Federalsburg Real Estate

Federalsburg Real Estate

Welcome to Federalsburg, Maryland – a hidden gem nestled in the heart of Caroline County. This charming small town offers a delightful blend of rich history, vibrant community spirit, and picturesque landscapes that make it an ideal place to call home.

Founded in the early 19th century, Federalsburg boasts a quaint downtown area lined with historic buildings that reflect its heritage. Stroll through the streets and you’ll discover unique shops, local eateries, and friendly faces that embody the warmth of this close-knit community. The town’s annual events, such as the Federalsburg Heritage Day, bring residents together to celebrate their shared history and foster connections among neighbors.

Nature lovers will appreciate the town's proximity to the beautiful Choptank River and its many outdoor recreational opportunities. Enjoy fishing, kayaking, or simply picnicking along the riverbanks, where the serene surroundings provide a perfect backdrop for relaxation and family gatherings. The nearby parks offer playgrounds, walking trails, and sports facilities, ensuring that there’s something for everyone to enjoy.

Federalsburg is also conveniently located near major highways, making it easy to access nearby cities like Easton and Cambridge. This strategic location offers the best of both worlds – the tranquility of small-town living with the accessibility of urban amenities.

Whether you’re a first-time homebuyer, looking to downsize, or seeking a peaceful retreat, Federalsburg presents a wonderful opportunity to embrace a fulfilling lifestyle in a charming community. Come discover the warmth and beauty of Federalsburg, where your next chapter awaits!

Newest Listings in 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: (410) 228-0800
$175,000
These parcels are being sold to settle an estate. Three contiguous parcels totaling 18.5+/- acres. Parcel 2 received a preliminary perc approval April 2015.

Houston Branch Rd, Federalsburg

Listing courtesy of Wright Real Estate. Contact: (410) 924-3111
$749,900
4 Beds ⋅ 4 Baths
Professional photos and detailed description coming soon!

4517 Smithville Rd, Federalsburg

Listing courtesy of LPT Realty, LLC. Contact: 8773662213
$55,000
Secluded 4 Acre lot bordering the Idylwild Nature Preserve offering excellent hunting, biking, hiking and fishing. According to the county there is an old well on site. Zoned R1. Property recently acquired through tax sale foreclosure. Note that the lot is only accessible at the end of Willin Ln off of Houston Branch Rd. Do NOT go to the property without prior authorization. Please call listing agent or schedule through showing service.

Houston Branch Rd, Federalsburg

Listing courtesy of Taylor Properties. Contact:

$995,000
3 Beds ⋅ 2 Baths
Nestled in a farm like setting, this exquisite ranch-style home offers a luxurious lifestyle on a sprawling 40.64+/-acre lot, seamlessly blending elegance with nature. The property boasts modern comforts throughout its 1,568+/- sq. ft. of meticulously designed space. Step inside to discover an inviting interior adorned with rich hardwood and plush carpet flooring. The traditional floor plan features a spacious combination kitchen and dining area, complete with upgraded countertops, a country-style kitchen island, and energy-efficient appliances, including an ENERGY STAR refrigerator and self-cleaning oven. The home is equipped with an advanced air filter system and water treatment system, enhancing indoor air quality and convenience. The exterior is equally impressive, featuring extensive hardscaping, ambient exterior lighting, and a personal heated pool, perfect for relaxation and entertainment. The property includes multiple outbuildings, such as a guest house and utility building, providing ample space for guests or hobbies. Enjoy breathtaking views of lush pastures and wooded areas, with direct access to the tranquil Marshyhope creek, ideal for fishing and outdoor activities. The lot adjoins open space and game land, offering a serene, rural lifestyle while remaining conveniently close to modern amenities. This exceptional property is a rare find, combining luxury living with the beauty of nature, making it a true sanctuary for those seeking an exclusive lifestyle.

