Federalsburg Homes under $500,000

Federalsburg Homes under $500,000

Welcome to Federalsburg, Maryland, a charming small town nestled in the heart of Caroline County. With a rich history and a warm, welcoming community, Federalsburg offers a unique blend of rural charm and modern conveniences, making it an ideal place to call home.

As you explore this delightful town, you’ll find a variety of amenities that cater to both families and individuals alike. From local parks and recreational facilities to quaint shops and eateries, there’s always something to enjoy. The picturesque landscapes surrounding the town provide ample opportunities for outdoor activities, whether it’s hiking, biking, or simply enjoying a leisurely stroll along the scenic streets.

For those seeking affordable housing options, Federalsburg is a hidden gem. With homes available under $500,000, you can find a range of properties that suit your needs and budget. Whether you’re looking for a cozy single-family home, a charming bungalow, or a spacious townhouse, the real estate market here offers diverse choices to fit your lifestyle. Many of these homes boast beautiful yards and are located in friendly neighborhoods, perfect for creating lasting memories.

Federalsburg is not just a place to live; it’s a community where you can truly thrive. With its affordable housing, welcoming atmosphere, and rich local culture, it’s no wonder that more people are discovering the joys of life in this delightful Maryland town. Come and explore Federalsburg—your dream home awaits!

Newest Federalsburg Homes under $500,000

3325 Sharon Ct, Federalsburg
$335,000
3 Beds ⋅ 2 Baths
Welcome to 3525 Sharon Court, a well-maintained home offering comfortable living spaces, thoughtful updates, and an inviting outdoor setup in Federalsburg, Maryland. The main level features a spacious living room with LVP flooring that continues into the kitchen and dining area. The updated kitchen offers quartz countertops, a large island, soft-close cabinetry and drawers, pantry storage, and newer appliances including a dishwasher, electric range, and built-in microwave. Sliding doors lead to the rear deck, while a convenient half bath completes the main level. Upstairs, you'll find three bedrooms with carpeting and ample closet storage, along with a shared full bathroom featuring a tub/shower and updated finishes. A laundry closet with hookups is located in the hallway, and an attic access panel provides additional storage potential. Recent improvements include a new heat pump, new LVP and carpet flooring, updated bathroom, newer kitchen appliances, exterior lighting, and new receptacle covers and switches. Outside, enjoy a tree-lined yard with partial wood fencing and an expansive outdoor living area designed for entertaining and relaxing. The rear deck features a pergola, while a gazebo with a patio and grill provides additional space for gatherings. An above-ground pool, storage shed, and gravel driveway add to the functionality of the property. Located in Federalsburg, this home offers convenient access to MD Routes 313 and 318, connecting to surrounding Eastern Shore communities. Local recreation includes Federalsburg Marina & Recreation Park and the Marshyhope Hike and Bike Trail, while Tuckahoe State Park offers boating, fishing, hiking, biking, and equestrian trails nearby. Some Images have been Virtually Staged

3325 Sharon Ct, Federalsburg

Listing courtesy of Keller Williams Realty. Contact:

215 N Main St, Federalsburg
$215,000
3 Beds ⋅ 2 Baths
Welcome to this charming 3BR/2BA classic Craftsman. Pull into the driveway and make your way to the covered front porch and the door to your forever home. Step inside to discover a home filled with original character, including beautiful original hardwood floors throughout. The main level showcases the traditional layout and timeless charm of a Craftsman, featuring a spacious living room that flows seamlessly into the dining room and kitchen. Just off the dining area is a cozy cabin-style room, offering incredible versatility as a family room, home office, or guest bedroom. This space also provides convenient access to a full bathroom featuring a walk-in shower. Upstairs, you'll find two spacious secondary bedrooms and a large primary bedroom filled with abundant natural light. The bedrooms share a full bathroom. The unfinished lower level offers laundry, ample storage, and plenty of room to create additional living space. Outside, the expansive lot provides abundant green space and endless possibilities, making this classic Craftsman a wonderful place to call home. Within the past six years, the home has benefited from several updates, including a new roof and multiple split HVAC units. The main unit can expand the system to accommodate up to three additional units, providing flexibility for future needs. This home also includes a Rinnai tankless hot water heater (2018). From the main floor, step outside onto a large wood deck that leads down to the expansive lot, offering abundant green space and so many possibilities. This home is ideal for any new homeowner and is located in a beautiful neighborhood with convenient access to shopping, restaurants, and commuter routes. Seller is also willing to cover up to 50% of Buyer's Closing Costs!

