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28219 Bridgeville Rd, Federalsburg
$2,500,000
4 Beds ⋅ 5 Baths
Welcome to a rare opportunity to own a premier 105+/- acre agricultural estate combining modern comfort, income-producing farmland, and outstanding infrastructure. Ideally situated in a peaceful rural setting, this remarkable property features approximately 70± acres of fully irrigated, tillable land—perfect for high-yield row crops or specialty farming. At the heart of the farm sits a stunning 6,500 sq ft custom-built home, offering a perfect balance of elegance and functionality. Designed for gracious living and entertaining, the home includes expansive living spaces, a gourmet kitchen, multiple fireplaces, generous bedrooms, and panoramic views of the surrounding countryside. The agricultural infrastructure includes a 60x100 machine shed, providing ample space for equipment storage, workshop needs, or additional agricultural operations. Whether you're seeking a productive working farm, a private family retreat, or a multi-use investment opportunity, this exceptional property delivers.

28219 Bridgeville Rd, Federalsburg

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Unrepresented.

Liberty Road, Federalsburg
$1,100,000
90± deeded acres located east of Federalsburg off Liberty Road. The farm is primarily comprised of tillable land with approximately 36± acres under center pivot irrigation. Soils consist primarily of Woodstown, Klej-Galloway complex, and Fallsington sandy loam soils, which are commonly used for grain and row crop production in the area. The property offers approximately one half mile of road frontage along both Liberty Road and Liberty Church Road, providing excellent access to multiple fields and potential flexibility for future use. The farm is not encumbered by any conservation easements. GIS acreage does not align with the deeded acreage. Buyer to perform their own due diligence. DO NOT ENTER PROPERTY WITHOUT PERMISSION OF THE LAND GROUP.

Liberty Road, Federalsburg

Listing courtesy of The Land Group. Contact:

Selling Office: CALLAWAY FARNELL AND MOORE.

25629 Ischer Rd, Federalsburg
$795,000
RARE INVESTMENT!!!! Own your own Mobile Home Park! Park consists of 1 Main House (Brick Rancher) 3 Bed 2 Full Bath PLUS++++ 9 Trailer Lots. Park owns 3 Doublewides and 2 Singlewides. Park leases 2 ground rents and has 2 vacant lots for either ground rent OR place your own Trailers and rent out! Park has 10 Private Septic's and 1 Well House. Many Recent Upgrades!! Wonderful Business opportunity with GREAT Income!! Live & work on your own Property! Over 1700 sq ft Brick Rancher home on 14.7 Mostly Wooded Park Like Acres! Each site is approx. 1/2 Acre. Large Outbuilding with Shed, workshop and Three Open bays for Equipment Storage. Grounds and gardens are beautifully maintained throughout! Only 2 miles to Town, approx. 16 Miles to Easton,25 Miles to Seaford,& 20 minutes to Denton. Within an hour drive to Delaware and Maryland beaches. Don't Pass this one up!

25629 Ischer Rd, Federalsburg

Listing courtesy of Brenton Realty Group. Contact:

Selling Office: Non Subscribing Office.

27518 Possum Hill Rd, Federalsburg
$525,000
4 Beds ⋅ 3 Baths
Situated on 10.2+/- acres with wide-open farm views, this 4-bedroom, 3-bath Cape Cod offers a practical layout and plenty of space to enjoy country living. The main level features a primary suite, an additional bedroom, and a kitchen with stainless steel appliances that opens to the living room. Hardwood floors run throughout the main living areas. Upstairs, you'll find a lounge area, two well-sized bedrooms, and a full bath. Outside, the patio overlooks the surrounding farmland, and a shed provides additional storage. With open acreage and room for a variety of agricultural, recreational, or hobby farm uses, this property offers flexibility in a peaceful rural setting.

