Zoning & Investment Potential: - Allowable uses** available in the documents section - Surrounded by newly built homes, adding to future appreciation - A great opportunity for builders, investors, or those looking to craft their perfect home.

Lot #10 Long Branch, Woodford

Listing courtesy of KW Metro Center. Contact:

11920 Central Ave, Ridgely
$179,000
Huge Price Drop – Act Fast Before It’s Gone! (Serious Buyers Only) This exceptional property features over 16 acres of level land with frontage on three roads: Central Avenue, Henry Road, and Holly Plains Drive. Zoned R-1, it offers outstanding potential—perfect for holding, subdividing, or developing. Located just outside the Ridgely city limits and close to the town center, the property is well-positioned for future growth. With nearby sub-acre lots selling for around $130K, this presents a rare and compelling opportunity for subdivision and investment. Serious buyers only—don’t miss your chance to secure this versatile and high-potential piece of real estate. MLS listing is limited service for entry purposes only. Seller will handle all inquiries, negotiations, and contract details directly. Listing agent has a financial interest in the transaction.

11920 Central Ave, Ridgely

Listing courtesy of Proplocate Realty. Contact:

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