Refine Search
Map
Sort by
$287,000
3 Beds ⋅ 2 Baths ⋅ MDCM2006572 MLS
Welcome to 130 Charlotte Avenue in Federalsburg, Maryland—a well-appointed home offering three bedrooms, two full baths, and an attached two-car garage with a versatile bonus room above, ideal for a home office, gym, or guest space. Tucked away at the end of a quiet cul-de-sac, this property provides private outdoor enjoyment while remaining conveniently located for an easy commute to Seaford and Dover, Delaware, as well as Salisbury, Maryland. Enjoy small-town charm with the added bonus of being just a short drive from the beaches, shopping, and dining of Rehoboth Beach.

130 Charlotte Avenue, Federalsburg
$2,500
MDCM2007756 MLS
ONLINE REAL ESTATE AUCTION TO THE HIGHEST BIDDER OVER $2,500!! Online Bidding Opens - Tuesday, September 15, 2026. Bidding Closes - Thursday, September 17, 2026 at 12:00 PM. List price is opening bid only. Unimproved parcel comprising 0.459 ± acres in Federalsburg, Caroline County. The parcel is primarily surrounded by the State owned Idylwild State Wildlife Management Area. The secluded lot is proximate to both Delaware, downtown Federalsburg, and other surrounding towns. The auction provides an opportunity to acquire an almost half acre rural parcel surrounded by State-preserved land. Full auction terms of sale below.

Houston Branch Rd, Federalsburg
$309,000
2 Beds ⋅ 1 Baths ⋅ MDCM2007726 MLS
Across from the boat ramp and water view of 3 ponds on the property! Outdoor enthusiasts, nature lovers, and adventure seekers — welcome to your dream retreat. This one‑of‑a‑kind property offers an extraordinary blend of privacy, recreation, and natural beauty that is nearly impossible to find elsewhere. Set on gently rolling terrain overlooking multiple deep‑water ponds, this property delivers exceptional fishing, peaceful kayaking, scenic hiking trails, and endless opportunities to observe local wildlife. Deer roam the back woods, birds frequent the water’s edge, and the entire landscape offers a sense of tranquility that feels worlds away — yet still close to everything you need. The property also includes a 2‑bedroom home (possibly a 3rd). Enjoy all the benefits of living near the water without the added taxes of owning water‑privileged property. Recent enhancements include a charming decorative three‑rail fence and a privacy fence accented with topiary evergreens, adding both character and curb appeal. With its natural setting and recreational features, this property is perfectly suited for those seeking adventure or considering investment potential such as cabin rentals or VRBO. The possibilities are wide open. Just a quarter mile away, you’ll find two boat ramps, a pavilion picnic park, an additional launch area, playground, splash pad, basketball courts, river trails, an electric vehicle charging station, and more — making this location even more desirable for outdoor enjoyment. Don’t miss this rare opportunity. Schedule your visit and experience firsthand the peace, beauty, and uniqueness of this exceptional property. It truly is a retreat like no other.

2766 Veterans Dr, Federalsburg
$260,000
3 Beds ⋅ 2 Baths ⋅ MDCM2007266 MLS
Coming Soon! Prepare to be impressed by this stunning, top-to-bottom transformation. This home has been thoughtfully expanded with a brand-new second floor featuring a private primary suite, a dedicated laundry room, and a total of 3 spacious bedrooms and 2 modern baths. The main level shines with all-new LVP flooring, a modern kitchen boasting sleek new cabinetry, granite countertops, and stainless steel appliances. Cute screened front porch. Complete with fresh landscaping and a detached garage, this move-in-ready gem offers the perfect blend of style and function.

311 Maple Avenue, Federalsburg
$205,000
2 Beds ⋅ 2 Baths ⋅ MDCM2007412 MLS
NEWLY RENOVATED HOME ON CORNER LOT!!! NEW ROOF!!! NEW WINDOWS!!! NEW HVAC!!!! NEW FLOORING THROUGHOUT!!! NEW KITCHEN CABINETS!!! NEW STAINLESS APPLIANCES!!! NEW GRANITE COUNTERTOPS!!! TWO COMPLETELY NEW RENOVATED BATHROOMS!!! WASHER/DRYER!!! LARGE DECK OFF THE KITCHEN!!! TWO SHEDS!!! GO SEE THIS HOME TODAY!!!