27518 Possum Hill Rd, Federalsburg

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

410 Liberty Rd, Federalsburg
$495,000
Great Investment opportunity! Here is your chance to own your own Mobile Home Park which includes 1 Single Family Home 3 Bedrooms ,1 Bath you can reside in OR rent the home out also. Park currently has 10 Trailers that pay Lot Rent. 1 Trailer & 1 Single family Home owned by Park Owner. Total of 12 existing units all on their own Septic's and 1 Well House. (Single family home has Public Water) Park has room for 9 extra lots. (currently vacant) Located within minutes to Downtown Federalsburg which includes Restaurants, shopping and Parks. 1 hour to Bay Bridge, and less than 1 hour to Delaware and Maryland Beaches! Buyer to verify all information with County in regards to current conditions and further expansion. Call for more details.

410 Liberty Rd, Federalsburg

Listing courtesy of Brenton Realty Group. Contact:

Selling Office: National Land Realty, LLC.

2570 Guard Rd, Federalsburg
$470,000
3 Beds ⋅ 2 Baths
Welcome to this 3-bedroom, 2-bathroom home nestled on more than Eight acres of land, offering the perfect blend of comfort, space, and opportunity. The main level features a practical layout with three bedrooms, two full baths, and a warm, inviting living space. Upstairs, you’ll find an unfinished second story, a blank slate ideal for adding extra bedrooms, a bonus room, or a private retreat tailored to your needs. Step outside to enjoy the fenced-in backyard, perfect for pets, play, or gatherings. Car enthusiasts and hobbyists will love the oversized two-car detached garage, providing ample room for vehicles, equipment, and storage. With over Eight acres of land, there’s plenty of space for gardening, recreation, or simply enjoying the peace and privacy of your surroundings. This property is packed with potential—ready for you to make it your own!

2570 Guard Rd, Federalsburg

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Taylor Properties.

5135 Clark Canning House Rd, Federalsburg
$365,900
3 Beds ⋅ 9 Baths
Nestled in the charming community of Federalsburg, this contemporary home offers a perfect blend of comfort and modern living. Built in 2006, this detached residence boasts three spacious bedrooms with all brand new carpeting and two and a half bathrooms, making it an ideal retreat for those seeking a peaceful lifestyle. Step inside to discover a warm and inviting interior, featuring ceiling fans and tasteful window treatments that enhance the natural light throughout the home. The kitchen is equipped with essential appliances, including a cooktop, dishwasher, microwave, and refrigerator, ensuring that meal preparation is a breeze. The exterior of the property is equally impressive, set on a generous 1.84-acre lot that provides ample space for outdoor activities. Enjoy sunny afternoons on the deck or relax on the porch, perfect for sipping your morning coffee or unwinding after a long day. An above-ground personal pool invites you to take a refreshing dip during the warmer months, while additional structures like a shed and storage barn offer practical solutions for all your storage needs. Federalsburg is not just a place to live; it's a community that fosters connection and engagement. Residents benefit from nearby parks, providing green spaces for recreation and relaxation. The local schools are known for their commitment to education, making this area a desirable choice for those who value quality learning environments. With the Federalsburg VFW Boat Ramp just two miles away, water enthusiasts can easily access the river for fishing, kayaking, or simply enjoying the serene views. Public services in the area are reliable, ensuring that residents feel secure and well-supported. The friendly neighborhood atmosphere encourages a sense of belonging, making it easy to meet neighbors and participate in community events. This property is more than just a house; it's a place where memories are made and cherished. Experience the comfort and convenience of living in Federalsburg, where every day feels like a retreat. Don't miss the opportunity to call this lovely home your own!

5135 Clark Canning House Rd, Federalsburg

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Keller Williams Realty.

