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$390,000
3 Beds ⋅ 1 Baths
This charming ranch-style home, built in 2004, offers a cozy retreat on over 11 acres of serene land, adjoining the picturesque Marshyhope Creek with 3800 acres of Idlewild WMA just across the creek. Inside, discover a traditional floor plan featuring three inviting bedrooms and a country-style kitchen perfect for gatherings. Enjoy the warmth of luxury vinyl plank and carpet flooring throughout. Step outside to find a welcoming porch and patio, ideal for relaxing or entertaining. The property includes a detached 40x24, 2 Car garage with workshop for ample storage. Nature enthusiasts will appreciate the wooded surroundings, stream access, and opportunities for fishing and hunting right at your doorstep. Located in a peaceful, rural setting, this home is just a short drive from local parks and community amenities. Embrace the tranquility and beauty of this unique property, where comfort meets nature.

4455 Smithville Rd, Federalsburg

Listing courtesy of RE/MAX Executive. Contact:

$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: 4104321223
$210,000
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:

$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: (410) 770-9255
$330,000
3 Beds ⋅ 3 Baths
Ready to own without the stress? Move in and start your life, not your renovation. This fully renovated home is one your friends will be drooling over. 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. The 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, and a home that's honestly ready for you. This is what move-in ready feels like: fully updated, thoughtfully finished, and zero projects waiting. Just unpack and live.

104 Chambers St, Federalsburg

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$380,000
3 Beds ⋅ 2 Baths
If you've been searching for a property that offers acreage, privacy, and plenty of room to grow, this is the one you've been waiting for! Nestled on 3.80 wooded acres, this ranch-style home offers approximately 1,904 square feet of comfortable living space, featuring 3 bedrooms, 2 full baths, and two versatile bonus rooms that can easily serve as a home office, hobby room, playroom, guest space, or additional storage. The spacious primary suite provides a relaxing retreat with a large walk-in closet and an ensuite bath complete with a jetted soaking tub, tiled shower with glass sliding doors, and a single vanity with generous counter space. Two additional bedrooms and a full hall bath provide comfortable accommodations for family and guests. The heart of the home is the open living room and kitchen area, creating a welcoming space for everyday living and entertaining. The kitchen features stainless steel appliances, a built-in pantry, an island with seating for two, and room for a dining table. A separate laundry room includes a washer and dryer along with shelving for added storage. Step outside and enjoy the peaceful natural surroundings from either of the two decks, one of which is equipped with a handicap-accessible ramp. The paved driveway offers abundant parking and extends to the detached garage, making it ideal for vehicles, equipment, or workshop space. Surrounded by mature trees and offering the seclusion many buyers desire, this property combines the tranquility of country living with the functionality and space today's homeowners need. Schedule your showing and see all that this unique property has to offer!

28440 Bloomery Rd, Federalsburg

Listing courtesy of Century 21 Home Team Realty. Contact: 8004477711
$319,999
3 Beds ⋅ 2 Baths
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! MOTIVATED SELLER!!

129 Bloomingdale Ave, Federalsburg

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$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: (302) 856-1458
$210,000
2 Beds ⋅ 1 Baths
Lovely two bedroom one bath rancher with spacious living room and dining room plus kitchen **1 car garage plus 30 x 30 storage area ** Heating is oil furnace 3 years old** Hot water tank is 3 years old **1.42 acres ** very flat usable lot

27944 Possum Hill Rd, Federalsburg

Listing courtesy of Coldwell Banker Realty. Contact: khylah.settle@cbmove.com
$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: 410-754-7000
$239,900
3 Beds ⋅ 2 Baths
**Construction has not yet began, please feel free to drive by the lot. Completion will be for this August 2026!!*** The photos provided in the MLS are for reference purposes only and are intended to reflect the style and quality of similar fixtures, finishes, and features. Actual materials, fixtures, finishes, and selections may vary based on builder availability and final specifications. ******Get it under contract prior to completion******* Welcome to 205 Park Ave in the charming Town of Federalsburg, MD! Built by Lomaxx Custom Homes, this beautifully designed brand new construction home blends modern comfort, quality craftsmanship, and timeless style. Offering 1,320 sq. ft. of thoughtfully designed living space, this home features 3 bedrooms and 2 full bathrooms, providing both functionality and everyday comfort. Inside, thoughtfully selected finishes create a modern yet cozy atmosphere throughout the home. Luxury LVP flooring, stainless steel appliances, quartz countertops, and beautifully tiled showers combine durability with elevated design. The open-concept living spaces are perfect for gathering and entertaining, while cozy corners throughout the home create inviting spaces to relax and unwind. Designed with low-maintenance living in mind, the property also includes a concrete driveway and an encapsulated crawl space. An encapsulated crawl space is a valuable feature that helps protect the home from excess moisture, improves energy efficiency, enhances indoor air quality, and adds long-term durability to the property. Located in the heart of Federalsburg, residents enjoy the charm of small-town Eastern Shore living with nearby parks, local restaurants, shopping, community events, and outdoor recreation. Estimated completion is projected for August 2026, giving buyers the opportunity to secure a stunning brand-new home before completion. Exterior photo has been provided by the builder. Interior colors, finishes, and selections are subject to change at the builder’s discretion. All transfer and recordation taxes to be paid by the buyer. Public water and sewer. Built by Lomaxx Custom Homes — where quality craftsmanship meets modern living.