5315 Smithville Rd, Federalsburg

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$65,000
This purchase includes two lots totaling 3.73 acres on the corner of Miles branch Rd and Meadowbrook Rd. Lot #1 is buildable and high (a perc approval was obtained in 2024) - 1.229 acres. Sellers cleared 3/4 of an acre on the buildable lot. Sellers had obtained a building permit that was approved through Caroline County for a 1650 sq ft one story home, plus garage with a well and an septic system. Lot #2 is Open space and not buildable per deed - 2.5 acres - Plat included in documents. Excellent neighborhood just outside of Federalsburg, MD with easy access to Bridgeville, DE, Seaford, DE and about 40 minutes +/- to Easton and/or Denton, MD. with a high area for your new home and a potential park setting with a stream on lot #2.

2821 Meadowbrook Rd, Federalsburg

Listing courtesy of LPT Realty, LLC. Contact: 8773662213
$319,000
5 Beds ⋅ 3 Baths
Space, flexibility, and outdoor living come together at 2792 Meadowbrook Road! This spacious 5-bedroom, 2.5-bath split-level home sits on a beautiful .46-acre lot. The upper level features three bedrooms, including a primary bedroom with its own private bath. The living room offers an open feel and an opportunity to create an even more unique space with the potential for an upper balcony. The kitchen provides abundant cabinet storage and plenty of natural light. Downstairs, you'll find two additional bedrooms, a large family room with an electric fireplace, and a charming stone sitting area with a large sliding glass door that opens directly to the backyard and expansive concrete patio. The layout provides great flexibility for guests, a home office, recreation space, or whatever fits your lifestyle. Step outside and enjoy the privacy of the backyard, complete with an above-ground pool and deck, large patio, and plenty of room to create your own outdoor retreat. The home is in good condition and is ready for its next owner to add their own personal touches to make the space their next home sweet home. Conveniently located in a quiet neighborhood setting while still offering easy access to boating canoeing & fishing at Marshey Hope Creek, and a quick drive to local towns like Federalsburg, Bridgeville, and Seaford.

2792 Meadowbrook Rd, Federalsburg

Listing courtesy of Keller Williams Realty. Contact: 3023600300
$2,500
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

Listing courtesy of A.J. Billig & Company. Contact:

$309,000
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: (410) 745-0415
$755,000
3 Beds ⋅ 2 Baths
This is your farmette dream come true! This beautiful 3 bed, 2 full bath home is situated on 6+ acres of partially fenced in land, has a barn with a tack room, a large screened-in back porch, a 2 car garage and an in-ground saltwater pool. The barn features 3 stalls, a hay loft with elevator, washroom, a tack room with a closet and shelves for storage. The water to the barn is sourced from a 290 foot well that also sources to the home. There is also a paddock area for riding and training for your equestrian dreams. The saltwater pool goes up to 6 feet deep. Solar panels were installed in the yard to heat the pool which extends the months of use. The home has a nice front porch perfect for enjoying your country living setting. As you enter the home, the living room has a stand alone Argon gas stove. You'll love cooking and entertaining in the large eat-in kitchen with stainless steel appliances. The second living room has a gas fireplace perfect for cozy evenings. The updated bathrooms have walk in showers. Other features include newer Anderson windows, newer siding, tankless water heater and a semi-floored attic. You don't want to miss the opportunity to enjoy country living at it's best! Schedule your showing today.

3769 Bradley Rd, Federalsburg

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$59,900
Private 1-acre wooded lot with deeded access via a dirt road. Enjoy a secluded setting surrounded by nature, perfect for those looking to get away from it all. Great opportunity for a future homesite or recreational use (subject to county approvals). Motivated seller—bring all reasonable offers!

27286 Willin Ln, Federalsburg

Listing courtesy of Harlan C. Williams Co.. Contact:

$399,000
Exceptional owner-user or investment opportunity in the heart of Federalsburg's primary retail corridor. This ±6,375 SF Class A end-cap commercial unit is located within the established Bloomingdale Square Shopping Center, surrounded by national and regional retailers including Food Lion, McDonald's, Domino's, Royal Farms, and the future Wawa development nearby. Offered as a vanilla shell, the property is ready for immediate customization and is well suited for retail, medical, professional office, educational, fitness, restaurant, or service-oriented uses. Features include six large storefront display windows, multiple customer entrances, four HVAC units, ADA-compliant restrooms, rear storage, monument signage, and access to more than 200 shared parking spaces.

3338 Hayman, Federalsburg

Listing courtesy of Keller Williams Realty Delmarva. Contact: (410) 524-6400
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