112 Vernon Avenue, Federalsburg
$95,000
3 Beds ⋅ 2 Baths ⋅ MDCM2007584 MLS
Excellent investment opportunity! Over 1/4 acre lot. Home needs TLC. Partial owner financing available. Call for more info. This deal will not last long. Grab it while you have the chance!

310 Central Ave, Federalsburg
$479,000
3 Beds ⋅ 3 Baths ⋅ MDCM2007534 MLS
Custom Brick Rancher with 2500 sq ft of living space sitting on over half an acre just outside of downtown Federalsburg overlooking Chambers Park is waiting for you to come see to appreciate. Owners have done many improvements and upgrades to the property, but left some of it's timeless charm. New carpet has been installed on the porch, breakfast nook, and family room July 2026, new windows 2026, New refrigerator July 2026, new HVAC 2021, 3yr old whole house water treatment with R/O system, and a 40 breaker 4D electrical panel is new, too! With a mix of formal rooms and recreation areas all off the kitchen, but split from the generously sized Bedrooms, you will have no problem entertaining all year round. 2 Sheds, both with electric, one with garage door and workbenches help with all those indoor and outdoor projects. 3rd full bath is off the enclosed sunporch for ease of use from multiple areas and outside. In addition to Chambers Park the Federalsburg Park and Marina is just down the road for added recreation, along with shopping and restaurants in Federalsburg, Easton, Preston, or just over into Delaware not to mention multiple Beaches in both MD and DE that are close enough to spend the day and come back home. Don't miss your opportunity to see this one and call it yours!

104 Charlotte Ave, Federalsburg
$2,500,000
4 Beds ⋅ 5 Baths ⋅ MDCM2006946 MLS
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 Road, Federalsburg
$280,000
3 Beds ⋅ 1 Baths ⋅ MDCM2006942 MLS
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 Avenue, Federalsburg
$230,000
4 Beds ⋅ 2 Baths ⋅ MDCM2007080 MLS
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 Avenue, Federalsburg
$320,000
4 Beds ⋅ 3 Baths ⋅ MDCM2007076 MLS
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 Road, Federalsburg
$195,000
3 Beds ⋅ 1 Baths ⋅ MDCM2006812 MLS
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 Lane, Federalsburg
$225,000
4 Beds ⋅ 1 Baths ⋅ MDCM2007108 MLS
4 bedrooms 1 bathroom bungalow being sold "AS IS". 16,700 sq. ft. lot with detached garage. Priced to Sell. Updated 200. amp electric service.

5258 Preston Rd, Federalsburg
$269,000
3 Beds ⋅ 2 Baths ⋅ MDCM2006934 MLS
Welcome to this beautifully renovated home in the heart of Federalsburg! Every detail has been thoughtfully updated, blending modern finishes with timeless charm. Enjoy a bright and inviting layout, a stylish kitchen with updated features, and refreshed living spaces perfect for both relaxing and entertaining. Recent improvements provide peace of mind, while the overall design offers move-in-ready convenience. This home is a must-see! Home has been inspected. Home inspection report is in the MLS docs as well as the invoice for the pellet stove inspection/cleaning.

311 Holt Street, Federalsburg
$90,000
3 Beds ⋅ 2 Baths ⋅ MDCM2006738 MLS
Federalsburg - can be used as office on first floor and apartment on second floor ; or as single family.

103 S Main Street, Federalsburg
$115,000
4 Beds ⋅ 2 Baths ⋅ MDCM2006212 MLS
Traditional Victorian. 4 bedrooms, 1 1/2 baths, basement, attic, wraparound porch. Sold as is. Cash or conventional financing. Estate of Bonnie Jefferson.

