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27944 Possum Hill Rd, Federalsburg
$200,000
2 Beds ⋅ 1 Baths
Offering a peaceful country setting, nearly an acre and a half of land, and a rustic barn with an interesting connection to local history, this two-bedroom, one-bath home in Federalsburg, Maryland, presents an opportunity to enjoy country living with plenty of room to make it your own. The home's casual, comfortable interior features a spacious living room with hardwood flooring and vaulted ceilings that create an open, airy feel. A generously sized country kitchen offers ample room for everyday cooking and connects seamlessly to a large dining area, providing an easy, functional flow between the two spaces. Two nicely sized bedrooms offer comfortable accommodations, while a convenient mudroom and laundry area just off the kitchen provides direct access to the backyard. Recent improvements include an upgraded stove, washer, dryer, and hot water heater. Outside, the expansive property offers plenty of open space for gardening, outdoor activities, and a variety of possibilities. Adding character and versatility is the property's rustic barn, complete with electricity and a concrete floor. Steeped in local lore, the barn reportedly once served as the original Smithville Store, with ties to moonshine sales during the Prohibition era. Today, this piece of local history offers practical potential for a workshop, storage, hobbies, or other uses. Located in the rural countryside of Caroline County, just outside Federalsburg, this property combines a relaxed country atmosphere, a generous parcel of land, and an intriguing piece of the area's past, with plenty of opportunity to add your own personal touches. This home is being offered As-Is.

27944 Possum Hill Rd, Federalsburg

Listing courtesy of Northrop Realty. Contact:

202 Buena Vista Ave, Federalsburg
$242,000
4 Beds ⋅ 2 Baths
The back deck might be your favorite spot at 202 Buena Vista Ave. It overlooks a large, fenced-in yard with plenty of room for the dogs to run and friends to come over for a cookout. Inside, this well-maintained Federalsburg home has the character you’d hope for in an older home, with real hardwood floors, newer windows, and a kitchen finished with quartz countertops and tile flooring. There are four bedrooms, one and a half baths, and a full basement with laundry and room for storage. A detached one-car garage and a separate carport give you two covered parking spots. The seller is finishing a few small projects to help keep financing options open.

202 Buena Vista Ave, Federalsburg

Listing courtesy of Keller Williams Realty. Contact:

4280 Nichols Rd Unit LOT 16, Federalsburg
$109,900
3 Beds ⋅ 2 Baths
Brand New Single Wide home **TO BE PLACED** on leased ground in Meadowbrook Court. Features 3BR, 2BA, gas heat, central air, and an 8x10 shed. Trash is $27.00/month. Monthly metered water fee TBD. **Home has NOT been ordered yet, customization options MAY be available.**

4280 Nichols Rd Unit LOT 16, Federalsburg

Listing courtesy of CALLAWAY FARNELL AND MOORE. Contact:

4270 Nichols Rd Unit LOT 11, Federalsburg
$149,900
3 Beds ⋅ 2 Baths
Brand New Double Wide home **TO BE PLACED** on leased ground in Meadow Brook Mobile Park. Features 3BR, 2BA, gas heat, central air, and an 8x10 shed. Trash is $27.00/month. Monthly metered water fee TBD. **Home has NOT been ordered yet, customization options MAY be available.**

4270 Nichols Rd Unit LOT 11, Federalsburg

Listing courtesy of CALLAWAY FARNELL AND MOORE. Contact:

4270 Nichols Rd Unit LOT 7, Federalsburg
$109,900
3 Beds ⋅ 2 Baths
Brand New Single Wide home **TO BE PLACED** on leased ground in Meadowbrook Court. Features 3BR, 2BA, gas heat, central air, and an 8x10 shed. Trash is $27.00/month. Monthly metered water fee TBD. **Home has NOT been ordered yet, customization options MAY be available.**

4270 Nichols Rd Unit LOT 7, Federalsburg

Listing courtesy of CALLAWAY FARNELL AND MOORE. Contact:

4270 Nichols Rd Unit LOT 5, Federalsburg
$149,900
3 Beds ⋅ 2 Baths
Brand New doublewide **TO BE PLACED** on leased ground in Meadow Brook Mobile Park. Features 3BR, 2BA, gas heat, central air, and an 8x10 shed. Trash is $27.00/month. Monthly metered water fee TBD. **Home has NOT been ordered yet, customization options MAY be available.**

4270 Nichols Rd Unit LOT 5, Federalsburg

Listing courtesy of CALLAWAY FARNELL AND MOORE. Contact:

4270 Nichols Rd Unit LOT 3, Federalsburg
$109,900
3 Beds ⋅ 2 Baths
Brand New Single Wide home **TO BE PLACED** on leased ground in Meadowbrook Court. Features 3BR, 2BA, gas heat, central air, and an 8x10 shed. Trash is $27.00/month. Monthly metered water fee TBD. **Home has NOT been ordered yet, customization options MAY be available.**

4270 Nichols Rd Unit LOT 3, Federalsburg

Listing courtesy of CALLAWAY FARNELL AND MOORE. Contact:

Federalsburg
$99,900
2 Beds ⋅ 2 Baths
Brand New Single Wide home on leased ground in Meadowbrook Court. Features 2BR, 2BA, gas heat, central air, and an 8x10 shed. Trash is $27.00/month. Monthly metered water fee TBD.