215 N Main St, Federalsburg

Listing courtesy of LPT Realty, LLC. Contact:

25699 Auction Rd, Federalsburg
$440,000
4 Beds ⋅ 2 Baths
This 17 acre farmette located just minutes from Federalsburg with proximity to Easton and the MD/DE beaches offers a remodeled bungalow with numerous upgrades. The cropland is currently under cultivation by a local farmer and there are several outbuildings on the property. Electric service has been upgraded to 200 amp and Choptank Electric Coop offers fiber optic. While the improvements are vast, the property is being sold "As Is".

25699 Auction Rd, Federalsburg

Listing courtesy of Benson & Mangold, LLC. Contact:

104 University Ave S, Federalsburg
$249,000
3 Beds ⋅ 1 Baths
Completely transformed from top to bottom, 104 S University Ave is the definition of move-in ready! This beautifully updated home features luxury vinyl plank flooring throughout, custom built-ins in the living room, and countless upgrades that allow you to move in with confidence. Step outside to enjoy the large fenced backyard, a newly sealed driveway, and a detached one-car garage with a finished bonus room that's perfect for a home office, gym, hobby space, or extra storage. With major mechanical updates already completed and every detail thoughtfully refreshed, all that's left to do is unpack and make yourself at home!

104 University Ave S, Federalsburg

Listing courtesy of Keller Williams Realty. Contact:

2766 Veterans Dr, Federalsburg
$299,900
2 Beds ⋅ 1 Baths
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

Listing courtesy of Benson & Mangold, LLC. Contact:

310 Central Ave, Federalsburg
$95,000
3 Beds ⋅ 2 Baths
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

Listing courtesy of R&R Executive Realty. Contact:

310 Park Ave, Federalsburg
$199,000
2 Beds ⋅ 2 Baths
This charming farmhouse-style home, built in 1904 has undergone a major renovation in 2026. With 812 square feet of thoughtfully designed living space, this delightful residence features two cozy bedrooms and one and a half bathrooms, making it an ideal retreat for those seeking comfort and style. Step inside to discover a beautifully updated interior adorned with luxury vinyl plank flooring, providing both elegance and durability. The heart of the home is the well-appointed kitchen, equipped with essential appliances including a built-in microwave, range, dishwasher, and refrigerator, ensuring meal preparation is a breeze. A convenient stacked washer and dryer on the main floor adds to the home's practicality. Nestled on a generous 0.17-acre lot that backs to trees, this property offers a peaceful outdoor setting perfect for relaxation or entertaining. Parking is hassle-free with a driveway and on-street options available. Experience the charm and warmth of this inviting property, where every detail has been considered for your comfort and enjoyment. Don't miss the opportunity to make this house your home!

