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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:

Trunk Rd, Henderson
$199,900
Discover the possibilities on this 14.71± acre wooded parcel on Trunk Line Rd in Henderson, MD, now offered at $224,900. Perc approved for a conventional septic system serving a 4+ bedroom dwelling, this property offers the opportunity to build a custom home while enjoying the privacy and space of a rural setting. With approximately 466 feet of road frontage along Trunk Line Road and a designated sewage reserve area shown on the recorded plat, the property provides flexibility for your future plans. The mature woods make this parcel well-suited for outdoor recreation, hiking, wildlife observation, and, subject to applicable laws and regulations, hunting. Whether you’re looking to build a primary residence, weekend retreat, or private getaway, this property offers a peaceful setting with convenient access to nearby towns, shopping, dining, and major travel routes. No builder tie-in. Buyer is responsible for verifying all information and performing due diligence regarding permits, utilities, zoning, land use, and building plans.

Trunk Rd, Henderson

Listing courtesy of The Parker Group. 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:

218 E Sunset Ave, Greensborough
$195,000
3 Beds ⋅ 1 Baths
Riverside charm, a spacious yard, and a detached garage next to Greensboro Community Park! There's so much to love about the possibilities of this 3-bedroom, 1-bath home! Set on a sizable lot with mature trees and a wide front lawn, this single-story home offers a welcoming setting just steps from the scenic Choptank River. Inside, the living room features a fireplace that creates a natural gathering spot, while a separate dining room gives you a dedicated space for meals and special occasions. The kitchen offers a practical layout with room for meal preparation and storage, along with the opportunity to refresh cabinetry, countertops, and finishes to suit your taste. Your primary bedroom provides ample space for furnishings and closet storage, while two additional bedrooms can accommodate guests, a home office, or other needs. The home is ready for some modernization, giving you the chance to personalize each room over time. Outside, the expansive yard offers plenty of space for gardening, outdoor activities, or simply enjoying the fresh air. A detached garage provides room for vehicles, tools, or recreational equipment, while the driveway adds extra parking. Solar panels are another valuable feature to reduce electricity costs. One of the biggest highlights is the location! Situated along East Sunset Avenue (Route 314), you're right beside Greensboro Community Park and with views of the Choptank River. Downtown Greensboro's local shops, dining spots, and services are nearby, while Route 313 and River Road (Route 480) connect you to surrounding Caroline County communities. With its established structure and room for interior updates, it's a great opportunity to bring your own style to a home in a peaceful small-town setting. Schedule your private tour today!

218 E Sunset Ave, Greensborough

Listing courtesy of EXP Realty, LLC. Contact:

156 Main St, Preston
$179,900
3 Beds ⋅ 2 Baths
Located in the heart of Preston, this classic 1900-built home offers a solid opportunity for both homeowners and investors alike. Inside, the home features 3 bedrooms and1.5 bathrooms and a functional layout that includes a combined laundry room, bath, and mudroom with direct access to the back deck—adding everyday practicality. The kitchen has been updated with durable luxury vinyl plank (LVP) flooring, offering a clean and low-maintenance foundation for the space. Enjoy outdoor living from both the covered front porch and the rear porch, providing comfortable areas to relax or entertain. With its central location and existing rental history, this property presents a strong investment opportunity or a chance to make it your own.

156 Main St, Preston

Listing courtesy of Benson & Mangold, LLC. Contact:

11920 Central Ave, Ridgely
$179,000
Huge Price Drop – Act Fast Before It’s Gone! (Serious Buyers Only) This exceptional property features over 16 acres of level land with frontage on three roads: Central Avenue, Henry Road, and Holly Plains Drive. Zoned R-1, it offers outstanding potential—perfect for holding, subdividing, or developing. Located just outside the Ridgely city limits and close to the town center, the property is well-positioned for future growth. With nearby sub-acre lots selling for around $130K, this presents a rare and compelling opportunity for subdivision and investment. Serious buyers only—don’t miss your chance to secure this versatile and high-potential piece of real estate. MLS listing is limited service for entry purposes only. Seller will handle all inquiries, negotiations, and contract details directly. Listing agent has a financial interest in the transaction.

11920 Central Ave, Ridgely

Listing courtesy of Proplocate Realty. 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:

125 Travis St, Bowling Green
$170,000
1 Beds ⋅ 1 Baths
Discover a unique opportunity in the heart of downtown Bowling Green. This charming 1-bedroom, 1-bathroom bungalow cottage, built in 1947 offers an affordable option for a detached home or an investment property. This property boasts a solid block construction and is in good condition, making it ideal for both rental income and future appreciation. It has produced continual rental income since last purchased and was approved to accept vouchers. Step inside to find an efficient kitchen equipped with essential appliances, including an electric oven/range, microwave, and refrigerator, perfect for attracting tenants seeking convenience and turnkey owners. The cozy layout features an entry-level bedroom and a bathroom with a stall shower, maximizing functionality in a compact space. Additional interior highlights include an attic for extra storage and ceiling fans that enhance comfort year-round. Outside, enjoy the serene ambiance of a large patio, ideal for relaxation or entertaining guests. The property offers off-street parking and a driveway, ensuring convenience for residents and visitors alike. Located walking distance to a vibrant downtown area, this property is surrounded by amenities, shops, and dining options, making it highly desirable for renters. The potential for steady rental income is significant, given the location's appeal and the growing demand for housing in Caroline. Investors will appreciate the low maintenance of this property, combined with the potential for long-term value appreciation. Location is serviced by municipal trash, water and sewer. Don't miss out on this opportunity! The home is currently tenant occupied.

125 Travis St, Bowling Green

Listing courtesy of Pitts and Manns Realty, Inc.. Contact:

Trunk Line Rd, Henderson
$134,900
Secluded 5-Acre Perc-Approved Building Lot Nestled on a quiet country back road, this beautiful 5-acre parcel offers peace, privacy, and great potential. The front section—where the perc test has been approved—is lightly overgrown with small saplings, making for easy clearing and minimal cost to install a driveway and run utilities to your future home site. The rear portion of the property features a mix of mature hardwoods, offering a serene natural backdrop and added privacy. Abundant deer signs make this spot perfect for hunters or nature lovers looking to enjoy wildlife right in their own backyard. Whether you're dreaming of a rural retreat, homestead, or hunting getaway, this property is ready for your vision.

Trunk Line Rd, Henderson

Listing courtesy of Taylor Properties. Contact:

lot 4 River, Greensboro
$129,999
Peaceful 5.62 acre wooded lot located on the outskirts of Greensboro. Perc approved for a conventional tile septic system for up to a 4-bedroom home. Discover the perfect blend of natural beauty and rural tranquility on this perc-approved building lot, ready for your dream home. Create your own private nature retreat and enjoy peaceful country living surrounded by nature, all while being within a short drive to nearby towns and conveniences. This property is ready for your vision. Property lines estimated in photos and only four lots in this subdivision selling fast. Some forest conservation area. Discover the perfect blend of nature and accessibility and make your dream home a reality. With a central location convenient to Denton, Easton, Chestertown, central Delaware, and less than an hour to the Bay Bridge.

lot 4 River, Greensboro

Listing courtesy of Taylor Properties. Contact:

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