Imagine owning a slice of the Eastern Shore’s most coveted landscapes, where luxury meets the tranquil embrace of coastal living. From a historic inn steeped in colonial charm to a contemporary farmhouse in a gated enclave and a secluded waterfront estate, these five properties redefine exclusivity. Each offers seamless indoor-outdoor living and unparalleled access to water, whether through private docks or beach proximity. Nestled in picturesque towns like Lewes and Oxford, they promise not just a home, but a lifestyle woven with natural beauty and sophisticated design.
35975 Goshawk Ct | $3,995,000


The Lee Ann Wilkinson Group

The Lee Ann Wilkinson Group
Perched atop an elevated mountain setting, The Nest offers a rare blend of sophisticated architectural style and serene coastal privacy within the exclusive Hawkseye Community. This contemporary farmhouse, set on over 2 acres of meticulously landscaped grounds, captivates from the circular drive to its refined interiors. Step through double front doors into a two-story living room, where expansive windows flood the space with light, and a striking two-sided stone fireplace anchors the elegant dining area. The chef’s kitchen stuns with professional-grade Thermador appliances, quartz countertops, and a spacious walk-in pantry, creating an inviting hub for culinary creativity. The main-level primary suite boasts a custom walk-in closet and luxurious ensuite, while upstairs, three guest bedrooms with ensuite baths and a versatile family room await. Outside, a screened porch with a stone fireplace, a heated in-ground pool, and extensive patios seamlessly blend indoor and outdoor living. With proximity to trails, beaches, and downtown Lewes and Rehoboth, this estate embodies refined mountain-coastal living.
- Price:
- $3,995,000
- Size:
- 5,155 sq ft
- Contact:
- The Lee Ann Wilkinson Group, Berkshire Hathaway HomeServices Penfed Realty, 302.645.6664
The Historic Robert Morris Inn | $3,650,000


Tom Williams & Monica Molloy

Tom Williams & Monica Molloy
Positioned along the serene Tred Avon River in the historic seaport town of Oxford, Maryland, the Robert Morris Inn stands as America’s oldest full-service inn, tracing its origins to 1710. Named for Robert Morris Jr., a Founding Father, this waterfront gem exudes colonial charm while offering modern comforts through thoughtful upgrades. With 14 guest rooms, each featuring private en suite baths, and a newly renovated luxury suite boasting expansive river views, the inn promises an intimate escape. The Financier Restaurant, a cherished dining spot, complements elegant public spaces adorned with original woodwork and cozy fireplaces. A new bar, banquet room, and private dining areas enhance its appeal for events. Set in affluent Talbot County, this landmark property offers breathtaking water views and potential for expansion, blending a storied past with a vibrant lifestyle on the Eastern Shore.
Size: –
- Price:
- $3,650,000
- Contact:
- Tom Williams & Monica Molloy, TTR Sotheby’s International Realty, 202.255.3650 , 202.607.4843
Fantastic Eastern Shore Retreat In Oxford | $3,650,000


Lisa Sanger Lynch

Lisa Sanger Lynch
Tucked away on a secluded 4.2-acre peninsula, this captivating 4-bedroom, 4.5-bath Cape Cod home offers an unparalleled waterfront escape along Boone Creek in Oxford, Maryland’s Eastern Shore. With breathtaking water vistas, the residence seamlessly blends traditional elegance and modern luxury through an open floor plan bathed in natural light. Inside, brick and hardwood floors complement a gourmet kitchen, multiple fireplaces, and versatile living spaces ideal for both relaxation and entertaining. Step outside to a resort-inspired haven featuring a sprawling pool, meticulously landscaped grounds, a fully fenced garden, and a private dock for boating adventures. Additional amenities include a detached two-car garage and a climate-controlled dock house. Just minutes from shopping, restaurants, and parks, this estate promises a serene waterfront lifestyle, where the beauty of nature and the comforts of home converge in perfect harmony.
- Price:
- $3,650,000
- Size:
- 3,868 sq ft
- Contact:
- Lisa Sanger Lynch, Keller Williams, 443.497.2509
Rare 3.12 Acres Directly On The Potomac River In Great Falls | $3,499,900


Nina Koeppen

Nina Koeppen
Set against the tranquil backdrop of the Potomac River, this remarkable 3.12-acre estate in the heart of Great Falls offers over 200 feet of private waterfront access. With breathtaking, year-round river views, the property invites a deep connection to nature, ideal for kayaking, canoeing, or simply savoring the serene surroundings. Spanning over 8,100 square feet, the custom Pennsylvania Bluestone home, built in 1988, features expansive rooms and soaring ceilings that bathe the interior in light. The upper level boasts five bedrooms, including a grand primary suite with panoramic water vistas, while the main level includes a formal dining room, a great room with a fireplace, and a deck overlooking the river. A walkout lower level with built-in river steps enhances convenience, complemented by ample storage for outdoor gear. This estate embodies a rare waterfront lifestyle just moments from Great Falls’ vibrant core.
- Price:
- $3,499,900
- Size:
- 7,893 sq ft
- Contact:
- Nina Koeppen, TTR Sotheby’s International Realty, 703.966.0127
One-Of-A-Kind Luxury Coastal Retreat | $998,500


Julie Gritton

Julie Gritton
Positioned along the serene waterfront of the prestigious Tidewater Landing community, this exquisite coastal-style home offers a rare glimpse into luxury living by the Indian River Bay. Spanning 5 bedrooms with 3 full and 2 half-baths, the residence captivates with upscale finishes and thoughtful design that seamlessly blend elegance and comfort. Expansive windows frame breathtaking water views, inviting the beauty of the outdoors into every corner of the home. Life here promises tranquility and privacy, enhanced by Tidewater Landing’s enchanting atmosphere. Residents enjoy access to an unparalleled array of resort-style amenities, thoughtfully crafted to foster both relaxation and community connection. Whether savoring quiet mornings by the bay or engaging in the vibrant social offerings of the neighborhood, this property embodies a lifestyle of sophistication and serenity, perfectly attuned to the rhythms of waterfront living.
- Price:
- $998,500
- Size:
- 3,354 sq ft
- Contact:
- Julie Gritton, Coldwell Banker Premier, 302.549.0395













