9 Gorgeous Waterfront Homes On The Market

Pleasant Prospect Farm is one of Virginia’s grandest waterside historic estates, a perfect retreat for family gatherings and entertaining. This is not just an extraordinary estate; it’s an entire peninsula on approximately 170 bucolic acres & 1.5 miles of shoreline on Cherrystone Inlet.

Size: 3,375 sf

Price: $15,485,000

Listing details: TA classic, historic waterfront estate in Northampton County dating to c.1750. This 2-story home boasts a full basement & 800 bottle wine cellar; a great central foyer with an original enclosed staircase and architectural features. There are 2 guesthouses, 2 detached garages with a total of 9 bays and full woodworking shop.

Contact: Melissa Dooley, Long & Foster Real Estate, +1 410.845.3570

Backfin Point: Make no compromises with this exquisite waterfront compound situated on an extremely private 17.5+/- acre tract of land less than 2 miles to historic Downtown St Michaels. This estate checks all boxes: dramatic tree-lined entrance, large pool, sauna, tennis court, multiple detached guest accommodations, privacy, deep water, expansive storage facility, detailed high-end construction, proximity to town, and stunning views.

Size: 9,290 sf

Price: $6,750,000

Listing details: The main home is an extremely well-built four-bedroom residence with a custom kitchen equipped with a dedicated Subz-Zero refrigerator and freezer, a built-in wine fridge on the island and Viking gas stove, and vintage wood flooring throughout the main level, amazing trim, and generous living spaces. There is a detached 3-car garage, with a two-bedroom guest house, 4,000+/- square foot storage barn (perfect for all the toys), swimming pool, hot tub, a detached pool house with full bath, sauna, storage house, pond, tennis/sports court, excellent condition deep water dock with 2 boat lifts and dual jet ski float.

Contact: Chuck Mangold, Benson & Mangold Real Estate, +1 410.924.8832

Unique opportunity to purchase Laurel Hill, a 12.3 Acre Waterfront Estate Lot with over 500’ of water frontage on Tutter’s Creek in South England Point Subdivision! Originally owned by the Colonial Williamsburg Foundation. Approximately 80 acres were subdivided into 5 huge estate lots. It’s so remote, that many locals are unaware it exists, even though it is just 1.5 miles from Colonial Williamsburg’s fine dining, historic sites, and all the wonderful amenities that entails.

Size: 12.3 acres

Price: $1,450,000

Listing details: This private development is designed to provide seclusion even from within. Upon entering the security gate, you will notice building setbacks are designed so your estate cannot be seen from the road. This premium lot fronts the water & does not border any high traffic roads, you can see this from the aerial photos. Underground utilities, city water/sewer, power, natural gas, Verizon & Cox high-speed internet pulled to site.

Contact: Lee Prevette, Reliance Realty, +1 757.344.6678

Panoramic water views from this completely updated contemporary home! Meander down the tree-lined driveway of this 1.7-acre property with beautiful landscaping and sounds of nature. Featuring a large family room with vaulted ceilings, a stone fireplace, and water views. A gourmet kitchen with stone and stainless, 2nd family room, a dedicated workout area, a remarkable primary bedroom and bath, 3 additional spacious bedrooms, and a full bathroom.

Size: 3,092 sf

Price: $1,375,000

Listing details: Views through the home are gorgeous, and with the southwesterly exposure the sunsets are like icing on the cake! Updates include Pella windows, BAT nitrogen septic system with 4-BR capacity, two heat pumps, timber tech & screened porch, 50-year architectural shingles, renovated kitchen, new carpet, finished hardwood floors, and renovated bathrooms. The gardens are professionally landscaped, there is a private boat launch/ramp, private pier, and a 12.5 K boat lift.

Contact: Dee Dee McCracken, Coldwell Banker, +1 410.739.7571

A peaceful drive down a wooded road in the coveted community of North Shore will lead you to discover Park Creek and this amazing WATERFRONT home nestled in serenity. Your personal oasis boasts a private 135-foot deep water pier with a boat lift, 8-foot MLW, multiple decks, a cabana house, a fenced section of the backyard, and more!

Size: 3,288 sf

Price: $1,300,000

Listing details: Upon arrival, it is clear this home is exceptional from its contemporary exterior that sets the tone for what awaits inside including sun-bathed open spaces, vaulted beamed ceilings, gleaming hardwood floors, and a beautiful view of Park Creek that create a warm and decadent atmosphere. Amazing sunsets and the peaceful atmosphere you are looking for!

Contact: Kathi Austin, Northrop Realty, +1 410.458.8758

Lakefront living at Deep Creek Lake! This 4 bedroom, 3.5 bathroom home offers both lakefront living in the summer months and winter activities at Wisp Resort nearly across the street in the winter months! Enjoy an evening in the hot tub looking over the water or a cup of coffee on your large, private balcony from the main suite on the upper level.

Size: 1,920 sf

Price: $1,075,000

Listing details: You have front row seats to the 4th of July firework show! The home was built in 2010 and has been meticulously maintained since then. The home is currently an established vacation rental with Railey Vacations called “Sun N Ski”. Call today to schedule a private showing!

Contact: Nick Fratz Orr, Railey Realty, +1 301.616.0473

70 waterfront acres with recorded subdivision plat of 6 waterfront lots and 3 large wooded parcels. Beautiful expansive views over Bull’s Cove out to the Chesapeake Bay and south to conserved property which will remain in its natural state. Ponds, marsh, and woods make the property ideal for hunting deer and all sorts of waterfowl.

Size: 70 acres

Price: $850,000

Listing details: Fishing and boating and your own private nature preserve. Invest now and enjoy the solitude with the upside potential for a family compound or waterfront development. Adjacent 45 acres could be purchased for greater development potential or conservation easement.

Contact: Price Clarke, Mears & Co Real Estate, +1 757.647.6820

Have you always had the dream of owning a waterfront home on Lake Anna, but thought it was out of reach? Look no further! Private Waterfront Lake Anna Home on the Private side of Lake Anna for under $500k! The home has been completely renovated less than 3 years ago and is ready for you to use for family gatherings or make it an income-producing property!

Size: 1,000 sf

Price: $499,900

Listing details: 3 bedrooms (3rd NTC) Newer Items: Newer HVAC, Stainless Steel Appliances, Granite Counters, New Flooring, Fresh Paint, Large Lakeside Deck for those football games and gatherings, screened-in back porch, and new fire pit. Just bring your toothbrush and change of clothes and you’re good to start enjoying Lake Living today!

Contact: Elizabeth Shepard, Dockside Realty, +1 540.376.8323

Scenic and Private Waterfront Property on Lake Anna. Located on the private side in the Cuckoos Nest Subdivision, this lot has an incredible gentle slope to the water with a natural soft sandy beach along the cove for your enjoyment. Come take a walk down the cleared gentle sloping walkway leading to the waterfront. This waterfront lot has large hardwood trees and sits on a quiet culdesac.

Size: 1 acres

Price: $449,000

Listing details: This lot offers the perfect setting for a walkout basement with 180-degree views of the lake from the main living area. Cuckoos Nest is a golf cart-friendly community full of smiles and walkers! Bring your builder or we’ll introduce you to ours!

Contact: Roxanne Genalo, Genalo & Associates Real Estate, +1 540-259-2552