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4 Virginia Waterfront Estates Showcasing Luxury Living and Expansive Natural Beauty

By edson alejandro

1 min read

Imagine owning a slice of paradise where privacy, luxury, and nature converge. From the sprawling 135-acre waterfront estate at 585 Whitehall Road to the breathtaking Chesapeake Bay views at Gwynns Island, these four exceptional properties, priced between $2,850,000 and $3,499,999, redefine desirable living. Whether it’s the rolling hills of a Virginia equestrian estate or the serene shores of S Atlantic Ave, each home offers a unique escape with unparalleled access to water, land, and exclusivity. These are not just homes—they’re legacies waiting to be claimed.

585 Whitehall Rd | $3,499,999

585 Whitehall Rd Montross VA 22520
585 Whitehall Rd, Montross, VA 22520
awadeself
LISTING AGENT:
A Wade Self

Set against the serene waterfront of Historical Westmoreland County, 585 White Hall Road offers a rare blend of rural charm and unparalleled accessibility. Spanning 135 acres with eight additional waterfront lots, this 4,500-square-foot estate features four bedrooms and three full bathrooms, including a recently remodeled primary bath. Expansive views of the water unfold from the large family room or beside one of four cozy indoor fireplaces. Outside, two screened-in porches—each with their own fireplace—and a sprawling back deck invite relaxation amid nature. Boating enthusiasts will appreciate the large pier with a boat lift on deep, protected water, while aviation lovers can utilize the FAA-approved 3,000+ foot private airstrip and two-plane hangar. With wooded acres teeming with wildlife for hunting and a mere two-hour drive from Washington, D.C., this property promises a tranquil escape or a unique full-time residence.

Price:
$3,499,999
Size:
5,384 sq ft
Contact:
A Wade Self, Connemara and Company Real Estate, 804.580.0580

Extraordinary Gwynns Island Waterfront Estate With Panoramic Bay Views ResortStyle Amenities | $3,299,000

1071 Gum Thicket Road Hudgins VA 23076
1071 Gum Thicket Road, Hudgins, VA 23076
Katie Horsley Dew David Dew
LISTING AGENT:
Katie Horsley Dew & David Dew

Rising above the serene landscape of Gwynns Island, this extraordinary waterfront retreat offers unparalleled views across Milford Haven to the Chesapeake Bay. Completed in 2008, the custom-designed residence seamlessly integrates elegant living with its coastal surroundings. Nearly every room captures breathtaking water vistas, bathed in natural light that fosters a tranquil, luxurious ambiance. Inside, heated Jerusalem limestone floors extend from interior to exterior, complemented by a striking Chinese black granite fireplace and soaring two-story ceilings in the main living space. The gourmet kitchen flows effortlessly into a spacious dining area, screened porch, and pool—perfect for entertaining. A first-floor primary suite serves as a private oasis with panoramic waterfront views, a soaking tub, and outdoor access. Outdoors, a protected pier, private sand beach, and hydro tennis court enhance a lifestyle of recreation and relaxation. Just minutes from Mathews Courthouse, this coastal haven promises timeless serenity.

Price:
$3,299,000
Size:
4,610 sq ft
Contact:
Katie Horsley Dew & David Dew, IsaBell K. Horsley Real Estate, 804.436.6256 , 804.436.3106

Premier Virginia Equestrian Estate On 225 Acres | $2,900,000

16451 Elmwood Farm Rd Orange VA 22960
16451 Elmwood Farm Rd, Orange, VA 22960
patricewcarroll
LISTING AGENT:
Patrice W. Carroll

Perched atop the rolling hills of Virginia, this extraordinary equestrian estate spans over 225 acres of breathtaking countryside, blending Southern charm with timeless English pastoral allure. A mere stone’s throw from town, the property offers serene privacy amid expansive fields and elevated mountain views. At its heart lies a sprawling 6,203-square-foot residence, thoughtfully designed with six bedrooms and seven bathrooms, including a first-floor primary suite with a cozy sitting area and exercise room, plus a second primary suite upstairs. Ideal for hosting, the home boasts multiple living spaces with a seamless flow. Equestrian enthusiasts will delight in the impeccable facilities—a 20-stall stable with a loft, office, bathroom, and laundry, complemented by a second barn with six stalls, an indoor riding ring, outdoor paddock, and numerous fields dotted with run-in sheds. This estate embodies a rare rural elegance.

Price:
$2,900,000
Size:
6,203 sq ft
Contact:
Patrice W. Carroll, Keller Williams Realty, 804.337.2266

Virginia Beach For Beach Life At Its Very Best | $2,850,000

708 S Atlantic Ave Virginia Beach VA 23451
708 S Atlantic Ave, Virginia Beach, VA 23451
Susie Edmunds
LISTING AGENT:
Susie Edmunds

Positioned directly on the oceanfront in Croatan, this contemporary waterfront residence embodies modern elegance with its robust concrete and steel construction. Offering unparalleled 360-degree views from a striking rooftop deck—the highest in the area—residents can savor breathtaking sunrises over the Atlantic Ocean. A newly built deck with a direct walkway over the dune provides seamless access to the beach, inviting endless days of sand and surf. Inside, a unique glass elevator ensures effortless movement across levels, while dramatic two-story windows frame panoramic ocean vistas from nearly every room. Outdoor living spaces on all floors, complete with a relaxing hot tub, create ideal settings to listen to crashing waves, observe marine wildlife, and watch surfers glide across the water. This home captures the essence of coastal living, blending style with the serene rhythm of the sea.

Price:
$2,850,000
Size:
4,997 sq ft
Contact:
Susie Edmunds, Howard Hanna Real Estate Services, 757-718-1970