208 Main Street, Federalsburg
$365,900
3 Beds ⋅ 9 Baths ⋅ MDDO2010852 MLS
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 Road, Federalsburg
$125,000
2 Beds ⋅ 1 Baths ⋅ MDCM2006626 MLS
This charming 1940 bungalow in the desirable Federalsburg area presents a unique investment opportunity. With a total finished area of 1,230 sq. ft. , this property features 2 bedrooms and 1 full bathroom, making it an attractive option for rental income or resale potential. Estate sale, property is being sold "as-is". No repairs, and contents included to be removed at the expense of the buyer. The home is equipped with essential appliances, including an electric oven/range, refrigerator, and a stacked washer/dryer, providing immediate functionality for tenants or future owners. Roof just replaced approximately 2-3 years ago. The interior boasts a mix of carpet, hardwood, and luxury vinyl plank flooring, offering a blend of comfort and durability. While the property is currently in below-average condition, this presents a prime opportunity for value-add renovations. Investors can capitalize on cosmetic upgrades to significantly increase property value and rental rates. The exterior features a driveway, providing off-street parking. . Don't miss the chance to transform this bungalow into a profitable asset.

311 Maple Avenue, Federalsburg
$299,000
2 Beds ⋅ 2 Baths ⋅ MDCM2006634 MLS
Back on the market, buyer didn't qualify for their loan. Welcome to 211 Bloomingdale Ave. This custom‑built Brick Williamsburg‑style colonial showcases true craftsmanship, featuring beautiful hardwood floors throughout, custom built‑ins, and detailed moldings. The spacious living room offers an inviting wood‑burning fireplace, while the large great room with its vaulted ceiling provides flexible living space and could easily be converted into a third bedroom if desired. The bright, well‑appointed kitchen is ideal for anyone who loves to cook, offering ample room for a kitchen table and direct access to a separate formal dining room—perfect for hosting guests. A convenient half bath is located on the main level, with a full bath upstairs along with two generously sized bedrooms and a large walk‑in storage area. Outside, a concrete driveway leads to an attached garage. There is a brick walkway from house to the town sidewalk. Spacious private backyard with mature trees and a newer roof. This home is truly move‑in ready and waiting for you to enjoy.

211 Bloomingdale Ave, Federalsburg
$115,000
3 Beds ⋅ 1 Baths ⋅ MDCM2006130 MLS
Discover the charm and potential of 311 Holt Street—a 2-story, 3-bedroom, 1-bath home that’s an incredible find in today’s market! Whether you’re a first-time buyer, an investor, or someone who loves a great deal, this property offers a fantastic opportunity to own a piece of Maryland’s Eastern Shore.

311 Holt Street, Federalsburg
$240,000
4 Beds ⋅ 2 Baths ⋅ MDCM2006108 MLS
Newly renovated 4 bedroom, 1.5 bath. Large back yard with large shed and mostly new fence. New central heat and air, new roof, new flooring and paint throughout; new kitchen appliances; new countertop and sink; new hot water heater. Large basement with two extra storage rooms. Home still retains many original features, lovely molding and stair, great back yard; good condition. Listing Agent is Owner, call with any questions. Thank you for showing.

317 W Central W Avenue, Federalsburg
$185,000
2 Beds ⋅ 1 Baths ⋅ MDCM2006372 MLS
Charming Home close to downtown amenities and Tax Free Shopping. This delightful low maintenance home features two beds, 1 bath, large detached garage and ample backyard space. Energy Efficient Solar panels allow you to basically live there for free with no utitlity bills, and get paid to live there. Easy one level living with walk in shower and rear exterior ramp allows easy entry for all. Quiet community. New roof in 2009

311 Reliance Avenue, Federalsburg
$175,000
2 Beds ⋅ 1 Baths ⋅ MDCM2005550 MLS
FRESHLY PAINTED AND READY TO MOVE IN- -- Large Lot! Must See if you are looking for a bit of privacy with in-Town living and a VERY Large Shop; insulated steel building with electric and 2 bays behind the house (separate meter). Great for small business owner shop or hobbyist. Cottage style home, 2 bedrooms, 1 bath, Open Floor plan to living room. Close to waterfront for fishing or access to the Trail. Whether its your first home, downsizing or an investment, this property is priced right for all.

