Refine Search
Sort by
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.

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..

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..

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.

302 Vernon Ave, Federalsburg
$230,000
3 Beds ⋅ 1 Baths
Fully Updated & Move-In Ready: Charming Corner-Lot Bungalow Near Downtown! Property Overview Welcome to 302 Vernon Ave, a charming and beautifully refreshed 3-bedroom one bath bungalow that is completely move-in ready! The loft is currently set up for a bed room, but could easily be used as an office or rec room. Situated on a desirable corner lot close to downtown Federalsburg, this home perfectly blends classic bungalow character with extensive modern updates. The property boasts a beautifully landscaped yard that elevates its exceptional curb appeal. Every major system has been recently upgraded, offering the next homeowner ultimate peace of mind and years of maintenance-free living. Key Upgrades (Completed 2023–2025)

302 Vernon Ave, Federalsburg

Listing courtesy of Benson & Mangold, LLC. Contact:

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

121 E Central Ave, Federalsburg
$230,000
4 Beds ⋅ 2 Baths
Step into the timeless charm of 121 E Central Avenue, a stately four-bedroom, two-full-bathroom residence that perfectly captures the essence of classic Eastern Shore living. Situated in the heart of Federalsburg, this home makes a grand first impression with its expansive wrap-around front porch, offering the ideal vantage point to enjoy refreshing breezes and peaceful water views of the nearby Marshyhope Creek. The exterior's crisp white siding and traditional architecture reflect a sense of enduring character that continues the moment you cross the threshold. Inside, the home unfolds into a series of impressively large rooms characterized by soaring ceilings and rich wood floors that run throughout the main living areas. The formal dining room, bathed in natural light from generous windows, provides an elegant space for hosting large gatherings, while the spacious kitchen combines functionality with a bright, airy atmosphere featuring white cabinetry and modern stainless steel appliances. Adjacent to the main living spaces, the entryway showcases a beautiful staircase with a striking black banister, further highlighting the home's historic appeal and attention to detail. Comfort meets versatility across the two levels of this residence, with four well-proportioned bedrooms providing ample space for family, guests, or a dedicated home office. The two full bathrooms are conveniently situated to serve the household with ease. Beyond the interior, the property extends into a level, fenced-in backyard that offers a secure and private retreat for outdoor activities, gardening, or relaxing under the shade of mature trees. With its blend of historic charm, generous square footage, and a prime location near the water, this Federalsburg gem is ready to welcome its next chapter.

121 E Central Ave, Federalsburg

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: LPT Realty, LLC.

27320 Chipmans Ln, Federalsburg
$195,000
3 Beds ⋅ 1 Baths
SELLERS ARE MOTIVATED Charming country rancher with peaceful farmland views! Welcome to 27320 Chipmans Lane in Federalsburg, MD—this quaint 3-bedroom, 1-bath home offers a great blend of comfort, updates, and rural tranquility. Situated on over 1/3 of an acre, this home features a beautifully updated bathroom, a newer roof (just a few years old), and a brand new well—providing peace of mind for years to come. Inside, you’ll find a cozy and functional layout that’s perfect for everyday living. The full unfinished basement offers excellent potential to expand your living space—ideal for a future family room, home gym, or additional storage. Step outside and enjoy the spacious backyard, perfect for entertaining, relaxing, or simply taking in the scenic surrounding farmland views. The septic system is original yet functioning, and the home may require updates or improvements depending on buyer preferences. Due to the age and condition, this property may be best suited for cash or conventional financing. If you’ve been looking for a home with country charm, solid potential, and room to grow, this is one you won’t want to miss!

27320 Chipmans Ln, Federalsburg

Listing courtesy of Taylor Properties. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty - OP.