529 Liberty Rd, Federalsburg
$320,000
4 Beds ⋅ 3 Baths
There's one thing you almost never find at this price point in Caroline County: a full detached living space that's completely finished and ready to use on day one. This one has it. Set on a quiet stretch in Federalsburg, this four-bedroom, three-bath home has been thoroughly updated from top to bottom. Every major system has been replaced within the last ten years. Roof, HVAC, water heater, windows, electrical, plumbing. You're not buying into a project. You're buying into a home that's already done. New flooring and fresh paint run throughout. The kitchen is completely new, the bathrooms are updated, and the appliances have been replaced. The work is clean, and it shows. At 1,608 square feet above grade, the main house is comfortable and functional. The unfinished 1,072 square foot basement gives you room to grow on your own schedule. But the real story here is the detached living space. Fully finished and completely separate from the main house, it's the kind of bonus that changes how you live. Use it as a home office, a studio, an in-law suite, a rental opportunity, or a guest space. Whatever your situation calls for, this space adapts. In this market, at this price, that kind of flexibility is genuinely rare. Step outside and the backyard tells its own story. There's a deck for warm-weather mornings, a hot tub for the evenings, a fire pit for the nights worth stretching out, and a garden bed already waiting. The yard is open and fenced. Functional, private, and built for real use. Location puts you within easy reach of Easton, Denton, Salisbury, and the Delaware beaches without fighting the Bay Bridge. Federalsburg sits squarely in the heart of Maryland's Eastern Shore. Close to enough, quiet enough, and priced in a way that still makes sense. Buyers will find a move-in ready home with serious long-term value paired with the space and flexibility they've been looking for. Either way, this one is worth seeing in person. Schedule your showing today.

529 Liberty Rd, Federalsburg

Listing courtesy of Real Broker, LLC - Annapolis. Contact:

Selling Office: Long & Foster Real Estate, Inc..

3376 Jefferson Pond Rd, Federalsburg
$295,000
3 Beds ⋅ 2 Baths
This beautifully crafted 3 bedroom, 2 bathroom home offers modern living in a sought-after community with a low annual HOA fee of just $200. Step inside to find luxury vinyl plank flooring throughout the main living areas, a spacious open-concept layout, and a stunning kitchen featuring granite countertops, stainless steel appliances, and plenty of cabinet space. Enjoy peace of mind with a 30-year shingle roof, energy-efficient Viwinco windows, and a termite shield for added protection. The exterior boasts a freshly seeded and fertilized yard—ready for your personal touch. Situated on a premium lot that butts up to a large parcel in forest preservation. All backed by a 1-year builder warranty for added confidence in your investment. Don’t miss your opportunity to own a move-in-ready home in Jefferson Run!

3376 Jefferson Pond Rd, Federalsburg

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

2828 Guard Rd, Federalsburg
$285,000
3 Beds ⋅ 2 Baths
Welcome to 2828 Guard Rd in beautiful Federalsburg! If you are looking for peace and serenity and you like to stargaze this property is for you. With the convenience of being within 45 minutes to the eastern shore beaches and parks, 2828 Guard rd offers 1.4 acres of beautiful land surrounded by fields. As you enter the home you will be greeted with open living dining and kitchen . The large kitchen offers plenty of counter top space and storage! Step through the sliding doors off the dining room into your large private deck and enjoy the sunset! 2828 Guard Rd. offers two guest bedrooms and a full bathroom in one wing of the home and a private primary suite with large ensuite and a walk in closet in the opposite wing. This sweet home is ready and waiting for you!!

2828 Guard Rd, Federalsburg

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Keller Williams Realty.

618 Academy Ave, Federalsburg
$280,000
3 Beds ⋅ 1 Baths
One or more photo(s) has been virtually staged. Welcome home! This beautifully cared-for property offers small-town charm with big advantages — no town taxes and only a five-minute walk to the local elementary school. Sitting on a spacious 0.78-acre lot, you'll love the huge backyard, perfect for kids, pets, or backyard cookouts. The large circular driveway provides plenty of parking, and there’s even a storage shed for all your outdoor gear. Inside, you’ll find gorgeous hardwood floors on the first level with two bedrooms and one full bath. Upstairs features another bedroom plus a bonus space, great for a home office, playroom, or cozy hangout. The kitchen shines with white cabinets, stainless steel appliances, and a stylish white subway tile backsplash. The first-floor laundry room has plenty of cabinetry and includes a new washer and dryer. Every inch of this home has been meticulously maintained — move in with confidence and start enjoying right away. Priced under $300,000, this home qualifies for many financing options, including the 0% down USDA loan — making homeownership more attainable than ever! Don’t miss this opportunity to own a well-loved home with great space, a convenient location, and affordable living in Federalsburg.

