Federalsburg Real Estate

Federalsburg Real Estate

Welcome to Federalsburg, a charming gem nestled in Caroline County, Maryland. This quaint town, steeped in history and community spirit, offers a unique blend of small-town charm and modern conveniences. With its picturesque landscapes and friendly atmosphere, Federalsburg is the perfect place to call home.

As you stroll through the tree-lined streets, you'll discover a tight-knit community where neighbors become friends and local businesses thrive. The town boasts a rich heritage, evident in its historic architecture and vibrant cultural events. Federalsburg is known for its annual festivals, where residents gather to celebrate the seasons with food, music, and camaraderie.

Nature enthusiasts will appreciate the beautiful parks and recreational areas that surround the town. The nearby Choptank River provides ample opportunities for fishing, kayaking, and enjoying the great outdoors. Families will find an array of activities for all ages, from playgrounds to sports leagues, ensuring that everyone has a chance to engage and connect.

Federalsburg is conveniently located, offering easy access to larger cities while maintaining its serene, rural ambiance. With a variety of housing options, from charming single-family homes to modern townhouses, there's something for everyone in this welcoming community.

Whether you're seeking a peaceful retreat or a vibrant community to grow in, Federalsburg is a place where memories are made and dreams come true. Come explore this delightful town and see for yourself why so many are proud to call Federalsburg home!

Newest Listings in Federalsburg

215 N Main St, Federalsburg
$225,000
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.

215 N Main St, Federalsburg

Listing courtesy of LPT Realty, LLC. 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:

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:

5258 Preston Rd, Federalsburg
$225,000
4 Beds ⋅ 1 Baths
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

Listing courtesy of Marshy Hope Realty LLC. Contact:

211 Bloomingdale Ave, Federalsburg
$299,000
2 Beds ⋅ 2 Baths
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

Listing courtesy of Meredith Fine Properties. Contact:

204 Academy Ave, Federalsburg
$21,000
2 Beds ⋅ 1 Baths
Investor special! This property is being sold AS-IS and is priced for land value or a full renovation. The existing structure requires extensive repairs or complete tear-down—ideal for experienced builders, contractors, or savvy investors looking for a project. Buyer to verify zoning, permits, potential use. Buyer Broker/Agent and/or Buyer must do their own due diligence to verify if the existing structure or land is suitable for building.. No warranties, guarantees, or repairs will be made by seller.

204 Academy Ave, Federalsburg

Listing courtesy of Keller Williams Realty Delmarva. Contact:

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