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5 Remarkable Luxury Properties Across Maryland and Delaware Shores

By Awais Manzoor

1 min read

Across the Mid-Atlantic, this quintet of residences frames luxury as a lived experience shaped by water, privacy, and craft. From a stone-and-timber Deep Creek Lake showpiece to canal-front Rehoboth ease near town, each property leans into indoor-outdoor living with spaces designed for gathering and retreat. A build-to-suit Bethesda lot brings custom possibility moments from dining and transit, while Gibson Island offers renovated Southern elegance in a secluded setting. Ocean View rounds out the collection with a rare two-lot bayfront canvas and panoramic views.

Iconic Design Masterpiece | $5,150,000

1010 Holy Cross Dr Oakland MD 21550
1010 Holy Cross Dr, Oakland, MD 21550
Rachel Bruch
LISTING AGENT:
Rachel Bruch

Along the water’s edge at Deep Creek Lake, this Rex Anderson stone-and-timber residence pairs contemporary luxury with timeless timber frame construction, set for privacy within The Reserve at Holy Cross. Soaring pines frame the setting, while inside, exposed beam ceilings and floor-to-ceiling windows shape open, airy living spaces. The great room is anchored by a floor-to-ceiling stone fireplace, with handcrafted timber details and expansive glass doors that extend daily life onto a sprawling lakeside deck. In the chef’s kitchen, high-end appliances, granite countertops, custom cabinetry, and a generous island make gathering feel effortless. The primary suite offers a spa-inspired ensuite and a dream walk-in closet, complemented throughout by hardwood trim and solid wood doors in hand-selected finishes. A fully equipped home gym and energy-efficient geothermal system round out a home designed for year-round ease.

Price:
$5,150,000
Size:
10,300 sq ft
Contact:
Rachel Bruch, Railey Realty, 301.707.7704
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Luxury, Privacy And Convenience | $4,989,000

32 Eleanor Lee Lane E Rehoboth Beach DE 19971
32 Eleanor Lee Lane E, Rehoboth Beach, DE 19971
Jason Abela
LISTING AGENT:
Jason Abela

Along the canal in Rehoboth Beach, this bespoke residence pairs waterfront ease with a rare sense of privacy—while remaining less than a quarter mile from downtown. More than 7,500 square feet of thoughtfully designed living space includes seven bedrooms, all ensuite, with two extravagant co-primary suites that make hosting feel effortless. Outside, a private boat dock with lift on the canal extends daily life onto the water, while a private pool and second-floor sundeck offer sun-soaked places to unwind between beach days and evenings in town. A three-car garage adds practical flexibility for coastal living. Set within Canal Corkran, an elegant community of upscale custom homes, the property has also operated as a summer vacation rental, balancing lifestyle appeal with the option of a lucrative income stream.

Price:
$4,989,000
Size:
7,572 sq ft
Contact:
Jason Abela, Jack Lingo Realtor, 717.979.1781
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5617 Mclean Drive | $4,795,000

5617 Mclean Drive Bethesda MD 20814
5617 Mclean Drive, Bethesda, MD 20814
Trent Heminger Mary Noone
LISTING AGENT:
Listing agents: Trent Heminger & Mary Noone

On a generous 10,000+ SF lot in rarely available Whitehall Manor / South Bradley Hills, this future residence places you moments from Bethesda Row’s restaurants, boutiques, and Metro while offering a distinctly private sense of arrival. Plans call for over 7,000 square feet of thoughtfully designed living space with 10–11 ft ceilings and a private elevator, creating an easy flow across multiple levels. Indoor-outdoor living is central to the concept, with entertaining spaces designed to connect seamlessly to the exterior. The layout also allows flexibility for a double-island chef’s kitchen, plus an outdoor fireplace and grilling station for relaxed evenings at home. Built with award-winning Mid-Atlantic Builders, the design can be personalized directly with the builder, with optional upgrades including a golf simulator, private theater, or a rear garage with an auxiliary dwelling unit—an inviting canvas for a tailored Bethesda lifestyle.

Price:
$4,795,000
Size:
5,670 sq ft
Contact:
Trent Heminger & Mary Noone, Compass, 240.461.3928
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Southern Charm Meets Modern Luxury Overlooking Otter Pond | $4,200,000

641 Stillwater Road Gibson Island MD 21056
641 Stillwater Road, Gibson Island, MD 21056
Sarah Kanne
LISTING AGENT:
Sarah Kanne

From its elevated setting atop a gentle hill on Gibson Island, this white-painted brick residence overlooks tranquil Otter Pond with a sense of quiet remove. Originally built in 1988 and extensively renovated over the past fifteen years, it balances timeless Southern architecture—traditional form, three matching cupolas, and a columned front porch—with contemporary updates throughout. Inside, architectural ceiling treatments, refined millwork, custom solid wood doors with new brass hardware, newly refinished wood floors, curated finishes, and modern systems shape a polished, livable interior. Outdoors, a private rear terrace leads to a heated, freeform pool and adjoining spa renovated in 2022 with new piping, systems, and equipment, all Wi‑Fi/App controlled. Afyon cloud marble hardscaping, crisp white brick walls, mature trees, and lush landscaping create a secluded backdrop for long, unhurried afternoons.

Price:
$4,200,000
Size:
5,641 sq ft
Contact:
Sarah Kanne, Gibson Island Real Estate, Inc, 301.351.1319

58 Daisey Avenue | $3,900,000

58 Daisey Avenue Ocean View DE 19970
58 Daisey Avenue, Ocean View, DE 19970
Paul Sicari 1
LISTING AGENT:
Paul Sicari

Along the water’s edge in Ocean View, 56 & 58 Daisey Ave pairs two bayfront lots with a single-family residence designed for relaxed coastal living. Warm hardwood floors run through the main level, where sunlight pours through bay windows and frames the ever-present water views. Entertaining feels effortless with a formal dining room, a butler’s pantry, and an open plan that flows into a cozy family room anchored by a fireplace. In the kitchen, custom cabinetry, premium appliances, and a casual eat-in area keep daily life connected to the home’s vibrant center. Upstairs, three generously sized bedrooms include a primary suite with an ensuite bath featuring a soaking tub, separate shower, and walk-in closets. A dedicated pet bath, private yard, laundry room, crawl-space storage, and an extra-deep 2-car garage round out a home built for days that begin and end with the bay.

Price:
$3,900,000
Size:
4,334 sq ft
Contact:
Paul Sicari, Compass, 202.251.5566