5 Maryland Luxury Retreats from Fallsgrove to Chesapeake Waterfronts

On a quiet street in Rockville’s sought-after Fallsgrove community, this 2004 residence delivers modern elegance with a truly turn-key feel. Natural light pours through large windows, brightening spacious living areas that include formal Living and Dining rooms, plus a Great room centered around a cozy gas fireplace. The gourmet chef’s kitchen is designed for serious cooking, with custom cabinetry, premium appliances, abundant counter space, and a Butler’s Pantry with a wine refrigerator. A two-story foyer and custom lighting throughout add polish, while a private office supports work-from-home ease. Five generously sized bedrooms include a luxurious primary suite with a sitting room, dual walk-in closets, and an en-suite bath with dual vanities, a soaking tub, and separate shower. Downstairs, a fully finished walkout level offers an in-law/au pair bedroom and full bath, with flexible space for a theater or playroom. Trails and an in-ground community pool round out the everyday rhythm.

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On a beautifully landscaped lot along the 16th green in South River Colony, this meticulously maintained residence pairs an elegant, flowing layout with thoughtful updates. Four spacious bedrooms and 3½ baths are complemented by a dedicated first-floor study for work or quiet retreat. At the center, a kitchen remodeled in 2021 features a gas cooktop and is designed to support both everyday living and upscale entertaining. New hardwood flooring (2019) and a redesigned staircase sharpen the home’s architectural presence across the foyer and main living spaces, while whole-home wiring for a premium sound system brings an immersive audio experience throughout. The finished lower level is tailored for hosting, with a stylish dry bar, Brunswick pool table, and a theater room complete with equipment, plus a flexible bonus room. Outside, hardscape, irrigation, and landscape lighting frame serene golf course views.

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Along the protected waters of Crab Alley Bay, this waterfront estate unfolds across nearly seven private acres, where two ponds and surrounding wetlands draw abundant wildlife and keep the landscape in gentle motion. Inside, three spacious levels are anchored by a dramatic wall of windows that looks out over the pool and water, washing the interiors in natural light. A new gourmet kitchen pairs granite countertops with a walk-in pantry, while cherry and maple floors add warmth throughout. Recent updates include a new roof, an updated primary bath, and an additional renovated full bath. Generously scaled living and sitting rooms on every level invite both entertaining and quiet retreat, complemented by a gas fireplace on each floor. Four oversized bedrooms, four full baths, a workout room, extensive storage, and a four-car garage complete the layout, with Kent Island’s shopping and commute close at hand.

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Along the water’s edge at the end of Kilby Point in Queenstown, this one-of-a-kind waterfront estate unfolds across 5.4 private acres with more than 2,000 feet of shoreline on the Wye River and Eastern Bay. Renovated down to the studs, the home pairs coastal charm with crisp updates—shiplap walls, beamed ceilings, and new flooring—while the reimagined kitchen leads with quartz countertops, a large island, and Café appliances. Multiple living and entertaining areas include a game room, an office, and dramatic 360-degree rooms that frame panoramic water and wildlife views. Four bedrooms and five full baths plus two half baths have been fully refreshed with walk-in showers, elegant tile work, and stylish vanities; the primary suite adds separate his-and-hers bathrooms. Outside, a sand beach, rip-rapped shoreline, private pier with lift and electric, and new pool decks complete the setting—along with a lighthouse to call your own.

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Along the water’s edge on the Wye River, 351 Wye Rd enjoys a rare point setting with more than 1,400 feet of waterfront. Life here is shaped by easy days on the water, supported by two piers with water and electricity, a private beach, and a boat launch, plus a waterfront fire pit for evenings outside. The custom home pairs a brick front with double porches, walkout access, and a four-car garage. Inside, the kitchen is finished with granite countertops, solid wood cabinetry, a gas cooktop, stainless steel appliances, and full-size refrigerator and freezer, while Brazilian cherry floors and tile warm the main living areas. A first-floor primary suite and bright sunroom—also ideal as a crab room—keep daily living effortless. Upstairs, two expansive living areas frame sweeping 180-degree water views, ready for gathering and unwinding.

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