213 Central Avenue, Federalsburg
$199,900
3 Beds ⋅ 2 Baths ⋅ MDCM2006326 MLS
Three Bedroom, 1 and a half bathrooms, located on a quiet county road. This house has been freshly painted inside and outside, new LVP flooring installed throughout the house, all interior doors have been replaced with white six panel doors and new light fixtures in each room. New washer/dryer and refrigerator installed, heat pump is 1 year old, and there is a 22 kw Generac generator as a backup power supply. No town Taxes and only minutes away from tax free shopping.

26606 Idlewild Rd, Federalsburg
$245,000
4 Beds ⋅ 3 Baths ⋅ MDCM2005564 MLS
JUST REDUCED, WHAT A DEAL! Square footage is not reflected correctly, please confirm square footage the estimate is 1190. This listing including , the adjacent lot (property ID-05-0159272). Charming 4 bedroom, 3 full bath home sits up on a hill over looking open space. The kitchen and living area are a nice open floor plan, with a bonus area for reading or office area. Up-date kitchen with large island in granite., with stainless appliances. Back yard has a one car garage and a shed. This is a lot of property for the value.

210 Denton Road, Federalsburg
$240,000
2 Beds ⋅ 1 Baths ⋅ MDCM2006020 MLS
Complete rehab house, metal roof, new kitcen, new windows bounus room in attic

4539 Houston Branch Road, Federalsburg
$100,000
3 Beds ⋅ 2 Baths ⋅ MDCM2005656 MLS
A diamond in the rough that you can make your own. Charming 1423 Sq Ft. Colonial home on Reliance Ave in Federalsburg with open views overlooking the river. Needing some TLC, spacious bedrooms, 1.5 baths, front porch, large driveway for parking and 2 car detached garage (with electric). A large loft room above with outdside stairs. Thoughtful details throughout. Partially renovated, replacement windows throughout, priced to sell quickly.

103 Reliance Avenue, Federalsburg
$320,000
3 Beds ⋅ 1 Baths ⋅ MDCM2005712 MLS

3880 Laurel Grove Road, Federalsburg
$429,000
3 Beds ⋅ 1 Baths ⋅ MDCM2005738 MLS
Nothing but wide open spaces at 25612 Auction Rd! This 3 bedroom 1 full bath rancher sits on 1.26 acres with a beautiful country setting just on the Denton line. Featuring a paver patio, bonus room, pellet stove, LVP flooring, updated kitchen with granite countertops, attached oversized garage. The 40x50 pole building with 12 ft doors has space for your camper, boat, 4 wheelers & then some! Schedule your showing today!

25612 Auction Road, Federalsburg
$405,000
4 Beds ⋅ 3 Baths ⋅ MDDO2009302 MLS
Totally Renovated 4-Bedroom Home with Massive 3,000+ Sq Ft Outbuilding & Gorgeous Outdoor Living Welcome to 6749 Eldorado Road, Federalsburg, MD – a stunning, fully renovated 4-bedroom, 2.5-bath home that perfectly blends modern comfort with country charm. Situated on a spacious lot , this property boasts a beautifully updated interior, a huge 3,000+ sq ft outbuilding, and incredible outdoor living spaces designed for relaxation and entertaining. Step inside to find a bright and open floor plan featuring fresh finishes throughout—new flooring, updated bathrooms, and a stylish kitchen with modern appliances and fixtures. The home offers a flowing layout perfect for everyday living and hosting guests, you’ll find four generously sized bedrooms and ensuite. Outside, enjoy peaceful mornings and summer evenings in the gorgeous screened-in porch or on the large deck overlooking the backyard. Whether you're sipping coffee, dining al fresco, or entertaining friends, the outdoor space is sure to impress. The massive outbuilding offers endless possibilities—ideal for a workshop, storage, home-based business, perfect for car enthusiasts, or creative studio. With over 3,000 sq ft, it’s a rare find with incredible potential. This move-in-ready gem offers modern living with room to grow. New Roof, New HVAC 40 min rehoboth, 60 miles OC, 10 mins from town stores, 30 mins from Salisbury!

6749 Eldorado Road, Federalsburg