Caroline County MD Homes for Sale with Basement

Why wait months to build when you can start enjoying this meticulously built, and finely crafted contemporary farmhouse home right now? Situated on an .85 acre lot in the established community of Ashworth, this 2023 built, 3,168 square foot, 4 bedroom, 2.5 bath home contemporary farmhouse-style home blends rustic charm with contemporary elegance. The exterior features classic white siding,

Barbara McCaffrey Redfin Corp

Welcome to this beautiful updated Custom Built Brick 5-bedroom, 2-bath home nestled on a generous double corner lot in the quaint town of Ridgely. Combining classic charm with modern updates. This property offers ample space, comfort, and convenience—perfect for growing families or those who love to entertain. Property hightlights include: Updated kitchen featuring brand-new stainless steel

Barbara Blosser Long & Foster Real Estate, Inc.

Welcome to 502 Academy Street, Greensboro, MD, a charming retreat that embodies the essence of cozy cottage living. This turnkey property has been meticulously cared for and spans almost 2,400 square feet of thoughtfully designed space on a beautifully landscaped lot.Inside, you'll find three inviting bedrooms, with two located on the lower level for added privacy and convenience. Each of the two

Chris Rosendale CR Realty

Great Opportunity to own a Farm! 20 Acres plus Pole building to store your farm equipment, 2-car garage with a recreation room on the second floor. Great for hunting and fishing or to admire the wildlife.In-ground swimming pool with private fencing. Four season room, separate dining room, breakfast nook,Pellet stove, Fireplace with gas insert.This 1890 home needs some TLC.Call to schedule your

Dawn Shorter McClain-Williamson Realty, LLC

Great Opportunity to own a Farm! 20 Acres plus Pole building to store your farm equipment, 2-car garage with a recreation room on the second floor. Great for hunting and fishing or to admire the wildlife.In-ground swimming pool with private fencing. Four season room, separate dining room, breakfast nook,Pellet stove, Fireplace with gas insert.This 1890 home needs some TLC.Call to schedule your

Dawn Shorter McClain-Williamson Realty, LLC

This fine, brick dwelling originating from the18th c. is situated in Hillsboro on Maryland's peaceful Eastern Shore. Hillsboro, nestled along the Tuckahoe River, conveniently located to all that is important to the Eastern Shore's sought-after lifestyle.The WILLIAM SMITH HOUSE, built in 1794, exemplifies the world of a successful Grain Merchant living in an important hub for grain and

Nancy McGuire Maryland Heritage Properties

Lovely 5 Bedroom 2.5 Bath Home in very sought after Lister Estates. High ceilings and partially open main floor plan with a warm and sunny bump-out breakfast nook, Kitchen and Family Room along with Powder room, and a separate Dinning and Sitting room area. The upper floor boasts a Huge primary bedroom with room for a sitting area, walk-in closet, primary bath with jetted/soaking tub and

Connie Mahaney Schwartz Realty, Inc.

Welcome to this timeless 1880 Federal style House, where historic charm meets thoughtful modern updates. Situated on a serene and spacious lot dotted with beautiful mature fruit trees, this 4 bedroom, 2 bath home offers approximately 2800 sq ft of character-filled space. Many renovations have already been completed- preserving original architectural details while adding essential modern

Cheri Bruce-Phipps TTR Sotheby's International Realty

Charming Home with Timeless Character, Modern Updates & Expansion PotentialStep into this beautifully maintained 4-bedroom, 1.5-bath home that perfectly blends classic charm with thoughtful modern updates. Nestled on a generous 1/3-acre fenced-in town lot, this property offers the privacy and space you’ve been looking for, complete with mature shade trees that create a peaceful,

Justin Pokrywka Meredith Fine Properties

1010 S 2nd Street offers in-town living WITHOUT in-town Taxes!!! This home rests at the edge of town on 1.06 acres with mature plantings. This 3-bed 2-bath home boasts hardwood, LVP, and tile floors. A fireplace insert for the pellet stove for heat, while the seller uses the Hot water baseboard as a backup. Full basement for additional entertaining or storage. Screened-in porch overlooks

Roger Boyce Chesapeake Real Estate Associates, LLC

Come Experience Waterfront Living Like Never Before on the Choptank River! Welcome to “One Sweet World", where breathtaking sunsets and expansive sky views await you just 50 feet from the river’s edge. This extraordinary waterfront retreat features a beautifully designed 2-bedroom, 2-bathroom main house, complemented by a cozy 2-bedroom, 1-bathroom guest house and a separate guest room/tackle

Rick Parreco RE/MAX Executive

Historic charm meets endless potential in this spacious corner-lot home in the heart of downtown Denton—formerly home to the beloved local flower shop! With 4 bedrooms and 1.5 bathrooms, this well-maintained property offers incredible space, character, and small-town walkability.From the welcoming front porch to the large family room that opens to an oversized deck, this home is perfect

Crystal Smith RE/MAX Executive

Discover this stunning three-story waterfront home on the Choptank River, just five minutes from downtown Denton and Route 404. The main level features an eat-in kitchen, formal dining room, and a living room and sunroom—both offering breathtaking river views. You'll also find a spacious primary suite, an additional half bath, and a laundry room. Upstairs, two additional bedrooms, a full bath,

Janet Larson Benson & Mangold, LLC

Are you looking for a diamond in the rough with endless potential at a great price? Here is your opportunity! Make this home shine again and create your own retreat! Leave the stress of every day life behind in this 3 bedrooms, 2 baths rambler with basement, on a beautiful lot and outside of all the hustle and bustle. Come and see for yourself! Hurry! Don't let this one get away! Needs work. Sold

Ingrid Butler CENTURY 21 New Millennium

Country location - 3BR, 2BA Home on Private 1± Acre Lot!This beautifully maintained home offers comfort, updates, and space both inside and out. Enjoy peace of mind with recent upgrades including a new well, septic system, HVAC, roof, and driveway. The home features gleaming wood floors, a bright, updated kitchen and bathrooms, and flexible living spaces – potential for a first-floor

Valerie Brown Charles C. Powell, Inc. Realtors