221 Denton Rd, Federalsburg
$185,000
3 Beds ⋅ 2 Baths
Priced to Sell! Welcome to this Fully Updated Colonial on a .37 Acre Lot, Offering Modern Finishes and Move-In Ready Comfort. The Home Features a Stunning Open Kitchen (2025 Remodel) with New Cabinets, Quartz Counters, Tile Backsplash, and Stainless Steel Appliances, Perfect For Cooking and Entertaining. Enjoy Remodeled Bathrooms, New Flooring, New Lighting, and Custom Interior Paint Throughout for a Fresh, Contemporary Feel. Other Major Improvements Include New HVAC and Ductwork (2025), Updated Electrical (2025), and New Water Heater (2025), Providing Peace of Mind for Years to Come. Relax on the Covered Front Porch, Ideal for Morning Coffee or Evening Enjoyment. A Beautiful Blend Of Style, Quality, and Convenience. Hurry This Will Not Last!

221 Denton Rd, Federalsburg

Listing courtesy of ANR Realty, LLC. Contact:

Selling Office: Real Broker, LLC - Annapolis.

316 Liberty Rd, Federalsburg
$90,000
1 Beds ⋅ 1 Baths
Nestled in the charming TOWN OF FEDERALSBURG, this exquisite bungalow, built in 1930, seamlessly blends timeless elegance with modern comforts. This delightful residence invites you to experience a lifestyle of warmth and sophistication, perfect for those seeking a serene retreat. As you approach the property, the classic vinyl siding and inviting front entry beckon you inside. Step into a cozy yet spacious living area that radiates charm, featuring abundant natural light that dances across the room. The thoughtful layout enhances the sense of space, making it ideal for both relaxation and entertaining. The heart of the home is a well-appointed kitchen, ready for culinary adventures. With ample counter space and a layout designed for efficiency, this kitchen is perfect for creating memorable meals. The adjoining dining area offers a picturesque setting for intimate dinners or lively gatherings with friends. Retreat to the tranquil bedroom, a sanctuary designed for rest and rejuvenation. The full bathroom, elegantly designed, provides a spa-like experience, ensuring comfort and convenience. Every corner of this home exudes a sense of care and attention to detail, making it a true haven. Outside, the property boasts a detached garage, providing both functionality and additional storage. The driveway and on-street parking options ensure that guests are always welcome. The surrounding area is rich with local charm, offering a peaceful atmosphere while still being conveniently located near essential amenities. Imagine sipping your morning coffee on the porch, surrounded by the beauty of nature, or enjoying a leisurely stroll through the picturesque neighborhood. This home is not just a place to live; it's a lifestyle choice that embraces comfort, community, and the joy of home. With its unique character and inviting ambiance, this bungalow is a rare find in today's market. Experience the perfect blend of classic charm and modern convenience in a home that truly feels like a retreat. Don't miss the opportunity to make this enchanting property your own and enjoy the exclusive lifestyle it offers.

316 Liberty Rd, Federalsburg

Listing courtesy of Marshy Hope Realty LLC. Contact:

Selling Office: Benson & Mangold, LLC.

507 W Central Ave, Federalsburg
$37,000
Discover a unique opportunity to create your dream home on this spacious 0.34-acre parcel of land, nestled in a serene suburban setting. This property offers a blank canvas for your vision, allowing you to design a residence that perfectly suits your lifestyle and preferences. Imagine waking up each day to the gentle sounds of nature, with the peaceful ambiance of a suburban neighborhood surrounding you. The lot is thoughtfully positioned to provide a pleasant street view, enhancing the charm of your future home. With ample space to build, you can incorporate all the features you desire, from expansive outdoor living areas to a beautifully landscaped garden. Enjoy the benefits of a quiet community while being just a short drive away from local amenities, shopping centers, and recreational facilities. This area is ideal for those who appreciate a slower pace of life without sacrificing access to essential services and entertainment options. The possibilities are endless, allowing you to tailor your living space to meet your needs and aspirations. This property is not just a piece of land; it's an invitation to build a sanctuary where memories will be made. Seize this opportunity to invest in a piece of land that promises not just a home, but a lifestyle. Whether you're looking to build your forever home or a rental home, this property is ready for your vision. Embrace the potential and start planning your future in this suburban oasis. Public Water and sewer already in place with the town of Federalsburg! This property does flood occasionally and would need to be regraded for proper use.

507 W Central Ave, Federalsburg

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Coldwell Banker Realty.

How much is your home worth?

Get instant property value now!