618 Academy Ave, Federalsburg

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Long & Foster Real Estate, Inc..

306 S Main St, Federalsburg
$270,000
4 Beds ⋅ 2 Baths
Bring Your Fishing Pole! Nestled along the tranquil waters of Marshyhope Creek, this waterfront retreat offers peaceful views and the rare opportunity to fish or kayak directly from your own private shoreline. This charming 2,820 sq. ft. Victorian home features 4 spacious, freshly painted bedrooms and 1.5 baths and is ready for you to add your special touches. Begin your mornings with coffee on the inviting front porch or host memorable gatherings with family and friends in the generous outdoor living space. Inside, the thoughtfully designed layout offers expansive rooms ideal for everyday living and entertaining. Enjoy cozy evenings by the gas fireplace in the living room, relax in the separate family room, or find inspiration in the sun-filled sunroom, perfect for a home office or reading nook. Additional highlights include a dedicated office and flexible living areas that easily adapt to your lifestyle. Ideally located just minutes from a public boat ramp, walking trails, pavilion, playground, and basketball courts, this home is great for nature lovers and those with active lifestyles.

306 S Main St, Federalsburg

Listing courtesy of Keller Williams Select Realtors of Cambridge. Contact:

Selling Office: Brenton Realty Group.

106 University Ave, Federalsburg
$265,900
3 Beds ⋅ 2 Baths
Attention: First time home buyers, looking to Downsize or needing move-in Ready? This home is for you! Well-maintained 3-bedroom, 2-full-bath Rancher offering comfortable one-level living! This inviting home features a Spacious Kitchen and Living room, along with a generously sized primary suite with an ensuite bath and convenient access to the rear yard. Freshly painted and move-in ready. Enjoy outdoor living in the fenced rear yard, complete with a rear patio and firepit—perfect for relaxing or entertaining. A detached 1-car garage with electric provides additional parking and storage. Centrally located and close to grocery shopping, a public boat ramp, and local parks. Enjoy the convenience of being just 42 miles from Delaware beaches and approximately 60 miles to the Bay Bridge, with easy access to tax-free shopping in Delaware. A great opportunity for comfortable living with convenient access to recreation, shopping, and travel. A must-see!

106 University Ave, Federalsburg

Listing courtesy of Keller Williams Select Realtors of Cambridge. Contact:

Selling Office: Keller Williams Select Realtors of Annapolis.

207 Bloomingdale Ave, Federalsburg
$240,000
3 Beds ⋅ 2 Baths
Discover this inviting 3-bedroom, 2-bath home on a 0.27-acre lot in the heart of Federalsburg. Enter to a spacious living room filled with natural light and a cozy fireplace, perfect for relaxing or entertaining. Adjacent, the family room features stunning wood-paneled walls, built-in shelving, a second fireplace, and access to both the outdoors and the kitchen and dining areas, creating a seamless flow throughout the home. The kitchen is equipped with generous cabinetry, providing ample storage and functionality. Two generously sized bedrooms include a primary bedroom with abundant natural light and built-in storage. A bright sunroom adds extra living space, ideal for morning coffee or quiet relaxation. Outside, enjoy a detached garage and a covered carport, offering plenty of parking and storage options. Situated in a welcoming community, this home is close to local shops, parks, and recreational amenities, providing both convenience and charm. With its blend of character, functionality, and comfort, this property is ready to become your next home.

207 Bloomingdale Ave, Federalsburg

Listing courtesy of The Parker Group. Contact:

Selling Office: Fairfax Realty Premier.

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