205 Park Ave, Federalsburg

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$445,000
4 Beds ⋅ 2 Baths
Opportunity to purchase this remodeled residence situated on over 18 acres. Improements include new luxury vinyl plank flooring and Advantech subfloors to a fully replaced middle beam for lasting structural integrity. Nearly all windows and doors are brand new, the heating system has been upgraded to an efficient heat pump, and the electrical system now features a 200-amp panel, a dedicated service line from Choptank Electric, and brand-new fiber optic internet. New appliances! The ceilings have been completely redone with fresh drywall and stylish modern lighting fixtures throughout. Both bathrooms are fully remodeled, with one converted into an attached en suite. The entire interior has been freshly painted. The kitchen features stainless appliances, including a refrigerator, stove, garbage disposal, and chimney hood. The back side of the roof has been replaced with top-quality plywood. Outdoor improvements include complete removal of trees and stumps for a cleaner, more open landscape. Enjoy the private setting or grow crops. Room for livestock. Out buildings and main residence are being sold strictly AS IS. Excellent location with proximity to Delaware, Easton, and the Bay Bridge, this unique property combines rural charm with easy access to beaches, shopping, and commuter routes. A rare opportunity to own a fully renovated, income-generating estate—schedule your tour today!

25699 Auction Rd, Federalsburg

Listing courtesy of Redfin Corp. Contact: 3016586186
$480,000
3 Beds ⋅ 2 Baths
Welcome to your dream cabin! This stunning log cabin and two car garage are situated on over 17 wooded acres. Large welcoming front porch with an equally large enclosed rear porch. Inside you will find several areas for seating and entertaining. Interior walls are also logs. Three bedrooms and 2 bathrooms.

5256 Williamsburg Rd, Federalsburg

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$299,000
2 Beds ⋅ 2 Baths
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: 4108226272
$465,000
3 Beds ⋅ 2 Baths
Charming Colonial-style farmhouse set on 9 scenic acres, offering a rare blend of historic character, pastoral beauty, and endless potential. Ideal for animal lovers or those seeking a peaceful weekend retreat, the home features hardwood floors, exposed ceiling beams, and three wood-burning stoves that add warmth and timeless appeal. Large Spacious bedrooms, a screened porch and rear patio provide tranquil spaces to relax and enjoy the surrounding countryside. Roof over laundry & pantry and gutters installed in 2023. All working chimneys(3) have newer steel liners installedin 2014. New septic installed in 2015, water softener 2019. The property includes multiple pastures and an array of outbuildings, including a barn, and tool shop—perfect for animals, hobbies, or small-scale farming. Multiple Fruit & Nut trees: Pear, Apple, Fig, Sour Cherry, Mulberry, Black Walnut and Pecan. Herb garden: rosemary, oregano, sage & mint. A detached carriage house with an upper level offers excellent potential for a guest house or in-law suite. Whether envisioned as an animal sanctuary, private retreat, orchard, or vineyard, this unique property captures the charm and versatility sought by Colonial and Victorian home enthusiasts.

27329 Iron Gate Rd, Federalsburg

Listing courtesy of Keller Williams Select Realtors of Cambridge. Contact: 4102711265
$644,995
4 Beds ⋅ 3 Baths
Welcome to 4757 Long Swamp Rd, a truly unique property in Federalsburg, MD, offering the perfect blend of equestrian facilities and comfortable country living on 7.04 acres. This well-maintained estate is ready for you and your horses, with no restrictions on property use and the added flexibility for the land to be subdivided. The grounds feature expansive pastures secured by electric fencing, a well-equipped horse barn with stables measuring 36x64, and two convenient run-in sheds. Additional amenities include electric and water inside the barn and tack area, a dedicated storage shed, and a spacious driveway offering ample parking for multiple vehicles and trailers. The two-story home presents excellent indoor and outdoor living spaces. Relax and entertain on the large rear deck, take a dip in the above-ground pool, or unwind in the hot tub. A charming covered front porch and a side-entry two-car garage complete the exterior. Inside, the main level provides a comfortable layout, including granite countertops in the kitchen, a formal dining room, and the convenience of a half bath on the first floor. Upstairs, you'll find three bedrooms, a readily accessible laundry closet, and a versatile large bonus room situated above the garage—perfect for a home office, gym, or entertainment area. The heat pump and air conditioning system are less than two years old, giving you added peace of mind. Schedule your private tour of this unique property today!

4757 Long Swamp Rd, Federalsburg

Listing courtesy of Keller Williams Realty. Contact: (302) 856-1458
$110,000
2 Beds ⋅ 2 Baths
**Back Active at no fault of the seller**Opportunity awaits at 26471 Three Bridges Rd in Federalsburg, MD! This partially remodeled 2-bedroom, 2-bath home is ready for your finishing touch. Inside, the property has been taken down to the framing and subflooring, giving you a true blank canvas to bring your vision to life—whether you’re an investor looking for your next project or a buyer ready to customize every detail. Set on nearly a half-acre lot surrounded by trees, the home offers privacy and a peaceful wooded setting while still being just a short drive to town conveniences. With the major groundwork already started, this property presents the perfect chance to create a modern retreat or a profitable investment in a serene location. Bring your creativity and tools—this is a project with endless potential! Property being sold AS-IS WHERE IS

26471 Three Bridges Rd, Federalsburg

Listing courtesy of Keller Williams Realty. Contact: (302) 856-1458
$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: (410) 524-6400