21665, MD homes for sale & real estate

21665, MD Homes for Sale

Welcome to this extensively renovated 3-bedroom, 2-full-bath home, offering approximately 1,539 sq. ft. of living space on a spacious, level 0.69-acre lot. ✨ Recent updates include: • New flooring throughout • Fresh interior and exterior paint • Updated kitchen with new countertops and appliances • Updated bathrooms • New deck • New dishwasher • New washing machine • New AC unit Move-in ready with plenty of room inside and out, this home offers comfortable living in a peaceful Eastern Shore setting—approximately 10 minutes from St. Michaels and 5 minutes from Tilghman Island Beach 3 Bedrooms | 2 Full Bathrooms | 1,539 Sq. Ft. | 0.69 Acres

21665, MD Homes for Sale

Waterfront coastal cottage living at its finest. Come see what makes this 3-bedroom, 2.5-bathroom retreat feel like a secluded getaway, approximately 10 minutes from downtown St. Michaels and two hours from the DC, and Baltimore areas. Set on 16.45 peaceful acres on Leadenham Creek, this property offers southwestern exposure and over 900 feet of shoreline. Sit back and enjoy evening sunset views from the newly installed dock (2025). Two sheds on the property, provide additional storage capability. Step inside to find a cozy, open-concept layout. The kitchen flows directly into a breakfast nook/dining area with built-in seating and an adjoining living room with a wood-burning fireplace, all

21665, MD Homes for Sale

* AVAILABLE TO SHOW NOW. CONTACT LISTING AGENT * Beautifully maintained 2-bedroom, 2-bath home offering exceptional flexibility as a primary residence, Eastern Shore retreat, or established vacation rental. Currently operated as an Airbnb, the property generates approximately $17,500 in annual rental income and has been updated to meet vacation-rental requirements, including new egress windows and new HVAC system. The polished and exceptionally well-maintained interior features a spacious living room, separate dining room, and enclosed sunroom. Outside, enjoy a paved terrace and large backyard, along with a storage shed and one-car air-conditioned garage. Whether you're looking for a full-

21665, MD Homes for Sale

"Creekside" is a classic Eastern Shore Waterfront Retreat. Sited on 5 private, partially-wooded acres with extensive shoreline, the 3,800 sq ft main house provides panoramic southerly views across the confluence of Fire Cove and Cummings Creek. The views are exceptional! Sunsets, too! The 4-bedroom, 4-bath home has been lovingly updated and improved, including an outstanding new kitchen, which opens to a spacious "Great Room" w/ cathedral ceilings and lots of glass to enjoy the views. So much more: Waterside swimming pool; Detached 3-car garage (w/ HVAC); Spacious garage apartment/office above the garage w/ full bath; Private 120 ft dock w/ two boatlifts and a floating k

21665, MD Homes for Sale

This beautifully maintained 4-bedroom, 3-full-bath home offers approximately 3,348 square feet of living space in desirable Bozman, Maryland. Surrounded by mature trees, the property offers a peaceful, private setting while staying close to downtown St. Michaels. The home has been thoughtfully updated, with improvements including a roof installed in 2020, replacement windows in 2017, public sewer connection completed in 2026, a professionally installed water-filtration system in 2022, upgraded kitchen appliances in 2022, an upstairs air handler and heat pump installed in 2017, and a downstairs air handler replaced in 2025. Interior features include bamboo flooring in the kitchen, kitchenett

21665, MD Homes for Sale

Turn-key waterfront home with spectacular views from every room. The entire house has been taken down to the studs: exterior and interior walls reframed; shed dormers installed; glass doors and windows placed in every wall; renovated kitchen with quartz countertops, semi-custom cabinets, new appliances, a Butler's Pantry, two new staircases, all new plumbing, electric, HVAC, built-ins, hardi-plank siding, Azek trim, composite decking, custom garage doors -- the list goes on. "Tilghman on Chesapeake" has coveted amenities including a clubhouse and outdoor pool on the water, piers, boat-slips, and sweeping views of the watermen departing at sun-rise. Restaurants and daily amenities