310 Park Ave, Federalsburg

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

104 Charlotte Ave, Federalsburg
$479,000
3 Beds ⋅ 3 Baths
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

Listing courtesy of Benson & Mangold, LLC. Contact:

122 Julie Ln, Federalsburg
$220,000
3 Beds ⋅ 3 Baths
Welcome to this beautifully maintained newer town home that has been virtually staged was built in late 2025, in the charming Riverwalk community of Federalsburg. Offering 3 bedrooms, 2.5 bathrooms, and modern construction, this home combines today's sought-after finishes with the warmth and small-town charm that make Maryland's Eastern Shore such a desirable place to call home. Close to Federalsburg Community Park & Marina, as well as walking Trails. Whether you're a first-time home buyer, looking to downsize, or searching for a newer home with minimal maintenance, this Riverwalk townhome offers exceptional value in a growing community. Experience modern construction, comfortable living, and the lifestyle that makes Federalsburg one of the Eastern Shore's best-kept secrets. Schedule your private tour today and discover why so many are choosing to call Riverwalk home.

122 Julie Ln, Federalsburg

Listing courtesy of Remax Vision. Contact:

104 Chambers St, Federalsburg
$315,000
3 Beds ⋅ 3 Baths
Ready to own without the stress? The seller just made it even easier. This fully renovated home is one your friends will be drooling over. And here's the best part: the seller is willing to negotiate an interest rate buydown with you, which means a lower monthly payment and less financial stress. Move in and start your life, not your renovation. The kitchen steals the show: soft-close navy cabinets with gold hardware and quartz countertops, stainless steel appliances, a deep kitchen sink, stylish floating shelves, and a crisp white tile backsplash. It's the kind of space that makes cooking and gathering feel effortless. Your first-floor primary bedroom is your sanctuary: walk-in closet, walk-in tile shower that feels like a spa, beautiful quartz vanity. Wide plank LVP flooring keeps the whole home feeling fresh and connected. The two-car detached garage is insulated, has electric, and includes a storage room—practical space that actually works. The 0.325-acre lot sits across from Chambers Park, where you can enjoy a ball game, walking path, or tennis courts. Paved driveway, plenty of parking. This is what move-in ready actually feels like: fully updated, thoughtfully finished, zero projects waiting. And a seller who's willing to work with you on the numbers. Just unpack and live.

104 Chambers St, Federalsburg

Listing courtesy of Benson & Mangold, LLC. Contact:

163 Riverwalk Ter, Federalsburg
$228,000
3 Beds ⋅ 3 Baths
This lovely end-unit condo has units on the left side but no units on the right side, offering more quietness and privacy. This beauty has comfort of "home" written all over. Featuring 3 good-sized bedrooms; a convenient half-bath is located on first level. The kitchen is very well designed with lots of beautiful cabinets and countertops. Bright open floor plan offering ease of flow for the kitchen, living room, and dining areas. The primary bedroom has a great walk-in closet and its en suite bathroom. Walking trails nearby is a wonderful way to get exercise and enjoy the outdoors. Located not far from shopping. Come see this beauty today and be glad you did -- you will be very impressed with its easy flow, open floor plan and the condition of everything from top to bottom, like brand new!! Come see for yourself - schedule appointment today.

163 Riverwalk Ter, Federalsburg

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

129 Bloomingdale Ave, Federalsburg
$299,900
3 Beds ⋅ 2 Baths
Seller concession of $5,000 available to assist with buyer’s closing expenses or rate buy-down! MOTIVATED SELLERS! Welcome home to this beautifully updated 3-bedroom, 2-bath ranch offering over 2,000 square feet of comfortable living space. Thoughtfully improved throughout, this home features stylish board-and-batten accents, quartz countertops, and a functional layout designed for everyday living and entertaining. Enjoy generous-sized bedrooms, a spacious second living area, and plenty of room to spread out. Step outside to relax on the screened side porch or entertain from the patio overlooking mature trees that provide a peaceful, private backdrop. The partially fenced yard is ideal for pets, while the above-ground pool offers the perfect place to cool off during the summer months. Additional highlights include a roof that is less than 10 years old, attractive finishes throughout, and a property that combines charm, comfort, and outdoor enjoyment. Move-in ready and full of character, this Federalsburg gem is one you won't want to miss!

129 Bloomingdale Ave, Federalsburg

Listing courtesy of Coldwell Banker Realty. Contact:

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