Federalsburg

Listing courtesy of CALLAWAY FARNELL AND MOORE. Contact:

4270 Nichols Rd Unit LOT 6, Federalsburg
$149,900
3 Beds ⋅ 2 Baths
Brand New Double Wide home on leased ground in Meadowbrook Court. Features 3BR, 2BA, gas heat, central air, and an 8x10 shed. Trash is $27.00/month. Monthly metered water fee TBD.

4270 Nichols Rd Unit LOT 6, Federalsburg

Listing courtesy of CALLAWAY FARNELL AND MOORE. Contact:

207 Maple Ave, Federalsburg
$199,500
3 Beds ⋅ 2 Baths
Discover the charm of this Colonial-style home at 207 Maple Avenue in Federalsburg, Maryland. Featuring 3 bedrooms, 1.5 bathrooms, and a spacious town lot, this property offers room to enjoy outdoor space while being conveniently located near local shops, dining, parks, and other town amenities. Enjoy small-town living with access to nearby Route 313 and connections to surrounding communities.

207 Maple Ave, Federalsburg

Listing courtesy of Keller Williams Realty. Contact:

522 Denton Rd, Federalsburg
$215,000
4 Beds ⋅ 1 Baths
Adorable curb appeal, major updates, and room to make it your own! This charming 4-bedroom, 1-bath home at 522 Denton Road offers a great opportunity for buyers looking to add their personal touch without tackling all the big-ticket projects! The seller has already done much of the heavy lifting with remodeling, a new roof, new windows, and a brand-new septic system to be installed prior to settlement. Outside, you'll find two pergolas and a detached one-car garage, adding even more possibilities to this property. With its inviting exterior, important improvements, and plenty of potential left to make it your own, this home is ready for its next chapter. The hard work has started, now bring your vision and make it yours! Back on the market through no fault of the seller. Property is available for showings.

522 Denton Rd, Federalsburg

Listing courtesy of Keller Williams Realty. Contact:

310 Central Ave, Federalsburg
$72,000
3 Beds ⋅ 2 Baths
HUGE PRICE REDUCTION. READY FOR A QUICK SALE. 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:

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:

3894 Old Denton Rd, Federalsburg
$230,000
2 Beds ⋅ 1 Baths
Nestled in a quiet setting, 3894 Old Denton Rd is a charming rancher that offers the ease of true single-level living. The home features an inviting, open layout where a spacious living room leads into the kitchen and dining area, making it feel bright and connected. Two comfortable bedrooms are tucked away for privacy, while a bright sunroom, a covered front porch, and a rear screened porch provide plenty of peaceful spots to relax and enjoy the outdoors. The property is as functional as it is cozy, boasting an unfinished basement with endless potential for storage, a workshop, or future living space. Outside, you’ll find ample parking, a carport, and storage sheds for all your gear. Schedule your private tour today!

3894 Old Denton Rd, Federalsburg

Listing courtesy of Keller Williams Realty. 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:

107 Smith St, Federalsburg
$174,000
3 Beds ⋅ 2 Baths
Move-In Ready & Beautifully Remodeled! This charming 3-bedroom, 1.5-bath home offers the perfect blend of comfort and convenience. Enjoy a spacious living room, separate dining area, and a dedicated laundry room for added functionality. The kitchen is designed for both everyday living and entertaining, featuring dual bar seating areas with open views to the living and dining spaces. One bedroom includes a private half bath—ideal for guests or added flexibility. Relax on the inviting front porch, perfect for evening unwinding. Conveniently located near shopping, grocery stores, a public boat ramp, park, and walking trails—with the added bonus of tax-free shopping just a short drive away in Delaware. A must-see home ready for its new owners!

107 Smith St, Federalsburg

Listing courtesy of Mabry Real Estate LLC. Contact:

103 Riverwalk Ter, Federalsburg
$225,000
3 Beds ⋅ 3 Baths
Hurry before it’s gone! This is an opportunity to buy in the sold out community of Riverwalk Terrace. The owner stayed at the home a few times some of the appliances never used. Open floor plan 1365 square feet , 3 bedrooms and 2.5 baths easy living. Only 2 years young this unit feels like new, was never a rental barley lived in. also backs up to the woods the private side of the community. Another perk to this location is has a back yard, some of the units do not have the ability to have a yard. Easy location to jump onto main roads, short distance to down town Federalsburg and shopping.

103 Riverwalk Ter, Federalsburg

Listing courtesy of Benson & Mangold, LLC.. 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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