Madison, MD homes for sale & real estate

Madison, MD Homes for Sale

This is 1301 Broadview Drive — a rare waterfront sanctuary where timeless design and the beauty of Maryland’s Eastern Shore come together in perfect harmony. Set on its own private peninsula with over 1,100 feet of shoreline, this custom New England–inspired residence offers sweeping views of the Chesapeake Bay, Little Choptank River, and Fishing Creek. From sunrise over the water to golden-hour gatherings by the pool, every moment here feels like a retreat. Thoughtfully designed and masterfully crafted, the home embodies quiet sophistication. Classic white cedar shake siding, Boston blend stonework, and bluestone terraces set a tone of understated elegance. Inside, spacio

Madison, MD Homes for Sale

Looking for a serene location? Peace and quiet can be found here in Woolford, in the Deep Water neighborhood. Conveniently located halfway between Cambridge and Taylors Island, Woolford is a water oriented town with close proximity to Blackwater National Wildlife Refuge. This custom-built all brick single-story home is situated on a flat and grassy 2.22 acre lot that backs to woods. The home offers an open, modern floor plan. Coming home the brick front porch leads to the front door. Inside the foyer opens into the center of the home. Note 9’ ceilings and wood doors throughout. Inviting entry to the great room from the foyer, with a spectacular view out the double set of sliding glas

Madison, MD Homes for Sale

Escape to this rare waterfront retreat on Brooks Creek in Cambridge, offering Two Thousand ft of water frontage with sandy beaches, Private pier and Pond. The property features a Four Bedroom, Two and One half Bath Colonial-style main home plus a Three Bedroom, Two Bath guest house with great potential. Enjoy a large barn, pond, and multiple outbuildings, ideal for hobbies, storage, or fishing. With serene views, abundant space, and endless opportunities, this property blends waterfront living with country charm.

Madison, MD Homes for Sale

✨ Scandinavian Scribe Log Cabin on 15+ Acres with Water Access — A Hunter’s Paradise ✨ This one-of-a-kind, Scandinavian scribe-built log cabin blends rustic craftsmanship with modern comfort. Lovingly maintained by its original owner, the home offers 4 bedrooms, 2.5 baths, and 1,890 sq. ft. of cozy living space surrounded by 15.38 private, wooded acres. With abundant wildlife and a deeded right-of-way to water access, this property is a hunter’s dream — ideal for those who love the outdoors, from sunrise hunts to evenings by the fire. Inside, rich log walls and an open floor plan create a warm, functional retreat. Recent upgrades include a roof only 5–6 years o

Madison, MD Homes for Sale

Custom design inspired by classic lighthouses and the beauty of the Chesapeake Bay, this 5 Bedroom, 4.5 Bath home offers 2,740+/- sq ft of living space on a private 4+ acre point with over 1,000 feet of shoreline. With dramatic westerly views and unmatched sunsets, the property combines privacy, water access, and natural beauty in one rare package. Outdoors, you’ll find a private pier plus a saltwater pond that attracts eagles, osprey, and herons. Multiple waterside porches and decks across four levels—including a full waterfront porch and two waterview balconies—invite you to relax, entertain, and take in the ever-changing views of Fishing Creek and the Chesapeake Bay bey

Madison, MD Homes for Sale

Cambridge - elevate your style! Enjoy country living on this beautiful 3+/- acre lot just outside town. This traditional farmhouse has been lovingly restored (raised well above flood plain). Large great room, granite kitchen with stainless appliances, living room plus a den/office. The first floor full bath offers flexibility. Additional half bath and large utility room. Two outbuildings. Paved driveway. Nice decks offering pastoral views. Owner Financing may be available to qualified purchaser.