Refine Search
Sort by
$315,000
4 Beds 2 Baths
Step into the timeless charm of this beautifully maintained circa-1880 home, where historic elegance meets thoughtful modern updates. Offering over 2,774 square feet of living space, this exceptional residence features 4 spacious bedrooms, 2 full bathrooms, and an abundance of original architectural character that has been lovingly preserved while incorporating today's modern conveniences. From the moment you arrive, you'll be captivated by the home's classic curb appeal and inviting front porch. Inside, soaring ceilings, oversized rooms, abundant natural light, and rare original heart-of-pine hardwood floors create a warm and welcoming atmosphere. Rich in history and craftsmanship, the home showcases beautiful millwork, original trim, and timeless architectural details rarely found in newer construction. The spacious country kitchen features custom cabinetry, generous counter space, and plenty of room for gathering with family and friends. A bright, sun-filled laundry room adds convenience, while multiple living spaces provide flexibility for entertaining, working from home, hobbies, or everyday living. Thoughtful updates throughout the home offer modern comfort while preserving its historic charm. In 2026, the front living room and full bathroom were beautifully renovated, and new plumbing lines were installed. Additional improvements include energy-efficient mini-split HVAC systems with smart controls, a new furnace (2025), updated electrical service, numerous replacement windows, remodeled bathrooms, built-in cabinetry, a replacement roof, refinished exterior, front porch enhancements, and many other upgrades that reflect exceptional pride of ownership. Step outside to enjoy your own private backyard retreat. A newer 6-foot privacy fence surrounds the outdoor space, where a brick patio, mature landscaping, and towering shade trees create the perfect setting for relaxing, entertaining, gardening, or enjoying a quiet morning coffee. The peaceful backyard offers privacy and plenty of room to enjoy every season. Located in the charming town of Greensboro, this home offers the best of Eastern Shore living. Enjoy a peaceful small-town setting just minutes from the scenic Choptank River, local parks, schools, restaurants, and everyday conveniences. Outdoor enthusiasts will appreciate nearby boating, fishing, kayaking, and recreational opportunities. The Delaware state line is only a short drive away, making tax-free shopping, beaches, dining, and entertainment easily accessible. High-speed internet is available, making remote work or streaming effortless, while the spacious floor plan easily accommodates growing families, multigenerational living, or anyone seeking additional room to spread out. The seamless blend of historic charm, quality craftsmanship, and modern updates creates a home that is both functional and full of character. Homes of this caliber and history rarely become available. Meticulously maintained and thoughtfully updated, this one-of-a-kind property preserves the timeless beauty and craftsmanship of the past while offering the comfort, efficiency, and conveniences today's buyers expect. Whether you're searching for your forever home or a distinctive property with unmatched character, this remarkable residence is ready for its next chapter. Don't miss this rare opportunity to own a beautifully preserved piece of history. Mortgage savings may be available for buyers of this listing.

111 Maple Ave, Greensboro

Listing courtesy of Redfin Corp. Contact: 3016586186

$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:

$340,000
3 Beds 2 Baths
Charming updated Farmhouse style home with hardwood floors throughout and tiled bathrooms. The open kitchen features quartz countertops, a center island for extra prep space and casual dining, stainless steel appliances, and a tile backsplash. The first floor includes a full bath with a tiled walk-in stall shower, plus a separate laundry/mud room. Dual-zone heating and air for year-round comfort. Major updates completed in 2021: new windows, plumbing, electrical, and LED lighting, Sliding doors open to a large backyard with a patio and a new storage shed. Located less than a block from the park, offering a playground, skate park, walking trails, ball fields, and tennis and basketball courts.

306 Caroline Ave, Ridgely

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

$525,000
2 Beds 1 Baths
Don’t miss this exceptional 20+/- acre working horse farm thoughtfully designed for both functionality and country living. This well-equipped equestrian property offers everything needed for training, boarding, riding, and daily farm operations. The property features a 36’ x 40’ center-aisle barn with 9 stalls, water, electric, and an insulated tack room, along with a 77’ x 36’ metal barn currently framed as a shell and designed for 8+ additional stalls and a dedicated hay storage area. A 36’ x 20’ three-bay workshop provides ample space for equipment, storage, or farm projects. Equestrian amenities include a 100’ x 200’ sand arena and 13 turnout pastures in varying sizes including 100’ x 100’, 100’ x 300’, 100’ x 400’, and 200’ x 400’. Several pastures offer the flexibility to be subdivided for additional turnout space. Adding to the charm is a comfortable 2-bedroom, 1-bath farmhouse offering approximately 1,290 square feet of living space with a brand new kitchen and surrounded by mature fruit trees and peaceful countryside views. Approximately 7 acres are enrolled in Forest Conservation, featuring scenic riding trails that lead to a stream flowing into Hog Creek. With separate entrances from Bell Creek Road serving both the residence and barn areas, this unique property offers privacy, convenience, and endless possibilities for horse enthusiasts, trainers, or anyone seeking a beautiful rural retreat.

5820 Bell Creek Rd, Preston

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$750,000
4 Beds 3 Baths
Price just reduced to $765,000! Recent appraisal 2026 @ $800,000 — motivated sellers! Beautiful 2021 updated home surrounded by 34+ acres of beautiful, flat farmland, this Bowling Green estate offers sweeping views, exceptional privacy, and a serene rural backdrop. A long private driveway creates an elegant sense of arrival, leading to a residence designed with comfort, connection, and understated sophistication. Inside, the open‑concept layout flows effortlessly between living spaces, highlighted by a warm wood‑burning fireplace that serves as a timeless focal point for intimate gatherings and relaxed evenings. The expansive acreage is the true hallmark of the property—scenic, versatile, and remarkably peaceful. Currently home to chickens and cattle, the land supports a wide range of elevated lifestyle possibilities, from agricultural ventures to equestrian use, recreational enjoyment, or simply the luxury of owning uninterrupted countryside and breathtaking sunsets across your own fields. The surrounding area enhances the estate’s tranquility with thoughtful conveniences. A nearby farmer’s market provides access to fresh, locally sourced goods, while dining options such as Los Dos Amigos offer easy, close‑to‑home enjoyment. Despite its quiet setting, the property remains comfortably connected to regional travel routes and everyday amenities, creating an ideal balance of seclusion and accessibility. Altogether, this estate presents a rare opportunity, and the beauty of open land—a lifestyle defined by privacy, and the freedom to create your own vision!

19178 Seals Rd, Bowling Green

Listing courtesy of Keller Williams Realty. Contact: (703) 679-1700